Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1193)
Drug Name
Ombitasvir
Synonyms
Ombitasvir (USAN); Ombitasvir [USAN:INN]; Ombitasvir pound>>ABT-267; Ombitasvir(ABT-267); SB16895; SCHEMBL8542284; ABT-267; ZINC150601177; 1258226-87-7; 2302768XJ8; ABT 267; ABT-267;ABT267;ABT 267; ABT267; CHEBI:85183; CHEMBL3127326; CS-5330; DB09296; UNII-2302768XJ8; dimethyl ([(2S,5S)-1-(4-tert-butylphenyl)pyrrolidine-2,5-diyl]bis{(4,1-phenylene)carbamoyl(2S)pyrrolidine-2,1-diyl[(2S)-3-methyl-1-oxobutane-1,2-diyl]})biscarbamate
Indication Viral hepatitis [ICD11: 1E51] Phase 4 [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 894.1 Topological Polar Surface Area 179
Heavy Atom Count 65 Rotatable Bond Count 16
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 9
Cross-matching ID
PubChem CID
54767916
ChEBI ID
CHEBI:85183
CAS Number
1258226-87-7
TTD Drug ID
D0LF5Q
Formula
C50H67N7O8
Canonical SMILES
CC(C)C(C(=O)N1CCCC1C(=O)NC2=CC=C(C=C2)C3CCC(N3C4=CC=C(C=C4)C(C)(C)C)C5=CC=C(C=C5)NC(=O)C6CCCN6C(=O)C(C(C)C)NC(=O)OC)NC(=O)OC
InChI
1S/C50H67N7O8/c1-30(2)42(53-48(62)64-8)46(60)55-28-10-12-40(55)44(58)51-35-20-14-32(15-21-35)38-26-27-39(57(38)37-24-18-34(19-25-37)50(5,6)7)33-16-22-36(23-17-33)52-45(59)41-13-11-29-56(41)47(61)43(31(3)4)54-49(63)65-9/h14-25,30-31,38-43H,10-13,26-29H2,1-9H3,(H,51,58)(H,52,59)(H,53,62)(H,54,63)/t38-,39-,40-,41-,42-,43-/m0/s1
InChIKey
PIDFDZJZLOTZTM-KHVQSSSXSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Ombitasvir Metabolite M23 DM016258
67239053
Hydrolysis - Amid hydrolysis 1 [2]
Ombitasvir Metabolite M3 DM017722 N. A. Other reaction - Hydration 1 [2]
Ombitasvir Metabolite M5 DM016220
59616939
Oxidation - Hydroxylation 1 [2]
Ombitasvir Metabolite M6 DM016131
49846541
Hydrolysis - Amid hydrolysis 1 [2]
Ombitasvir Metabolite M7 DM015797
12071044
Hydrolysis - Amid hydrolysis 1 [2]
Ombitasvir Metabolite M9 DM017723 N. A. Hydrolysis - Amid hydrolysis 1 [2]
Ombitasvir Metabolite M26 DM016257
67236501
Oxidation - Oxidation 2 [2]
Ombitasvir Metabolite M25 DM016688
138454999
Oxidation - Oxidation 3 [2]
Ombitasvir Metabolite M28 DM017718 N. A. Multi-steps Reaction - Oxidation; C-demethylation 3 [2]
Ombitasvir Metabolite M29 DM017719 N. A. Multi-steps Reaction - Oxidation; C-demethylation 3 [2]
Ombitasvir Metabolite M34 DM016691
138455045
Multi-steps Reaction - Oxidation; C-demethylation 3 [2]
Ombitasvir Metabolite M35 DM016861
165411968
Multi-steps Reaction - Oxidation; C-demethylation 3 [2]
Ombitasvir Metabolite M36 DM016690
138455005
Multi-steps Reaction - Oxidation; C-demethylation 3 [2]
Ombitasvir Metabolite M37 DM016862
165411971
Multi-steps Reaction - Oxidation; C-demethylation 3 [2]
⏷ Show the Full List of 14  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR014142 Ombitasvir Ombitasvir Metabolite M23 Hydrolysis - Amid hydrolysis Unclear [2]
MR014151 Ombitasvir Ombitasvir Metabolite M6 Hydrolysis - Amid hydrolysis Unclear [2]
MR014152 Ombitasvir Ombitasvir Metabolite M7 Hydrolysis - Amid hydrolysis Unclear [2]
MR014153 Ombitasvir Ombitasvir Metabolite M9 Hydrolysis - Amid hydrolysis Unclear [2]
MR014154 Ombitasvir Ombitasvir Metabolite M5 Oxidation - Hydroxylation Unclear [2]
MR014169 Ombitasvir Ombitasvir Metabolite M3 Other reaction - Hydration Unclear [2]
MR014143 Ombitasvir Metabolite M23 Ombitasvir Metabolite M26 Oxidation - Oxidation CYP2C8 [2]
MR014144 Ombitasvir Metabolite M26 Ombitasvir Metabolite M25 Oxidation - Oxidation CYP2C8 [2]
MR014145 Ombitasvir Metabolite M26 Ombitasvir Metabolite M37 Multi-steps Reaction - Oxidation; C-demethylation CYP2C8 [2]
MR014146 Ombitasvir Metabolite M26 Ombitasvir Metabolite M36 Multi-steps Reaction - Oxidation; C-demethylation CYP2C8 [2]
MR014147 Ombitasvir Metabolite M26 Ombitasvir Metabolite M29 Multi-steps Reaction - Oxidation; C-demethylation CYP2C8 [2]
MR014148 Ombitasvir Metabolite M26 Ombitasvir Metabolite M35 Multi-steps Reaction - Oxidation; C-demethylation CYP2C8 [2]
MR014149 Ombitasvir Metabolite M26 Ombitasvir Metabolite M34 Multi-steps Reaction - Oxidation; C-demethylation CYP2C8 [2]
MR014150 Ombitasvir Metabolite M26 Ombitasvir Metabolite M28 Multi-steps Reaction - Oxidation; C-demethylation CYP2C8 [2]
⏷ Show the Full List of 14 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
References
1 ClinicalTrials.gov (NCT03499639) Ombitasvir/ Paritaprevir / Ritonavir Plus Ribavirin in Management HCV and End-stage Kidney Disease.
2 Metabolism and disposition of pan-genotypic inhibitor of hepatitis C virus NS5A ombitasvir in humans. Drug Metab Dispos. 2016 Aug;44(8):1148-57.

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