NAV

4-(4-CHLORO-PHENYL)-1-{3-[2-(4-FLUORO-PHENYL)-[1,3]DITHIOLAN-2-YL]-PROPYL}-PIPERIDIN-4-OL

Identification

Generic Name
4-(4-CHLORO-PHENYL)-1-{3-[2-(4-FLUORO-PHENYL)-[1,3]DITHIOLAN-2-YL]-PROPYL}-PIPERIDIN-4-OL
DrugBank Accession Number
DB08622
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 452.048
Monoisotopic: 451.120661783
Chemical Formula
C23H27ClFNOS2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGag-Pol polyproteinNot AvailableHIV-1
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 phenylpiperidines. These are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Phenylpiperidines
Direct Parent
Phenylpiperidines
Alternative Parents
Phenylbutylamines / Aralkylamines / Fluorobenzenes / Dithioketals / Chlorobenzenes / Aryl chlorides / Aryl fluorides / Tertiary alcohols / 1,3-dithiolanes / Trialkylamines
show 6 more
Substituents
1,3-dithiolane / Alcohol / Amine / Aralkylamine / Aromatic heteromonocyclic compound / Aryl chloride / Aryl fluoride / Aryl halide / Azacycle / Benzenoid
show 23 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
organofluorine compound, dithiolanes, monochlorobenzenes, hydroxypiperidine (CHEBI:47703)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
KVDKNVPAAQKHKD-UHFFFAOYSA-N
InChI
InChI=1S/C23H27ClFNOS2/c24-20-6-2-18(3-7-20)22(27)11-14-26(15-12-22)13-1-10-23(28-16-17-29-23)19-4-8-21(25)9-5-19/h2-9,27H,1,10-17H2
IUPAC Name
4-(4-chlorophenyl)-1-{3-[2-(4-fluorophenyl)-1,3-dithiolan-2-yl]propyl}piperidin-4-ol
SMILES
OC1(CCN(CCCC2(SCCS2)C2=CC=C(F)C=C2)CC1)C1=CC=C(Cl)C=C1

References

General References
Not Available
PubChem Compound
127702
PubChem Substance
99445093
ChemSpider
113285
PDBe Ligand
THK
PDB Entries
1aid / 2aid

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 Solubility0.000141 mg/mLALOGPS
logP4.71ALOGPS
logP5.33Chemaxon
logS-6.5ALOGPS
pKa (Strongest Acidic)13.96Chemaxon
pKa (Strongest Basic)8.69Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area23.47 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity124.89 m3·mol-1Chemaxon
Polarizability47.82 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9969
Blood Brain Barrier+0.9807
Caco-2 permeable+0.5414
P-glycoprotein substrateSubstrate0.6441
P-glycoprotein inhibitor IInhibitor0.7219
P-glycoprotein inhibitor IIInhibitor0.6194
Renal organic cation transporterInhibitor0.651
CYP450 2C9 substrateNon-substrate0.7914
CYP450 2D6 substrateSubstrate0.5229
CYP450 3A4 substrateSubstrate0.5483
CYP450 1A2 substrateNon-inhibitor0.573
CYP450 2C9 inhibitorNon-inhibitor0.8819
CYP450 2D6 inhibitorInhibitor0.7615
CYP450 2C19 inhibitorNon-inhibitor0.7013
CYP450 3A4 inhibitorInhibitor0.5954
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5992
Ames testNon AMES toxic0.8027
CarcinogenicityNon-carcinogens0.8937
BiodegradationNot ready biodegradable1.0
Rat acute toxicity3.1677 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5799
hERG inhibition (predictor II)Inhibitor0.6933
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/MSsplash10-0udi-0000900000-f22dde01eda5860d46d8
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0000900000-faea033f89b9c72336a4
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-0003900000-c7d3afa103b39bc0089b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0zgl-9007700000-e1d526c187a5eba88eb2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-2454900000-94ae3c2d54d15e0d12c9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9100100000-d3d040ae0b3b2501aa80
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]-197.49529
predicted
DeepCCS 1.0 (2019)
[M+H]+199.90773
predicted
DeepCCS 1.0 (2019)
[M+Na]+207.56248
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Gag-Pol polyprotein
Kind
Protein
Organism
HIV-1
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Gag-Pol polyprotein: Mediates, with Gag polyrotein, the essential events in virion assembly, including binding the plasma membrane, making the protein-protein interactions necessary to create spher...
Gene Name
gag-pol
Uniprot ID
P03369
Uniprot Name
Gag-Pol polyprotein
Molecular Weight
162014.15 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 21:33 / Updated at June 12, 2020 16:52