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GSK-923295

CAT: 0804-HY-10299-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-10299-01Size:5 mg
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Description
GSK-923295 is a special, allosteric inhibitor of centromere-associated protein-E (CENP-E) kinesin motor ATPase activity, with Ki of 3.2±0.2 nM and 1.6± 0.1 nM for human and canine, respectively.
CAS Number
1088965-37-0
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Kinesin
Type
Reference compound
Related Pathways
Apoptosis; Cell Cycle/DNA Damage; Cytoskeleton
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/GSK-923295.html
Purity
99.95
Solubility
DMSO : 60 mg/mL (ultrasonic)
Smiles
O=C(N[C@@H](CC1=CC=C(C2=CN3C(C([C@@H](O)C)=CC=C3)=N2)C=C1)CNC(CN(C)C)=O)C4=CC(Cl)=C(C=C4)OC(C)C
Molecular Formula
C32H38ClN5O4
Molecular Weight
592.13
Precautions
H302, H315, H319, H335
References & Citations
[1]Wood KW, et al. Antitumor activity of an allosteric inhibitor of centromere-associated protein-E. Proc Natl Acad Sci U S A. 2010 Mar 30;107 (13) :5839-44.|[2]Mayes PA, et al. Mitogen-activated protein kinase (MEK/ERK) inhibition sensitizes cancer cells to centromere-associated protein E (CENP-E) inhibition. Int J Cancer. 2013 Feb 1;132 (3) :E149-57.|[3]Balamuth NJ, et al. Serial transcriptome analysis and cross-species integration identifies centromere-associated protein E as a novel neuroblastoma target. Cancer Res. 2010 Apr 1;70 (7) :2749-58.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 1
Isoform
Kinesin-7/CENP-E

Chemical Information

Gsk-923295a

GSK-923295 is an imidazopyridine that is imidazo[1,2-a]pyridine substituted by 4-{(2S)-2-[3-chloro-4-(propan-2-yloxy)benzamido]-3-[(N,N-dimethylglycyl)amino]propyl}phenyl, and (1S)-1-hydroxyethyl groups at positions 2 and 8, respectively. It is an allosteric inhibitor of centromere-associated protein-E (CENP-E) kinesin motor ATPase activity (Ki = 3.2 nM and 1.6 nM for human and canine CENP-E motordomains, respectively). It has a role as a centromere protein E inhibitor, an antineoplastic agent and an antimitotic. It is a secondary carboxamide, a member of benzamides, an aromatic ether, a secondary alcohol, an imidazopyridine, a tertiary amino compound and a member of monochlorobenzenes.

CAS Number1088965-37-0
PubChem CID46898058
IUPAC Name3-chloro-N-[(2S)-1-[[2-(dimethylamino)acetyl]amino]-3-[4-[8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl]phenyl]propan-2-yl]-4-propan-2-yloxybenzamide
Molecular FormulaC32H38ClN5O4
Molecular Weight592.1
XLogP5
Topological Polar Surface Area108
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count12
Heavy Atom Count42
Formal Charge0
Complexity870
SMILES
C[C@@H](C1=CC=CN2C1=NC(=C2)C3=CC=C(C=C3)C[C@@H](CNC(=O)CN(C)C)NC(=O)C4=CC(=C(C=C4)OC(C)C)Cl)O
InChI
InChI=1S/C32H38ClN5O4/c1-20(2)42-29-13-12-24(16-27(29)33)32(41)35-25(17-34-30(40)19-37(4)5)15-22-8-10-23(11-9-22)28-18-38-14-6-7-26(21(3)39)31(38)36-28/h6-14,16,18,20-21,25,39H,15,17,19H2,1-5H3,(H,34,40)(H,35,41)/t21-,25-/m0/s1
InChIKey
WHMXDBPHBVLYRC-OFVILXPXSA-N
Chemical Structure
2D Structure
2D structure of Gsk-923295a
CAS: 1088965-37-0
CID: 46898058
Formula: C32H38ClN5O4
MW: 592.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight592.1
XLogP35
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count12
Exact Mass591.2612324
Monoisotopic Mass591.2612324
Topological Polar Surface Area108 Ų
Heavy Atom Count42
Formal Charge0
Complexity870
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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A3450-10GSK-923295
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A11435-5GSK-923295 5mg
A11435-25GSK-923295 25mg
A11435-50GSK-923295 50mg
A11435-10GSK-923295 10mg
A11435-2GSK-923295 2mg
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A11435-100GSK-923295 100mg
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