WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 555717
Description: TH-263 is an inactive analog control for the type III allosteric LIM-kinase (LIMK) inhibitors TH-257, TH-255 and TH-251. LIM kinases belong to the family of cytoplasmic tyrosine-like kinases with dual specificity (serine/threonine and tyrosine). However, known LIMK substrate are usually phosphorylated at serine and threonine residues LIM kinases comprises LIM kinase 1 (LIMK1) and LIM kinase 2 (LIMK2) which show 50% sequence identity in human. Both LIMK1 and LIMK2 present with a unique domain organization containing two N-terminal LIM domains, a PDZ domain, a proline/serine-rich domain and a C-terminal kinase domain.
MedKoo Cat#: 555717
Chemical Formula: C21H20N2O3S
Exact Mass: 380.1195
Molecular Weight: 380.462
Elemental Analysis: C, 66.30; H, 5.30; N, 7.36; O, 12.62; S, 8.43
Related CAS #: 313520-94-4 1004044-80-7 (wrong structure)
Synonym: TH-263; TH 263; TH263;
IUPAC/Chemical Name: N-benzyl-4-(N-benzylsulfamoyl)benzamide
InChi Key: QDGVJMITKNOVTP-UHFFFAOYSA-N
InChi Code: InChI=1S/C21H20N2O3S/c24-21(22-15-17-7-3-1-4-8-17)19-11-13-20(14-12-19)27(25,26)23-16-18-9-5-2-6-10-18/h1-14,23H,15-16H2,(H,22,24)
SMILES Code: O=C(NCC1=CC=CC=C1)C2=CC=C(S(=O)(NCC3=CC=CC=C3)=O)C=C2
Note: Sigma's TH-263 (cas3SML2276) has CAS#1004044-80-7, which is a wrong structure.
TH-257 is a chemical probe for LIMK1 and LIMK2. TH-257 is an allosteric inhibitor targeting a binding pocket induced by an αC and DFG-out conformation. It potently inhibits cofilin phosphorylation with an IC50 of 84 nM for LIMK1 and 39 nM for LIMK2 in a RapidFire MS assay. TH257 is exquisitely selective and no significant activity against the wider kinome has been observed in the KINOMEscan assay (Dx) at 1 μM (IC50 >> 50 % inhibition). In a life cell NanoBRET assay (Promega) TH257 has an IC50 of 250 nM against ectopically expressed full-length LIMK1 and 150 nM LIMK2, respectively.