(2R)-2-[(5Z)-5-(1H-indol-3-ylmethylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-phenylpropanoic acid

• ChemBase ID: 181093
• Molecular Formular: C21H16N2O3S2
• Molecular Mass: 408.49334
• Monoisotopic Mass: 408.06023438
• SMILES: N1(C(=S)S/C(=C\c2c[nH]c3c2cccc3)/C1=O)[C@@H](C(=O)O)Cc1ccccc1
• Canonical SMILES: OC(=O)[C@H](N1C(=S)S/C(=C\c2c[nH]c3c2cccc3)/C1=O)Cc1ccccc1
• InChI: InChI=1S/C21H16N2O3S2/c24-19-18(11-14-12-22-16-9-5-4-8-15(14)16)28-21(27)23(19)17(20(25)26)10-13-6-2-1-3-7-13/h1-9,11-12,17,22H,10H2,(H,25,26)/b18-11-/t17-/m1/s1
• InChIKey: TVMGHSOEFYWQDM-LVSMMTLPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(5Z)-5-(1H-indol-3-ylmethylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-phenylpropanoic acid
• IUPAC Traditional name: (2R)-2-[(5Z)-5-(1H-indol-3-ylmethylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-3-phenylpropanoic acid

Database IDs

• PubChem SID: 164237003
• PubChem CID: 7000725

CALCULATED PROPERTIES

• Acid pKa: 3.8724902
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.133119
• LogD (pH = 7.4): 1.5377539
• Log P: 4.7653403
• Molar Refractivity: 115.3926 cm^3
• Polarizability: 45.39379 Å^3
• Polar Surface Area: 73.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds