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Compound Detail

CHEMBL404520

CHLORTETRACYCLINE
💊 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)ccc(Cl)c4[C@@](C)(O)[C@H]3C[C@@H]12

Basic Information

ChEMBL ID CHEMBL404520
Name CHLORTETRACYCLINE
Phase Approved
Structure Type MOL
InChI Key CYDMQBQPVICBEU-XRNKAMNCSA-N
Therapeutic ✓ Yes

Known Names

Chlorotetracycline Chlortetracycline Clortetraciclina E702
2
Targets
6
Activities
2
Assay Types
8
PK Parameters
20
Publications
4
Known Names
4
Indications

Molecular Properties

478.9
MW (Da)
0.44
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 1950
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Topical

Flags

Natural Product
USAN Stem -cycline

Extended Properties

Molecular Formula C22H23ClN2O8
MW 478.89
Aromatic Rings 1
Heavy Atoms 33
NP-Likeness 1.38

Indications

Bacterial Infections Eye Infections Infections Osteomyelitis

ATC Classification

A01AB21
chlortetracycline
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: STOMATOLOGICAL PREPARATIONS
D06AA02
chlortetracycline
Level 1: DERMATOLOGICALS
Level 2: ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
J01AA03
chlortetracycline
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
S01AA02
chlortetracycline
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 4 meas. best 4.0
Ki 2 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3',5'-cyclic-AMP phosphodiesterase 4A
CHEMBL254
IC50 4.0 4.0 100000.0 1
Protein-arginine deiminase type-4
CHEMBL6111
IC50 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.0 mL.min-1.kg-1 Homo sapiens
F 27.5 % Homo sapiens
F 60.0 % Homo sapiens
Fu 0.52 - Homo sapiens
Ka 2.36 /uM -
Ka 2.3 /uM -
MRT 7.4 hr Homo sapiens
T1/2 7.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 523
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
- 10.1584/jpestics.28.183 Streptomyces scabiei 7
- 10.1584/jpestics.28.183 Streptomyces acidiscabies 7
17638695 10.1128/aac.00420-07 Mycoplasma putrefaciens 5
20606071 10.1128/aac.00620-10 Unchecked 5
18426954 10.1124/dmd.108.020479 ADMET 4
17964793 10.1016/j.bmc.2007.10.021 Protein-arginine deiminase type-4 3
- 10.1584/jpestics.28.183 Streptomyces alboniger 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
21699184 10.1021/jm200332e Unchecked 2
31098005 10.1021/acsmedchemlett.9b00091 microRNA 21 2
19463000 10.1021/jm9003297 P2Y purinoceptor 12 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
18834112 10.1021/jm800656v Amine oxidase [flavin-containing] A 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2

Data from ChEMBL 36 via Core Engine