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Details

Stereochemistry ACHIRAL
Molecular Formula C23H27N5O2
Molecular Weight 405.4928
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PF-05175157

SMILES

CC(C)N1N=CC2=C1C(=O)CC3(CCN(CC3)C(=O)C4=CC=C5N=C(C)NC5=C4)C2

InChI

InChIKey=BDXXSFOJPYSYOC-UHFFFAOYSA-N
InChI=1S/C23H27N5O2/c1-14(2)28-21-17(13-24-28)11-23(12-20(21)29)6-8-27(9-7-23)22(30)16-4-5-18-19(10-16)26-15(3)25-18/h4-5,10,13-14H,6-9,11-12H2,1-3H3,(H,25,26)

HIDE SMILES / InChI
PF-05175157 exhibited good potencies against the two isoforms of the Acetyl-CoA carboxylase enzyme (ACC1 and ACC2) from human and rat. PF-05175157 has undergone multiple clinical trials in healthy volunteers and for the treatment of diabetes mellitus. PF-05175157 was in the phase II when the development was discontinued due to safety concerns. Among potential barriers for the use of ACC inhibitors in humans include concerns of increased risk of myocardial injury following an ischemic event. PF-05175157 reduced the multiplication of West Nile virus (WNV), dengue virus (DENV), and Zika virus (ZIKV) in cultured cells, which is compatible with the predicted broad spectrum of host targeting antivirals. PF-05175157 reduced the peak of viremia in WNV-infected mice, supporting that ACC is a valuable target for antiviral intervention. PF05175157 also reduced the viral burden in the kidney of infected mice.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
27.0 nM [IC50]
33.0 nM [IC50]
PubMed

PubMed

TitleDatePubMed
Synthesis, Biological Evaluation and Molecular Docking Studies of Piperidinylpiperidines and Spirochromanones Possessing Quinoline Moieties as Acetyl-CoA Carboxylase Inhibitors.
2015 Sep 7
Discontinued drug therapies to treat diabetes in 2015.
2017 Feb
Targeting host metabolism by inhibition of acetyl-Coenzyme A carboxylase reduces flavivirus infection in mouse models.
2019

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Mice data
20 mg/kg twice a day
Route of Administration: Oral
Name Type Language
PF-05175157
Common Name English
SPIRO(5H-INDAZOLE-5,4'-PIPERIDIN)-7(6H)-ONE, 1,4-DIHYDRO-1'-((2-METHYL-1H-BENZIMIDAZOL-6-YL)CARBONYL)-1-(1-METHYLETHYL)-
Systematic Name English
Code System Code Type Description
DRUG BANK
DB12096
Created by admin on Sat Dec 16 01:39:35 GMT 2023 , Edited by admin on Sat Dec 16 01:39:35 GMT 2023
PRIMARY
FDA UNII
P826WR56FI
Created by admin on Sat Dec 16 01:39:35 GMT 2023 , Edited by admin on Sat Dec 16 01:39:35 GMT 2023
PRIMARY
CAS
1301214-47-0
Created by admin on Sat Dec 16 01:39:35 GMT 2023 , Edited by admin on Sat Dec 16 01:39:35 GMT 2023
PRIMARY
PUBCHEM
52934180
Created by admin on Sat Dec 16 01:39:35 GMT 2023 , Edited by admin on Sat Dec 16 01:39:35 GMT 2023
PRIMARY
SMS_ID
300000041355
Created by admin on Sat Dec 16 01:39:35 GMT 2023 , Edited by admin on Sat Dec 16 01:39:35 GMT 2023
PRIMARY