3-{[(1S)-5-amino-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-4-carbamimidamido-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}propanoic acid

• ChemBase ID: 106321
• Molecular Formular: C36H52F3N9O10
• Molecular Mass: 827.8475896
• Monoisotopic Mass: 827.37892357
• SMILES: CC(C)C[C@H](NC(=O)[C@H](CCCCN)NC(=O)CCC(=O)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCNC(=N)N)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)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)CCCNC(=N)N)[C@H](O)C)CC(C)C)NC(=O)CCC(=O)O
• InChI: InChI=1S/C36H52F3N9O10/c1-18(2)15-25(47-32(55)23(7-4-5-13-40)45-27(50)11-12-28(51)52)33(56)48-30(19(3)49)34(57)46-24(8-6-14-43-35(41)42)31(54)44-20-9-10-21-22(36(37,38)39)17-29(53)58-26(21)16-20/h9-10,16-19,23-25,30,49H,4-8,11-15,40H2,1-3H3,(H,44,54)(H,45,50)(H,46,57)(H,47,55)(H,48,56)(H,51,52)(H4,41,42,43)/t19-,23+,24+,25+,30+/m1/s1
• InChIKey: AMGNOHKQNPVMHJ-PLDXUHMYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1S)-5-amino-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-4-carbamimidamido-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{[(1S)-5-amino-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-4-carbamimidamido-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}butyl]carbamoyl}-2-hydroxypropyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}propanoic acid
• Synonyms: Suc-Lys-Leu-Thr-Arg-AFC; Suc-KLTR-AFC; Suc-Lys-Leu-Thr-Arg-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105409
• PubChem CID: 25108541

CALCULATED PROPERTIES

• Acid pKa: 3.753584
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -5.729956
• LogD (pH = 7.4): -5.3025904
• Log P: -2.9331462
• Molar Refractivity: 212.0831 cm^3
• Polarizability: 76.73066 Å^3
• Polar Surface Area: 317.25 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AFC071

A fluorogenic substrate for Factor XIa.