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SB-743921 (free base)

CAT: 0804-HY-14661Size: 1 EachDry Ice: NoHazardous: No
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Description
SB-743921 free base is a potent selective inhibitor of the mitotic kinesin KSP (Eg5), with a Ki of 0.1 nM. SB-743921 free base can induce mitotic arrest, block cell cycle progression, induce apoptosis, and can be used in the research of myeloma, leukemia and other diseases[1][2].
CAS Number
618430-39-0
UNSPSC
12352005
Target
Kinesin
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; Cytoskeleton
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/sb-743921-free-base.html
Solubility
10 mM in DMSO
Smiles
O=C1C(CC2=CC=CC=C2)=C([C@@H](C(C)C)N(C(C3=CC=C(C)C=C3)=O)CCCN)OC4=CC(Cl)=CC=C41
Molecular Formula
C31H33ClN2O3
Molecular Weight
517.06
References & Citations
[1]Jeffrey R. Jackson, et al. A second generation KSP inhibitor, SB-743921, is a highly potent and active therapeutic in preclinical models of cancer. First AACR International Conference on Molecular Diagnostics in Cancer Therapeutic Development, Sep 12-15, 2006.|[2]Yin Y, et al. Kinesin spindle protein inhibitor SB743921 induces mitotic arrest and apoptosis and overcomes imatinib resistance of chronic myeloid leukemia cells. Leuk Lymphoma. 2015 Jun;56 (6) :1813-20.|[3]Good JA, et al. Optimized S-trityl-L-cysteine-based inhibitors of kinesin spindle protein with potent in vivo antitumor activity in lung cancer xenograft models. J Med Chem. 2013 Mar 14;56 (5) :1878-93.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
Phase 2

Chemical Information

Sb-743921

SB-743921 is a chromone that is 4H-chromen-4-one substituted by (1R)-1-[(3-aminopropyl)(4-methylbenzoyl)amino]-2-methylpropyl, benzyl, and chloro groups at positions 2, 3, and 7, respectively. It is a potent inhibitor of kinesin spindle protein (Ki = 0.1 nM) and exhibits antineoplastic activity. It has a role as an antineoplastic agent, a microtubule-destabilising agent and an apoptosis inducer. It is a tertiary carboxamide, a member of benzamides, a member of benzenes, a member of chromones, a member of toluenes, an organochlorine compound and a primary amino compound.

CAS Number618430-39-0
PubChem CID9936388
IUPAC NameN-(3-aminopropyl)-N-[(1R)-1-(3-benzyl-7-chloro-4-oxochromen-2-yl)-2-methylpropyl]-4-methylbenzamide
Molecular FormulaC31H33ClN2O3
Molecular Weight517.1
XLogP6.2
Topological Polar Surface Area72.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Heavy Atom Count37
Formal Charge0
Complexity813
SMILES
CC1=CC=C(C=C1)C(=O)N(CCCN)[C@@H](C2=C(C(=O)C3=C(O2)C=C(C=C3)Cl)CC4=CC=CC=C4)C(C)C
InChI
InChI=1S/C31H33ClN2O3/c1-20(2)28(34(17-7-16-33)31(36)23-12-10-21(3)11-13-23)30-26(18-22-8-5-4-6-9-22)29(35)25-15-14-24(32)19-27(25)37-30/h4-6,8-15,19-20,28H,7,16-18,33H2,1-3H3/t28-/m1/s1
InChIKey
PGXYIBJJCLWJST-MUUNZHRXSA-N
Chemical Structure
2D Structure
2D structure of Sb-743921
CAS: 618430-39-0
CID: 9936388
Formula: C31H33ClN2O3
MW: 517.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight517.1
XLogP36.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Exact Mass516.2179706
Monoisotopic Mass516.2179706
Topological Polar Surface Area72.6 Ų
Heavy Atom Count37
Formal Charge0
Complexity813
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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