ERTAPENEM

Search structure
Status: Approved (2001)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J01DH03
UNII: G32F6EID2H

Structure
InChI Key JUZNIMUFDBIJCM-ANEDZVCMSA-N
Smile C[C@@H](O)[C@H]1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](C(=O)Nc4cccc(C(=O)O)c4)C3)[C@H](C)[C@H]12
InChI
InChI=1S/C22H25N3O7S/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32)/t9-,10-,13+,14+,15-,16-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H25N3O7S
Molecular Weight 475.52
AlogP 0.94
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 7.0
Polar Surface Area 156.27
Molecular species ZWITTERION
Aromatic Rings 1.0
Heavy Atoms 33.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Bacterial penicillin-binding protein inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - 12.77-29.24

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Pneumonia 3 D011014 ClinicalTrials
Osteomyelitis 3 D010019 ClinicalTrials
Diabetic Foot 3 D017719 ClinicalTrials
Infections 3 D007239 ClinicalTrials
Urinary Tract Infections 3 D014552 ClinicalTrials
Gonorrhea 3 D006069 ClinicalTrials
Tuberculosis, Pulmonary 2 D014397 ClinicalTrials
Renal Insufficiency, Chronic 2 D051436 ClinicalTrials
Appendicitis 2 D001064 ClinicalTrials
Pyelonephritis 2 D011704 ClinicalTrials
Tuberculosis 2 D014376 ClinicalTrials
Endometritis 1 D004716 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 153832-46-3
ChEBI 404903
ChEMBL CHEMBL1359
DrugBank DB00303
DrugCentral 1046
EPA CompTox DTXSID50165456
FDA SRS G32F6EID2H
Human Metabolome Database HMDB14448
Guide to Pharmacology 10906
PharmGKB PA164777032
PubChem 150610
SureChEMBL SCHEMBL34454
ZINC ZINC000003918453
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