Ketcher 04151616032D 1   1.00000     0.00000     0

 21 22  0     0  0            999 V2000
   15.8442  -12.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7101  -12.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8442  -13.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9783  -12.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5762  -12.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9783  -14.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1123  -12.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4421  -12.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5762  -13.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1123  -13.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3080  -12.6819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4421  -11.1820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4421  -14.1818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3080  -13.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1740  -14.1818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2463  -14.1818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2463  -15.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9783  -15.1816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8442  -15.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2463  -12.1819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2523  -11.1801    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
  1  4  2  0     0  0
  2  5  1  0     0  0
  3  6  2  0     0  0
  4  7  1  0     0  0
  5  8  1  0     0  0
  5  9  2  0     0  0
  6 10  1  0     0  0
  6 18  1  0     0  0
  7 20  1  0     0  0
  8 11  2  0     0  0
  8 12  1  0     0  0
  9 13  1  0     0  0
 10 16  1  0     0  0
 11 14  1  0     0  0
 14 15  1  0     0  0
  7 10  2  0     0  0
 13 14  2  0     0  0
 16 17  1  0     0  0
 18 19  1  0     0  0
 20 21  1  0     0  0
M  END
> <ID>
CHEBI:45924

> <NAME>
trimethoprim

> <DEFINITION>
An aminopyrimidine antibiotic whose structure consists of pyrimidine 2,4-diamine and 1,2,3-trimethoxybenzene moieties linked by a methylene bridge.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:45921; CHEBI:9731

> <SYNONYM>
Trimpex; TRIMETHOPRIM; Trimethoprim; Proloprim; 5-[(3,4,5-trimethoxyphenyl)methyl]-2,4-pyrimidinediamine; 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine

> <IUPAC_NAME>
5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine

> <FORMULA>
C14H18N4O3

> <MASS>
290.318

> <MONOISOTOPIC_MASS>
290.13789

> <CHARGE>
0

> <SMILES>
C=1(CC=2C(=NC(N)=NC2)N)C=C(C(OC)=C(C1)OC)OC

> <INCHI>
InChI=1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)

> <INCHIKEY>
IEDVJHCEMCRBQM-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
625127

> <CAS_REGISTRY_NUMBER>
738-70-5

> <GMELIN_REGISTRY_NUMBER>
808843

> <REAXYS_REGISTRY_NUMBER>
625127

> <CHEMIDPLUS>
738-70-5

> <DRUGBANK_ACCESSION>
DB00440

> <KEGG_COMPOUND_ACCESSION>
C01965

> <KEGG_DRUG_ACCESSION>
D00145

> <LINCS_ACCESSION>
LSM-5246

> <NIST_CHEMISTRY_WEBBOOK>
738-70-5

> <PDBECHEM_ACCESSION>
TOP

> <WIKIPEDIA_ACCESSION>
Trimethoprim

> <PUBMED_CITATION>
10423629; 10969053; 11051625; 14629008; 15203044; 16311012; 18816075; 25111783; 25361939; 26546758; 26566149; 26942256; 26987772; 28166217; 7602118; 8911701

$$$$