IUPAC name
3-{[(1R,2S,5S)-3-[(2S)-2-[(tert-butylcarbamoyl)amino]-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2-yl]formamido}-4-cyclobutyl-2-oxobutanamide
SMILES
[H][C@]12CN([C@H](C(=O)NC(CC3CCC3)C(=O)C(N)=O)[C@@]1([H])C2(C)C)C(=O)[C@@H](NC(=O)NC(C)(C)C)C(C)(C)C
Compound class
Protease Inhibitors; Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use; CYP3A4 Inhibitors;
Therapeutic area
Treatment of chronic hepatitis C genotype 1 in patients that have a compensated liver (as a result of liver diseases like cirrhosis) and are previously untreated or therapy with peginterferon alfa and ribavirin has failed.
Common name
Boceprevir
IUPAC name
3-{[(1R,2S,5S)-3-[(2S)-2-[(tert-butylcarbamoyl)amino]-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2-yl]formamido}-4-cyclobutyl-2-oxobutanamide
SMILES
[H][C@]12CN([C@H](C(=O)NC(CC3CCC3)C(=O)C(N)=O)[C@@]1([H])C2(C)C)C(=O)[C@@H](NC(=O)NC(C)(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
FORMULA
C27H45N5O5
Common name
Boceprevir
IUPAC name
3-{[(1R,2S,5S)-3-[(2S)-2-[(tert-butylcarbamoyl)amino]-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2-yl]formamido}-4-cyclobutyl-2-oxobutanamide
Molecular weight
519.677
clogP
1.980
clogS
-3.809
HBond Acceptor
5
HBond Donor
5
Total Polar
Surface Area
150.7
Number of Rings
3
Rotatable Bond
11
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00003 | formamide |
|
C(=O)N | 0.1240 |
| FDBF00012 | isobutane |
|
C(C)(C)C | 0.0611 |
| FDBF01324 | cyclobutane |
|
C1CCC1 | 0.0017 |
| FDBF01386 | methylcyclobutane |
|
C1(CCC1)C | 0.0014 |
| FDBF02508 | ethylcyclobutane |
|
C(C1CCC1)C | 0.0007 |
| FDBF03745 | tert-butylurea |
|
C(C)(C)(C)NC(=O)N | 0.0003 |
| FDBF03750 | 1-tert-butyl-3-methyl-urea |
|
C(C)(C)(C)NC(=O)NC | 0.0003 |
| FDBF03751 | (1S,4S,5R)-3-acetyl-N,6,6-trimethyl-3-azabicyclo[3.1.0]hexane-4-carboxamide |
|
O=C(NC)C1N(CC2C1C2(C)C)C(=O)C | 0.0003 |
| FDBF03752 | (1S,4S,5R)-N-ethyl-3-formyl-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-4-carboxamide |
|
O=C(NCC)C1N(CC2C1C2(C)C)C=O | 0.0003 |
| FDBF03755 | (1S,4S,5R)-3-acetyl-N-ethyl-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-4-carboxamide |
|
O=C(NCC)C1N(CC2C1C2(C)C)C(=O)C | 0.0003 |
