Details of Drug

Drug General Information (ID: D0057)
Drug Name	Amikacin (liposome)
Drug Type	Small molecule
Drug Synonymous	Amicacin; Amikacina; Amikacine; Amikacinum; Amikavet; Amikin; Arikace; Briclin; Kaminax; Lukadin; Mikavir; AMIKACIN SULFATE; Amikacin Base; Amikacin Dihydrate; ANTIBIOTIC BB-K8; Amiglyde-V; Amikacin & Tumor Necrosis Factor; Amikacin (USP); Amikacina [INN-Spanish]; Amikacine [INN-French]; Amikacinum [INN-Latin]; Amikin(Disulfate); Antibiotic BB-K 8; BB-K 8; BB-K8; Amiglyde-V (TN); Amikacin (USP/INN); Amikacin [USAN:BAN:INN]; O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-6))-N(sup 3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine; O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->6))-N(3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine; O-3-Amino-3-deoxy-.alpha.-D-glucopyranosyl-(1->6)-O-[6-amino-6-deoxy-.alpha.-D-glucopyranosyl-(1->4)]-1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-D-streptamine; (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-4-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide; (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide; (2S)-4-amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-alpha-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide; 1-N-(L(-)-gamma-Amino-alpha-hydroxybutyryl)kanamycin A Click to Show/Hide
Disease Class	1A00-1C4Z: Bacterial infection; 1B10-1B14: HIV-infected patients with tuberculosis
Therapeutic Class	Antibiotics
Structure
Structure	3D Structure		2D Structure
Formula	C22H43N5O13
InChI	1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1
InChIKey	LKCWBDHBTVXHDL-RMDFUYIESA-N
Canonical SMILES	C1C(C(C(C(C1NC(=O)C(CCN)O)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(C(C(C(O3)CN)O)O)O)N
External Link
	Pubchem ID	37768
	CAS Number	37517-28-5
	CHEBI ID	2637
	TTD ID	D0Y3MO
	INTEDE ID	DR2167

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM001 Affected gastrointestinal absorption AM003 Affected organization distribution AM005 Affected excretion pathways AM006 Pharmacodynamic additive effects AM007 Pharmacodynamic antagonistic effects BM009 Altered absorption (Unspecific) BM014 Interference of cell/tissue uptake BM027 Decreased renal excretion due to nephrotoxicity BM045 Additive neuromuscular blocking effects BM063 Increased risk of hypocalcemia BM066 Increased risk of hypomagnesemia BM072 Increased risk of nephrotoxicity BM073 Increased risk of ototoxicity BM100 Antagonize the effect of vaccine/toxoid BM107 Attenuated pharmacological effects (Unspecific)
Relation Graph

Full list of drugs interacting with Amikacin (liposome)
Affected gastrointestinal absorption
	Altered absorption (Unspecific)					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0814		Insulin human (inhalation, rapid acting)	C257H383N65O77S6	118984375	Moderate		Inter Info	[22], [84], [85]
Affected organization distribution
	Interference of cell/tissue uptake					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1817		Indium In-111 oxyquinoline	C27H18InN3O3	16685037	Moderate		Inter Info	[62]
Affected excretion pathways
	Decreased renal excretion due to nephrotoxicity					Drug Num: 6
