5-[3-(ethanesulfonyl)phenyl]-3,8-dimethyl-N-[1-(2H3)methylpiperidin-4-yl]-9H-pyrido[2,3-b]indole-7-carboxamide

• ChemBase ID: 177979
• Molecular Formular: C28H32N4O3S
• Molecular Mass: 504.64368
• Monoisotopic Mass: 504.2195119
• SMILES: c12c(c(cc(c1C)C(=O)NC1CCN(CC1)C)c1cc(ccc1)S(=O)(=O)CC)c1c([nH]2)ncc(c1)C
• Canonical SMILES: CCS(=O)(=O)c1cccc(c1)c1cc(C(=O)NC2CCN(CC2)C)c(c2c1c1cc(C)cnc1[nH]2)C
• InChI: InChI=1S/C28H32N4O3S/c1-5-36(34,35)21-8-6-7-19(14-21)23-15-22(28(33)30-20-9-11-32(4)12-10-20)18(3)26-25(23)24-13-17(2)16-29-27(24)31-26/h6-8,13-16,20H,5,9-12H2,1-4H3,(H,29,31)(H,30,33)
• InChIKey: WKDACQVEJIVHMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[3-(ethanesulfonyl)phenyl]-3,8-dimethyl-N-[1-(^2H₃)methylpiperidin-4-yl]-9H-pyrido[2,3-b]indole-7-carboxamide
• IUPAC Traditional name: 5-[3-(ethanesulfonyl)phenyl]-3,8-dimethyl-N-[1-(^2H₃)methylpiperidin-4-yl]-9H-pyrido[2,3-b]indole-7-carboxamide
• Synonyms: 5-[3-(Ethylsulfonyl)phenyl]-3,8-dimethyl-N-(1-methyl-4-piperidinyl)-9H-pyrido[2,3-b]indole-7-carboxamide; TAK-901-d3

Database IDs

• PubChem SID: 164233889
• PubChem CID: 71752286

CALCULATED PROPERTIES

• Acid pKa: 13.719836
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.4505901
• LogD (pH = 7.4): 2.194152
• Log P: 3.3651717
• Molar Refractivity: 144.5819 cm^3
• Polarizability: 58.487545 Å^3
• Polar Surface Area: 95.16 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T004922

A labelled novel Aurora B kinase inhibitor with potential antineoplastic activity. It binds to and inhibits the activity of Aurora B, which may result in a decrease in the proliferation of tumor cells that overexpress Aurora B. Aurora B is a positive regu