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

CHEMBL281289

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
O=[N+]([O-])c1ccc2c(c1)CNCC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL281289
Phase Preclinical
Structure Type MOL
InChI Key YPRWYZSUBZXORL-UHFFFAOYSA-N
5
Targets
13
Activities
1
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

178.2
MW (Da)
1.24
ALogP
3
HBA
1
HBD
55.2
PSA (Ų)
0.52
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 C9H10N2O2
MW 178.19
Aromatic Rings 1
Heavy Atoms 13
NP-Likeness -0.96

Activity Summary

Ki 13 meas. best 7.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 7.25 6.31 56.0 2
Phenylethanolamine N-methyltransferase
CHEMBL2331
 Ki 6.92 6.655 120.0 2
Phenylethanolamine N-methyltransferase
CHEMBL4617
 Ki 6.92 6.1367 120.0 3
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 5.5 5.5 3200.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 5.37 5.37 4300.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 56.0 nM 7.25 Binding affinity to human PNMT-S-adenosyl-L-methionine complex 16279783
Phenylethanolamine N-methyltransferase Ki = 120.0 nM 6.92 Binding affinity to human PNMT 17126018
Phenylethanolamine N-methyltransferase Ki = 120.0 nM 6.92 Inhibition of bovine PNMT by radiochemical assay 18024134
Phenylethanolamine N-methyltransferase Ki = 410.0 nM 6.39 In vitro inhibitory activity against bovine adrenal phenylethanolamine N-methyl-... 9888838
Phenylethanolamine N-methyltransferase Ki = 1370.0 nM 5.86 Inhibition of human PNMT K57A mutant 17845018
Phenylethanolamine N-methyltransferase Ki = 2360.0 nM 5.63 Binding affinity to human free PNMT 16279783
Alpha-2A adrenergic receptor Ki = 3200.0 nM 5.5 Binding affinity against human alpha 2A adrenergic receptor in CHO cells using [... 15686930
Adrenergic receptor alpha-2 Ki = 4300.0 nM 5.37 In vitro inhibitory activity against Alpha-2 adrenergic receptor using [3H]cloni... 9888838
Adrenergic receptor alpha-2 Ki = 4300.0 nM 5.37 Displacement of [3H]clonidine from adrenergic alpha2 receptor in Sprague-Dawley ... 17126018
Unchecked Ki = 4300.0 nM 5.37 Displacement of [3H]clonidine from adrenergic alpha-1 receptor in Sprague-Dawley... 18024134

Literature References

PubMed DOI Target Context # Activities
33147410 10.1021/acs.jmedchem.0c01475 Unchecked 4
18024134 10.1016/j.bmc.2007.08.066 Unchecked 2
17126018 10.1016/j.bmc.2006.11.010 Adrenergic receptor alpha-2 2
16279783 10.1021/jm050568o Unchecked 1
18024134 10.1016/j.bmc.2007.08.066 Phenylethanolamine N-methyltransferase 1
17126018 10.1016/j.bmc.2006.11.010 Unchecked 1
17126018 10.1016/j.bmc.2006.11.010 Phenylethanolamine N-methyltransferase 1
17845018 10.1021/jm0703385 Unchecked 1
17845018 10.1021/jm0703385 Phenylethanolamine N-methyltransferase 1
10091706 10.1016/s0960-894x(99)00022-0 Phenylethanolamine N-methyltransferase 1
16279783 10.1021/jm050568o Phenylethanolamine N-methyltransferase 1
15686930 10.1016/j.bmcl.2004.12.013 Alpha-2A adrenergic receptor 1
15686930 10.1016/j.bmcl.2004.12.013 Adrenergic receptor alpha-2 1
9888838 10.1021/jm980429p Unchecked 1
9888838 10.1021/jm980429p Adrenergic receptor alpha-2 1
9888838 10.1021/jm980429p Phenylethanolamine N-methyltransferase 1
10091706 10.1016/s0960-894x(99)00022-0 Adrenergic receptor alpha-2 1

Data from ChEMBL 36 via Core Engine