Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL44884

ETHAMBUTOL
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CC[C@@H](CO)NCCN[C@@H](CC)CO

Basic Information

ChEMBL ID CHEMBL44884
Name ETHAMBUTOL
Phase Approved
Structure Type MOL
InChI Key AEUTYOVWOVBAKS-UWVGGRQHSA-N
Therapeutic ✓ Yes

Known Names

Etambutol Ethambutol
3
Targets
7
Activities
2
Assay Types
27
PK Parameters
20
Publications
2
Known Names
9
Indications

Molecular Properties

204.3
MW (Da)
-0.29
ALogP
4
HBA
4
HBD
64.5
PSA (Ų)
0.39
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1967
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Year 1963

Extended Properties

Molecular Formula C10H24N2O2
MW 204.31
Aromatic Rings 0
Heavy Atoms 14
NP-Likeness 0.06

Indications

Tuberculosis Mycobacterium Infections Tuberculosis, Pulmonary Uveitis, Anterior Acquired Immunodeficiency Syndrome Lung Diseases Meningitis Mycobacterium avium-intracellulare Infection Sarcoidosis

ATC Classification

J04AK02
ethambutol
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIMYCOBACTERIALS

Activity Summary

IC50 5 meas. best 5.92
EC50 2 meas. best 5.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mycobacterium tuberculosis
CHEMBL360
IC50 5.92 5.91 1200.0 2
Mycobacterium tuberculosis
CHEMBL360
EC50 5.82 5.64 1500.0 2
Mycolicibacterium smegmatis
CHEMBL613088
IC50 5.5 5.47 3200.0 2
Mycobacterium tuberculosis variant bovis
CHEMBL613086
IC50 5.0 5.0 10000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 14700.0 ng.hr.mL-1 Homo sapiens
AUC 14400.0 ng.hr.mL-1 Homo sapiens
AUC 1.0 hr Mus musculus
AUC 13000.0 ng.hr.mL-1 Homo sapiens
AUC 13800.0 ng.hr.mL-1 Homo sapiens
AUC 13500.0 ng.hr.mL-1 Homo sapiens
CL 10.0 mL.min-1.kg-1 Homo sapiens
CL 10.0 mL.min-1.kg-1 Homo sapiens
Cmax 2.3 hr Homo sapiens
Cmax 2.4 hr Homo sapiens
Cmax 17179.78 nM Mus musculus
Cmax 18109.74 nM Homo sapiens
Cmax 10767.95 nM Homo sapiens
Cmax 9544.32 nM Homo sapiens
F 79.0 % Homo sapiens
F 77.0 % Homo sapiens
Fu 0.18 - Homo sapiens
MRT 2.7 hr Homo sapiens
T1/2 4.6 hr Homo sapiens
T1/2 4.2 hr Homo sapiens
T1/2 2.8 hr Mus musculus
T1/2 3.1 hr Homo sapiens
Tmax 2.5 hr Homo sapiens
Tmax 2.5 hr Homo sapiens
Tmax 12.2 ug.hr/ml Mus musculus
Tmax 3.0 hr Homo sapiens
Tmax 3.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1418
- 10.6019/CHEMBL3885881 Rattus norvegicus 248
19104018 10.1128/aac.01357-08 Mycobacterium tuberculosis 61
19822701 10.1128/aac.01288-09 Mycobacterium tuberculosis 43
33826327 10.1021/acs.jmedchem.0c01833 Mycobacterium tuberculosis 24
18378710 10.1128/aac.01486-07 Mycobacterium tuberculosis 20
19596878 10.1128/aac.00162-09 Mycobacterium tuberculosis 19
16472241 10.2174/1570163043334794 Hepatotoxicity 18
37399709 10.1016/j.ejmech.2023.115579 Mycobacterium tuberculosis 15
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20713679 10.1128/aac.00661-10 Mycobacterium tuberculosis 12
- 10.1039/C5MD00589B Mycobacterium tuberculosis 12
17132069 10.1371/journal.pmed.0030466 Mycobacterium tuberculosis 11
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
17132069 10.1371/journal.pmed.0030466 Mus musculus 11
19596878 10.1128/aac.00162-09 Mycolicibacterium smegmatis 9
24818517 10.1021/jm5002937 Mycobacterium tuberculosis 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20038625 10.1128/aac.00447-09 Homo sapiens 8
24268596 10.1016/j.ejmech.2013.09.061 Mycobacterium tuberculosis 8

Data from ChEMBL 36 via Core Engine