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Compound Detail

CHEMBL474579

CEFOTETAN
💊 Approved Drug
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💊 Approved Drug
CO[C@@]1(NC(=O)C2SC(=C(C(N)=O)C(=O)O)S2)C(=O)N2C(C(=O)O)=C(CSc3nnnn3C)CS[C@@H]21

Basic Information

ChEMBL ID CHEMBL474579
Name CEFOTETAN
Phase Approved
Structure Type MOL
InChI Key SRZNHPXWXCNNDU-IXOPCIAXSA-N
Therapeutic ✓ Yes

Known Names

Cefotetan ICI 156,834 Ici-156,834 ICI-156834 NSC-760045
4
Targets
10
Activities
1
Assay Types
17
PK Parameters
20
Publications
5
Known Names
3
Indications

Molecular Properties

575.6
MW (Da)
-1.40
ALogP
14
HBA
4
HBD
219.9
PSA (Ų)
0.07
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1985
Availability Prescription
Chirality Racemic

Routes of Administration

Parenteral

Flags

Natural Product
USAN Stem cef-
USAN Year 1983

Extended Properties

Molecular Formula C17H17N7O8S4
MW 575.63
Aromatic Rings 1
Heavy Atoms 36
NP-Likeness -0.72

Indications

Bacterial Infections Cholecystitis Osteomyelitis

ATC Classification

J01DC05
cefotetan
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

IC50 10 meas. best 7.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 7.82 5.25 15.0 7
DNA dC->dU-editing enzyme APOBEC-3A
CHEMBL1741179
IC50 4.53 4.53 29600.0 1
DNA dC->dU-editing enzyme APOBEC-3G
CHEMBL1741217
IC50 4.16 4.16 69300.0 1
ATP-binding cassette sub-family C member 3
CHEMBL5918
IC50 4.1 4.1 79000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.42 mL.min-1.kg-1 Homo sapiens
CL 0.5 mL.min-1.kg-1 Homo sapiens
CL 1.7 mL.min-1.kg-1 Macaca
CL 4.0 mL.min-1.kg-1 Canis lupus familiaris
CL 13.0 mL.min-1.kg-1 Rattus norvegicus
CL 0.696 mL.min-1.kg-1 Canis lupus familiaris
CL 6.14 mL.min-1.kg-1 Rattus norvegicus
CL 0.048 mL.min-1.kg-1 Homo sapiens
CL 1.141 mL.min-1.kg-1 Canis lupus familiaris
CL 8.771 mL.min-1.kg-1 Rattus norvegicus
CL 0.32 mL.min-1.kg-1 Homo sapiens
Fu 0.15 - Homo sapiens
Fu 0.09 - Homo sapiens
Fu 0.61 - Canis lupus familiaris
Fu 0.7 - Rattus norvegicus
MRT 5.2 hr Homo sapiens
T1/2 4.5 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
20585132 10.1128/aac.00481-10 NON-PROTEIN TARGET 16
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
30097368 10.1016/j.bmcl.2018.07.018 Escherichia coli 10
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
15920768 10.1002/jps.20373 ADMET 8
17664321 10.1128/aac.00389-07 Escherichia coli 6
30097368 10.1016/j.bmcl.2018.07.018 Klebsiella pneumoniae 6
20585132 10.1128/aac.00481-10 Bacteroides fragilis 5
20585132 10.1128/aac.00481-10 Peptostreptococcus anaerobius 5
20585132 10.1128/aac.00481-10 Prevotella buccae 5
20585132 10.1128/aac.00481-10 Prevotella intermedia 5
20585132 10.1128/aac.00481-10 Hoylesella oralis 5
20585132 10.1128/aac.00481-10 Clostridium perfringens 5
20585132 10.1128/aac.00481-10 Anaerococcus prevotii 5
20585132 10.1128/aac.00481-10 Peptoniphilus asaccharolyticus 5
20585132 10.1128/aac.00481-10 Finegoldia magna 5
20585132 10.1128/aac.00481-10 Prevotella bivia 5
20585132 10.1128/aac.00481-10 Bacteroides caccae 5

Data from ChEMBL 36 via Core Engine