Compound Detail

CHEMBL32749

FERULATE

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COc1cc(/C=C/C(=O)O)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL32749
Name	FERULATE
Phase	Preclinical
Structure Type	MOL
InChI Key	KSEBMYQBYZTDHS-HWKANZROSA-N

Known Names

Ferulic acid

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

194.2

MW (Da)

1.50

ALogP

HBA

HBD

66.8

PSA (Å²)

0.72

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C10H10O4
MW	194.19
Aromatic Rings	1
Heavy Atoms	14
NP-Likeness	0.93

Activity Summary

IC50 53 meas. best 6.7

Ki 17 meas. best 9.11

EC50 6 meas. best 7.03

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	9.11	9.11	0.8	1
No relevant target CHEMBL2362975	EC50	7.03	4.9267	92.7	6
Mus musculus CHEMBL375	IC50	6.7	6.7	200.0	1
MCF7 CHEMBL387	IC50	6.44	6.44	360.0	1
Casein kinase 2 CHEMBL3832943	Ki	6.39	6.39	410.0	1
MDA-MB-231 CHEMBL400	IC50	6.3	5.56	500.0	2
Alpha-synuclein CHEMBL6152	IC50	6.12	5.505	750.0	2
Casein kinase 2 CHEMBL3832943	IC50	6.08	6.08	840.0	1
BT-549 CHEMBL614072	IC50	5.92	5.92	1200.0	1
Leishmania amazonensis CHEMBL612877	IC50	5.77	5.435	1700.0	2
Carbonic anhydrase 2 CHEMBL205	Ki	5.62	5.62	2400.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.54	5.54	2890.0	1
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL4358	IC50	5.4	5.4	3975.0	1
Carbonic anhydrase 2 CHEMBL205	IC50	5.19	5.19	6440.0	1
Carbonic anhydrase 5A, mitochondrial CHEMBL4789	Ki	5.15	5.15	7040.0	1
Carbonic anhydrase 7 CHEMBL2326	Ki	5.13	5.13	7410.0	1
Carbonic anhydrase 6 CHEMBL3025	Ki	5.07	5.07	8450.0	1
Carbonic anhydrase 5A, mitochondrial CHEMBL4789	IC50	5.05	5.05	8860.0	1
Carbonic anhydrase 9 CHEMBL3594	IC50	5.03	5.03	9390.0	1
Carbonic anhydrase 14 CHEMBL3510	Ki	5.03	5.03	9430.0	2
Carbonic anhydrase 9 CHEMBL3594	Ki	5.01	5.01	9870.0	1
Carbonic anhydrase 12 CHEMBL3242	Ki	5.01	5.01	9780.0	2
Carbonic anhydrase 5B, mitochondrial CHEMBL3969	Ki	4.98	4.98	10500.0	1
Carbonic anhydrase 4 CHEMBL3729	Ki	4.97	4.97	10800.0	1
Carbonic anhydrase 3 CHEMBL2885	Ki	4.96	4.96	11100.0	1
Pyruvate kinase PKM CHEMBL1075189	IC50	4.94	4.94	11400.0	2
SH-SY5Y CHEMBL614910	IC50	4.93	4.93	11820.0	1
Carbonic anhydrase 13 CHEMBL2186	Ki	4.91	4.91	12200.0	2
No relevant target CHEMBL2362975	IC50	4.85	4.4357	14200.0	14
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.3	4.235	50130.0	2
Radical scavenging activity CHEMBL613712	IC50	4.21	4.21	62400.0	1
LoVo CHEMBL614721	IC50	4.02	4.02	95000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
t1/2	-	-	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	0.77	nM	9.11	Displacement of [125I]TZDM from human beta amyloid fibril 1-42	17544669
No relevant target	EC50	=	92.7	nM	7.03	Antioxidant activity assessed as DPPH free radical scavenging activity	28415050
Mus musculus	IC50	=	200.0	nM	6.7	Antihemorrhagic activity in ddY mouse assessed as inhibition of Protobothrops fl...	21388814
MCF7	IC50	=	360.0	nM	6.44	Antiproliferative activity against human MCF7 cells assessed as cell viability a...	33139111
Casein kinase 2	Ki	=	410.0	nM	6.39	Binding affinity to CK2 (unknown origin)	36745746
MDA-MB-231	IC50	=	500.0	nM	6.3	Antiproliferative activity against human MDA-MB-231 cells after 24 hrs by MTT as...	29144746
Alpha-synuclein	IC50	=	750.0	nM	6.12	Inhibition of alpha-synuclein fibril formation (unknown origin) incubated for 24...	30743095
Casein kinase 2	IC50	=	840.0	nM	6.08	Inhibition of CK2 (unknown origin)	36745746
BT-549	IC50	=	1200.0	nM	5.92	Antiproliferative activity against human BT549 cells after 24 hrs by MTT assay	29144746
Leishmania amazonensis	IC50	=	1700.0	nM	5.77	Antileishmanial activity against Leishmania amazonensis MHOM/77BR/LTB0016 promas...	30145372
Carbonic anhydrase 2	Ki	=	2400.0	nM	5.62	Inhibition of human CA2 by stopped-flow CO2 hydration assay	20185318
Carbonic anhydrase 1	Ki	=	2890.0	nM	5.54	Inhibition of human CA1 by stopped-flow CO2 hydration assay	20185318
Polyunsaturated fatty acid lipoxygenase ALOX15	IC50	=	3975.0	nM	5.4	DRUGMATRIX: Lipoxygenase 15-LO enzyme inhibition (substrate: Linoleic acid)	-
Carbonic anhydrase 2	IC50	=	6440.0	nM	5.19	Inhibition of human carbonic anhydrase 2 using p-nitrophenyl acetate as substrat...	32209296
Carbonic anhydrase 5A, mitochondrial	Ki	=	7040.0	nM	5.15	Inhibition of human CA5A by stopped-flow CO2 hydration assay	20185318
Carbonic anhydrase 7	Ki	=	7410.0	nM	5.13	Inhibition of human CA7 by stopped-flow CO2 hydration assay	20185318
Leishmania amazonensis	IC50	=	7900.0	nM	5.1	Antileishmanial activity against Leishmania amazonensis MHOM/77BR/LTB0016 amasti...	30145372
Carbonic anhydrase 6	Ki	=	8450.0	nM	5.07	Inhibition of human CA6 by stopped-flow CO2 hydration assay	20185318
Carbonic anhydrase 5A, mitochondrial	IC50	=	8860.0	nM	5.05	Inhibition of human carbonic anhydrase 5A using p-nitrophenyl acetate as substra...	32209296
Carbonic anhydrase 14	Ki	=	9430.0	nM	5.03	Inhibition of human carbonic anhydrase 14 preincubated for 15 mins by stopped-fl...	26498394

