(4S)-4-amino-4-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butanoic acid

• ChemBase ID: 106281
• Molecular Formular: C15H13F3N2O5
• Molecular Mass: 358.2693296
• Monoisotopic Mass: 358.07765619
• SMILES: N[C@@H](CCC(=O)O)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)N
• InChI: InChI=1S/C15H13F3N2O5/c16-15(17,18)9-6-13(23)25-11-5-7(1-2-8(9)11)20-14(24)10(19)3-4-12(21)22/h1-2,5-6,10H,3-4,19H2,(H,20,24)(H,21,22)/t10-/m0/s1
• InChIKey: KGZJCDGDEWBTKI-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-amino-4-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-amino-4-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}butanoic acid
• Synonyms: L-alfa-Glu-AFC; L-alfa-E-AFC; L-alfa-Glu-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105380
• PubChem CID: 25108503

CALCULATED PROPERTIES

• Acid pKa: 3.4067428
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.2886707
• LogD (pH = 7.4): -1.3349338
• Log P: -1.2881335
• Molar Refractivity: 80.2701 cm^3
• Polarizability: 29.56247 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AFC021

A fluorogenic substrate for Angiotensinase.