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BMS-5

CAT: 0804-HY-18305-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-18305-02Size:5 mg
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Description
BMS-5 (LIMKi 3) is a potent LIMK inhibitor with IC50s of 7 nM and 8 nM for LIMK1 and LIMK2, respectively.
CAS Number
1338247-35-0
Product Name Alternative
LIMKi 3
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
LIM Kinase (LIMK)
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-Kinase/protease
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/BMS-5.html
Concentration
10mM
Purity
99.84
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
CC(C)C(NC1=NC=C(C2=CC(C(F)F)=NN2C3=C(Cl)C=CC=C3Cl)S1)=O
Molecular Formula
C17H14Cl2F2N4OS
Molecular Weight
431.29
Precautions
H302, H315, H319, H335
References & Citations
[1]Ross-Macdonald P, et al. Identification of a nonkinase target mediating cytotoxicity of novel kinase inhibitors. Mol Cancer Ther. 2008 Nov;7 (11) :3490-8.|[2]Petrilli A, et al. LIM Domain Kinases as Potential Therapeutic Targets for Neurofibromatosis Type 2.Oncogene. Oncogene. 2014 Jul 3;33 (27) :3571-82.|[3]Lunardi P, et al. Effects of Hippocampal LIMK Inhibition on Memory Acquisition, Consolidation, Retrieval, Reconsolidation, and Extinction. Mol Neurobiol. 2017 Jan 13.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
LIMK1; LIMK2

Chemical Information

LIMKi3

LimKi 3 is a member of the class of pyrazoles that is 1-(2,6-dichlorophenyl)-1H-pyrazole which is substituted by a difluoromethyl group at position 3 and by a 2-(isobutyrylamino)-1,3-thiazol-5-yl group at position 5. It is a a potent cell-permeable inhibitor of LIM kinase 1 and 2. It has a role as a LIM kinase inhibitor. It is a secondary carboxamide, a dichlorobenzene, a member of pyrazoles, an organofluorine compound and a member of 1,3-thiazoles.

CAS Number1338247-35-0
PubChem CID56965901
IUPAC NameN-[5-[1-(2,6-dichlorophenyl)-3-(difluoromethyl)pyrazol-5-yl]-1,3-thiazol-2-yl]-2-methylpropanamide
Molecular FormulaC17H14Cl2F2N4OS
Molecular Weight431.3
XLogP5.1
Topological Polar Surface Area88.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Heavy Atom Count27
Formal Charge0
Complexity523
SMILES
CC(C)C(=O)NC1=NC=C(S1)C2=CC(=NN2C3=C(C=CC=C3Cl)Cl)C(F)F
InChI
InChI=1S/C17H14Cl2F2N4OS/c1-8(2)16(26)23-17-22-7-13(27-17)12-6-11(15(20)21)24-25(12)14-9(18)4-3-5-10(14)19/h3-8,15H,1-2H3,(H,22,23,26)
InChIKey
IVUGBSGLHRJSSP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of LIMKi3
CAS: 1338247-35-0
CID: 56965901
Formula: C17H14Cl2F2N4OS
MW: 431.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight431.3
XLogP35.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass430.0233440
Monoisotopic Mass430.0233440
Topological Polar Surface Area88.1 Ų
Heavy Atom Count27
Formal Charge0
Complexity523
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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