(2S)-2-[(2S)-2-[(2R)-2-amino-3-phenylpropanamido]-3-phenylpropanamido]-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)pentanamide

• ChemBase ID: 106559
• Molecular Formular: C35H41N7O4
• Molecular Mass: 623.74454
• Monoisotopic Mass: 623.32200283
• SMILES: COc1cc(NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](N)Cc2ccccc2)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](Cc2ccccc2)N)Cc2ccccc2)CCCNC(=N)N)cc2c1cccc2
• InChI: InChI=1S/C35H41N7O4/c1-46-31-22-26(21-25-15-8-9-16-27(25)31)40-33(44)29(17-10-18-39-35(37)38)41-34(45)30(20-24-13-6-3-7-14-24)42-32(43)28(36)19-23-11-4-2-5-12-23/h2-9,11-16,21-22,28-30H,10,17-20,36H2,1H3,(H,40,44)(H,41,45)(H,42,43)(H4,37,38,39)/t28-,29+,30+/m1/s1
• InChIKey: JSWFIOUILSVZRZ-NGDRWEMDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2R)-2-amino-3-phenylpropanamido]-3-phenylpropanamido]-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)pentanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2R)-2-amino-3-phenylpropanamido]-3-phenylpropanamido]-5-carbamimidamido-N-(4-methoxynaphthalen-2-yl)pentanamide
• Synonyms: D-Phe-Phe-Arg-MNA; D-FFR-MNA; D-Phe-Phe-Arg-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105589
• PubChem CID: 25108714

CALCULATED PROPERTIES

• Acid pKa: 12.225457
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.5494411
• LogD (pH = 7.4): 0.124172434
• Log P: 2.5977209
• Molar Refractivity: 188.9466 cm^3
• Polarizability: 69.78041 Å^3
• Polar Surface Area: 184.45 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA060

A fluorogenic/colorimetric substrate for Plasma Kallikrein.