U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C21H24N4O4
Molecular Weight 396.4397
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PF-04620110

SMILES

NC1=C2C(OCCN(C3=CC=C(C=C3)[C@H]4CC[C@H](CC(O)=O)CC4)C2=O)=NC=N1

InChI

InChIKey=GEVVQZHMFVFGLN-HDJSIYSDSA-N
InChI=1S/C21H24N4O4/c22-19-18-20(24-12-23-19)29-10-9-25(21(18)28)16-7-5-15(6-8-16)14-3-1-13(2-4-14)11-17(26)27/h5-8,12-14H,1-4,9-11H2,(H,26,27)(H2,22,23,24)/t13-,14-

HIDE SMILES / InChI

Molecular Formula C21H24N4O4
Molecular Weight 396.4397
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including http://adisinsight.springer.com/drugs/800030035

PF-04620110 is an orally active, selective and potent DGAT1 (Acyl-CoA:diacylglycerol acyltransferase 1) inhibitor that inhibits triacylglycerol synthesis in cells and in rodents. PF-04620110 inhibits DGAT-1 with an IC50 of 19 nM and shows high selectivity versus a broad panel of off-target pharmacologic end points. In vivo DGAT-1 inhibition has been demonstrated through reduction of plasma triglyceride levels in rodents at doses of ≥0.1 mg/kg following a lipid challenge. On the basis of this pharmacologic and pharmacokinetic profile, PF-04620110 has been advanced to human clinical studies. PF-4620110 had been in phase I clinical trials by Pfizer for the treatment of type 2 diabetes. But this research was discontinued in 2011.

Originator

Curator's Comment: # Pfizer

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
19.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Discovery of PF-04620110, a Potent, Selective, and Orally Bioavailable Inhibitor of DGAT-1.
2011 May 12
Patents

Sample Use Guides

The five treatments are: A) single dose of 5 mg immediate release tablets in the fasted state; B) single dose of 5 mg modified release osmotic capsule with a short duration of modified release 1 (MR1) in the fasted state; C) single dose of 5 mg modified release osmotic capsule with a long duration of modified release 2 (MR2) in the fasted state; D) single dose of 5 mg modified release osmotic capsule with a short duration of modified release 1 (MR1) in the fed state; E) single dose of 5 mg modified release osmotic capsule with a long duration of modified release 2 (MR2) in the fed state.
Route of Administration: Oral
PF-04620110 inhibits human DGAT-1 with an IC50 of 19 nM
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:27:30 GMT 2023
Edited
by admin
on Sat Dec 16 01:27:30 GMT 2023
Record UNII
CQ4M18RLJW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PF-04620110
Common Name English
CYCLOHEXANEACETIC ACID, 4-(4-(4-AMINO-7,8-DIHYDRO-5-OXOPYRIMIDO(5,4-F)(1,4)OXAZEPIN-6(5H)-YL)PHENYL)-, TRANS-
Systematic Name English
PF-4620110
Code English
Code System Code Type Description
DRUG BANK
DB14887
Created by admin on Sat Dec 16 01:27:30 GMT 2023 , Edited by admin on Sat Dec 16 01:27:30 GMT 2023
PRIMARY
FDA UNII
CQ4M18RLJW
Created by admin on Sat Dec 16 01:27:30 GMT 2023 , Edited by admin on Sat Dec 16 01:27:30 GMT 2023
PRIMARY
EPA CompTox
DTXSID90677361
Created by admin on Sat Dec 16 01:27:30 GMT 2023 , Edited by admin on Sat Dec 16 01:27:30 GMT 2023
PRIMARY
SMS_ID
300000041339
Created by admin on Sat Dec 16 01:27:30 GMT 2023 , Edited by admin on Sat Dec 16 01:27:30 GMT 2023
PRIMARY
CAS
1109276-89-2
Created by admin on Sat Dec 16 01:27:30 GMT 2023 , Edited by admin on Sat Dec 16 01:27:30 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY