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Compound Detail

CHEMBL311469

2-ACETYLAMINOFLUORENE
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CC(=O)Nc1ccc2c(c1)Cc1ccccc1-2

Basic Information

ChEMBL ID CHEMBL311469
Name 2-ACETYLAMINOFLUORENE
Phase Preclinical
Structure Type MOL
InChI Key CZIHNRWJTSTCEX-UHFFFAOYSA-N
7
Targets
12
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

223.3
MW (Da)
3.22
ALogP
1
HBA
1
HBD
29.1
PSA (Ų)
0.67
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H13NO
MW 223.27
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -0.93

Activity Summary

IC50 7 meas. best 7.8
Ki 5 meas. best 5.95

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 1A2
CHEMBL3356
IC50 7.8 7.8 16.0 1
Amine oxidase [flavin-containing] A
CHEMBL1951
IC50 7.23 7.23 59.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 5.95 5.95 1122.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 5.7 5.7 2017.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 5.67 5.67 2143.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 5.5 5.5 3170.0 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 5.49 5.49 3216.0 1
Sodium-dependent serotonin transporter
CHEMBL228
IC50 5.22 5.22 6053.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 5.1 5.1 7898.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 5.07 5.07 8595.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 5.07 5.07 8524.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 4.68 4.68 21061.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytochrome P450 1A2 IC50 = 16.0 nM 7.8 DRUGMATRIX: CYP450, 1A2 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Amine oxidase [flavin-containing] A IC50 = 59.0 nM 7.23 DRUGMATRIX: Monoamine Oxidase MAO-A enzyme inhibition (substrate: Kynuramine) -
5-hydroxytryptamine receptor 2C Ki = 1122.0 nM 5.95 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2B Ki = 2017.0 nM 5.7 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2C IC50 = 2143.0 nM 5.67 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2B IC50 = 3170.0 nM 5.5 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
Sodium-dependent serotonin transporter Ki = 3216.0 nM 5.49 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Sodium-dependent serotonin transporter IC50 = 6053.0 nM 5.22 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Alpha-2A adrenergic receptor Ki = 7898.0 nM 5.1 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
Sodium-dependent noradrenaline transporter IC50 = 8595.0 nM 5.07 DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... -
Sodium-dependent noradrenaline transporter Ki = 8524.0 nM 5.07 DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... -
Alpha-2A adrenergic receptor IC50 = 21061.0 nM 4.68 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1460
- 10.6019/CHEMBL3885881 Rattus norvegicus 464
7265110 10.1021/jm00135a003 Rattus norvegicus 6
11323161 10.1016/s0378-4274(01)00306-x ATP-binding cassette sub-family C member 2 3
11960367 10.1038/sj.onc.1205117 ATP-dependent translocase ABCB1 2
7619215 10.1002/mc.2940130302 Multidrug resistance protein 1a 2
8640928 10.1093/carcin/17.5.1157 ATP-dependent translocase ABCB1 2
12387747 10.1006/taap.2002.9461 ATP-dependent translocase ABCB1 2
18586499 10.1016/j.bmc.2008.03.022 Salmonella typhimurium 1
21141875 10.1021/np100296y Nucleic Acid 1
20553011 10.1021/tx1000865 Hepatotoxicity 1
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 1
11323161 10.1016/s0378-4274(01)00306-x Multidrug resistance associated protein 1
11323161 10.1016/s0378-4274(01)00306-x ATP-binding cassette sub-family C member 5 1
1686552 10.1002/mc.2940040614 Multidrug resistance protein 1a 1
7619215 10.1002/mc.2940130302 ATP-dependent translocase ABCB1 1

Data from ChEMBL 36 via Core Engine