(3S)-3-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-acetamido-3-methylbutanamido]hexanamido]-4-(methylsulfanyl)butanamido]-3-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}propanoic acid

• ChemBase ID: 106365
• Molecular Formular: C32H43F3N6O9S
• Molecular Mass: 744.7788296
• Monoisotopic Mass: 744.27643265
• SMILES: CSCC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@@H](NC(=O)C)C(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)CC(=O)O)CCSC)NC(=O)[C@H](C(C)C)NC(=O)C
• InChI: InChI=1S/C32H43F3N6O9S/c1-16(2)27(37-17(3)42)31(49)40-21(7-5-6-11-36)28(46)39-22(10-12-51-4)29(47)41-23(15-25(43)44)30(48)38-18-8-9-19-20(32(33,34)35)14-26(45)50-24(19)13-18/h8-9,13-14,16,21-23,27H,5-7,10-12,15,36H2,1-4H3,(H,37,42)(H,38,48)(H,39,46)(H,40,49)(H,41,47)(H,43,44)/t21-,22-,23-,27-/m0/s1
• InChIKey: GLRBHIOSUHGXNA-FAWUNYRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-acetamido-3-methylbutanamido]hexanamido]-4-(methylsulfanyl)butanamido]-3-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}propanoic acid
• IUPAC Traditional name: (3S)-3-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-acetamido-3-methylbutanamido]hexanamido]-4-(methylsulfanyl)butanamido]-3-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}propanoic acid
• Synonyms: Ac-Val-Lys-Met-Asp-AFC; Ac-VKMD-AFC; Ac-Val-Lys-Met-Asp-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105417
• PubChem CID: 25108584

CALCULATED PROPERTIES

• Acid pKa: 3.3751893
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -1.9612485
• LogD (pH = 7.4): -1.9592642
• Log P: -1.9589041
• Molar Refractivity: 180.2476 cm^3
• Polarizability: 68.739456 Å^3
• Polar Surface Area: 235.12 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false