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Compound Detail

CHEMBL1541

CEFIXIME
💊 Approved Drug
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💊 Approved Drug
C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\OCC(=O)O)c3csc(N)n3)[C@H]2SC1

Basic Information

ChEMBL ID CHEMBL1541
Name CEFIXIME
Phase Approved
Structure Type MOL
InChI Key OKBVVJOGVLARMR-QSWIMTSFSA-N
Therapeutic ✓ Yes

Known Names

Anhydrous cefixime Cefixima Cefixime Cefixime anhydrous Cefixime hydrate Cefixime trihydrate Cefspan Cephoral Citropen CL 284,635 CL-284635 FK 027 +5 more
4
Targets
15
Activities
3
Assay Types
19
PK Parameters
20
Publications
17
Known Names
14
Indications
1
Mechanisms

Molecular Properties

453.5
MW (Da)
-0.54
ALogP
10
HBA
4
HBD
184.5
PSA (Ų)
0.23
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1989
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem cef-
USAN Year 1987

Extended Properties

Molecular Formula C16H15N5O7S2
MW 453.46
Aromatic Rings 1
Heavy Atoms 30
NP-Likeness -0.05

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Bacterial penicillin-binding protein inhibitor INHIBITOR Bacterial penicillin-binding protein

Indications

Bacterial Infections Bronchitis Bronchitis, Chronic Gonorrhea Infections Otitis Media Pharyngitis Tonsillitis Urinary Tract Infections HIV Infections Liver Abscess Syphilis Neoplasms Osteomyelitis

ATC Classification

J01DD08
cefixime
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 8 meas.
IC50 6 meas. best 6.12
EC50 1 meas. best 5.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 6.12 5.83 759.0 2
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1
CHEMBL3964
IC50 5.92 5.92 1212.0 1
Apoptotic protease-activating factor 1
CHEMBL1795093
EC50 5.04 5.04 9080.0 1
ATP-binding cassette sub-family C member 2
CHEMBL5748
IC50 4.05 4.05 89400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 25000.0 ng.hr.mL-1 Homo sapiens
AUC 9000.0 ng.hr.mL-1 Homo sapiens
AUC 7300.0 ng.hr.mL-1 Homo sapiens
AUC 840.0 ng.hr.mL-1 Homo sapiens
CL 1.0 mL.min-1.kg-1 Homo sapiens
CL 0.6 mL.min-1.kg-1 Homo sapiens
CL 1.0 mL.min-1.kg-1 Homo sapiens
CL 1.0 mL.min-1.kg-1 Homo sapiens
CL 7.143 mL.min-1.kg-1 Rattus norvegicus
CL 1.0 mL.min-1.kg-1 Rattus norvegicus
CL 0.452 mL.min-1.kg-1 Homo sapiens
CL 0.14 mL.min-1.kg-1 Homo sapiens
Cmax 6615.8 nM Homo sapiens
F 50.0 % Homo sapiens
Fu 0.31 - Homo sapiens
Fu 0.31 - Homo sapiens
MRT 3.9 hr Homo sapiens
T1/2 3.1 hr Homo sapiens
T1/2 3.2 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20028823 10.1128/aac.01010-09 Neisseria gonorrhoeae 40
17470649 10.1128/aac.00354-07 Haemophilus influenzae 38
16472241 10.2174/1570163043334794 Hepatotoxicity 18
17420216 10.1128/aac.01604-06 Neisseria gonorrhoeae 17
21098249 10.1128/aac.00788-10 Neisseria gonorrhoeae 16
18809936 10.1128/aac.00596-08 Streptococcus sp. 'group B' 16
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
17116681 10.1128/aac.00960-06 Haemophilus influenzae 12
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
18663018 10.1128/aac.00198-08 Neisseria gonorrhoeae 11
20421400 10.1128/aac.00245-10 Neisseria gonorrhoeae 10
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20070106 10.1021/jm901371v Homo sapiens 8
19546370 10.1128/aac.00406-09 Neisseria gonorrhoeae 7
20086141 10.1128/aac.01489-09 Haemophilus influenzae 6
19901088 10.1128/aac.00310-09 Escherichia coli 5
28692914 10.1016/j.ejmech.2017.06.065 Staphylococcus aureus 4
28692914 10.1016/j.ejmech.2017.06.065 Proteus mirabilis 4
28692914 10.1016/j.ejmech.2017.06.065 Streptococcus mutans 4
18426954 10.1124/dmd.108.020479 ADMET 4

Data from ChEMBL 36 via Core Engine