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Compound Detail

CHEMBL1605

CEFTIBUTEN
💊 Approved Drug
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💊 Approved Drug
Nc1nc(/C(=C/CC(=O)O)C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)cs1

Basic Information

ChEMBL ID CHEMBL1605
Name CEFTIBUTEN
Phase Approved
Structure Type MOL
InChI Key UNJFKXSSGBWRBZ-BJCIPQKHSA-N
Therapeutic ✓ Yes

Known Names

7432-S ACHN-383 ACHN383 Ceftibuten Ceftibuten component of pf-07612577 pf-06264006 Ceftibutene Ceftibuteno Ceftibutin NSC-758925 PF-06264006 SCH 39720 SCH-39720 +1 more
1
Targets
9
Activities
1
Assay Types
3
PK Parameters
20
Publications
13
Known Names
3
Indications
1
Mechanisms

Molecular Properties

410.4
MW (Da)
-0.05
ALogP
8
HBA
4
HBD
162.9
PSA (Ų)
0.37
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1995
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem cef-
USAN Year 1989

Extended Properties

Molecular Formula C15H14N4O6S2
MW 410.43
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness 0.09

Mechanism of Action

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

Indications

Bacterial Infections Pyelonephritis Osteomyelitis

ATC Classification

J01DD14
ceftibuten
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 9 meas. best 4.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier family 15 member 2
CHEMBL1743125
Ki 4.05 4.05 90000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 36547.04 nM Homo sapiens
F 80.0 % Homo sapiens
T1/2 2.4 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18663018 10.1128/aac.00198-08 Neisseria gonorrhoeae 24
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
34191513 10.1021/acs.jmedchem.1c00437 Escherichia coli 7
34143627 10.1021/acs.jmedchem.1c00799 Klebsiella pneumoniae 7
34143627 10.1021/acs.jmedchem.1c00799 Escherichia coli 5
34191513 10.1021/acs.jmedchem.1c00437 Klebsiella pneumoniae 4
18663018 10.1128/aac.00198-08 Homo sapiens 3
34143627 10.1021/acs.jmedchem.1c00799 Enterobacter cloacae 3
9190878 - Solute carrier family 15 member 1 2
8531138 - Solute carrier family 15 member 1 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
9092716 10.1016/s0005-2736(96)00234-9 Solute carrier family 15 member 2 2
9092716 10.1016/s0005-2736(96)00234-9 Solute carrier family 15 member 1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2

Data from ChEMBL 36 via Core Engine