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Compound Detail

CHEMBL1146

CEFAMANDOLE
🧪 Phase II
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🧪 Phase II
Cn1nnnc1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](O)c3ccccc3)[C@H]2SC1

Basic Information

ChEMBL ID CHEMBL1146
Name CEFAMANDOLE
Phase Phase II
Structure Type MOL
InChI Key OLVCFLKTBJRLHI-AXAPSJFSSA-N
Therapeutic ✓ Yes

Known Names

Cefamandol Cefamandole Cephamandole COMPOUND 83405 COMPOUND-83405 J01DC03
4
Targets
12
Activities
2
Assay Types
12
PK Parameters
20
Publications
6
Known Names
2
Indications
1
Mechanisms

Molecular Properties

462.5
MW (Da)
-0.23
ALogP
10
HBA
3
HBD
150.5
PSA (Ų)
0.37
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem cef-
USAN Year 1973

Extended Properties

Molecular Formula C18H18N6O5S2
MW 462.51
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.02

Mechanism of Action

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

Indications

Bacterial Infections Osteomyelitis

ATC Classification

J01DC03
cefamandole
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 8 meas. best 7.52
IC50 4 meas. best 4.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier family 22 member 6
CHEMBL1641347
Ki 7.52 7.52 30.0 1
Organic anion transporter 3
CHEMBL1641348
Ki 7.34 7.34 46.0 1
Solute carrier family 22 member 11
CHEMBL2073677
Ki 5.94 5.94 1140.0 1
Organic anion transporter 3
CHEMBL2073666
IC50 4.05 4.05 90000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.6 mL.min-1.kg-1 Homo sapiens
CL 3.6 mL.min-1.kg-1 Homo sapiens
CL 5.0 mL.min-1.kg-1 Rattus norvegicus
CL 29.41 mL.min-1.kg-1 Rattus norvegicus
CL 0.048 mL.min-1.kg-1 Homo sapiens
CL 0.012 mL.min-1.kg-1 Homo sapiens
Fu 0.25 - Homo sapiens
MRT 0.75 hr Homo sapiens
T1/2 0.25 hr Rattus norvegicus
T1/2 0.5667 hr Cercopithecidae
T1/2 0.8 hr Homo sapiens
T1/2 0.75 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19487449 10.1128/aac.00317-09 Staphylococcus aureus 24
20211889 10.1128/aac.01677-09 Escherichia coli 20
16472241 10.2174/1570163043334794 Hepatotoxicity 18
20679509 10.1128/aac.00275-10 Staphylococcus 15
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
19506059 10.1128/aac.00371-09 Salmonella enterica 8
20679509 10.1128/aac.00275-10 Staphylococcus aureus 4
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
20679509 10.1128/aac.00275-10 Staphylococcus epidermidis 3
19506058 10.1128/aac.01655-08 Campylobacter coli 3
19506058 10.1128/aac.01655-08 Campylobacter jejuni 3
19470505 10.1128/aac.00079-09 Salmonella typhimurium 3
22483632 10.1016/j.ejmech.2012.03.008 Escherichia coli 3
12650826 10.1016/s0014-2999(03)01381-5 Solute carrier family 22 member 7 2
19445515 10.1021/jm900403j Homo sapiens 2
850241 10.1021/jm00214a018 Enterobacteriaceae 2
448673 10.1021/jm00193a001 Klebsiella pneumoniae 2
21741846 10.1016/j.bmc.2011.06.027 Solute carrier family 15 member 2 2

Data from ChEMBL 36 via Core Engine