General Information of the Compound
Compound ID
CP0004475
Compound Name
RICOLINOSTAT
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Synonyms
1316214-52-4
2-(Diphenylamino)-N-(7-(hydroxyamino)-7-oxoheptyl)pyrimidine-5-carboxamide
2-(Diphenylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]-5-pyrimidinecarboxamide
2-(diphenylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]pyrimidine-5-carboxamide
ACY-63
AH4
AK151416
GTPL7010
MLS006011181
N-[7-(hydroxyamino)-7-oxoheptyl]-2-(N-phenylanilino)pyrimidine-5-carboxamide
Ricolinostat (USAN/INN)
Ricolinostat [USAN:INN]
Rocilinostat
Rocilinostat (ACY-1215)
SCHEMBL574580
UNII-WKT909C62B
WKT909C62B
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Structure
Formula
C24H27N5O3
Molecular Weight
433.512
Canonical SMILES
ONC(=O)CCCCCCNC(=O)c1cnc(nc1)N(c1ccccc1)c1ccccc1
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InChI
InChI=1S/C24H27N5O3/c30-22(28-32)15-9-1-2-10-16-25-23(31)19-17-26-24(27-18-19)29(20-11-5-3-6-12-20)21-13-7-4-8-14-21/h3-8,11-14,17-18,32H,1-2,9-10,15-16H2,(H,25,31)(H,28,30)
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InChIKey
QGZYDVAGYRLSKP-UHFFFAOYSA-N
CAS
1316214-52-4
Physicochemical Property
logP
4.1321
Rotatable Bonds
11
Heavy Atom Count
32
Polar Areas
107.45
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Complexity
32

"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: 53340666
SID: 125005606
ChEMBL ID
CHEMBL2364628
DrugBank ID
DB12376
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 = 58 nM
   TI
   LI
   LO
   TS
2
IC50 = 74 nM
   TI
   LI
   LO
   TS
3
IC50 = 100 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 16 nM
2 IC50 = 19 nM
3 IC50 = 38 nM
4 IC50 = 53 nM
5 IC50 = 58 nM
6 IC50 = 130 nM
7 IC50 = 187.9 nM
8 IC50 = 190 nM
9 IC50 = 390 nM
10 Ki = 74 nM
Protein ID: PT02410, Histone deacetylase 11
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 > 1000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 > 1000 nM
2 IC50 > 5000 nM
3 IC50 > 10000 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)  3
1
IC50 = 48 nM
   TI
   LI
   LO
   TS
2
IC50 = 66 nM
   TI
   LI
   LO
   TS
3
IC50 = 379 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 48 nM
2 IC50 = 95 nM
3 IC50 = 403 nM
4 Ki = 204 nM
Protein ID: PT00995, Histone deacetylase 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 14.3 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 51 nM
2 IC50 = 135 nM
3 IC50 = 295 nM
4 Ki = 123 nM
Protein ID: PT00994, Histone deacetylase 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 > 1000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 7000 nM
2 IC50 > 1000 nM
3 IC50 > 5000 nM
4 IC50 > 10000 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)  6
1
IC50 = 2.5 nM
   TI
   LI
   LO
   TS
2
IC50 = 2.59 nM
   TI
   LI
   LO
   TS
3
IC50 = 4.7 nM
   TI
   LI
   LO
   TS
4
IC50 = 5 nM
   TI
   LI
   LO
   TS
5
IC50 = 9 nM
   TI
   LI
   LO
   TS
6
IC50 = 12 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 4.7 nM
2 IC50 = 5 nM
3 IC50 = 6.8 nM
4 IC50 = 7 nM
5 IC50 = 9 nM
6 IC50 = 17 nM
7 IC50 = 17.9 nM
8 IC50 = 20 nM
9 IC50 = 27 nM
10 IC50 = 29 nM
11 IC50 = 2600 nM
12 Ki = 1 nM
Protein ID: PT01499, Histone deacetylase 8
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  2
1
IC50 = 245 nM
   TI
   LI
   LO
   TS
2
IC50 > 5000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 100 nM
2 IC50 = 254 nM
3 IC50 = 436 nM
4 IC50 > 5000 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 = 1584.89 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 125.89 nM
2 IC50 = 194 nM
3 IC50 > 10000 nM
Protein ID: PT02585, Proteasome subunit beta type-5
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000164 SEM Homo sapiens (Human)  1
1
IC50 > 25000 nM
   TI
   LI
   LO
   TS
CL000165 SUP-B15 Homo sapiens (Human)  1
1
IC50 > 25000 nM
   TI
   LI
   LO
   TS
CL000018 HL-60 Homo sapiens (Human)  1
1
IC50 > 25000 nM
   TI
   LI
   LO
   TS
Cell Viability or Cytotoxicity Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000186 RPMI-8226 Homo sapiens (Human)  1
1
IC50 = 11000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Rocilinostat )
Drug Name Rocilinostat
Company Acetylon pharmaceuticals
Indication
Multiple myeloma
Phase 2
Autoimmune diabetes
Phase 1/2