Details of Drug

Drug General Information (ID: D0481)
Drug Name	Dicoumarol
Drug Type	Small molecule
Drug Synonymous	Acadyl; Acavyl; Anathrombase; Antitrombosin; Apekumarol; Baracoumin; Bishydroxycoumarin; Cuma; Cumid; Dicoumal; Dicoumarin; Dicoumarol; Dicoumarolum; Dicoumerol; Dicuman; Dicumarine; Dicumarinum; Dicumarolo; Dicumarolum; Dicumol; Dikumarol; Dufalone; Dwukumarol; Kumoran; Melitoxin; Temparin; Trombosan; Dicumaol R; Dicumarol [USAN]; Dicumarolo [DCIT]; Dwukumarol [Polish]; Uncoupler of oxidative respiration; M0216; NC 034; Bis-hydroxycoumarin; Dicoumarol (INN); Dicoumarolum [INN-Latin]; Dicumarol (TN); Dicumarol (USAN); Dicumarol [INN-Spanish]; Symmetric dicoumarol analogue, 1; Bis(4-hydroxycoumarin-3-yl)methane; Di-(4-hydroxy-3-coumarinyl)methane; Bis-3,3'-(4-hydroxycoumarinyl)methane; Bis-3,3'-(4-oxycoumarinyl)ethylacetate; Di-4-hydroxy-3,3'-methylenedicoumarin; Coumarin, 3,3'-methylenebis[4-hydroxy-(8CI); 2-hydroxy-3-[(2-hydroxy-4-oxochromen-3-yl)methyl]chromen-4-one; 2H-1-Benzopyran-2-one, 3,3'-methylenebis[4-hydroxy-(9CI); 3,3′-Methylenebis(4-hydroxycoumarin); 3,3'-Methyleen-bis(4-hydroxy-cumarine); 3,3'-Methyleen-bis(4-hydroxy-cumarine) [Dutch]; 3,3'-Methylen-bis(4-hydroxy-cumarin); 3,3'-Methylen-bis(4-hydroxy-cumarin) [German]; 3,3'-Methylene-bis(4-hydroxycoumarin); 3,3'-Methylene-bis(4-hydroxycoumarine); 3,3'-Methylene-bis(4-hydroxycoumarine) [French]; 3,3'-Methylenebis(4-hydroxy-1,2-benzopyrone); 3,3'-Methylenebis(4-hydroxy-2H-1-benzopyran-2-one); 3,3'-Methylenebis(4-hydroxycoumarin); 3,3'-Methylenebis[4-hydroxy-1,2-benzopyrone]; 3,3'-Methylenebis[4-hydroxy-2H-1-benzopyran-2-one]; 3,3'-Methylenebis[4-hydroxycoumarin]; 3,3'-Metilen-bis(4-idrossi-cumarina); 3,3'-Metilen-bis(4-idrossi-cumarina) [Italian]; 3,3'-methanediylbis(4-hydroxy-2H-chromen-2-one); 3,3'-methylenebis(2-hydroxy-4h-chromen-4-one); 3,3'-methylenebis(4-hydroxy-2H-chromen-2-one); 3,3-Methylene-bis[4-hydroxycoumarin]; 4,4'-Dihydroxy-3,3'-methylene bis coumarin Click to Show/Hide
Disease Class	DB61-GB90: Thrombosis; GA20-GA21: Bleeding disorder
Therapeutic Class	Anticoagulants
Structure
Structure	3D Structure		2D Structure
Formula	C19H12O6
InChI	1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2
InChIKey	DOBMPNYZJYQDGZ-UHFFFAOYSA-N
Canonical SMILES	C1=CC=C2C(=C1)C(=C(C(=O)O2)CC3=C(C4=CC=CC=C4OC3=O)O)O
External Link
	Pubchem ID	54676038
	CAS Number	66-76-2
	CHEBI ID	4513
	TTD ID	D02TJS
	INTEDE ID	DR1746

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM001 Affected gastrointestinal absorption AM003 Affected organization distribution AM004 Affected intra/extra-hepatic metabolism AM006 Pharmacodynamic additive effects AM007 Pharmacodynamic antagonistic effects BM001 Altered gastrointestinal dynamics BM003 Complex formation BM008 Altered Fat-soluble drugs absorption BM009 Altered absorption (Unspecific) BM013 Competitive binding of plasma proteins BM014 Interference of cell/tissue uptake BM016 Altered formation of CYP450 enzymes BM017 CYP450 enzyme inhibition BM022 CYP450 enzyme induction BM024 Competitive inhibition of metabolic enzyme BM050 Increased risk of bleeding BM085 Antagonize the effect of antithrombotic agents BM107 Attenuated pharmacological effects (Unspecific)
Relation Graph

Full list of drugs interacting with Dicoumarol
Affected gastrointestinal absorption
	Altered gastrointestinal dynamics					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0941		Lixisenatide	C215H347N61O65S	90472060	Minor		Inter Info	[31], [20], [292]
	Complex formation					Drug Num: 3
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0329		Cholestyramine	C27H47ClN2	137699107	Moderate		Inter Info	[115], [148], [11]
