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Compound Detail

CHEMBL286003

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COc1ccccc1OCCNCC1COC(c2ccccc2)(c2ccccc2)O1.O=C(O)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL286003
Phase Preclinical
Structure Type MOL
InChI Key DOMFTTQPMVIEJM-UHFFFAOYSA-N
Parent Compound CHEMBL1082862
Active Moiety CHEMBL1082862
7
Targets
14
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

405.5
MW (Da)
3.98
ALogP
5
HBA
1
HBD
49.0
PSA (Ų)
0.55
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H29NO8
MW 495.53
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness 0.03

Activity Summary

Ki 11 meas. best 9.22
Kd 3 meas. best 8.65

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 9.22 9.22 0.6 2
Alpha-1D adrenergic receptor
CHEMBL326
 Kd 8.65 8.65 2.2 1
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 8.03 8.03 9.3 3
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 7.71 7.6767 19.5 3
Alpha-1A adrenergic receptor
CHEMBL319
 Kd 7.53 7.53 29.5 1
Alpha-1B adrenergic receptor
CHEMBL315
 Kd 7.36 7.36 43.6 1
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 7.34 7.3333 45.7 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 0.6026 nM 9.22 Displacement of [3H]-OH-DPAT from human recombinant 5HT1A receptor expressed in ... 22145629
5-hydroxytryptamine receptor 1A Ki = 0.6026 nM 9.22 Displacement of [3H]8-OH-DPAT from human cloned 5HT-1AR transfected in HeLa cell... 31112892
Alpha-1D adrenergic receptor Kd = 2.239 nM 8.65 Antagonistic activity against (-)-noradrenaline-induced contraction of rat thora... 12672251
Alpha-1D adrenergic receptor Ki = 9.333 nM 8.03 Affinity constant towards human recombinant Alpha-1D adrenergic receptor using [... 12672251
Alpha-1D adrenergic receptor Ki = 9.333 nM 8.03 Displacement of [3H]prazosin from human recombinant Alpha-1D adrenoceptor expres... 22145629
Alpha-1D adrenergic receptor Ki = 9.333 nM 8.03 Displacement of [3H] prazosin from human cloned adrenoceptor alpha 1D expressed ... 31112892
Alpha-1A adrenergic receptor Ki = 19.5 nM 7.71 Displacement of [3H]prazosin from human recombinant alpha1A adrenoceptor express... 22145629
Alpha-1A adrenergic receptor Ki = 19.5 nM 7.71 Displacement of [3H] prazosin from human cloned adrenoceptor alpha 1A expressed ... 31112892
Alpha-1A adrenergic receptor Ki = 24.55 nM 7.61 Affinity constant towards human recombinant Alpha-1A adrenergic receptor using [... 12672251
Alpha-1A adrenergic receptor Kd = 29.51 nM 7.53 Antagonistic activity against (-)-noradrenaline-induced contraction of rat prost... 12672251
Alpha-1B adrenergic receptor Kd = 43.65 nM 7.36 Antagonistic activity against (-)-phenylephrine-induced contraction of rat splee... 12672251
Alpha-1B adrenergic receptor Ki = 45.71 nM 7.34 Affinity constant towards human recombinant Alpha-1B adrenergic receptor using [... 12672251
Alpha-1B adrenergic receptor Ki = 46.77 nM 7.33 Displacement of [3H]prazosin from human recombinant alpha1B adrenoceptor express... 22145629
Alpha-1B adrenergic receptor Ki = 46.77 nM 7.33 Displacement of [3H] prazosin from human cloned adrenoceptor alpha 1B expressed ... 31112892

Literature References

PubMed DOI Target Context # Activities
22145629 10.1021/jm200421e 5-hydroxytryptamine receptor 1A 3
31112892 10.1016/j.ejmech.2019.05.024 5-hydroxytryptamine receptor 1A 3
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
12672251 10.1021/jm021078o Unchecked 2
22145629 10.1021/jm200421e Alpha-1A adrenergic receptor 2
22145629 10.1021/jm200421e Alpha-1B adrenergic receptor 2
22145629 10.1021/jm200421e Alpha-1D adrenergic receptor 2
31112892 10.1016/j.ejmech.2019.05.024 Alpha-1A adrenergic receptor 2
31112892 10.1016/j.ejmech.2019.05.024 Alpha-1B adrenergic receptor 2
31112892 10.1016/j.ejmech.2019.05.024 Alpha-1D adrenergic receptor 2
12672251 10.1021/jm021078o Alpha adrenergic receptor 1A and 1D 1
12672251 10.1021/jm021078o Alpha adrenergic receptor 1A and 1B 1
12672251 10.1021/jm021078o Alpha adrenergic receptor (1a and 1d) 1
12672251 10.1021/jm021078o Adrenergic receptors; alpha-1 A & B 1

Data from ChEMBL 36 via Core Engine