Compound Detail
CHEMBL130
CHLORAMPHENICOL 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL130 |
| Name | CHLORAMPHENICOL |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | WIIZWVCIJKGZOK-RKDXNWHRSA-N |
| Therapeutic | ✓ Yes |
20
Targets
60
Activities
3
Assay Types
15
PK Parameters
20
Publications
30
Known Names
4
Indications
1
Mechanisms
Molecular Properties
323.1
MW (Da)
0.91
ALogP
5
HBA
3
HBD
112.7
PSA (Ų)
0.41
QED
0
Ro5 Violations
6
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1950 |
| Availability | Withdrawn |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Bacterial 70S ribosome inhibitor | INHIBITOR | Bacterial 70S ribosome | ✓ | ✓ |
Indications
Acne Vulgaris Bacterial Infections Eye Infections Osteomyelitis
ATC Classification
D06AX02
chloramphenicol
Level 1: DERMATOLOGICALS
Level 2: ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D10AF03
chloramphenicol
Level 1: DERMATOLOGICALS
Level 2: ANTI-ACNE PREPARATIONS
G01AA05
chloramphenicol
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
J01BA01
chloramphenicol
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
S01AA01
chloramphenicol
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS
S02AA01
chloramphenicol
Level 1: SENSORY ORGANS
Level 2: OTOLOGICALS
S03AA08
chloramphenicol
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
Drug Warnings
Withdrawn
hematological toxicity
Bone marrow depression (anemia, thrombocytopenia, and granulocytopenia temporally associated with treatment). Bone marrow toxicities may present as either reversible bone marrow depression, which was ...
Activity Summary
IC50 41 meas. best 6.37
EC50 11 meas. best 6.01
Ki 8 meas. best 6.16
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Bacterial 70S ribosome CHEMBL2363135 | IC50 | 6.37 | 6.37 | 430.0 | 1 |
| Staphylococcus aureus CHEMBL352 | IC50 | 6.37 | 5.3088 | 430.0 | 8 |
| Escherichia coli CHEMBL354 | Ki | 6.16 | 6.16 | 700.0 | 1 |
| Unchecked CHEMBL612545 | Ki | 6.06 | 5.93 | 880.0 | 2 |
| Streptokinase A CHEMBL1293228 | EC50 | 6.01 | 6.01 | 973.0 | 1 |
| Cutibacterium acnes CHEMBL612639 | IC50 | 6.0 | 6.0 | 1000.0 | 1 |
| Klebsiella pneumoniae subsp. pneumoniae CHEMBL613207 | EC50 | 5.85 | 5.85 | 1400.0 | 1 |
| Bacillus subtilis CHEMBL359 | IC50 | 5.84 | 5.18 | 1450.0 | 3 |
| Escherichia coli CHEMBL354 | IC50 | 5.82 | 5.226 | 1500.0 | 10 |
| Unchecked CHEMBL612545 | IC50 | 5.8 | 5.109 | 1570.0 | 10 |
| Streptococcus sp. 'group A' CHEMBL612389 | EC50 | 5.74 | 5.74 | 1837.0 | 1 |
| Enterococcus faecium CHEMBL357 | EC50 | 5.68 | 5.68 | 2100.0 | 1 |
| Enterobacter cloacae CHEMBL349 | EC50 | 5.66 | 5.66 | 2200.0 | 1 |
| Staphylococcus aureus CHEMBL352 | EC50 | 5.66 | 5.65 | 2200.0 | 2 |
| Mammaliicoccus lentus CHEMBL613149 | IC50 | 5.64 | 5.64 | 2300.0 | 1 |
| Streptococcus CHEMBL612313 | EC50 | 5.59 | 5.59 | 2548.0 | 1 |
| Xanthomonas campestris CHEMBL612276 | IC50 | 5.44 | 5.44 | 3600.0 | 1 |
| Methionine--tRNA ligase, mitochondrial CHEMBL4739700 | EC50 | 5.1 | 5.1 | 7900.0 | 1 |
| Cytochrome P450 3A4 CHEMBL340 | Ki | 4.97 | 4.97 | 10600.0 | 1 |
| Plasmodium falciparum CHEMBL364 | IC50 | 4.95 | 4.95 | 11200.0 | 1 |
| Pseudomonas aeruginosa CHEMBL348 | EC50 | 4.8 | 4.8 | 16000.0 | 1 |
| Candida albicans CHEMBL366 | IC50 | 4.65 | 4.65 | 22500.0 | 1 |
| Pseudomonas aeruginosa CHEMBL348 | IC50 | 4.65 | 4.605 | 22500.0 | 2 |
| Acinetobacter baumannii CHEMBL614425 | EC50 | 4.19 | 4.19 | 65000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 2.4 | mL.min-1.kg-1 | Homo sapiens |
| CL | 2.2 | mL.min-1.kg-1 | Homo sapiens |
| CL | 2.4 | mL.min-1.kg-1 | Homo sapiens |
| CL | 2.4 | mL.min-1.kg-1 | Homo sapiens |
| CL | 69.18 | uL.min-1.(10^6cells)-1 | Rattus norvegicus |
| F | 79.0 | % | Homo sapiens |
| F | 69.0 | % | Homo sapiens |
| F | 82.0 | % | Homo sapiens |
| Fu | 0.47 | - | - |
| Fu | 0.225 | - | - |
| Fu | 0.47 | - | Homo sapiens |
| Fu | 0.34 | - | Homo sapiens |
| Fu | 0.34 | - | Homo sapiens |
| MRT | 6.5 | hr | Homo sapiens |
| T1/2 | 4.6 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine