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Compound Detail

CHEMBL819

OXACILLIN
💊 Approved Drug
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💊 Approved Drug
Cc1onc(-c2ccccc2)c1C(=O)N[C@@H]1C(=O)N2[C@@H]1SC(C)(C)[C@@H]2C(=O)O

Basic Information

ChEMBL ID CHEMBL819
Name OXACILLIN
Phase Approved
Structure Type MOL
InChI Key UWYHMGVUTGAWSP-JKIFEVAISA-N
Therapeutic ✓ Yes

Known Names

Oxacilina Oxacillin Oxacilline Oxazocilline
1
Targets
7
Activities
2
Assay Types
8
PK Parameters
20
Publications
4
Known Names
5
Indications

Molecular Properties

401.4
MW (Da)
1.90
ALogP
6
HBA
2
HBD
112.7
PSA (Ų)
0.75
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1971
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral

Flags

Natural Product
USAN Stem -cillin
USAN Year 1962

Extended Properties

Molecular Formula C19H19N3O5S
MW 401.44
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.16

Indications

Bacterial Infections Bacteremia Gram-Positive Bacterial Infections Osteomyelitis Infections

ATC Classification

J01CF04
oxacillin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 5 meas.
IC50 2 meas. best 4.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Organic anion transporter 3
CHEMBL2073672
IC50 4.46 4.46 35000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 6.3 mL.min-1.kg-1 Homo sapiens
CL 6.3 mL.min-1.kg-1 Homo sapiens
Cmax 159426.07 nM Homo sapiens
F 49.0 % Homo sapiens
Fu 0.07 - Homo sapiens
Fu 0.07 - Homo sapiens
MRT 0.5 hr Homo sapiens
T1/2 0.7 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17470657 10.1128/aac.00040-07 Staphylococcus aureus 44
27046397 10.1016/j.ejmech.2016.03.041 Staphylococcus aureus 36
20479198 10.1128/aac.00001-10 Staphylococcus aureus 36
19949055 10.1128/aac.01024-09 Staphylococcus aureus 36
18505853 10.1128/aac.00266-08 Staphylococcus aureus 36
18056270 10.1128/aac.00504-07 Staphylococcus aureus 34
20679504 10.1128/aac.00356-10 NON-PROTEIN TARGET 33
18694946 10.1128/aac.00653-08 Staphylococcus aureus 30
23648974 10.1016/j.ejmech.2013.04.023 Staphylococcus aureus 28
18725435 10.1128/aac.00049-08 Staphylococcus aureus 28
17954695 10.1128/aac.00534-07 Staphylococcus aureus 28
19546358 10.1128/aac.00206-09 Staphylococcus aureus 27
17283190 10.1128/aac.00973-06 Staphylococcus aureus 27
31520928 10.1016/j.ejmech.2019.111686 Staphylococcus aureus 24
35839126 10.1021/acs.jmedchem.2c00684 Staphylococcus aureus 24
18625769 10.1128/aac.00149-08 Staphylococcus aureus 20
20211889 10.1128/aac.01677-09 Escherichia coli 20
19075056 10.1128/aac.01107-08 Streptococcus pneumoniae 18
18490507 10.1128/aac.00185-08 Streptococcus agalactiae 18
26191368 10.1021/acsmedchemlett.5b00142 Staphylococcus aureus 17

Data from ChEMBL 36 via Core Engine