Details of Drug

Drug General Information (ID: D1471)
Drug Name	Simeprevir
Drug Type	Small molecule
Drug Synonymous	TMC436 Click to Show/Hide
Disease Class	1E50-1E51: Hepatitis virus infection
Therapeutic Class	Antiinfective Agents
Structure
Structure	3D Structure		2D Structure
Formula	C38H47N5O7S2
InChI	1S/C38H47N5O7S2/c1-21(2)30-20-51-35(40-30)29-18-32(26-13-14-31(49-5)22(3)33(26)39-29)50-24-16-27-28(17-24)36(45)43(4)15-9-7-6-8-10-23-19-38(23,41-34(27)44)37(46)42-52(47,48)25-11-12-25/h8,10,13-14,18,20-21,23-25,27-28H,6-7,9,11-12,15-17,19H2,1-5H3,(H,41,44)(H,42,46)/b10-8-/t23-,24-,27-,28-,38-/m1/s1
InChIKey	JTZZSQYMACOLNN-VDWJNHBNSA-N
Canonical SMILES	CC1=C(C=CC2=C1N=C(C=C2OC3CC4C(C3)C(=O)N(CCCCC=CC5CC5(NC4=O)C(=O)NS(=O)(=O)C6CC6)C)C7=NC(=CS7)C(C)C)OC
External Link
	Pubchem ID	24873435
	CAS Number	923604-59-5
	CHEBI ID	134743
	TTD ID	D00TLP
	VARIDT ID	DR00014

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM002 Affected cellular transport AM004 Affected intra/extra-hepatic metabolism AM006 Pharmacodynamic additive effects AM007 Pharmacodynamic antagonistic effects BM010 Transporter inhibition BM017 CYP450 enzyme inhibition BM022 CYP450 enzyme induction BM075 Increased risk of photosensitivity reactions BM085 Antagonize the effect of antithrombotic agents
Relation Graph

Full list of drugs interacting with Simeprevir
Affected cellular transport
	Transporter inhibition					Drug Num: 32
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1430		Rosuvastatin	C22H28FN3O6S	446157	Major		Inter Info	[4]
D0551		Edoxaban	C24H30ClN7O4S	10280735	Major		Inter Info	[10], [12], [13], [14]
D0562		Eluxadoline	C32H35N5O5	11250029	Major		Inter Info	[10], [15], [16]
D0739		Grazoprevir	C38H50N6O9S	44603531	Major		Inter Info	[10], [17], [18]
D0898		Ledipasvir	C49H54F2N8O6	67505836	Major		Inter Info	[19], [4]
D1388		Relugolix	C29H27F2N7O5S	10348973	Major		Inter Info	[20]
D1688		Venetoclax	C45H50ClN7O7S	49846579	Major		Inter Info	[3], [10], [21]
D0511		Docetaxel	C43H53NO14	148124	Moderate		Inter Info	[30], [3], [10], [31], [32], [33], [34], [35], [36]
D0561		Eltrombopag	C25H22N4O4	135449332	Moderate		Inter Info	[37], [11], [3], [38], [39]
D1212		Paclitaxel	C47H51NO14	36314	Moderate		Inter Info	[30], [3], [10], [31], [32], [33], [34], [35], [36]
D1213		Paclitaxel (protein-bound)	C47H51NO14	36314	Moderate		Inter Info	[30], [34], [35]
D1329		Pravastatin	C23H36O7	54687	Moderate		Inter Info	[4]
D0155		Bempedoic acid	C19H36O5	10472693	Moderate		Inter Info	[46], [17]
D0176		Betrixaban	C23H22ClN5O3	10275777	Moderate		Inter Info	[47]
D0182		Binimetinib	C17H15BrF2N4O3	10288191	Moderate		Inter Info	[3], [10], [48]
D0199		Brentuximab vedotin	NA	NA	Moderate		Inter Info	[49], [50]
D0425		Darolutamide	C19H19ClN6O2	67171867	Moderate		Inter Info	[10], [51]
D0558		Elexacaftor	C26H34F3N7O4S	134587348	Moderate		Inter Info	[52], [53], [54]
