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Compound Detail

CHEMBL1221681

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O=c1[nH]c2c(O)ccc([C@@H](O)CN[C@H]3CCC[C@@H]3OCc3ccccc3)c2s1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1221681
Phase Preclinical
Structure Type MOL
InChI Key QTWVYUJFBIVOHT-SZMVWBNQSA-N
5
Targets
8
Activities
3
Assay Types
3
PK Parameters
12
Publications
0
Known Names

Molecular Properties

400.5
MW (Da)
3.06
ALogP
6
HBA
4
HBD
94.6
PSA (Ų)
0.49
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H24N2O4S
MW 400.50
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness 0.26

Activity Summary

Ki 5 meas. best 8.6
EC50 2 meas. best 9.6
IC50 1 meas. best 8.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-2 adrenergic receptor
CHEMBL210
 EC50 9.6 9.6 0.2 1
Beta-2 adrenergic receptor
CHEMBL5414
 IC50 8.66 8.66 2.2 1
Beta-2 adrenergic receptor
CHEMBL210
 Ki 8.6 8.405 2.5 2
Beta-1 adrenergic receptor
CHEMBL213
 Ki 7.16 7.065 70.0 2
D(3) dopamine receptor
CHEMBL234
 Ki 6.05 6.05 895.0 1
Unchecked
CHEMBL612545
 EC50 5.66 5.66 2200.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 26.0 mL.min-1.g-1 Homo sapiens
CL 108.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 79.8 L/Kg Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-2 adrenergic receptor EC50 = 0.25 nM 9.6 Agonist activity at adrenergic beta2 receptor in human A431 cells assessed as el... 25065493
Beta-2 adrenergic receptor IC50 = 2.2 nM 8.66 Agonist activity at adrenergic beta2 receptor in electrically-stimulated Dunkin-... 25065493
Beta-2 adrenergic receptor Ki = 2.5 nM 8.6 Displacement of [125I]iodo-(+/-)-cyanopindolol from human adrenergic beta2 recep... 25065493
Beta-2 adrenergic receptor Ki = 6.1 nM 8.21 Displacement of [3H]CGP12177 from human beta2 adrenoceptor 20655218
Beta-1 adrenergic receptor Ki = 70.0 nM 7.16 Displacement of [125I]iodo-(+/-)-cyanopindolol from human adrenergic beta1 recep... 25065493
Beta-1 adrenergic receptor Ki = 107.0 nM 6.97 Displacement of [3H]CGP12177 from human beta-1 adrenoceptor 20655218
D(3) dopamine receptor Ki = 895.0 nM 6.05 Displacement of [125I]7-HO-PIPAT from human D3R expressed in HEK cells 25065493
Unchecked EC50 = 2200.0 nM 5.66 Agonist activity at adrenergic beta1 receptor in guinea-pig left atria assessed ... 25065493

Literature References

PubMed DOI Target Context # Activities
25065493 10.1016/j.bmcl.2014.06.014 Beta-2 adrenergic receptor 7
- 10.6019/CHEMBL3301361 ADMET 4
25065493 10.1016/j.bmcl.2014.06.014 Unchecked 4
25065493 10.1016/j.bmcl.2014.06.014 Rhesus monkey 4
25065493 10.1016/j.bmcl.2014.06.014 No relevant target 3
25065493 10.1016/j.bmcl.2014.06.014 Rattus norvegicus 2
20655218 10.1016/j.bmcl.2010.06.136 Beta-2 adrenergic receptor 1
20655218 10.1016/j.bmcl.2010.06.136 Beta-1 adrenergic receptor 1
25065493 10.1016/j.bmcl.2014.06.014 D(3) dopamine receptor 1
25065493 10.1016/j.bmcl.2014.06.014 Beta-1 adrenergic receptor 1
25065493 10.1016/j.bmcl.2014.06.014 D(2) dopamine receptor 1
25065493 10.1016/j.bmcl.2014.06.014 Molecular identity unknown 1

Data from ChEMBL 36 via Core Engine