Marvin  01291015152D          

 10 11  0  0  0  0            999 V2000
    1.2770    0.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1520    0.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1520    1.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366    0.1138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366    1.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215    0.7812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -0.0438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770    1.1938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625    1.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625    2.4313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  3  1  0  0  0  0
  9  8  2  0  0  0  0
  2  7  1  0  0  0  0
  7  1  2  0  0  0  0
  1  8  1  0  0  0  0
  4  2  1  0  0  0  0
  3  2  2  0  0  0  0
  5  3  1  0  0  0  0
  5  6  2  0  0  0  0
  6  4  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <ID>
CHEBI:40279

> <NAME>
allopurinol

> <DEFINITION>
A bicyclic structure comprising a pyrazole ring fused to a hydroxy-substituted pyrimidine ring.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:40276; CHEBI:2601

> <SYNONYM>
Zyloprim (TN); Alopurinol; Allopurinolum; Allopurinol; AL-100; 4H-Pyrazolo(3,4-d)pyrimidin-4-one; 4-Hydroxypyrazolyl(3,4-d)pyrimidine; 4-Hydroxypyrazolopyrimidine; 4-Hydroxypyrazolo(3,4-d)pyrimidine; 4-Hydroxy-3,4-pyrazolopyrimidine; 4-Hydroxy-1H-pyrazolo(3,4-d)pyrimidine; 4-HPP; 4'-Hydroxypyrazolol(3,4-d)pyrimidine; 1H-Pyrazolo(3,4-d)pyrimidin-4-ol; 1,5-Dihydro-4H-pyrazolo(3,4-d)pyrimidine-4-one; 1,5-Dihydro-4H-pyrazolo(3,4-d)pyrimidin-4-one

> <IUPAC_NAME>
1H-pyrazolo[3,4-d]pyrimidin-4-ol

> <FORMULA>
C5H4N4O

> <MASS>
136.11150

> <MONOISOTOPIC_MASS>
136.03851

> <CHARGE>
0

> <SMILES>
Oc1ncnc2[nH]ncc12

> <INCHI>
InChI=1S/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10)

> <INCHIKEY>
OFCNXPDARWKPPY-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
608611

> <CAS_REGISTRY_NUMBER>
315-30-0

> <REAXYS_REGISTRY_NUMBER>
608611

> <CHEMIDPLUS>
315-30-0

> <DRUGBANK_ACCESSION>
DB00437

> <KEGG_DRUG_ACCESSION>
D00224

> <LINCS_ACCESSION>
LSM-5919

> <NIST_CHEMISTRY_WEBBOOK>
315-30-0

> <WIKIPEDIA_ACCESSION>
Allopurinol

> <PUBMED_CITATION>
11333159; 16650385; 24395556; 24590210; 24591375; 7602118

$$$$