Marvin  08191315272D          

 22 24  0  0  0  0            999 V2000
    7.9209   -3.7840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9209   -4.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6222   -5.0216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6222   -3.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3648   -3.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3648   -4.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0661   -5.0216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7674   -4.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7674   -3.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0661   -3.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0661   -2.5465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5099   -3.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2112   -3.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5099   -2.5465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2197   -5.0216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0661   -5.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3236   -6.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4772   -4.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759   -5.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759   -5.8466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4772   -6.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2197   -5.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1  2  1  0  0  0  0
 12 14  2  0  0  0  0
  2  3  2  0  0  0  0
  2 15  1  0  0  0  0
  3  6  1  0  0  0  0
  7 16  1  0  0  0  0
  5  4  1  0  0  0  0
 16 17  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 15  1  0  0  0  0
 10  5  1  0  0  0  0
  4  1  2  0  0  0  0
 10 11  2  0  0  0  0
M  END
> <ID>
CHEBI:75250

> <NAME>
pipemidic acid

> <DEFINITION>
A pyridopyrimidine that is 5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid substituted at position 2 by a piperazin-1-yl group and at position 8 by an ethyl group. A synthetic broad-spectrum antibacterial, it is used for treatment of gastrointestinal, biliary, and urinary infections.

> <STAR>
3

> <SYNONYM>
8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid; 5,8-Dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid

> <IUPAC_NAME>
-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid

> <INN>
pipemidic acid; acidum pipemidicum; acido pipemidico; acide pipemidique

> <FORMULA>
C14H17N5O3

> <MASS>
303.31650

> <MONOISOTOPIC_MASS>
303.13314

> <CHARGE>
0

> <SMILES>
CCn1cc(C(O)=O)c(=O)c2cnc(nc12)N1CCNCC1

> <INCHI>
InChI=1S/C14H17N5O3/c1-2-18-8-10(13(21)22)11(20)9-7-16-14(17-12(9)18)19-5-3-15-4-6-19/h7-8,15H,2-6H2,1H3,(H,21,22)

> <INCHIKEY>
JOHZPMXAZQZXHR-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
51940-44-4

> <REAXYS_REGISTRY_NUMBER>
626575

> <CHEMIDPLUS>
51940-44-4

> <KEGG_DRUG_ACCESSION>
D08379

> <LINCS_ACCESSION>
LSM-5267

> <WIKIPEDIA_ACCESSION>
Pipemidic_acid

> <PUBMED_CITATION>
16259938; 16908137; 20872568; 23799358; 28166217; 7178752

$$$$