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Identification
Name1-(5-CHLORO-2,4-DIMETHOXYPHENYL)-3-(5-CYANOPYRAZIN-2-YL)UREA
Accession NumberDB07314
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 333.73
Monoisotopic: 333.062866982
Chemical FormulaC14H12ClN5O3
InChI KeyURQYPXQXSVUVRG-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
Taxonomy
DescriptionThis 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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassN-phenylureas
Direct ParentN-phenylureas
Alternative Parents
Substituents
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • N-phenylurea
  • Methoxyaniline
  • Methoxybenzene
  • Phenol ether
  • Anisole
  • Halobenzene
  • Chlorobenzene
  • Aminopyrazine
  • Alkyl aryl ether
  • Imidolactam
  • Pyrazine
  • Aryl halide
  • Aryl chloride
  • Heteroaromatic compound
  • Urea
  • Azacycle
  • Organoheterocyclic compound
  • Nitrile
  • Carbonitrile
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
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 substrateNon-inhibitor0.9136
CYP450 2D6 substrateNon-inhibitor0.9334
CYP450 2C19 substrateNon-inhibitor0.6446
CYP450 3A4 substrateNon-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
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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 RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Serine/threonine-protein kinase Chk1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Serine/threonine-protein kinase Chk1 O14757 Details

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

Comments
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Drug created on September 15, 2010 15:20 / Updated on September 16, 2013 18:06