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Compound Detail

CHEMBL161

CEFTRIAXONE
💊 Approved Drug
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💊 Approved Drug
CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(CSc3nc(=O)c(O)nn3C)CS[C@H]12)c1csc(N)n1

Basic Information

ChEMBL ID CHEMBL161
Name CEFTRIAXONE
Phase Approved
Structure Type MOL
InChI Key VAAUVRVFOQPIGI-SPQHTLEESA-N
Therapeutic ✓ Yes

Known Names

Ceftriaxon Ceftriaxona Ceftriaxone
8
Targets
13
Activities
3
Assay Types
24
PK Parameters
20
Publications
3
Known Names
20
Indications

Molecular Properties

554.6
MW (Da)
-1.20
ALogP
15
HBA
4
HBD
215.2
PSA (Ų)
0.13
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1984
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem cef-
USAN Year 1981

Extended Properties

Molecular Formula C18H18N8O7S3
MW 554.59
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness -0.64

Indications

Bacterial Infections Amyotrophic Lateral Sclerosis Gonorrhea Infections Influenza, Human Lyme Disease Peritonitis Pneumonia Pneumonia, Bacterial Sepsis Severe Acute Respiratory Syndrome Urinary Tract Infections Appendicitis Bipolar Disorder Borrelia Infections Cholangitis Colitis, Ulcerative Dysentery, Bacillary Endocarditis Endometritis

ATC Classification

J01DD04
ceftriaxone
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
J01DD54
ceftriaxone, combinations
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

IC50 9 meas. best 6.54
Ki 3 meas. best 6.64
Kd 1 meas. best 6.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier family 22 member 6
CHEMBL1641347
Ki 6.64 6.64 230.0 1
Escherichia coli
CHEMBL354
IC50 6.54 6.54 290.0 1
Streptococcus pneumoniae
CHEMBL347
IC50 6.3 5.72 500.0 3
Alpha-synuclein
CHEMBL6152
Kd 6.28 6.28 530.0 1
Solute carrier family 22 member 11
CHEMBL2073677
Ki 5.62 5.62 2380.0 1
Organic anion transporter 3
CHEMBL1641348
Ki 5.36 5.36 4390.0 1
D-amino-acid oxidase
CHEMBL5485
IC50 5.0 5.0 10000.0 1
Cytochrome P450 2J2
CHEMBL3491
IC50 4.56 4.56 27400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 60800.0 ng.hr.mL-1 Mus musculus
AUC 21900.0 ng.hr.mL-1 Macaca mulatta
CL 0.26 mL.min-1.kg-1 Homo sapiens
CL 0.1 mL.min-1.kg-1 Homo sapiens
CL 0.26 mL.min-1.kg-1 Homo sapiens
CL 0.24 mL.min-1.kg-1 Homo sapiens
CL 0.26 mL.min-1.kg-1 Homo sapiens
CL 0.45 mL.min-1.kg-1 Macaca
CL 4.0 mL.min-1.kg-1 Rattus norvegicus
CL 4.0 mL.min-1.kg-1 Canis lupus familiaris
CL 2.907 mL.min-1.kg-1 Canis lupus familiaris
CL 2.5 mL.min-1.kg-1 Canis lupus familiaris
CL 12.73 mL.min-1.kg-1 Rattus norvegicus
CL 0.82 mL.min-1.kg-1 Rattus norvegicus
CL 0.933 mL.min-1.kg-1 Homo sapiens
CL 0.07 mL.min-1.kg-1 Homo sapiens
CL 5.49 mL.min-1.kg-1 Mus musculus
CL 0.77 mL.min-1.kg-1 Macaca mulatta
Fu 0.052 - Homo sapiens
Fu 0.052 - Homo sapiens
MRT 5.4 hr Homo sapiens
T1/2 8.6 hr Homo sapiens
T1/2 0.64 hr Mus musculus
T1/2 1.95 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20100877 10.1128/aac.01788-09 NON-PROTEIN TARGET 68
19307366 10.1128/aac.01531-08 Streptococcus pneumoniae 55
17876003 10.1128/aac.00827-07 Streptococcus pneumoniae 53
20308374 10.1128/aac.01797-09 Streptococcus pneumoniae 41
19075048 10.1128/aac.01247-08 NON-PROTEIN TARGET 40
20194704 10.1128/aac.00019-10 Unchecked 36
20679504 10.1128/aac.00356-10 NON-PROTEIN TARGET 33
17591846 10.1128/aac.00306-07 Neisseria gonorrhoeae 33
17562807 10.1128/aac.01582-06 Clostridioides difficile 31
18725443 10.1128/aac.00712-08 Streptococcus pneumoniae 24
19015339 10.1128/aac.01324-08 Streptococcus pneumoniae 23
20713672 10.1128/aac.00470-10 Staphylococcus aureus 22
17470659 10.1128/aac.00029-07 Unchecked 21
17116666 10.1128/aac.01150-06 Streptococcus pneumoniae 20
20350950 10.1128/aac.01818-09 Klebsiella pneumoniae 20
18625769 10.1128/aac.00149-08 Staphylococcus aureus 20
20231393 10.1128/aac.01359-09 Escherichia coli 19
19015360 10.1128/aac.00883-08 Klebsiella pneumoniae 18
16472241 10.2174/1570163043334794 Hepatotoxicity 18
17420216 10.1128/aac.01604-06 Neisseria gonorrhoeae 17

Data from ChEMBL 36 via Core Engine