D0893		Lanthanum carbonate	C3La2O9	168924	Moderate		Inter Info	[52], [20], [209]
D0382		Colestipol	C11H28ClN5O	62816	Minor		Inter Info	[7], [290], [291]
	Altered Fat-soluble drugs absorption					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0381		Colesevelam	C31H67Cl3N4O	160051	Moderate		Inter Info	[7], [52], [157]
	Altered absorption (Unspecific)					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1187		Orlistat	C29H53NO5	3034010	Moderate		Inter Info	[1], [233], [234]
Affected organization distribution
	Competitive binding of plasma proteins					Drug Num: 17
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0642		Fenofibrate	C20H21ClO4	3339	Major		Inter Info	[52], [20], [53]
D0643		Fenofibric acid	C17H15ClO4	64929	Major		Inter Info	[52], [20], [53]
D0715		Gemfibrozil	C15H22O3	3463	Major		Inter Info	[52], [20], [53]
D1513		Sulfadiazine	C10H10N4O2S	5215	Major		Inter Info	[60], [78], [62]
D1516		Sulfamethoxazole	C10H11N3O3S	5329	Major		Inter Info	[60], [78], [62]
D1517		Sulfasalazine	C18H14N4O5S	5339	Major		Inter Info	[60], [78], [62]
D0260		Carboplatin	C6H12N2O4Pt	426756	Moderate		Inter Info	[1], [134], [135]
D0325		Chlorpropamide	C10H13ClN2O3S	2727	Moderate		Inter Info	[145], [146], [147]
D0370		Clozapine	C18H19ClN4	135398737	Moderate		Inter Info	[153], [154], [155]
D0595		Erlotinib	C22H23N3O4	176870	Moderate		Inter Info	[1], [175], [176]
D0627		Etoposide	C29H32O13	36462	Moderate		Inter Info	[1], [134], [135]
D0676		Fluoxetine	C17H18F3NO	3386	Moderate		Inter Info	[187], [188], [76]
D1142		Nitazoxanide	C12H9N3O5S	41684	Moderate		Inter Info	[1], [229]
D1603		Tolbutamide	C12H18N2O3S	5505	Moderate		Inter Info	[145], [146], [147]
D1677		Valproic acid	C8H16O2	3121	Moderate		Inter Info	[268], [269], [155]
D0180		Bicalutamide	C18H14F4N2O4S	2375	Minor		Inter Info	[7], [1], [284]
D1473		Simvastatin	C25H38O5	54454	Minor		Inter Info	[295], [296], [297]
	Interference of cell/tissue uptake					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1822		Iodide I-123	I-	135300	Moderate		Inter Info	[201], [202], [203]
Affected intra/extra-hepatic metabolism
	Altered formation of CYP450 enzymes					Drug Num: 17
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0023		Adalimumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D0032		Alefacept	NA	NA	Moderate		Inter Info	[93], [94], [95]
D0085		Anakinra	C20H23N5O7S2	146171046	Moderate		Inter Info	[93], [94], [95]
D0246		Canakinumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D0304		Certolizumab pegol	NA	NA	Moderate		Inter Info	[93], [94], [95]
D0564		Emapalumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D0736		Golimumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D0747		Guselkumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D0875		Ixekizumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D1403		Rilonacept	NA	NA	Moderate		Inter Info	[93], [94], [95]
D1447		Sarilumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D1448		Satralizumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D1454		Secukinumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D1467		Siltuximab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D1599		Tocilizumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D1671		Ustekinumab	NA	NA	Moderate		Inter Info	[93], [94], [95]
D0614		Etanercept	NA	NA	Moderate		Inter Info	[93], [94], [95]
	CYP450 enzyme inhibition					Drug Num: 37
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0066		Amiodarone	C25H29I2NO3	2157	Major		Inter Info	[17], [18], [19]
D0349		Clarithromycin	C38H69NO13	84029	Major		Inter Info	[20], [36], [37]
D1051		Metronidazole	C6H9N3O3	4173	Major		Inter Info	[60], [61], [62]
