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

CHEMBL59441

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)CNC(CO)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL59441
Phase Preclinical
Structure Type MOL
InChI Key RNUCRXHRBPLYTA-UHFFFAOYSA-N
5
Targets
11
Activities
1
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

208.2
MW (Da)
0.60
ALogP
4
HBA
2
HBD
75.4
PSA (Ų)
0.55
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H12N2O3
MW 208.22
Aromatic Rings 1
Heavy Atoms 15
NP-Likeness 0.04

Activity Summary

Ki 11 meas. best 7.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phenylethanolamine N-methyltransferase
CHEMBL4617
 Ki 7.77 7.3133 17.0 3
Phenylethanolamine N-methyltransferase
CHEMBL2331
 Ki 6.54 6.54 290.0 2
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 5.41 5.41 3900.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 4.72 4.72 19000.0 3
Alpha-2A adrenergic receptor
CHEMBL327
 Ki 4.72 4.72 19000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Phenylethanolamine N-methyltransferase Ki = 17.0 nM 7.77 Inhibition of wild type human PNMT 17845018
Phenylethanolamine N-methyltransferase Ki = 47.0 nM 7.33 Binding affinity against Human phenylethanolamine N-methyl-transferase 15686930
Phenylethanolamine N-methyltransferase Ki = 145.0 nM 6.84 Inhibition of human PNMT K57A mutant 17845018
Phenylethanolamine N-methyltransferase Ki = 290.0 nM 6.54 Inhibition of bovine adrenal Phenylethanolamine N-Methyltransferase 10354406
Phenylethanolamine N-methyltransferase Ki = 290.0 nM 6.54 Ability to inhibit phenylethanolamine N-methyl-transferase (PNMT) 11495596
Alpha-2A adrenergic receptor Ki = 3900.0 nM 5.41 Binding affinity against human alpha 2A adrenergic receptor in CHO cells using [... 15686930
Adrenergic receptor alpha-2 Ki = 19000.0 nM 4.72 Displacement of [3H]clonidine from Alpha-2 adrenergic receptor of rat cortical m... 10354406
Adrenergic receptor alpha-2 Ki = 19000.0 nM 4.72 Binding affinity to alpha-2 adrenergic receptor by displacement of [3H]clonidine 11495596
Adrenergic receptor alpha-2 Ki = 19000.0 nM 4.72 Binding affinity against alpha 2 adrenergic receptor in rat cortex using [3H]clo... 15686930
Alpha-2A adrenergic receptor Ki = 19000.0 nM 4.72 Displacement of [3H]-clonidine from Sprague-Dawley rat alpha2 adrenergic recepto... 33147410

Literature References

PubMed DOI Target Context # Activities
33147410 10.1021/acs.jmedchem.0c01475 Phenylethanolamine N-methyltransferase 3
17845018 10.1021/jm0703385 Phenylethanolamine N-methyltransferase 2
15686930 10.1016/j.bmcl.2004.12.013 Adrenergic receptor alpha-2 2
33147410 10.1021/acs.jmedchem.0c01475 Unchecked 1
10479290 10.1021/jm990045e No relevant target 1
33147410 10.1021/acs.jmedchem.0c01475 Alpha-2A adrenergic receptor 1
17845018 10.1021/jm0703385 Unchecked 1
15686930 10.1016/j.bmcl.2004.12.013 Unchecked 1
15686930 10.1016/j.bmcl.2004.12.013 Phenylethanolamine N-methyltransferase 1
15686930 10.1016/j.bmcl.2004.12.013 Alpha-2A adrenergic receptor 1
11495596 10.1021/jm010147g Unchecked 1
11495596 10.1021/jm010147g Adrenergic receptor alpha-2 1
11495596 10.1021/jm010147g Phenylethanolamine N-methyltransferase 1
10354406 10.1021/jm9807252 Unchecked 1
10354406 10.1021/jm9807252 Adrenergic receptor alpha-2 1
10354406 10.1021/jm9807252 Phenylethanolamine N-methyltransferase 1
10479290 10.1021/jm990045e Bos taurus 1

Data from ChEMBL 36 via Core Engine