Marvin  11190913082D          

 17 17  0  0  0  0            999 V2000
   -2.7696    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1986   -1.6205    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407    0.0295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -1.2080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    0.0295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027   -1.2080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172    0.0295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2316   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9461    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2316   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <ID>
CHEBI:8455

> <NAME>
proguanil

> <DEFINITION>
A biguanide compound which has isopropyl and p-chlorophenyl substituents on the terminal N atoms. A prophylactic antimalarial drug, it works by inhibiting the enzyme dihydrofolate reductase, which is involved in the reproduction of the malaria parasites Plasmodium falciparum and P. vivax within the red blood cells.

> <STAR>
3

> <SYNONYM>
N-(4-Chlorophenyl)-N'-(isopropyl)-imidodicarbonimidic diamide;  N-(4-Chlorophenyl)-N'-(isopropyl)-imidodicarbonimidic diamide; Chloroguanide; Chlorguanide; 1-(p-chlorophenyl)-5-isopropylbiguanide

> <IUPAC_NAME>
N-(4-chlorophenyl)-N'-(propan-2-yl)imidodicarbonimidic diamide

> <INN>
proguanilum; proguanil

> <FORMULA>
C11H16ClN5

> <MASS>
253.73100

> <MONOISOTOPIC_MASS>
253.10942

> <CHARGE>
0

> <SMILES>
CC(C)NC(=N)NC(=N)Nc1ccc(Cl)cc1

> <INCHI>
InChI=1S/C11H16ClN5/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9/h3-7H,1-2H3,(H5,13,14,15,16,17)

> <INCHIKEY>
SSOLNOMRVKKSON-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
2811599

> <CAS_REGISTRY_NUMBER>
500-92-5

> <REAXYS_REGISTRY_NUMBER>
2811599

> <CHEMIDPLUS>
500-92-5

> <DRUGBANK_ACCESSION>
DB01131

> <KEGG_COMPOUND_ACCESSION>
C07631

> <KEGG_DRUG_ACCESSION>
D08428

> <LINCS_ACCESSION>
LSM-2618

> <WIKIPEDIA_ACCESSION>
Proguanil

> <PUBMED_CITATION>
10348748; 10848923; 15504827; 8866915

$$$$