Marvin  08130817192D          

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    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0011   -0.4125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4990    0.6675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9260   -2.2610    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7126   -1.4642    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
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  2  1  1  0  0  0  0
 21  2  1  0  0  0  0
  3  2  1  0  0  0  0
  1  4  1  0  0  0  0
  3  5  1  0  0  0  0
 23  5  2  0  0  0  0
  5  6  1  0  0  0  0
  4  6  1  0  0  0  0
  6 24  1  0  0  0  0
 11  7  2  0  0  0  0
  7 13  1  0  0  0  0
  9  8  2  0  0  0  0
 15  8  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  1  0  0  0  0
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 13 15  2  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
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 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 21 20  2  0  0  0  0
 23 22  1  0  0  0  0
 24 22  2  0  0  0  0
 24 27  1  0  0  0  0
 27 25  1  0  0  0  0
 27 26  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <ID>
CHEBI:40237

> <NAME>
sitagliptin

> <DEFINITION>
A  triazolopyrazine that exhibits  hypoglycemic activity.

> <STAR>
3

> <SYNONYM>
MK-0431; (2R)-4-OXO-4-[3-(TRIFLUOROMETHYL)-5,6-DIHYDRO[1,2,4]TRIAZOLO[4,3-A]PYRAZIN-7(8H)-YL]-1-(2,4,5-TRIFLUOROPHENYL)BUTAN-2-AMINE

> <IUPAC_NAME>
(3R)-3-amino-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one

> <INN>
sitagliptinum; sitagliptine; sitagliptina; sitagliptin

> <FORMULA>
C16H15F6N5O

> <MASS>
407.31382

> <MONOISOTOPIC_MASS>
407.11808

> <CHARGE>
0

> <SMILES>
N[C@@H](CC(=O)N1CCn2c(C1)nnc2C(F)(F)F)Cc1cc(F)c(F)cc1F

> <INCHI>
InChI=1S/C16H15F6N5O/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22/h4,6,9H,1-3,5,7,23H2/t9-/m1/s1

> <INCHIKEY>
MFFMDFFZMYYVKS-SECBINFHSA-N

> <CAS_REGISTRY_NUMBER>
486460-32-6

> <REAXYS_REGISTRY_NUMBER>
9962060

> <CHEMIDPLUS>
486460-32-6

> <DRUGBANK_ACCESSION>
DB01261

> <KEGG_DRUG_ACCESSION>
D08516

> <LINCS_ACCESSION>
LSM-5363

> <PDBECHEM_ACCESSION>
715

> <WIKIPEDIA_ACCESSION>
Sitagliptin

> <PUBMED_CITATION>
23286208; 23331339; 23432786; 23489256; 23927568; 24039399; 24041927

$$$$