ombitasvir   Click here for help

GtoPdb Ligand ID: 11272

Synonyms: ABT-267 | ABT267 | compound 38 [PMID: 24400777] | Technivie® (ombitasvir + paritaprevir + ritonavir) | Viekirax® (ombitasvir + paritaprevir + ritonavir; EU)
Approved drug
ombitasvir is an approved drug (FDA (2015), EMA (2020))
Compound class: Synthetic organic
Comment: Ombitasvir is an orally available, direct-acting inhibitor of the hepatitis C virus (HCV) non-structural protein 5A (NS5A) replication complex [1]. In common with many other NS5A inhibitors it is a dinucleotide derivative.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 4
Rotatable bonds 22
Topological polar surface area 178.72
Molecular weight 893.51
XLogP 7.7
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES COC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)Nc1ccc(cc1)[C@@H]1CC[C@H](N1c1ccc(cc1)C(C)(C)C)c1ccc(cc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)OC)C(C)C
Isomeric SMILES COC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)Nc1ccc(cc1)[C@@H]1CC[C@H](N1c1ccc(cc1)C(C)(C)C)c1ccc(cc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)OC)C(C)C
InChI 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
InChI Key PIDFDZJZLOTZTM-KHVQSSSXSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2015), EMA (2020))
Withdrawn drug? Yes
WHO Essential Medicine WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
methyl N-[(2S)-1-[(2S)-2-[[4-[(2S,5S)-1-(4-tert-butylphenyl)-5-[4-[[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidine-2-carbonyl]amino]phenyl]pyrrolidin-2-yl]phenyl]carbamoyl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
International Nonproprietary Names Click here for help
INN number INN
9740 ombitasvir
Synonyms Click here for help
ABT-267 | ABT267 | compound 38 [PMID: 24400777] | Technivie® (ombitasvir + paritaprevir + ritonavir) | Viekirax® (ombitasvir + paritaprevir + ritonavir; EU)
Database Links Click here for help
CAS Registry No. 1258226-87-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL3127326
DrugBank Ligand DB09296
DrugCentral Ligand 4912
GtoPdb PubChem SID 434321707
PubChem CID 54767916
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UniChem Compound Search for chemical match using the InChIKey PIDFDZJZLOTZTM-KHVQSSSXSA-N
UniChem Connectivity Search for chemical match using the InChIKey PIDFDZJZLOTZTM-KHVQSSSXSA-N