(2R)-3-(4-hydroxyphenyl)-2-[(2R)-3-phenyl-2-[(2S)-3-phenyl-2-sulfanylpropanamido]propanamido]propanoic acid

• ChemBase ID: 3584
• Molecular Formular: C27H28N2O5S
• Molecular Mass: 492.58662
• Monoisotopic Mass: 492.17189301
• SMILES: OC(=O)[C@@H](Cc1ccc(O)cc1)NC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@@H](S)Cc1ccccc1
• Canonical SMILES: O=C([C@@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)S)N[C@@H](C(=O)O)Cc1ccc(cc1)O
• InChI: InChI=1S/C27H28N2O5S/c30-21-13-11-20(12-14-21)16-23(27(33)34)29-25(31)22(15-18-7-3-1-4-8-18)28-26(32)24(35)17-19-9-5-2-6-10-19/h1-14,22-24,30,35H,15-17H2,(H,28,32)(H,29,31)(H,33,34)/t22-,23-,24+/m1/s1
• InChIKey: GIVBBFGMRNXKPE-SMIHKQSGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-(4-hydroxyphenyl)-2-[(2R)-3-phenyl-2-[(2S)-3-phenyl-2-sulfanylpropanamido]propanamido]propanoic acid
• IUPAC Traditional name: (2R)-3-(4-hydroxyphenyl)-2-[(2R)-3-phenyl-2-[(2S)-3-phenyl-2-sulfanylpropanamido]propanamido]propanoic acid
• Synonyms: (2-Sulfanyl-3-Phenylpropanoyl)-Phe-Tyr

Database IDs

• PubChem SID: 160967022; 46505869
• PubChem CID: 46936840

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.741528
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): 2.4055684
• LogD (pH = 7.4): 0.86744153
• Log P: 4.1643596
• Molar Refractivity: 135.3995 cm^3
• Polarizability: 52.685116 Å^3
• Polar Surface Area: 115.73 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.62
• LOG S: -5.56
• Solubility (Water): 1.35e-03 g/l

DETAILS

DrugBank - DB03949

Drug information: experimental