ethyl 4-{[(3R,3'S,5'R)-5'-(1-hydroxyethyl)-5-methyl-2-oxo-1,2-dihydrospiro[indole-3,2'-pyrrolidine]-3'-yl]amido}benzoate

• ChemBase ID: 219909
• Molecular Formular: C24H27N3O5
• Molecular Mass: 437.48828
• Monoisotopic Mass: 437.19507098
• SMILES: [C@]12([C@@H](C(=O)Nc3ccc(C(=O)OCC)cc3)C[C@@H](N2)C(O)C)C(=O)Nc2c1cc(cc2)C
• Canonical SMILES: CCOC(=O)c1ccc(cc1)NC(=O)[C@H]1C[C@@H](N[C@@]21C(=O)Nc1c2cc(C)cc1)C(O)C
• InChI: InChI=1S/C24H27N3O5/c1-4-32-22(30)15-6-8-16(9-7-15)25-21(29)18-12-20(14(3)28)27-24(18)17-11-13(2)5-10-19(17)26-23(24)31/h5-11,14,18,20,27-28H,4,12H2,1-3H3,(H,25,29)(H,26,31)/t14?,18-,20-,24+/m1/s1
• InChIKey: ZIHALMCBOKYSNF-XTONUQJOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{[(3R,3'S,5'R)-5'-(1-hydroxyethyl)-5-methyl-2-oxo-1,2-dihydrospiro[indole-3,2'-pyrrolidine]-3'-yl]amido}benzoate
• IUPAC Traditional name: ethyl 4-[(3R,3'S,5'R)-5'-(1-hydroxyethyl)-5-methyl-2-oxo-1H-spiro[indole-3,2'-pyrrolidine]-3'-ylamido]benzoate

Database IDs

• PubChem SID: 164275819
• PubChem CID: 17571779

CALCULATED PROPERTIES

• Acid pKa: 12.605414
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.2729832
• LogD (pH = 7.4): 2.0002377
• Log P: 2.637246
• Molar Refractivity: 121.4205 cm^3
• Polarizability: 45.77924 Å^3
• Polar Surface Area: 116.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds