(2S,4S)-4-fluoro-1-(2-((2-methyl-4-oxo-4-pyrrolidin-1-ylbutan-2-yl)amino)acetyl)pyrrolidine-2-carbonitrile
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Basic information
- CAS
1186426-66-3- Standard SMILES
CC(C)(CC(=O)N1CCCC1)NCC(=O)N1C[C@@H](F)C[C@H]1C#N- InChIKey
VQKSCYBKUIDZEI-STQMWFEESA-N- Molecular formula
- C16H25FN4O2
- Average molar mass
- 324.39 g/mol
- Monoisotopic mass
- 324.19615422
Overview
Prusogliptin is a small molecule drug. The usage of the INN stem '-gliptin' in the name indicates that Prusogliptin is a dipeptidyl aminopeptidase-IV inhibitor. Prusogliptin is under investigation in clinical trial NCT07026968 (A Study of Prusogliptin Tablets Combined With Dapagliflozin Tablets and Metformin Hydrochloride Extended Release Tablets in Type 2 Diabetes). Prusogliptin has a monoisotopic molecular weight of 324.2 Da.
Names & identifiers
- Preferred name
- (2S,4S)-4-fluoro-1-(2-((2-methyl-4-oxo-4-pyrrolidin-1-ylbutan-2-yl)amino)acetyl)pyrrolidine-2-carbonitrile
- IUPAC
- (2S,4S)-4-fluoro-1-[2-[(2-methyl-4-oxo-4-pyrrolidin-1-ylbutan-2-yl)amino]acetyl]pyrrolidine-2-carbonitrile
- English name
- DBPR108
- Molecular formula
- C16H25FN4O2
- Molecular weight
- 324.39
Names & synonyms
(2S,4S)-4-fluoro-1-[2-[(2-methyl-4-oxo-4-pyrrolidin-1-ylbutan-2-yl)amino]acetyl]pyrrolidine-2-carbonitrile(2S,4S)-4-fluoro-1-(2-((2-methyl-4-oxo-4-pyrrolidin-1-ylbutan-2-yl)amino)acetyl)pyrrolidine-2-carbonitrileRefChem:131050DBPR1081186426-66-3DBPR-108Prusogliptin(2S,4S)-4-fluoro-1-((2-methyl-4-oxo-4-(pyrrolidin-1-yl)butan-2-yl)glycyl)pyrrolidine-2-carbonitrileE329HG23ZT(2S,4S)-1-(2-((1,1-Dimethyl-3-oxo-3-(1-pyrrolidinyl)propyl)amino)acetyl)-4-fluoro-2-pyrrolidinecarbonitrileCHEMBL1082462UNII-E329HG23ZT
Show more names
CS-1591DBPR 108DBPR108, 10 mM in DMSOInhibitor,DBPR108,inhibit,DBPR-108,DPP,Dipeptidyl Peptidase,DBPR 108(2S,4S)-4-Fluoro-1-(2-((2-methyl-4-oxo-4-(pyrrolidin-1-yl)butan-2-yl)amino)acetyl)pyrrolidine-2-carbonitrile2-Pyrrolidinecarbonitrile, 1-[2-[[1,1-dimethyl-3-oxo-3-(1-pyrrolidinyl)propyl]amino]acetyl]-4-fluoro-, (2S,4S)-
MFCD28385883Shan Zeping (China)Prusogliptin [WHO-DD]PRUSOGLIPTIN [INN]orb1308401SCHEMBL2401277C16H25FN4O2GTPL14396
Properties
Computed structural propertiesFilling in
- XLogP
- 0.2
- Topological polar surface area
- 76.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 507
Physicochemical properties
- Boiling point
- 557.9 · 557.9±50.0 °C(Predicted)
- Density
- 1.2 · 1.20±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 25 mg/mL · DMSO : ≥ 25 mg/mL (77.07 mM)
- form
- Solid
- pka
- 7.63 · 7.63±0.30(Predicted)
- color
- White to off-white
- FDA UNII
- 329 HG23ZT · E329HG23ZT
- Symbol(GHS)
- 5 · GHS05,GHS06,GHS08,GHS02
- Signal word
- Danger
- Hazard statements
- 331 · H331-H302-H314-H370-H372-H224-H260
- Precautionary statements
- 501 · P501-P223-P260-P270-P240-P231+P232-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P335+P334-P308+P311-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P402+P404-P403+P235-P405
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS06,GHS08,GHS02
- Hazard statements
- H331-H302-H314-H370-H372-H224-H260
- Precautionary statements
- P501-P223-P260-P270-P240-P231+P232-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P335+P334-P308+P311-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P402+P404-P403+P235-P405
Chemistry & industry
Applications
UsesDBPR108 is a potent, selective, and orally bioavailable dipeptide-derived inhibitor of DPP4 with IC50 of 15 nM; no inhibition on DDP8 and DPP9. IC50 value: 15 nM [1] Target: DPP4 inhibitor DBPR108 is an IC50=15 nM DPP IV inhibitor displays a more than 3000-fold selectivity over DPP8 DPP9, FAP and DPP-II. TThe in vivo effects of DBPR108, including inhibition of plasma DPP-IV activity and suppression of blood glucose elevation, were also demonstrated. DBPR108 is a potent, selective, long-acting and safe DPP-IV inhibitor as a potential treatment of type 2 diabetes mellitus.
Upstream & downstream products
Upstream raw materials
Related reactions
1 records
Compound notes
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