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Compound Detail

CHEMBL212948

DAMNACANTHAL
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COc1c(C=O)c(O)cc2c1C(=O)c1ccccc1C2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL212948
Name DAMNACANTHAL
Phase Preclinical
Structure Type MOL
InChI Key IPDMWUNUULAXLU-UHFFFAOYSA-N
7
Targets
12
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

282.2
MW (Da)
1.99
ALogP
5
HBA
1
HBD
80.7
PSA (Ų)
0.73
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H10O5
MW 282.25
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 1.29

Activity Summary

IC50 12 meas. best 7.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 7.77 7.25 17.0 3
LIM domain kinase 1
CHEMBL3836
 IC50 6.1 6.1 800.0 3
LIM domain kinase 2
CHEMBL5932
 IC50 5.82 5.82 1500.0 2
MCF7
CHEMBL387
 IC50 4.96 4.96 11000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.6 4.6 25000.0 1
DU-145
CHEMBL613508
 IC50 4.58 4.58 26000.0 1
Trypanosoma cruzi
CHEMBL368
 IC50 4.4 4.4 39510.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase Lck IC50 = 17.0 nM 7.77 Inhibition of p56 Lck tyrosine kinase in Jurkat cells where p56lck autophosphory... -
Tyrosine-protein kinase Lck IC50 = 17.0 nM 7.77 Inhibition of p56lck autophosphorylation 18077363
Tyrosine-protein kinase Lck IC50 = 620.0 nM 6.21 Inhibition of p56lck-mediated exogenous peptide phosphorylation 18077363
LIM domain kinase 1 IC50 = 800.0 nM 6.1 Inhibition of Limk1 (unknown origin) 25621531
LIM domain kinase 1 IC50 = 800.0 nM 6.1 Inhibition of his6 tagged LIMK1 (unknown origin) expressed in baculovirus-infect... 36136092
LIM domain kinase 1 IC50 = 800.0 nM 6.1 Inhibition of LIMK1 (unknown origin) 29908439
LIM domain kinase 2 IC50 = 1530.0 nM 5.82 Inhibition of his6 tagged LIMK2 (unknown origin) expressed in baculovirus-infect... 36136092
LIM domain kinase 2 IC50 = 1500.0 nM 5.82 Inhibition of LIMK2 (unknown origin) 29908439
MCF7 IC50 = 11000.0 nM 4.96 Cytotoxicity against Homo sapiens (human) MCF7 cells assessed as inhibition of c... -
NON-PROTEIN TARGET IC50 = 25000.0 nM 4.6 Cytotoxicity against Homo sapiens (human) H460 cells assessed as inhibition of c... -
DU-145 IC50 = 26000.0 nM 4.58 Cytotoxicity against Homo sapiens (human) DU145 cells assessed as inhibition of ... -
Trypanosoma cruzi IC50 = 39510.0 nM 4.4 Antiprotozoan activity against intracellular amastigote stage of Trypanosoma cru... 26906638

Literature References

PubMed DOI Target Context # Activities
18077363 10.1073/pnas.0708800104 Unchecked 8
- 10.1007/s00044-012-0197-5 NON-PROTEIN TARGET 4
2558164 10.1021/np50065a012 Unchecked 4
2558164 10.1021/np50065a012 Raji 4
27575477 10.1016/j.bmcl.2016.08.055 Unchecked 3
18077363 10.1073/pnas.0708800104 Tyrosine-protein kinase Lck 2
8759160 10.1021/np960346g NRK 2
16824761 10.1016/j.bmcl.2006.06.027 Aspergillus fumigatus 1
16824761 10.1016/j.bmcl.2006.06.027 Trichophyton benhamiae 1
16824761 10.1016/j.bmcl.2006.06.027 Sporothrix schenckii 1
16824761 10.1016/j.bmcl.2006.06.027 Cryptococcus neoformans 1
20349977 10.1021/jm901718z Autotaxin 1
16824761 10.1016/j.bmcl.2006.06.027 Candida albicans 1
- 10.1007/s00044-012-0197-5 DU-145 1
- 10.1007/s00044-012-0197-5 MES-SA 1
- 10.1007/s00044-012-0197-5 MCF7 1
25621531 10.1021/jm501680m LIM domain kinase 1 1
26916438 10.1016/j.bmcl.2016.02.036 Unchecked 1
26906638 10.1016/j.bmcl.2016.02.044 Trypanosoma cruzi 1
29908439 10.1016/j.ejmech.2018.06.016 LIM domain kinase 2 1

Data from ChEMBL 36 via Core Engine