Ketcher 06211810092D 1   1.00000     0.00000     0

 17 18  0     0  0            999 V2000
   -0.4317   -3.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4317   -2.8931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2976   -4.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2976   -2.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -2.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636   -3.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2976   -1.3919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636   -2.8931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -1.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -2.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0320   -4.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -0.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660   -2.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660   -1.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320   -0.8933    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5682   -3.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0682   -4.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  1  3  1  0     0  0
  2  4  1  0     0  0
  2  5  1  0     0  0
  3  6  2  0     0  0
  4  7  1  0     0  0
  4  8  2  0     0  0
  5  9  2  0     0  0
  5 10  1  0     0  0
  6  8  1  0     0  0
  6 11  1  0     0  0
  9 12  1  0     0  0
 10 13  2  0     0  0
 12 14  2  0     0  0
 13 14  1  0     0  0
 14 15  1  0     0  0
  1 16  1  0     0  0
  1 17  1  0     0  0
M  END
> <ID>
CHEBI:135029

> <NAME>
cycloguanil

> <DEFINITION>
A triazine in which a 1,6-dihydro-1,3,5-triazine ring is substituted at N-1 by a 4-chlorophenyl group, at C-2 and -4 by amino groups and at C-6 by gem-dimethyl groups. A dihydrofolate reductase inhibitor, it is a metabolite of the antimalarial drug proguanil.

> <STAR>
3

> <SYNONYM>
Chlorcycloguanil; 1-(p-chlorophenyl)-4,6-diamino-2,2-dimethyl-1,2-dihydro-s-triazine

> <IUPAC_NAME>
1-(4-chlorophenyl)-6,6-dimethyl-1,6-dihydro-1,3,5-triazine-2,4-diamine

> <FORMULA>
C11H14ClN5

> <MASS>
251.716

> <MONOISOTOPIC_MASS>
251.09377

> <CHARGE>
0

> <SMILES>
C1(N(C(N)=NC(=N1)N)C2=CC=C(C=C2)Cl)(C)C

> <INCHI>
InChI=1S/C11H14ClN5/c1-11(2)16-9(13)15-10(14)17(11)8-5-3-7(12)4-6-8/h3-6H,1-2H3,(H4,13,14,15,16)

> <INCHIKEY>
QMNFFXRFOJIOKZ-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
516-21-2

> <REAXYS_REGISTRY_NUMBER>
229760

> <CHEMIDPLUS>
516-21-2

> <PDBECHEM_ACCESSION>
1CY

> <PUBMED_CITATION>
15228254; 29061131; 29882324; 6385887; 8494394; 9713549

$$$$