glecaprevir   Click here for help

GtoPdb Ligand ID: 11267

Synonyms: ABT-493 | ABT493 | Maviret® | Mavyret® (glecaprevir + pibrentasvir)
Approved drug PDB Ligand
glecaprevir is an approved drug (EMA & FDA (2017))
Compound class: Synthetic organic
Comment: Glecaprevir is an orally available anti-hepatitis C virus (HCV) drug. It is a direct-acting inhibitor of the HCV NS3/4A protease, and thereby targets viral RNA replication.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 203.6
Molecular weight 838.3
XLogP 4.64
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES O=C1O[C@@H]2CCC[C@H]2OC/C=C/C(F)(F)c2c(O[C@H]3CN(C(=O)[C@@H](N1)C(C)(C)C)[C@@H](C3)C(=O)N[C@@]1(C[C@H]1C(F)F)C(=O)NS(=O)(=O)C1(C)CC1)nc1c(n2)cccc1
Isomeric SMILES O=C1O[C@@H]2CCC[C@H]2OC/C=C/C(F)(F)c2c(O[C@H]3CN(C(=O)[C@@H](N1)C(C)(C)C)[C@@H](C3)C(=O)N[C@@]1(C[C@H]1C(F)F)C(=O)NS(=O)(=O)C1(C)CC1)nc1c(n2)cccc1
InChI InChI=1S/C38H46F4N6O9S/c1-35(2,3)28-32(50)48-19-20(17-24(48)30(49)46-37(18-21(37)29(39)40)33(51)47-58(53,54)36(4)14-15-36)56-31-27(43-22-9-5-6-10-23(22)44-31)38(41,42)13-8-16-55-25-11-7-12-26(25)57-34(52)45-28/h5-6,8-10,13,20-21,24-26,28-29H,7,11-12,14-19H2,1-4H3,(H,45,52)(H,46,49)(H,47,51)/b13-8+/t20-,21+,24+,25-,26-,28-,37-/m1/s1
InChI Key MLSQGNCUYAMAHD-ITNVBOSISA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2017))
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.
International Nonproprietary Names Click here for help
INN number INN
10261 glecaprevir
Synonyms Click here for help
ABT-493 | ABT493 | Maviret® | Mavyret® (glecaprevir + pibrentasvir)
Database Links Click here for help
CAS Registry No. 1365970-03-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL3545363
DrugBank Ligand DB13879
DrugCentral Ligand 5243
GtoPdb PubChem SID 434321702
PubChem CID 66828839
RCSB PDB Ligand O31
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UniChem Compound Search for chemical match using the InChIKey MLSQGNCUYAMAHD-ITNVBOSISA-N
UniChem Connectivity Search for chemical match using the InChIKey MLSQGNCUYAMAHD-ITNVBOSISA-N