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Details

Stereochemistry ACHIRAL
Molecular Formula C22H24N6O2
Molecular Weight 404.465
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EMICERFONT

SMILES

COC1=CC(C)=C(C=C1)N2CCC3=C2N=C(C)C=C3N4C=CC(=N4)N5CCNC5=O

InChI

InChIKey=JFHJGXQFESYQGY-UHFFFAOYSA-N
InChI=1S/C22H24N6O2/c1-14-12-16(30-3)4-5-18(14)26-9-6-17-19(13-15(2)24-21(17)26)28-10-7-20(25-28)27-11-8-23-22(27)29/h4-5,7,10,12-13H,6,8-9,11H2,1-3H3,(H,23,29)

HIDE SMILES / InChI

Molecular Formula C22H24N6O2
Molecular Weight 404.465
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Emicerfont (GW876008) is a nonpeptide vcorticotropin-releasing factor type 1 (CRF1) receptor antagonist. It was in clinical trials for the treatment of anxiety disorders, irritable bowel syndrome and major depressive disorder however development of emicerfont has been discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P34998
Gene ID: 104909134|||1394
Gene Symbol: CRHR1
Target Organism: Homo sapiens (Human)
66.0 nM [IC50]
PubMed

PubMed

TitleDatePubMed
Corticotropin-releasing factor receptor 1 antagonist alters regional activation and effective connectivity in an emotional-arousal circuit during expectation of abdominal pain.
2011 Aug 31
Impaired emotional learning and involvement of the corticotropin-releasing factor signaling system in patients with irritable bowel syndrome.
2013 Dec
Behavioral, biological, and chemical perspectives on targeting CRF(1) receptor antagonists to treat alcoholism.
2013 Mar 1
Patents

Patents

Sample Use Guides

a single-center, randomized, double-blind, 3-period crossover study of 11 women with irritable bowel syndrome and 15 healthy women (controls) given a single oral dose (20 mg or 200 mg) of emicerfont (GW876008) or placebo
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:12:37 GMT 2023
Edited
by admin
on Fri Dec 15 16:12:37 GMT 2023
Record UNII
OJ8EG4264P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EMICERFONT
INN   USAN  
USAN   INN  
Official Name English
GW-876008X
Code English
1-(1-(1-(4-METHOXY-2-METHYLPHENYL)-6-METHYL-2,3-DIHYDRO-1H-PYRROLO(2,3-B)PYRIDIN-4-YL)- 1H-PYRAZOL-3-YL)IMIDAZOLIDIN-2-ONE
Systematic Name English
GW876008
Code English
GW-876008
Code English
EMICERFONT [USAN]
Common Name English
2-IMIDAZOLIDINONE, 1-(1-(2,3-DIHYDRO-1-(4-METHOXY-2-METHYLPHENYL)-6-METHYL-1H- PYRROLO(2,3-B)PYRIDIN-4-YL)-1H-PYRAZOL-3-YL)-
Systematic Name English
GW876008X
Code English
emicerfont [INN]
Common Name English
Code System Code Type Description
NCI_THESAURUS
C174801
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
CAS
786701-13-1
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
ChEMBL
CHEMBL514270
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
SMS_ID
300000034211
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
FDA UNII
OJ8EG4264P
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
INN
9196
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID20229231
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
PUBCHEM
11223423
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
WIKIPEDIA
Emicerfont
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
DRUG BANK
DB12910
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
USAN
UU-140
Created by admin on Fri Dec 15 16:12:37 GMT 2023 , Edited by admin on Fri Dec 15 16:12:37 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY