compound 2 [PMID: 26061392]   Click here for help

GtoPdb Ligand ID: 8548

Synonyms: caged vemurafenib prodrug
Compound class: Synthetic organic
Comment: This vemurafenib photo prodrug shows proof of concept in loss-of-function and light-dependent recovery of efficacy in kinase and cellular assays [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 12
Topological polar surface area 153.72
Molecular weight 684.13
XLogP 7.43
No. Lipinski's rules broken 2
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Canonical SMILES CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c1cn(c2c1cc(cn2)c1ccc(cc1)Cl)Cc1cc(OC)c(cc1N(=O)=O)OC)F
Isomeric SMILES CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c1cn(c2c1cc(cn2)c1ccc(cc1)Cl)Cc1cc(OC)c(cc1N(=O)=O)OC)F
InChI InChI=1S/C32H27ClF2N4O7S/c1-4-11-47(43,44)37-25-10-9-24(34)29(30(25)35)31(40)23-17-38(16-20-13-27(45-2)28(46-3)14-26(20)39(41)42)32-22(23)12-19(15-36-32)18-5-7-21(33)8-6-18/h5-10,12-15,17,37H,4,11,16H2,1-3H3
Classification Click here for help
Compound class Synthetic organic
Is prodrug? Yes
Active form vemurafenib
IUPAC Name Click here for help
Synonyms Click here for help
caged vemurafenib prodrug
Database Links Click here for help
GtoPdb PubChem SID 252166749
PubChem CID 91827370
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