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CHEBI:140524 - GSK1016790A

ChEBI IDCHEBI:140524
ChEBI NameGSK1016790A
Stars
DefinitionA tertiary carboxamide that is piperazine in which one of the amino groups has undergone condensation with the carboxy group of N-[(2,4-dichlorophenyl)sulfonyl]-L-serine, while the other has undergone condensation with the carboxy group of N-(1-benzothiophen-2-ylcarbonyl)-L-leucine. It is a cell-permeable, potent and selective agonist of the TRPV4 (transient receptor potential vanilloid 4) channel.
Last Modified5 April 2018
SubmitterTheOtherDave
DownloadsMolfile
FormulaC28H32Cl2N4O6S2
Net Charge0
Average Mass655.626
Monoisotopic Mass654.11403
SMILESCC(C)C[C@H](NC(=O)c1cc2ccccc2s1)C(=O)N1CCN(C(=O)[C@H](CO)NS(=O)(=O)c2ccc(Cl)cc2Cl)CC1
InChIInChI=1S/C28H32Cl2N4O6S2/c1-17(2)13-21(31-26(36)24-14-18-5-3-4-6-23(18)41-24)27(37)33-9-11-34(12-10-33)28(38)22(16-35)32-42(39,40)25-8-7-19(29)15-20(25)30/h3-8,14-15,17,21-22,32,35H,9-13,16H2,1-2H3,(H,31,36)/t21-,22-/m0/s1
InChIKeyIVYQPSHHYIAUFO-VXKWHMMOSA-N
Roles Classification
Biological Role:
TRPV4 agonist  An agonist at the transient receptor potential vanilloid 4 (TRPV4).
ChEBI Ontology
Outgoing Relation(s)
GSK1016790A (CHEBI:140524) has role TRPV4 agonist (CHEBI:140061)
GSK1016790A (CHEBI:140524) is a N-acylpiperazine (CHEBI:46844)
GSK1016790A (CHEBI:140524) is a 1-benzothiophenes (CHEBI:38836)
GSK1016790A (CHEBI:140524) is a aromatic primary alcohol (CHEBI:33857)
GSK1016790A (CHEBI:140524) is a dichlorobenzene (CHEBI:23697)
GSK1016790A (CHEBI:140524) is a sulfonamide (CHEBI:35358)
GSK1016790A (CHEBI:140524) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name 
N-[(2S)-1-(4-{N-[(2,4-dichlorophenyl)sulfonyl]-L-seryl}piperazin-1-yl)-4-methyl-1-oxopentan-2-yl]-1-benzothiophene-2-carboxamide
Synonyms  Source
N-[(2S)-1-{4-[(2S)-2-{[(2,4-dichlorophenyl)sulfonyl]amino}-3-hydroxypropanoyl]piperazin-1-yl}-4-methyl-1-oxopentan-2-yl]-1-benzothiophene-2-carboxamideIUPAC
GSK 1016790AChEBI
GSK-1016790AChEBI
Manual XrefsDatabases
329799716PubChem Compound
Registry NumbersSources
Reaxys:12914325Reaxys
Citations