D0568		Enasidenib	C19H17F6N7O	89683805	Moderate		Inter Info	[3], [55], [50]
D0569		Encorafenib	C22H27ClFN7O4S	50922675	Moderate		Inter Info	[10], [56]
D0577		Entrectinib	C31H34F2N6O2	25141092	Moderate		Inter Info	[3], [10], [57]
D0700		Fostemsavir	C25H26N7O8P	11319217	Moderate		Inter Info	[58]
D0963		Lusutrombopag	C29H32Cl2N2O5S	49843517	Moderate		Inter Info	[61]
D1062		Midostaurin	C35H30N4O4	9829523	Moderate		Inter Info	[10]
D1258		Pexidartinib	C20H15ClF3N5	25151352	Moderate		Inter Info	[4], [63]
D1301		Pitavastatin	C25H24FNO4	5282452	Moderate		Inter Info	[4]
D1396		Revefenacin	C35H43N5O4	11753673	Moderate		Inter Info	[46], [17], [64]
D1409		Ripretinib	C24H21BrFN5O2	71584930	Moderate		Inter Info	[3], [65]
D1436		Sacubitril	C24H29NO5	9811834	Moderate		Inter Info	[3], [46], [17]
D1532		Talazoparib	C19H14F2N6O	135565082	Moderate		Inter Info	[66]
D1663		Ubrogepant	C29H26F3N5O3	68748835	Moderate		Inter Info	[67]
D1710		Voxilaprevir	C40H52F4N6O9S	89921642	Moderate		Inter Info	[68]
Affected intra/extra-hepatic metabolism
	CYP450 enzyme inhibition					Drug Num: 66
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0080		Amprenavir	C25H35N3O6S	65016	Major		Inter Info	[3], [4], [5]
D0116		Atazanavir	C38H52N6O7	148192	Major		Inter Info	[3], [4], [5]
D0120		Atorvastatin	C33H35FN2O5	60823	Major		Inter Info	[4]
D0342		Cisapride	C23H29ClFN3O4	6917698	Major		Inter Info	[7], [8], [9]
D0349		Clarithromycin	C38H69NO13	84029	Major		Inter Info	[3], [4], [5]
D0386		Conivaptan	C32H26N4O2	151171	Major		Inter Info	[3], [4], [5]
D0402		Cyclosporine	C62H111N11O12	5284373	Major		Inter Info	[3], [10], [4]
D0426		Darunavir	C27H37N3O7S	213039	Major		Inter Info	[3], [4], [5]
D0439		Delavirdine	C22H28N6O3S	5625	Major		Inter Info	[3], [4], [5]
D0597		Erythromycin	C37H67NO13	12560	Major		Inter Info	[3], [4], [5]
D0667		Fluconazole	C13H12F2N6O	3365	Major		Inter Info	[3], [4], [5]
D0692		Fosamprenavir	C25H36N3O9PS	131536	Major		Inter Info	[3], [4], [5]
D0799		Indinavir	C36H47N5O4	5362440	Major		Inter Info	[3], [4], [5]
D0867		Itraconazole	C35H38Cl2N8O4	55283	Major		Inter Info	[3], [4], [5]
D0880		Ketoconazole	C26H28Cl2N4O4	456201	Major		Inter Info	[3], [4], [5]
D1117		Nefazodone	C25H32ClN5O2	4449	Major		Inter Info	[3], [4], [5]
D1119		Nelfinavir	C32H45N3O4S	64143	Major		Inter Info	[3], [4], [5]
D1315		Posaconazole	C37H42F2N8O4	468595	Major		Inter Info	[3], [4], [5]
D1415		Ritonavir	C37H48N6O5S2	392622	Major		Inter Info	[3], [4], [5]
D1444		Saquinavir	C38H50N6O5	441243	Major		Inter Info	[3], [4], [5]
D0192		Boceprevir	C27H45N5O5	10324367	Major		Inter Info	[3], [4], [5]
D0375		Cobicistat	C40H53N7O5S2	25151504	Major		Inter Info	[3], [4], [5]
D0543		Duvelisib	C22H17ClN6O	50905713	Major		Inter Info	[3], [4], [5]
D0638		Fedratinib	C27H36N6O3S	16722836	Major		Inter Info	[3], [4], [5]
D1653		Troleandomycin	C41H67NO15	202225	Major		Inter Info	[3], [4], [5]
