RV6153   Click here for help

GtoPdb Ligand ID: 10163

Synonyms: RV-6153
Immunopharmacology Ligand
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.
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2D Structure
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Physico-chemical Properties
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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
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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
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[[4-amino-3-(3-fluoro-5-hydroxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]methyl]-5-[3-[2-(2-methoxyethoxy)ethoxy]prop-1-ynyl]-3-[[2-(trifluoromethyl)phenyl]methyl]quinazolin-4-one
Synonyms Click here for help
RV-6153
Database Links Click here for help
BindingDB Ligand 200638
ChEMBL Ligand CHEMBL3934989
GtoPdb PubChem SID 381118873
PubChem CID 86268622
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