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Compound Detail

CHEMBL75753

XAMOTEROL
🧪 Phase II
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🧪 Phase II
O=C(NCCNCC(O)COc1ccc(O)cc1)N1CCOCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL75753
Name XAMOTEROL
Phase Phase II
Structure Type MOL
InChI Key DXPOSRCHIDYWHW-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

ICI-118,587 ICI-118587 Xamoterol
3
Targets
8
Activities
2
Assay Types
9
PK Parameters
20
Publications
3
Known Names
1
Indications
1
Mechanisms

Molecular Properties

339.4
MW (Da)
-0.24
ALogP
6
HBA
4
HBD
103.3
PSA (Ų)
0.49
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product
USAN Stem -terol
USAN Year 1984

Extended Properties

Molecular Formula C16H25N3O5
MW 339.39
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness -1.10

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Beta-1 adrenergic receptor partial agonist PARTIAL AGONIST Beta-1 adrenergic receptor ✓ ✓

Indications

Cardiovascular Diseases

ATC Classification

C01CX07
xamoterol
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CARDIAC THERAPY

Activity Summary

Kd 5 meas. best 7.75
EC50 3 meas. best 7.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-1 adrenergic receptor
CHEMBL213
 EC50 7.96 7.96 11.0 1
Beta-1 adrenergic receptor
CHEMBL213
 Kd 7.75 7.42 17.8 2
Beta-2 adrenergic receptor
CHEMBL210
 Kd 6.18 5.97 660.7 2
Beta-2 adrenergic receptor
CHEMBL210
 EC50 6.15 6.15 708.0 1
Beta-3 adrenergic receptor
CHEMBL246
 Kd 4.7 4.7 19952.6 1
Beta-3 adrenergic receptor
CHEMBL246
 EC50 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.0 mL.min-1.kg-1 Homo sapiens
CL 1.1 mL.min-1.kg-1 Homo sapiens
CL 3.0 mL.min-1.kg-1 Homo sapiens
CL 3.0 mL.min-1.kg-1 Homo sapiens
F 20.0 % Homo sapiens
Fu 0.97 - Homo sapiens
Fu 0.97 - Homo sapiens
MRT 3.6 hr Homo sapiens
T1/2 7.7 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-1 adrenergic receptor EC50 = 10.96 nM 7.96 Partial agonist activity at human beta1 adrenoceptor expressed in CHOK1 cells as... 23614528
Beta-1 adrenergic receptor Kd = 17.78 nM 7.75 Antagonist activity at human beta1 adrenoceptor expressed in CHOK1 cells assesse... 23614528
Beta-1 adrenergic receptor Kd = 81.28 nM 7.09 Displacement of [3H]-CGP12177 from human beta1 adrenoceptor expressed in CHOK1 c... 23614528
Beta-2 adrenergic receptor Kd = 660.69 nM 6.18 Antagonist activity at human beta2 adrenoceptor expressed in CHOK1 cells assesse... 23614528
Beta-2 adrenergic receptor EC50 = 707.95 nM 6.15 Agonist activity at human beta2 adrenoceptor expressed in CHOK1 cells assessed a... 23614528
Beta-2 adrenergic receptor Kd = 1737.8 nM 5.76 Displacement of [3H]-CGP12177 from human beta2 adrenoceptor expressed in CHOK1 c... 23614528
Beta-3 adrenergic receptor Kd = 19952.62 nM 4.7 Antagonist activity at human beta3 adrenoceptor expressed in CHOK1 cells assesse... 23614528
Beta-3 adrenergic receptor EC50 = 100000.0 nM 4.0 Agonist activity at human beta3 adrenoceptor expressed in CHOK1 cells assessed a... 23614528

Literature References

PubMed DOI Target Context # Activities
20070106 10.1021/jm901371v Homo sapiens 8
6115058 10.1021/jm00135a015 Canis familiaris 5
18426954 10.1124/dmd.108.020479 ADMET 4
23614528 10.1021/jm400348g Beta-2 adrenergic receptor 4
23614528 10.1021/jm400348g Beta-1 adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 Histamine H1 receptor 3
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
23614528 10.1021/jm400348g Beta-3 adrenergic receptor 3
23614528 10.1021/jm400348g Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Beta-2 adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
23984907 10.1021/jm400966v Solute carrier family 22 member 1 2
23984907 10.1021/jm400966v Solute carrier family 22 member 2 2
19445515 10.1021/jm900403j Homo sapiens 2
3027335 10.1021/jm00385a001 Beta-1 adrenergic receptor 2
10891117 10.1021/jm0000564 ADMET 2
10891117 10.1021/jm0000564 No relevant target 2

Data from ChEMBL 36 via Core Engine