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Compound Detail

CHEMBL3351077

CEFSULODIN
🧪 Phase II
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🧪 Phase II
NC(=O)c1cc[n+](CC2=C(C(=O)[O-])N3C(=O)[C@@H](NC(=O)[C@@H](c4ccccc4)S(=O)(=O)O)[C@H]3SC2)cc1

Basic Information

ChEMBL ID CHEMBL3351077
Name CEFSULODIN
Phase Phase II
Structure Type MOL
InChI Key SYLKGLMBLAAGSC-QLVMHMETSA-N
Therapeutic ✓ Yes

Known Names

Cefsulodin Cefsulodina Cefsulodine J01DD03
3
Targets
8
Activities
2
Assay Types
0
PK Parameters
20
Publications
4
Known Names
1
Indications
1
Mechanisms

Molecular Properties

532.6
MW (Da)
-1.89
ALogP
8
HBA
3
HBD
190.9
PSA (Ų)
0.20
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem cef-
USAN Year 1979

Extended Properties

Molecular Formula C22H20N4O8S2
MW 532.56
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness -0.12

Mechanism of Action

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

Indications

Bacterial Infections

ATC Classification

J01DD03
cefsulodin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE

Activity Summary

IC50 7 meas. best 7.01
Ki 1 meas. best 5.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lethal(3)malignant brain tumor-like protein 1
CHEMBL1287622
IC50 7.01 7.01 98.0 1
Tyrosine-protein phosphatase non-receptor type 11
CHEMBL3864
Ki 5.18 5.18 6600.0 1
Tyrosine-protein phosphatase non-receptor type 11
CHEMBL3864
IC50 4.78 4.78 16800.0 1
Tyrosine-protein phosphatase non-receptor type 6
CHEMBL3166
IC50 4.68 4.68 21000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26191366 10.1021/acsmedchemlett.5b00118 Unchecked 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
23344796 10.1124/dmd.112.049569 Organic anion transporter 3 3
22483632 10.1016/j.ejmech.2012.03.008 Escherichia coli 2
26191366 10.1021/acsmedchemlett.5b00118 Tyrosine-protein phosphatase non-receptor type 11 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
15567297 10.1016/j.ejpb.2004.07.008 Solute carrier family 15 member 2 1
23344796 10.1124/dmd.112.049569 Solute carrier family 22 member 6 1
26191366 10.1021/acsmedchemlett.5b00118 Low molecular weight phosphotyrosine protein phosphatase 1
26191366 10.1021/acsmedchemlett.5b00118 Dual specificity protein phosphatase CDC14A 1
26191366 10.1021/acsmedchemlett.5b00118 Dual specificity protein phosphatase 3 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
15567297 10.1016/j.ejpb.2004.07.008 Solute carrier family 15 member 1 1
10525100 - Organic cation/carnitine transporter 2 1
26191366 10.1021/acsmedchemlett.5b00118 Receptor-type tyrosine-protein phosphatase epsilon 1
26191366 10.1021/acsmedchemlett.5b00118 Receptor-type tyrosine-protein phosphatase beta 1
22483632 10.1016/j.ejmech.2012.03.008 Salmonella typhimurium 1

Data from ChEMBL 36 via Core Engine