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
SMILES / InChI / InChIKey
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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
InChI Key JMMXKBJIBAVJSU-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Is prodrug? Yes
Active form vemurafenib
IUPAC Name Click here for help
N‐{3‐[5‐(4‐chlorophenyl)‐1‐[(4,5‐dimethoxy‐2‐nitrophenyl)methyl]‐1H‐pyrrolo[2,3‐b]pyridine‐3‐carbonyl]‐2,4‐difluorophenyl}propane‐1‐sulfonamide
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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