e-Drug3D

1308

SITAGLIPTIN


INN
SITAGLIPTIN

cas 486460-32-6
CLASS

METABOLISM
DPP-4 INHIBITORS
HYPOGLYCEMIC AGENTS BY SLOWING THE INACTIVATION OF INCRETIN HORMONES
ANTI-DIABETIC

ROUTE (list)

ORAL

ATC code

A10BD07
A10BD12
A10BH01
A10BD29
A10BD24
A10BH51

PK parameters

F 87 PERCENT
VD 198 LITER
Cl 11 LITER / HOUR (EQN)
PPB 38 PERCENT
t1/2 12.4 HOUR

Solubility

SOLUBLE IN WATER


Target

TARGET DIPEPTIDYL PEPTIDASE 4 (DPP-4)

PDB
4FFW (CRYSTAL STRUCTURE OF DIPEPTIDYL PEPTIDASE IV (DPP4, DPP-IV, CD26) IN COMPLEX WITH FAB + SITAGLIPTIN)

Ligand code = 715 (link to the list of PDB complexes)

Download experimental 3D coordinates of 715 with added hydrogens

DrugCentral

Dipeptidyl peptidase 4 UNIPROT P27487 DPP4

Download SDF file (3R)-3-amino-1-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)butan-1-one

Formula:
C16H15F6N5O

Calculated chemical properties:

MW 407.33
NB_atoms 28
XLogP 2.02
PSA 66.635
NB_HD 2
NB_HA 6
fsp3 0.44
Lipinski(0=no;1=yes) 1

