Marvin  04250622582D          

 22 25  0  0  0  0            999 V2000
   -0.2239    0.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239   -0.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211    1.3160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9384    1.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211   -0.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9384   -0.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2254    1.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3472    2.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    0.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -1.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2254   -0.3542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528   -0.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5834    0.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6486    1.8407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1058    2.4619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611    2.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -1.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -1.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3673   -0.4359    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7344   -2.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6587   -2.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1296   -2.9507    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  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  2  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  2  0  0  0  0
  8 15  2  0  0  0  0
  8 16  1  0  0  0  0
 10 17  2  0  0  0  0
 10 18  1  0  0  0  0
 12 19  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  2  0  0  0  0
 20 22  2  0  0  0  0
  9 12  2  0  0  0  0
 11 13  1  0  0  0  0
 14 15  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <ID>
CHEBI:2611

> <NAME>
alprazolam

> <DEFINITION>
A member of the class of triazolobenzodiazepines that is 4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine carrying methyl, phenyl and chloro substituents at positions 1, 6 and 8 respectively. Alprazolam is only found in individuals that have taken this drug.

> <STAR>
3

> <SYNONYM>
Xanax; Alprazolam; 8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepine

> <IUPAC_NAME>
8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

> <FORMULA>
C17H13ClN4

> <MASS>
308.76478

> <MONOISOTOPIC_MASS>
308.08287

> <CHARGE>
0

> <SMILES>
Cc1nnc2CN=C(c3ccccc3)c3cc(Cl)ccc3-n12

> <INCHI>
InChI=1S/C17H13ClN4/c1-11-20-21-16-10-19-17(12-5-3-2-4-6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3

> <INCHIKEY>
VREFGVBLTWBCJP-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
28981-97-7

> <REAXYS_REGISTRY_NUMBER>
1223125

> <CHEMIDPLUS>
28981-97-7

> <DRUGBANK_ACCESSION>
DB00404

> <KEGG_COMPOUND_ACCESSION>
C06817

> <KEGG_DRUG_ACCESSION>
D00225

> <LINCS_ACCESSION>
LSM-5460

> <NIST_CHEMISTRY_WEBBOOK>
28981-97-7

> <WIKIPEDIA_ACCESSION>
Alprazolam

> <PUBMED_CITATION>
10350361; 10443648; 10631626; 10963939; 10997633; 11304902; 11824768; 12035937; 15647704; 15725773; 15830221; 16103667; 16139113; 16572266; 17631455; 24361783; 24464531; 24629629; 24840273; 24977401; 25032127; 25139178; 25199955; 25300043; 25427652; 25581490; 25620535; 7907366; 9050091

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