sitagliptin   Click here for help

GtoPdb Ligand ID: 6286

Synonyms: Januvia® | MK-0431 | Zituvio®
Approved drug PDB Ligand
sitagliptin is an approved drug (FDA (2006), EMA (2007))
Compound class: Synthetic organic
Comment: Sitagliptin is a dipeptidyl peptidase 4 (DPP4) inhibitor. Marketed formulations may contain sitagliptin phosphate monohydrate (PubChem CID 11591741).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 77.04
Molecular weight 407.12
XLogP 3.85
No. Lipinski's rules broken 0
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Canonical SMILES NC(Cc1cc(F)c(cc1F)F)CC(=O)N1CCn2c(C1)nnc2C(F)(F)F
Isomeric SMILES N[C@H](Cc1cc(F)c(cc1F)F)CC(=O)N1CCn2c(C1)nnc2C(F)(F)F
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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2006), EMA (2007))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8692 sitagliptin
Synonyms Click here for help
Januvia® | MK-0431 | Zituvio®
Database Links Click here for help
CAS Registry No. 486460-32-6
ChEMBL Ligand CHEMBL1422
DrugBank Ligand DB07214
DrugCentral Ligand 2448
GtoPdb PubChem SID 178102906
PubChem CID 4369359
RCSB PDB Ligand 715
Search Google for chemical match using the InChIKey MFFMDFFZMYYVKS-SECBINFHSA-N
Search Google for chemicals with the same backbone MFFMDFFZMYYVKS
Search PubMed clinical trials sitagliptin
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Search PubMed titles/abstracts sitagliptin
SynPHARM 78465 (in complex with dipeptidyl peptidase 4)
UniChem Compound Search for chemical match using the InChIKey MFFMDFFZMYYVKS-SECBINFHSA-N
UniChem Connectivity Search for chemical match using the InChIKey MFFMDFFZMYYVKS-SECBINFHSA-N
Wikipedia Sitagliptin