(3S)-3-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S)-2-acetamido-3-methylbutanamido]propanamido]-4-methylpentanamido]-3-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}propanoic acid

• ChemBase ID: 106364
• Molecular Formular: C31H39F3N6O10
• Molecular Mass: 712.6707696
• Monoisotopic Mass: 712.26797614
• SMILES: CC(C)C[C@H](NC(=O)[C@H](CC(=O)N)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: CC(C[C@@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)CC(=O)O)NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)C)CC(=O)N)C
• InChI: InChI=1S/C31H39F3N6O10/c1-13(2)8-19(38-29(48)20(11-23(35)42)40-30(49)26(14(3)4)36-15(5)41)28(47)39-21(12-24(43)44)27(46)37-16-6-7-17-18(31(32,33)34)10-25(45)50-22(17)9-16/h6-7,9-10,13-14,19-21,26H,8,11-12H2,1-5H3,(H2,35,42)(H,36,41)(H,37,46)(H,38,48)(H,39,47)(H,40,49)(H,43,44)/t19-,20-,21-,26-/m0/s1
• InChIKey: ZZRHMFWVKVJCBT-JYEBCORGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S)-2-acetamido-3-methylbutanamido]propanamido]-4-methylpentanamido]-3-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}propanoic acid
• IUPAC Traditional name: (3S)-3-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S)-2-acetamido-3-methylbutanamido]propanamido]-4-methylpentanamido]-3-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}propanoic acid
• Synonyms: Ac-Val-Asn-Leu-Asp-AFC; Ac-VD-AFC; Ac-Val-Asn-Leu-Asp-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105492
• PubChem CID: 25108583

CALCULATED PROPERTIES

• Acid pKa: 3.8405612
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -2.073186
• LogD (pH = 7.4): -3.6534734
• Log P: -0.41014537
• Molar Refractivity: 167.3779 cm^3
• Polarizability: 63.67468 Å^3
• Polar Surface Area: 252.19 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AFC171

A fluorogenic substrate for Caspase-3.