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Compound Detail

CHEMBL1436

CEFUROXIME
💊 Approved Drug
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💊 Approved Drug
CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(COC(N)=O)CS[C@H]12)c1ccco1

Basic Information

ChEMBL ID CHEMBL1436
Name CEFUROXIME
Phase Approved
Structure Type MOL
InChI Key JFPVXVDWJQMJEE-IZRZKJBUSA-N
Therapeutic ✓ Yes

Known Names

640/359 Cefuroxima Cefuroxime Cefuroxime acid Cefuroximine
0
Targets
5
Activities
1
Assay Types
10
PK Parameters
20
Publications
5
Known Names
6
Indications

Molecular Properties

424.4
MW (Da)
-0.54
ALogP
9
HBA
3
HBD
173.8
PSA (Ų)
0.30
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1983
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem cef-
USAN Year 1984

Extended Properties

Molecular Formula C16H16N4O8S
MW 424.39
Aromatic Rings 1
Heavy Atoms 29
NP-Likeness 0.09

Indications

Bacterial Infections Eye Infections Pneumonia Appendicitis Endophthalmitis Osteomyelitis

ATC Classification

J01DC02
cefuroxime
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
S01AA27
cefuroxime
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

Ki 5 meas.

Pharmacokinetic Data

Parameter Value Units Species
CL 2.2 mL.min-1.kg-1 Homo sapiens
CL 2.2 mL.min-1.kg-1 Homo sapiens
CL 0.1 mL.min-1.kg-1 Homo sapiens
CL 2.2 mL.min-1.kg-1 Homo sapiens
Cmax 61264.4 nM Homo sapiens
Fu 0.36 - Homo sapiens
Fu 0.12 - Homo sapiens
MRT 1.1 hr Homo sapiens
T1/2 1.1 hr Homo sapiens
T1/2 1.5 hr Homo sapiens

Literature References

PubMed DOI Target Context # Activities
19307366 10.1128/aac.01531-08 Streptococcus pneumoniae 55
20308374 10.1128/aac.01797-09 Streptococcus pneumoniae 39
19075048 10.1128/aac.01247-08 NON-PROTEIN TARGET 38
17470649 10.1128/aac.00354-07 Haemophilus influenzae 38
19884366 10.1128/aac.00966-09 Haemophilus influenzae 35
30503946 10.1016/j.ejmech.2018.11.052 Staphylococcus aureus 30
19237649 10.1128/aac.01566-08 Unchecked 28
18362189 10.1128/aac.01620-07 Streptococcus pneumoniae 27
18443114 10.1128/aac.01658-07 Escherichia coli 26
18541727 10.1128/aac.00461-08 Streptococcus sp. 'group B' 25
18725443 10.1128/aac.00712-08 Streptococcus pneumoniae 24
19506058 10.1128/aac.01655-08 Campylobacter jejuni 24
17116666 10.1128/aac.01150-06 Streptococcus pneumoniae 20
16472241 10.2174/1570163043334794 Hepatotoxicity 18
17908940 10.1128/aac.00971-07 Streptococcus pneumoniae 16
20385866 10.1128/aac.01283-09 Catechol 2,3-dioxygenase 15
17371815 10.1128/aac.01412-06 Escherichia coli 15
19029333 10.1128/aac.00485-08 Acinetobacter pittii 15
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20733047 10.1128/aac.01762-09 Escherichia coli 14

Data from ChEMBL 36 via Core Engine