4-(2,5-Dichloro-Thiophen-3-Yl)-Pyrimidin-2-Ylamine

Identification

Generic Name
4-(2,5-Dichloro-Thiophen-3-Yl)-Pyrimidin-2-Ylamine
DrugBank Accession Number
DB03019
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 246.116
Monoisotopic: 244.958123279
Chemical Formula
C8H5Cl2N3S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCyclin-dependent kinase 2Not 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 2,3,5-trisubstituted thiophenes. These are organic compounds containing a thiophene that is trisubstituted at the C-2, C3- and C5-positions.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Thiophenes
Sub Class
2,3,5-trisubstituted thiophenes
Direct Parent
2,3,5-trisubstituted thiophenes
Alternative Parents
Aminopyrimidines and derivatives / Aryl chlorides / Heteroaromatic compounds / Azacyclic compounds / Primary amines / Organopnictogen compounds / Organochlorides / Hydrocarbon derivatives
Substituents
2,3,5-trisubstituted thiophene / Amine / Aminopyrimidine / Aromatic heteromonocyclic compound / Aryl chloride / Aryl halide / Azacycle / Heteroaromatic compound / Hydrocarbon derivative / Organic nitrogen compound
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
aminopyrimidine, organochlorine compound, thiophenes (CHEBI:47321)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
PAPYICJQRHSQGK-UHFFFAOYSA-N
InChI
InChI=1S/C8H5Cl2N3S/c9-6-3-4(7(10)14-6)5-1-2-12-8(11)13-5/h1-3H,(H2,11,12,13)
IUPAC Name
4-(2,5-dichlorothiophen-3-yl)pyrimidin-2-amine
SMILES
NC1=NC=CC(=N1)C1=C(Cl)SC(Cl)=C1

References

General References
Not Available
PubChem Compound
447955
PubChem Substance
46508071
ChemSpider
394900
PDBe Ligand
CK1
PDB Entries
1pxi

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 Solubility0.0358 mg/mLALOGPS
logP3.18ALOGPS
logP3.25Chemaxon
logS-3.8ALOGPS
pKa (Strongest Acidic)16.46Chemaxon
pKa (Strongest Basic)3.45Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area51.8 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity57.17 m3·mol-1Chemaxon
Polarizability22.3 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9279
Caco-2 permeable+0.647
P-glycoprotein substrateNon-substrate0.8698
P-glycoprotein inhibitor INon-inhibitor0.95
P-glycoprotein inhibitor IINon-inhibitor0.9473
Renal organic cation transporterNon-inhibitor0.8181
CYP450 2C9 substrateNon-substrate0.8492
CYP450 2D6 substrateNon-substrate0.8944
CYP450 3A4 substrateNon-substrate0.7195
CYP450 1A2 substrateInhibitor0.8884
CYP450 2C9 inhibitorNon-inhibitor0.7559
CYP450 2D6 inhibitorNon-inhibitor0.9059
CYP450 2C19 inhibitorInhibitor0.5865
CYP450 3A4 inhibitorNon-inhibitor0.9125
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6058
Ames testNon AMES toxic0.8246
CarcinogenicityNon-carcinogens0.9011
BiodegradationNot ready biodegradable0.9967
Rat acute toxicity2.5238 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9728
hERG inhibition (predictor II)Non-inhibitor0.918
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0007-2190000000-6e7ce2861c6bbb741f54
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0090000000-4093cb1adabba9e2df8b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0090000000-3c1d64565b1cad0b0fae
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-006x-0590000000-63dcd4b59cb601ffe823
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0090000000-95007ac37243e80b40a8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-2900000000-1505b3b8d13447bb076d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fvi-0930000000-12d4b7ed0c78294ef741
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]-149.91399
predicted
DeepCCS 1.0 (2019)
[M+H]+152.272
predicted
DeepCCS 1.0 (2019)
[M+Na]+158.92433
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Serine/threonine-protein kinase involved in the control of the cell cycle; essential for meiosis, but dispensable for mitosis. Phosphorylates CTNNB1, USP37, p53/TP53, NPM1, CDK7, RB1, BRCA2, MYC, N...
Gene Name
CDK2
Uniprot ID
P24941
Uniprot Name
Cyclin-dependent kinase 2
Molecular Weight
33929.215 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