Compound Detail
CHEMBL1517
OXYTETRACYCLINE 💊 Approved Drug
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💊 Approved Drug
CN(C)[C@@H]1C(O)=C(C(N)=O)C(=O)[C@@]2(O)C(O)=C3C(=O)c4c(O)cccc4[C@@](C)(O)[C@H]3[C@H](O)[C@@H]12
Basic Information
| ChEMBL ID | CHEMBL1517 |
| Name | OXYTETRACYCLINE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | IWVCMVBTMGNXQD-PXOLEDIWSA-N |
| Therapeutic | ✓ Yes |
2
Targets
12
Activities
2
Assay Types
6
PK Parameters
20
Publications
24
Known Names
5
Indications
1
Mechanisms
Molecular Properties
460.4
MW (Da)
-1.24
ALogP
10
HBA
7
HBD
201.8
PSA (Ų)
0.26
QED
1
Ro5 Violations
2
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1964 |
| Availability | Discontinued |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Bacterial 70S ribosome inhibitor | INHIBITOR | Bacterial 70S ribosome | ✓ | ✓ |
Indications
Bacterial Infections Eye Infections Infections Acne Vulgaris Osteomyelitis
ATC Classification
A01AB25
oxytetracycline
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: STOMATOLOGICAL PREPARATIONS
D06AA03
oxytetracycline
Level 1: DERMATOLOGICALS
Level 2: ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
G01AA07
oxytetracycline
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
J01AA06
oxytetracycline
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
J01AA56
oxytetracycline, combinations
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
S01AA04
oxytetracycline
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS
Activity Summary
IC50 7 meas. best 4.47
Kd 5 meas. best 5.28
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Unchecked CHEMBL612545 | Kd | 5.28 | 5.158 | 5200.0 | 5 |
| Plasmodium falciparum CHEMBL364 | IC50 | 4.47 | 4.47 | 34000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 2.0 | mL.min-1.kg-1 | Homo sapiens |
| CL | 2.0 | mL.min-1.kg-1 | Homo sapiens |
| F | 58.0 | % | Homo sapiens |
| Fu | 0.9 | - | Homo sapiens |
| MRT | 12.0 | hr | Homo sapiens |
| T1/2 | 10.0 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Unchecked | Kd | = | 5200.0 | nM | 5.28 | Binding affinity to 5'-FAM-pre-miR-373 (unknown origin) after 4 hrs by fluoresce... | 26264847 |
| Unchecked | Kd | = | 6150.0 | nM | 5.21 | Binding affinity to 5'-FAM-pre-miR-372 (unknown origin) after 4 hrs by fluoresce... | 26264847 |
| Unchecked | Kd | = | 6220.0 | nM | 5.21 | Binding affinity to 5'-FAM-pre-miR-17 (unknown origin) after 4 hrs by fluorescen... | 26264847 |
| Unchecked | Kd | = | 8010.0 | nM | 5.1 | Binding affinity to 5'-FAM-pre-miR-372 (unknown origin) after 4 hrs by fluoresce... | 26264847 |
| Unchecked | Kd | = | 10200.0 | nM | 4.99 | Binding affinity to 5'-FAM-pre-miR-372 (unknown origin) after 4 hrs by fluoresce... | 26264847 |
| Plasmodium falciparum | IC50 | = | 34000.0 | nM | 4.47 | Antimicrobial activity against Plasmodium falciparum | 20185316 |
Literature References
Data from ChEMBL 36 via Core Engine