Structure

InChI Key ZSKVGTPCRGIANV-ZXFLCMHBSA-N
Smile C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(SCCNC=N)C[C@H]12
InChI
InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C12H17N3O4S
Molecular Weight 299.35
AlogP -0.18
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 7.0
Polar Surface Area 113.72
Molecular species ZWITTERION
Aromatic Rings 0.0
Heavy Atoms 20.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Bacterial penicillin-binding protein inhibitor DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 150 - 60 -
Ion channel Ligand-gated ion channel GABA-A receptor
- - - - 15

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Infections 4 D007239 ClinicalTrials
Bacterial Infections 3 D001424 ClinicalTrials
Enterobacteriaceae Infections 3 D004756 ClinicalTrials
Pneumonia, Bacterial 3 D018410 ClinicalTrials
Pneumonia, Ventilator-Associated 3 D053717 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Pyelonephritis 2 D011704 ClinicalTrials
Osteomyelitis 0 D010019 ClinicalTrials

Related Entries

Mixture
Mixture

Cross References

Resources Reference
CAS NUMBER 64221-86-9
ChEBI 471744
ChEMBL CHEMBL148
DrugBank DB01598
DrugCentral 1426
EPA CompTox DTXSID2023143
FDA SRS Q20IM7HE75
Human Metabolome Database HMDB0015536
Guide to Pharmacology 10821
KEGG C06665
PharmGKB PA449968
PubChem 5282372
SureChEMBL SCHEMBL1649260
ZINC ZINC000004097225
CAS NUMBER 64221-86-9
ChEBI 51799
ChEMBL CHEMBL43708
EPA CompTox DTXSID00873392
FDA SRS 71OTZ9ZE0A
Guide to Pharmacology 10821
PubChem 5282372
SureChEMBL SCHEMBL5980