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Compound Detail

CHEMBL2012553

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O=C(/C=C/c1ccc2c(c1)OCO2)OCc1cc(=O)c(O)co1

Basic Information

ChEMBL ID CHEMBL2012553
Phase Preclinical
Structure Type MOL
InChI Key MQIRDWDCKACDRZ-DUXPYHPUSA-N
2
Targets
3
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

316.3
MW (Da)
1.83
ALogP
7
HBA
1
HBD
95.2
PSA (Ų)
0.68
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H12O7
MW 316.27
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.72

Activity Summary

IC50 3 meas. best 5.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosinase
CHEMBL3318
IC50 5.85 5.835 1400.0 2
Mushroom tyrosinase
CHEMBL6066154
IC50 5.85 5.85 1400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosinase IC50 = 1400.0 nM 5.85 Inhibition of mushroom tyrosinase 34023737
Mushroom tyrosinase IC50 = 1400.0 nM 5.85 Inhibition of mushroom Tyrosinase 37487307
Tyrosinase IC50 = 1530.0 nM 5.82 Inhibition of mushroom tyrosinase 22330633

Literature References

PubMed DOI Target Context # Activities
22330633 10.1016/j.bmcl.2012.01.032 Tyrosinase 1
22330633 10.1016/j.bmcl.2012.01.032 Molecular identity unknown 1
22330633 10.1016/j.bmcl.2012.01.032 ADMET 1
30352713 10.1016/j.bmc.2018.10.010 Unchecked 1
34023737 10.1016/j.ejmech.2021.113546 Tyrosinase 1
34023737 10.1016/j.ejmech.2021.113546 Unchecked 1
37487307 10.1016/j.ejmech.2023.115672 Mushroom tyrosinase 1

Data from ChEMBL 36 via Core Engine