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	346
26790041	10.1021/acs.jnatprod.5b00880	No relevant target	14
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
26795115	10.1016/j.bmc.2016.01.010	No relevant target	10
37355024	10.1016/j.bmcl.2023.129386	Unchecked	9
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
21870840	10.1021/jf2025538	Root	7
-	10.1007/s00044-012-0419-x	Radical scavenging activity	6
18590964	10.1016/j.bmc.2008.06.010	Radical scavenging activity	6
32375073	10.1016/j.ejmech.2020.112257	Unchecked	6
31301562	10.1016/j.ejmech.2019.07.011	SH-SY5Y	6
33662757	10.1016/j.ejmech.2021.113278	No relevant target	6
32375073	10.1016/j.ejmech.2020.112257	Acetylcholinesterase	6
29407994	10.1016/j.ejmech.2018.01.036	HT-22	5
22096083	10.1124/dmd.111.041665	ADMET	5
-	10.1016/j.cropro.2012.09.015	Lasiodiplodia theobromae	5
23145924	10.1021/jf303290g	Diplodia seriata	5
27079123	10.1016/j.bmc.2016.04.007	No relevant target	4
-	10.1016/j.cropro.2012.09.015	Botryosphaeria dothidea	4
-	10.1016/j.cropro.2012.09.015	Neofusicoccum ribis	4

Data from ChEMBL 36 via Core Engine