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CB 839

CAT: 0926-FC103571-05Size: 1000 mgDry Ice: NoHazardous: No
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CAT#:0926-FC103571-05Size:1000 mg
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CAS Number
1439399-58-2
Synonyms
N-[5-[4-[6-[[2-[3- (Trifluoromethoxy) phenyl]acetyl]amino]-3-pyridazinyl]butyl]-1,3,4-thiadiazol-2-yl]-2-pyridineacetamide; Telaglenast at
MDL Number
MFCD28167826
Smiles
C1=CC=NC (=C1) CC (=O) NC2=NN=C (S2) CCCCC3=NN=C (C=C3) NC (=O) CC4=CC (=CC=C4) OC (F) (F) F
Molecular Formula
C26H24F3N7O3S
Molecular Weight
571.58 g/mol
Controlled
No

Chemical Information

Telaglenastat

Telaglenastat is an orally bioavailable inhibitor of glutaminase, with potential antineoplastic activity. Upon oral administration, CB-839 selectively and irreversibly inhibits glutaminase, a mitochondrial enzyme that is essential for the conversion of the amino acid glutamine into glutamate. By blocking glutamine utilization, proliferation in rapidly growing cells is impaired. Glutamine-dependent tumors rely on the conversion of exogenous glutamine into glutamate and glutamate metabolites to both provide energy and generate building blocks for the production of macromolecules, which are needed for cellular growth and survival. It has a role as an EC 3.5.1.2 (glutaminase) inhibitor.

CAS Number1439399-58-2
PubChem CID71577426
IUPAC NameN-[6-[4-[5-[(2-pyridin-2-ylacetyl)amino]-1,3,4-thiadiazol-2-yl]butyl]pyridazin-3-yl]-2-[3-(trifluoromethoxy)phenyl]acetamide
Molecular FormulaC26H24F3N7O3S
Molecular Weight571.6
XLogP3.6
Topological Polar Surface Area160
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count12
Rotatable Bond Count12
Heavy Atom Count40
Formal Charge0
Complexity812
SMILES
C1=CC=NC(=C1)CC(=O)NC2=NN=C(S2)CCCCC3=NN=C(C=C3)NC(=O)CC4=CC(=CC=C4)OC(F)(F)F
InChI
InChI=1S/C26H24F3N7O3S/c27-26(28,29)39-20-9-5-6-17(14-20)15-22(37)31-21-12-11-18(33-34-21)7-1-2-10-24-35-36-25(40-24)32-23(38)16-19-8-3-4-13-30-19/h3-6,8-9,11-14H,1-2,7,10,15-16H2,(H,31,34,37)(H,32,36,38)
InChIKey
PRAAPINBUWJLGA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Telaglenastat
CAS: 1439399-58-2
CID: 71577426
Formula: C26H24F3N7O3S
MW: 571.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight571.6
XLogP33.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count12
Rotatable Bond Count12
Exact Mass571.16134331
Monoisotopic Mass571.16134331
Topological Polar Surface Area160 Ų
Heavy Atom Count40
Formal Charge0
Complexity812
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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