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Compound Detail

CHEMBL31184

BENZO[DEF]CHRYSENE
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c1ccc2c(c1)cc1ccc3cccc4ccc2c1c34
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL31184
Name BENZO[DEF]CHRYSENE
Phase Preclinical
Structure Type MOL
InChI Key FMMWHPNWAFZXNH-UHFFFAOYSA-N

Known Names

Benzo[a]-pyrene Benzo[a]pyrene Benzo[def]chrysene
7
Targets
8
Activities
2
Assay Types
0
PK Parameters
20
Publications
3
Known Names

Molecular Properties

252.3
MW (Da)
5.74
ALogP
0
HBA
0
HBD
0.0
PSA (Ų)
0.24
QED
1
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C20H12
MW 252.32
Aromatic Rings 5
Heavy Atoms 20
NP-Likeness 0.13

Activity Summary

IC50 6 meas. best 7.4
EC50 2 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aryl hydrocarbon receptor
CHEMBL3201
 EC50 8.3 6.935 5.0 2
Cytochrome P450 1A2
CHEMBL3356
 IC50 7.4 7.4 40.0 1
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 5.22 5.22 5972.0 1
Unchecked
CHEMBL612545
 IC50 4.68 4.68 20682.0 1
Tyrosine-protein kinase Fyn
CHEMBL1841
 IC50 4.58 4.58 26235.0 1
Acetylcholinesterase
CHEMBL220
 IC50 4.55 4.55 28000.0 1
Receptor tyrosine-protein kinase erbB-2
CHEMBL1824
 IC50 4.38 4.38 41503.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aryl hydrocarbon receptor EC50 = 5.0 nM 8.3 Concentration to bind to human AhR-modied electrode 14684315
Cytochrome P450 1A2 IC50 = 40.0 nM 7.4 DRUGMATRIX: CYP450, 1A2 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Aryl hydrocarbon receptor EC50 = 2700.0 nM 5.57 Agonist activity at aryl hydrocarbon receptor in human MCF7 cells after 24 hrs C... 20060304
Amine oxidase [flavin-containing] A IC50 = 5972.0 nM 5.22 DRUGMATRIX: Monoamine Oxidase MAO-A enzyme inhibition (substrate: Kynuramine) -
Unchecked IC50 = 20682.0 nM 4.68 DRUGMATRIX: beta-Lactamase enzyme inhibition (substrate: Nitrocefin) -
Tyrosine-protein kinase Fyn IC50 = 26235.0 nM 4.58 DRUGMATRIX: Protein Tyrosine Kinase, Fyn enzyme inhibition (substrate: Poly(Glu:... -
Acetylcholinesterase IC50 = 28000.0 nM 4.55 DRUGMATRIX: Acetylcholinesterase enzyme inhibition (substrate: acetylthiocholine... -
Receptor tyrosine-protein kinase erbB-2 IC50 = 41503.0 nM 4.38 DRUGMATRIX: Protein Tyrosine Kinase, ERBB2 (HER2) enzyme inhibition (substrate: ... -

Literature References

PubMed DOI Target Context # Activities
15713371 10.1016/j.bmcl.2005.01.032 MCF7 15
7401117 10.1021/jm00182a020 Rattus norvegicus 4
20055434 10.1021/np900322c ADMET 4
31787363 10.1016/j.ejmech.2019.111887 HepG2 3
27622749 10.1016/j.bmc.2016.08.050 NON-PROTEIN TARGET 3
14684315 10.1016/j.bmcl.2003.10.002 Aryl hydrocarbon receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
9473310 10.1006/abbi.1997.0537 ATP-dependent translocase ABCB1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
27657807 10.1016/j.ejmech.2016.09.031 Salmonella typhimurium 2
25791675 10.1016/j.ejmech.2015.03.011 Salmonella typhimurium 2
26134551 10.1016/j.ejmech.2015.06.033 Salmonella typhimurium 2
36459434 10.1021/acs.jmedchem.2c00956 Unchecked 1
2299644 10.1021/jm00164a049 Polycyclic aromatic hydrocarbon binding protein 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
22984948 10.1021/jm301099x HepG2 1
8630083 10.1016/0006-2952(96)00081-0 Multidrug resistance protein 1a 1
17629592 10.1016/j.ejmech.2007.05.007 No relevant target 1

Data from ChEMBL 36 via Core Engine