(2S)-5-carbamimidamido-N-(4-methyl-2-oxo-2H-chromen-7-yl)-2-[(2S)-pyrrolidin-2-ylformamido]pentanamide

• ChemBase ID: 106396
• Molecular Formular: C21H28N6O4
• Molecular Mass: 428.48482
• Monoisotopic Mass: 428.21720341
• SMILES: Cc1cc(=O)oc2c1ccc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H]1NCCC1)c2
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)[C@@H]1CCCN1
• InChI: InChI=1S/C21H28N6O4/c1-12-10-18(28)31-17-11-13(6-7-14(12)17)26-20(30)16(5-3-9-25-21(22)23)27-19(29)15-4-2-8-24-15/h6-7,10-11,15-16,24H,2-5,8-9H2,1H3,(H,26,30)(H,27,29)(H4,22,23,25)/t15-,16-/m0/s1
• InChIKey: YZJVBUAIFJVLAS-HOTGVXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-N-(4-methyl-2-oxo-2H-chromen-7-yl)-2-[(2S)-pyrrolidin-2-ylformamido]pentanamide
• IUPAC Traditional name: (2S)-5-carbamimidamido-N-(4-methyl-2-oxochromen-7-yl)-2-[(2S)-pyrrolidin-2-ylformamido]pentanamide
• Synonyms: Pro-Arg-AMC; PR-AMC; Pro-Arg-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105435
• PubChem CID: 25108596

CALCULATED PROPERTIES

• Acid pKa: 12.334111
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -5.5843477
• LogD (pH = 7.4): -4.4643116
• Log P: -0.36937645
• Molar Refractivity: 126.8374 cm^3
• Polarizability: 44.04882 Å^3
• Polar Surface Area: 158.43 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC032

A fluorogenic substrate for Cathepsin C (DPP-I).