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Compound Detail

CHEMBL27013

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COc1cc2nc(N(C)CCCCCCN(C)C(=O)c3ccco3)nc(N)c2cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL27013
Phase Preclinical
Structure Type MOL
InChI Key ILQHFOKYOSAZBJ-UHFFFAOYSA-N
9
Targets
18
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

441.5
MW (Da)
3.59
ALogP
8
HBA
1
HBD
107.0
PSA (Ų)
0.45
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H31N5O4
MW 441.53
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.97

Activity Summary

Kd 11 meas. best 9.84
Ki 7 meas. best 9.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 9.96 9.96 0.1 1
Alpha-1B adrenergic receptor
CHEMBL315
 Kd 9.84 9.84 0.1 2
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 9.78 9.78 0.2 1
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 9.71 9.71 0.2 1
Alpha-1D adrenergic receptor
CHEMBL326
 Kd 9.19 9.19 0.6 2
Alpha-1A adrenergic receptor
CHEMBL319
 Kd 9.04 9.04 0.9 2
Adrenergic receptor alpha-1
CHEMBL1907610
 Kd 8.93 8.93 1.2 2
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 7.0 7.0 100.0 2
Adrenergic receptor alpha-2
CHEMBL2093864
 Kd 6.84 6.78 144.5 3
D(2) dopamine receptor
CHEMBL339
 Ki 5.63 5.63 2344.2 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1B adrenergic receptor Ki = 0.1096 nM 9.96 Binding affinity at human cloned Alpha-1B adrenergic receptor in chinese hamster... 9822553
Alpha-1B adrenergic receptor Kd = 0.1445 nM 9.84 Antagonistic affinity against Alpha-1B adrenergic receptor was determined in iso... 9871765
Alpha-1B adrenergic receptor Kd = 0.1445 nM 9.84 Antagonism of phenylephrine stimulated contraction of the rat isolated spleen. 9822553
Alpha-1A adrenergic receptor Ki = 0.166 nM 9.78 Binding affinity at human cloned Alpha-1A adrenergic receptor in chinese hamster... 9822553
Alpha-1D adrenergic receptor Ki = 0.195 nM 9.71 Binding affinity at human cloned Alpha-1D adrenergic receptor in chinese hamster... 9822553
Alpha-1D adrenergic receptor Kd = 0.6457 nM 9.19 Antagonism of norepinephrine induced contraction of rat isolated thoracic aorta. 9822553
Alpha-1D adrenergic receptor Kd = 0.6457 nM 9.19 Antagonistic affinity against Alpha-1D adrenergic receptor was determined in iso... 9871765
Alpha-1A adrenergic receptor Kd = 0.912 nM 9.04 Antagonism of the norepinephrine induced contraction of rat isolated prostatic v... 9822553
Alpha-1A adrenergic receptor Kd = 0.912 nM 9.04 Antagonistic affinity against Alpha-1A adrenergic receptor was determined in iso... 9871765
Adrenergic receptor alpha-1 Kd = 1.175 nM 8.93 Antagonist activity for Alpha-1 adrenergic receptor against norepinephrine in ra... 2562855
Adrenergic receptor alpha-1 Kd = 1.175 nM 8.93 Alpha-1 Adrenoceptor blocking activity as antagonism of norepinephrine-induced c... 8096245
Adrenergic receptor alpha-2 Ki = 100.0 nM 7.0 Antagonistic affinity against native rat cortex Alpha-2 adrenergic receptor 9871765
Adrenergic receptor alpha-2 Ki = 100.0 nM 7.0 Binding affinity at native Alpha-2 adrenergic receptor in rat cerebral cortex by... 9822553
Adrenergic receptor alpha-2 Kd = 144.54 nM 6.84 Alpha-2 Adrenoceptor blocking activity as antagonism of clonidine-induced depres... 8096245
Adrenergic receptor alpha-2 Kd = 144.54 nM 6.84 Antagonist activity for Alpha-2 adrenergic receptor against clonidine in rat vas... 2562855
Adrenergic receptor alpha-2 Kd = 218.78 nM 6.66 Antagonism of the norepinephrine induced contraction of rat isolated prostatic v... 9822553
D(2) dopamine receptor Ki = 2344.23 nM 5.63 Binding affinity at native Dopamine receptor D2 in rat striatum by [3H]spiperone... 9822553
D(2) dopamine receptor Ki = 2344.23 nM 5.63 Antagonistic affinity against rat striatum Dopamine receptor D2 9871765

Literature References

PubMed DOI Target Context # Activities
9822553 10.1021/jm9810654 Alpha-1B adrenergic receptor 2
9822553 10.1021/jm9810654 Alpha-1D adrenergic receptor 2
9822553 10.1021/jm9810654 Adrenergic receptor alpha-2 2
9822553 10.1021/jm9810654 Alpha-1A adrenergic receptor 2
8096245 10.1021/jm00058a005 Unchecked 1
8096245 10.1021/jm00058a005 Adrenergic receptor alpha-2 1
8096245 10.1021/jm00058a005 Adrenergic receptor alpha-1 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 Adrenergic receptor alpha-2 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
2562855 10.1021/jm00121a011 Rattus norvegicus 1
2562855 10.1021/jm00121a011 Adrenergic receptor alpha 1
2562855 10.1021/jm00121a011 Adrenergic receptor alpha-2 1
2562855 10.1021/jm00121a011 Adrenergic receptor alpha-1 1
9822553 10.1021/jm9810654 D(2) dopamine receptor 1
9822553 10.1021/jm9810654 5-hydroxytryptamine receptor 1A 1

Data from ChEMBL 36 via Core Engine