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Compound Detail

CHEMBL49732

HERNIARIN
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COc1ccc2ccc(=O)oc2c1

Basic Information

ChEMBL ID CHEMBL49732
Name HERNIARIN
Phase Preclinical
Structure Type MOL
InChI Key LIIALPBMIOVAHH-UHFFFAOYSA-N
14
Targets
19
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

176.2
MW (Da)
1.80
ALogP
3
HBA
0
HBD
39.4
PSA (Ų)
0.62
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H8O3
MW 176.17
Aromatic Rings 2
Heavy Atoms 13
NP-Likeness 0.41

Activity Summary

Ki 11 meas. best 5.62
IC50 7 meas. best 4.91
EC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 7
CHEMBL2326
Ki 5.62 5.62 2400.0 1
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
Ki 5.29 5.29 5100.0 1
Carbonic anhydrase 6
CHEMBL3025
Ki 5.26 5.26 5500.0 1
Carbonic anhydrase 1
CHEMBL261
Ki 5.23 5.23 5900.0 1
Carbonic anhydrase 4
CHEMBL3729
Ki 5.08 5.08 8300.0 1
Carbonic anhydrase 15
CHEMBL5973
Ki 5.08 5.08 8400.0 1
Carbonic anhydrase 13
CHEMBL2186
Ki 5.05 5.05 8900.0 1
Carbonic anhydrase 14
CHEMBL3510
Ki 5.05 5.05 9000.0 1
Carbonic anhydrase 12
CHEMBL3242
Ki 5.01 5.01 9700.0 1
Carbonic anhydrase 9
CHEMBL3594
Ki 5.01 5.01 9800.0 1
RAW264.7
CHEMBL612557
IC50 4.91 4.91 12400.0 1
Aldo-keto reductase family 1 member B1
CHEMBL1900
IC50 4.17 4.17 67500.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.08 4.08 84000.0 1
Carbonic anhydrase 3
CHEMBL2885
Ki 4.02 4.02 96000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 7 Ki = 2400.0 nM 5.62 Inhibition of human carbonic anhydrase 7 by stopped flow CO2 hydration assay 19911821
Carbonic anhydrase 5A, mitochondrial Ki = 5100.0 nM 5.29 Inhibition of human carbonic anhydrase 5A by stopped flow CO2 hydration assay 19911821
Carbonic anhydrase 6 Ki = 5500.0 nM 5.26 Inhibition of human carbonic anhydrase 6 by stopped flow CO2 hydration assay 19911821
Carbonic anhydrase 1 Ki = 5900.0 nM 5.23 Inhibition of human carbonic anhydrase 1 by stopped flow CO2 hydration assay 19911821
Carbonic anhydrase 15 Ki = 8400.0 nM 5.08 Inhibition of mouse carbonic anhydrase 15 by stopped flow CO2 hydration assay 19911821
Carbonic anhydrase 4 Ki = 8300.0 nM 5.08 Inhibition of human carbonic anhydrase 4 by stopped flow CO2 hydration assay 19911821
Carbonic anhydrase 13 Ki = 8900.0 nM 5.05 Inhibition of mouse carbonic anhydrase 13 by stopped flow CO2 hydration assay 19911821
Carbonic anhydrase 14 Ki = 9000.0 nM 5.05 Inhibition of human carbonic anhydrase 14 by stopped flow CO2 hydration assay 19911821
Carbonic anhydrase 12 Ki = 9700.0 nM 5.01 Inhibition of human carbonic anhydrase 12 by stopped flow CO2 hydration assay 19911821
Carbonic anhydrase 9 Ki = 9800.0 nM 5.01 Inhibition of human carbonic anhydrase 9 by stopped flow CO2 hydration assay 19911821
RAW264.7 IC50 = 12400.0 nM 4.91 Antiinflammatory activity against mouse RAW264.7 cells assessed as reduction of ... 25621853
Aldo-keto reductase family 1 member B1 IC50 = 67500.0 nM 4.17 Inhibition human recombinant aldose reductase 1 by spectrophotometric analysis 20805028
NON-PROTEIN TARGET IC50 = 84000.0 nM 4.08 Antiinflammatory activity in NMRI mouse macrophages assessed as inhibition of A2... 8988605
Carbonic anhydrase 3 Ki = 96000.0 nM 4.02 Inhibition of human carbonic anhydrase 3 by stopped flow CO2 hydration assay 19911821

Literature References

PubMed DOI Target Context # Activities
10543892 10.1021/np990048u Salmonella typhimurium 6
11000023 10.1021/np990619i Unchecked 4
11000023 10.1021/np990619i Raji 4
20805028 10.1016/j.bmcl.2010.08.038 Unchecked 3
8988605 10.1021/np960422f NON-PROTEIN TARGET 3
18793855 10.1016/j.bmcl.2008.08.102 Artemia salina 2
28512028 10.1016/j.bmcl.2017.01.062 Aromatase 2
22222157 10.1016/j.bmc.2011.12.002 Beta-secretase 1 2
18793855 10.1016/j.bmcl.2008.08.102 Unchecked 2
18793855 10.1016/j.bmcl.2008.08.102 Oryzias latipes 2
28525281 10.1021/acs.jnatprod.7b00173 Aryl hydrocarbon receptor 2
- 10.1016/j.ibiod.2012.07.016 Coptotermes formosanus 2
12568545 10.1021/jf0259361 Botrytis cinerea 2
21138273 10.1021/jm101104z 11-beta-hydroxysteroid dehydrogenase type 2 2
25621853 10.1021/np500861u RAW264.7 2
24681028 10.1016/j.ejmech.2014.03.029 NON-PROTEIN TARGET 2
21138273 10.1021/jm101104z 11-beta-hydroxysteroid dehydrogenase 1 2
34375787 10.1016/j.ejmech.2021.113739 Unchecked 1
19911821 10.1021/jm901287j Carbonic anhydrase 13 1
19911821 10.1021/jm901287j Carbonic anhydrase 14 1

Data from ChEMBL 36 via Core Engine