2-(carbamoylamino)-5-phenylthiophene-3-carboxamide

• ChemBase ID: 176676
• Molecular Formular: C12H11N3O2S
• Molecular Mass: 261.29964
• Monoisotopic Mass: 261.05719761
• SMILES: c1cccc(c1)c1sc(c(c1)C(=O)N)NC(=O)N
• Canonical SMILES: NC(=O)Nc1sc(cc1C(=O)N)c1ccccc1
• InChI: InChI=1S/C12H11N3O2S/c13-10(16)8-6-9(7-4-2-1-3-5-7)18-11(8)15-12(14)17/h1-6H,(H2,13,16)(H3,14,15,17)
• InChIKey: PSVUSJKZJQMCSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(carbamoylamino)-5-phenylthiophene-3-carboxamide
• IUPAC Traditional name: 2-(carbamoylamino)-5-phenylthiophene-3-carboxamide
• Synonyms: 2-[(Aminocarbonyl)amino]-5-phenyl-3-thiophenecarboxamide; (5-Phenyl-2-ureido)thiophene-3-carboxamide

Database IDs

• CAS Number: 354811-10-2
• PubChem SID: 164232586
• PubChem CID: 6419765

CALCULATED PROPERTIES

• Acid pKa: 10.182489
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 1.9684117
• LogD (pH = 7.4): 1.9677402
• Log P: 1.9684203
• Molar Refractivity: 69.8621 cm^3
• Polarizability: 26.966286 Å^3
• Polar Surface Area: 98.21 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P338250

An ureido-thiophenecarboxamide compound that acts as a potent inhibitor of IKK-2 (InhibitorVI).

REFERENCES

• Baxter, A., et al.: Bioorg. Med. Chem. Lett., 14, 2817, (2004)