Compound Detail
CHEMBL1200699
DOXYCYCLINE 💊 Approved Drug
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💊 Approved Drug
C[C@H]1c2cccc(O)c2C(=O)C2=C(O)[C@]3(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@@H]3[C@@H](O)[C@@H]21.O
Basic Information
| ChEMBL ID | CHEMBL1200699 |
| Name | DOXYCYCLINE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | XQTWDDCIUJNLTR-CVHRZJFOSA-N |
| Therapeutic | ✓ Yes |
| Parent Compound | CHEMBL1433 |
| Active Moiety | CHEMBL1433 |
16
Targets
133
Activities
4
Assay Types
22
PK Parameters
20
Publications
12
Known Names
20
Indications
5
Mechanisms
Molecular Properties
444.4
MW (Da)
-0.35
ALogP
9
HBA
6
HBD
181.6
PSA (Ų)
0.33
QED
1
Ro5 Violations
2
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1967 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Matrix metalloproteinase 7 inhibitor | INHIBITOR | Matrilysin | ✓ | ✓ |
| Matrix metalloproteinase 8 inhibitor | INHIBITOR | Neutrophil collagenase | ✓ | ✓ |
| Matrix metalloproteinase 13 inhibitor | INHIBITOR | Collagenase 3 | ✓ | ✓ |
| Matrix metalloproteinase-1 inhibitor | INHIBITOR | Interstitial collagenase | ✓ | ✓ |
| Bacterial 70S ribosome inhibitor | INHIBITOR | Bacterial 70S ribosome | ✓ | ✓ |
Indications
Acne Vulgaris Anthrax Bacterial Infections Brucellosis Cholera Gonorrhea Infections Malaria Periodontitis Pneumonia Psittacosis Rocky Mountain Spotted Fever Rosacea Spotted Fever Group Rickettsiosis Tularemia Typhus, Epidemic Louse-Borne Alzheimer Disease Arthritis, Reactive Borrelia Infections Chlamydia Infections
ATC Classification
A01AB22
doxycycline
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: STOMATOLOGICAL PREPARATIONS
J01AA02
doxycycline
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
Activity Summary
IC50 124 meas. best 7.52
Kd 5 meas. best 6.04
EC50 3 meas. best 7.77
Ki 1 meas.
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Unchecked CHEMBL612545 | EC50 | 7.77 | 7.77 | 17.0 | 1 |
| Staphylococcus aureus CHEMBL352 | IC50 | 7.52 | 7.01 | 30.0 | 3 |
| Plasmodium falciparum CHEMBL364 | IC50 | 6.92 | 5.2318 | 120.0 | 84 |
| Escherichia coli CHEMBL354 | IC50 | 6.24 | 5.8067 | 580.0 | 3 |
| Mycolicibacterium smegmatis CHEMBL613088 | IC50 | 6.12 | 5.7867 | 760.0 | 6 |
| Unchecked CHEMBL612545 | Kd | 6.04 | 5.882 | 908.0 | 5 |
| Unchecked CHEMBL612545 | IC50 | 5.51 | 4.985 | 3100.0 | 2 |
| Plasmodium falciparum CHEMBL364 | EC50 | 5.3 | 5.26 | 5000.0 | 2 |
| K562 CHEMBL385 | IC50 | 4.82 | 4.82 | 15000.0 | 2 |
| Collagenase 3 CHEMBL280 | IC50 | 4.7 | 4.55 | 20000.0 | 2 |
| HepG2 CHEMBL395 | IC50 | 4.7 | 4.56 | 20000.0 | 3 |
| THP-1 CHEMBL614245 | IC50 | 4.7 | 4.7 | 20000.0 | 1 |
| HT-1080 CHEMBL614580 | IC50 | 4.67 | 4.67 | 21400.0 | 1 |
| 72 kDa type IV collagenase CHEMBL333 | IC50 | 4.62 | 4.435 | 24000.0 | 2 |
| Stromelysin-1 CHEMBL283 | IC50 | 4.6 | 4.55 | 25000.0 | 2 |
| Neutrophil collagenase CHEMBL4588 | IC50 | 4.58 | 4.545 | 26000.0 | 2 |
| Matrilysin CHEMBL4073 | IC50 | 4.55 | 4.55 | 28000.0 | 1 |
| HeLa CHEMBL399 | IC50 | 4.52 | 4.52 | 30000.0 | 1 |
| dengue virus type 2 CHEMBL613966 | IC50 | 4.3 | 4.275 | 50000.0 | 2 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 13700.0 | ng.hr.mL-1 | Mus musculus |
| AUC | 23400.0 | ng.hr.mL-1 | Mus musculus |
| AUC | 57200.0 | ng.hr.mL-1 | Mus musculus |
| CL | 0.46 | mL.min-1.kg-1 | Homo sapiens |
| CL | 0.3 | mL.min-1.kg-1 | Homo sapiens |
| CL | 0.46 | mL.min-1.kg-1 | Homo sapiens |
| CL | 0.46 | mL.min-1.kg-1 | Homo sapiens |
| Cmax | 4.0 | ug.mL-1 | Mus musculus |
| Cmax | 6.7 | ug.mL-1 | Mus musculus |
| Cmax | 12.0 | ug.mL-1 | Mus musculus |
| Cmax | 6900.0 | nM | Homo sapiens |
| F | 93.0 | % | Homo sapiens |
| F | 93.0 | % | Homo sapiens |
| Fu | 0.12 | - | Homo sapiens |
| Fu | 0.12 | - | Homo sapiens |
| MRT | 25.0 | hr | Homo sapiens |
| T1/2 | 7.0 | hr | Homo sapiens |
| T1/2 | 14.0 | hr | Homo sapiens |
| T1/2 | 10.5 | hr | Homo sapiens |
| T1/2 | 2.8 | hr | Mus musculus |
| T1/2 | 14.0 | hr | Homo sapiens |
| Tmax | 2.0 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine