compound 7 [PMID: 31955578]   Click here for help

GtoPdb Ligand ID: 10649

Compound class: Synthetic organic
Comment: Compound 7 was designed by scientists at Novartis, as a potent and selective brain-penetrant inhibitor of mechanistic target of rapamycin (mTOR) [1]. It is an ATP-competitive inhibitor. It is already established that inhibition of mTOR in the CNS providees clinical efficacy in certain seizure disorders (such as tuberous sclerosis complex; TSC [2]) that are associated with overactivated mTOR signalling [3-4]. The allosteric mTOR inhibitor everolimus is already approved as adjunctive treatment for patients with TSC-associated partial-onset seizures. Compound 7 was optimised to provide a molecule with improved brain permeability compared to everolimus.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 120.53
Molecular weight 401.16
XLogP 2.22
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES C[C@@H]1COCCN1c1nc(nc2c1nc(s2)c1n[nH]cc1)N1CCOC[C@@H]1C
Isomeric SMILES C[C@@H]1COCCN1c1nc(nc2c1nc(s2)c1n[nH]cc1)N1CCOC[C@@H]1C
InChI InChI=1S/C18H23N7O2S/c1-11-9-26-7-5-24(11)15-14-17(28-16(20-14)13-3-4-19-23-13)22-18(21-15)25-6-8-27-10-12(25)2/h3-4,11-12H,5-10H2,1-2H3,(H,19,23)/t11-,12+/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
GtoPdb PubChem SID 404859096
PubChem CID 145996536
Search Google for chemical match using the InChIKey ZJXHODMMACVLQQ-NEPJUHHUSA-N
Search Google for chemicals with the same backbone ZJXHODMMACVLQQ
UniChem Compound Search for chemical match using the InChIKey ZJXHODMMACVLQQ-NEPJUHHUSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZJXHODMMACVLQQ-NEPJUHHUSA-N