2-[(3R,3'S,3'aS,6'aR)-5'-benzyl-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]acetic acid

• ChemBase ID: 210854
• Molecular Formular: C22H19N3O5
• Molecular Mass: 405.40336
• Monoisotopic Mass: 405.13247072
• SMILES: N1(C(=O)[C@H]2[C@@]3(C(=O)Nc4c3cccc4)N[C@H]([C@H]2C1=O)CC(=O)O)Cc1ccccc1
• Canonical SMILES: OC(=O)C[C@@H]1N[C@@]2([C@H]3[C@@H]1C(=O)N(C3=O)Cc1ccccc1)C(=O)Nc1c2cccc1
• InChI: InChI=1S/C22H19N3O5/c26-16(27)10-15-17-18(20(29)25(19(17)28)11-12-6-2-1-3-7-12)22(24-15)13-8-4-5-9-14(13)23-21(22)30/h1-9,15,17-18,24H,10-11H2,(H,23,30)(H,26,27)/t15-,17+,18-,22-/m0/s1
• InChIKey: YCZGLUZMJMOHOP-PBWVOLNLSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164266764
• PubChem CID: 11876510

CALCULATED PROPERTIES

• Acid pKa: 3.0844388
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.4189473
• LogD (pH = 7.4): -1.5049934
• Log P: -1.4207175
• Molar Refractivity: 105.7406 cm^3
• Polarizability: 40.71433 Å^3
• Polar Surface Area: 115.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds