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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H24FN3O3S
Molecular Weight 477.55
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SB-649868

SMILES

CC1=NC(C(=O)N2CCCC[C@H]2CNC(=O)C3=CC=CC4=C3C=CO4)=C(S1)C5=CC=C(F)C=C5

InChI

InChIKey=ZJXIUGNEAIHSBI-IBGZPJMESA-N
InChI=1S/C26H24FN3O3S/c1-16-29-23(24(34-16)17-8-10-18(27)11-9-17)26(32)30-13-3-2-5-19(30)15-28-25(31)21-6-4-7-22-20(21)12-14-33-22/h4,6-12,14,19H,2-3,5,13,15H2,1H3,(H,28,31)/t19-/m0/s1

HIDE SMILES / InChI
Molecular Formula C26H24FN3O3S
Molecular Weight 477.55
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
149124
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:25:40 GMT 2025
Edited
by admin
on Mon Mar 31 18:25:40 GMT 2025
Record UNII
1L1V1K2M4V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SB-649868
Code English
GSK649868
Preferred Name English
4-BENZOFURANCARBOXAMIDE, N-(((2S)-1-((5-(4-FLUOROPHENYL)-2-METHYL-4-THIAZOLYL)CARBONYL)-2-PIPERIDINYL)METHYL)-
Systematic Name English
Code System Code Type Description
CAS
380899-24-1
Created by admin on Mon Mar 31 18:25:40 GMT 2025 , Edited by admin on Mon Mar 31 18:25:40 GMT 2025
PRIMARY
DRUG BANK
DB14822
Created by admin on Mon Mar 31 18:25:40 GMT 2025 , Edited by admin on Mon Mar 31 18:25:40 GMT 2025
PRIMARY
EPA CompTox
DTXSID90191491
Created by admin on Mon Mar 31 18:25:40 GMT 2025 , Edited by admin on Mon Mar 31 18:25:40 GMT 2025
PRIMARY
FDA UNII
1L1V1K2M4V
Created by admin on Mon Mar 31 18:25:40 GMT 2025 , Edited by admin on Mon Mar 31 18:25:40 GMT 2025
PRIMARY
WIKIPEDIA
SB-649868
Created by admin on Mon Mar 31 18:25:40 GMT 2025 , Edited by admin on Mon Mar 31 18:25:40 GMT 2025
PRIMARY
ChEMBL
CHEMBL1272307
Created by admin on Mon Mar 31 18:25:40 GMT 2025 , Edited by admin on Mon Mar 31 18:25:40 GMT 2025
PRIMARY
PUBCHEM
25195495
Created by admin on Mon Mar 31 18:25:40 GMT 2025 , Edited by admin on Mon Mar 31 18:25:40 GMT 2025
PRIMARY
SMS_ID
300000042447
Created by admin on Mon Mar 31 18:25:40 GMT 2025 , Edited by admin on Mon Mar 31 18:25:40 GMT 2025
PRIMARY
Related Record Type Details
OREXIN RECEPTOR TYPE 2
TARGET->ANTAGONIST
OREXIN RECEPTOR TYPE 1
TARGET->ANTAGONIST
Related Record Type Details
Structure of (5S)-6-(BENZOFURAN-4-CARBONYLAMINO)-5-((5-(4-FLUOROPHENYL)-2-METHYL-THIAZOLE-4-CARBONYL)AMINO)HEXANOIC ACID
METABOLITE -> PARENT
Structure of 2-(2-(((2S)-1-(5-(4-FLUOROPHENYL)-2-METHYL-THIAZOLE-4-CARBONYL)-2-PIPERIDYL)METHYLCARBAMOYL)-6-HYDROXY-PHENYL)ACETIC ACID
METABOLITE -> PARENT
MAJOR
FECAL
Structure of 2-(2-(((2S)-1-(5-(4-FLUOROPHENYL)-2-METHYL-THIAZOLE-4-CARBONYL)-2-PIPERIDYL)METHYLCARBAMOYL)-6-HYDROXY-PHENYL)ACETIC ACID
METABOLITE -> PARENT
MAJOR
URINE
Structure of N-[[(2S)-1-[[5-(4-Fluorophenyl)-2-methyl-4-thiazolyl]carbonyl]-2-piperidinyl]methyl]-2-hydroxy-4-benzofurancarboxamide
METABOLITE -> PARENT
(<1% of the administered dose)
URINE
Structure of 2-(2-(((2S)-1-(5-(4-FLUOROPHENYL)-2-METHYL-THIAZOLE-4-CARBONYL)-2-PIPERIDYL)METHYLCARBAMOYL)-6-HYDROXY-PHENYL)ACETIC ACID
METABOLITE -> PARENT
PLASMA
Structure of 2-(((2S)-1-(5-(4-FLUOROPHENYL)-2-METHYL-THIAZOLE-4-CARBONYL)-2-PIPERIDYL)METHYL)-3,5-DIHYDROXY-3,4-DIHYDROISOQUINOLIN-1-ONE
METABOLITE -> PARENT
PLASMA
Structure of ((2S)-2-(AMINOMETHYL)-1-PIPERIDINYL)(5-(4-FLUOROPHENYL)-2-METHYL-4-THIAZOLYL)METHANONE
METABOLITE -> PARENT
PLASMA
Structure of 2-(((2S)-1-(5-(4-FLUOROPHENYL)-2-METHYL-THIAZOLE-4-CARBONYL)-2-PIPERIDYL)METHYL)-3,5-DIHYDROXY-3,4-DIHYDROISOQUINOLIN-1-ONE
METABOLITE -> PARENT
The hemiaminal, M98 (GSK2329163), which coeluted with a hydrated metabolite (M101), together represented 4% of the fecal radioactivity (3% of the administered dose).
FECAL
Structure of ((2S)-2-(AMINOMETHYL)-1-PIPERIDINYL)(5-(4-FLUOROPHENYL)-2-METHYL-4-THIAZOLYL)METHANONE
METABOLITE -> PARENT
(<1% of the administered dose)
URINE
Structure of 2-(((2S)-1-(5-(4-FLUOROPHENYL)-2-METHYL-THIAZOLE-4-CARBONYL)-2-PIPERIDYL)METHYL)-5-HYDROXY-ISOQUINOLIN-1-ONE
METABOLITE -> PARENT
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC ORAL ADMINISTRATION

SINGLE DOSE

Biological Half-life PHARMACOKINETIC ORAL ADMINISTRATION

SINGLE DOSE

NIH
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