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BTM-3566

CAT: 0127-BUP21463-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0127-BUP21463-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
2228857-70-1
Synonyms
BTM 3566 , BTM3566
Purity
=98%
Smiles
C(O)(=O)C=1N(N=C(C)C1C2=CC(F)=CC=C2)C3=NC(=C(SC(C)C)S3)C=4CCC(C(F)(F)F)CC4

Chemical Information

4-(3-Fluorophenyl)-5-methyl-2-[5-propan-2-ylsulfanyl-4-[4-(trifluoromethyl)cyclohexen-1-yl]-1,3-thiazol-2-yl]pyrazole-3-carboxylic acid

OMA1 Activator BTM-3566 is an orally bioavailable activator of the mitochondrial protease OMA1, with potential antineoplastic activity. Upon oral administration, OMA1 activator BTM-3566 activates OMA1. This leads to OMA1-dependent cleavage of DAP3-binding cell death enhancer 1 (DELE1) and mitochondrial dynamin-like GTPase OPA1, mitochondrial fragmentation, and activation of the eIF2alpha-kinase heme-regulated inhibitor (HRI), and induces cyclic AMP-dependent transcription factor ATF-4-mediated integrated stress response (ISR) and hyperactivates mitochondrial ISR, which result in apoptosis. OMA1 plays a key role in the activation of the ISR pathway in response to hypoxia, amino acid deprivation, and accumulation of misfolded proteins. While ISR promotes the adaptation of tumor cells to hypoxic stress, prolonged activation of ISR induces apoptosis.

CAS Number2228857-70-1
PubChem CID134564305
IUPAC Name4-(3-fluorophenyl)-3-methyl-1-[5-propan-2-ylsulfanyl-4-[4-(trifluoromethyl)cyclohexen-1-yl]-1,3-thiazol-2-yl]pyrazole-5-carboxylic acid
Molecular FormulaC24H23F4N3O2S2
Molecular Weight525.6
XLogP7.3
Topological Polar Surface Area122
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Heavy Atom Count35
Formal Charge0
Complexity799
SMILES
CC1=NN(C(=C1C2=CC(=CC=C2)F)C(=O)O)C3=NC(=C(S3)SC(C)C)C4=CCC(CC4)C(F)(F)F
InChI
InChI=1S/C24H23F4N3O2S2/c1-12(2)34-22-19(14-7-9-16(10-8-14)24(26,27)28)29-23(35-22)31-20(21(32)33)18(13(3)30-31)15-5-4-6-17(25)11-15/h4-7,11-12,16H,8-10H2,1-3H3,(H,32,33)
InChIKey
LDSVVHIOWFIJNE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 4-(3-Fluorophenyl)-5-methyl-2-[5-propan-2-ylsulfanyl-4-[4-(trifluoromethyl)cyclohexen-1-yl]-1,3-thiazol-2-yl]pyrazole-3-carboxylic acid
CAS: 2228857-70-1
CID: 134564305
Formula: C24H23F4N3O2S2
MW: 525.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight525.6
XLogP37.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Exact Mass525.11678198
Monoisotopic Mass525.11678198
Topological Polar Surface Area122 Ų
Heavy Atom Count35
Formal Charge0
Complexity799
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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