Compound Detail

CHEMBL294009

FLAVONOL

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O=c1c(O)c(-c2ccccc2)oc2ccccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL294009
Name	FLAVONOL
Phase	Preclinical
Structure Type	MOL
InChI Key	HVQAJTFOCKOKIN-UHFFFAOYSA-N

Known Names

NCI-57653

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

238.2

MW (Da)

3.17

ALogP

HBA

HBD

50.4

PSA (Å²)

0.71

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	C15H10O3
MW	238.24
Aromatic Rings	3
Heavy Atoms	18
NP-Likeness	0.64

Activity Summary

IC50 15 meas. best 7.05

Ki 9 meas. best 5.45

EC50 5 meas. best 5.66

Kd 1 meas. best 5.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cytochrome P450 1B1 CHEMBL4878	IC50	7.05	7.05	90.0	1
Pyruvate kinase PKM CHEMBL1075189	IC50	5.76	5.76	1750.0	1
Trypanosoma brucei rhodesiense CHEMBL612348	EC50	5.66	5.66	2200.0	1
Leishmania donovani CHEMBL367	EC50	5.52	5.52	3000.0	1
Pyruvate kinase PKM CHEMBL1075189	Ki	5.45	5.45	3530.0	1
Thoracic aorta CHEMBL2367449	IC50	5.37	5.37	4265.8	1
Carbonic anhydrase 1 CHEMBL261	Ki	5.29	5.285	5100.0	2
Carbonic anhydrase 9 CHEMBL3594	Ki	5.26	5.255	5540.0	2
Carbonic anhydrase 12 CHEMBL3242	Ki	5.18	5.18	6590.0	2
Aorta CHEMBL613606	EC50	5.12	5.12	7585.8	1
Trypanosoma brucei brucei CHEMBL612851	IC50	5.04	5.04	9100.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	5.04	5.035	9200.0	2
ATP-dependent translocase ABCB1 CHEMBL4302	Kd	5.0	5.0	10000.0	1
Human immunodeficiency virus 1 CHEMBL378	EC50	4.89	4.89	13000.0	1
Unchecked CHEMBL612545	IC50	4.89	4.89	12800.0	1
CWR22R CHEMBL612657	IC50	4.83	4.83	14900.0	1
H9 CHEMBL614806	IC50	4.77	4.77	17000.0	1
Androgen receptor CHEMBL1871	IC50	4.63	4.63	23500.0	1
Plasmodium falciparum CHEMBL364	IC50	4.62	4.62	24000.0	1
Trypanosoma cruzi CHEMBL368	EC50	4.48	4.48	33000.0	1
Caco-2 CHEMBL614058	IC50	4.38	4.38	42100.0	1
Calmodulin-1 CHEMBL6093	IC50	4.26	4.26	55200.0	1
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL2903	IC50	4.14	4.14	73000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cytochrome P450 1B1	IC50	=	90.0	nM	7.05	Inhibition of human CYP1B1 expressed in Escherichia coli DH5alpha coexpressing h...	28458135
Pyruvate kinase PKM	IC50	=	1750.0	nM	5.76	Inhibition of PKM2 (unknown origin) Gly128, Hie78, Hie84, Lys207, Asp177, Lys367...	34726055
Trypanosoma brucei rhodesiense	EC50	=	2200.0	nM	5.66	Antitrypanosomal activity against bloodstream form of Trypanosoma brucei rhodesi...	30234295
Leishmania donovani	EC50	=	3000.0	nM	5.52	Antileishmanial activity against amastigote form of Leishmania donovani assessed...	30234295
Pyruvate kinase PKM	Ki	=	3530.0	nM	5.45	Binding affinity to PKM2 (unknown origin) assessed as oxidation of beta-NADH by ...	34726055
Thoracic aorta	IC50	=	4265.8	nM	5.37	Vasorelaxant activity in Sprague-Dawley rat thoracic aorta with intact endotheli...	-
Carbonic anhydrase 1	Ki	=	5100.0	nM	5.29	Inhibition of cytosolic human carbonic anhydrase 1 preincubated for 12 hrs by st...	22487176
Carbonic anhydrase 1	Ki	=	5210.0	nM	5.28	Inhibition of cytosolic human carbonic anhydrase 1 preincubated for 15 mins by s...	22487176
Carbonic anhydrase 9	Ki	=	5540.0	nM	5.26	Inhibition of transmembrane tumor-associated human carbonic anhydrase 9 preincub...	22487176
Carbonic anhydrase 9	Ki	=	5630.0	nM	5.25	Inhibition of transmembrane tumor-associated human carbonic anhydrase 9 preincub...	22487176
Carbonic anhydrase 12	Ki	=	6650.0	nM	5.18	Inhibition of transmembrane tumor-associated human carbonic anhydrase 12 preincu...	22487176
Carbonic anhydrase 12	Ki	=	6590.0	nM	5.18	Inhibition of transmembrane tumor-associated human carbonic anhydrase 12 preincu...	22487176
Aorta	EC50	=	7585.78	nM	5.12	Vascular activity in KPSS precontracted Sprague-Dawley rat thoracic aorta assess...	18307286
Carbonic anhydrase 2	Ki	=	9200.0	nM	5.04	Inhibition of cytosolic human carbonic anhydrase 2 preincubated for 12 hrs by st...	22487176
Trypanosoma brucei brucei	IC50	=	9100.0	nM	5.04	Antitrypanosomal activity against Trypanosoma brucei brucei Lister 427 bloodstre...	27411733
Carbonic anhydrase 2	Ki	=	9300.0	nM	5.03	Inhibition of cytosolic human carbonic anhydrase 2 preincubated for 15 mins by s...	22487176
ATP-dependent translocase ABCB1	Kd	=	10000.0	nM	5.0	Binding affinity to ABCB1 nucleotide binding domain 2	21723648
Unchecked	IC50	=	12800.0	nM	4.89	Inhibition of Trypanosoma brucei PTR1 using H2B as substrate incubated for 10 mi...	27411733
Human immunodeficiency virus 1	EC50	=	13000.0	nM	4.89	Antiviral activity against HIV1 3B infected in human H9 cells assessed as inhibi...	8158164
CWR22R	IC50	=	14900.0	nM	4.83	Antiproliferative activity against human 22Rv1 cells incubated up to 144 hrs by ...	22789812