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0668		Flucytosine	C4H4FN3O	3366	Moderate		Inter Info	[59]
D1193		Oxaliplatin	C8H14N2O4Pt	9887053	Moderate		Inter Info	[68]
D1241		Pemetrexed	C20H21N5O6	135410875	Moderate		Inter Info	[69]
D1389		Remdesivir	C27H35N6O8P	121304016	Moderate		Inter Info	[22], [73], [74]
D1543		Telbivudine	C10H14N2O5	159269	Moderate		Inter Info	[75]
D0576		Entecavir	C12H15N5O3	135398508	Moderate		Inter Info	[83]
Pharmacodynamic additive effects
	Additive neuromuscular blocking effects					Drug Num: 16
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0122		Atracurium	C53H72N2O12+2	47319	Major		Inter Info	[1], [2], [3]
D0343		Cisatracurium	C53H72N2O12+2	62887	Major		Inter Info	[1], [2], [3]
D0522		Doxacurium	C56H78N2O16+2	60169	Major		Inter Info	[1], [2], [3]
D0975		Magnesium sulfate	MgO4S	24083	Major		Inter Info	[27], [28], [29]
D1047		Metocurine	C40H48N2O6+2	21233	Major		Inter Info	[1], [2], [3]
D1080		Mivacurium	C58H80N2O14+2	5281042	Major		Inter Info	[1], [2], [3]
D1219		Pancuronium	C35H60N2O4+2	441289	Major		Inter Info	[1], [2], [3]
D1295		Pipecuronium	C35H62N4O4+2	50192	Major		Inter Info	[1], [2], [3]
D1384		Rapacuronium	C37H61N2O4+	5311399	Major		Inter Info	[1], [2], [3]
D1420		Rocuronium	C32H53N2O4+	441290	Major		Inter Info	[1], [2], [3]
D1659		Tubocurarine	C37H41N2O6+	6000	Major		Inter Info	[1], [2], [3]
D1684		Vecuronium	C34H57N2O4+	39765	Major		Inter Info	[1], [2], [3]
D0196		Botulinum toxin type A	NA	NA	Major		Inter Info	[33], [34], [35]
D0197		Botulinum Toxin Type B	NA	NA	Major		Inter Info	[33], [34], [35]
D1510		Succinylcholine	C14H30N2O4+2	5314	Major		Inter Info	[1], [2], [3]
D1122		Neostigmine	C12H19N2O2+	4456	Moderate		Inter Info	[29], [63], [64]
	Increased risk of hypocalcemia					Drug Num: 7
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0694		Foscarnet	CH3O5P	3415	Major		Inter Info	[15], [16], [17]
D0034		Alendronic acid	C4H13NO7P2	2088	Moderate		Inter Info	[40], [41], [42]
D0623		Etidronic acid	C2H8O7P2	3305	Moderate		Inter Info	[40], [41], [42]
D1412		Risedronic acid	C7H11NO7P2	5245	Moderate		Inter Info	[40], [41], [42]
D1584		Tiludronic acid	C7H9ClO6P2S	60937	Moderate		Inter Info	[40], [41], [42]
D1217		Pamidronic acid	C3H11NO7P2	4674	Moderate		Inter Info	[40], [41], [42]
D1727		Zoledronic acid	C5H10N2O7P2	68740	Moderate		Inter Info	[40], [41], [42]
	Increased risk of hypomagnesemia					Drug Num: 7
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0344		Cisplatin	Cl2H6N2Pt	5702198	Moderate		Inter Info	[49], [50], [51]
D0458		Dexlansoprazole	C16H14F3N3O2S	9578005	Moderate		Inter Info	[53], [54], [55]
D0603		Esomeprazole	C17H19N3O3S	9568614	Moderate		Inter Info	[53], [54], [55]
D1373		Rabeprazole	C18H21N3O3S	5029	Moderate		Inter Info	[53], [54], [55]
D0892		Lansoprazole	C16H14F3N3O2S	3883	Moderate		Inter Info	[53], [54], [55]
D1179		Omeprazole	C17H19N3O3S	4594	Moderate		Inter Info	[53], [54], [55]
D1222		Pantoprazole	C16H15F2N3O4S	4679	Moderate		Inter Info	[53], [54], [55]
	Increased risk of nephrotoxicity					Drug Num: 103
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0142		Bacitracin	C66H103N17O16S	10909430	Major		Inter Info	[4], [5], [6]
