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Identification
Name5-Chloro-6-[(2-Iminopyrrolidin-1-Yl)Methyl]Pyrimidine-2,4(1h,3h)-Dione
Accession NumberDB02631  (EXPT00961)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 242.662
Monoisotopic: 242.057053323
Chemical FormulaC9H11ClN4O2
InChI KeyInChIKey=QQHMKNYGKVVGCZ-UHFFFAOYSA-N
InChI
InChI=1S/C9H11ClN4O2/c10-7-5(12-9(16)13-8(7)15)4-14-3-1-2-6(14)11/h11H,1-4H2,(H2,12,13,15,16)
IUPAC Name
5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
SMILES
ClC1=C(CN2CCCC2=N)NC(=O)NC1=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as halopyrimidines. These are aromatic compounds containing a halogen atom linked to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentHalopyrimidines
Alternative Parents
Substituents
  • Pyrimidone
  • Halopyrimidine
  • Imidolactam
  • N-alkylpyrrolidine
  • Hydropyrimidine
  • Aryl halide
  • Aryl chloride
  • Heteroaromatic compound
  • Vinylogous amide
  • Pyrrolidine
  • Urea
  • Tertiary amine
  • Lactam
  • Azacycle
  • Carboximidamide
  • Carboxylic acid amidine
  • Amidine
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
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+0.9298
Blood Brain Barrier+0.7109
Caco-2 permeable-0.6605
P-glycoprotein substrateSubstrate0.666
P-glycoprotein inhibitor INon-inhibitor0.6963
P-glycoprotein inhibitor IINon-inhibitor0.7855
Renal organic cation transporterInhibitor0.5929
CYP450 2C9 substrateNon-substrate0.7262
CYP450 2D6 substrateNon-substrate0.8109
CYP450 3A4 substrateNon-substrate0.5061
CYP450 1A2 substrateNon-inhibitor0.7565
CYP450 2C9 inhibitorNon-inhibitor0.7919
CYP450 2D6 inhibitorNon-inhibitor0.7589
CYP450 2C19 inhibitorNon-inhibitor0.6378
CYP450 3A4 inhibitorNon-inhibitor0.7075
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7609
Ames testNon AMES toxic0.5631
CarcinogenicityNon-carcinogens0.8968
BiodegradationNot ready biodegradable0.9773
Rat acute toxicity2.6330 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5649
hERG inhibition (predictor II)Inhibitor0.6776
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.731 mg/mLALOGPS
logP-0.21ALOGPS
logP-2ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)7.85ChemAxon
pKa (Strongest Basic)11.55ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area85.29 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity69.89 m3·mol-1ChemAxon
Polarizability22.08 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 ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Transferase activity, transferring pentosyl groups
Specific Function:
May have a role in maintaining the integrity of the blood vessels. Has growth promoting activity on endothelial cells, angiogenic activity in vivo and chemotactic activity on endothelial cells in vitro.Catalyzes the reversible phosphorolysis of thymidine. The produced molecules are then utilized as carbon and energy sources or in the rescue of pyrimidine bases for nucleotide synthesis.
Gene Name:
TYMP
Uniprot ID:
P19971
Molecular Weight:
49954.965 Da

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Transferase activity, transferring pentosyl groups
Specific Function:
May have a role in maintaining the integrity of the blood vessels. Has growth promoting activity on endothelial cells, angiogenic activity in vivo and chemotactic activity on endothelial cells in vitro.Catalyzes the reversible phosphorolysis of thymidine. The produced molecules are then utilized as carbon and energy sources or in the rescue of pyrimidine bases for nucleotide synthesis.
Gene Name:
TYMP
Uniprot ID:
P19971
Molecular Weight:
49954.965 Da
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:18