1-(5-CHLORO-2,4-DIMETHOXYPHENYL)-3-(5-CYANOPYRAZIN-2-YL)UREA

Identification

Name
1-(5-CHLORO-2,4-DIMETHOXYPHENYL)-3-(5-CYANOPYRAZIN-2-YL)UREA
Accession Number
DB07314
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 333.73
Monoisotopic: 333.062866982
Chemical Formula
C14H12ClN5O3
InChI Key
URQYPXQXSVUVRG-UHFFFAOYSA-N
InChI
InChI=1S/C14H12ClN5O3/c1-22-11-4-12(23-2)10(3-9(11)15)19-14(21)20-13-7-17-8(5-16)6-18-13/h3-4,6-7H,1-2H3,(H2,18,19,20,21)
IUPAC Name
3-(5-chloro-2,4-dimethoxyphenyl)-1-(5-cyanopyrazin-2-yl)urea
SMILES
COC1=CC(OC)=C(NC(=O)NC2=NC=C(N=C2)C#N)C=C1Cl

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USerine/threonine-protein kinase Chk1Not AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
16122643
PubChem Substance
99443785
ChemSpider
17279556
BindingDB
14717
ChEMBL
CHEMBL207994
HET
A42
PDB Entries
2ywp

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.0612 mg/mLALOGPS
logP1.78ALOGPS
logP1.81ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)10.44ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area109.16 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity85.13 m3·mol-1ChemAxon
Polarizability31.85 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9917
Blood Brain Barrier+0.7822
Caco-2 permeable+0.5135
P-glycoprotein substrateNon-substrate0.623
P-glycoprotein inhibitor INon-inhibitor0.8346
P-glycoprotein inhibitor IINon-inhibitor0.9046
Renal organic cation transporterNon-inhibitor0.8775
CYP450 2C9 substrateNon-substrate0.7282
CYP450 2D6 substrateNon-substrate0.8418
CYP450 3A4 substrateNon-substrate0.5309
CYP450 1A2 substrateInhibitor0.7034
CYP450 2C9 inhibitorNon-inhibitor0.9136
CYP450 2D6 inhibitorNon-inhibitor0.9334
CYP450 2C19 inhibitorNon-inhibitor0.6446
CYP450 3A4 inhibitorNon-inhibitor0.5968
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5984
Ames testNon AMES toxic0.679
CarcinogenicityNon-carcinogens0.877
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4913 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9124
hERG inhibition (predictor II)Non-inhibitor0.8352
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as n-phenylureas. These are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
N-phenylureas
Direct Parent
N-phenylureas
Alternative Parents
Dimethoxybenzenes / Methoxyanilines / Phenoxy compounds / Anisoles / Alkyl aryl ethers / Chlorobenzenes / Pyrazines / Aryl chlorides / Imidolactams / Heteroaromatic compounds
show 8 more
Substituents
N-phenylurea / Dimethoxybenzene / M-dimethoxybenzene / Methoxyaniline / Anisole / Phenol ether / Phenoxy compound / Methoxybenzene / Chlorobenzene / Halobenzene
show 24 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
ureas, pyrazines, nitrile (CHEBI:47193)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Serine/threonine-protein kinase which is required for checkpoint-mediated cell cycle arrest and activation of DNA repair in response to the presence of DNA damage or unreplicated DNA. May also nega...
Gene Name
CHEK1
Uniprot ID
O14757
Uniprot Name
Serine/threonine-protein kinase Chk1
Molecular Weight
54433.115 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. [PubMed:10592235]

Drug created on September 15, 2010 15:20 / Updated on December 01, 2017 15:49