(2S)-2-acetamido-N-[(1S)-1-{[(1S)-2-(4-hydroxyphenyl)-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}ethyl]carbamoyl}-3-methylbutyl]-4-methylpentanamide

• ChemBase ID: 106339
• Molecular Formular: C33H39F3N4O7
• Molecular Mass: 660.6805696
• Monoisotopic Mass: 660.27708427
• SMILES: CC(C)C[C@H](NC(=O)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccc(cc1)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)Cc1ccc(cc1)O)NC(=O)[C@@H](NC(=O)C)CC(C)C)C
• InChI: InChI=1S/C33H39F3N4O7/c1-17(2)12-25(37-19(5)41)31(45)39-26(13-18(3)4)32(46)40-27(14-20-6-9-22(42)10-7-20)30(44)38-21-8-11-23-24(33(34,35)36)16-29(43)47-28(23)15-21/h6-11,15-18,25-27,42H,12-14H2,1-5H3,(H,37,41)(H,38,44)(H,39,45)(H,40,46)/t25-,26-,27-/m0/s1
• InChIKey: NARVOWJXDSJGNN-QKDODKLFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-N-[(1S)-1-{[(1S)-2-(4-hydroxyphenyl)-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}ethyl]carbamoyl}-3-methylbutyl]-4-methylpentanamide
• IUPAC Traditional name: (2S)-2-acetamido-N-[(1S)-1-{[(1S)-2-(4-hydroxyphenyl)-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}ethyl]carbamoyl}-3-methylbutyl]-4-methylpentanamide
• Synonyms: Ac-Leu-Leu-Tyr-AFC; Ac-LLY-AFC; Ac-Leu-Leu-Tyr-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105955
• PubChem CID: 25108559

CALCULATED PROPERTIES

• Acid pKa: 9.500388
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 3.9362729
• LogD (pH = 7.4): 3.9329057
• Log P: 3.936316
• Molar Refractivity: 167.4654 cm^3
• Polarizability: 63.199493 Å^3
• Polar Surface Area: 162.93 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AFC116

A fluorogenic substrate for Calpain.