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Compound Detail

CHEMBL543741

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COc1ccccc1N1CCN(CCN2C(=O)CC3(CCCC3)CC2=O)CC1.Cl.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL543741
Phase Preclinical
Structure Type MOL
InChI Key NIBOMXUDFLRHRV-UHFFFAOYSA-N
Parent Compound CHEMBL13647
Active Moiety CHEMBL13647
10
Targets
20
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

385.5
MW (Da)
2.53
ALogP
5
HBA
0
HBD
53.1
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 C22H33Cl2N3O3
MW 458.43
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness -0.87

Activity Summary

Ki 13 meas. best 8.98
Kd 7 meas. best 8.34

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 8.98 8.69 1.0 3
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 8.76 8.76 1.7 2
Alpha-1D adrenergic receptor
CHEMBL326
 Kd 8.34 8.34 4.6 2
Alpha-1B adrenergic receptor
CHEMBL315
 Kd 7.55 7.55 28.2 2
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 7.37 6.7967 42.7 3
D(2) dopamine receptor
CHEMBL339
 Ki 7.32 7.32 47.9 1
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 7.3 6.55 50.1 3
Alpha-1A adrenergic receptor
CHEMBL319
 Kd 6.94 6.94 114.8 2
Adrenergic receptor alpha-1
CHEMBL2094251
 Kd 6.4 6.4 398.1 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 5.98 5.98 1047.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1D adrenergic receptor Ki = 1.047 nM 8.98 Binding affinity to adrenergic Alpha-1D receptor 21514979
Alpha-1D adrenergic receptor Ki = 1.288 nM 8.89 Affinity constant towards human recombinant Alpha-1D adrenergic receptor using [... 12672251
5-hydroxytryptamine receptor 1A Ki = 1.738 nM 8.76 Binding affinity to human 5-HT1A receptor 23902232
5-hydroxytryptamine receptor 1A Ki = 1.738 nM 8.76 Antagonistic affinity against cloned human 5-hydroxytryptamine 1A receptor 9871765
Alpha-1D adrenergic receptor Kd = 4.571 nM 8.34 Antagonist activity at alpha-1D adrenoreceptor in Sprague-Dawley rat thoracic ao... 23902232
Alpha-1D adrenergic receptor Kd = 4.571 nM 8.34 Antagonistic affinity against Alpha-1D adrenergic receptor was determined in iso... 9871765
Alpha-1D adrenergic receptor Ki = 6.31 nM 8.2 Binding affinity was tested on human Alpha-1D adrenergic receptor 9135028
Alpha-1B adrenergic receptor Kd = 28.18 nM 7.55 Antagonist activity at alpha-1B adrenoreceptor in Sprague-Dawley rat spleen asse... 23902232
Alpha-1B adrenergic receptor Kd = 28.18 nM 7.55 Antagonistic affinity against Alpha-1B adrenergic receptor was determined in iso... 9871765
Alpha-1A adrenergic receptor Ki = 42.66 nM 7.37 Binding affinity to adrenergic alpha1A receptor 21514979
D(2) dopamine receptor Ki = 47.86 nM 7.32 Antagonistic affinity against rat striatum Dopamine receptor D2 9871765
Alpha-1B adrenergic receptor Ki = 50.12 nM 7.3 Binding affinity to adrenergic Alpha-1B receptor 21514979
Alpha-1A adrenergic receptor Kd = 114.82 nM 6.94 Antagonist activity at alpha-1A adrenoreceptor in Sprague-Dawley rat prostatic v... 23902232
Alpha-1A adrenergic receptor Kd = 114.82 nM 6.94 Antagonistic affinity against Alpha-1A adrenergic receptor was determined in iso... 9871765
Alpha-1A adrenergic receptor Ki = 251.19 nM 6.6 Binding affinity was tested on human Alpha-1A adrenergic receptor 9135028
Alpha-1A adrenergic receptor Ki = 380.19 nM 6.42 Affinity constant towards human recombinant Alpha-1A adrenergic receptor using [... 12672251
Adrenergic receptor alpha-1 Kd = 398.11 nM 6.4 pA2 for Alpha-1 adrenergic receptor from human prostate. 9135028
Alpha-1B adrenergic receptor Ki = 630.96 nM 6.2 Binding affinity was tested on human Alpha-1B adrenergic receptor 9135028
Alpha-1B adrenergic receptor Ki = 707.95 nM 6.15 Affinity constant towards human recombinant Alpha-1B adrenergic receptor using [... 12672251
Adrenergic receptor alpha-2 Ki = 1047.13 nM 5.98 Antagonistic affinity against native rat cortex Alpha-2 adrenergic receptor 9871765

Literature References

PubMed DOI Target Context # Activities
23902232 10.1021/jm400867d Unchecked 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
12672251 10.1021/jm021078o Alpha-1A adrenergic receptor 2
12672251 10.1021/jm021078o Alpha-1B adrenergic receptor 2
12672251 10.1021/jm021078o Alpha-1D adrenergic receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
12672251 10.1021/jm021078o Unchecked 2
12672251 10.1021/jm021078o Alpha adrenergic receptor 1A and 1B 1
9871765 10.1016/s0960-894x(98)00217-0 5-hydroxytryptamine receptor 1A 1
9871765 10.1016/s0960-894x(98)00217-0 D(2) dopamine receptor 1
9871765 10.1016/s0960-894x(98)00217-0 Alpha-1D adrenergic receptor 1
9871765 10.1016/s0960-894x(98)00217-0 Alpha-1B adrenergic receptor 1
9871765 10.1016/s0960-894x(98)00217-0 Alpha-1A adrenergic receptor 1
12672251 10.1021/jm021078o Adrenergic receptors; alpha-1 A & B 1
12672251 10.1021/jm021078o Alpha adrenergic receptor (1a and 1d) 1
9135028 10.1021/jm960697s Alpha-1A adrenergic receptor 1
12672251 10.1021/jm021078o Alpha adrenergic receptor 1A and 1D 1
8496920 10.1021/jm00062a028 Rattus norvegicus 1
9135028 10.1021/jm960697s Adrenergic receptor alpha-1 1
9135028 10.1021/jm960697s Alpha-1D adrenergic receptor 1

Data from ChEMBL 36 via Core Engine