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Compound Detail

CHEMBL2441094

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COc1cccc(C(=O)Nc2ccc(Oc3ccc(O)cc3)c(C)c2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2441094
Phase Preclinical
Structure Type MOL
InChI Key IBNFBUZURJLOIX-UHFFFAOYSA-N
7
Targets
10
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

349.4
MW (Da)
4.75
ALogP
4
HBA
2
HBD
67.8
PSA (Ų)
0.70
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H19NO4
MW 349.39
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.00

Activity Summary

IC50 10 meas. best 7.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Androgen receptor
CHEMBL1871
 IC50 7.37 6.3567 43.0 3
LNCaP
CHEMBL612518
 IC50 7.37 7.37 43.0 1
CWR22R
CHEMBL612657
 IC50 6.66 6.66 220.0 1
Androgen receptor
CHEMBL3056
 IC50 6.12 6.12 750.0 2
SC-3
CHEMBL614897
 IC50 6.12 6.12 750.0 1
Progesterone receptor
CHEMBL208
 IC50 5.3 5.3 5000.0 1
PC-3
CHEMBL390
 IC50 5.24 5.24 5700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Androgen receptor IC50 = 43.0 nM 7.37 Antagonist activity at androgen receptor T877A mutant (unknown origin) expressed... 24900588
LNCaP IC50 = 43.0 nM 7.37 Antiproliferative activity against human LNCaP cells expressing Androgen recepto... 35786895
Androgen receptor IC50 = 220.0 nM 6.66 Antagonist activity at androgen receptor H874Y mutant (unknown origin) expressed... 24900588
CWR22R IC50 = 220.0 nM 6.66 Antiproliferative activity against human 22Rv1 cells expressing Androgen recepto... 35786895
Androgen receptor IC50 = 750.0 nM 6.12 Antagonist activity at androgen receptor in mouse SC3 cells assessed as inhibiti... 24900588
Androgen receptor IC50 = 750.0 nM 6.12 Antagonist activity at AR in mouse SC3 cells assessed as inhibition of DHT-induc... 30228001
SC-3 IC50 = 750.0 nM 6.12 Antiproliferative activity against mouse SC-3 cells 35786895
Progesterone receptor IC50 = 5000.0 nM 5.3 Antagonist activity at progesterone receptor in human T47D cells incubated for 2... 27994732
PC-3 IC50 = 5700.0 nM 5.24 Cytotoxicity against human PC3 cells assessed as growth inhibition after 3 days ... 24900588
Androgen receptor IC50 = 9200.0 nM 5.04 Displacement of [3H]-DHT from human GST-tagged androgen receptor LBD (627 to 919... 24900588

Literature References

PubMed DOI Target Context # Activities
24900588 10.1021/ml4001744 Androgen receptor 5
30228001 10.1016/j.bmc.2018.09.008 Androgen receptor 4
27994732 10.1021/acsmedchemlett.6b00184 Progesterone receptor 2
28506584 10.1016/j.bmc.2017.04.032 Glucocorticoid receptor 2
24900588 10.1021/ml4001744 PC-3 1
27994732 10.1021/acsmedchemlett.6b00184 Androgen receptor 1
30228001 10.1016/j.bmc.2018.09.008 PC-3 1
35786895 10.1021/acs.jmedchem.2c00716 SC-3 1
35786895 10.1021/acs.jmedchem.2c00716 LNCaP 1
35786895 10.1021/acs.jmedchem.2c00716 CWR22R 1
35786895 10.1021/acs.jmedchem.2c00716 PC-3 1

Data from ChEMBL 36 via Core Engine