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Compound Detail

CHEMBL423294

CYCLAZOSIN
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COc1cc2nc(N3CCN(C(=O)c4ccco4)[C@H]4CCCC[C@H]43)nc(N)c2cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL423294
Name CYCLAZOSIN
Phase Preclinical
Structure Type MOL
InChI Key XBRXTUGRUXGBPX-DLBZAZTESA-N
12
Targets
33
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

437.5
MW (Da)
3.10
ALogP
8
HBA
1
HBD
107.0
PSA (Ų)
0.66
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H27N5O4
MW 437.50
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.82

Activity Summary

Ki 23 meas. best 9.87
Kd 10 meas. best 9.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 9.87 9.6 0.1 6
Beta-casein
CHEMBL2210
 Ki 9.85 9.85 0.1 1
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 9.77 8.5625 0.2 4
Alpha-1D adrenergic receptor
CHEMBL326
 Ki 9.24 9.24 0.6 1
Alpha-1D adrenergic receptor
CHEMBL326
 Kd 9.21 7.83 0.6 4
Alpha-1B adrenergic receptor
CHEMBL315
 Kd 9.18 9.17 0.7 2
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 9.1 9.1 0.8 1
Alpha-1A adrenergic receptor
CHEMBL319
 Kd 8.91 7.9825 1.2 4
Alpha-1A adrenergic receptor
CHEMBL319
 Ki 8.77 8.77 1.7 1
Alpha-1A adrenergic receptor
CHEMBL4892
 Ki 8.62 8.62 2.4 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 8.26 7.92 5.5 4
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 6.13 5.995 741.3 2
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 5.21 5.21 6165.9 1
D(2) dopamine receptor
CHEMBL339
 Ki 5.08 5.08 8317.6 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1B adrenergic receptor Ki = 0.1349 nM 9.87 Displacement of [3H]prazosin from human alpha1B adrenergic receptor expressed in... 29784274
Alpha-1B adrenergic receptor Ki = 0.1349 nM 9.87 Displacement of [3H]prazosin from human adrenergic alpha-1b receptor expressed i... 17276073
Beta-casein Ki = 0.1413 nM 9.85 Compound was tested for binding affinity against native Alpha-1B adrenergic rece... 8917649
Alpha-1D adrenergic receptor Ki = 0.1698 nM 9.77 Displacement of [3H]prazosin from human Alpha-1D adrenoceptor expressed in CHO c... 19719240
Alpha-1B adrenergic receptor Ki = 0.1995 nM 9.7 Binding affinity was tested on cloned hamster Alpha-1B adrenergic receptor 9135028
Alpha-1B adrenergic receptor Ki = 0.309 nM 9.51 Compound was tested for binding affinity against cloned Alpha-1B adrenergic rece... 8917649
Alpha-1B adrenergic receptor Ki = 0.3236 nM 9.49 Displacement of [3H]prazosin from human Alpha-1B adrenoceptor expressed in CHO c... 19719240
Alpha-1D adrenergic receptor Ki = 0.5754 nM 9.24 Compound was tested for binding affinity against cloned Alpha-1D adrenergic rece... 8917649
Alpha-1D adrenergic receptor Kd = 0.6166 nM 9.21 Antagonist activity at rat Alpha-1D adrenoceptor assessed as inhibition if norep... 19719240
Alpha-1B adrenergic receptor Kd = 0.6607 nM 9.18 Antagonist activity at rat Alpha-1B adrenoceptor assessed as inhibition if pheny... 19719240
Alpha-1B adrenergic receptor Kd = 0.6918 nM 9.16 Antagonistic affinity against Alpha-1B adrenergic receptor was determined in iso... 9871765
Alpha-1B adrenergic receptor Ki = 0.6918 nM 9.16 Binding affinity to human alpha1B adrenergic receptor 29784274
Adrenergic receptor alpha-1 Ki = 0.7943 nM 9.1 Binding affinity against native Alpha-1 adrenergic receptor from rat cerebral co... 8917649
Alpha-1A adrenergic receptor Kd = 1.23 nM 8.91 Antagonist activity at rat alpha1A adrenoceptor assessed as inhibition if norepi... 19719240
Alpha-1A adrenergic receptor Ki = 1.698 nM 8.77 Binding affinity against native Alpha-1A adrenergic receptor from rat hippocampu... 8917649
Alpha-1A adrenergic receptor Ki = 2.399 nM 8.62 Compound was tested for binding affinity against cloned Alpha-1A adrenergic rece... 8917649
Alpha-1D adrenergic receptor Ki = 3.236 nM 8.49 Displacement of [3H]prazosin from human adrenergic alpha-1d receptor expressed i... 17276073
Alpha-1D adrenergic receptor Ki = 3.236 nM 8.49 Displacement of [3H]prazosin from human alpha1D adrenergic receptor expressed in... 29784274
Alpha-1A adrenergic receptor Ki = 5.495 nM 8.26 Displacement of [3H]prazosin from human alpha1A adrenoceptor expressed in CHO ce... 19719240
Alpha-1A adrenergic receptor Ki = 12.3 nM 7.91 Displacement of [3H]prazosin from human alpha1A adrenergic receptor expressed in... 29784274

Literature References

PubMed DOI Target Context # Activities
29784274 10.1016/j.bmc.2018.05.023 Unchecked 8
16033273 10.1021/jm0408969 Unchecked 3
29784274 10.1016/j.bmc.2018.05.023 Alpha-1B adrenergic receptor 3
8917649 10.1021/jm960510x Alpha-1A adrenergic receptor 2
17276073 10.1016/j.bmc.2007.01.028 Alpha-1B adrenergic receptor 2
17276073 10.1016/j.bmc.2007.01.028 Alpha-1A adrenergic receptor 2
17276073 10.1016/j.bmc.2007.01.028 Alpha-1D adrenergic receptor 2
17276073 10.1016/j.bmc.2007.01.028 Unchecked 2
19719240 10.1021/jm8016046 Alpha-1A adrenergic receptor 2
19719240 10.1021/jm8016046 Alpha-1B adrenergic receptor 2
29784274 10.1016/j.bmc.2018.05.023 Alpha-1A adrenergic receptor 2
19719240 10.1021/jm8016046 Alpha-1D adrenergic receptor 2
29784274 10.1016/j.bmc.2018.05.023 Alpha-1D adrenergic receptor 2
8917649 10.1021/jm960510x Beta-casein 1
8917649 10.1021/jm960510x Adrenergic receptor alpha-2 1
8917649 10.1021/jm960510x 5-hydroxytryptamine receptor 1A 1
8917649 10.1021/jm960510x Adrenergic receptor alpha-1 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
9135028 10.1021/jm960697s Alpha-1D adrenergic receptor 1

Data from ChEMBL 36 via Core Engine