D0217		Bumetanide	C17H20N2O5S	2471	Major		Inter Info	[7], [8], [9]
D0383		Colistimethate	C58H105N16O28S5-5	70789202	Major		Inter Info	[4], [5], [6]
D0432		Deferasirox	C21H15N3O4	214348	Major		Inter Info	[10], [11]
D0613		Etacrynic acid	C13H12Cl2O4	3278	Major		Inter Info	[7], [8], [9]
D0629		Everolimus	C53H83NO14	6442177	Major		Inter Info	[12], [13], [14]
D0704		Furosemide	C12H11ClN2O5S	3440	Major		Inter Info	[7], [8], [9]
D0709		Gallium nitrate	GaN3O9	61635	Major		Inter Info	[18]
D0761		Human botulinum neurotoxin A/B immune globulin	NA	NA	Major		Inter Info	[19], [20], [21]
D0763		Human cytomegalovirus immune globulin	NA	NA	Major		Inter Info	[19], [20], [21]
D0768		Human Rho(D) immune globulin	NA	NA	Major		Inter Info	[19], [20], [21]
D0805		Inotersen	C230H318N69O121P19S19	121492004	Major		Inter Info	[22], [23]
D0831		Iodipamide	C20H14I6N2O6	3739	Major		Inter Info	[24], [25], [26]
D0832		Iodixanol	C35H44I6N6O15	3724	Major		Inter Info	[24], [25], [26]
D0833		Iohexol	C19H26I3N3O9	3730	Major		Inter Info	[24], [25], [26]
D0834		Iopamidol	C17H22I3N3O8	65492	Major		Inter Info	[24], [25], [26]
D0836		Iopromide	C18H24I3N3O8	3736	Major		Inter Info	[24], [25], [26]
D0837		Iothalamic acid	C11H9I3N2O4	3737	Major		Inter Info	[24], [25], [26]
D0838		Ioversol	C18H24I3N3O9	3741	Major		Inter Info	[24], [25], [26]
D0839		Ioxilan	C18H24I3N3O8	3743	Major		Inter Info	[24], [25], [26]
D0978		Mannitol	C6H14O6	6251	Major		Inter Info	[7], [8], [9]
D1310		Polymyxin B	C56H98N16O13	49800004	Major		Inter Info	[4], [5], [6]
D1476		Sirolimus	C51H79NO13	5284616	Major		Inter Info	[12], [13], [14]
D1526		Tacrolimus	C44H69NO12	445643	Major		Inter Info	[12], [13], [14]
D1549		Temsirolimus	C56H87NO16	6918289	Major		Inter Info	[12], [13], [14]
D0252		Capreomycin	C50H88N28O15	3000502	Major		Inter Info	[4], [5], [6]
D0335		Cidofovir	C8H14N3O6P	60613	Major		Inter Info	[36]
D0472		Diatrizoate	C11H9I3N2O4	2140	Major		Inter Info	[24], [25], [26]
D0765		Human immunoglobulin G (intravenous)	NA	NA	Major		Inter Info	[19], [20], [21]
D1611		Torasemide	C16H20N4O3S	41781	Major		Inter Info	[7], [8], [9]
D0017		Acetylsalicylic acid	C9H8O4	2244	Moderate		Inter Info	[37], [38], [39]
D0075		Amphotericin B	C47H73NO17	5280965	Moderate		Inter Info	[43], [44], [4]
D0077		Amphotericin B (lipid complex)	C47H73NO17	5280965	Moderate		Inter Info	[43], [44], [4]
D0078		Amphotericin B (liposomal)	C47H73NO17	5280965	Moderate		Inter Info	[43], [44], [4]
D0210		Bromfenac	C15H12BrNO3	60726	Moderate		Inter Info	[37], [38], [39]
D0260		Carboplatin	C6H12N2O4Pt	426756	Moderate		Inter Info	[45]
D0274		Cefamandole	C18H18N6O5S2	456255	Moderate		Inter Info	[46], [47], [48]
D0275		Cefapirin	C17H17N3O6S2	30699	Moderate		Inter Info	[46], [47], [48]
D0276		Cefazolin	C14H14N8O4S3	33255	Moderate		Inter Info	[46], [47], [48]
D0279		Cefepime	C19H24N6O5S2	5479537	Moderate		Inter Info	[46], [47], [48]
D0281		Cefixime	C16H15N5O7S2	5362065	Moderate		Inter Info	[46], [47], [48]
D0283		Cefonicid	C18H18N6O8S3	43594	Moderate		Inter Info	[46], [47], [48]
D0284		Cefoperazone	C25H27N9O8S2	44187	Moderate		Inter Info	[46], [47], [48]
