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Compound Detail

CHEMBL996

CEFOXITIN
💊 Approved Drug
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💊 Approved Drug
CO[C@@]1(NC(=O)Cc2cccs2)C(=O)N2C(C(=O)O)=C(COC(N)=O)CS[C@@H]21

Basic Information

ChEMBL ID CHEMBL996
Name CEFOXITIN
Phase Approved
Structure Type MOL
InChI Key WZOZEZRFJCJXNZ-ZBFHGGJFSA-N
Therapeutic ✓ Yes

Known Names

Cefoxitin Cefoxitina Cefoxitine Cenomycin J01DC01 Mefoxitin
5
Targets
7
Activities
2
Assay Types
4
PK Parameters
20
Publications
6
Known Names
3
Indications

Molecular Properties

427.5
MW (Da)
0.10
ALogP
8
HBA
3
HBD
148.3
PSA (Ų)
0.41
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1978
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Black Box Warning Natural Product
USAN Stem cef-
USAN Year 1973

Extended Properties

Molecular Formula C16H17N3O7S2
MW 427.46
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness -0.15

Indications

Bacterial Infections Lung Diseases Osteomyelitis

ATC Classification

J01DC01
cefoxitin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 6 meas. best 7.0
IC50 1 meas. best 4.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-lactamase ADC-33
CHEMBL1667700
Ki 7.0 7.0 100.0 1
PER-2 beta-lactamase
CHEMBL5303
Ki 6.85 6.85 140.0 1
Unchecked
CHEMBL612545
Ki 6.82 6.795 150.0 2
ADC-11
CHEMBL1667701
Ki 6.3 6.3 500.0 1
Organic anion transporter 3
CHEMBL2073672
IC50 4.24 4.24 57000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.6 mL.min-1.kg-1 Homo sapiens
Fu 0.73 - Homo sapiens
MRT 0.79 hr Homo sapiens
T1/2 0.81 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
17043131 10.1128/aac.00600-06 Salmonella typhimurium 44
19805565 10.1128/aac.01099-09 Klebsiella pneumoniae 40
20713660 10.1128/aac.00009-10 Beta-lactamase 39
20679504 10.1128/aac.00356-10 NON-PROTEIN TARGET 33
19164140 10.1128/aac.00822-08 Klebsiella aerogenes 31
20211899 10.1128/aac.01420-09 Escherichia coli 28
20660683 10.1128/aac.01301-09 Klebsiella pneumoniae 26
18541727 10.1128/aac.00461-08 Streptococcus sp. 'group B' 25
19506058 10.1128/aac.01655-08 Campylobacter jejuni 24
20566764 10.1128/aac.00385-10 Pseudomonas aeruginosa 22
18725435 10.1128/aac.00049-08 Staphylococcus aureus 21
20086157 10.1128/aac.01312-09 Escherichia coli 21
19721064 10.1128/aac.00787-09 Escherichia coli 18
20696873 10.1128/aac.00771-10 Unchecked 18
16472241 10.2174/1570163043334794 Hepatotoxicity 18
19164140 10.1128/aac.00822-08 Klebsiella pneumoniae 17
20679507 10.1128/aac.01607-09 Klebsiella pneumoniae 17
- 10.1016/S0960-894X(01)80927-6 Staphylococcus aureus 17
20585132 10.1128/aac.00481-10 NON-PROTEIN TARGET 16
19805565 10.1128/aac.01099-09 Escherichia coli 15

Data from ChEMBL 36 via Core Engine