Compound Detail

CHEMBL486598

EVODIAMINE

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

CN1c2ccccc2C(=O)N2CCc3c([nH]c4ccccc34)[C@@H]21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL486598
Name	EVODIAMINE
Phase	Preclinical
Structure Type	MOL
InChI Key	TXDUTHBFYKGSAH-GOSISDBHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

303.4

MW (Da)

3.31

ALogP

HBA

HBD

39.3

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 7 meas. best 10.4

EC50 3 meas. best 6.03

Kd 1 meas. best 6.25

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
ADMET CHEMBL612558	IC50	10.4	9.55	0.0	2
Unchecked CHEMBL612545	Kd	6.25	6.25	562.3	1
Cytochrome P450 1B1 CHEMBL4878	IC50	6.16	6.16	690.0	1
Aorta CHEMBL613606	EC50	6.03	5.5533	930.0	3
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.88	4.88	13200.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	4.79	4.79	16300.0	1
MDA-MB-435 CHEMBL614697	IC50	4.66	4.66	22100.0	1
Cytochrome P450 1A1 CHEMBL2231	IC50	4.61	4.61	24560.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
ADMET	IC50	=	0.04	nM	10.4	Ratio for inhibition of Cytochrome P450 1B1 to that of Cytochrome P450 1A2	12852960
ADMET	IC50	=	2.0	nM	8.7	Ratio for inhibition of Cytochrome P450 1A1 to that of Cytochrome P450 1A2	12852960
Unchecked	Kd	=	562.34	nM	6.25	Antagonist activity at 5-HT receptor in Sprague-Dawley rat endothelium denuded t...	8699182
Cytochrome P450 1B1	IC50	=	690.0	nM	6.16	Inhibition of Cytochrome P450 1B1 enzyme in bacterial membrane expressing human ...	12852960
Aorta	EC50	=	930.0	nM	6.03	Vasodilatory activity in Sprague-Dawley rat endothelium-intact thoracic aortic r...	8699182
Aorta	EC50	=	2920.0	nM	5.54	Vasodilatory activity in endothelium-denuded Sprague-Dawley rat thoracic aortic ...	8699182
Aorta	EC50	=	8140.0	nM	5.09	Vasodilatory activity in Sprague-Dawley rat endothelium-denuded thoracic aortic ...	8699182
NON-PROTEIN TARGET	IC50	=	13200.0	nM	4.88	Cytotoxicity against human H460 cells after 72 hrs by MTT assay	24103429
Cytochrome P450 1A2	IC50	=	16300.0	nM	4.79	Inhibition of Cytochrome P450 1A2 enzyme in bacterial membrane expressing human ...	12852960
MDA-MB-435	IC50	=	22100.0	nM	4.66	Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTT assay	26226379
Cytochrome P450 1A1	IC50	=	24560.0	nM	4.61	Inhibition of Cytochrome P450 1A1 enzyme in bacterial membrane expressing human ...	12852960

PubMed	DOI	Target Context	# Activities
9249975	10.1021/np960495z	RAW264.7	9
8699182	10.1021/np960161+	Aorta	7
24103429	10.1016/j.bmc.2013.09.030	DNA topoisomerase 1	3
12852960	10.1016/s0960-894x(03)00469-4	ADMET	2
8699182	10.1021/np960161+	Unchecked	2
22867019	10.1021/jm300605m	DNA topoisomerase 1	2
32794708	10.1021/acs.jmedchem.0c00983	cGMP-specific 3',5'-cyclic phosphodiesterase	1
12852960	10.1016/s0960-894x(03)00469-4	Cytochrome P450 1A1	1
24103429	10.1016/j.bmc.2013.09.030	HepG2	1
24103429	10.1016/j.bmc.2013.09.030	NAD-dependent protein deacetylase sirtuin-1	1
24103429	10.1016/j.bmc.2013.09.030	NAD-dependent protein deacetylase sirtuin-2	1
24103429	10.1016/j.bmc.2013.09.030	NAD-dependent protein deacetylase sirtuin-3, mitochondrial	1
22867019	10.1021/jm300605m	Mus musculus	1
22867019	10.1021/jm300605m	A549	1
22867019	10.1021/jm300605m	MDA-MB-435	1
22867019	10.1021/jm300605m	HCT-116	1
23062825	10.1016/j.bmc.2012.09.040	Cholinesterase	1
23062825	10.1016/j.bmc.2012.09.040	Acetylcholinesterase	1
-	10.1021/np960678l	5-hydroxytryptamine receptor 1A	1
12852960	10.1016/s0960-894x(03)00469-4	Cytochrome P450 1B1	1

Data from ChEMBL 36 via Core Engine