(3R,3'S,5'R)-5'-(1-hydroxyethyl)-N-(4-methoxyphenyl)-2-oxo-1,2-dihydrospiro[indole-3,2'-pyrrolidine]-3'-carboxamide

• ChemBase ID: 216111
• Molecular Formular: C21H23N3O4
• Molecular Mass: 381.42502
• Monoisotopic Mass: 381.16885623
• SMILES: [C@@]12([C@@H](C(=O)Nc3ccc(cc3)OC)C[C@@H](N1)C(O)C)C(=O)Nc1c2cccc1
• Canonical SMILES: COc1ccc(cc1)NC(=O)[C@H]1C[C@@H](N[C@@]21C(=O)Nc1c2cccc1)C(O)C
• InChI: InChI=1S/C21H23N3O4/c1-12(25)18-11-16(19(26)22-13-7-9-14(28-2)10-8-13)21(24-18)15-5-3-4-6-17(15)23-20(21)27/h3-10,12,16,18,24-25H,11H2,1-2H3,(H,22,26)(H,23,27)/t12?,16-,18-,21+/m1/s1
• InChIKey: JXRAZCDBRRPSJV-FMJDKEHJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,3'S,5'R)-5'-(1-hydroxyethyl)-N-(4-methoxyphenyl)-2-oxo-1,2-dihydrospiro[indole-3,2'-pyrrolidine]-3'-carboxamide
• IUPAC Traditional name: (3R,3'S,5'R)-5'-(1-hydroxyethyl)-N-(4-methoxyphenyl)-2-oxo-1H-spiro[indole-3,2'-pyrrolidine]-3'-carboxamide

Database IDs

• PubChem SID: 164272021
• PubChem CID: 16406561

CALCULATED PROPERTIES

• Acid pKa: 12.502786
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.73805887
• LogD (pH = 7.4): 0.9867295
• Log P: 1.6058685
• Molar Refractivity: 106.0686 cm^3
• Polarizability: 40.260296 Å^3
• Polar Surface Area: 99.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds