(2R)-2-({[(R)-[(4R)-2-imino-1,3-diazinan-4-yl]({[(1R)-3-methyl-1-{[(2R)-1-oxo-3-phenylpropan-2-yl]carbamoyl}butyl]carbamoyl})methyl]carbamoyl}amino)-3-phenylpropanoic acid

• ChemBase ID: 1457
• Molecular Formular: C31H41N7O6
• Molecular Mass: 607.70054
• Monoisotopic Mass: 607.31183207
• SMILES: CC(C)C[C@@H](NC(=O)[C@H](NC(=O)N[C@H](Cc1ccccc1)C(=O)O)[C@H]1CCNC(=N)N1)C(=O)N[C@H](Cc1ccccc1)C=O
• Canonical SMILES: O=C[C@H](NC(=O)[C@H](NC(=O)[C@@H]([C@H]1CCNC(=N)N1)NC(=O)N[C@@H](C(=O)O)Cc1ccccc1)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C31H41N7O6/c1-19(2)15-24(27(40)34-22(18-39)16-20-9-5-3-6-10-20)35-28(41)26(23-13-14-33-30(32)36-23)38-31(44)37-25(29(42)43)17-21-11-7-4-8-12-21/h3-12,18-19,22-26H,13-17H2,1-2H3,(H,34,40)(H,35,41)(H,42,43)(H3,32,33,36)(H2,37,38,44)/t22-,23-,24-,25-,26-/m1/s1
• InChIKey: MRXDGVXSWIXTQL-ZFXZZAOISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-({[(R)-[(4R)-2-imino-1,3-diazinan-4-yl]({[(1R)-3-methyl-1-{[(2R)-1-oxo-3-phenylpropan-2-yl]carbamoyl}butyl]carbamoyl})methyl]carbamoyl}amino)-3-phenylpropanoic acid
• IUPAC Traditional name: @chymostatin
• Synonyms: Chymostatin

Database IDs

• CAS Number: 9076-44-2
• PubChem SID: 160964916; 46507872
• PubChem CID: 46936189

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.710411
• H Acceptors: 9
• H Donor: 8
• LogD (pH = 5.5): -0.40035507
• LogD (pH = 7.4): -0.39465985
• Log P: -0.3946965
• Molar Refractivity: 171.931 cm^3
• Polarizability: 62.600903 Å^3
• Polar Surface Area: 201.61 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.03
• LOG S: -4.52
• Solubility (Water): 1.82e-02 g/l

DETAILS

DrugBank - DB01683

Drug information: experimental