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Compound Detail

CHEMBL104593

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COc1ccccc1N1CCN(CCNC(=O)c2ccncc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL104593
Phase Preclinical
Structure Type MOL
InChI Key IQYRBWJVVBVMOS-UHFFFAOYSA-N
8
Targets
13
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

340.4
MW (Da)
1.64
ALogP
5
HBA
1
HBD
57.7
PSA (Ų)
0.87
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H24N4O2
MW 340.43
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.71

Activity Summary

Ki 12 meas. best 9.44
Kd 1 meas. best 7.91

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 9.44 8.2967 0.4 3
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 9.03 9.03 0.9 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 8.24 8.24 5.8 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Kd 7.91 7.91 12.3 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 7.7 7.7 20.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 7.28 7.28 53.0 1
D(2) dopamine receptor
CHEMBL339
 Ki 6.64 6.5033 230.0 3
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 6.23 6.23 587.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 6.08 6.08 828.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 0.36 nM 9.44 Displacement of [3H]8-OH-DPAT from 5HT1A receptor in Sprague-Dawley rat brain co... 26820556
5-hydroxytryptamine receptor 2C Ki = 0.933 nM 9.03 Displacement of [3H]mesulergine from 5HT2C receptor in Sprague-Dawley rat brain ... 26820556
5-hydroxytryptamine receptor 1A Ki = 5.8 nM 8.24 Binding affinity to 5-HT1A receptor (unknown origin) assessed as inhibition cons... 35939391
Adrenergic receptor alpha-1 Kd = 12.3 nM 7.91 Antagonistic activity for Alpha-1 adrenergic receptor was measured as inhibition... 15935663
5-hydroxytryptamine receptor 1A Ki = 18.0 nM 7.75 Binding affinity was evaluated by determining in vitro displacement of [3H]8-OH-... 9022796
5-hydroxytryptamine receptor 1A Ki = 19.95 nM 7.7 pKi value against rat 5-hydroxytryptamine 1A receptor. 9022796
Alpha-1A adrenergic receptor Ki = 20.0 nM 7.7 Binding affinity to alpha 1A adrenergic receptor (unknown origin) assessed as in... 35939391
Adrenergic receptor alpha-1 Ki = 53.0 nM 7.28 Displacement of [3H]prazosin from alpha1 adrenergic receptor in rat brain cortex... 26820556
D(2) dopamine receptor Ki = 230.0 nM 6.64 In vitro displacement of [3H]spiperone from Dopamine receptor D2 binding site in... 9022796
D(2) dopamine receptor Ki = 251.19 nM 6.6 pKi value against rat Dopamine receptor D2. 9022796
D(2) dopamine receptor Ki = 537.0 nM 6.27 Displacement of [3H]spiperone from dopamine D2 receptor in rat striatum incubate... 26820556
5-hydroxytryptamine receptor 2A Ki = 587.0 nM 6.23 Displacement of [3H]ketanserin from 5HT2A receptor in Sprague-Dawley rat brain c... 26820556
Adrenergic receptor alpha-2 Ki = 828.0 nM 6.08 Displacement of [3H]yohimbine from alpha2 adrenergic receptor in rat brain corte... 26820556

Literature References

PubMed DOI Target Context # Activities
26820556 10.1016/j.ejmech.2016.01.021 Mus musculus 8
9022796 10.1021/jm960496o 5-hydroxytryptamine receptor 1A 2
9022796 10.1021/jm960496o D(2) dopamine receptor 2
26820556 10.1016/j.ejmech.2016.01.021 Rattus norvegicus 2
9022796 10.1021/jm960496o No relevant target 1
15935663 10.1016/j.bmcl.2005.05.003 Adrenergic receptor alpha-1 1
26820556 10.1016/j.ejmech.2016.01.021 5-hydroxytryptamine receptor 1A 1
26820556 10.1016/j.ejmech.2016.01.021 5-hydroxytryptamine receptor 2A 1
26820556 10.1016/j.ejmech.2016.01.021 5-hydroxytryptamine receptor 2C 1
26820556 10.1016/j.ejmech.2016.01.021 Adrenergic receptor alpha-1 1
26820556 10.1016/j.ejmech.2016.01.021 Adrenergic receptor alpha-2 1
26820556 10.1016/j.ejmech.2016.01.021 D(1A) dopamine receptor 1
26820556 10.1016/j.ejmech.2016.01.021 D(2) dopamine receptor 1
35939391 10.1021/acs.jmedchem.2c00633 Alpha-1A adrenergic receptor 1
35939391 10.1021/acs.jmedchem.2c00633 5-hydroxytryptamine receptor 1A 1

Data from ChEMBL 36 via Core Engine