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Compound Detail

CHEMBL1951095

ERAVACYCLINE
💊 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)c(NC(=O)CN5CCCC5)cc(F)c4C[C@H]3C[C@@H]12

Basic Information

ChEMBL ID CHEMBL1951095
Name ERAVACYCLINE
Phase Approved
Structure Type MOL
InChI Key HLFSMUUOKPBTSM-ISIOAQNYSA-N
Therapeutic ✓ Yes

Known Names

Eravaciclina Eravacycline TP-434 Xerava
1
Targets
1
Activities
1
Assay Types
14
PK Parameters
20
Publications
4
Known Names
5
Indications
1
Mechanisms

Molecular Properties

558.6
MW (Da)
0.29
ALogP
10
HBA
6
HBD
193.7
PSA (Ų)
0.22
QED
2
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2018
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral
USAN Stem -cycline
USAN Year 2012

Extended Properties

Molecular Formula C27H31FN4O8
MW 558.56
Aromatic Rings 1
Heavy Atoms 40
NP-Likeness 0.33

Mechanism of Action

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

Indications

Bacterial Infections Infections Urinary Tract Infections Liver Diseases Renal Insufficiency, Chronic

ATC Classification

J01AA13
eravacycline
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

IC50 1 meas. best 6.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bacterial 70S ribosome
CHEMBL2363135
IC50 6.21 6.21 620.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1766.0 ng.hr.mL-1 Rattus norvegicus
AUC 295.0 ng.hr.mL-1 Rattus norvegicus
AUC 7.9 ng.hr.mL-1 Homo sapiens
AUC 3.1 ng.hr.mL-1 Homo sapiens
CL 9.4 mL.min-1.kg-1 Rattus norvegicus
CL 17.8 L/hr Homo sapiens
Cmax 3401.6 nM Homo sapiens
Cmax 286.45 nM Homo sapiens
F 1.7 % Rattus norvegicus
F 28.0 % Homo sapiens
T1/2 4.0 hr Rattus norvegicus
T1/2 6.9 hr Rattus norvegicus
T1/2 10.0 hr Homo sapiens
Vd 3.2 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22148514 10.1021/jm201465w Staphylococcus aureus 9
27469981 10.1016/j.bmc.2016.07.029 ADMET 7
22148514 10.1021/jm201465w Rattus norvegicus 7
22148514 10.1021/jm201465w Escherichia coli 5
22148514 10.1021/jm201465w Enterococcus faecalis 4
22148555 10.1021/jm201467r Staphylococcus aureus 3
22148514 10.1021/jm201465w Klebsiella pneumoniae 2
22148555 10.1021/jm201467r Streptococcus pneumoniae 2
22148555 10.1021/jm201467r Escherichia coli 2
22148514 10.1021/jm201465w Streptococcus pneumoniae 2
22148514 10.1021/jm201465w Acinetobacter baumannii 2
22148514 10.1021/jm201465w Unchecked 1
22148514 10.1021/jm201465w Bacterial 70S ribosome 1
22148555 10.1021/jm201467r Klebsiella pneumoniae 1
22148514 10.1021/jm201465w Pseudomonas aeruginosa 1
22148514 10.1021/jm201465w Enterobacter cloacae 1
27469981 10.1016/j.bmc.2016.07.029 Molecular identity unknown 1
30951303 10.1021/acs.jmedchem.9b00370 Staphylococcus aureus 1
30951303 10.1021/acs.jmedchem.9b00370 Staphylococcus epidermidis 1
30951303 10.1021/acs.jmedchem.9b00370 Enterococcus faecium 1

Data from ChEMBL 36 via Core Engine