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Compound Detail

CHEMBL287837

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Clc1ccc2c(c1Cl)CNCC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL287837
Phase Preclinical
Structure Type MOL
InChI Key WFPUBEDBBOGGIQ-UHFFFAOYSA-N

Known Names

SK-64139
7
Targets
43
Activities
2
Assay Types
0
PK Parameters
20
Publications
1
Known Names

Molecular Properties

202.1
MW (Da)
2.64
ALogP
1
HBA
1
HBD
12.0
PSA (Ų)
0.68
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C9H9Cl2N
MW 202.08
Aromatic Rings 1
Heavy Atoms 12
NP-Likeness -0.43

Activity Summary

Ki 39 meas. best 8.81
IC50 4 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phenylethanolamine N-methyltransferase
CHEMBL4617
 Ki 8.81 7.8515 1.6 13
Phenylethanolamine N-methyltransferase
CHEMBL4617
 IC50 8.52 8.1733 3.0 3
Phenylethanolamine N-methyltransferase
CHEMBL2331
 Ki 8.51 6.8656 3.1 9
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 7.7 7.6822 20.0 9
Adrenergic receptor alpha-2
CHEMBL2095158
 Ki 7.68 7.68 21.0 1
Alpha-2A adrenergic receptor
CHEMBL327
 Ki 7.68 7.68 21.0 1
Unchecked
CHEMBL612545
 Ki 7.68 7.68 21.0 2
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 5.19 5.19 6520.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Phenylethanolamine N-methyltransferase Ki = 1.55 nM 8.81 Binding affinity to human wild type his-tagged PNMT 16279783
Phenylethanolamine N-methyltransferase IC50 = 3.0 nM 8.52 Inhibition of PNMT 18457385
Phenylethanolamine N-methyltransferase Ki = 3.0 nM 8.52 Dissociation constant(Ki) of compound was determined to measure PNMT-inhibitory ... 7381849
Phenylethanolamine N-methyltransferase Ki = 3.1 nM 8.51 Binding affinity to human PNMT 17126018
Phenylethanolamine N-methyltransferase Ki = 3.1 nM 8.51 Inhibition of bovine PNMT by radiochemical assay 18024134
Phenylethanolamine N-methyltransferase Ki = 3.1 nM 8.51 Binding affinity to human PNMT expressed in Escherichia coli by radiochemical as... 16942016
Phenylethanolamine N-methyltransferase Ki = 3.1 nM 8.51 Inhibitory activity against human PNMT 16169723
Phenylethanolamine N-methyltransferase Ki = 3.1 nM 8.51 Inhibition of [3H]methyl-AdoMet binding to human phenylethanolamine N-methyl-tra... 15317460
Phenylethanolamine N-methyltransferase Ki = 3.1 nM 8.51 Inhibitory binding affinity for phenylethanolamine N-methyl-transferase (PNMT) 15261273
Phenylethanolamine N-methyltransferase Ki = 3.1 nM 8.51 In vitro binding affinity against human phenylethanolamine N-Methyltransferase 15634007
Phenylethanolamine N-methyltransferase IC50 = 10.0 nM 8.0 Inhibition of rabbit adrenal phenylethanolamine N-methyl-transferase 7252985
Phenylethanolamine N-methyltransferase IC50 = 10.0 nM 8.0 In vitro inhibitory potency was measured against phenylethanolamine N-methyl-tra... 7381849
Phenylethanolamine N-methyltransferase Ki = 19.0 nM 7.72 Binding affinity to human PNMT V53A mutant 16279783
Adrenergic receptor alpha-2 Ki = 20.0 nM 7.7 Inhibition of [3H]clonidine binding to rat Alpha2 adrenoceptor 15317460
Adrenergic receptor alpha-2 Ki = 21.0 nM 7.68 Ability to inhibit binding of [3H]clonidine at the Alpha-2 adrenergic receptor 9406590
Unchecked Ki = 21.0 nM 7.68 Inhibition of adrenergic alpha2 receptor 18457385
Unchecked Ki = 21.0 nM 7.68 Displacement of [3H]clonidine from adrenergic alpha-1 receptor in Sprague-Dawley... 18024134
Adrenergic receptor alpha-2 Ki = 21.0 nM 7.68 Displacement of [3H]clonidine from adrenergic alpha2 receptor in Sprague-Dawley ... 17126018
Adrenergic receptor alpha-2 Ki = 21.0 nM 7.68 Displacement of [3H]clonidine from Sprague-Dawley rat cortex adrenergic alpha 2 ... 16942016
Adrenergic receptor alpha-2 Ki = 21.0 nM 7.68 Displacement of [3H]clonidine from Adrenergic alpha-2 receptor 16169723

Literature References

PubMed DOI Target Context # Activities
16279783 10.1021/jm050568o Phenylethanolamine N-methyltransferase 5
7381849 10.1021/jm00179a007 Phenylethanolamine N-methyltransferase 4
7252985 10.1021/jm00138a023 Phenylethanolamine N-methyltransferase 2
7381849 10.1021/jm00179a007 Mus musculus 2
10479290 10.1021/jm990045e Adrenergic receptor alpha-2 2
18024134 10.1016/j.bmc.2007.08.066 Unchecked 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
11412985 10.1016/s0960-894x(01)00245-1 Phenylethanolamine N-methyltransferase 2
10464018 10.1021/jm980734a Adrenergic receptor alpha-2 1
14695818 10.1021/jm0205752 No relevant target 1
14695818 10.1021/jm0205752 Unchecked 1
14695818 10.1021/jm0205752 Phenylethanolamine N-methyltransferase 1
3351861 10.1021/jm00399a024 Phenylethanolamine N-methyltransferase 1
11412985 10.1016/s0960-894x(01)00245-1 Unchecked 1
10464018 10.1021/jm980734a Unchecked 1
10091706 10.1016/s0960-894x(99)00022-0 Adrenergic receptor alpha-2 1
10091706 10.1016/s0960-894x(99)00022-0 Phenylethanolamine N-methyltransferase 1
10479290 10.1021/jm990045e Bos taurus 1
10479290 10.1021/jm990045e No relevant target 1
10479290 10.1021/jm990045e Phenylethanolamine N-methyltransferase 1

Data from ChEMBL 36 via Core Engine