2-({[4-carbamimidamido-1-({1-[(5-carbamimidamido-1-oxopentan-2-yl)carbamoyl]-2-methylpropyl}carbamoyl)butyl]carbamoyl}amino)-3-phenylpropanoic acid hydrochloride

• ChemBase ID: 103789
• Molecular Formular: C27H45ClN10O6
• Molecular Mass: 641.1626
• Monoisotopic Mass: 640.32120689
• SMILES: Cl.CC(C)C(NC(=O)C(CCCNC(=N)N)NC(=O)NC(Cc1ccccc1)C(=O)O)C(=O)NC(CCCNC(=N)N)C=O
• Canonical SMILES: O=CC(NC(=O)C(C(C)C)NC(=O)C(NC(=O)NC(C(=O)O)Cc1ccccc1)CCCNC(=N)N)CCCNC(=N)N.Cl
• InChI: InChI=1S/C27H44N10O6.ClH/c1-16(2)21(23(40)34-18(15-38)10-6-12-32-25(28)29)37-22(39)19(11-7-13-33-26(30)31)35-27(43)36-20(24(41)42)14-17-8-4-3-5-9-17;/h3-5,8-9,15-16,18-21H,6-7,10-14H2,1-2H3,(H,34,40)(H,37,39)(H,41,42)(H4,28,29,32)(H4,30,31,33)(H2,35,36,43);1H
• InChIKey: RJRYYNKRPUWLRZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[4-carbamimidamido-1-({1-[(5-carbamimidamido-1-oxopentan-2-yl)carbamoyl]-2-methylpropyl}carbamoyl)butyl]carbamoyl}amino)-3-phenylpropanoic acid hydrochloride
• IUPAC Traditional name: 2-({[4-carbamimidamido-1-({1-[(5-carbamimidamido-1-oxopentan-2-yl)carbamoyl]-2-methylpropyl}carbamoyl)butyl]carbamoyl}amino)-3-phenylpropanoic acid hydrochloride
• Synonyms: L-VALINAMIDE; (S)-1-Carboxy-2-phenylethyl]-carbamoyl-Arg-Val-Arg-al; ANTIPAIN

Database IDs

• CAS Number: 37691-11-5
• EC Number: 253-631-0
• PubChem SID: 162090457
• PubChem CID: 24203250

CALCULATED PROPERTIES

• Acid pKa: 3.433761
• H Acceptors: 12
• H Donor: 11
• LogD (pH = 5.5): -5.394688
• LogD (pH = 7.4): -5.3856344
• Log P: -3.4464593
• Molar Refractivity: 178.22859 cm^3
• Polarizability: 60.508217 Å^3
• Polar Surface Area: 277.5 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C, Desiccate
• RTECS: YV9350700

DETAILS

MP Biomedicals - 02152843

Hydrochloride
Source/Species: Microbial Inhibitor for trypsin, papain, and cathepsins A and B.

REFERENCES

• Suda, H., et al., J. Antibiot., 25: 263, (1972)
• Umezawa, H., et al., J. Antibiot., 25: 267, (1972)
• Ikezawa, H., et al., J. Antibiot., 25: 738, (1972).