D1057		Miconazole	C18H14Cl4N2O	4189	Major		Inter Info	[63], [64], [65]
D1058		Miconazole (topical)	C18H14Cl4N2O	4189	Major		Inter Info	[63], [64], [65]
D1706		Voriconazole	C16H14F3N5O	71616	Major		Inter Info	[1], [86], [87]
D0597		Erythromycin	C37H67NO13	12560	Major		Inter Info	[20], [36], [37]
D0667		Fluconazole	C13H12F2N6O	3365	Major		Inter Info	[89], [76], [62]
D0040		Allopurinol	C5H4N4O	135401907	Moderate		Inter Info	[108], [109], [110]
D0106		Armodafinil	C15H15NO2S	9690109	Moderate		Inter Info	[119], [120], [121]
D0191		Blinatumomab	NA	NA	Moderate		Inter Info	[7], [1], [125]
D0313		Chloramphenicol	C11H12Cl2N2O5	5959	Moderate		Inter Info	[143], [115], [144]
D0337		Cimetidine	C10H16N6S	2756	Moderate		Inter Info	[150], [151], [152]
D0439		Delavirdine	C22H28N6O3S	5625	Moderate		Inter Info	[7], [1], [162]
D0547		Econazole (topical)	C18H15Cl3N2O	3198	Moderate		Inter Info	[169], [170], [171]
D0603		Esomeprazole	C17H19N3O3S	9568614	Moderate		Inter Info	[178], [179], [11]
D0628		Etravirine	C20H15BrN6O	193962	Moderate		Inter Info	[7], [1], [184]
D0639		Felbamate	C11H14N2O4	3331	Moderate		Inter Info	[185], [76], [186]
D0858		Isoniazid	C6H7N3O	3767	Moderate		Inter Info	[204], [115], [205]
D0867		Itraconazole	C35H38Cl2N8O4	55283	Moderate		Inter Info	[207], [208], [11]
D0880		Ketoconazole	C26H28Cl2N4O4	456201	Moderate		Inter Info	[207], [208], [11]
D0892		Lansoprazole	C16H14F3N3O2S	3883	Moderate		Inter Info	[178], [179], [11]
D0900		Leflunomide	C12H9F3N2O2	3899	Moderate		Inter Info	[210], [211], [76]
D1050		Metreleptin	NA	NA	Moderate		Inter Info	[222], [223], [224]
D1179		Omeprazole	C17H19N3O3S	4594	Moderate		Inter Info	[178], [179], [11]
D1315		Posaconazole	C37H42F2N8O4	468595	Moderate		Inter Info	[207], [208], [11]
D1350		Proguanil	C11H16ClN5	6178111	Moderate		Inter Info	[240], [241], [242]
D1373		Rabeprazole	C18H21N3O3S	5029	Moderate		Inter Info	[178], [179], [11]
D1432		Rucaparib	C19H18FN3O	9931954	Moderate		Inter Info	[7], [1], [250]
D1497		Sorafenib	C21H16ClF3N4O3	216239	Moderate		Inter Info	[254], [255], [256]
D1544		Telithromycin	C43H65N5O10	3002190	Moderate		Inter Info	[1], [261], [262]
D1587		Tinidazole	C8H13N3O4S	5479	Moderate		Inter Info	[264], [265], [266]
D1612		Toremifene	C26H28ClNO	3005573	Moderate		Inter Info	[31], [20], [267]
D1714		Zafirlukast	C31H33N3O6S	5717	Moderate		Inter Info	[272], [273], [76]
D0687		Fluvoxamine	C15H21F3N2O2	5324346	Moderate		Inter Info	[274], [275], [76]
D1222		Pantoprazole	C16H15F2N3O4S	4679	Moderate		Inter Info	[178], [179], [11]
D1604		Tolcapone	C14H11NO5	4659569	Minor		Inter Info	[7], [1], [299]
	CYP450 enzyme induction					Drug Num: 21
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0224		Butabarbital	C10H16N2O3	2479	Major		Inter Info	[9], [10], [11]
D0225		Butalbital	C11H16N2O3	2481	Major		Inter Info	[9], [10], [11]
D0071		Amobarbital	C11H18N2O3	2164	Major		Inter Info	[9], [10], [11]
D1040		Methylphenobarbital	C13H14N2O3	8271	Major		Inter Info	[9], [10], [11]
D1248		Pentobarbital	C11H18N2O3	4737	Major		Inter Info	[9], [10], [11]
D1265		Phenobarbital	C12H12N2O3	4763	Major		Inter Info	[9], [10], [11]
D1340		Primidone	C12H14N2O2	4909	Major		Inter Info	[9], [10], [11]
D1399		Rifabutin	C46H62N4O11	135398743	Major		Inter Info	[74], [75], [76]
D1400		Rifampicin	C43H58N4O12	135398735	Major		Inter Info	[74], [75], [76]
D1453		Secobarbital	C12H18N2O3	5193	Major		Inter Info	[9], [10], [11]
D0095		Apalutamide	C21H15F4N5O2S	24872560	Moderate		Inter Info	[31], [20], [116]
D0100		Aprepitant	C23H21F7N4O3	135413536	Moderate		Inter Info	[117], [60], [118]
D0194		Bosentan	C27H29N5O6S	104865	Moderate		Inter Info	[7], [126], [127]
