General Information of the Compound
Compound ID
CP0427811
Compound Name
Asunaprevir
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Synonyms
2R9
630420-16-5
Asunaprevir
Asunaprevir (BMS-650032)
Asunaprevir [USAN:INN]
BMS 650032
BMS-650032
N-(Tert-Butoxycarbonyl)-3-Methyl-L-Valyl-(4r)-4-[(7-Chloro-4-Methoxyisoquinolin-1-Yl)oxy]-N-{(1r,2s)-1-[(Cyclopropylsulfonyl)carbamoyl]-2-Ethenylcyclopropyl}-L-Prolinamide
S9X0KRJ00S
Sunvepra (TN)
UNII-S9X0KRJ00S
tert-butyl N-[(1S)-1-[(2S,4R)-4-[(7-chloro-4-methoxy-1-isoquinolyl)oxy]-2-[[(1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinyl-cyclopropyl]carbamoyl]pyrrolidine-1-carbonyl]-2,2-dimethyl-propyl]carbamate
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Structure
Formula
C35H46ClN5O9S
Molecular Weight
748.299
Canonical SMILES
COc1cnc(O[C@@H]2C[C@H](N(C2)C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)C(=O)N[C@@]2(C[C@H]2C=C)C(=O)NS(=O)(=O)C2CC2)c2cc(Cl)ccc12
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InChI
InChI=1S/C35H46ClN5O9S/c1-9-19-16-35(19,31(44)40-51(46,47)22-11-12-22)39-28(42)25-15-21(49-29-24-14-20(36)10-13-23(24)26(48-8)17-37-29)18-41(25)30(43)27(33(2,3)4)38-32(45)50-34(5,6)7/h9-10,13-14,17,19,21-22,25,27H,1,11-12,15-16,18H2,2-8H3,(H,38,45)(H,39,42)(H,40,44)/t19-,21-,25+,27-,35-/m1/s1
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InChIKey
XRWSZZJLZRKHHD-WVWIJVSJSA-N
CAS
630420-16-5
Physicochemical Property
logP
3.8538
Rotatable Bonds
11
Heavy Atom Count
51
Polar Areas
182.33
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
10
Complexity
51

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 16076883
SID: 99431640
ChEMBL ID
CHEMBL2105735
DrugBank ID
DB11586
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00026, Genome polyprotein
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000148 Huh-7
 Cell Line Info 
Homo sapiens (Human)  2
1
EC50 = 1.2 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
EC50 = 4 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( BMS 650032 )
Drug Name BMS 650032
Company Bristol-Myers Squibb
Indication
Hepatitis C virus infection
Phase 2