1-[2-HYDROXY-3-(4-CYCLOHEXYL-PHENOXY)-PROPYL]-4-(2-PYRIDYL)-PIPERAZINE

Identification

Generic Name
1-[2-HYDROXY-3-(4-CYCLOHEXYL-PHENOXY)-PROPYL]-4-(2-PYRIDYL)-PIPERAZINE
DrugBank Accession Number
DB08543
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 395.5377
Monoisotopic: 395.257277315
Chemical Formula
C24H33N3O2
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGenome polyproteinNot AvailableHRV-14
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 pyridinylpiperazines. These are compounds containing a pyridinylpiperazine skeleton, which consists of a pyridine linked (not fused) to a piperazine by a bond by a single bond that is not part of a ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazinanes
Sub Class
Piperazines
Direct Parent
Pyridinylpiperazines
Alternative Parents
N-arylpiperazines / Phenoxy compounds / Phenol ethers / Dialkylarylamines / N-alkylpiperazines / Aminopyridines and derivatives / Alkyl aryl ethers / Imidolactams / Heteroaromatic compounds / Trialkylamines
show 5 more
Substituents
1,2-aminoalcohol / Alcohol / Alkyl aryl ether / Amine / Aminopyridine / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Dialkylarylamine / Ether
show 18 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
BZJHCQBNFUNZPJ-QFIPXVFZSA-N
InChI
InChI=1S/C24H33N3O2/c28-22(18-26-14-16-27(17-15-26)24-8-4-5-13-25-24)19-29-23-11-9-21(10-12-23)20-6-2-1-3-7-20/h4-5,8-13,20,22,28H,1-3,6-7,14-19H2/t22-/m0/s1
IUPAC Name
(2S)-1-(4-cyclohexylphenoxy)-3-[4-(pyridin-2-yl)piperazin-1-yl]propan-2-ol
SMILES
[H][C@@](O)(COC1=CC=C(C=C1)C1CCCCC1)CN1CCN(CC1)C1=CC=CC=N1

References

General References
Not Available
PubChem Compound
446129
PubChem Substance
99445014
ChemSpider
393567
ZINC
ZINC000031356524
PDBe Ligand
SDZ
PDB Entries
1hrv

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 Solubility0.19 mg/mLALOGPS
logP4.32ALOGPS
logP4.43Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)14.08Chemaxon
pKa (Strongest Basic)7.25Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area48.83 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity117.4 m3·mol-1Chemaxon
Polarizability46.22 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9308
Blood Brain Barrier+0.9715
Caco-2 permeable-0.6336
P-glycoprotein substrateSubstrate0.6963
P-glycoprotein inhibitor IInhibitor0.5595
P-glycoprotein inhibitor IIInhibitor0.9076
Renal organic cation transporterInhibitor0.5476
CYP450 2C9 substrateNon-substrate0.7817
CYP450 2D6 substrateNon-substrate0.767
CYP450 3A4 substrateNon-substrate0.5896
CYP450 1A2 substrateNon-inhibitor0.5444
CYP450 2C9 inhibitorNon-inhibitor0.6645
CYP450 2D6 inhibitorInhibitor0.5385
CYP450 2C19 inhibitorNon-inhibitor0.5576
CYP450 3A4 inhibitorNon-inhibitor0.8182
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.538
Ames testNon AMES toxic0.6705
CarcinogenicityNon-carcinogens0.914
BiodegradationNot ready biodegradable0.9958
Rat acute toxicity2.3735 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5416
hERG inhibition (predictor II)Inhibitor0.6632
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/MSsplash10-0002-0009000000-3b22bdd251b67acf553b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0019000000-15e2277700775d3659d6
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-007a-0095000000-046fc0dc2e916d76b1cb
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fr6-0169000000-c0ad2cfd08b4e7310b23
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0g2a-3956000000-a36eb57f808098010374
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0922000000-51e63fa3428615fc770a
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]-190.66974
predicted
DeepCCS 1.0 (2019)
[M+H]+193.02773
predicted
DeepCCS 1.0 (2019)
[M+Na]+199.66115
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
HRV-14
Pharmacological action
Unknown
General Function
Structural molecule activity
Specific Function
Capsid protein VP1: Forms an icosahedral capsid of pseudo T=3 symmetry with capsid proteins VP2 and VP3. The capsid is 300 Angstroms in diameter, composed of 60 copies of each capsid protein and en...
Gene Name
Not Available
Uniprot ID
P03303
Uniprot Name
Genome polyprotein
Molecular Weight
242989.38 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 21:32 / Updated at June 12, 2020 16:52