(3Z)-3-[(4-cyanophenyl)methylidene]-9-oxo-1H,2H,3H,9H-pyrrolo[2,1-b]quinazoline-6-carboxylic acid

• ChemBase ID: 252220
• Molecular Formular: C20H13N3O3
• Molecular Mass: 343.33552
• Monoisotopic Mass: 343.09569129
• SMILES: n12c(nc3c(c1=O)ccc(C(=O)O)c3)/C(=C\c1ccc(C#N)cc1)/CC2
• Canonical SMILES: N#Cc1ccc(cc1)/C=C\1/CCn2c1nc1cc(ccc1c2=O)C(=O)O
• InChI: InChI=1S/C20H13N3O3/c21-11-13-3-1-12(2-4-13)9-14-7-8-23-18(14)22-17-10-15(20(25)26)5-6-16(17)19(23)24/h1-6,9-10H,7-8H2,(H,25,26)/b14-9-
• InChIKey: NPRJNERRVKNNOW-ZROIWOOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3Z)-3-[(4-cyanophenyl)methylidene]-9-oxo-1H,2H,3H,9H-pyrrolo[2,1-b]quinazoline-6-carboxylic acid
• IUPAC Traditional name: (3Z)-3-[(4-cyanophenyl)methylidene]-9-oxo-1H,2H-pyrrolo[2,1-b]quinazoline-6-carboxylic acid
• Synonyms: 3-(4-cyanobenzylidene)-9-oxo-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazoline-6-carboxylic acid

Database IDs

• MDL Number: MFCD08444230
• PubChem SID: 164308130
• PubChem CID: 16227128

CALCULATED PROPERTIES

• Acid pKa: 3.5343935
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.81908673
• LogD (pH = 7.4): -0.57725275
• Log P: 2.6467898
• Molar Refractivity: 98.3061 cm^3
• Polarizability: 35.2103 Å^3
• Polar Surface Area: 93.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 300 - 302°C
• Hydrophobicity(logP): 2.285

Product Information

• Purity: 95%