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Compound Detail

CHEMBL14346

1,2,3,4-TETRAHYDROISOQUINOLINE
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c1ccc2c(c1)CCNC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL14346
Name 1,2,3,4-TETRAHYDROISOQUINOLINE
Phase Preclinical
Structure Type MOL
InChI Key UWYZHKAOTLEWKK-UHFFFAOYSA-N
6
Targets
29
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

133.2
MW (Da)
1.33
ALogP
1
HBA
1
HBD
12.0
PSA (Ų)
0.56
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 C9H11N
MW 133.19
Aromatic Rings 1
Heavy Atoms 10
NP-Likeness 0.04

Activity Summary

Ki 26 meas. best 6.46
Kd 2 meas. best 2.16
IC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 6.46 6.46 350.0 7
Unchecked
CHEMBL612545
 Ki 6.46 6.46 350.0 1
Phenylethanolamine N-methyltransferase
CHEMBL2331
 Ki 5.3 5.0273 5000.0 11
Phenylethanolamine N-methyltransferase
CHEMBL4617
 Ki 5.24 5.1 5800.0 3
Amine oxidase [flavin-containing] B
CHEMBL2039
 Ki 4.82 4.82 15000.0 1
CD44 antigen
CHEMBL3232692
 Kd 2.16 2.16 6900000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adrenergic receptor alpha-2 Ki = 350.0 nM 6.46 In vitro binding affinity towards cortical membranes of male Sprague-Dawley rats... 10354406
Adrenergic receptor alpha-2 Ki = 350.0 nM 6.46 The compound was tested in vitro for binding affinity against Alpha-2 adrenergic... 10464018
Adrenergic receptor alpha-2 Ki = 350.0 nM 6.46 In vitro for binding affinity against Alpha-2 adrenergic receptor by radioligand... 8784452
Adrenergic receptor alpha-2 Ki = 350.0 nM 6.46 In vitro inhibition of [3H]clonidine binding at the alpha-2 adrenergic receptor. 10543879
Adrenergic receptor alpha-2 Ki = 350.0 nM 6.46 In vitro inhibitory activity against alpha-2 adrenergic receptor using [3H]cloni... 9888838
Adrenergic receptor alpha-2 Ki = 350.0 nM 6.46 Displacement of [3H]clonidine from Sprague-Dawley rat cortex adrenergic alpha 2 ... 16942016
Adrenergic receptor alpha-2 Ki = 350.0 nM 6.46 Displacement of [3H]clonidine from adrenergic alpha2 receptor in Sprague-Dawley ... 17126018
Unchecked Ki = 350.0 nM 6.46 Displacement of [3H]clonidine from adrenergic alpha-1 receptor in Sprague-Dawley... 18024134
Phenylethanolamine N-methyltransferase Ki = 5000.0 nM 5.3 Inhibition of bovine PNMT by radiochemical assay 18024134
Phenylethanolamine N-methyltransferase Ki = 5800.0 nM 5.24 Binding affinity to human PNMT expressed in Escherichia coli by radiochemical as... 16942016
Phenylethanolamine N-methyltransferase Ki = 5800.0 nM 5.24 Binding affinity to human PNMT 17126018
Phenylethanolamine N-methyltransferase Ki = 9700.0 nM 5.01 Inhibitory constant against bovine phenylethanolamine N-methyl-transferase 11412985
Phenylethanolamine N-methyltransferase Ki = 9700.0 nM 5.01 In vitro inhibitory activity against bovine adrenal phenylethanolamine N-methylt... 9888838
Phenylethanolamine N-methyltransferase Ki = 9670.0 nM 5.01 In vitro for inhibition of Phenylethanolamine N-Methyltransferase (PNMT) 8784452
Phenylethanolamine N-methyltransferase Ki = 10000.0 nM 5.0 Binding affinity to phenylethanolamine N-methyltransferase(PNMT) in bovine 3336016
Phenylethanolamine N-methyltransferase Ki = 10000.0 nM 5.0 In vitro inhibitory activity against bovine adrenal phenylethanolamine N-methyl ... 10354406
Phenylethanolamine N-methyltransferase Ki = 10000.0 nM 5.0 Inhibition of PNMT (Phenylethanolamine N-Methyltransferase) in vitro 10464018
Phenylethanolamine N-methyltransferase Ki = 10000.0 nM 5.0 In vitro inhibition of PNMT (Phenylethanolamine N-Methyltransferase). 10543879
Phenylethanolamine N-methyltransferase Ki = 10300.0 nM 4.99 In vitro inhibition of bovine phenylethylamine N-methyl-transferase (PNMT) using... 3681890
Phenylethanolamine N-methyltransferase Ki = 10300.0 nM 4.99 Inhibition of phenylethanolamine N-methyl-transferase (PNMT) 3339613

Literature References

PubMed DOI Target Context # Activities
23270663 10.1016/j.bmc.2012.11.038 Unchecked 5
24606063 10.1021/jm5000276 CD44 antigen 3
7381849 10.1021/jm00179a007 Phenylethanolamine N-methyltransferase 2
18024134 10.1016/j.bmc.2007.08.066 Unchecked 2
2374149 10.1021/jm00170a029 Sodium-dependent dopamine transporter 2
23270663 10.1016/j.bmc.2012.11.038 ADMET 2
11412985 10.1016/s0960-894x(01)00245-1 Phenylethanolamine N-methyltransferase 2
2296014 10.1021/jm00163a025 Amine oxidase [flavin-containing] A 1
2296014 10.1021/jm00163a025 Amine oxidase [flavin-containing] B 1
29100802 10.1016/j.bmcl.2017.09.041 No relevant target 1
10464018 10.1021/jm980734a Adrenergic receptor alpha-2 1
10464018 10.1021/jm980734a Unchecked 1
10354406 10.1021/jm9807252 Phenylethanolamine N-methyltransferase 1
11412985 10.1016/s0960-894x(01)00245-1 Unchecked 1
8676348 10.1021/jm950662c 5-hydroxytryptamine receptor 1A 1
8784452 10.1021/jm9508292 Phenylethanolamine N-methyltransferase 1
10091706 10.1016/s0960-894x(99)00022-0 Adrenergic receptor alpha-2 1
8784452 10.1021/jm9508292 Unchecked 1
10091706 10.1016/s0960-894x(99)00022-0 Phenylethanolamine N-methyltransferase 1
3336016 10.1021/jm00396a026 Phenylethanolamine N-methyltransferase 1

Data from ChEMBL 36 via Core Engine