ethyl (2S)-2-{[(3R)-4-(4-methylbenzenesulfonyl)thiomorpholin-3-yl]formamido}-3-phenylpropanoate

• ChemBase ID: 1486
• Molecular Formular: C23H28N2O5S2
• Molecular Mass: 476.60882
• Monoisotopic Mass: 476.14396401
• SMILES: C(=O)(N[C@@H](Cc1ccccc1)C(=O)OCC)[C@@H]1CSCCN1S(=O)(=O)c1ccc(cc1)C
• Canonical SMILES: CCOC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CSCCN1S(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C23H28N2O5S2/c1-3-30-23(27)20(15-18-7-5-4-6-8-18)24-22(26)21-16-31-14-13-25(21)32(28,29)19-11-9-17(2)10-12-19/h4-12,20-21H,3,13-16H2,1-2H3,(H,24,26)/t20-,21-/m0/s1
• InChIKey: NDDSSAGSYFVBTG-SFTDATJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-{[(3R)-4-(4-methylbenzenesulfonyl)thiomorpholin-3-yl]formamido}-3-phenylpropanoate
• IUPAC Traditional name: ethyl (2S)-2-{[(3R)-4-(4-methylbenzenesulfonyl)thiomorpholin-3-yl]formamido}-3-phenylpropanoate
• Synonyms: (3r)-4-(P-Toluenesulfonyl)-1,4-Thiazane-3-Carboxylicacid-L-Phenylalanine Ethyl Ester

Database IDs

• PubChem SID: 46507878; 160964945
• PubChem CID: 46936196

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.8486185
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.2136576
• LogD (pH = 7.4): 3.2136443
• Log P: 3.2136579
• Molar Refractivity: 125.6746 cm^3
• Polarizability: 49.70707 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.59
• LOG S: -5.14
• Solubility (Water): 3.48e-03 g/l

DETAILS

DrugBank - DB01712

Drug information: experimental