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Compound Detail

CHEMBL893

DICLOXACILLIN
💊 Approved Drug
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💊 Approved Drug
Cc1onc(-c2c(Cl)cccc2Cl)c1C(=O)N[C@@H]1C(=O)N2[C@@H]1SC(C)(C)[C@@H]2C(=O)O

Basic Information

ChEMBL ID CHEMBL893
Name DICLOXACILLIN
Phase Approved
Structure Type MOL
InChI Key YFAGHNZHGGCZAX-JKIFEVAISA-N
Therapeutic ✓ Yes

Known Names

BRL-1702 Dicloxacilina Dicloxacillin Dicloxacilline R-13423
2
Targets
10
Activities
2
Assay Types
24
PK Parameters
20
Publications
5
Known Names
4
Indications

Molecular Properties

470.3
MW (Da)
3.20
ALogP
6
HBA
2
HBD
112.7
PSA (Ų)
0.66
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1968
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -cillin
USAN Year 1965

Extended Properties

Molecular Formula C19H17Cl2N3O5S
MW 470.33
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -0.31

Indications

Bacterial Infections Bacteremia Gram-Positive Bacterial Infections Osteomyelitis

ATC Classification

J01CF01
dicloxacillin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

IC50 5 meas. best 4.78
Ki 5 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Organic anion transporter 3
CHEMBL2073672
IC50 4.78 4.78 16600.0 1
Bile salt export pump
CHEMBL6020
IC50 4.35 4.2533 45000.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 725890.0 ng.hr.mL-1 Mus musculus
AUC 189980.0 ng.hr.mL-1 Mus musculus
AUC 70380.0 ng.hr.mL-1 Mus musculus
AUC 21370.0 ng.hr.mL-1 Mus musculus
AUC 79184.76 ng.hr.mL-1 Homo sapiens
CL 2.0 mL.min-1.kg-1 Homo sapiens
CL 2.0 mL.min-1.kg-1 Homo sapiens
CL 0.8 mL.min-1.kg-1 Homo sapiens
CL 2.0 mL.min-1.kg-1 Homo sapiens
Cmax 1124848.51 nM Mus musculus
Cmax 471732.61 nM Mus musculus
Cmax 191652.67 nM Mus musculus
Cmax 76520.74 nM Mus musculus
Cmax 63785.0 nM Homo sapiens
F 79.0 % Homo sapiens
Fu 0.033 - Homo sapiens
Fu 0.033 - Homo sapiens
MRT 0.92 hr Homo sapiens
T1/2 0.5 hr Mus musculus
T1/2 0.3667 hr Mus musculus
T1/2 0.4167 hr Mus musculus
T1/2 0.3167 hr Mus musculus
T1/2 0.88 hr Homo sapiens
T1/2 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20308386 10.1128/aac.01400-09 Staphylococcus aureus 41
19223616 10.1128/aac.01605-07 Staphylococcus aureus 31
20308386 10.1128/aac.01400-09 Unchecked 28
20308386 10.1128/aac.01400-09 Mus musculus 23
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20308386 10.1128/aac.01400-09 NON-PROTEIN TARGET 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20070106 10.1021/jm901371v Homo sapiens 8
23344796 10.1124/dmd.112.049569 Organic anion transporter 3 5
18426954 10.1124/dmd.108.020479 ADMET 4
20160052 10.1128/aac.01714-09 Escherichia coli 3
20160052 10.1128/aac.01714-09 Unchecked 2
19223616 10.1128/aac.01605-07 Homo sapiens 2
21741846 10.1016/j.bmc.2011.06.027 Solute carrier family 15 member 2 2
10891117 10.1021/jm0000564 No relevant target 2
20160052 10.1128/aac.01714-09 Beta-lactamase OXA-7 2
21965623 10.1124/dmd.111.040758 Bile salt export pump 2
19445515 10.1021/jm900403j Homo sapiens 2
10891117 10.1021/jm0000564 ADMET 2

Data from ChEMBL 36 via Core Engine