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Compound Detail

CHEMBL4457540

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CC(C)=CCc1ccc(/C=C/C(=O)O)cc1OC(=O)CCc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4457540
Phase Preclinical
Structure Type MOL
InChI Key ZDAFNOSGSMUQEY-GXDHUFHOSA-N
2
Targets
8
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

364.4
MW (Da)
4.83
ALogP
3
HBA
1
HBD
63.6
PSA (Ų)
0.32
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H24O4
MW 364.44
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 0.74

Activity Summary

IC50 8 meas. best 7.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aldo-keto reductase family 1 member C3
CHEMBL4681
 IC50 7.1 6.725 79.4 6
Aldo-keto reductase family 1 member C2
CHEMBL5847
 IC50 4.64 4.62 23000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aldo-keto reductase family 1 member C3 IC50 = 79.43 nM 7.1 Inhibition of recombinant AKR1C3 (unknown origin) assessed as reduction in S-tet... 27563402
Aldo-keto reductase family 1 member C3 IC50 = 88.0 nM 7.06 Inhibition of recombinant human AKR1C3 expressed in Escherichia coli BL21 (D3) u... 30836001
Aldo-keto reductase family 1 member C3 IC50 = 88.0 nM 7.06 Inhibition of recombinant human AKR1C3 expressed in Escherichia coli BL21 measur... 30836001
Aldo-keto reductase family 1 member C3 IC50 = 210.0 nM 6.68 Inhibition of AKR1C3 in human HL60 cells assessed as potentiation of etoposide-i... 27563402
Aldo-keto reductase family 1 member C3 IC50 = 330.0 nM 6.48 Inhibition of AKR1C3 in human HL60 cells assessed as potentiation of etoposide-i... 27563402
Aldo-keto reductase family 1 member C3 IC50 = 1080.0 nM 5.97 Inhibition of AKR1C3 in human KG1a cells assessed as potentiation of etoposide-i... 27563402
Aldo-keto reductase family 1 member C2 IC50 = 23000.0 nM 4.64 Inhibition of recombinant human AKR1C2 expressed in Escherichia coli BL21 (D3) u... 30836001
Aldo-keto reductase family 1 member C2 IC50 = 25118.86 nM 4.6 Inhibition of recombinant AKR1C2 (unknown origin) assessed as reduction in S-tet... 27563402

Literature References

PubMed DOI Target Context # Activities
27563402 10.1021/acsmedchemlett.6b00163 Aldo-keto reductase family 1 member C3 15
30836001 10.1021/acs.jmedchem.9b00090 Aldo-keto reductase family 1 member C3 2
30836001 10.1021/acs.jmedchem.9b00090 Aldo-keto reductase family 1 member C2 1
30836001 10.1021/acs.jmedchem.9b00090 Unchecked 1
27563402 10.1021/acsmedchemlett.6b00163 HL-60 1
27563402 10.1021/acsmedchemlett.6b00163 KG-1a 1
27563402 10.1021/acsmedchemlett.6b00163 Aldo-keto reductase family 1 member C2 1
27563402 10.1021/acsmedchemlett.6b00163 Unchecked 1

Data from ChEMBL 36 via Core Engine