Compound Detail

CHEMBL54909

FRAXETIN

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COc1cc2ccc(=O)oc2c(O)c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL54909
Name	FRAXETIN
Phase	Preclinical
Structure Type	MOL
InChI Key	HAVWRBANWNTOJX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

208.2

MW (Da)

1.21

ALogP

HBA

HBD

79.9

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

Ki 7 meas. best 6.21

IC50 5 meas. best 6.0

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Carbonic anhydrase 9 CHEMBL3594	Ki	6.21	6.21	610.0	1
Neutrophil CHEMBL613710	IC50	6.0	6.0	1000.0	1
HaCaT CHEMBL614392	IC50	5.55	5.55	2800.0	1
Carbonic anhydrase 7 CHEMBL2326	Ki	5.37	5.37	4320.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.31	5.31	4860.0	1
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	Ki	5.26	5.26	5510.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.11	5.11	7700.0	1
Carbonic anhydrase 13 CHEMBL3912	Ki	5.01	5.01	9730.0	1
Induced myeloid leukemia cell differentiation protein Mcl-1 CHEMBL4361	IC50	4.49	4.49	32100.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	4.03	4.03	94300.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Carbonic anhydrase 9	Ki	=	610.0	nM	6.21	Inhibition of human carbonic anhydrase 9 preincubated for 6 hrs by CO2 hydration...	22892213
Neutrophil	IC50	=	1000.0	nM	6.0	Inhibition of TPA-induced ROS production in human neutrophils by chemiluminescen...	15387642
HaCaT	IC50	=	2800.0	nM	5.55	Inhibition of TNFalpha production in UVB irradiated human HaCaT cells administer...	17317175
Carbonic anhydrase 7	Ki	=	4320.0	nM	5.37	Inhibition of human carbonic anhydrase 7 preincubated for 6 hrs by CO2 hydration...	22892213
Carbonic anhydrase 1	Ki	=	4860.0	nM	5.31	Inhibition of human carbonic anhydrase 1 preincubated for 6 hrs by CO2 hydration...	22892213
Induced myeloid leukemia cell differentiation protein Mcl-1	Ki	=	5510.0	nM	5.26	Displacement of FAM-Bid peptide from recombinant N-terminal His6x-tagged human M...	33218896
Carbonic anhydrase 12	Ki	=	7700.0	nM	5.11	Inhibition of human carbonic anhydrase 12 preincubated for 6 hrs by CO2 hydratio...	22892213
Carbonic anhydrase 13	Ki	=	9730.0	nM	5.01	Inhibition of human carbonic anhydrase 13 preincubated for 6 hrs by CO2 hydratio...	22892213
Induced myeloid leukemia cell differentiation protein Mcl-1	IC50	=	32100.0	nM	4.49	Displacement of FAM-Bid peptide from recombinant N-terminal His6x-tagged human M...	33218896
Carbonic anhydrase 2	Ki	=	94300.0	nM	4.03	Inhibition of human carbonic anhydrase 2 preincubated for 6 hrs by CO2 hydration...	22892213

PubMed	DOI	Target Context	# Activities
22925447	10.1016/j.bmc.2012.07.043	U-937	8
17317175	10.1016/j.bmcl.2007.02.007	HaCaT	5
23306152	10.3390/ijms14011293	Aspergillus fumigatus	5
23306152	10.3390/ijms14011293	Aspergillus flavus	4
15387642	10.1021/np049873n	HaCaT	3
33218896	10.1016/j.bmc.2020.115851	Induced myeloid leukemia cell differentiation protein Mcl-1	2
11678654	10.1021/np0101898	NON-PROTEIN TARGET	2
22925447	10.1016/j.bmc.2012.07.043	No relevant target	2
15387642	10.1021/np049873n	Neutrophil	2
11678654	10.1021/np0101898	Polyunsaturated fatty acid 5-lipoxygenase	1
9191959	10.1021/jm960280m	Rattus norvegicus	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 2	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 13	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 12	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 1	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 7	1
22892213	10.1016/j.bmc.2012.07.021	Carbonic anhydrase 9	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	1
27509358	10.1021/acs.jnatprod.6b00484	Unchecked	1

Data from ChEMBL 36 via Core Engine