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Compound Detail

CHEMBL617

CEPHALOTHIN
💊 Approved Drug
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💊 Approved Drug
CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)Cc3cccs3)[C@H]2SC1

Basic Information

ChEMBL ID CHEMBL617
Name CEPHALOTHIN
Phase Approved
Structure Type MOL
InChI Key XIURVHNZVLADCM-IUODEOHRSA-N
Therapeutic ✓ Yes

Known Names

Cefalotin Cefalotina Cefalotine
8
Targets
16
Activities
2
Assay Types
18
PK Parameters
20
Publications
3
Known Names
1
Indications

Molecular Properties

396.4
MW (Da)
0.59
ALogP
7
HBA
2
HBD
113.0
PSA (Ų)
0.53
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

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

Routes of Administration

Parenteral

Flags

Natural Product
USAN Year 1965

Extended Properties

Molecular Formula C16H16N2O6S2
MW 396.45
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness -0.37

Indications

Bacterial Infections

ATC Classification

J01DB03
cefalotin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

Ki 11 meas. best 7.4
IC50 5 meas. best 5.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Organic anion transporter 3
CHEMBL1641348
Ki 7.4 7.4 40.0 1
Solute carrier family 22 member 11
CHEMBL2073677
Ki 6.7 6.7 200.0 1
Solute carrier family 22 member 6
CHEMBL1641347
Ki 6.66 6.66 220.0 1
Unchecked
CHEMBL612545
Ki 6.5 6.5 320.0 2
Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1
CHEMBL1795098
IC50 5.55 5.55 2786.0 1
DNA (cytosine-5)-methyltransferase 1
CHEMBL1993
IC50 5.14 5.14 7280.0 1
Organic anion transporter 3
CHEMBL2073672
IC50 4.48 4.48 33300.0 1
Organic anion transporter 3
CHEMBL2073666
Ki 4.32 4.32 48000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12050.0 ng.hr.mL-1 Homo sapiens
AUC 9890.0 ng.hr.mL-1 Homo sapiens
CL 1.8 mL.min-1.kg-1 Homo sapiens
Cmax 97616.35 nM Homo sapiens
Cmax 53726.83 nM Homo sapiens
Fu 0.22 - Homo sapiens
MRT 0.65 hr Homo sapiens
MRT 0.59 hr Homo sapiens
MRT 0.38 hr Homo sapiens
T1/2 29.0 hr -
T1/2 1.1 hr -
T1/2 0.95 hr Homo sapiens
T1/2 0.41 hr Homo sapiens
T1/2 0.26 hr Homo sapiens
T1/2 0.91 hr Homo sapiens
T1/2 0.74 hr Homo sapiens
Vz 1.19 L/hr/kg Homo sapiens
Vz 1.58 L/hr/kg Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1383
19029333 10.1128/aac.00485-08 Acinetobacter pittii 90
17043131 10.1128/aac.00600-06 Salmonella typhimurium 44
18981261 10.1128/aac.00642-08 Escherichia coli 24
21078949 10.1128/aac.00098-10 Unchecked 24
20421396 10.1128/aac.00197-10 Escherichia coli 23
20086157 10.1128/aac.01312-09 Escherichia coli 21
20211890 10.1128/aac.01325-09 Staphylococcus aureus 20
20696873 10.1128/aac.00771-10 Unchecked 18
17220412 10.1128/aac.01058-06 Unchecked 18
19721064 10.1128/aac.00787-09 Escherichia coli 18
19752272 10.1128/aac.01600-08 Homo sapiens 16
17371815 10.1128/aac.01412-06 Escherichia coli 15
20086157 10.1128/aac.01312-09 Klebsiella pneumoniae 13
19001118 10.1128/aac.00608-08 Unchecked 12
20498317 10.1128/aac.01336-09 Metallo-beta-lactamase 12
17220412 10.1128/aac.01058-06 Escherichia coli 11
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
19124662 10.1128/aac.01173-08 Staphylococcus aureus 10
21078949 10.1128/aac.00098-10 Escherichia coli 10

Data from ChEMBL 36 via Core Engine