NAV

4-{2-[4-(2-Aminoethyl)Piperazin-1-Yl]Pyridin-4-Yl}-N-(3-Chloro-4-Methylphenyl)Pyrimidin-2-Amine

Identification

Generic Name
4-{2-[4-(2-Aminoethyl)Piperazin-1-Yl]Pyridin-4-Yl}-N-(3-Chloro-4-Methylphenyl)Pyrimidin-2-Amine
DrugBank Accession Number
DB03916
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 423.942
Monoisotopic: 423.193821574
Chemical Formula
C22H26ClN7
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCell division protein ZipANot AvailableEscherichia coli (strain K12)
UCell division protein ZipA homologNot AvailableShigella flexneri
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 / Aniline and substituted anilines / Dialkylarylamines / Toluenes / Aminopyridines and derivatives / Aminopyrimidines and derivatives / N-alkylpiperazines / Chlorobenzenes / Aryl chlorides / Imidolactams
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Substituents
Amine / Aminopyridine / Aminopyrimidine / Aniline or substituted anilines / Aromatic heteromonocyclic compound / Aryl chloride / Aryl halide / Azacycle / Benzenoid / Chlorobenzene
show 22 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
aminopyrimidine, pyridines, piperazines (CHEBI:47733)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
RHOOHUMOHVIXEF-UHFFFAOYSA-N
InChI
InChI=1S/C22H26ClN7/c1-16-2-3-18(15-19(16)23)27-22-26-8-5-20(28-22)17-4-7-25-21(14-17)30-12-10-29(9-6-24)11-13-30/h2-5,7-8,14-15H,6,9-13,24H2,1H3,(H,26,27,28)
IUPAC Name
4-{2-[4-(2-aminoethyl)piperazin-1-yl]pyridin-4-yl}-N-(3-chloro-4-methylphenyl)pyrimidin-2-amine
SMILES
CC1=C(Cl)C=C(NC2=NC(=CC=N2)C2=CC(=NC=C2)N2CCN(CCN)CC2)C=C1

References

General References
Not Available
PubChem Compound
656967
PubChem Substance
46505237
ChemSpider
571203
ChEMBL
CHEMBL1161626
ZINC
ZINC000022921405
PDBe Ligand
WAI
PDB Entries
1y2f

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 Solubility0.0447 mg/mLALOGPS
logP2.95ALOGPS
logP3.85Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)13.29Chemaxon
pKa (Strongest Basic)9.37Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area83.2 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity122.35 m3·mol-1Chemaxon
Polarizability46.71 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.7814
Caco-2 permeable-0.5724
P-glycoprotein substrateSubstrate0.7763
P-glycoprotein inhibitor INon-inhibitor0.6561
P-glycoprotein inhibitor IINon-inhibitor0.7976
Renal organic cation transporterInhibitor0.6182
CYP450 2C9 substrateNon-substrate0.8436
CYP450 2D6 substrateNon-substrate0.7555
CYP450 3A4 substrateNon-substrate0.5852
CYP450 1A2 substrateInhibitor0.8139
CYP450 2C9 inhibitorNon-inhibitor0.8593
CYP450 2D6 inhibitorInhibitor0.5869
CYP450 2C19 inhibitorNon-inhibitor0.7506
CYP450 3A4 inhibitorNon-inhibitor0.6734
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6664
Ames testNon AMES toxic0.7833
CarcinogenicityNon-carcinogens0.8667
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6311 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5854
hERG inhibition (predictor II)Inhibitor0.8404
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, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0000900000-621b355793abe787f29f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0000900000-b81e6e06e3cbe05fdced
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-2006900000-8b8646cb7a38c83b3884
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-05fr-0000900000-c259fd5bfefbc3229354
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0019-0019100000-83864a08ccf133fa829f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9016100000-dce98f23616a2964aff0
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]-196.10245
predicted
DeepCCS 1.0 (2019)
[M+H]+198.46045
predicted
DeepCCS 1.0 (2019)
[M+Na]+204.82123
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Cell division protein ZipA
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Essential cell division protein that stabilizes the FtsZ protofilaments by cross-linking them and that serves as a cytoplasmic membrane anchor for the Z ring (PubMed:9008158, PubMed:11847116, PubMe...
Gene Name
zipA
Uniprot ID
P77173
Uniprot Name
Cell division protein ZipA
Molecular Weight
36475.105 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]
Details2. Cell division protein ZipA homolog
Kind
Protein
Organism
Shigella flexneri
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Essential cell division protein that stabilizes the FtsZ protofilaments by cross-linking them and that serves as a cytoplasmic membrane anchor for the Z ring. Also required for the recruitment to t...
Gene Name
zipA
Uniprot ID
Q83QN9
Uniprot Name
Cell division protein ZipA
Molecular Weight
36347.97 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52