Details of Drug

Drug General Information (ID: D0898)
Drug Name	Ledipasvir
Drug Type	Small molecule
Drug Synonymous	Ledipasvir; 1256388-51-8; GS-5885; UNII-013TE6E4WV; GS5885; GS 5885; WHO 9796; Ledipasvir (GS5885); 013TE6E4WV; CHEBI:85089; methyl [(2S)-1-{(6S)-6-[4-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]hept-3-yl]-1H-benzimidazol-5-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate; Ledipasvir [USAN:INN]; Ledipasvir (USAN); SCHEMBL2706494; SCHEMBL15116943; CHEMBL2374220; EX-A411; DTXSID90154829; MolPort-039-138-665 Click to Show/Hide
Disease Class	1E50-1E51: Hepatitis virus infection
Therapeutic Class	Antiviral Agents
Structure
Structure	3D Structure		2D Structure
Formula	C49H54F2N8O6
InChI	1S/C49H54F2N8O6/c1-24(2)39(56-46(62)64-5)44(60)58-23-48(15-16-48)21-38(58)42-52-22-37(55-42)28-9-13-32-31-12-8-26(18-33(31)49(50,51)34(32)19-28)27-10-14-35-36(20-27)54-43(53-35)41-29-7-11-30(17-29)59(41)45(61)40(25(3)4)57-47(63)65-6/h8-10,12-14,18-20,22,24-25,29-30,38-41H,7,11,15-17,21,23H2,1-6H3,(H,52,55)(H,53,54)(H,56,62)(H,57,63)/t29-,30+,38-,39-,40-,41-/m0/s1
InChIKey	VRTWBAAJJOHBQU-KMWAZVGDSA-N
Canonical SMILES	CC(C)C(C(=O)N1CC2(CC2)CC1C3=NC=C(N3)C4=CC5=C(C=C4)C6=C(C5(F)F)C=C(C=C6)C7=CC8=C(C=C7)N=C(N8)C9C1CCC(C1)N9C(=O)C(C(C)C)NC(=O)OC)NC(=O)OC
External Link
	Pubchem ID	67505836
	CAS Number	1256388-51-8
	CHEBI ID	85089
	TTD ID	D06LUZ
	VARIDT ID	DR01290

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM001 Affected gastrointestinal absorption AM002 Affected cellular transport AM007 Pharmacodynamic antagonistic effects BM005 Altered gastric pH BM010 Transporter inhibition BM085 Antagonize the effect of antithrombotic agents
Relation Graph

