panulisib   Click here for help

GtoPdb Ligand ID: 9916

Synonyms: example 96 [WO2012007926A1] | P7170
Compound class: Synthetic organic
Comment: Panulisib (P7170) is a potent small-molecule inhibitor of class I PI3K isoforms, mTOR kinase and activin receptor-like kinase 1 (ALK1) [1,3]. It was developed for antiangiogenic efficacy as a novel cancer therapy and has shown efficacy in in vitro and in vivo models of human non-small cell lung cancer [3]. The chemical structure is claimed in Piramal Life Sciences' patent WO2012007926 where it is example 96 [2].
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 7
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 133.97
Molecular weight 527.18
XLogP 4.73
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES N#CN=c1n(c2ccc(nc2)C(C#N)(C)C)c2c(n1C)cnc1c2cc(cc1)c1cnc(c(c1)C(F)(F)F)N
Isomeric SMILES N#CN=c1n(c2ccc(nc2)C(C#N)(C)C)c2c(n1C)cnc1c2cc(cc1)c1cnc(c(c1)C(F)(F)F)N
InChI InChI=1S/C27H20F3N9/c1-26(2,13-31)22-7-5-17(11-35-22)39-23-18-8-15(16-9-19(27(28,29)30)24(33)36-10-16)4-6-20(18)34-12-21(23)38(3)25(39)37-14-32/h4-12H,1-3H3,(H2,33,36)
InChI Key VJLRLTSXTLICIR-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[8-[6-amino-5-(trifluoromethyl)pyridin-3-yl]-1-[6-(2-cyanopropan-2-yl)pyridin-3-yl]-3-methylimidazo[4,5-c]quinolin-2-ylidene]cyanamide
International Nonproprietary Names Click here for help
INN number INN
9790 panulisib
Synonyms Click here for help
example 96 [WO2012007926A1] | P7170
Database Links Click here for help
CAS Registry No. 1356033-60-7 (source: WHO INN record)
GtoPdb PubChem SID 363894210
PubChem CID 56947515
Search Google for chemical match using the InChIKey VJLRLTSXTLICIR-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VJLRLTSXTLICIR
Search PubMed clinical trials panulisib
Search PubMed titles panulisib
Search PubMed titles/abstracts panulisib
Search UniChem for chemical match using the InChIKey VJLRLTSXTLICIR-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone VJLRLTSXTLICIR