(2Z)-3-[(acridin-9-yl)carbamoyl]prop-2-enoic acid

• ChemBase ID: 159529
• Molecular Formular: C17H12N2O3
• Molecular Mass: 292.28878
• Monoisotopic Mass: 292.08479225
• SMILES: c1ccc2c(c1)c(c1c(n2)cccc1)NC(=O)/C=C\C(=O)O
• Canonical SMILES: O=C(Nc1c2ccccc2nc2c1cccc2)/C=C\C(=O)O
• InChI: InChI=1S/C17H12N2O3/c20-15(9-10-16(21)22)19-17-11-5-1-3-7-13(11)18-14-8-4-2-6-12(14)17/h1-10H,(H,21,22)(H,18,19,20)/b10-9-
• InChIKey: KHXHTLMOSJUHKZ-KTKRTIGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-3-[(acridin-9-yl)carbamoyl]prop-2-enoic acid
• IUPAC Traditional name: (2Z)-3-[(acridin-9-yl)carbamoyl]prop-2-enoic acid
• Synonyms: (Z)-4-(9-Acridinylamino)-4-oxo-2-butenoic Acid; N-(9-Acridinyl)maleamic Acid

Database IDs

• CAS Number: 66891-55-2
• PubChem SID: 162253664
• PubChem CID: 71313021

CALCULATED PROPERTIES

• Acid pKa: 3.4877183
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.9923341
• LogD (pH = 7.4): 0.039814673
• Log P: 1.0364379
• Molar Refractivity: 82.8838 cm^3
• Polarizability: 33.30731 Å^3
• Polar Surface Area: 79.29 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A190935

Used in the preparation of 9-Maleimidoacridine (M125150).