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Compound Detail

CHEMBL387675

DAPTOMYCIN
💊 Approved Drug
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💊 Approved Drug
CCCCCCCCCC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H]1C(=O)NCC(=O)N[C@@H](CCCN)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C)C(=O)N[C@@H](CC(=O)O)C(=O)NCC(=O)N[C@H](CO)C(=O)N[C@@H]([C@H](C)CC(=O)O)C(=O)N[C@@H](CC(=O)c2ccccc2N)C(=O)O[C@@H]1C

Basic Information

ChEMBL ID CHEMBL387675
Name DAPTOMYCIN
Phase Approved
Structure Type MOL
InChI Key DOAKLVKFURWEDJ-RWDRXURGSA-N
Therapeutic ✓ Yes

Known Names

Cidecin Cubicin Cubicin rf Dapcin Daptomicina Daptomycin Daptomycin hospira Daptomycine Dapzura rt LY 146032 LY-146032 LY-164032
3
Targets
7
Activities
2
Assay Types
0
PK Parameters
20
Publications
12
Known Names
20
Indications
1
Mechanisms

Molecular Properties

1620.7
MW (Da)

Drug Information

Molecule Type Small molecule
First Approval 2003
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem -mycin
USAN Year 1989

Extended Properties

Molecular Formula C72H101N17O26
MW 1620.69

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cell membrane inhibitor INHIBITOR Cell membrane

Indications

Bacteremia Bacterial Infections Endocarditis Endocarditis Endocarditis, Bacterial Gram-Positive Bacterial Infections Infections Skin Diseases, Bacterial Soft Tissue Infections Cross Infection Diabetic Foot Osteomyelitis Pneumonia, Bacterial Renal Insufficiency Skin Diseases Staphylococcal Infections Hematologic Neoplasms Meningitis, Pneumococcal Meningitis Renal Insufficiency, Chronic

ATC Classification

J01XX09
daptomycin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

EC50 6 meas. best 6.17
IC50 1 meas. best 4.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Staphylococcus aureus
CHEMBL352
EC50 6.17 5.6625 680.0 4
Enterococcus faecium
CHEMBL357
EC50 5.04 4.76 9200.0 2
ATP-binding cassette sub-family C member 2
CHEMBL5748
IC50 4.54 4.54 29100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
27018907 10.1021/acs.jmedchem.5b02004 Staphylococcus aureus 14
28287735 10.1021/acs.jmedchem.7b00102 Acinetobacter baumannii 11
28043797 10.1016/j.bmcl.2016.12.016 Staphylococcus aureus 8
28011203 10.1016/j.bmc.2016.11.056 Staphylococcus aureus 7
29638121 10.1021/acs.jmedchem.7b01903 Staphylococcus aureus 6
30108957 10.1039/C8MD00002F Staphylococcus aureus 6
26520664 10.1016/j.bmcl.2015.10.072 Bacillus subtilis 3
28257200 10.1021/acs.jnatprod.6b00888 Staphylococcus aureus 3
30108957 10.1039/C8MD00002F Staphylococcus epidermidis 3
30108790 10.1039/C6MD00381H Staphylococcus aureus 3
27469981 10.1016/j.bmc.2016.07.029 Streptococcus pneumoniae 2
27288182 10.1016/j.bmc.2016.05.052 Staphylococcus aureus 2
27288182 10.1016/j.bmc.2016.05.052 ADMET 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
30392371 10.1021/acs.jmedchem.8b01293 GroEL/GroES 2
27018907 10.1021/acs.jmedchem.5b02004 No relevant target 2
27018907 10.1021/acs.jmedchem.5b02004 Staphylococcus epidermidis 2
28287735 10.1021/acs.jmedchem.7b00102 Staphylococcus aureus 2
30392371 10.1021/acs.jmedchem.8b01293 Unchecked 2
27184767 10.1016/j.bmcl.2016.04.089 Staphylococcus aureus 2

Data from ChEMBL 36 via Core Engine