(3S,3'R,3'aS,6'aR)-3'-(1-hydroxyethyl)-5'-(4-methylphenyl)-1,2,3',3'a,4',5',6',6'a-octahydro-2'H-spiro[indole-3,1'-pyrrolo[3,4-c]pyrrole]-2,4',6'-trione

• ChemBase ID: 194603
• Molecular Formular: C22H21N3O4
• Molecular Mass: 391.41984
• Monoisotopic Mass: 391.15320617
• SMILES: [C@]12([C@H]3[C@H](C(=O)N(C3=O)c3ccc(cc3)C)[C@@H](N1)C(O)C)C(=O)Nc1c2cccc1
• Canonical SMILES: CC([C@@H]1N[C@]2([C@H]3[C@@H]1C(=O)N(C3=O)c1ccc(cc1)C)C(=O)Nc1c2cccc1)O
• InChI: InChI=1S/C22H21N3O4/c1-11-7-9-13(10-8-11)25-19(27)16-17(20(25)28)22(24-18(16)12(2)26)14-5-3-4-6-15(14)23-21(22)29/h3-10,12,16-18,24,26H,1-2H3,(H,23,29)/t12?,16-,17-,18-,22+/m0/s1
• InChIKey: ZPUMNGQGRYKEMP-MMUFTBSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,3'R,3'aS,6'aR)-3'-(1-hydroxyethyl)-5'-(4-methylphenyl)-1,2,3',3'a,4',5',6',6'a-octahydro-2'H-spiro[indole-3,1'-pyrrolo[3,4-c]pyrrole]-2,4',6'-trione
• IUPAC Traditional name: (3S,3'R,3'aS,6'aR)-3'-(1-hydroxyethyl)-5'-(4-methylphenyl)-2',3',3'a,6'a-tetrahydro-1H-spiro[indole-3,1'-pyrrolo[3,4-c]pyrrole]-2,4',6'-trione

Database IDs

• PubChem SID: 164250513
• PubChem CID: 16398346

CALCULATED PROPERTIES

• Acid pKa: 11.475437
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.5508698
• LogD (pH = 7.4): 1.104336
• Log P: 1.5079571
• Molar Refractivity: 105.8739 cm^3
• Polarizability: 40.695045 Å^3
• Polar Surface Area: 98.74 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Isomers (7:1)
• Classification: Derivatives & analogs of Natural Compounds