D0255		Carbamazepine	C15H12N2O	2554	Moderate		Inter Info	[131], [132], [133]
D0578		Enzalutamide	C21H16F4N4O2S	15951529	Moderate		Inter Info	[31], [20], [116]
D0601		Eslicarbazepine	C15H14N2O2	9881504	Moderate		Inter Info	[20], [1], [177]
D0693		Fosaprepitant	C23H22F7N4O6P	135413538	Moderate		Inter Info	[117], [60], [118]
D0741		Griseofulvin	C17H17ClO6	441140	Moderate		Inter Info	[182], [200], [76]
D1078		Mitotane	C14H10Cl4	4211	Moderate		Inter Info	[7], [225], [226]
D1502		St. John's Wort	NA	NA	Moderate		Inter Info	[257], [258], [76]
D1283		Phenytoin	C15H12N2O2	1775	Moderate		Inter Info	[111], [182], [183]
	Competitive inhibition of metabolic enzyme					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0298		Celecoxib	C17H14F3N3O2S	2662	Moderate		Inter Info	[139], [140], [141]
Pharmacodynamic additive effects
	Increased risk of bleeding					Drug Num: 195
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0005		Abciximab	NA	NA	Major		Inter Info	[1], [2], [3]
D0047		Alteplase	NA	NA	Major		Inter Info	[4], [5], [6]
D0189		Bivalirudin	C98H138N24O33	16129704	Major		Inter Info	[7], [1], [8]
D0008		Acalabrutinib	C26H23N7O2	71226662	Major		Inter Info	[12], [13]
D0017		Acetylsalicylic acid	C9H8O4	2244	Major		Inter Info	[14], [15], [16]
D0096		Apixaban	C25H25N5O4	10182969	Major		Inter Info	[20], [1], [21]
D0104		Argatroban	C23H36N6O5S	92722	Major		Inter Info	[22], [23], [24]
D0129		Avapritinib	C26H27FN10	118023034	Major		Inter Info	[20], [25]
D0230		Cabozantinib	C28H24FN3O5	25102847	Major		Inter Info	[7], [26]
D0247		Cangrelor	C17H25Cl2F3N5O12P3S2	9854012	Major		Inter Info	[7], [20], [27]
D0249		Capecitabine	C15H22FN3O6	60953	Major		Inter Info	[28], [29], [30]
D0250		Caplacizumab	NA	NA	Major		Inter Info	[31], [20], [32]
D0341		Ciprofloxacin	C17H18FN3O3	2764	Major		Inter Info	[33], [34], [35]
D0364		Clopidogrel	C16H16ClNO2S	60606	Major		Inter Info	[38], [39], [40]
D0414		Dalteparin	C26H42N2O37S5	772	Major		Inter Info	[41], [42], [43]
D0428		Dasatinib	C22H26ClN7O2S	3062316	Major		Inter Info	[31], [44]
D0432		Deferasirox	C21H15N3O4	214348	Major		Inter Info	[12], [45]
D0435		Defibrotide	C20H21N4O6P	135565962	Major		Inter Info	[7], [20], [46]
D0447		Desirudin	C287H440N80O110S6	16129703	Major		Inter Info	[7], [1], [47]
D0476		Diclofenac	C14H11Cl2NO2	3033	Major		Inter Info	[48], [49], [50]
D0489		Diflunisal	C13H8F2O3	3059	Major		Inter Info	[48], [49], [50]
D0551		Edoxaban	C24H30ClN7O4S	10280735	Major		Inter Info	[7], [1], [51]
D0574		Enoxaparin	C26H42N2O37S5	772	Major		Inter Info	[41], [42], [43]
D0624		Etodolac	C17H21NO3	3308	Major		Inter Info	[48], [49], [50]
D0645		Fenoprofen	C15H14O3	3342	Major		Inter Info	[48], [49], [50]
D0675		Fluorouracil	C4H3FN2O2	3385	Major		Inter Info	[28], [29], [30]
D0680		Flurbiprofen	C15H13FO2	3394	Major		Inter Info	[48], [49], [50]
D0690		Fondaparinux	C31H53N3O49S8	5282448	Major		Inter Info	[41], [42], [43]
D0712		Gatifloxacin	C19H22FN3O4	5379	Major		Inter Info	[33], [34], [35]
D0716		Gemifloxacin	C18H20FN5O4	9571107	Major		Inter Info	[33], [34], [35]
D0753		Heparin	C26H42N2O37S5	772	Major		Inter Info	[1], [54], [55]
D0785		Ibrutinib	C25H24N6O2	24821094	Major		Inter Info	[56], [57], [20]
D0786		Ibuprofen	C13H18O2	3672	Major		Inter Info	[48], [49], [50]
D0800		Indomethacin	C19H16ClNO4	3715	Major		Inter Info	[48], [49], [50]
D0805		Inotersen	C230H318N69O121P19S19	121492004	Major		Inter Info	[20], [12], [58]
D0841		Ipilimumab	NA	NA	Major		Inter Info	[7], [20], [59]
D0881		Ketoprofen	C16H14O3	3825	Major		Inter Info	[48], [49], [50]
D0882		Ketorolac	C15H13NO3	3826	Major		Inter Info	[48], [49], [50]
D0919		Levofloxacin	C18H20FN3O4	149096	Major		Inter Info	[33], [34], [35]
D0988		Meclofenamic acid	C14H11Cl2NO2	4037	Major		Inter Info	[48], [49], [50]
D0991		Mefenamic acid	C15H15NO2	4044	Major		Inter Info	[48], [49], [50]
D0995		Meloxicam	C14H13N3O4S2	54677470	Major		Inter Info	[48], [49], [50]
D1063		Mifepristone	C29H35NO2	55245	Major		Inter Info	[66], [67]
D1097		Nabumetone	C15H16O2	4409	Major		Inter Info	[48], [49], [50]
D1109		Naproxen	C14H14O3	156391	Major		Inter Info	[48], [49], [50]
D1155		Norfloxacin	C16H18FN3O3	4539	Major		Inter Info	[33], [34], [35]
D1165		Ofloxacin	C18H20FN3O4	4583	Major		Inter Info	[33], [34], [35]
D1174		Omacetaxine mepesuccinate	C29H39NO9	285033	Major		Inter Info	[12], [68]
D1196		Oxaprozin	C18H15NO3	4614	Major		Inter Info	[48], [49], [50]
D1300		Piroxicam	C15H13N3O4S	54676228	Major		Inter Info	[48], [49], [50]
D1313		Ponatinib	C29H27F3N6O	24826799	Major		Inter Info	[12], [69]
D1328		Prasugrel	C20H20FNO3S	6918456	Major		Inter Info	[20], [70]
D1380		Ramucirumab	NA	NA	Major		Inter Info	[12], [71]
D1387		Regorafenib	C21H15ClF4N4O3	11167602	Major		Inter Info	[20], [72], [73]
D1417		Rivaroxaban	C19H18ClN3O5S	9875401	Major		Inter Info	[77]
D1520		Sulindac	C20H17FO3S	1548887	Major		Inter Info	[48], [49], [50]
D1533		Tamoxifen	C26H29NO	2733526	Major		Inter Info	[79], [80], [81]
D1549		Temsirolimus	C56H87NO16	6918289	Major		Inter Info	[82]
D1592		Tipranavir	C31H33F3N2O5S	54682461	Major		Inter Info	[52], [83], [12]
D1593		Tirofiban	C22H36N2O5S	60947	Major		Inter Info	[1], [2], [3]
D1606		Tolmetin	C15H15NO3	5509	Major		Inter Info	[48], [49], [50]
D1623		Trastuzumab emtansine	NA	NA	Major		Inter Info	[31], [20], [84]
D1657		Trovafloxacin	C20H15F3N4O3	62959	Major		Inter Info	[33], [34], [35]
D1705		Vorapaxar	C29H33FN2O4	10077130	Major		Inter Info	[85]
D1718		Zanubrutinib	C27H29N5O3	135565884	Major		Inter Info	[12]
D0537		Drotrecogin alfa	NA	NA	Major		Inter Info	[88]
D0588		Eptifibatide	C35H49N11O9S2	448812	Major		Inter Info	[1], [2], [3]
D0784		Ibritumomab tiuxetan	NA	NA	Major		Inter Info	[90]
D0904		Lepirudin	C287H440N80O111S6	118856773	Major		Inter Info	[22], [23], [24]
D1092		Moxifloxacin	C21H24FN3O4	152946	Major		Inter Info	[33], [34], [35]
D1395		Reteplase	NA	NA	Major		Inter Info	[4], [5], [6]
D1550		Tenecteplase	NA	NA	Major		Inter Info	[4], [5], [6]
D1614		Tositumomab (I-131)	NA	NA	Major		Inter Info	[91], [92]
D0114		Asparaginase Escherichia coli	NA	NA	Moderate		Inter Info	[96], [20], [97]
D0139		Azithromycin	C38H72N2O12	447043	Moderate		Inter Info	[98], [99], [100]
D0345		Citalopram	C20H21FN2O	2771	Moderate		Inter Info	[101], [102], [103]
D0384		Collagenase clostridium histolyticum	NA	NA	Moderate		Inter Info	[7], [1], [104]
D0401		Cycloserine	C3H6N2O2	6234	Moderate		Inter Info	[20], [65], [105]
D0011		Acetaminophen	C8H9NO2	1983	Moderate		Inter Info	[106], [107], [11]
D0068		Amitriptyline	C20H23N	2160	Moderate		Inter Info	[111], [110], [112]
D0072		Amoxapine	C17H16ClN3O	2170	Moderate		Inter Info	[111], [110], [112]
D0073		Amoxicillin	C16H19N3O5S	33613	Moderate		Inter Info	[113], [114], [115]
D0079		Ampicillin	C16H19N3O4S	6249	Moderate		Inter Info	[113], [114], [115]
D0113		Asparaginase Erwinia chrysanthemi	NA	NA	Moderate		Inter Info	[96], [20], [97]
D0140		Aztreonam	C13H17N5O8S2	5742832	Moderate		Inter Info	[56], [20], [1]
D0167		Benzylpenicillin	C16H18N2O4S	5904	Moderate		Inter Info	[113], [114], [115]
D0168		Benzylpenicillin (potassium)	C16H18N2O4S	5904	Moderate		Inter Info	[113], [114], [115]
D0169		Benzylpenicillin (sodium)	C16H18N2O4S	5904	Moderate		Inter Info	[113], [114], [115]
D0211		Bromfenac (ophthalmic)	C15H12BrNO3	60726	Moderate		Inter Info	[128], [129], [130]
D0232		Calaspargase pegol	NA	NA	Moderate		Inter Info	[96], [20], [97]
D0257		Carbenicillin	C17H18N2O6S	20824	Moderate		Inter Info	[113], [114], [115]
D0271		Cefaclor	C15H14ClN3O4S	51039	Moderate		Inter Info	[136], [137], [138]
D0272		Cefadroxil	C16H17N3O5S	47965	Moderate		Inter Info	[136], [137], [138]
D0276		Cefazolin	C14H14N8O4S3	33255	Moderate		Inter Info	[136], [137], [138]
D0277		Cefdinir	C14H13N5O5S2	6915944	Moderate		Inter Info	[136], [137], [138]
D0278		Cefditoren	C19H18N6O5S3	9870843	Moderate		Inter Info	[136], [137], [138]
D0279		Cefepime	C19H24N6O5S2	5479537	Moderate		Inter Info	[136], [137], [138]
D0280		Cefiderocol	C30H34ClN7O10S2	77843966	Moderate		Inter Info	[136], [137], [138]
D0281		Cefixime	C16H15N5O7S2	5362065	Moderate		Inter Info	[136], [137], [138]
D0285		Cefotaxime	C16H17N5O7S2	5742673	Moderate		Inter Info	[136], [137], [138]
D0286		Cefotetan	C17H17N7O8S4	53025	Moderate		Inter Info	[136], [137], [138]
D0287		Cefoxitin	C16H17N3O7S2	441199	Moderate		Inter Info	[136], [137], [138]
D0288		Cefpodoxime	C15H17N5O6S2	6335986	Moderate		Inter Info	[136], [137], [138]
D0289		Cefprozil	C18H19N3O5S	5281006	Moderate		Inter Info	[136], [137], [138]
D0291		Ceftaroline fosamil	C22H21N8O8PS4	9852981	Moderate		Inter Info	[136], [137], [138]
D0292		Ceftazidime	C22H22N6O7S2	5481173	Moderate		Inter Info	[136], [137], [138]
D0293		Ceftibuten	C15H14N4O6S2	5282242	Moderate		Inter Info	[136], [137], [138]
D0295		Ceftolozane	C23H30N12O8S2	53234134	Moderate		Inter Info	[136], [137], [138]
D0296		Ceftriaxone	C18H18N8O7S3	5479530	Moderate		Inter Info	[136], [137], [138]
D0297		Cefuroxime	C16H16N4O8S	5479529	Moderate		Inter Info	[136], [137], [138]
D0301		Cephalexin	C16H17N3O4S	27447	Moderate		Inter Info	[136], [137], [138]
D0310		Chenodeoxycholic acid	C24H40O4	10133	Moderate		Inter Info	[7], [1], [142]
D0331		Choline salicylate	C12H19NO4	54686350	Moderate		Inter Info	[149], [111], [11]
D0361		Clomipramine	C19H23ClN2	2801	Moderate		Inter Info	[101], [102], [103]
D1766		Coenzyme M	C2H6O3S2	598	Moderate		Inter Info	[7], [1], [156]
D1769		Deoxycholic acid	C24H40O4	222528	Moderate		Inter Info	[12], [163]
D0446		Desipramine	C18H22N2	2995	Moderate		Inter Info	[111], [110], [112]
D0451		Desvenlafaxine	C16H25NO2	125017	Moderate		Inter Info	[101], [102], [103]
D0467		Dextropropoxyphene	C22H29NO2	10100	Moderate		Inter Info	[11], [164], [165]
D0477		Diclofenac (ophthalmic)	C14H11Cl2NO2	3033	Moderate		Inter Info	[128], [129], [130]
D0478		Diclofenac (topical)	C14H11Cl2NO2	3033	Moderate		Inter Info	[128], [129], [130]
D0506		Dipyridamole	C24H40N8O4	3108	Moderate		Inter Info	[166], [167], [168]
D0525		Doxepin	C19H21NO	667477	Moderate		Inter Info	[111], [110], [112]
D0526		Doxepin (topical)	C19H21NO	667477	Moderate		Inter Info	[111], [110], [112]
D0586		Epoprostenol	C20H32O5	5282411	Moderate		Inter Info	[172], [173], [174]
D0599		Escitalopram	C20H21FN2O	146570	Moderate		Inter Info	[101], [102], [103]
D0617		Ethanol	C2H6O	702	Moderate		Inter Info	[20], [180], [181]
D0621		Ethotoin	C11H12N2O2	3292	Moderate		Inter Info	[111], [182], [183]
D0641		Fenfluramine	C12H16F3N	3337	Moderate		Inter Info	[101], [102], [103]
D0681		Flurbiprofen (ophthalmic)	C15H13FO2	3394	Moderate		Inter Info	[128], [129], [130]
D0682		Flutamide	C11H11F3N2O3	3397	Moderate		Inter Info	[7], [1], [189]
D0697		Fosphenytoin	C16H15N2O6P	56339	Moderate		Inter Info	[111], [182], [183]
D0711		Garlic	NA	NA	Moderate		Inter Info	[190], [191], [192]
D0721		Ginger	C30H40O6	442138	Moderate		Inter Info	[193], [194], [195]
D0722		Ginkgo biloba	NA	NA	Moderate		Inter Info	[196], [197], [198]
D0792		Iloprost	C22H32O4	5311181	Moderate		Inter Info	[172], [173], [174]
D0794		Imipenem	C12H17N3O4S	104838	Moderate		Inter Info	[7], [20], [1]
D0795		Imipramine	C19H24N2	3696	Moderate		Inter Info	[111], [110], [112]
D0883		Ketorolac (ophthalmic)	C15H13NO3	3826	Moderate		Inter Info	[128], [129], [130]
D1831		Levocarnitine	C7H15NO3	10917	Moderate		Inter Info	[1], [212], [213]
D0920		Levomilnacipran	C15H22N2O	6917779	Moderate		Inter Info	[101], [102], [103]
D0925		Levothyroxine	C15H11I4NO4	5819	Moderate		Inter Info	[214], [215], [216]
D0933		Linezolid	C16H20FN3O4	441401	Moderate		Inter Info	[217], [218], [219]
D0934		Liothyronine	C15H12I3NO4	5920	Moderate		Inter Info	[214], [215], [216]
D0935		Liotrix	C30H21I7N2Na2O8	71371	Moderate		Inter Info	[214], [215], [216]
D1003		Mephenytoin	C12H14N2O2	4060	Moderate		Inter Info	[111], [182], [183]
D1843		Methyl salicylate (topical)	C8H8O3	4133	Moderate		Inter Info	[7], [220], [221]
D1066		Milnacipran	C15H22N2O	65833	Moderate		Inter Info	[101], [102], [103]
D1123		Nepafenac (ophthalmic)	C15H14N2O2	151075	Moderate		Inter Info	[128], [129], [130]
D1139		Nintedanib	C31H33N5O4	135423438	Moderate		Inter Info	[227]
D1140		Niraparib	C19H20N4O	24958200	Moderate		Inter Info	[20], [228]
D1158		Nortriptyline	C19H21N	4543	Moderate		Inter Info	[111], [110], [112]
D1178		Omega-3 fatty acids	C60H92O6	56842239	Moderate		Inter Info	[20], [231], [232]
D1192		Oxacillin	C19H19N3O5S	6196	Moderate		Inter Info	[113], [114], [115]
D1229		Paroxetine	C19H20FNO3	43815	Moderate		Inter Info	[101], [102], [103]
D1249		Pentosan polysulfate	C10H18O21S4	37720	Moderate		Inter Info	[12], [235]
D1251		Pentoxifylline	C13H18N4O3	4740	Moderate		Inter Info	[52], [236]
D1268		Phenoxymethylpenicillin	C16H18N2O5S	6869	Moderate		Inter Info	[113], [114], [115]
D1272		Phenyl salicylate	C13H10O3	8361	Moderate		Inter Info	[149], [111], [11]
D1296		Piperacillin	C23H27N5O7S	43672	Moderate		Inter Info	[113], [114], [115]
D1361		Protriptyline	C19H21N	4976	Moderate		Inter Info	[111], [110], [112]
D1371		Quinidine	C20H24N2O2	441074	Moderate		Inter Info	[182], [115], [243]
D1372		Quinine	C20H24N2O2	3034034	Moderate		Inter Info	[182], [115], [243]
D1424		Romidepsin	C24H36N4O6S2	5352062	Moderate		Inter Info	[1], [247], [248]
D1430		Rosuvastatin	C22H28FN3O6S	446157	Moderate		Inter Info	[7], [1], [249]
D1442		Salsalate	C14H10O5	5161	Moderate		Inter Info	[149], [111], [11]
D1460		Selumetinib	C17H15BrClFN4O3	10127622	Moderate		Inter Info	[251], [252], [253]
D1461		Sertraline	C17H17Cl2N	68617	Moderate		Inter Info	[101], [102], [103]
D1464		Sibutramine	C17H26ClN	5210	Moderate		Inter Info	[101], [102], [103]
D1894		Sugammadex	C72H112O48S8	6918585	Moderate		Inter Info	[20], [259]
D1522		Sunitinib	C22H27FN4O2	5329102	Moderate		Inter Info	[20], [72], [260]
D1523		Suprofen (ophthalmic)	C14H12O3S	5359	Moderate		Inter Info	[128], [129], [130]
D1577		Thyroid, porcine	NA	NA	Moderate		Inter Info	[214], [215], [216]
D1579		Ticagrelor	C23H28F2N6O4S	9871419	Moderate		Inter Info	[20], [263]
D1580		Ticarcillin	C15H16N2O6S2	36921	Moderate		Inter Info	[113], [114], [115]
D1625		Treprostinil	C23H34O5	6918140	Moderate		Inter Info	[172], [173], [174]
D1645		Trimethoprim	C14H18N4O3	5578	Moderate		Inter Info	[56], [20], [1]
D1647		Trimipramine	C20H26N2	5584	Moderate		Inter Info	[111], [110], [112]
D1689		Venlafaxine	C17H27NO2	5656	Moderate		Inter Info	[101], [102], [103]
D1696		Vilazodone	C26H27N5O2	6918314	Moderate		Inter Info	[101], [102], [103]
D1707		Vorinostat	C14H20N2O3	5311	Moderate		Inter Info	[1], [247], [248]
D1708		Vortioxetine	C18H22N2S	9966051	Moderate		Inter Info	[101], [102], [103]
D1815		Icosapent	C20H30O2	446284	Moderate		Inter Info	[20], [231], [232]
D1234		Pegaspargase	C14H19NO	436058	Moderate		Inter Info	[96], [20], [97]
D1465		Sildenafil	C22H30N6O4S	135398744	Moderate		Inter Info	[20], [1], [276]
D1581		Ticlopidine	C14H14ClNS	5472	Moderate		Inter Info	[277], [54], [278]
D1703		Vitamin E	C29H50O2	14985	Moderate		Inter Info	[279], [280], [281]
D0120		Atorvastatin	C33H35FN2O5	60823	Minor		Inter Info	[282], [283]
D0253		Capsicum	NA	NA	Minor		Inter Info	[193]
D0309		Chamomile	C15H10O5	5280443	Minor		Inter Info	[193], [285], [286]
D0368		Clove	NA	NA	Minor		Inter Info	[193], [288], [289]
D1173		Olsalazine	C14H10N2O6	22419	Minor		Inter Info	[7], [1], [293]
D1856		Papaya	C15H22O2	61446	Minor		Inter Info	[294], [193], [286]
D1661		Turmeric	C21H20O6	969516	Minor		Inter Info	[301], [193], [302]
D1329		Pravastatin	C23H36O7	54687	Minor		Inter Info	[303], [304], [305]
Pharmacodynamic antagonistic effects
	Antagonize the effect of antithrombotic agents					Drug Num: 33
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0136		Azathioprine	C9H7N7O2S	2265	Moderate		Inter Info	[122], [123], [124]
D0387		Conjugated estrogens	C18H21NaO5S	45357473	Moderate		Inter Info	[158], [159], [160]
D0388		Conjugated estrogens (topical)	C18H21NaO5S	45357473	Moderate		Inter Info	[158], [159], [160]
D0408		Daclatasvir	C40H50N8O6	25154714	Moderate		Inter Info	[20], [72], [161]
D0556		Elbasvir	C49H55N9O7	71661251	Moderate		Inter Info	[20], [72], [161]
D0605		Esterified estrogens	NA	NA	Moderate		Inter Info	[158], [159], [160]
D0606		Estradiol	C18H24O2	5757	Moderate		Inter Info	[158], [159], [160]
D0607		Estradiol (topical)	C18H24O2	5757	Moderate		Inter Info	[158], [159], [160]
D0608		Estramustine	C23H31Cl2NO3	259331	Moderate		Inter Info	[158], [159], [160]
D0610		Estrone sulfate	C18H22O5S	3001028	Moderate		Inter Info	[158], [159], [160]
D0611		Estrone sulfate (topical)	C18H22O5S	3001028	Moderate		Inter Info	[158], [159], [160]
D0619		Ethinylestradiol	C20H24O2	5991	Moderate		Inter Info	[158], [159], [160]
D0723		Ginseng	C42H66O17	420552	Moderate		Inter Info	[193], [199], [195]
D0863		Isotretinoin	C20H28O2	5282379	Moderate		Inter Info	[7], [1], [206]
D0898		Ledipasvir	C49H54F2N8O6	67505836	Moderate		Inter Info	[20], [72], [161]
D1007		Mercaptopurine	C5H4N4S	667490	Moderate		Inter Info	[122], [123], [124]
D1011		Mestranol	C21H26O2	6291	Moderate		Inter Info	[158], [159], [160]
D1160		Obeticholic acid	C26H44O4	447715	Moderate		Inter Info	[7], [1], [230]
D1284		Phylloquinone	C31H46O2	5284607	Moderate		Inter Info	[237], [238], [239]
D1397		Ribavirin	C8H12N4O5	37542	Moderate		Inter Info	[244], [245], [246]
D1471		Simeprevir	C38H47N5O7S2	24873435	Moderate		Inter Info	[20], [72], [161]
D1490		Sofosbuvir	C22H29FN3O9P	45375808	Moderate		Inter Info	[20], [72], [161]
D1609		Topiramate	C12H21NO8S	5284627	Moderate		Inter Info	[31], [20], [1]
D1686		Velpatasvir	C49H54N8O8	67683363	Moderate		Inter Info	[20], [72], [161]
D0321		Chlorothiazide	C7H6ClN3O4S2	2720	Minor		Inter Info	[111], [115], [287]
D0326		Chlorthalidone	C14H11ClN2O4S	2732	Minor		Inter Info	[111], [115], [287]
D0771		Hydrochlorothiazide	C7H8ClN3O4S2	3639	Minor		Inter Info	[111], [115], [287]
D0775		Hydroflumethiazide	C8H8F3N3O4S2	3647	Minor		Inter Info	[111], [115], [287]
D0798		Indapamide	C16H16ClN3O3S	3702	Minor		Inter Info	[111], [115], [287]
D1048		Metolazone	C16H16ClN3O3S	4170	Minor		Inter Info	[111], [115], [287]
D1311		Polythiazide	C11H13ClF3N3O4S3	4870	Minor		Inter Info	[111], [115], [287]
D1501		Spironolactone	C24H32O4S	5833	Minor		Inter Info	[7], [1], [298]
D1624		Trazodone	C19H22ClN5O	5533	Minor		Inter Info	[153], [155], [300]
	Attenuated pharmacological effects (Unspecific)					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1691		Verteporfin	C82H84N8O16	11980904	Moderate		Inter Info	[270], [271]

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