Literature References

PubMed	DOI	Target Context	# Activities
20346546	10.1016/j.ejmech.2010.02.049	Rattus norvegicus	13
31427220	10.1016/j.bmcl.2019.07.048	Nakaseomyces glabratus	6
21129983	10.1016/j.bmc.2010.10.063	Aorta	6
22789812	10.1016/j.ejmech.2012.06.031	CWR22R	5
18307286	10.1021/jm070352h	Aorta	5
21493073	10.1016/j.bmc.2011.03.040	3T3-L1	5
-	10.1016/S0960-894X(01)80881-7	Escherichia coli	4
31427220	10.1016/j.bmcl.2019.07.048	Candida albicans	4
-	10.1039/C0MD00240B	Thoracic aorta	3
21129983	10.1016/j.bmc.2010.10.063	Calmodulin-1	3
19944611	10.1016/j.bmc.2009.11.015	No relevant target	3
10836148	10.1146/annurev.pharmtox.40.1.581	UDP-glucuronosyltransferase 1A1	3
30234295	10.1021/acs.jnatprod.8b00159	ADMET	3
16722653	10.1021/jm0600545	Plasmodium falciparum	2
10836148	10.1146/annurev.pharmtox.40.1.581	UDP-glucuronosyltransferase 1A10	2
16870425	10.1016/j.bmcl.2006.07.018	Fatty acid synthase	2
22487176	10.1016/j.bmcl.2012.03.071	Carbonic anhydrase 2	2
10836148	10.1146/annurev.pharmtox.40.1.581	UDP-glucuronosyltransferase 2A1	2
-	10.1016/S0960-894X(01)80881-7	Stenotrophomonas maltophilia	2
1378087	10.1021/np50080a005	Unchecked	2

Data from ChEMBL 36 via Core Engine