Compound Detail

CHEMBL3628211

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O=C(/C=C/c1ccc(O)cc1)OCCc1ccc(O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3628211
Phase	Preclinical
Structure Type	MOL
InChI Key	ZCFLGZLKECDZFW-BJMVGYQFSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

284.3

MW (Da)

2.90

ALogP

HBA

HBD

66.8

PSA (Å²)

0.65

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C17H16O4
MW	284.31
Aromatic Rings	2
Heavy Atoms	21
NP-Likeness	0.47

Activity Summary

Ki 10 meas. best 6.43

IC50 4 meas. best 4.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Carbonic anhydrase 14 CHEMBL3510	Ki	6.43	6.43	370.0	1
Carbonic anhydrase 6 CHEMBL3025	Ki	6.29	6.29	510.0	1
Carbonic anhydrase 5B, mitochondrial CHEMBL3969	Ki	6.21	6.21	620.0	1
Carbonic anhydrase 9 CHEMBL3594	Ki	6.15	6.15	710.0	1
Carbonic anhydrase 7 CHEMBL2326	Ki	6.14	6.14	730.0	1
Carbonic anhydrase 5A, mitochondrial CHEMBL4789	Ki	6.07	6.07	850.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.41	5.41	3870.0	1
Carbonic anhydrase 4 CHEMBL3729	Ki	5.01	5.01	9670.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	4.9	4.9	12700.0	1
Carbonic anhydrase 13 CHEMBL2186	Ki	4.86	4.86	13900.0	1
Hepatocyte growth factor receptor CHEMBL3717	IC50	4.7	4.7	20200.0	1
MDA-MB-231 CHEMBL400	IC50	4.52	4.37	30500.0	2
MDA-MB-468 CHEMBL614335	IC50	4.19	4.19	64200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Carbonic anhydrase 14	Ki	=	370.0	nM	6.43	Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by stopped-fl...	26498394
Carbonic anhydrase 6	Ki	=	510.0	nM	6.29	Inhibition of human carbonic anhydrase 6 preincubated for 15 mins by stopped-flo...	26498394
Carbonic anhydrase 5B, mitochondrial	Ki	=	620.0	nM	6.21	Inhibition of human carbonic anhydrase 5B preincubated for 15 mins by stopped-fl...	26498394
Carbonic anhydrase 9	Ki	=	710.0	nM	6.15	Inhibition of human catalytic domain of carbonic anhydrase 9 preincubated for 15...	26498394
Carbonic anhydrase 7	Ki	=	730.0	nM	6.14	Inhibition of human carbonic anhydrase 7 preincubated for 15 mins by stopped-flo...	26498394
Carbonic anhydrase 5A, mitochondrial	Ki	=	850.0	nM	6.07	Inhibition of human carbonic anhydrase 5A preincubated for 15 mins by stopped-fl...	26498394
Carbonic anhydrase 1	Ki	=	3870.0	nM	5.41	Inhibition of human carbonic anhydrase 1 preincubated for 15 mins by stopped-flo...	26498394
Carbonic anhydrase 4	Ki	=	9670.0	nM	5.01	Inhibition of human carbonic anhydrase 4 preincubated for 15 mins by stopped-flo...	26498394
Carbonic anhydrase 12	Ki	=	12700.0	nM	4.9	Inhibition of human catalytic domain of carbonic anhydrase 12 preincubated for 1...	26498394
Carbonic anhydrase 13	Ki	=	13900.0	nM	4.86	Inhibition of mouse carbonic anhydrase 13 preincubated for 15 mins by stopped-fl...	26498394
Hepatocyte growth factor receptor	IC50	=	20200.0	nM	4.7	Inhibition of recombinant human N-terminal His-tagged cytoplasmic c-MET kinase d...	27258622
MDA-MB-231	IC50	=	30500.0	nM	4.52	Antimigratory activity against human MDA-MB-231 cells expressing c-MET assessed ...	27258622
MDA-MB-231	IC50	=	59900.0	nM	4.22	Antiproliferative activity against human MDA-MB-231 cells expressing c-MET asses...	27258622
MDA-MB-468	IC50	=	64200.0	nM	4.19	Antiproliferative activity against human MDA-MB-468 cells expressing c-MET asses...	27258622

Literature References

PubMed	DOI	Target Context	# Activities
27258622	10.1016/j.ejmech.2016.04.043	MDA-MB-231	2
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 2	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 1	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 3	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 4	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 5A, mitochondrial	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 5B, mitochondrial	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 6	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 7	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 9	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 12	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 13	1
26498394	10.1016/j.bmc.2015.10.014	Carbonic anhydrase 14	1
27258622	10.1016/j.ejmech.2016.04.043	Hepatocyte growth factor receptor	1
27258622	10.1016/j.ejmech.2016.04.043	MDA-MB-468	1

Data from ChEMBL 36 via Core Engine