Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL69367

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CC1(C)CCC(C)(C)c2cc(C(=O)Nc3ccc(C(=O)O)cc3)ccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL69367
Phase Preclinical
Structure Type MOL
InChI Key SZWKGOZKRMMLAJ-UHFFFAOYSA-N
5
Targets
25
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

351.4
MW (Da)
4.99
ALogP
2
HBA
2
HBD
66.4
PSA (Ų)
0.82
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H25NO3
MW 351.45
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.29

Activity Summary

EC50 16 meas. best 9.52
Kd 6 meas. best 7.44
IC50 3 meas. best 7.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Retinoic acid receptor alpha
CHEMBL2055
 EC50 9.52 8.648 0.3 5
Retinoic acid receptor beta
CHEMBL2008
 EC50 8.07 7.7386 8.6 7
Retinoic acid receptor gamma
CHEMBL2003
 EC50 8.0 7.8025 10.0 4
Retinoic acid receptor alpha
CHEMBL2055
 Kd 7.44 7.44 36.0 2
Retinoic acid receptor alpha
CHEMBL2055
 IC50 7.39 7.39 41.0 1
Retinoic acid receptor beta
CHEMBL2008
 Kd 5.87 5.86 1361.0 2
Cytochrome P450 3A4
CHEMBL340
 IC50 5.64 5.64 2300.0 1
Retinoic acid receptor gamma
CHEMBL2003
 Kd 5.42 5.42 3800.0 2
Cytochrome P450 26A1
CHEMBL5141
 IC50 5.19 5.19 6500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Retinoic acid receptor alpha EC50 = 0.3 nM 9.52 Affinity On-target Cellular interaction: (Reporter gene assay (HEK293T cells)) E... -
Retinoic acid receptor alpha EC50 = 0.3 nM 9.52 Activity at human RARalpha ligand binding domain expressed in COS7 cells co-tran... 19058965
Retinoic acid receptor alpha EC50 = 2.0 nM 8.7 Effective concentration for retinoic acid receptor RAR alpha transcriptional act... 12372520
Retinoic acid receptor alpha EC50 = 4.0 nM 8.4 Agonist activity at RARalpha by TR-FRET assay 21218783
Retinoic acid receptor beta EC50 = 8.6 nM 8.07 Activity at human RARbeta ligand binding domain expressed in COS7 cells co-trans... 19058965
Retinoic acid receptor beta EC50 = 9.0 nM 8.05 Effective concentration for retinoic acid receptor RAR beta transcriptional acti... 12372520
Retinoic acid receptor beta EC50 = 9.0 nM 8.05 Affinity On-target Cellular interaction: (Reporter gene assay (HEK293T cells)) E... -
Retinoic acid receptor gamma EC50 = 10.0 nM 8.0 Affinity On-target Cellular interaction: (Reporter gene assay (HEK293T cells)) E... -
Retinoic acid receptor gamma EC50 = 13.0 nM 7.89 Activity at human RARgamma ligand binding domain expressed in COS7 cells co-tran... 19058965
Retinoic acid receptor gamma EC50 = 19.0 nM 7.72 Effective concentration for retinoic acid receptor RAR gamma transcriptional act... 12372520
Retinoic acid receptor beta EC50 = 19.95 nM 7.7 Transcriptional activity against RARbeta2 16302793
Retinoic acid receptor beta EC50 = 19.95 nM 7.7 Agonist activity at RARbeta2 expressed in mouse NIH3T3 cells by R-SAT assay 19239230
Retinoic acid receptor gamma EC50 = 25.12 nM 7.6 Activity at RARgamma expressed in mouse NIH3T3 cells by R-SAT assay 19239230
Retinoic acid receptor alpha Kd = 36.0 nM 7.44 Binding affinity for baculovirus-expressed Retinoic acid receptor RAR alpha 8759622
Retinoic acid receptor alpha Kd = 36.0 nM 7.44 Binding affinity fo retinoic acid receptor RAR alpha 12372520
Retinoic acid receptor alpha IC50 = 41.0 nM 7.39 Binding affinity for Retinoic Acid Receptor alpha (RAR alpha) 10669568
Retinoic acid receptor beta EC50 = 50.12 nM 7.3 Transcriptional activity against RARbeta1 16302793
Retinoic acid receptor beta EC50 = 50.12 nM 7.3 Activity at RARbeta1 expressed in mouse NIH3T3 cells by R-SAT assay 19239230
Retinoic acid receptor alpha EC50 = 79.43 nM 7.1 Activity at RARalpha expressed in mouse NIH3T3 cells by R-SAT assay 19239230
Retinoic acid receptor beta Kd = 1361.0 nM 5.87 Binding affinity for baculovirus-expressed Retinoic acid receptor RAR beta 8759622

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4689842 U2OS 9
- 10.6019/CHEMBL4689842 Fibroblast 9
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
16302793 10.1021/jm050891r Retinoic acid receptor beta 4
29288071 10.1016/j.bmc.2017.12.015 Unchecked 4
- 10.6019/CHEMBL5724696 TERT-RPE1 4
12372520 10.1016/s0960-894x(02)00647-9 Retinoic acid receptor alpha 4
12372520 10.1016/s0960-894x(02)00647-9 Retinoic acid receptor beta 3
19239230 10.1021/jm801532e Retinoic acid receptor beta 3
12372520 10.1016/s0960-894x(02)00647-9 Retinoic acid receptor gamma 3
10669568 10.1021/jm990063w Retinoic acid receptor alpha 3
29288071 10.1016/j.bmc.2017.12.015 Retinoic acid receptor alpha 3
2795600 10.1021/jm00130a011 HL-60 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
24559867 10.1016/j.bmc.2014.01.023 Nuclear receptor ROR-gamma 2
19058965 10.1016/j.bmcl.2008.11.040 Retinoic acid receptor gamma 2
19058965 10.1016/j.bmcl.2008.11.040 Retinoic acid receptor alpha 2
19058965 10.1016/j.bmcl.2008.11.040 Retinoic acid receptor beta 2
19239230 10.1021/jm801532e Retinoic acid receptor alpha 2

Data from ChEMBL 36 via Core Engine