BOCEPREVIR

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC J05AP03
UNII 89BT58KELH

Structure

InChI Key LHHCSNFAOIFYRV-DOVBMPENSA-N
Smiles CC(C)(C)NC(=O)N[C@H](C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)NC(CC1CCC1)C(=O)C(N)=O)C2(C)C)C(C)(C)C
InChI
InChI=1S/C27H45N5O5/c1-25(2,3)20(30-24(37)31-26(4,5)6)23(36)32-13-15-17(27(15,7)8)18(32)22(35)29-16(19(33)21(28)34)12-14-10-9-11-14/h14-18,20H,9-13H2,1-8H3,(H2,28,34)(H,29,35)(H2,30,31,37)/t15-,16?,17-,18-,20+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H45N5O5
Molecular Weight 519.69
AlogP 1.71
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 8.0
Polar Surface Area 150.7
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 37.0

Pharmacology

Mechanism of Action Action Reference
Hepatitis C virus serine protease, NS3/NS4A inhibitor INHIBITOR Expert DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Cysteine protease Cysteine protease CA clan Cysteine protease C1A family
- 40-760 - - -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S1A subfamily
- 32 - - -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S29 family Serine protease S29 regulatory subfamily
- - - 14 -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S29 family
- - - 14 -
Unclassified protein
- - - 14 -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Hepatitis C virus
10-821 - - 14-35 -
Hepatitis C virus (isolate BK)
- - - 14 -
Hepatitis C virus genotype 1
350 - - 14 -
Hepatitis C virus subtype 1a
200-550 - - 1.1-21 -
Hepatitis C virus subtype 1b
16-792 - 38-90 2-28 -
Hepatitis C virus subtype 2a
170-800 - - 7.3-25 -
Hepatitis C virus subtype 2b
- - - 21-28 -
Hepatitis C virus subtype 3a
- - 3.9 23 -
Hepatitis C virus subtype 4a
- - - 8.6 -
Hepatitis C virus subtype 5a
- - - 18 -
Hepatitis C virus subtype 6a
- - - 2.3 -
Homo sapiens
- 32-760 - - 0-89.4

Cross References

Resources Reference
ChEBI 68621
ChEMBL CHEMBL218394
DrugBank DB08873
DrugCentral 4172
FDA SRS 89BT58KELH
Guide to Pharmacology 7876
KEGG D08876
PDB HU5
PharmGKB PA165948902
PubChem 10324367
SureChEMBL SCHEMBL640836
ZINC ZINC14210457
CONTENTS