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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H19F3N4O3
Molecular Weight 396.3637
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PF-04991532

SMILES

OC(=O)C1=CC=C(NC(=O)[C@H](CC2CCCC2)N3C=NC(=C3)C(F)(F)F)N=C1

InChI

InChIKey=GKMLFBRLRVQVJO-ZDUSSCGKSA-N
InChI=1S/C18H19F3N4O3/c19-18(20,21)14-9-25(10-23-14)13(7-11-3-1-2-4-11)16(26)24-15-6-5-12(8-22-15)17(27)28/h5-6,8-11,13H,1-4,7H2,(H,27,28)(H,22,24,26)/t13-/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H19F3N4O3
Molecular Weight 396.3637
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Pfizer was developing PF-04991532, a potent and selective hepatoselective glucokinase activator. PF-04991532 ameliorates hyperglycemia without causing hepatic steatosis in diabetic rats. F-04991532 reduced plasma glucose concentrations independent of changes in insulin concentrations in a dose-dependent manner both acutely and after 28 days of sub-chronic treatment. PF-04991532 may offer glycemic control without inducing hepatic steatosis supporting the evaluation of tissue specific activators in clinical trials. In 2012, Pfizer discontinued the development of the compound.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
90.0 nM [EC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
1436 ng/mL
450 mg single, oral
PF-04991532 plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
3669 ng × h/mL
450 mg single, oral
PF-04991532 plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1898 h
450 mg single, oral
PF-04991532 plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
Tablets 150 mg - 750 mg, all once daily for 84 days
Route of Administration: Oral
In Vitro Use Guide
PF-04991532 activated human recombinant glucokinase with EC50 90nM
Substance Class Chemical
Record UNII
AJ212MS2O2
Record Status Validated (UNII)
Record Version