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Compound Detail

CHEMBL148472

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O=C(/C=C/c1ccccc1O)c1ccc(O)cc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL148472
Phase Preclinical
Structure Type MOL
InChI Key MACMAADVRVVHBD-VMPITWQZSA-N
8
Targets
10
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

256.3
MW (Da)
2.70
ALogP
4
HBA
3
HBD
77.8
PSA (Ų)
0.58
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H12O4
MW 256.26
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness 0.60

Activity Summary

IC50 9 meas. best 6.42
EC50 1 meas. best 5.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aldo-keto reductase family 1 member B1
CHEMBL2622
 IC50 6.42 6.42 380.0 1
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 EC50 5.4 5.4 4000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.54 4.54 28900.0 1
HT-1080
CHEMBL614580
 IC50 4.39 4.39 40400.0 1
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 IC50 4.33 4.305 47000.0 2
Xanthine dehydrogenase/oxidase
CHEMBL3649
 IC50 4.25 4.25 56800.0 1
A549
CHEMBL392
 IC50 4.05 4.05 89900.0 1
HeLa
CHEMBL399
 IC50 4.05 4.05 89100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aldo-keto reductase family 1 member B1 IC50 = 380.0 nM 6.42 Inhibition of Rattus norvegicus (rat) lens aldose reductase -
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 4000.0 nM 5.4 Positive allosteric modulation at human alpha7 nACHR expressed in Xenopus oocyte... 25232969
NON-PROTEIN TARGET IC50 = 28900.0 nM 4.54 Cytotoxicity against mouse Colon 26-L5 cells after 72 hrs by MTT assay 19689125
HT-1080 IC50 = 40400.0 nM 4.39 Cytotoxicity against human HT1080 cells after 72 hrs by MTT assay 19689125
Human immunodeficiency virus type 1 integrase IC50 = 47000.0 nM 4.33 Inhibition of HIV1 integrase strand transfer activity 17502148
Human immunodeficiency virus type 1 integrase IC50 = 53000.0 nM 4.28 Inhibition of HIV1 integrase 3'-end processing activity 17502148
Xanthine dehydrogenase/oxidase IC50 = 56800.0 nM 4.25 Inhibition of bovine milk xanthine oxidase pre-incubated for 30 mins followed by... 28655421
A549 IC50 = 89900.0 nM 4.05 Cytotoxicity against human A549 cells after 72 hrs by MTT assay 19689125
HeLa IC50 = 89100.0 nM 4.05 Cytotoxicity against human HeLa cells after 72 hrs by MTT assay 19689125

Literature References

PubMed DOI Target Context # Activities
28655421 10.1016/j.bmcl.2017.01.053 Mus musculus 10
17502148 10.1016/j.bmc.2007.04.041 Human immunodeficiency virus type 1 integrase 2
19689125 10.1021/np9003323 NON-PROTEIN TARGET 2
25232969 10.1016/j.ejmech.2014.09.039 Neuronal acetylcholine receptor subunit alpha-7 2
27371109 10.1016/j.bmcl.2016.06.033 Streptococcus mutans 2
28655421 10.1016/j.bmcl.2017.01.053 Xanthine dehydrogenase/oxidase 2
28655421 10.1016/j.bmcl.2017.01.053 No relevant target 2
9857096 10.1021/jm980424s Quinone oxidoreductase 1
19689125 10.1021/np9003323 A549 1
19689125 10.1021/np9003323 HT-1080 1
19689125 10.1021/np9003323 PANC-1 1
19689125 10.1021/np9003323 HeLa 1
- 10.1007/s00044-012-0367-5 Aldo-keto reductase family 1 member B1 1

Data from ChEMBL 36 via Core Engine