4-[[(1E)-2-(4-CHLOROPHENYL)ETHENYL]SULFONYL]-1-[[1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]PIPERAZINONE

Identification

Generic Name
4-[[(1E)-2-(4-CHLOROPHENYL)ETHENYL]SULFONYL]-1-[[1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]PIPERAZINONE
DrugBank Accession Number
DB08745
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 475.003
Monoisotopic: 474.149239147
Chemical Formula
C23H27ClN4O3S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCoagulation factor XNot AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acids and derivatives
Alternative Parents
Dialkylarylamines / Styrenes / Aminopyridines and derivatives / Chlorobenzenes / N-alkylpiperazines / Organic sulfonamides / Aryl chlorides / Organosulfonamides / Piperidines / Heteroaromatic compounds
show 9 more
Substituents
1,4-diazinane / Alpha-amino acid or derivatives / Amine / Aminopyridine / Aromatic heteromonocyclic compound / Aryl chloride / Aryl halide / Azacycle / Benzenoid / Carbonyl group
show 31 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
monochlorobenzenes, piperazinone, N-sulfonylpiperazine, pyridylpiperidine (CHEBI:47751)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
QLHUDNKWOSQSMK-CXUHLZMHSA-N
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+
IUPAC Name
4-[(1E)-2-(4-chlorophenyl)ethenesulfonyl]-1-{[1-(pyridin-4-yl)piperidin-4-yl]methyl}piperazin-2-one
SMILES
ClC1=CC=C(\C=C\S(=O)(=O)N2CCN(CC3CCN(CC3)C3=CC=NC=C3)C(=O)C2)C=C1

References

General References
Not Available
PubChem Compound
446345
PubChem Substance
99445216
ChemSpider
393729
ZINC
ZINC000003581119
PDBe Ligand
XMJ
PDB Entries
1iql

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.051 mg/mLALOGPS
logP2.77ALOGPS
logP1.96Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)17.05Chemaxon
pKa (Strongest Basic)8.72Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area73.82 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity126.93 m3·mol-1Chemaxon
Polarizability49.47 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.8766
Caco-2 permeable-0.66
P-glycoprotein substrateNon-substrate0.5295
P-glycoprotein inhibitor IInhibitor0.8129
P-glycoprotein inhibitor IINon-inhibitor0.719
Renal organic cation transporterNon-inhibitor0.6466
CYP450 2C9 substrateNon-substrate0.6685
CYP450 2D6 substrateNon-substrate0.7599
CYP450 3A4 substrateSubstrate0.6248
CYP450 1A2 substrateNon-inhibitor0.6952
CYP450 2C9 inhibitorNon-inhibitor0.6239
CYP450 2D6 inhibitorNon-inhibitor0.83
CYP450 2C19 inhibitorInhibitor0.8729
CYP450 3A4 inhibitorInhibitor0.7026
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8276
Ames testNon AMES toxic0.6197
CarcinogenicityNon-carcinogens0.7345
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5039 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6919
hERG inhibition (predictor II)Inhibitor0.603
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0020900000-40234804c140bb7105ee
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0000900000-8967e4e75f267f51a40e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0330900000-b903bad3e6ce5c221b7f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-2123900000-2069b105acd8068ecb5b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004r-0970300000-61ad48abc1a4ea966343
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000y-9151300000-b6fe2bb4a4f64b035b7f
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-208.96588
predicted
DeepCCS 1.0 (2019)
[M+H]+211.36147
predicted
DeepCCS 1.0 (2019)
[M+Na]+217.27399
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Factor Xa is a vitamin K-dependent glycoprotein that converts prothrombin to thrombin in the presence of factor Va, calcium and phospholipid during blood clotting.
Gene Name
F10
Uniprot ID
P00742
Uniprot Name
Coagulation factor X
Molecular Weight
54731.255 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:34 / Updated at June 12, 2020 16:52