3-[3,4-bis({[(1Z)-6-oxocyclohexa-2,4-dien-1-ylidene]methyl}amino)phenyl]propanoic acid

• ChemBase ID: 4353
• Molecular Formular: C23H20N2O4
• Molecular Mass: 388.4159
• Monoisotopic Mass: 388.14230713
• SMILES: OC(=O)CCc1cc(N/C=C\2/C=CC=CC2=O)c(N/C=C\2/C=CC=CC2=O)cc1
• Canonical SMILES: OC(=O)CCc1ccc(c(c1)N/C=C\1/C=CC=CC1=O)N/C=C\1/C=CC=CC1=O
• InChI: InChI=1S/C23H20N2O4/c26-21-7-3-1-5-17(21)14-24-19-11-9-16(10-12-23(28)29)13-20(19)25-15-18-6-2-4-8-22(18)27/h1-9,11,13-15,24-25H,10,12H2,(H,28,29)/b17-14-,18-15-
• InChIKey: SZROMGCAGFCBKR-UBTQEXSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3,4-bis({[(1Z)-6-oxocyclohexa-2,4-dien-1-ylidene]methyl}amino)phenyl]propanoic acid
• IUPAC Traditional name: 3-[3,4-bis({[(1Z)-6-oxocyclohexa-2,4-dien-1-ylidene]methyl}amino)phenyl]propanoic acid
• Synonyms: SALOPHEN-10-PROPIONATE IRON CHELATE

Database IDs

• PubChem SID: 46507929; 160967785
• PubChem CID: 11840996

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.4899926
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.8984536
• LogD (pH = 7.4): 0.13058907
• Log P: 2.9476576
• Molar Refractivity: 119.4574 cm^3
• Polarizability: 41.657288 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.67
• LOG S: -5.03
• Solubility (Water): 3.58e-03 g/l

DETAILS

DrugBank - DB04809

Drug information: experimental