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Compound Detail

CHEMBL1604

CEPHRADINE
💊 Approved Drug
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💊 Approved Drug
CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](N)C3=CCC=CC3)[C@H]2SC1

Basic Information

ChEMBL ID CHEMBL1604
Name CEPHRADINE
Phase Approved
Structure Type MOL
InChI Key RDLPVSKMFDYCOR-UEKVPHQBSA-N
Therapeutic ✓ Yes

Known Names

Anspor Cefradina Cefradine Cefradine hydrate Cephradine Cephradine anhydrous Cephradine hydrate Cephradine, unspecified hydrate Ecosporina Nicef NSC-756672 SK&F D-39304 +10 more
2
Targets
8
Activities
2
Assay Types
8
PK Parameters
20
Publications
22
Known Names
1
Indications
1
Mechanisms

Molecular Properties

349.4
MW (Da)
0.35
ALogP
5
HBA
3
HBD
112.7
PSA (Ų)
0.50
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1974
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral

Flags

Natural Product
USAN Year 1971

Extended Properties

Molecular Formula C16H19N3O4S
MW 349.41
Aromatic Rings 0
Heavy Atoms 24
NP-Likeness 0.93

Mechanism of Action

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

Indications

Bacterial Infections

ATC Classification

J01DB09
cefradine
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 5 meas. best 5.01
IC50 3 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier family 15 member 1
CHEMBL4605
Ki 5.01 5.01 9800.0 1
Solute carrier family 15 member 2
CHEMBL3325
Ki 4.33 4.26 47000.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 3.3 mL.min-1.kg-1 Homo sapiens
CL 3.3 mL.min-1.kg-1 Homo sapiens
CL 0.2 mL.min-1.kg-1 Homo sapiens
CL 3.3 mL.min-1.kg-1 Homo sapiens
Fu 0.95 - Homo sapiens
Fu 0.95 - Homo sapiens
MRT 1.1 hr Homo sapiens
T1/2 0.85 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
20070106 10.1021/jm901371v Homo sapiens 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
19015345 10.1128/aac.01099-08 Staphylococcus aureus 7
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
18426954 10.1124/dmd.108.020479 ADMET 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 4
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
8531138 - Solute carrier family 15 member 1 2
10052994 10.1021/js980132e Solute carrier family 15 member 1 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
22673144 10.1016/j.ejmech.2012.05.013 Staphylococcus aureus 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 2
21641699 10.1016/j.ejmech.2011.05.028 Staphylococcus aureus 2
37468498 10.1038/s41467-023-40064-9 Peroxisome proliferator-activated receptor gamma 2
20643901 10.1128/aac.00503-10 Listeria monocytogenes 2
27744188 10.1016/j.ejmech.2016.10.010 Staphylococcus aureus 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
19445515 10.1021/jm900403j Homo sapiens 2

Data from ChEMBL 36 via Core Engine