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Compound Detail

CHEMBL2146063

CHLORTETRACYCLINE HYDROCHLORIDE
💊 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.Cl

Basic Information

ChEMBL ID CHEMBL2146063
Name CHLORTETRACYCLINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key CBHYYLPALVVVEY-MRFRVZCGSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL404520
Active Moiety CHEMBL404520

Known Names

Aureomicina Aureomycin Aureomycin monohydrochloride Chlortet hcl Chlortetracycline hcl Chlortetracycline hydrochloride Chlortetracyclini hydrochloridum Isaphamycin Isphamycin NSC-13252
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
17
Publications
10
Known Names
1
Mechanisms

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
USAN Stem -cycline

Extended Properties

Molecular Formula C22H24Cl2N2O8
MW 515.35
Aromatic Rings 1
Heavy Atoms 33
NP-Likeness 1.38

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Bacterial 70S ribosome inhibitor INHIBITOR Bacterial 70S ribosome

Activity Summary

EC50 2 meas. best 7.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Streptokinase A
CHEMBL1293228
EC50 7.19 7.19 65.0 1
Streptococcus
CHEMBL612313
EC50 6.83 6.83 148.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4296183 Acinetobacter baumannii 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
- 10.6019/CHEMBL4296183 Candida albicans 1
- 10.6019/CHEMBL4296183 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4296183 HEK293 1
- 10.6019/CHEMBL4296183 Cryptococcus neoformans 1
20553011 10.1021/tx1000865 Hepatotoxicity 1
- 10.6019/CHEMBL4296183 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL4296183 Escherichia coli 1
- 10.6019/CHEMBL4296183 Staphylococcus aureus 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 1
20843939 10.1124/dmd.110.035113 Hepatotoxicity 1

Data from ChEMBL 36 via Core Engine