(3S,3'S,3'aR,6'aS)-3'-[(3,4-dihydroxyphenyl)methyl]-5'-(oxolan-2-ylmethyl)-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: 215971
• Molecular Formular: C25H25N3O6
• Molecular Mass: 463.4825
• Monoisotopic Mass: 463.17433554
• SMILES: [C@]12([C@@H]3[C@@H](C(=O)N(C3=O)CC3OCCC3)[C@@H](N1)Cc1cc(c(cc1)O)O)C(=O)Nc1c2cccc1
• Canonical SMILES: O=C1N(CC2CCCO2)C(=O)[C@H]2[C@@H]1[C@H](Cc1ccc(c(c1)O)O)N[C@]12C(=O)Nc2c1cccc2
• InChI: InChI=1S/C25H25N3O6/c29-18-8-7-13(11-19(18)30)10-17-20-21(23(32)28(22(20)31)12-14-4-3-9-34-14)25(27-17)15-5-1-2-6-16(15)26-24(25)33/h1-2,5-8,11,14,17,20-21,27,29-30H,3-4,9-10,12H2,(H,26,33)/t14?,17-,20-,21+,25+/m0/s1
• InChIKey: PHCYXDNBYNOINN-JANRMCSGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,3'S,3'aR,6'aS)-3'-[(3,4-dihydroxyphenyl)methyl]-5'-(oxolan-2-ylmethyl)-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'S,3'aR,6'aS)-3'-[(3,4-dihydroxyphenyl)methyl]-5'-(oxolan-2-ylmethyl)-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: 164271881
• PubChem CID: 16406464

CALCULATED PROPERTIES

• Acid pKa: 9.311836
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.0455903
• LogD (pH = 7.4): 0.6834048
• Log P: 1.208502
• Molar Refractivity: 121.9281 cm^3
• Polarizability: 46.91017 Å^3
• Polar Surface Area: 128.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds