4-[(E)-2-(4-chlorophenyl)ethenesulfonyl]-1-{[1-(pyridin-4-yl)piperidin-4-yl]methyl}piperazin-2-one

• ChemBase ID: 6348
• Molecular Formular: C23H27ClN4O3S
• Molecular Mass: 475.00348
• Monoisotopic Mass: 474.14923942
• SMILES: C(=C\S(=O)(=O)N1CC(=O)N(CC1)CC1CCN(c2ccncc2)CC1)/c1ccc(Cl)cc1
• Canonical SMILES: Clc1ccc(cc1)/C=C/S(=O)(=O)N1CCN(C(=O)C1)CC1CCN(CC1)c1ccncc1
• InChI: InChI=1S/C23H27ClN4O3S/c24-21-3-1-19(2-4-21)9-16-32(30,31)28-15-14-27(23(29)18-28)17-20-7-12-26(13-8-20)22-5-10-25-11-6-22/h1-6,9-11,16,20H,7-8,12-15,17-18H2/b16-9+
• InChIKey: QLHUDNKWOSQSMK-CXUHLZMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(E)-2-(4-chlorophenyl)ethenesulfonyl]-1-{[1-(pyridin-4-yl)piperidin-4-yl]methyl}piperazin-2-one
• IUPAC Traditional name: 4-[(E)-2-(4-chlorophenyl)ethenesulfonyl]-1-{[1-(pyridin-4-yl)piperidin-4-yl]methyl}piperazin-2-one
• Synonyms: 4-[[(1E)-2-(4-CHLOROPHENYL)ETHENYL]SULFONYL]-1-[[1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]PIPERAZINONE

Database IDs

• PubChem SID: 162103387
• PubChem CID: 446345

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.052727
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.97630477
• LogD (pH = 7.4): 1.1184661
• Log P: 1.9593567
• Molar Refractivity: 126.9325 cm^3
• Polarizability: 49.04227 Å^3
• Polar Surface Area: 73.82 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.77
• LOG S: -3.97
• Solubility (Water): 5.10e-02 g/l

DETAILS

DrugBank - DB08745

Drug information: experimental