PQR620   

GtoPdb Ligand ID: 10142

Synonyms: compound 3 [PMID: 30359003] | PQR-620
Compound class: Synthetic organic
Comment: PQR620 is a potent and selective inhibitor of mTORC1/2 mTOR-containing complexes that was developed by PIQUR Therapeutics [2]. It is brain-penetrating and is being analysed for clinical potential in neurological disorders and cancer. PQR620 was designed as a more effective alternative to the rapalogs sirolimus, everolimus and temsirolimus which show only modest overall response rates in solid tumours [1]. Chemically PQR620 is a rationally designed derivative of bimiralisib (PQR309), in which bimiralisib's trifluoromethyl group is substituted by a difluoromethyl group, and its morpholino groups are substituted with oxo-azabicyclo moieties.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 102.52
Molecular weight 445.2
XLogP 2.66
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Nc1ncc(c(c1)C(F)F)c1nc(nc(n1)N1C2COCC1CC2)N1C2COCC1CC2
Isomeric SMILES Nc1ncc(c(c1)C(F)F)c1nc(nc(n1)N1C2COCC1CC2)N1C2COCC1CC2
InChI InChI=1S/C21H25F2N7O2/c22-18(23)15-5-17(24)25-6-16(15)19-26-20(29-11-1-2-12(29)8-31-7-11)28-21(27-19)30-13-3-4-14(30)10-32-9-13/h5-6,11-14,18H,1-4,7-10H2,(H2,24,25)
InChI Key UGDKPWVVBKHRDK-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
5-[4,6-bis(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-1,3,5-triazin-2-yl]-4-(difluoromethyl)pyridin-2-amine
Synonyms
compound 3 [PMID: 30359003] | PQR-620
Comments
PQR620 is a potent and selective inhibitor of mTORC1/2 mTOR-containing complexes that was developed by PIQUR Therapeutics [2]. It is brain-penetrating and is being analysed for clinical potential in neurological disorders and cancer. PQR620 was designed as a more effective alternative to the rapalogs sirolimus, everolimus and temsirolimus which show only modest overall response rates in solid tumours [1]. Chemically PQR620 is a rationally designed derivative of bimiralisib (PQR309), in which bimiralisib's trifluoromethyl group is substituted by a difluoromethyl group, and its morpholino groups are substituted with oxo-azabicyclo moieties.
Database Links
GtoPdb PubChem SID 381118852
PubChem CID 121334520
Search Google for chemical match using the InChIKey UGDKPWVVBKHRDK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone UGDKPWVVBKHRDK
Search UniChem for chemical match using the InChIKey UGDKPWVVBKHRDK-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone UGDKPWVVBKHRDK