D0285		Cefotaxime	C16H17N5O7S2	5742673	Moderate		Inter Info	[46], [47], [48]
D0286		Cefotetan	C17H17N7O8S4	53025	Moderate		Inter Info	[46], [47], [48]
D0287		Cefoxitin	C16H17N3O7S2	441199	Moderate		Inter Info	[46], [47], [48]
D0288		Cefpodoxime	C15H17N5O6S2	6335986	Moderate		Inter Info	[46], [47], [48]
D0289		Cefprozil	C18H19N3O5S	5281006	Moderate		Inter Info	[46], [47], [48]
D0290		Cefradine	C16H19N3O4S	38103	Moderate		Inter Info	[46], [47], [48]
D0291		Ceftaroline fosamil	C22H21N8O8PS4	9852981	Moderate		Inter Info	[46], [47], [48]
D0294		Ceftizoxime	C13H13N5O5S2	6533629	Moderate		Inter Info	[46], [47], [48]
D0295		Ceftolozane	C23H30N12O8S2	53234134	Moderate		Inter Info	[46], [47], [48]
D0296		Ceftriaxone	C18H18N8O7S3	5479530	Moderate		Inter Info	[46], [47], [48]
D0297		Cefuroxime	C16H16N4O8S	5479529	Moderate		Inter Info	[46], [47], [48]
D0298		Celecoxib	C17H14F3N3O2S	2662	Moderate		Inter Info	[37], [38], [39]
D0331		Choline salicylate	C12H19NO4	54686350	Moderate		Inter Info	[37], [38], [39]
D0357		Clofarabine	C10H11ClFN5O3	119182	Moderate		Inter Info	[52]
D0476		Diclofenac	C14H11Cl2NO2	3033	Moderate		Inter Info	[37], [38], [39]
D0489		Diflunisal	C13H8F2O3	3059	Moderate		Inter Info	[37], [38], [39]
D0624		Etodolac	C17H21NO3	3308	Moderate		Inter Info	[37], [38], [39]
D0645		Fenoprofen	C15H14O3	3342	Moderate		Inter Info	[37], [38], [39]
D0680		Flurbiprofen	C15H13FO2	3394	Moderate		Inter Info	[37], [38], [39]
D0718		Gentamicin	C21H43N5O7	3467	Moderate		Inter Info	[22], [60], [61]
D0719		Gentamicin (topical)	C21H43N5O7	3467	Moderate		Inter Info	[22]
D0724		Givosiran	C78H139N11O30	119058042	Moderate		Inter Info	[29], [22]
D0786		Ibuprofen	C13H18O2	3672	Moderate		Inter Info	[37], [38], [39]
D0790		Ifosfamide	C7H15Cl2N2O2P	3690	Moderate		Inter Info	[29], [22]
D0876		Kanamycin	C18H36N4O11	6032	Moderate		Inter Info	[22], [60], [61]
D0881		Ketoprofen	C16H14O3	3825	Moderate		Inter Info	[37], [38], [39]
D0988		Meclofenamic acid	C14H11Cl2NO2	4037	Moderate		Inter Info	[37], [38], [39]
D0991		Mefenamic acid	C15H15NO2	4044	Moderate		Inter Info	[37], [38], [39]
D0995		Meloxicam	C14H13N3O4S2	54677470	Moderate		Inter Info	[37], [38], [39]
D1030		Methoxyflurane	C3H4Cl2F2O	4116	Moderate		Inter Info	[22]
D1109		Naproxen	C14H14O3	156391	Moderate		Inter Info	[37], [38], [39]
D1120		Neomycin	C23H46N6O13	8378	Moderate		Inter Info	[22], [60], [61]
D1121		Neomycin (topical)	C23H46N6O13	8378	Moderate		Inter Info	[22]
D1126		Netilmicin	C21H41N5O7	441306	Moderate		Inter Info	[22], [60], [61]
D1173		Olsalazine	C14H10N2O6	22419	Moderate		Inter Info	[65], [66], [67]
D1196		Oxaprozin	C18H15NO3	4614	Moderate		Inter Info	[37], [38], [39]
D1272		Phenyl salicylate	C13H10O3	8361	Moderate		Inter Info	[37], [38], [39]
D1274		Phenylbutazone	C19H20N2O2	4781	Moderate		Inter Info	[37], [38], [39]
D1300		Piroxicam	C15H13N3O4S	54676228	Moderate		Inter Info	[37], [38], [39]
D1304		Plazomicin	C25H48N6O10	42613186	Moderate		Inter Info	[22], [60], [61]
D1421		Rofecoxib	C17H14O4S	5090	Moderate		Inter Info	[37], [38], [39]
D1439		Salicylic acid (sodium)	C7H6O3	338	Moderate		Inter Info	[37], [38], [39]
