General Information of the Compound
Compound ID
CP0016939
Compound Name
N-(2-aminophenyl)-4-[[(4-pyridin-3-ylpyrimidin-2-yl)amino]methyl]benzamide
    Show/Hide
Synonyms
MG 0103
MG 4230
MG 4915
MG 5026
MG-0103
MG-4230
MG-4915
MG-5026
MG0103
MG4230
MG4915
MG5206
MGCD 0103
MGCD-0103
MGCD0103
Mocetinostat
Mocetinostat, MGCD0103
N-(2-Aminophenyl)-4-((4-pyridin-3-ylpyrimidin-2-ylamino)methyl)benzamide
N-(2-aminophenyl)-4-[[(4-pyridin-3-ylpyrimidin-2-yl)amino]methyl]benzamide
    Show/Hide
Structure
Formula
C23H20N6O
Molecular Weight
396.454
Canonical SMILES
Nc1ccccc1NC(=O)c1ccc(CNc2nccc(n2)-c2cccnc2)cc1
    Show/Hide
InChI
InChI=1S/C23H20N6O/c24-19-5-1-2-6-21(19)28-22(30)17-9-7-16(8-10-17)14-27-23-26-13-11-20(29-23)18-4-3-12-25-15-18/h1-13,15H,14,24H2,(H,28,30)(H,26,27,29)
    Show/Hide
InChIKey
HRNLUBSXIHFDHP-UHFFFAOYSA-N
CAS
726169-73-9
Physicochemical Property
logP
3.9852
Rotatable Bonds
6
Heavy Atom Count
30
Polar Areas
105.82
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Complexity
30

"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).

    Show/Hide
Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 9865515
SID: 14830272
ChEMBL ID
CHEMBL272980
DrugBank ID
DB11830
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
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 102 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 130 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000023 BTI-Tn-5B1-4
 Cell Line Info 
Trichoplusia ni (Cabbage looper)  2
1
IC50 = 390 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 950 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 68.2 nM
2 IC50 = 86.3 nM
3 IC50 = 98 nM
4 IC50 = 150 nM
5 IC50 = 152 nM
6 IC50 = 171 nM
7 IC50 = 184 nM
8 IC50 = 820 nM
9 Ki = 9 nM
Protein ID: PT00835, Histone deacetylase 2
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4
 Cell Line Info 
Trichoplusia ni (Cabbage looper)  1
1
IC50 = 170 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 22 nM
2 IC50 = 280 nM
3 IC50 = 283 nM
4 IC50 = 290 nM
5 Ki = 32.4 nM
Protein ID: PT00995, Histone deacetylase 3
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4
 Cell Line Info 
Trichoplusia ni (Cabbage looper)  2
1
IC50 = 360 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 1670 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 610 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 620 nM
2 IC50 = 1165 nM
3 IC50 = 1660 nM
4 Ki = 265 nM
Protein ID: PT01213, Histone deacetylase 6
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9
 Cell Line Info 
Spodoptera frugiperda (Fall armyworm)  1
1
IC50 > 10000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 > 10000 nM
2 IC50 > 20000 nM
3 IC50 > 30000 nM
Clinical Information about the Compound
Drug 1 ( MGCD-0103 )
Drug Name MGCD-0103
Company MethylGene Inc
Indication
Solid tumour/cancer
Phase 2
Non-small-cell lung cancer
Phase 2
Diffuse large B-cell lymphoma
Phase 1/2
Melanoma
Phase 1
Target(s)
Histone deacetylase 1 (HDAC1)
 Target Info 
Inhibitor