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Compound Detail

CHEMBL522298

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COc1cc(OC)c2c(c1Cl)O[C@]1(C2=O)C(OCc2ccccc2)=C/C(=N\O)C[C@H]1C

Basic Information

ChEMBL ID CHEMBL522298
Phase Preclinical
Structure Type MOL
InChI Key JNURSSSYRMVXBX-BCAOYBLESA-N
5
Targets
6
Activities
1
Assay Types
2
PK Parameters
10
Publications
0
Known Names

Molecular Properties

443.9
MW (Da)
4.64
ALogP
7
HBA
1
HBD
86.6
PSA (Ų)
0.53
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 C23H22ClNO6
MW 443.88
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness 0.96

Activity Summary

IC50 6 meas. best 6.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trichophyton mentagrophytes
CHEMBL613162
IC50 6.52 6.52 300.0 1
Unchecked
CHEMBL612545
IC50 6.05 6.05 900.0 1
MDA-MB-231
CHEMBL400
IC50 5.89 5.87 1290.0 2
U2OS
CHEMBL615023
IC50 5.79 5.79 1610.0 1
Trichophyton rubrum
CHEMBL612649
IC50 5.1 5.1 7900.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.75 hr Mus musculus
T1/2 0.95 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19402668 10.1021/jm801517j Unchecked 1
22191585 10.1021/jm200835c Trichophyton mentagrophytes 1
22191585 10.1021/jm200835c Trichophyton rubrum 1
22191585 10.1021/jm200835c MDA-MB-231 1
22191585 10.1021/jm200835c No relevant target 1
27061984 10.1016/j.ejmech.2016.03.071 ADMET 1
27061984 10.1016/j.ejmech.2016.03.071 No relevant target 1
27061984 10.1016/j.ejmech.2016.03.071 U2OS 1
27061984 10.1016/j.ejmech.2016.03.071 MDA-MB-231 1
27061984 10.1016/j.ejmech.2016.03.071 Liver microsome 1

Data from ChEMBL 36 via Core Engine