Full list of drugs interacting with Ledipasvir
Affected gastrointestinal absorption
	Altered gastric pH					Drug Num: 18
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0049		Aluminum hydroxide	AlH3O3	10176082	Moderate		Inter Info	[10]
D0236		Calcium carbonate	CCaO3	10112	Moderate		Inter Info	[10]
D0458		Dexlansoprazole	C16H14F3N3O2S	9578005	Moderate		Inter Info	[7], [4], [10]
D0603		Esomeprazole	C17H19N3O3S	9568614	Moderate		Inter Info	[7], [4], [10]
D0636		Famotidine	C8H15N7O2S3	5702160	Moderate		Inter Info	[10]
D0892		Lansoprazole	C16H14F3N3O2S	3883	Moderate		Inter Info	[7], [4], [10]
D0968		Magnesium carbonate	CMgO3	11029	Moderate		Inter Info	[10]
D0973		Magnesium hydroxide	H2MgO2	14791	Moderate		Inter Info	[10]
D1483		Sodium citrate	C6H5Na3O7	6224	Moderate		Inter Info	[10]
D1489		Sodium zirconium cyclosilicate	H6Na2O9Si3Zr+2	91799284	Moderate		Inter Info	[4], [31]
D0967		Magaldrate	AlHMgO5S+2	3086011	Moderate		Inter Info	[10]
D0974		Magnesium oxide	MgO	14792	Moderate		Inter Info	[10]
D1151		Nizatidine	C12H21N5O2S2	3033637	Moderate		Inter Info	[10]
D1222		Pantoprazole	C16H15F2N3O4S	4679	Moderate		Inter Info	[7], [4], [10]
D1373		Rabeprazole	C18H21N3O3S	5029	Moderate		Inter Info	[7], [4], [10]
D1381		Ranitidine	C13H22N4O3S	3001055	Moderate		Inter Info	[10]
D1382		Ranitidine (bismuth citrate)	C13H22N4O3S	3001055	Moderate		Inter Info	[10]
D1480		Sodium bicarbonate	CHNaO3	516892	Moderate		Inter Info	[10]
Affected cellular transport
	Transporter inhibition					Drug Num: 50
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0380		Colchicine	C22H25NO6	6167	Major		Inter Info	[1], [2], [3]
D0551		Edoxaban	C24H30ClN7O4S	10280735	Major		Inter Info	[4], [5], [6]
D1211		Ozanimod	C23H24N4O3	52938427	Major		Inter Info	[7], [8]
D1688		Venetoclax	C45H50ClN7O7S	49846579	Major		Inter Info	[7], [4], [9]
D1471		Simeprevir	C38H47N5O7S2	24873435	Major		Inter Info	[10], [11]
D0038		Aliskiren	C30H53N3O6	5493444	Moderate		Inter Info	[12], [4], [13]
D0096		Apixaban	C25H25N5O4	10182969	Moderate		Inter Info	[4], [14]
D0099		Apremilast	C22H24N2O7S	11561674	Moderate		Inter Info	[10]
D0106		Armodafinil	C15H15NO2S	9690109	Moderate		Inter Info	[10]
D0195		Bosutinib	C26H29Cl2N5O3	5328940	Moderate		Inter Info	[4], [15]
D0376		Cobimetinib	C21H21F3IN3O2	16222096	Moderate		Inter Info	[4], [16]
D0491		Digoxin	C41H64O14	2724385	Moderate		Inter Info	[19], [20], [10]
D0595		Erlotinib	C22H23N3O4	176870	Moderate		Inter Info	[10]
D0597		Erythromycin	C37H67NO13	12560	Moderate		Inter Info	[10]
D0627		Etoposide	C29H32O13	36462	Moderate		Inter Info	[10]
D0629		Everolimus	C53H83NO14	6442177	Moderate		Inter Info	[21]
D0656		Fexofenadine	C32H39NO4	3348	Moderate		Inter Info	[10]
D0894		Lapatinib	C29H26ClFN4O4S	208908	Moderate		Inter Info	[10]
D0109		Artesunate	C19H28O8	6917864	Moderate		Inter Info	[10]
D0176		Betrixaban	C23H22ClN5O3	10275777	Moderate		Inter Info	[22]
D0182		Binimetinib	C17H15BrF2N4O3	10288191	Moderate		Inter Info	[7], [4], [23]
D0302		Ceritinib	C28H36ClN5O3S	57379345	Moderate		Inter Info	[10]
D0559		Eliglustat	C23H36N2O4	23652731	Moderate		Inter Info	[10]
D0720		Gilteritinib	C29H44N8O3	49803313	Moderate		Inter Info	[4], [24]
D0899		Lefamulin	C28H45NO5S	25185057	Moderate		Inter Info	[25], [26]
D0901		Lemborexant	C22H20F2N4O2	56944144	Moderate		Inter Info	[10]
D0963		Lusutrombopag	C29H32Cl2N2O5S	49843517	Moderate		Inter Info	[27]
D1101		Naldemedine	C32H34N4O6	54732242	Moderate		Inter Info	[4], [28]
D1140		Niraparib	C19H20N4O	24958200	Moderate		Inter Info	[10]
D1407		Rimegepant	C28H28F2N6O3	51049968	Moderate		Inter Info	[29], [9]
D1409		Ripretinib	C24H21BrFN5O2	71584930	Moderate		Inter Info	[7], [30]
D0902		Lenalidomide	C13H13N3O3	216326	Moderate		Inter Info	[10]
D0930		Linagliptin	C25H28N8O2	10096344	Moderate		Inter Info	[10]
D0947		Loperamide	C29H33ClN2O2	3955	Moderate		Inter Info	[10]
D0980		Maraviroc	C29H41F2N5O	3002977	Moderate		Inter Info	[32]
D1136		Nilotinib	C28H22F3N7O	644241	Moderate		Inter Info	[33], [34]
D1315		Posaconazole	C37H42F2N8O4	468595	Moderate		Inter Info	[10]
D1371		Quinidine	C20H24N2O2	441074	Moderate		Inter Info	[10]
D1383		Ranolazine	C24H33N3O4	56959	Moderate		Inter Info	[35]
D1402		Rifaximin	C43H51N3O11	6436173	Moderate		Inter Info	[10]
D1417		Rivaroxaban	C19H18ClN3O5S	9875401	Moderate		Inter Info	[10]
D1449		Saxagliptin	C18H25N3O2	11243969	Moderate		Inter Info	[10]
D1466		Silodosin	C25H32F3N3O4	5312125	Moderate		Inter Info	[10]
D1476		Sirolimus	C51H79NO13	5284616	Moderate		Inter Info	[10]
D1555		Terfenadine	C32H41NO2	5405	Moderate		Inter Info	[10]
D1556		Teriflunomide	C12H9F3N2O2	54684141	Moderate		Inter Info	[10]
D1579		Ticagrelor	C23H28F2N6O4S	9871419	Moderate		Inter Info	[10]
D0658		Fidaxomicin	C52H74Cl2O18	10034073	Minor		Inter Info	[7], [4], [36]
D0797		Indacaterol	C24H28N2O3	6918554	Minor		Inter Info	[37]
D1104		Naloxegol	C34H53NO11	56959087	Minor		Inter Info	[38]
Pharmacodynamic antagonistic effects
	Antagonize the effect of antithrombotic agents					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0481		Dicoumarol	C19H12O6	54676038	Moderate		Inter Info	[4], [17], [18]

