Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL11805

CAPROCTAMINE
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccccc1CN(C)CCCCCC(=O)N(C)CCCCCCCCN(C)C(=O)CCCCCN(C)Cc1ccccc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL11805
Name CAPROCTAMINE
Phase Preclinical
Structure Type MOL
InChI Key HDAQKLAKMZNBQB-UHFFFAOYSA-N
5
Targets
23
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

667.0
MW (Da)
7.65
ALogP
6
HBA
0
HBD
65.6
PSA (Ų)
0.09
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 C40H66N4O4
MW 666.99
Aromatic Rings 2
Heavy Atoms 48
NP-Likeness -0.51

Activity Summary

IC50 16 meas. best 6.98
Kd 4 meas. best 6.39
Ki 3 meas. best 9.98

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Acetylcholinesterase
CHEMBL220
 Ki 9.98 9.98 0.1 1
Acetylcholinesterase
CHEMBL220
 IC50 6.98 6.791 104.0 10
Muscarinic acetylcholine receptor M2
CHEMBL211
 Kd 6.39 6.39 407.4 2
Muscarinic acetylcholine receptor M1
CHEMBL216
 Kd 5.66 5.66 2187.8 1
Muscarinic acetylcholine receptor M3
CHEMBL5498
 Kd 5.55 5.55 2818.4 1
Cholinesterase
CHEMBL1914
 IC50 4.94 4.934 11600.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Acetylcholinesterase Ki = 0.104 nM 9.98 Inhibition constant determined against Acetylcholinesterase (AChE) receptor. 9784091
Acetylcholinesterase IC50 = 104.0 nM 6.98 Inhibition of AChE 20053484
Acetylcholinesterase IC50 = 169.82 nM 6.77 Inhibition of acetylcholinesterase (AChE) of human erythrocytes 9784091
Acetylcholinesterase IC50 = 169.82 nM 6.77 Inhibition of AChE (unknown origin) 30884327
Acetylcholinesterase IC50 = 169.82 nM 6.77 Inhibition of AChE 20420456
Acetylcholinesterase IC50 = 170.0 nM 6.77 Inhibition of human recombinant AChE by Ellman's assay 18954037
Acetylcholinesterase IC50 = 170.0 nM 6.77 Inhibition of human AchE 18181565
Acetylcholinesterase IC50 = 170.0 nM 6.77 Inhibition of Acetylcholinesterase 15633997
Acetylcholinesterase IC50 = 169.82 nM 6.77 Inhibitory activity on Acetylcholinesterase (AChE) from human erythrocytes 12109912
Acetylcholinesterase IC50 = 169.82 nM 6.77 Inhibitory activity against acetylcholinesterase in human erythrocytes 11141093
Acetylcholinesterase IC50 = 169.82 nM 6.77 Inhibitory concentration against acetylcholinesterase from human erythrocytes 12620072
Muscarinic acetylcholine receptor M2 Kd = 407.38 nM 6.39 Antagonistic potency against Muscarinic acetylcholine receptor M2 9784091
Muscarinic acetylcholine receptor M2 Kd = 407.38 nM 6.39 Inhibition of muscarinic M2 receptor 20420456
Muscarinic acetylcholine receptor M1 Kd = 2187.76 nM 5.66 Antagonistic potency against Muscarinic acetylcholine receptor M1 (10 uM) 9784091
Muscarinic acetylcholine receptor M3 Kd = 2818.38 nM 5.55 Antagonistic potency against Muscarinic acetylcholine receptor M3 (10 uM) 9784091
Cholinesterase IC50 = 11600.0 nM 4.94 Inhibition of Butyrylcholinesterase 15633997
Cholinesterase IC50 = 11600.0 nM 4.94 Inhibition of human serum BChE by Ellman's assay 18954037
Cholinesterase IC50 = 11748.98 nM 4.93 Inhibition of Butyrylcholinesterase (BChE) of human erythrocytes [-log IC50 (uM)... 9784091
Cholinesterase IC50 = 11748.98 nM 4.93 Inhibitory concentration against butyrylcholinesterase from human serum 12620072
Cholinesterase IC50 = 11748.98 nM 4.93 Inhibition of BuChE (unknown origin) 30884327

Literature References

PubMed DOI Target Context # Activities
18954037 10.1021/jm8009684 Acetylcholinesterase 2
15633997 10.1021/jm049156q Acetylcholinesterase 2
12620072 10.1021/jm021055+ Acetylcholinesterase 2
9784091 10.1021/jm9810452 Acetylcholinesterase 2
12620072 10.1021/jm021055+ Muscarinic acetylcholine receptor M2 1
30884327 10.1016/j.ejmech.2019.02.076 Acetylcholinesterase 1
15633997 10.1021/jm049156q Cholinesterase 1
12109912 10.1021/jm020835f Acetylcholine receptor 1
12109912 10.1021/jm020835f Acetylcholinesterase 1
12109912 10.1021/jm020835f Muscarinic acetylcholine receptor M3 1
12109912 10.1021/jm020835f Muscarinic acetylcholine receptor M2 1
11141093 10.1021/jm000991r Cholinesterase 1
11141093 10.1021/jm000991r Acetylcholinesterase 1
12620072 10.1021/jm021055+ ADMET 1
12620072 10.1021/jm021055+ Cavia porcellus 1
12620072 10.1021/jm021055+ Cholinesterases; ACHE & BCHE 1
12620072 10.1021/jm021055+ Cholinesterase 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