(3S)-3-{[(2S)-1-[(2R,3R)-2-amino-3-methylpentanoyl]pyrrolidin-2-yl]formamido}-3-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}propanoic acid

• ChemBase ID: 106371
• Molecular Formular: C25H29F3N4O7
• Molecular Mass: 554.5155696
• Monoisotopic Mass: 554.19883395
• SMILES: CC[C@@H](C)[C@@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)O)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: CC[C@H]([C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)CC(=O)O)N)C
• InChI: InChI=1S/C25H29F3N4O7/c1-3-12(2)21(29)24(38)32-8-4-5-17(32)23(37)31-16(11-19(33)34)22(36)30-13-6-7-14-15(25(26,27)28)10-20(35)39-18(14)9-13/h6-7,9-10,12,16-17,21H,3-5,8,11,29H2,1-2H3,(H,30,36)(H,31,37)(H,33,34)/t12-,16+,17+,21-/m1/s1
• InChIKey: SKDIHOCZCUBZML-POUPBAPNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(2S)-1-[(2R,3R)-2-amino-3-methylpentanoyl]pyrrolidin-2-yl]formamido}-3-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}propanoic acid
• IUPAC Traditional name: (3S)-3-{[(2S)-1-[(2R,3R)-2-amino-3-methylpentanoyl]pyrrolidin-2-yl]formamido}-3-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}propanoic acid
• Synonyms: D-Ile-Pro-Arg-AFC; D-IPR-AFC; D-Ile-Pro-Arg-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105694
• PubChem CID: 25108590

CALCULATED PROPERTIES

• Acid pKa: 3.4106703
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.0456312
• LogD (pH = 7.4): -1.1023355
• Log P: -1.0454066
• Molar Refractivity: 131.3956 cm^3
• Polarizability: 49.622837 Å^3
• Polar Surface Area: 168.13 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AFC250

HYGROSCOPIC. A fluorogenic Serine protease substrate.