(2S)-2-[(2S)-2-[(2R)-2-amino-3-phenylpropanamido]-3-phenylpropanamido]-5-carbamimidamido-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide

• ChemBase ID: 106415
• Molecular Formular: C34H39N7O5
• Molecular Mass: 625.71736
• Monoisotopic Mass: 625.30126738
• SMILES: Cc1cc(=O)oc2c1ccc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](N)Cc1ccccc1)c2
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](Cc1ccccc1)N
• InChI: InChI=1S/C34H39N7O5/c1-21-17-30(42)46-29-20-24(14-15-25(21)29)39-32(44)27(13-8-16-38-34(36)37)40-33(45)28(19-23-11-6-3-7-12-23)41-31(43)26(35)18-22-9-4-2-5-10-22/h2-7,9-12,14-15,17,20,26-28H,8,13,16,18-19,35H2,1H3,(H,39,44)(H,40,45)(H,41,43)(H4,36,37,38)/t26-,27+,28+/m1/s1
• InChIKey: OPIZGULGIBRZJA-PKTNWEFCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2R)-2-amino-3-phenylpropanamido]-3-phenylpropanamido]-5-carbamimidamido-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2R)-2-amino-3-phenylpropanamido]-3-phenylpropanamido]-5-carbamimidamido-N-(4-methyl-2-oxochromen-7-yl)pentanamide
• Synonyms: D-Phe-Phe-Arg-AMC; D-FFR-AMC; D-Phe-Phe-Arg-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105445
• PubChem CID: 25108605

CALCULATED PROPERTIES

• Acid pKa: 12.135976
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -2.271731
• LogD (pH = 7.4): -0.5976353
• Log P: 1.8472292
• Molar Refractivity: 185.8058 cm^3
• Polarizability: 66.97531 Å^3
• Polar Surface Area: 201.52 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC060

A fluorogenic substrate for Plasma Kallikrein.