methyl (2S)-3-methyl-2-{2-[(2R)-2-{[(4-phenylphenyl)methyl]amino}-3-sulfanylpropanamido]acetamido}butanoate

• ChemBase ID: 6247
• Molecular Formular: C24H31N3O4S
• Molecular Mass: 457.58564
• Monoisotopic Mass: 457.20352749
• SMILES: N([C@H](C(=O)NCC(=O)N[C@@H](C(C)C)C(=O)OC)CS)Cc1ccc(c2ccccc2)cc1
• Canonical SMILES: SC[C@@H](C(=O)NCC(=O)N[C@H](C(=O)OC)C(C)C)NCc1ccc(cc1)c1ccccc1
• InChI: InChI=1S/C24H31N3O4S/c1-16(2)22(24(30)31-3)27-21(28)14-26-23(29)20(15-32)25-13-17-9-11-19(12-10-17)18-7-5-4-6-8-18/h4-12,16,20,22,25,32H,13-15H2,1-3H3,(H,26,29)(H,27,28)/t20-,22-/m0/s1
• InChIKey: QFAWBPLETHINFK-UNMCSNQZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-3-methyl-2-{2-[(2R)-2-{[(4-phenylphenyl)methyl]amino}-3-sulfanylpropanamido]acetamido}butanoate
• IUPAC Traditional name: methyl (2S)-3-methyl-2-{2-[(2R)-2-{[(4-phenylphenyl)methyl]amino}-3-sulfanylpropanamido]acetamido}butanoate
• Synonyms: 2-(2-{2-[(BIPHENYL-4-YLMETHYL)-AMINO]-3-MERCAPTO-PENTANOYLAMINO}-ACETYLAMINO)-3-METHYL-BUTYRIC ACID METHYL ESTER

Database IDs

• PubChem SID: 160969672; 99445114
• PubChem CID: 4369141

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.967603
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 0.5690583
• LogD (pH = 7.4): 2.2369668
• Log P: 2.6657066
• Molar Refractivity: 126.6126 cm^3
• Polarizability: 51.13143 Å^3
• Polar Surface Area: 96.53 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.21
• LOG S: -5.44
• Solubility (Water): 1.65e-03 g/l

DETAILS

DrugBank - DB08643

Drug information: experimental