RV6153   

GtoPdb Ligand ID: 10163

Synonyms: RV-6153
Compound class: Synthetic organic
Comment: RV6153 is a clinical stage PI3Kγδ inhibitor [1] that is being developed by Janssen Biotech subsidiary RespiVert. The chemical structure is claimed in patent US9227977B2 [2]. It is a derivative of RV1729. RV6153 is selective for PI3Kγδ over the α and β enzyme isoforms.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 152.43
Molecular weight 717.23
XLogP 5.88
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES COCCOCCOCC#Cc1cccc2c1c(=O)n(c(n2)Cn1nc(c2c1ncnc2N)c1cc(O)cc(c1)F)Cc1ccccc1C(F)(F)F
Isomeric SMILES COCCOCCOCC#Cc1cccc2c1c(=O)n(c(n2)Cn1nc(c2c1ncnc2N)c1cc(O)cc(c1)F)Cc1ccccc1C(F)(F)F
InChI InChI=1S/C36H31F4N7O5/c1-50-12-13-52-15-14-51-11-5-8-22-7-4-10-28-30(22)35(49)46(19-23-6-2-3-9-27(23)36(38,39)40)29(44-28)20-47-34-31(33(41)42-21-43-34)32(45-47)24-16-25(37)18-26(48)17-24/h2-4,6-7,9-10,16-18,21,48H,11-15,19-20H2,1H3,(H2,41,42,43)
InChI Key JTACVHJPXOKMTI-UHFFFAOYSA-N
References
1. Perry MWD, Abdulai R, Mogemark M, Petersen J, Thomas MJ, Valastro B, Westin Eriksson A. (2019)
Evolution of PI3Kγ and δ Inhibitors for Inflammatory and Autoimmune Diseases.
J. Med. Chem., 62 (10): 4783-4814. [PMID:30582813]
2. Taddei DMA, Onions ST, Smith AJ, Copmans AH, Broeckx RLM. (2016)
Phosphoinositide 3-kinase inhibitors.
Patent number: US9227977B2. Assignee: Respivert Ltd. Priority date: 15/03/2013. Publication date: 05/01/2016.