3-[(3R,3'S,3'aS,6'aR)-5'-(2H-1,3-benzodioxol-5-yl)-2,4',6'-trioxo-1,2,3',3'a,4',5',6',6'a-octahydro-2'H-spiro[indole-3,1'-pyrrolo[3,4-c]pyrrole]-3'-yl]propanoic acid

• ChemBase ID: 210718
• Molecular Formular: C23H19N3O7
• Molecular Mass: 449.41286
• Monoisotopic Mass: 449.12229996
• SMILES: [C@@]12([C@H]3[C@H](C(=O)N(C3=O)c3cc4c(OCO4)cc3)[C@@H](N1)CCC(=O)O)C(=O)Nc1c2cccc1
• Canonical SMILES: OC(=O)CC[C@@H]1N[C@@]2([C@H]3[C@@H]1C(=O)N(C3=O)c1ccc3c(c1)OCO3)C(=O)Nc1c2cccc1
• InChI: InChI=1S/C23H19N3O7/c27-17(28)8-6-14-18-19(23(25-14)12-3-1-2-4-13(12)24-22(23)31)21(30)26(20(18)29)11-5-7-15-16(9-11)33-10-32-15/h1-5,7,9,14,18-19,25H,6,8,10H2,(H,24,31)(H,27,28)/t14-,18+,19-,23-/m0/s1
• InChIKey: AYGNWZIEIGHVFJ-ASLVLFSISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(3R,3'S,3'aS,6'aR)-5'-(2H-1,3-benzodioxol-5-yl)-2,4',6'-trioxo-1,2,3',3'a,4',5',6',6'a-octahydro-2'H-spiro[indole-3,1'-pyrrolo[3,4-c]pyrrole]-3'-yl]propanoic acid
• IUPAC Traditional name: 3-[(3R,3'S,3'aS,6'aR)-5'-(2H-1,3-benzodioxol-5-yl)-2,4',6'-trioxo-2',3',3'a,6'a-tetrahydro-1H-spiro[indole-3,1'-pyrrolo[3,4-c]pyrrole]-3'-yl]propanoic acid

Database IDs

• PubChem SID: 164266628
• PubChem CID: 6574898

CALCULATED PROPERTIES

• Acid pKa: 3.359106
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.5779606
• LogD (pH = 7.4): -1.6328905
• Log P: -1.5778995
• Molar Refractivity: 111.4275 cm^3
• Polarizability: 43.248024 Å^3
• Polar Surface Area: 134.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds