(2S)-6-amino-2-[(2S)-6-amino-2-[(2R)-2-amino-3-methylbutanamido]hexanamido]-N-[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]hexanamide

• ChemBase ID: 106422
• Molecular Formular: C33H54N10O6
• Molecular Mass: 686.84526
• Monoisotopic Mass: 686.4227795
• SMILES: CC(C)[C@@H](N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@@H](C(C)C)N)CCCCN
• InChI: InChI=1S/C33H54N10O6/c1-19(2)28(36)32(48)43-24(10-5-7-15-35)31(47)41-23(9-4-6-14-34)30(46)42-25(11-8-16-39-33(37)38)29(45)40-21-12-13-22-20(3)17-27(44)49-26(22)18-21/h12-13,17-19,23-25,28H,4-11,14-16,34-36H2,1-3H3,(H,40,45)(H,41,47)(H,42,46)(H,43,48)(H4,37,38,39)/t23-,24-,25-,28+/m0/s1
• InChIKey: HWJOASRZQZGPNA-HQQJGFCBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-6-amino-2-[(2R)-2-amino-3-methylbutanamido]hexanamido]-N-[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl]hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-6-amino-2-[(2R)-2-amino-3-methylbutanamido]hexanamido]-N-[(1S)-4-carbamimidamido-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]butyl]hexanamide
• Synonyms: D-Val-Lys-Lys-Arg-AMC; D-VKLR-AMC; D-Val-Lys-Lys-Arg-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105449
• PubChem CID: 25108611

CALCULATED PROPERTIES

• Acid pKa: 12.182958
• H Acceptors: 11
• H Donor: 10
• LogD (pH = 5.5): -11.938771
• LogD (pH = 7.4): -9.422538
• Log P: -1.3599547
• Molar Refractivity: 197.4852 cm^3
• Polarizability: 72.354904 Å^3
• Polar Surface Area: 282.66 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03AMC076

A fluorogenic substrate for Plasma Kallikrein.