General Information of the Compound
Compound ID
CP0014148
Compound Name
N-hydroxy-1-[(4-methoxyphenyl)methyl]indole-6-carboxamide
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Synonyms
HDAC 8 inhibitors (cancer/inflammation)
HDAC 8 inhibitors (cancer/inflammation), Pharmacyclics
PCI-34051
PCI-34259
PCI-34260
PCI-40505
PCI-43744
PCI-45159
PCI-47634
PCI-48000
PCI-48001
PCI-48002
PCI-48003
PCI-48004
PCI-48006
PCI-48007
PCI-48008
PCI-48009
PCI-48010
PCI-48011
PCI-48012
PCI-48013
PCI-48018
PCI-48036
PCI-48039
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Structure
Formula
C17H16N2O3
Molecular Weight
296.326
Canonical SMILES
COc1ccc(Cn2ccc3ccc(cc23)C(=O)NO)cc1
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InChI
InChI=1S/C17H16N2O3/c1-22-15-6-2-12(3-7-15)11-19-9-8-13-4-5-14(10-16(13)19)17(20)18-21/h2-10,21H,11H2,1H3,(H,18,20)
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InChIKey
AJRGHIGYPXNABY-UHFFFAOYSA-N
Physicochemical Property
logP
2.8172
Rotatable Bonds
4
Heavy Atom Count
22
Polar Areas
63.49
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Complexity
22

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 24753719
SID: 49656424
ChEMBL ID
CHEMBL2170177
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00991, Histone deacetylase 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  3
1
IC50 = 3800 nM
   TI
   LI
   LO
   TS
2
IC50 = 28300 nM
   TI
   LI
   LO
   TS
3
IC50 = 50118.72 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 4000 nM
2 IC50 = 8000 nM
3 IC50 = 14410 nM
4 IC50 > 100000 nM
Protein ID: PT00835, Histone deacetylase 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 31000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 > 20000 nM
2 IC50 > 50000 nM
3 IC50 > 100000 nM
Protein ID: PT01213, Histone deacetylase 6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 48200 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 2900 nM
2 IC50 = 3100 nM
3 IC50 = 4570 nM
4 IC50 = 9300 nM
5 IC50 = 20000 nM
Protein ID: PT01443, Polyamine deacetylase HDAC10
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  1
1
IC50 > 10000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 13000 nM
2 IC50 = 39810.72 nM
3 IC50 > 20000 nM
Clinical Information about the Compound
Drug 1 ( PCI-34051 )
Drug Name PCI-34051
Company Pharmacyclics Inc
Indication
Solid tumour/cancer
Investigative
Target(s)
Histone deacetylase 8 (HDAC8)
Inhibitor