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Compound Detail

CHEMBL27193

DILEVALOL
💊 Approved Drug
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💊 Approved Drug
C[C@H](CCc1ccccc1)NC[C@H](O)c1ccc(O)c(C(N)=O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL27193
Name DILEVALOL
Phase Approved
Structure Type MOL
InChI Key SGUAFYQXFOLMHL-ACJLOTCBSA-N

Known Names

(r,r)-labetalol Dilevalol Labetalol (r,r)-form
1
Targets
1
Activities
1
Assay Types
3
PK Parameters
12
Publications
3
Known Names

Molecular Properties

328.4
MW (Da)
2.14
ALogP
4
HBA
4
HBD
95.6
PSA (Ų)
0.60
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1990
Availability Withdrawn
Chirality Single Enantiomer

Flags

Withdrawn Natural Product
USAN Stem -alol
USAN Year 1984

Extended Properties

Molecular Formula C19H24N2O3
MW 328.41
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.21

Drug Warnings

Withdrawn
hepatotoxicity
Evidence of isolated cases of liver toxicity
Country: Worldwide   Year: 1990
Withdrawn
hepatotoxicity
Evidence of isolated cases of liver toxicity
Country: Worldwide   Year: 1990

Activity Summary

Ki 1 meas. best 6.53

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 6.53 6.53 295.1 1

Pharmacokinetic Data

Parameter Value Units Species
CL 29.0 mL.min-1.kg-1 Homo sapiens
MRT 2.8 hr Homo sapiens
T1/2 3.3 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 295.12 nM 6.53 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
18426954 10.1124/dmd.108.020479 ADMET 4
6124636 10.1021/jm00348a013 Beta-1 adrenergic receptor 2
6124636 10.1021/jm00348a013 Beta-2 adrenergic receptor 2
6124636 10.1021/jm00348a013 Adrenergic receptor alpha 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.1016/S0960-894X(97)00046-2 Adrenergic receptor beta 1
8568799 10.1021/jm950410b 5-hydroxytryptamine receptor 1A 1
20553011 10.1021/tx1000865 Hepatotoxicity 1
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine