NCATS-SM3710   Click here for help

GtoPdb Ligand ID: 11822

Antimalarial Ligand
Compound class: Synthetic organic
Comment: NCATS-SM3710 is a torin 2 derivative, with potent antimalarial activity [1].
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 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 63.47
Molecular weight 465.12
XLogP 6.82
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES Clc1ccc(cc1)c1ccc2c(c1)c1c(cn2)ccc(=O)n1c1ccc(cc1)C(=O)NC1CC1
Isomeric SMILES Clc1ccc(cc1)c1ccc2ncc3c(n(c(=O)cc3)c3ccc(cc3)C(=O)NC3CC3)c2c1
InChI InChI=1S/C28H20ClN3O2/c29-21-7-1-17(2-8-21)19-5-13-25-24(15-19)27-20(16-30-25)6-14-26(33)32(27)23-11-3-18(4-12-23)28(34)31-22-9-10-22/h1-8,11-16,22H,9-10H2,(H,31,34)
InChI Key VPSFQPBONOUNSO-UHFFFAOYSA-N
References
1. Krishnan K, Ziniel P, Li H, Huang X, Hupalo D, Gombakomba N, Guerrero SM, Dotrang T, Lu X, Caridha D et al.. (2020)
Torin 2 Derivative, NCATS-SM3710, Has Potent Multistage Antimalarial Activity through Inhibition of P. falciparum Phosphatidylinositol 4-Kinase (Pf PI4KIIIβ).
ACS Pharmacol Transl Sci, 3 (5): 948-964. [PMID:33073193]