SITAGLIPTIN

Search structure
Synonyms:
Status: Approved (2006)
Entry Type: Small molecule
Molecule Category: Parent
ATC: A10BH01
UNII: QFP0P1DV7Z

Structure
InChI Key MFFMDFFZMYYVKS-SECBINFHSA-N
Smile N[C@@H](CC(=O)N1CCn2c(nnc2C(F)(F)F)C1)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

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H15F6N5O
Molecular Weight 407.32
AlogP 2.02
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 77.04
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 28.0

Pharmacology

Primary Target
dipeptidyl peptidase 4
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M2 family
- 11000 - - -
Enzyme Protease Serine protease Serine protease SC clan Serine protease S28 family
- 59830 - - -
Enzyme Protease Serine protease Serine protease SC clan Serine protease S9B subfamily
- 4-120 5-14 - 11-102
Enzyme Protease Serine protease
- 4-120 5-14 - 11-102
Epigenetic regulator Writer Protein methyltransferase SET domain
- - - - 6

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Diabetes Mellitus 4 D003920 ClinicalTrials
Diabetes Mellitus, Type 2 3 D003924 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Diabetic Foot 3 D017719 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Non-alcoholic Fatty Liver Disease 2 D065626 ClinicalTrials
Graft vs Host Disease 2 D006086 ClinicalTrials
Cystic Fibrosis 2 D003550 ClinicalTrials
Glucose Intolerance 2 D018149 ClinicalTrials
Glucose Intolerance 2 D018149 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Psoriasis 2 D011565 ClinicalTrials
Hyperlipidemias 2 D006949 ClinicalTrials
Prediabetic State 2 D011236 ClinicalTrials
Obesity 2 D009765 ClinicalTrials
Diabetes Mellitus, Type 1 2 D003922 ClinicalTrials
Hepatitis C 1 D006526 ClinicalTrials
Carcinoma, Hepatocellular 1 D006528 ClinicalTrials
Heart Failure 0 D006333 ClinicalTrials

Related Entries

Salt
Mixture

Cross References

Resources Reference
CAS NUMBER 486460-32-6
ChEBI 40237
ChEMBL CHEMBL1422
DrugBank DB01261
DrugCentral 2448
EPA CompTox DTXSID70197572
FDA SRS QFP0P1DV7Z
Human Metabolome Database HMDB0015390
Guide to Pharmacology 6286
PDB 715
PharmGKB PA164748978
PubChem 4369359
SureChEMBL SCHEMBL17783
ZINC ZINC000001489478
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