Compound Detail

CHEMBL40583

3-METHYLCHOLANTHRENE

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Cc1ccc2cc3c(ccc4ccccc43)c3c2c1CC3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL40583
Name	3-METHYLCHOLANTHRENE
Phase	Preclinical
Structure Type	MOL
InChI Key	PPQNQXQZIWHJRB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

268.4

MW (Da)

5.55

ALogP

HBA

HBD

0.0

PSA (Å²)

0.29

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 6 meas. best 6.52

Ki 2 meas. best 5.5

EC50 1 meas. best 6.31

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cytochrome P450 1A2 CHEMBL3356	IC50	6.52	6.52	300.0	1
Aryl hydrocarbon receptor CHEMBL3201	EC50	6.31	6.31	490.0	1
Adenosine receptor A3 CHEMBL256	Ki	5.5	5.5	3134.0	1
Adenosine receptor A3 CHEMBL256	IC50	5.26	5.26	5544.0	1
Acetylcholinesterase CHEMBL220	IC50	4.64	4.64	22683.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	IC50	4.6	4.6	25177.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	4.53	4.53	29650.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	4.53	4.53	29405.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	4.26	4.26	55452.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cytochrome P450 1A2	IC50	=	300.0	nM	6.52	DRUGMATRIX: CYP450, 1A2 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin)	-
Aryl hydrocarbon receptor	EC50	=	490.0	nM	6.31	Agonist activity at AHR expressed in human HepG2 cells after 24 hrs by pXRE-luci...	27145071
Adenosine receptor A3	Ki	=	3134.0	nM	5.5	DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA)	-
Adenosine receptor A3	IC50	=	5544.0	nM	5.26	DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA)	-
Acetylcholinesterase	IC50	=	22683.0	nM	4.64	DRUGMATRIX: Acetylcholinesterase enzyme inhibition (substrate: acetylthiocholine...	-
Tyrosine-protein kinase Fyn	IC50	=	25177.0	nM	4.6	DRUGMATRIX: Protein Tyrosine Kinase, Fyn enzyme inhibition (substrate: Poly(Glu:...	-
Sodium-dependent noradrenaline transporter	IC50	=	29650.0	nM	4.53	DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5...	-
Sodium-dependent noradrenaline transporter	Ki	=	29405.0	nM	4.53	DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5...	-
Tyrosine-protein kinase Lck	IC50	=	55452.0	nM	4.26	DRUGMATRIX: Protein Tyrosine Kinase, LCK enzyme inhibition (substrate: Poly(Glu:...	-

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	726
-	10.6019/CHEMBL3885861	Rattus norvegicus	650
3121856	10.1021/jm00396a023	Mus musculus	2
27145071	10.1021/acs.jmedchem.5b01891	Aryl hydrocarbon receptor	2
-	10.1007/s00044-011-9575-7	Aryl hydrocarbon receptor	2
17428028	10.1021/ci6004542	Phospholipidosis	1
20799726	10.1021/mp100103e	Phospholipidosis	1
20553011	10.1021/tx1000865	Hepatotoxicity	1
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	1
8630083	10.1016/0006-2952(96)00081-0	Multidrug resistance protein 1a	1
1686552	10.1002/mc.2940040614	Multidrug resistance protein 1a	1
1686552	10.1002/mc.2940040614	ATP-dependent translocase ABCB1	1
8630083	10.1016/0006-2952(96)00081-0	ATP-dependent translocase ABCB1	1
12387747	10.1006/taap.2002.9461	ATP-dependent translocase ABCB1	1
11391536	10.1053/jhep.2001.25088	Solute carrier organic anion transporter family member 1A4	1
19933795	10.1128/aac.00660-09	Cytochrome P450 3A4	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	1
27275668	10.1021/acs.jmedchem.6b00415	Aryl hydrocarbon receptor	1
19933795	10.1128/aac.00660-09	Cytochrome P450 2B6	1
19933795	10.1128/aac.00660-09	Cytochrome P450 1A2	1

Data from ChEMBL 36 via Core Engine