Marvin  06281213062D          

 17 18  0  0  0  0            999 V2000
   18.1293  -10.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4147  -10.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1293   -9.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8437  -10.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4147  -11.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7003  -10.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8437   -9.1629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4147   -9.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5582  -10.4004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8437  -11.6379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7003  -12.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9858  -10.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5582   -9.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7003   -9.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9858  -11.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2727   -9.1629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2713  -12.0504    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  2  0  0  0  0
  7 13  2  0  0  0  0
  8 14  1  0  0  0  0
 11 15  2  0  0  0  0
 13 16  1  0  0  0  0
 15 17  1  0  0  0  0
  9 13  1  0  0  0  0
 12 15  1  0  0  0  0
M  END
> <ID>
CHEBI:8673

> <NAME>
pyrimethamine

> <DEFINITION>
An aminopyrimidine that is pyrimidine-2,4-diamine which is substituted at position 5 by a p-chlorophenyl group and at position 6 by an ethyl group. It is a folic acid antagonist used as an antimalarial or with a sulfonamide to treat toxoplasmosis.

> <STAR>
3

> <SYNONYM>
Primethamine; Ethylpyrimidine; Diaminopyritamin; Chloridyn; Chloridine; CD; 5-(4-Chlorophenyl)-6-ethyl-2,4-pyrimidinediamine; 5-(4-Chlorophenyl)-6-ethyl-2,4-diaminopyrimidine; 5-(4'-Chlorophenyl)-2,4-diamino-6-ethylpyrimidine; 2,4-Diamino-5-chlorophenyl-6-ethylpyrimidine; 2,4-Diamino-5-(p-chlorophenyl)-6-ethylpyrimidine; 2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

> <IUPAC_NAME>
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine

> <INN>
pyrimethaminum; pyrimethamine; pyrimethamine; pirimetamina

> <FORMULA>
C12H13ClN4

> <MASS>
248.71100

> <MONOISOTOPIC_MASS>
248.08287

> <CHARGE>
0

> <SMILES>
CCc1nc(N)nc(N)c1-c1ccc(Cl)cc1

> <INCHI>
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)

> <INCHIKEY>
WKSAUQYGYAYLPV-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
219864

> <CAS_REGISTRY_NUMBER>
58-14-0

> <REAXYS_REGISTRY_NUMBER>
219864

> <CHEMIDPLUS>
58-14-0

> <DRUGBANK_ACCESSION>
DB00205

> <KEGG_COMPOUND_ACCESSION>
C07391

> <KEGG_DRUG_ACCESSION>
D00488

> <LINCS_ACCESSION>
LSM-3967

> <NIST_CHEMISTRY_WEBBOOK>
58-14-0

> <PDBECHEM_ACCESSION>
CP6

> <WIKIPEDIA_ACCESSION>
Pyrimethamine

> <PUBMED_CITATION>
11257045; 11313656; 12543697; 16157660; 19435820; 28166217; 3377143

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