CP6

5-(4-CHLORO-PHENYL)-6-ETHYL-PYRIMIDINE-2,4-DIAMINE

Created: 2003-02-07
Last modified:  2020-06-05

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Chemical Details

Formal Charge0
Atom Count30
Chiral Atom Count0
Bond Count31
Aromatic Bond Count13
2D diagram of CP6

Chemical Component Summary

Name5-(4-CHLORO-PHENYL)-6-ETHYL-PYRIMIDINE-2,4-DIAMINE
SynonymsPYRIMETHAMINE
Systematic Name (OpenEye OEToolkits)5-(4-chlorophenyl)-6-ethyl-pyrimidine-2,4-diamine
FormulaC12 H13 Cl N4
Molecular Weight248.711
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04Clc2ccc(c1c(nc(nc1CC)N)N)cc2
SMILESCACTVS3.341CCc1nc(N)nc(N)c1c2ccc(Cl)cc2
SMILESOpenEye OEToolkits1.5.0CCc1c(c(nc(n1)N)N)c2ccc(cc2)Cl
Canonical SMILESCACTVS3.341 CCc1nc(N)nc(N)c1c2ccc(Cl)cc2
Canonical SMILESOpenEye OEToolkits1.5.0 CCc1c(c(nc(n1)N)N)c2ccc(cc2)Cl
InChIInChI1.03 InChI=1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17)
InChIKeyInChI1.03 WKSAUQYGYAYLPV-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB00205 
NamePyrimethamine
Groups
  • approved
  • vet_approved
  • investigational
DescriptionOne of the folic acid antagonists that is used as an antimalarial or with a sulfonamide to treat toxoplasmosis.
Synonyms
  • Pirimetamina
  • Ethylpyrimidine
  • Pyriméthamine
  • CD
  • Pyrimethaminum
Brand Names
  • Pyrimethamine
  • Daraprim
  • Fansidar
  • Fansidar Tablets
  • Pyrimethamine Leucovorin
IndicationFor the treatment of toxoplasmosis and acute malaria; For the prevention of malaria in areas non-resistant to pyrimethamine
Categories
  • Anti-Infective Agents
  • Antibiotics for Pneumocystis Pneumonia
  • Antimalarial diaminopyrimidines
  • Antimalarials
  • Antiparasitic Agents
ATC-Code
  • P01BF09
  • P01BD01
  • P01BD51
  • P01BF04
CAS number58-14-0

Drug Targets

NameTarget SequencePharmacological ActionActions
Dihydrofolate reductaseMVGSLNCIVAVSQNMGIGKNGDLPWPPLRNEFRYFQRMTTTSSVEGKQNL...unknowninhibitor
Bifunctional dihydrofolate reductase-thymidylate synthaseMMEQVCDVFDIYAICACCKVESKNEGKKNEVFNNYTFRGLGNKGVLPWKC...unknowninhibitor
Beta-hexosaminidase subunit betaMELCGLGLPRPPMLLALLLATLLAAMLALLTQVALVVQVAEAARAPSVSA...unknown
Cytochrome P450 2C8MEPFVVLVLCLSFMLLFSLWRQSCRRRKLPPGPTPLPIIGNMLQIDVKDI...unknowninhibitor
Multidrug and toxin extrusion protein 1MEAPEEPAPVRGGPEATLEVRGSRCLRLSAFREELRALLVLAGPAFLVQL...unknowninhibitor
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL36
PubChem 4993
ChEMBL CHEMBL36
ChEBI CHEBI:8673
CCDC/CSD POCBER, KIPHEZ, MUFMAB, KICWIE, KICWOK, UVOHOF
COD 2018301, 2201437, 7209626, 7209625, 2018302, 2018300