Compound Detail

CHEMBL284616

CHLOROGENIC ACID

🧪 Phase II

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🧪 Phase II

O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL284616
Name	CHLOROGENIC ACID
Phase	Phase II
Structure Type	MOL
InChI Key	CWVRJTMFETXNAD-JUHZACGLSA-N

Known Names

5-cqa Chlorogenic acid Cp chlorogenic acid Heriguard NSC-407296 NSC-70861 Trans-5-o-caffeoylquinic acid Trans-caffeic acid 5-o-d-quinate Trans-chlorogenic acid

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

354.3

MW (Da)

-0.65

ALogP

HBA

HBD

164.8

PSA (Å²)

0.23

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C16H18O9
MW	354.31
Aromatic Rings	1
Heavy Atoms	25
NP-Likeness	2.25

Indications

Glioblastoma Glucose Intolerance Lung Neoplasms Neoplasms

Activity Summary

IC50 36 meas. best 7.0

Ki 3 meas. best 6.87

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	7.0	5.98	100.0	2
Histone deacetylase CHEMBL2093865	Ki	6.87	6.87	135.0	1
Mus musculus CHEMBL375	IC50	6.7	6.7	200.0	1
Aldo-keto reductase family 1 member B1 CHEMBL1900	IC50	6.52	6.135	300.0	2
No relevant target CHEMBL2362975	IC50	6.28	5.265	520.0	2
Aldo-keto reductase family 1 member B1 CHEMBL2622	IC50	6.02	6.02	950.0	1
Aldo-keto reductase family 1 member B10 CHEMBL5983	IC50	5.1	5.1	7900.0	1
Unchecked CHEMBL612545	IC50	5.08	4.4925	8410.0	4
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	Ki	4.82	4.82	15100.0	1
Radical scavenging activity CHEMBL613712	IC50	4.7	4.48	20000.0	3
Human immunodeficiency virus type 1 integrase CHEMBL3471	IC50	4.5	4.2567	31300.0	6
Tyrosine-protein phosphatase non-receptor type 2 CHEMBL3807	IC50	4.11	4.11	77900.0	1
Amyloid-beta precursor protein CHEMBL2487	IC50	4.03	4.03	92900.0	1
Sortase A CHEMBL5362	IC50	4.02	4.02	95600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	100.0	nM	7.0	Inhibition of PTP1B (unknown origin)	34246920
Histone deacetylase	Ki	=	135.0	nM	6.87	Inhibition of HDAC in human Hela cells nuclear extracts by fluorimetric assay	19520580
Mus musculus	IC50	=	200.0	nM	6.7	Antihemorrhagic activity in ddY mouse assessed as inhibition of Protobothrops fl...	21388814
Aldo-keto reductase family 1 member B1	IC50	=	300.0	nM	6.52	Inhibition of human recombinant N-terminus His6-tagged AKR1B1 expressed in Esche...	22236472
No relevant target	IC50	=	520.0	nM	6.28	Antioxidant activity assessed as ONOO scavenging activity	31784199
Aldo-keto reductase family 1 member B1	IC50	=	950.0	nM	6.02	Inhibition of Sprague-Dawley rat lens aldose reductase	22264115
Aldo-keto reductase family 1 member B1	IC50	=	1800.0	nM	5.75	Inhibition of human recombinant aldose reductase using D-glyceraldehyde as subst...	22261024
Aldo-keto reductase family 1 member B10	IC50	=	7900.0	nM	5.1	Inhibition of human recombinant N-terminus His6-tagged AKR1B10 expressed in Esch...	22236472
Unchecked	IC50	=	8410.0	nM	5.08	PUBCHEM_BIOASSAY: A biochemical assay using the ADP-Hunter methodology, purified...	-
Tyrosine-protein phosphatase non-receptor type 1	IC50	=	11100.0	nM	4.96	Inhibition of PTP1B (unknown origin)	29525218
Tyrosine-protein phosphatase non-receptor type 1	Ki	=	15100.0	nM	4.82	Non-competitive inhibition of PTP1B (unknown origin) using p-NPP as substrate by...	29525218
Radical scavenging activity	IC50	=	20000.0	nM	4.7	Antioxidant activity assessed as DPPH free radical scavenging activity after 30 ...	21341711
Unchecked	IC50	=	22000.0	nM	4.66	Inhibition of quorum sensing system in Stenotrophomonas maltophilia	33065436
Human immunodeficiency virus type 1 integrase	IC50	=	31300.0	nM	4.5	Inhibitory concentration of compound against strand transfer of HIV-1 integrase ...	9083483
Radical scavenging activity	IC50	=	39500.0	nM	4.4	Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins	12880319
Human immunodeficiency virus type 1 integrase	IC50	=	45800.0	nM	4.34	Tested for inhibition of HIV-1 integrase, under 1 uM for the strand transfer	10841789
Human immunodeficiency virus type 1 integrase	IC50	=	45800.0	nM	4.34	Inhibitory concentration of compound against strand transfer of HIV-1 integrase ...	9083483
Radical scavenging activity	IC50	=	45500.0	nM	4.34	Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins ...	23356964
No relevant target	IC50	=	56400.0	nM	4.25	Antioxidative activity of the compound assessed as DPPH radical scavenging activ...	26777629
Human immunodeficiency virus type 1 integrase	IC50	=	58200.0	nM	4.24	Inhibitory concentration of compound against 3'-processing of HIV-1 integrase in...	9083483

Literature References

PubMed	DOI	Target Context	# Activities
36745976	10.1021/acs.jmedchem.2c01317	A-375	19
10096846	10.1021/np980153o	Unchecked	10
23237411	10.1021/np300553t	NON-PROTEIN TARGET	9
3430163	10.1021/np50052a004	Hepatocyte	8
21324693	10.1016/j.bmcl.2011.01.060	Mus musculus	8
9083483	10.1021/jm960759e	Human immunodeficiency virus type 1 integrase	6
22096083	10.1124/dmd.111.041665	ADMET	5
2822857	10.1021/np50051a009	Unchecked	5
29525218	10.1016/j.bmcl.2018.02.052	Unchecked	5
29525218	10.1016/j.bmcl.2018.02.052	Tyrosine-protein phosphatase non-receptor type 1	4
23145924	10.1021/jf303290g	Diplodia seriata	4
28415050	10.1016/j.ejmech.2017.03.061	No relevant target	4
25497988	10.1016/j.bmcl.2014.11.054	RAW264.7	4
24279769	10.1021/np4005773	NON-PROTEIN TARGET	4
26491981	10.1016/j.ejmech.2015.10.014	Unchecked	3
25769817	10.1016/j.bmcl.2015.02.048	Unchecked	3
19520580	10.1016/j.bmc.2009.05.042	Histone deacetylase	3
28248102	10.1021/acs.jnatprod.6b01026	SH-SY5Y	3
10096863	10.1021/np9801559	NON-PROTEIN TARGET	3
28368593	10.1021/acs.jnatprod.6b00915	Lactoperoxidase	3

Data from ChEMBL 36 via Core Engine