TM-38837   

GtoPdb Ligand ID: 8705

Synonyms: compound 8 [1]
Compound class: Synthetic organic
Comment: TM-38837 is a cannabinoid CB1 receptor selective inverse agonist/antagonist [1]. This compound has been designed to be peripherally restricted so as to avoid the severe CNS side effects (depression, anxiety and stress disorders) which lead to the withdrawl of rimonabant, the first CB1 receptor antagonist to receive marketing approval. TM-38837 has been investigated as a treatment for obesity and metabolic disorders.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 77.88
Molecular weight 616.11
XLogP 8.19
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCc1c(nn(c1c1ccc(s1)C#Cc1ccc(cc1)C(F)(F)F)c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
Isomeric SMILES CCc1c(nn(c1c1ccc(s1)C#Cc1ccc(cc1)C(F)(F)F)c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
InChI InChI=1S/C30H25Cl2F3N4OS/c1-2-23-27(29(40)37-38-16-4-3-5-17-38)36-39(25-14-11-21(31)18-24(25)32)28(23)26-15-13-22(41-26)12-8-19-6-9-20(10-7-19)30(33,34)35/h6-7,9-11,13-15,18H,2-5,16-17H2,1H3,(H,37,40)
InChI Key VQOCBFYUDSBDCZ-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
1-(2,4-dichlorophenyl)-4-ethyl-N-piperidin-1-yl-5-[5-[2-[4-(trifluoromethyl)phenyl]ethynyl]thiophen-2-yl]pyrazole-3-carboxamide
Synonyms
compound 8 [1]
Database Links
GtoPdb PubChem SID 252166905
PubChem CID 49779607
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