References
1	Garrouste C, Philipponnet C, Kaysi S, Enache I, Tiple A, Heng AE "Severe colchicine intoxication in a renal transplant recipient on cyclosporine." Transplant Proc 44 (2012): 2851-2. [PMID: 23146540]
2	Jonsson J, Gelpi JR, Light JA, Aquino A, Maszaros S "Colchicine-induced myoneuropathy in a renal transplant patient." Transplantation 53 (1992): 1369-71. [PMID: 1604496]
3	Kuncl RW, Duncan G, Watson D, et al "Colchicine myopathy and neuropathy." N Engl J Med 316 (1987): 1562-8. [PMID: 3035372]
4	Cerner Multum, Inc. "UK Summary of Product Characteristics.".
5	Mendell J, Zahir H, Matsushima N, et al. "Drug-Drug Interaction Studies of Cardiovascular Drugs Involving P-Glycoprotein, an Efflux Transporter, on the Pharmacokinetics of Edoxaban, an Oral Factor Xa Inhibitor." Am J Cardiovasc Drugs (2013):. [PMID: 23784266]
6	Product Information. Savaysa (edoxaban). Daiichi Sankyo, Inc., Parsippany, NJ.
7	Cerner Multum, Inc. "Australian Product Information.".
8	Product Information. Zeposia (ozanimod). Celgene Corporation, Summit, NJ.
9	Product Information. Venclexta (venetoclax). AbbVie US LLC, North Chicago, IL.
10	Product Information. Harvoni (ledipasvir-sofosbuvir). Gilead Sciences, Foster City, CA.
11	Product Information. Olysio (simeprevir). Janssen Pharmaceuticals, Titusville, NJ.
12	Canadian Pharmacists Association.
13	Tapaninen T, Backman JT, Kurkinen K, Neuvonen P, Niemi M "Itraconazole, a P-glycoprotein and CYP3A4 inhibitor, markedly raises the plasma concentrations and enhances the renin-inhibiting effect of aliskiren." J Clin Pharmacol 51 (2011): 359-67. [PMID: 20400651]
14	Product Information. Eliquis (apixaban). Bristol-Myers Squibb Canada Inc, Montreal, IN.
15	Product Information. Bosulif (bosutinib). Pfizer U.S. Pharmaceuticals Group, New York, NY.
16	Product Information. Cotellic (cobimetinib). Genentech, South San Francisco, CA.
17	EMEA. European Medicines Agency "EPARs. European Union Public Assessment Reports.".
18	Product Information. Incivek (telaprevir). Vertex Pharmaceuticals, Cambridge, MA.
19	Becquemont L, Verstuyft C, Kerb R, et al. "Effect of grapefruit juice on digoxin pharmacokinetics in humans." Clin Pharmacol Ther 70 (2001): 311-6. [PMID: 11673746]
20	Darcy PF "Nutrient-drug interactions." Adverse Drug React Toxicol Rev 14 (1995): 233-54. [PMID: 8845456]
21	Product Information. Afinitor (everolimus). Novartis Pharmaceuticals, East Hanover, NJ.
22	Product Information. Bevyxxa (betrixaban). Portola Pharmaceuticals, South San Francisco, CA.
23	Product Information. Mektovi (binimetinib). Array BioPharma Inc., Boulder, CO.
24	Product Information. Xospata (gilteritinib). Astellas Pharma US, Inc, Deerfield, IL.
25	Product Information. Mavyret (glecaprevir-pibrentasvir). Abbott Pharmaceutical, Abbott Park, IL.
26	Product Information. Xenleta (lefamulin). Nabriva Therapeutics US, Inc., King of Prussia, PA.
27	EMA. European Medicines Agency. European Union "EMA - List of medicines under additional monitoring.".
28	Product Information. Symproic (naldemedine). Shionogi USA Inc, Florham Park, NJ.
29	Product Information. Nurtec ODT (rimegepant). Biohaven Pharmaceuticals, New Haven, CT.
30	Product Information. Qinlock (ripretinib). Deciphera Pharmaceuticals, Waltham, MA.
31	Product Information. Lokelma (sodium zirconium cyclosilicate). Astra-Zeneca Pharmaceuticals, Wilmington, DE.
32	Product Information. Selzentry (maraviroc). Pfizer U.S. Pharmaceuticals Group, New York, NY.
33	Product Information. Accolate (zafirlukast). Zeneca Pharmaceuticals, Wilmington, DE.
34	Product Information. Tasigna (nilotinib). Novartis Pharmaceuticals, East Hanover, NJ.
35	Product Information. Ranexa (ranolazine). Calmoseptine Inc, Huntington Beach, CA.
36	Product Information. Dificid (fidaxomicin). Optimer Pharmaceuticals, San Diego, CA.
37	Product Information. Arcapta Neohaler (indacaterol). Novartis Pharmaceuticals, East Hanover, NJ.
38	Product Information. Movantik (naloxegol). Astra-Zeneca Pharmaceuticals, Wilmington, DE.

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