Compound Detail

CHEMBL459814

AVAROL

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CC1=CCC[C@H]2[C@](C)(Cc3cc(O)ccc3O)[C@@H](C)CC[C@]12C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL459814
Name	AVAROL
Phase	Preclinical
Structure Type	MOL
InChI Key	JSPUCPNQXKTYRO-LWILDLIXSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

314.5

MW (Da)

5.44

ALogP

HBA

HBD

40.5

PSA (Å²)

0.56

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	C21H30O2
MW	314.47
Aromatic Rings	1
Heavy Atoms	23
NP-Likeness	2.92

Activity Summary

IC50 32 meas. best 5.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Prostaglandin G/H synthase 2 CHEMBL230	IC50	5.64	5.64	2300.0	1
PBMC CHEMBL613107	IC50	5.52	5.51	3000.0	2
P388 CHEMBL389	IC50	5.51	5.505	3100.0	2
Leishmania infantum CHEMBL612848	IC50	5.5	5.5	3190.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.48	5.07	3320.0	2
Neutrophil CHEMBL613710	IC50	5.44	5.44	3600.0	1
Unchecked CHEMBL612545	IC50	5.24	5.068	5740.0	5
A549 CHEMBL392	IC50	5.22	5.205	6000.0	2
SK-MEL-28 CHEMBL614919	IC50	5.22	5.205	6000.0	2
HT-29 CHEMBL384	IC50	5.22	5.205	6000.0	2
Leishmania tropica CHEMBL612881	IC50	5.15	5.15	7080.0	1
K562 CHEMBL385	IC50	5.14	5.14	7300.0	1
Leishmania donovani CHEMBL367	IC50	5.13	5.13	7420.0	1
Sterol O-acyltransferase 1 CHEMBL1075066	IC50	4.92	4.92	12000.0	1
Tyrosine-protein phosphatase non-receptor type 1 CHEMBL335	IC50	4.92	4.92	12000.0	1
Sterol O-acyltransferase 1 CHEMBL3879850	IC50	4.85	4.85	14200.0	1
Sterol O-acyltransferase 2 CHEMBL3879854	IC50	4.83	4.83	14800.0	1
Radical scavenging activity CHEMBL613712	IC50	4.75	4.75	18000.0	2
HeLa CHEMBL399	IC50	4.71	4.71	19700.0	1
Cholesteryl ester transfer protein CHEMBL3572	IC50	4.6	4.6	25000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Prostaglandin G/H synthase 2	IC50	=	2300.0	nM	5.64	Inhibition of COX2	16038536
PBMC	IC50	=	3000.0	nM	5.52	Cytotoxicity against human PBMC cells by MTT assay	19995673
P388	IC50	=	3100.0	nM	5.51	Cytotoxicity was measured against neoplastic cultured P-388 cells of murine leuk...	-
P388	IC50	=	3200.0	nM	5.5	Cytotoxic Activity against cultured cells of P-388 murine leukemia.	11312925
PBMC	IC50	=	3200.0	nM	5.5	Cytotoxicity against human phytohemagglutininin-stimulated PBMC cells assessed a...	19995673
Leishmania infantum	IC50	=	3190.0	nM	5.5	Antileishmanial activity against Leishmania infantum amastigotes infected in hum...	37421889
NON-PROTEIN TARGET	IC50	=	3320.0	nM	5.48	Cytotoxicity against human NCI-H929 cells after 48 hrs by MTS assay	26863083
Neutrophil	IC50	=	3600.0	nM	5.44	Inhibition of TPA-induced ROS production in human neutrophils by chemiluminescen...	15387642
Unchecked	IC50	=	5740.0	nM	5.24	Inhibition of SOAT-mediated oleic acid-induced [14C]cholesterol ester accumulati...	31253530
A549	IC50	=	6000.0	nM	5.22	Cytotoxicity was measured against neoplastic cultured A-549 cells of human lung ...	-
HT-29	IC50	=	6000.0	nM	5.22	Cytotoxicity was measured against neoplastic cultured HT-29 cells of human colon...	-
SK-MEL-28	IC50	=	6000.0	nM	5.22	Cytotoxicity was measured against neoplastic cultured MEL-28 cells of malign hum...	-
A549	IC50	=	6400.0	nM	5.19	Cytotoxic activity against cultured cells of A-549 human lung carcinoma.	11312925
HT-29	IC50	=	6400.0	nM	5.19	Cytotoxic activity against cultured cells of HT-29 human colon carcinoma.	11312925
SK-MEL-28	IC50	=	6400.0	nM	5.19	Cytotoxic activity against cultured cells of MEL-28 malign human melanoma.	11312925
Unchecked	IC50	=	6800.0	nM	5.17	Inhibition of DGAT-mediated oleic acid-induced [14C]neutral lipid synthesis in C...	31253530
Leishmania tropica	IC50	=	7080.0	nM	5.15	Antileishmanial activity against Leishmania tropica promastigotes assessed as in...	37421889
K562	IC50	=	7300.0	nM	5.14	Cytotoxicity against human K562 cells by MTT assay	19995673
Unchecked	IC50	=	7310.0	nM	5.14	Inhibition of SOAT in CHOK1 cell microsomal fraction using [1-14C]oleoyl-CoA as ...	31253530
Leishmania donovani	IC50	=	7420.0	nM	5.13	Antileishmanial activity against Leishmania donovani BHU575 promastigotes assess...	37421889

Literature References

PubMed	DOI	Target Context	# Activities
31253530	10.1016/j.bmcl.2019.06.026	Unchecked	5
15387642	10.1021/np049873n	HaCaT	3
19995673	10.1016/j.ejmech.2009.11.033	PBMC	2
27376495	10.1016/j.ejmech.2016.06.036	NON-PROTEIN TARGET	2
15387642	10.1021/np049873n	Neutrophil	2
31253530	10.1016/j.bmcl.2019.06.026	Sterol O-acyltransferase 1	2
7714539	10.1021/np50114a015	Micrococcus luteus	1
16038536	10.1021/np049655u	Prostaglandin G/H synthase 2	1
7714539	10.1021/np50114a015	Gambusia affinis	1
7714539	10.1021/np50114a015	Pseudomonas aeruginosa	1
7714539	10.1021/np50114a015	Escherichia coli	1
7714539	10.1021/np50114a015	Candida albicans	1
37421889	10.1016/j.ejmech.2023.115609	Leishmania infantum	1
-	10.1016/0960-894X(96)00326-5	SK-MEL-28	1
-	10.1016/0960-894X(96)00326-5	HT-29	1
-	10.1016/0960-894X(96)00326-5	A549	1
-	10.1016/0960-894X(96)00326-5	P388	1
-	10.1016/0960-894X(95)00081-4	Cholesteryl ester transfer protein	1
11312925	10.1021/jm001048q	SK-MEL-28	1
11312925	10.1021/jm001048q	HT-29	1

Data from ChEMBL 36 via Core Engine