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Compound Detail

CHEMBL4571763

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Cc1c(C)c2ccc(OCC3CCCN(Cc4ccccc4)C3)cc2oc1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4571763
Phase Preclinical
Structure Type MOL
InChI Key HKIDXMKKZYHFEM-UHFFFAOYSA-N
6
Targets
20
Activities
2
Assay Types
1
PK Parameters
13
Publications
0
Known Names

Molecular Properties

377.5
MW (Da)
4.70
ALogP
4
HBA
0
HBD
42.7
PSA (Ų)
0.60
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H27NO3
MW 377.48
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.76

Activity Summary

IC50 18 meas. best 7.64
Ki 2 meas. best 7.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 7.64 7.246 23.0 5
Amine oxidase [flavin-containing] B
CHEMBL2039
 Ki 7.03 6.875 93.0 2
Acetylcholinesterase
CHEMBL3198
 IC50 6.16 5.99 700.0 2
Acetylcholinesterase
CHEMBL4078
 IC50 6.11 5.93 780.0 2
Acetylcholinesterase
CHEMBL220
 IC50 6.08 5.9233 840.0 3
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 5.64 5.5367 2300.0 3
Cholinesterase
CHEMBL5763
 IC50 5.54 5.3667 2910.0 3

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.08833 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Amine oxidase [flavin-containing] B IC50 = 23.0 nM 7.64 Inhibition of recombinant human MAO-B expressed in Pichia pastoris using kynuram... 35300078
Amine oxidase [flavin-containing] B IC50 = 23.0 nM 7.64 Inhibition of human recombinant MAOB expressed in microsomes of baculovirus-infe... 27347731
Amine oxidase [flavin-containing] B IC50 = 30.0 nM 7.52 Inhibition of human recombinant MAO-B expressed in supersomes assessed as inhibi... 35195417
Amine oxidase [flavin-containing] B Ki = 93.0 nM 7.03 Binding affinity to recombinant human MAO-B expressed in Pichia pastoris assesse... 35300078
Amine oxidase [flavin-containing] B Ki = 190.0 nM 6.72 Binding affinity to recombinant human MAO-B expressed in Pichia pastoris assesse... 35300078
Amine oxidase [flavin-containing] B IC50 = 190.0 nM 6.72 Inhibition of recombinant human MAO-B expressed in Pichia pastoris using kynuram... 35300078
Amine oxidase [flavin-containing] B IC50 = 195.0 nM 6.71 Inhibition of human recombinant MAOB expressed in microsomes of baculovirus-infe... 27347731
Acetylcholinesterase IC50 = 700.0 nM 6.16 Inhibition of recombinant mouse AChE expressed in human HEK293F cells using acet... 35300078
Acetylcholinesterase IC50 = 780.0 nM 6.11 Inhibition of electric eel AChE using acetylthiocholine iodide as substrate prei... 27347731
Acetylcholinesterase IC50 = 840.0 nM 6.08 Inhibition of human recombinant AChE by Ellman's spectrophotometric assay 35195417
Acetylcholinesterase IC50 = 1300.0 nM 5.89 Inhibition of recombinant human AChE by spectrophotometric Ellman's method 35300078
Acetylcholinesterase IC50 = 1500.0 nM 5.82 Inhibition of recombinant mouse AChE expressed in human HEK293F cells using acet... 35300078
Acetylcholinesterase IC50 = 1600.0 nM 5.8 Inhibition of recombinant human AChE by spectrophotometric Ellman's method 35300078
Acetylcholinesterase IC50 = 1800.0 nM 5.75 Inhibition of electric eel AChE using acetylthiocholine iodide as substrate prei... 27347731
Amine oxidase [flavin-containing] A IC50 = 2300.0 nM 5.64 Inhibition of human recombinant MAOA expressed in microsomes of baculovirus-infe... 27347731
Amine oxidase [flavin-containing] A IC50 = 2800.0 nM 5.55 Inhibition of human recombinant MAO-A expressed in supersomes assessed as inhibi... 35195417
Cholinesterase IC50 = 2910.0 nM 5.54 Inhibition of equine serum BChE using butyrylthiocholine iodide as substrate pre... 27347731
Cholinesterase IC50 = 3400.0 nM 5.47 Inhibition of horse serum BChE by Ellman's spectrophotometric assay 35195417
Amine oxidase [flavin-containing] A IC50 = 3840.0 nM 5.42 Inhibition of human recombinant MAOA expressed in microsomes of baculovirus-infe... 27347731
Cholinesterase IC50 = 8080.0 nM 5.09 Inhibition of equine serum BChE using butyrylthiocholine iodide as substrate pre... 27347731

Literature References

PubMed DOI Target Context # Activities
35300078 10.1021/acsmedchemlett.2c00001 Amine oxidase [flavin-containing] B 6
35300078 10.1021/acsmedchemlett.2c00001 Acetylcholinesterase 4
35195417 10.1021/acs.jmedchem.1c01784 No relevant target 3
35195417 10.1021/acs.jmedchem.1c01784 ADMET 3
27347731 10.1021/acs.jmedchem.6b00562 Amine oxidase [flavin-containing] A 2
27347731 10.1021/acs.jmedchem.6b00562 Amine oxidase [flavin-containing] B 2
27347731 10.1021/acs.jmedchem.6b00562 Acetylcholinesterase 2
27347731 10.1021/acs.jmedchem.6b00562 Cholinesterase 2
27347731 10.1021/acs.jmedchem.6b00562 Unchecked 1
35195417 10.1021/acs.jmedchem.1c01784 Amine oxidase [flavin-containing] A 1
35195417 10.1021/acs.jmedchem.1c01784 Amine oxidase [flavin-containing] B 1
35195417 10.1021/acs.jmedchem.1c01784 Acetylcholinesterase 1
35195417 10.1021/acs.jmedchem.1c01784 Cholinesterase 1

Data from ChEMBL 36 via Core Engine