3-(5-chloro-2,4-dimethoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid

• ChemBase ID: 121453
• Molecular Formular: C17H16ClNO6
• Molecular Mass: 365.76504
• Monoisotopic Mass: 365.06661492
• SMILES: N1(C(=O)C2C3(OC(C2C(=O)O)C=C3)C1)c1cc(c(cc1OC)OC)Cl
• Canonical SMILES: COc1cc(OC)c(cc1N1CC23C(C1=O)C(C(O2)C=C3)C(=O)O)Cl
• InChI: InChI=1S/C17H16ClNO6/c1-23-11-6-12(24-2)9(5-8(11)18)19-7-17-4-3-10(25-17)13(16(21)22)14(17)15(19)20/h3-6,10,13-14H,7H2,1-2H3,(H,21,22)
• InChIKey: AFQKCAKHRSIRMH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(5-chloro-2,4-dimethoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• IUPAC Traditional name: 3-(5-chloro-2,4-dimethoxyphenyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxylic acid
• Synonyms: (6R,7S,7aR)-2-(5-chloro-2,4-dimethoxyphenyl)-1-oxo-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic acid

Database IDs

• PubChem SID: 162215806
• PubChem CID: 665036

CALCULATED PROPERTIES

• Acid pKa: 3.5448406
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.8463363
• LogD (pH = 7.4): -2.2593133
• Log P: 1.1021895
• Molar Refractivity: 87.4603 cm^3
• Polarizability: 33.978718 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true