Mrv0541 11171413472D          
 
 16 17  0  0  0  0            999 V2000
   13.2709  -11.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9819  -10.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5426  -10.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2709  -11.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9819  -11.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6964  -10.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0129   -9.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8317  -11.0110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5426   -9.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5426  -12.2536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9750  -12.2536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8069  -11.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4075  -10.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6826   -9.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8317  -11.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4006   -9.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2  6  2  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  2  0  0  0  0
  4 10  1  0  0  0  0
  4 11  2  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  2  0  0  0  0
  8 15  1  0  0  0  0
 13 16  2  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <ID>
CHEBI:8412

> <NAME>
primidone

> <DEFINITION>
A pyrimidone that is dihydropyrimidine-4,6(1H,5H)-dione substituted by an ethyl and a phenyl group at position 5. It is used as an  anticonvulsant for treatment of various types of seizures.

> <STAR>
3

> <SYNONYM>
5-Phenyl-5-ethyl-Hexahydropyrimidine-4,6-dione; 2-deoxyphenobarbital

> <IUPAC_NAME>
5-ethyl-5-phenyldihydropyrimidine-4,6(1H,5H)-dione

> <INN>
primidonum; primidone; primidona

> <FORMULA>
C12H14N2O2

> <MASS>
218.25180

> <MONOISOTOPIC_MASS>
218.10553

> <CHARGE>
0

> <SMILES>
CCC1(C(=O)NCNC1=O)c1ccccc1

> <INCHI>
InChI=1S/C12H14N2O2/c1-2-12(9-6-4-3-5-7-9)10(15)13-8-14-11(12)16/h3-7H,2,8H2,1H3,(H,13,15)(H,14,16)

> <INCHIKEY>
DQMZLTXERSFNPB-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
125-33-7

> <REAXYS_REGISTRY_NUMBER>
218034

> <CHEMIDPLUS>
125-33-7

> <DRUGBANK_ACCESSION>
DB00794

> <KEGG_COMPOUND_ACCESSION>
C07371

> <KEGG_DRUG_ACCESSION>
D00474

> <LINCS_ACCESSION>
LSM-2700

> <WIKIPEDIA_ACCESSION>
Primidone

> <PUBMED_CITATION>
10716065; 17253477; 24712318; 24812533

$$$$