D1660		Tucatinib	C26H24N8O2	51039094	Major		Inter Info	[3], [4], [5]
D1709		Voxelotor	C19H19N3O3	71602803	Major		Inter Info	[3], [4], [5]
D1541		Telaprevir	C36H53N7O6	3010818	Major		Inter Info	[3], [4], [5]
D1544		Telithromycin	C43H65N5O10	3002190	Major		Inter Info	[3], [4], [5]
D1706		Voriconazole	C16H14F3N5O	71616	Major		Inter Info	[3], [4], [5]
D0066		Amiodarone	C25H29I2NO3	2157	Moderate		Inter Info	[4]
D0069		Amlodipine	C20H25ClN2O5	2162	Moderate		Inter Info	[4]
D0128		Avanafil	C23H26ClN7O3	9869929	Moderate		Inter Info	[4]
D0170		Bepridil	C24H34N2O	2351	Moderate		Inter Info	[25], [26], [4]
D0303		Cerivastatin	C26H34FNO5	446156	Moderate		Inter Info	[27], [4], [28]
D0376		Cobimetinib	C21H21F3IN3O2	16222096	Moderate		Inter Info	[29]
D0497		Diltiazem	C22H26N2O4S	39186	Moderate		Inter Info	[4]
D0508		Disopyramide	C21H29N3O	3114	Moderate		Inter Info	[4]
D0629		Everolimus	C53H83NO14	6442177	Moderate		Inter Info	[3], [10], [4]
D0640		Felodipine	C18H19Cl2NO4	3333	Moderate		Inter Info	[4]
D0664		Flecainide	C17H20F6N2O3	3356	Moderate		Inter Info	[4]
D0865		Isradipine	C19H21N3O5	3784	Moderate		Inter Info	[4]
D0956		Lovastatin	C24H36O5	53232	Moderate		Inter Info	[4]
D1054		Mexiletine	C11H17NO	4178	Moderate		Inter Info	[4]
D1060		Midazolam	C18H13ClFN3	4192	Moderate		Inter Info	[4]
D1130		Nicardipine	C26H29N3O6	4474	Moderate		Inter Info	[4]
D1134		Nifedipine	C17H18N2O6	4485	Moderate		Inter Info	[4]
D1138		Nimodipine	C21H26N2O7	4497	Moderate		Inter Info	[4]
D1141		Nisoldipine	C20H24N2O6	4499	Moderate		Inter Info	[4]
D1203		Oxycodone	C18H21NO4	5284603	Moderate		Inter Info	[3], [10], [43]
D1353		Propafenone	C21H27NO3	4932	Moderate		Inter Info	[4]
D1371		Quinidine	C20H24N2O2	441074	Moderate		Inter Info	[4]
D1465		Sildenafil	C22H30N6O4S	135398744	Moderate		Inter Info	[4]
D0038		Aliskiren	C30H53N3O6	5493444	Moderate		Inter Info	[11], [10], [44], [45]
D0720		Gilteritinib	C29H44N8O3	49803313	Moderate		Inter Info	[10], [59]
D0899		Lefamulin	C28H45NO5S	25185057	Moderate		Inter Info	[60]
D0911		Levamlodipine	C20H25ClN2O5	9822750	Moderate		Inter Info	[4]
D1065		Milk thistle	C25H22O10	1548994	Moderate		Inter Info	[4]
D1101		Naldemedine	C32H34N4O6	54732242	Moderate		Inter Info	[10], [62]
D1473		Simvastatin	C25H38O5	54454	Moderate		Inter Info	[4]
D1476		Sirolimus	C51H79NO13	5284616	Moderate		Inter Info	[3], [10], [4]
D1526		Tacrolimus	C44H69NO12	445643	Moderate		Inter Info	[3], [10], [4]
D1527		Tadalafil	C22H19N3O4	110635	Moderate		Inter Info	[4]
D1632		Triazolam	C17H12Cl2N4	5556	Moderate		Inter Info	[4]
D1682		Vardenafil	C23H32N6O4S	135400189	Moderate		Inter Info	[4]
D1690		Verapamil	C27H38N2O4	2520	Moderate		Inter Info	[4]
	CYP450 enzyme induction					Drug Num: 20
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0255		Carbamazepine	C15H12N2O	2554	Major		Inter Info	[4], [6]
D0453		Dexamethasone	C22H29FO5	5743	Major		Inter Info	[4], [6]
D0554		Efavirenz	C14H9ClF3NO2	64139	Major		Inter Info	[4], [6]
D0697		Fosphenytoin	C16H15N2O6P	56339	Major		Inter Info	[4], [6]
D1078		Mitotane	C14H10Cl4	4211	Major		Inter Info	[4], [6]
D1128		Nevirapine	C15H14N4O	4463	Major		Inter Info	[4], [6]
D1198		Oxcarbazepine	C15H12N2O2	34312	Major		Inter Info	[4], [6]
D1265		Phenobarbital	C12H12N2O3	4763	Major		Inter Info	[4], [6]
D1283		Phenytoin	C15H12N2O2	1775	Major		Inter Info	[4], [6]
D1340		Primidone	C12H14N2O2	4909	Major		Inter Info	[4], [6]
D1399		Rifabutin	C46H62N4O11	135398743	Major		Inter Info	[4], [6]
D1400		Rifampicin	C43H58N4O12	135398735	Major		Inter Info	[11], [4], [6]
D1401		Rifapentine	C47H64N4O12	135403821	Major		Inter Info	[4], [6]
D0095		Apalutamide	C21H15F4N5O2S	24872560	Major		Inter Info	[4], [6]
D0578		Enzalutamide	C21H16F4N4O2S	15951529	Major		Inter Info	[4], [6]
D0601		Eslicarbazepine	C15H14N2O2	9881504	Major		Inter Info	[4], [6]
D0628		Etravirine	C20H15BrN6O	193962	Major		Inter Info	[4], [6]
D0958		Lumacaftor	C24H18F2N2O5	16678941	Major		Inter Info	[11], [4], [6]
D1502		St. John's Wort	NA	NA	Major		Inter Info	[4], [6]
D1592		Tipranavir	C31H33F3N2O5S	54682461	Major		Inter Info	[4], [6]
Pharmacodynamic additive effects
	Increased risk of photosensitivity reactions					Drug Num: 5
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0062		Aminolevulinic acid	C5H9NO3	137	Major		Inter Info	[1], [2]
D0063		Aminolevulinic acid (topical)	C5H9NO3	137	Moderate		Inter Info	[3], [10], [22]
D1028		Methoxsalen	C12H8O4	4114	Moderate		Inter Info	[3], [40], [1], [41], [42]
D1033		Methyl aminolevulinate (topical)	C6H11NO3	157922	Moderate		Inter Info	[3], [10], [22]
D1691		Verteporfin	C82H84N8O16	11980904	Moderate		Inter Info	[10], [40], [1], [69]
Pharmacodynamic antagonistic effects
	Antagonize the effect of antithrombotic agents					Drug Num: 3
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0087		Anisindione	C16H12O3	2197	Moderate		Inter Info	[10], [23], [24]
D0481		Dicoumarol	C19H12O6	54676038	Moderate		Inter Info	[10], [23], [24]
D1711		Warfarin	C19H16O4	54678486	Moderate		Inter Info	[70], [3], [10], [71], [24], [4], [72]

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66	Product Information. Talzenna (talazoparib). Pfizer U.S. Pharmaceuticals Group, New York, NY.
67	Product Information. Ubrelvy (ubrogepant). Allergan Inc, Irvine, CA.
68	Product Information. Vosevi (sofosbuvir/velpatasvir/voxilaprevir). Gilead Sciences, Foster City, CA.
69	Product Information. Visudyne (verteporfin) Valeant Pharmaceuticals, Costa Mesa, CA.
70	Agencia Espaola de Medicamentos y Productos Sanitarios Healthcare "Centro de informacion online de medicamentos de la AEMPS - CIMA.".
71	EMEA. European Medicines Agency "EPARs. European Union Public Assessment Reports.".
72	Product Information. Victrelis (boceprevir). Schering-Plough Corporation, Kenilworth, NJ.

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