N-[(2R,6S)-2,6-bis(2H3)methylpiperidin-1-yl]-4-chloro-3-sulfamoylbenzamide

• ChemBase ID: 164897
• Molecular Formular: C14H20ClN3O3S
• Molecular Mass: 345.8449
• Monoisotopic Mass: 345.0913902
• SMILES: c1(c(ccc(c1)C(=O)NN1[C@@H](CCC[C@@H]1C)C)Cl)S(=O)(=O)N
• Canonical SMILES: C[C@@H]1CCC[C@@H](N1NC(=O)c1ccc(c(c1)S(=O)(=O)N)Cl)C
• InChI: InChI=1S/C14H20ClN3O3S/c1-9-4-3-5-10(2)18(9)17-14(19)11-6-7-12(15)13(8-11)22(16,20)21/h6-10H,3-5H2,1-2H3,(H,17,19)(H2,16,20,21)/t9-,10+
• InChIKey: LBXHRAWDUMTPSE-AOOOYVTPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,6S)-2,6-bis(^2H₃)methylpiperidin-1-yl]-4-chloro-3-sulfamoylbenzamide
• IUPAC Traditional name: N-[(2R,6S)-2,6-bis(^2H₃)methylpiperidin-1-yl]-4-chloro-3-sulfamoylbenzamide
• Synonyms: rel-3-(Aminosulfonyl)-4-chloro-N-[(2R,6S)-2,6-(dimethyl-d6)-1-piperidinyl]benzamide; 4-Chloro-N-[(cis-2,6-(dimethyl-d6)piperidino]-3-sulfamoylbenzamide; Adurix-d6; Aquex-d6; Brinaldix-d6; Chlosudimeprimyl-d6; Clopamide-d6; Clopamidum-d6; DT 327-d6; N-[cis-2',6'-(Dimethyl-d6)-1'-piperidyl]-3-sulfamyl-4-chlorobenzamide; Clopamide-d6

Database IDs

• PubChem SID: 162259031
• PubChem CID: 71314942

CALCULATED PROPERTIES

• Acid pKa: 8.8533
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.5865731
• LogD (pH = 7.4): 1.5734828
• Log P: 1.5867722
• Molar Refractivity: 86.1721 cm^3
• Polarizability: 34.004166 Å^3
• Polar Surface Area: 92.5 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C587162

Labelled Clopamide (C587160). Antihypertensive; diuretic.

REFERENCES

• McNeil, J.J., et al.: Clin. Pharmacol. Ther., 42, 299 (1987)
• Crowder, D., et al.: Curr. Med. Res. Opin., 6, 342 (1987)