(2E)-4-({[(4Z)-5-oxo-2-phenyl-4,5-dihydro-1,3-oxazol-4-ylidene]methyl}amino)but-2-enoic acid

• ChemBase ID: 6012
• Molecular Formular: C14H12N2O4
• Molecular Mass: 272.25608
• Monoisotopic Mass: 272.07970687
• SMILES: c1ccccc1C1=N/C(=C\NC/C=C/C(=O)O)/C(=O)O1
• Canonical SMILES: OC(=O)/C=C/CN/C=C/1\N=C(OC1=O)c1ccccc1
• InChI: InChI=1S/C14H12N2O4/c17-12(18)7-4-8-15-9-11-14(19)20-13(16-11)10-5-2-1-3-6-10/h1-7,9,15H,8H2,(H,17,18)/b7-4+,11-9-
• InChIKey: NWPKPRWNDVEPNY-DHIFYFQBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-4-({[(4Z)-5-oxo-2-phenyl-4,5-dihydro-1,3-oxazol-4-ylidene]methyl}amino)but-2-enoic acid
• IUPAC Traditional name: (2E)-4-({[(4Z)-5-oxo-2-phenyl-1,3-oxazol-4-ylidene]methyl}amino)but-2-enoic acid
• Synonyms: 4-{[(Z)-(5-OXO-2-PHENYL-1,3-OXAZOL-4(5H)-YLIDENE)METHYL]AMINO}BUTANOIC ACID

Database IDs

• PubChem SID: 99444867; 160969437
• PubChem CID: 46937146

CALCULATED PROPERTIES

JChem

• H Donor: 2
• LogD (pH = 5.5): 0.07964773
• LogD (pH = 7.4): -1.5656568
• Log P: 1.5996144
• Molar Refractivity: 72.9482 cm^3
• Polarizability: 27.0139 Å^3
• Polar Surface Area: 87.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 3.9907038
• H Acceptors: 5

ALOGPS 2.1

• Log P: 1.42
• LOG S: -3.38
• Solubility (Water): 1.13e-01 g/l

DETAILS

DrugBank - DB08396

Drug information: experimental