D1442		Salsalate	C14H10O5	5161	Moderate		Inter Info	[37], [38], [39]
D1507		Streptomycin	C21H39N7O12	19649	Moderate		Inter Info	[22], [60], [61]
D1517		Sulfasalazine	C18H14N4O5S	5339	Moderate		Inter Info	[65], [66], [67]
D1520		Sulindac	C20H17FO3S	1548887	Moderate		Inter Info	[37], [38], [39]
D1597		Tobramycin	C18H37N5O9	36294	Moderate		Inter Info	[22], [60], [61]
D1672		Valaciclovir	C13H20N6O4	135398742	Moderate		Inter Info	[22], [76]
D1674		Valdecoxib	C16H14N2O3S	119607	Moderate		Inter Info	[37], [38], [39]
D1680		Vancomycin	C66H75Cl2N9O24	14969	Moderate		Inter Info	[77], [78], [79]
D0273		Cefalotin	C16H16N2O6S2	6024	Moderate		Inter Info	[46], [47], [48]
D0282		Cefmetazole	C15H17N7O5S3	42008	Moderate		Inter Info	[46], [47], [48]
D0292		Ceftazidime	C22H22N6O7S2	5481173	Moderate		Inter Info	[46], [47], [48]
D0402		Cyclosporine	C62H111N11O12	5284373	Moderate		Inter Info	[80], [4], [81]
D0570		Enflurane	C3H2ClF5O	3226	Moderate		Inter Info	[82]
D0800		Indomethacin	C19H16ClNO4	3715	Moderate		Inter Info	[37], [38], [39]
D0882		Ketorolac	C15H13NO3	3826	Moderate		Inter Info	[37], [38], [39]
D1009		Mesalazine	C7H7NO3	4075	Moderate		Inter Info	[65], [66], [67]
D1097		Nabumetone	C15H16O2	4409	Moderate		Inter Info	[37], [38], [39]
D1138		Nimodipine	C21H26N2O7	4497	Moderate		Inter Info	[29], [22]
Pharmacodynamic antagonistic effects
	Antagonize the effect of vaccine/toxoid					Drug Num: 2
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1914		Typhoid vaccine (live)	NA	NA	Major		Inter Info	[22], [30], [31]
D1693		Vibrio cholerae CVD 103-HgR strain live antigen (live)	NA	NA	Major		Inter Info	[32]
	Attenuated pharmacological effects (Unspecific)					Drug Num: 4
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0606		Estradiol	C18H24O2	5757	Moderate		Inter Info	[56], [57], [58]
D0619		Ethinylestradiol	C20H24O2	5991	Moderate		Inter Info	[56], [57], [58]
D1011		Mestranol	C21H26O2	6291	Moderate		Inter Info	[56], [57], [58]
D1287		Picosulfuric acid	C18H15NO8S2	5243	Moderate		Inter Info	[70], [71], [72]

References
1	Geha DG, Blitt CD, Moon BJ "Prolonged neuromuscular blockade with pancuronium in the presence of acute renal failure: a case report." Anesth Analg 55 (1976): 343-5. [PMID: 945014]
2	Jedeikin R, Dolgunski E, Kaplan R, Hoffman S "Prolongation of neuromuscular blocking effect of vecuronium by antibiotics." Anaesthesia 42 (1987): 858-60. [PMID: 2889390]
3	Kronenfeld MA, Thomas SJ, Turndorf H "Recurrence of neuromuscular blockade after reversal of vecuronium in a patient receiving polymyxin/amikacin sternal irrigation." Anesthesiology 65 (1986): 93-4. [PMID: 2873764]
4	Product Information. Arikayce (amikacin liposome). Insmed Incorporated, Bridgewater, NJ.
5	Product Information. Garamycin (gentamicin). Schering-Plough Corporation, Kenilworth, NJ.
6	Lindesmith LA, Baines RD Jr, Bigelow DB, Petty TL "Reversible respiratory paralysis associated with polymyxin therapy." Ann Intern Med 68 (1968): 318-27.[PMID: 4306125]
7	Bates DE, Beaumont SJ, Baylis BW "Ototoxicity induced by gentamicin and furosemide." Ann Pharmacother 36 (2002): 446-51. [PMID: 11895059]
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