(2S)-2-[(2S)-3-phenyl-2-[(2R)-3-phenyl-2-sulfanylpropanamido]propanamido]propanoic acid

• ChemBase ID: 2287
• Molecular Formular: C21H24N2O4S
• Molecular Mass: 400.49126
• Monoisotopic Mass: 400.14567826
• SMILES: O=C([C@@H](Cc1ccccc1)S)N[C@H](C(=O)N[C@H](C(=O)O)C)Cc1ccccc1
• Canonical SMILES: S[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C)Cc1ccccc1)Cc1ccccc1
• InChI: InChI=1S/C21H24N2O4S/c1-14(21(26)27)22-19(24)17(12-15-8-4-2-5-9-15)23-20(25)18(28)13-16-10-6-3-7-11-16/h2-11,14,17-18,28H,12-13H2,1H3,(H,22,24)(H,23,25)(H,26,27)/t14-,17-,18+/m0/s1
• InChIKey: CNILVMARPONFBX-JCGIZDLHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-3-phenyl-2-[(2R)-3-phenyl-2-sulfanylpropanamido]propanamido]propanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-3-phenyl-2-[(2R)-3-phenyl-2-sulfanylpropanamido]propanamido]propanoic acid
• Synonyms: N-(3-Phenyl-2-Sulfanylpropanoyl)Phenylalanylalanine

Database IDs

• PubChem SID: 160965740; 46505323
• PubChem CID: 448249

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.849359
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.1569941
• LogD (pH = 7.4): -0.4326932
• Log P: 2.8115988
• Molar Refractivity: 108.7996 cm^3
• Polarizability: 42.49205 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.94
• LOG S: -4.75
• Solubility (Water): 7.12e-03 g/l

DETAILS

DrugBank - DB02558

Drug information: experimental