FDA
NDA 021995 (label) INN (SITAGLIPTIN PHOSPHATE) JANUVIA (MERCK SHARP DOHME) APPROVAL= AP YEAR= 2006
NDA 022044 (label) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN PHOSPHATE) JANUMET (MSD SUB MERCK) APPROVAL= AP YEAR= 2007
NDA 202343 (label) INN (SIMVASTATIN ; SITAGLIPTIN PHOSPHATE) JUVISYNC (MERCK SHARP DOHME) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 202270 (label) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN PHOSPHATE) JANUMET XR (MSD SUB MERCK) APPROVAL= AP YEAR= 2012
NDA 202473 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (MYLAN PHARMS INC) APPROVAL= TA YEAR= 2012
NDA 202388 (pdf not found) INN (SITAGLIPTIN ; METFORMIN HYDROCHLORIDE) SITAGLIPTIN; METFORMIN HYDROCHLORIDE (SANDOZ INC) APPROVAL= TA YEAR= 2013
NDA 202423 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (SUN PHARMA GLOBAL) APPROVAL= TA YEAR= 2013
NDA 202327 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (WATSON LABS INC) APPROVAL= TA YEAR= 2014
NDA 202425 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (APOTEX INC) APPROVAL= TA YEAR= 2014
NDA 202426 (pdf not found) INN (SITAGLIPTIN ; METFORMIN HYDROCHLORIDE) SITAGLIPTIN; METFORMIN HYDROCHLORIDE (APOTEX INC) APPROVAL= TA YEAR= 2014
NDA 202487 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (TEVA PHARMS USA) APPROVAL= TA YEAR= 2015
NDA 204144 (pdf not found) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN PHOSPHATE) METFORMIN HYDROCHLORIDE AND SITAGLIPTIN PHOSPHATE (ANCHEN PHARMS) APPROVAL= TA YEAR= 2015
NDA 202365 (pdf not found) INN (SITAGLIPTIN PHOSPHATE ; METFORMIN HYDROCHLORIDE) SITAGLIPTIN PHOSPHATE; METFORMIN HYDROCHLORIDE (WATSON LABS INC) APPROVAL= TA YEAR= 2015
NDA 204591 (pdf not found) INN (SITAGLIPTIN PHOSPHATE ; METFORMIN HYDROCHLORIDE) SITAGLIPTIN PHOSPHATE; METFORMIN HYDROCHLORIDE (TEVA PHARMS USA INC) APPROVAL= TA YEAR= 2015
NDA 208535 (pdf not found) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN PHOSPHATE) METFORMIN HYDROCHLORIDE AND SITAGLIPTIN PHOSPHATE (ZYDUS PHARMS USA INC) APPROVAL= TA YEAR= 2017
NDA 209805 (label) INN (ERTUGLIFLOZIN ; SITAGLIPTIN PHOSPHATE) STEGLUJAN (MSD SUB MERCK) APPROVAL= AP YEAR= 2017
NDA 208186 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (ZYDUS PHARMS USA INC) APPROVAL= TA YEAR= 2018
NDA 202387 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (SANDOZ INC) APPROVAL= TA YEAR= 2021
NDA 214784 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (AJANTA PHARMA LTD) APPROVAL= TA YEAR= 2021
NDA 214693 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (UNICHEM LABS LTD) APPROVAL= TA YEAR= 2021
NDA 215155 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (ALKEM LABS LTD) APPROVAL= TA YEAR= 2022
NDA 215220 (pdf not found) INN (SITAGLIPTIN ; METFORMIN HYDROCHLORIDE) SITAGLIPTIN AND METFORMIN HYDROCHLORIDE (AJANTA PHARMA LTD) APPROVAL= TA YEAR= 2022
NDA 211566 (label) INN (SITAGLIPTIN) ZITUVIO (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2023
NDA 216743 (label) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN) ZITUVIMET (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2023
NDA 216919 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN (MANKIND PHARMA LTD) APPROVAL= TA YEAR= 2024
NDA 216778 (label) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN) ZITUVIMET XR (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2024
NDA 218971 (pdf not found) INN (SITAGLIPTIN ; METFORMIN HYDROCHLORIDE) SITAGLIPTIN AND METFORMIN HCL (MANKIND PHARMA LTD) APPROVAL= TA YEAR= 2024
NDA 211073 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (MACLEODS PHARMS LTD) APPROVAL= TA YEAR= 2025
NDA 212338 (pdf not found) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN) METFORMIN HYDROCHLORIDE AND SITAGLIPTIN PHOSPHATE (MACLEODS PHARMS LTD) APPROVAL= TA YEAR= 2025
NDA 214700 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE (DR REDDYS LABS LTD) APPROVAL= TA YEAR= 2025
NDA 216086 (pdf not found) INN (SITAGLIPTIN PHOSPHATE) SITAGLIPTIN (MSN LABORATORIES PRIVATE LTD) APPROVAL= TA YEAR= 2025
NDA 216288 (pdf not found) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN) SITAGLIPTIN AND METFORMIN HYDROCHLORIDE (MSN LABORATORIES PRIVATE LTD) APPROVAL= TA YEAR= 2025
NDA 216337 (pdf not found) INN (SITAGLIPTIN) SITAGLIPTIN (SCIEGEN PHARMACEUTICALS INC) APPROVAL= TA YEAR= 2025
NDA 216516 (pdf not found) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN) SITAGLIPTIN AND METFORMIN HYDROCHLORIDE (AJANTA PHARMA LTD) APPROVAL= TA YEAR= 2025
NDA 216885 (pdf not found) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN PHOSPHATE) SITAGLIPTIN PHOSPHATE AND METFORMIN HYDROCHLORIDE (PRINSTON PHARMACEUTICAL INC) APPROVAL= TA YEAR= 2025
NDA 218069 (pdf not found) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN) SITAGLIPTIN AND METFORMIN HYDROCHLORIDE (NOVAST LABS LTD) APPROVAL= TA YEAR= 2025
NDA 219122 (label) INN (SITAGLIPTIN HYDROCHLORIDE) BRYNOVIN (AZURITY) APPROVAL= AP YEAR= 2025
NDA 219296 (pdf not found) INN (METFORMIN HYDROCHLORIDE ; SITAGLIPTIN) SITAGLIPTIN AND METFORMIN HYDROCHLORIDE (FOSUN WANBANG (JIANGSU) PHARMACEUTICAL GROUP CO.,) APPROVAL= TA YEAR= 2025

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL