(2S,5R)-5-phenyl-1-{2-[(2S)-3-phenyl-2-sulfanylpropanamido]acetyl}pyrrolidine-2-carboxylic acid

• ChemBase ID: 2395
• Molecular Formular: C22H24N2O4S
• Molecular Mass: 412.50196
• Monoisotopic Mass: 412.14567826
• SMILES: S[C@@H](Cc1ccccc1)C(=O)NCC(=O)N1[C@H](CC[C@H]1C(=O)O)c1ccccc1
• Canonical SMILES: S[C@H](C(=O)NCC(=O)N1[C@@H](CC[C@@H]1c1ccccc1)C(=O)O)Cc1ccccc1
• InChI: InChI=1S/C22H24N2O4S/c25-20(14-23-21(26)19(29)13-15-7-3-1-4-8-15)24-17(11-12-18(24)22(27)28)16-9-5-2-6-10-16/h1-10,17-19,29H,11-14H2,(H,23,26)(H,27,28)/t17-,18+,19+/m1/s1
• InChIKey: ZWDQTNWLXALTOV-QYZOEREBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5R)-5-phenyl-1-{2-[(2S)-3-phenyl-2-sulfanylpropanamido]acetyl}pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,5R)-5-phenyl-1-{2-[(2S)-3-phenyl-2-sulfanylpropanamido]acetyl}pyrrolidine-2-carboxylic acid
• Synonyms: RB106

Database IDs

• PubChem SID: 46507102; 160965846
• PubChem CID: 448087

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8273509
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.9675649
• LogD (pH = 7.4): -0.61146665
• Log P: 2.6434138
• Molar Refractivity: 111.6586 cm^3
• Polarizability: 43.604378 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.96
• LOG S: -4.6
• Solubility (Water): 1.05e-02 g/l

DETAILS

DrugBank - DB02669

Drug information: experimental