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Compound Detail

CHEMBL19060

BENEXTRAMINE
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COc1ccccc1CNCCCCCCNCCSSCCNCCCCCCNCc1ccccc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL19060
Name BENEXTRAMINE
Phase Preclinical
Structure Type MOL
InChI Key IIWOUNLDWKZMQI-UHFFFAOYSA-N
8
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

590.9
MW (Da)
6.26
ALogP
8
HBA
4
HBD
66.6
PSA (Ų)
0.07
QED
2
Ro5 Violations
27
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C32H54N4O2S2
MW 590.94
Aromatic Rings 2
Heavy Atoms 40
NP-Likeness -0.21

Activity Summary

IC50 14 meas. best 7.37
Ki 2 meas. best 5.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rattus norvegicus
CHEMBL376
 IC50 7.37 6.245 43.1 2
Adrenergic receptor alpha-2
CHEMBL2093864
 IC50 6.09 6.09 820.0 1
Neuropeptide Y receptor type 1
CHEMBL4777
 Ki 5.75 5.75 1800.0 1
Adrenergic receptor alpha
CHEMBL2094111
 IC50 5.4 5.4 4020.0 1
Neuropeptide Y receptor type 5
CHEMBL4561
 Ki 5.3 5.3 5000.0 1
Cholinesterase
CHEMBL1914
 IC50 5.21 5.21 6165.9 2
Acetylcholinesterase
CHEMBL220
 IC50 5.14 5.14 7240.0 3
Unchecked
CHEMBL612545
 IC50 4.5 4.248 31300.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Rattus norvegicus IC50 = 43.1 nM 7.37 Inhibitory concentration was evaluated against the vasoconstriction induced by N... -
Adrenergic receptor alpha-2 IC50 = 820.0 nM 6.09 Alpha-2 adrenergic receptor blocking activity by antagonism of clonidine induced... 2900899
Neuropeptide Y receptor type 1 Ki = 1800.0 nM 5.75 Binding affinity to NPY1 receptor 21782428
Adrenergic receptor alpha IC50 = 4020.0 nM 5.4 Inhibitory activity against alpha adrenergic receptor in rat 2999398
Neuropeptide Y receptor type 5 Ki = 5000.0 nM 5.3 Binding affinity to NPY5 receptor 21782428
Cholinesterase IC50 = 6165.95 nM 5.21 Inhibition of Butyrylcholinesterase (BChE) of human erythrocytes [-log IC50 (uM)... 9784091
Cholinesterase IC50 = 6165.95 nM 5.21 Inhibitory concentration against butyrylcholinesterase from human serum 12620072
Acetylcholinesterase IC50 = 7244.36 nM 5.14 Inhibition of acetylcholinesterase (AChE) of human erythrocytes 9784091
Acetylcholinesterase IC50 = 7244.36 nM 5.14 Inhibitory concentration against acetylcholinesterase from human erythrocytes 12620072
Acetylcholinesterase IC50 = 7240.0 nM 5.14 Inhibition of human AchE 18181565
Rattus norvegicus IC50 = 7550.0 nM 5.12 Alpha-1-adrenoceptor blocking activity by antagonism of (-)-norepinephrine induc... 2900899
Unchecked IC50 = 31300.0 nM 4.5 Inhibition of epinephrine induced human blood platelet aggregation 2900899
Unchecked IC50 = 56000.0 nM 4.25 The receptor binding activity as the displacement of specifically bound [3H]-NPY... -
Unchecked IC50 = 57600.0 nM 4.24 Binding affinity against rat NPY receptor by using [3H]NPY as radioligand 8093737
Unchecked IC50 = 57600.0 nM 4.24 Concentration producing half maximal displacement of [3H]NPY specific binding fr... 7913507
Unchecked IC50 = 97000.0 nM 4.01 Inhibition of ADP induced human blood platelet aggregation 2900899

Literature References

PubMed DOI Target Context # Activities
18024032 10.1016/j.bmcl.2007.10.112 Unchecked 6
- 10.1016/S0960-894X(00)80416-3 Unchecked 3
8093737 10.1021/jm00054a012 Unchecked 3
2900899 10.1021/jm00117a030 Unchecked 2
2999398 10.1021/jm00149a017 Adrenergic receptor alpha 2
7913507 10.1021/jm00040a018 Unchecked 2
12620072 10.1021/jm021055+ Muscarinic acetylcholine receptor M2 2
12620072 10.1021/jm021055+ Acetylcholinesterase 1
2900899 10.1021/jm00117a030 Rattus norvegicus 1
21782428 10.1016/j.bmcl.2011.06.124 Neuropeptide Y receptor type 1 1
12620072 10.1021/jm021055+ ADMET 1
12620072 10.1021/jm021055+ Cholinesterases; ACHE & BCHE 1
12620072 10.1021/jm021055+ Cholinesterase 1
9784091 10.1021/jm9810452 Acetylcholinesterase 1
2885418 10.1021/jm00390a011 Rattus norvegicus 1
2885418 10.1021/jm00390a011 Adrenergic receptor alpha 1
2999398 10.1021/jm00149a017 Rattus norvegicus 1
9784091 10.1021/jm9810452 Muscarinic acetylcholine receptor M3 1
9784091 10.1021/jm9810452 Muscarinic acetylcholine receptor M2 1
9784091 10.1021/jm9810452 Muscarinic acetylcholine receptor M1 1

Data from ChEMBL 36 via Core Engine