(2Z)-2-[(1E)-2-carbamoyleth-1-en-1-yl]-3-carboxy-3-[(2-formylindolizin-3-yl)amino]prop-2-ene-1-sulfonyl

• ChemBase ID: 2588
• Molecular Formular: C16H14N3O6S
• Molecular Mass: 376.36386
• Monoisotopic Mass: 376.06033118
• SMILES: NC(=O)/C=C/C(=C(/Nc1c(C=O)cc2ccccn12)\C(=O)O)/C[S](=O)=O
• Canonical SMILES: O=Cc1cc2n(c1N/C(=C(\C[S](=O)=O)/C=C/C(=O)N)/C(=O)O)cccc2
• InChI: InChI=1S/C16H14N3O6S/c17-13(21)5-4-10(9-26(24)25)14(16(22)23)18-15-11(8-20)7-12-3-1-2-6-19(12)15/h1-8,18H,9H2,(H2,17,21)(H,22,23)/b5-4+,14-10-
• InChIKey: ZEZKZXSNVZLMTH-IBXIYJDRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-[(1E)-2-carbamoyleth-1-en-1-yl]-3-carboxy-3-[(2-formylindolizin-3-yl)amino]prop-2-ene-1-sulfonyl
• IUPAC Traditional name: (2Z)-2-[(1E)-2-carbamoyleth-1-en-1-yl]-3-carboxy-3-[(2-formylindolizin-3-yl)amino]prop-2-ene-1-sulfonyl
• Synonyms: 3-(4-Carbamoyl-1-Carboxy-2-Methylsulfonyl-Buta-1,3-Dienylamino)-Indolizine-2-Carboxylic Acid

Database IDs

• PubChem SID: 160966037; 46505117
• PubChem CID: 46936515

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7378328
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -2.274347
• LogD (pH = 7.4): -3.878714
• Log P: -0.5069
• Molar Refractivity: 96.9254 cm^3
• Polarizability: 35.942028 Å^3
• Polar Surface Area: 148.04 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.47
• LOG S: -4.62
• Solubility (Water): 9.06e-03 g/l

DETAILS

DrugBank - DB02876

Drug information: experimental