(2S)-2-[(2S)-2-cyclohexyl-2-(pyrazin-2-ylformamido)acetamido]-3,3-dimethylbutanoic acid

• ChemBase ID: 165222
• Molecular Formular: C19H28N4O4
• Molecular Mass: 376.45002
• Monoisotopic Mass: 376.2110554
• SMILES: n1ccnc(c1)C(=O)N[C@@H](C1CCCCC1)C(=O)N[C@@H](C(C)(C)C)C(=O)O
• Canonical SMILES: O=C([C@H](C1CCCCC1)NC(=O)c1nccnc1)N[C@@H](C(C)(C)C)C(=O)O
• InChI: InChI=1S/C19H28N4O4/c1-19(2,3)15(18(26)27)23-17(25)14(12-7-5-4-6-8-12)22-16(24)13-11-20-9-10-21-13/h9-12,14-15H,4-8H2,1-3H3,(H,22,24)(H,23,25)(H,26,27)/t14-,15+/m0/s1
• InChIKey: BZUKJNKTPCZNPM-LSDHHAIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-cyclohexyl-2-(pyrazin-2-ylformamido)acetamido]-3,3-dimethylbutanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-cyclohexyl-2-(pyrazin-2-ylformamido)acetamido]-3,3-dimethylbutanoic acid
• Synonyms: (2S)-2-Cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-methyl-L-valine; (S)-2-[(S)-2-Cyclohexyl-2-[(pyrazinyl-2-carbonyl)amino]acetylamino]-3,3-dimethylbutyric Acid; (2S)-2-Cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-methyl-L-valine

Database IDs

• CAS Number: 402958-96-7
• PubChem SID: 162259355
• PubChem CID: 49840888

CALCULATED PROPERTIES

• Acid pKa: 3.5725
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.39064363
• LogD (pH = 7.4): -1.8211846
• Log P: 1.5312676
• Molar Refractivity: 97.6133 cm^3
• Polarizability: 38.224926 Å^3
• Polar Surface Area: 121.28 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C988200

A reagent used in the preparation of hepatitis C virus (HCV) protease inhibitors.