3-{11-oxo-1-azatricyclo[6.3.1.0^{4,12}]dodeca-4(12),5,7,9-tetraen-10-yl}prop-2-enoic acid

• ChemBase ID: 10141
• Molecular Formular: C14H11NO3
• Molecular Mass: 241.24204
• Monoisotopic Mass: 241.07389322
• SMILES: c1cc2c3c(c1)cc(c(=O)n3CC2)/C=C/C(=O)O
• Canonical SMILES: OC(=O)/C=C/c1cc2cccc3c2n(c1=O)CC3
• InChI: InChI=1S/C14H11NO3/c16-12(17)5-4-11-8-10-3-1-2-9-6-7-15(13(9)10)14(11)18/h1-5,8H,6-7H2,(H,16,17)/b5-4+
• InChIKey: LCYDDSSZZRFPCM-SNAWJCMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{11-oxo-1-azatricyclo[6.3.1.0^{4,12}]dodeca-4(12),5,7,9-tetraen-10-yl}prop-2-enoic acid; (2E)-3-{11-oxo-1-azatricyclo[6.3.1.0^4,^1^2]dodeca-4(12),5,7,9-tetraen-10-yl}prop-2-enoic acid; (2E)-3-{11-oxo-1-azatricyclo[6.3.1.0^{4,12}]dodeca-4(12),5,7,9-tetraen-10-yl}prop-2-enoic acid
• IUPAC Traditional name: 3-{11-oxo-1-azatricyclo[6.3.1.0^{4,12}]dodeca-4(12),5,7,9-tetraen-10-yl}prop-2-enoic acid; (2E)-3-{11-oxo-1-azatricyclo[6.3.1.0^4,^1^2]dodeca-4(12),5,7,9-tetraen-10-yl}prop-2-enoic acid; (2E)-3-{11-oxo-1-azatricyclo[6.3.1.0^{4,12}]dodeca-4(12),5,7,9-tetraen-10-yl}prop-2-enoic acid
• Synonyms: 3-(1,2-Dihydro-4-oxopyrrolo-[3,2,1-ij]quinolin-5-yl)-(2E)-propenoic acid; (E)-3-(4-oxo-2,4-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-5-yl)acrylic acid; 3-(1,2-Dihydro-4-oxo-pyrrolo-[3,2,1-ij]-quinolin-5-yl)-(2E)-propenoic acid

Database IDs

• CAS Number: 386715-45-3
• MDL Number: MFCD01567774
• PubChem SID: 160973448
• PubChem CID: 5702811

CALCULATED PROPERTIES

• Acid pKa: 4.241213
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.18359396
• LogD (pH = 7.4): -1.541637
• Log P: 1.4633665
• Molar Refractivity: 68.0225 cm^3
• Polarizability: 24.905197 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >265°C(dec); >265(dec.)°C

Safety Information

• Storage Warning: Irritant
• TSCA Listed: false

Product Information

• Classification: Derivatives & analogs of Natural Compounds