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

CHEMBL147077

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
CNC(=O)C1=C(C)NC(C)=C(C(=O)NCCCN2CCC(C(=O)OC)(c3ccccc3)CC2)C1c1ccc([N+](=O)[O-])cc1

Basic Information

ChEMBL ID CHEMBL147077
Phase Preclinical
Structure Type MOL
InChI Key CAAOWRJNPRFDJE-UHFFFAOYSA-N
11
Targets
18
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

589.7
MW (Da)
3.29
ALogP
8
HBA
3
HBD
142.9
PSA (Ų)
0.17
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C32H39N5O6
MW 589.69
Aromatic Rings 2
Heavy Atoms 43
NP-Likeness -0.88

Activity Summary

Ki 18 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1A adrenergic receptor
CHEMBL229
Ki 8.62 7.91 2.4 4
Homo sapiens
CHEMBL372
Ki 8.55 8.55 2.8 1
Canis familiaris
CHEMBL373
Ki 8.44 8.44 3.6 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 6.37 6.37 427.0 1
Histamine H1 receptor
CHEMBL231
Ki 6.31 6.31 491.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 6.12 6.12 760.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 5.89 5.89 1281.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 5.65 5.65 2244.0 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
Ki 5.58 5.58 2645.0 1
Alpha-1B adrenergic receptor
CHEMBL232
Ki 5.44 5.3467 3660.0 3
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 5.11 5.0733 7740.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1A adrenergic receptor Ki = 2.42 nM 8.62 Binding affinity was determined for the alpha-1A adrenergic receptor 9857099
Homo sapiens Ki = 2.8 nM 8.55 Binding affinity in isolated prostate tissue of human 9857099
Canis familiaris Ki = 3.6 nM 8.44 Binding affinity in isolated prostate tissue of dog 9857099
Alpha-1A adrenergic receptor Ki = 3.94 nM 8.4 Binding affinity was determined for the alpha-1A adrenergic receptor 9857099
Alpha-1A adrenergic receptor Ki = 3.981 nM 8.4 Binding affinity to Homo sapiens (human) alpha1A adrenergic receptor -
5-hydroxytryptamine receptor 1A Ki = 427.0 nM 6.37 Binding affinity for recombinant human 5-hydroxytryptamine 1A receptor using [3H... 9857099
Histamine H1 receptor Ki = 491.0 nM 6.31 Binding affinity for recombinant human Histamine H1 receptor using [3H]pyrilamin... 9857099
Alpha-1A adrenergic receptor Ki = 607.0 nM 6.22 Binding affinity was determined for the alpha-1A adrenergic receptor 9857099
Alpha-2A adrenergic receptor Ki = 760.0 nM 6.12 Binding affinity for recombinant human Alpha-2A adrenergic receptor using [3H]ra... 9857099
Alpha-2B adrenergic receptor Ki = 1281.0 nM 5.89 Binding affinity for recombinant human Alpha-2B adrenergic receptor using [3H]ra... 9857099
Alpha-2C adrenergic receptor Ki = 2244.0 nM 5.65 Binding affinity for recombinant human Alpha-2C adrenergic receptor using [3H]ra... 9857099
5-hydroxytryptamine receptor 1B Ki = 2645.0 nM 5.58 Binding affinity for recombinant human 5-hydroxytryptamine 1B receptor using [3H... 9857099
Alpha-1B adrenergic receptor Ki = 3660.0 nM 5.44 Binding affinity was determined for the alpha-1B adrenergic receptor 9857099
Alpha-1B adrenergic receptor Ki = 4920.0 nM 5.31 Binding affinity was determined for the alpha-1B adrenergic receptor 9857099
Alpha-1B adrenergic receptor Ki = 5170.0 nM 5.29 Binding affinity was determined for the alpha-1B adrenergic receptor 9857099
5-hydroxytryptamine receptor 1D Ki = 7740.0 nM 5.11 Binding affinity was determined for the alpha-1D adrenergic receptor 9857099
5-hydroxytryptamine receptor 1D Ki = 8710.0 nM 5.06 Binding affinity was determined for the alpha-1D adrenergic receptor 9857099
5-hydroxytryptamine receptor 1D Ki = 8840.0 nM 5.05 Binding affinity was determined for the alpha-1D adrenergic receptor 9857099

Literature References

PubMed DOI Target Context # Activities
9857099 10.1021/jm980506g 5-hydroxytryptamine receptor 1D 4
9857099 10.1021/jm980506g Canis familiaris 4
9857099 10.1021/jm980506g Alpha-1A adrenergic receptor 3
9857099 10.1021/jm980506g Alpha-1B adrenergic receptor 3
9857099 10.1021/jm980506g Alpha-2A adrenergic receptor 1
9857099 10.1021/jm980506g Alpha-2B adrenergic receptor 1
9857099 10.1021/jm980506g Alpha-2C adrenergic receptor 1
9857099 10.1021/jm980506g Histamine H1 receptor 1
9857099 10.1021/jm980506g Histamine H2 receptor 1
9857099 10.1021/jm980506g 5-hydroxytryptamine receptor 1A 1
9857099 10.1021/jm980506g 5-hydroxytryptamine receptor 1B 1
9857099 10.1021/jm980506g 5-hydroxytryptamine receptor 2A 1
9857099 10.1021/jm980506g Homo sapiens 1
9857099 10.1021/jm980506g Unchecked 1
- 10.1007/s00044-004-0120-9 Alpha-1A adrenergic receptor 1

Data from ChEMBL 36 via Core Engine