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Compound Detail

CHEMBL51433

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COc1ccccc1N1CCN(CCn2c(=O)[nH]c3ccccc3c2=O)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL51433
Phase Preclinical
Structure Type MOL
InChI Key ZFDWAPWETDMDSZ-UHFFFAOYSA-N
13
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

380.4
MW (Da)
1.52
ALogP
6
HBA
1
HBD
70.6
PSA (Ų)
0.73
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H24N4O3
MW 380.45
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.31

Activity Summary

Ki 16 meas. best 9.6
Kd 1 meas. best 9.63

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adrenergic receptor alpha-1
CHEMBL1907610
 Kd 9.63 9.63 0.2 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 9.6 9.6 0.2 2
Alpha-1A adrenergic receptor
CHEMBL319
 Ki 9.3 9.3 0.5 1
Alpha-1B adrenergic receptor
CHEMBL315
 Ki 8.96 8.96 1.1 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 7.8 7.8 16.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.5 7.19 32.0 2
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 7.25 7.25 56.0 1
D(3) dopamine receptor
CHEMBL234
 Ki 7.14 7.14 73.0 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 Ki 6.75 6.75 180.0 1
Histamine H1 receptor
CHEMBL3943
 Ki 6.16 6.16 685.0 1
Serotonin 1 (5-HT1) receptor
CHEMBL2095159
 Ki 5.82 5.82 1510.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 5.8 5.8 1599.0 2
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 5.74 5.74 1811.0 1
Sodium channel alpha subunits; brain (Types I, II, III)
CHEMBL2095171
 Ki 5.43 5.43 3680.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adrenergic receptor alpha-1 Kd = 0.2344 nM 9.63 Alpha-1 antagonistic activity against phenylephrine in rat aorta 8101878
Adrenergic receptor alpha-1 Ki = 0.25 nM 9.6 Displacement of [3H]-prazosin from Alpha-1 adrenergic receptor of rat cortical m... 9703460
Adrenergic receptor alpha-1 Ki = 0.25 nM 9.6 Binding affinity against alpha-1 adrenergic receptor by measuring displacement o... 8101878
Alpha-1A adrenergic receptor Ki = 0.5 nM 9.3 Displacement of [3H]prazosin from Alpha-1A adrenergic receptor of rat submaxilla... 9703460
Alpha-1B adrenergic receptor Ki = 1.1 nM 8.96 Displacement of [3H]prazosin from Alpha-1B adrenergic receptor of rat liver memb... 9703460
5-hydroxytryptamine receptor 1A Ki = 16.0 nM 7.8 Compound is evaluated for binding affinity towards 5-hydroxytryptamine 1A recept... 9703460
D(2) dopamine receptor Ki = 32.0 nM 7.5 Compound is evaluated for binding affinity towards Dopamine receptor D2 using [3... 9703460
Alpha-2B adrenergic receptor Ki = 56.0 nM 7.25 Compound is evaluated for binding affinity towards Alpha-2B adrenergic receptor ... 9703460
D(3) dopamine receptor Ki = 73.0 nM 7.14 Compound is evaluated for binding affinity towards recombinant human Dopamine re... 9703460
D(2) dopamine receptor Ki = 132.0 nM 6.88 Compound is evaluated for binding affinity towards recombinant human Dopamine re... 9703460
Serotonin 2 (5-HT2) receptor Ki = 180.0 nM 6.75 Compound is evaluated for binding affinity towards 5-hydroxytryptamine 2 recepto... 9703460
Histamine H1 receptor Ki = 685.0 nM 6.16 Compound is evaluated for binding affinity towards Histamine H1 receptor using [... 9703460
Serotonin 1 (5-HT1) receptor Ki = 1510.0 nM 5.82 Compound is evaluated for binding affinity towards 5-hydroxytryptamine 1 recepto... 9703460
Adrenergic receptor alpha-2 Ki = 1599.0 nM 5.8 Displacement of clonidine from Alpha-2 adrenergic receptor of rat cortical membr... 9703460
Adrenergic receptor alpha-2 Ki = 1599.0 nM 5.8 Binding affinity against alpha-2 adrenergic receptor by measuring displacement o... 8101878
Alpha-2A adrenergic receptor Ki = 1811.0 nM 5.74 Compound is evaluated for binding affinity towards Alpha-2A adrenergic receptor ... 9703460
Sodium channel alpha subunits; brain (Types I, II, III) Ki = 3680.0 nM 5.43 Displacement of [3H]batrachotoxin from rat brain sodium channel 9703460

Literature References

PubMed DOI Target Context # Activities
2842504 10.1021/jm00117a019 Rattus norvegicus 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
8101878 10.1021/jm00067a017 Adrenergic receptor alpha-1 2
8101878 10.1021/jm00067a017 Rattus norvegicus 2
9703460 10.1021/jm970159v D(2) dopamine receptor 2
9703460 10.1021/jm970159v 5-hydroxytryptamine receptor 1A 1
9703460 10.1021/jm970159v Sodium channel alpha subunits; brain (Types I, II, III) 1
9703460 10.1021/jm970159v Histamine H1 receptor 1
9703460 10.1021/jm970159v D(3) dopamine receptor 1
9703460 10.1021/jm970159v Sigma 2 receptor 1
9703460 10.1021/jm970159v Sigma non-opioid intracellular receptor 1 1
9703460 10.1021/jm970159v Serotonin 2 (5-HT2) receptor 1
9703460 10.1021/jm970159v Serotonin 1 (5-HT1) receptor 1
9703460 10.1021/jm970159v Unchecked 1
9703460 10.1021/jm970159v Alpha-2B adrenergic receptor 1
9703460 10.1021/jm970159v Alpha-2A adrenergic receptor 1
9703460 10.1021/jm970159v Adrenergic receptor alpha-2 1
9703460 10.1021/jm970159v Alpha-1B adrenergic receptor 1
9703460 10.1021/jm970159v Alpha-1A adrenergic receptor 1
9703460 10.1021/jm970159v Adrenergic receptor alpha-1 1

Data from ChEMBL 36 via Core Engine