Structure

InChI Key YOBPSXOHCHDCMU-VKZZUTNHSA-M
Smile CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(CSc3nc(=O)c(O)nn3C)CS[C@H]12)c1csc(N)n1.[Na+]
InChI
InChI=1S/C18H18N8O7S3.Na/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7;/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32);/q;+1/p-1/b24-8-;/t9-,15-;/m1./s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H22N8Na2O10S3
Molecular Weight 652.6
AlogP -1.2
Hydrogen Bond Acceptor 15.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 8.0
Polar Surface Area 215.22
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 36.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Bacterial penicillin-binding protein inhibitor PubMed DailyMed Wikipedia

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Urinary Tract Infections 4 D014552 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials

Related Entries

Scaffolds

Parent
Mixture

Side Effects from Label

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
10.87
Skin and subcutaneous tissue disorders
10.06
Immune system disorders
8.57
Vascular disorders
7.13
Respiratory, thoracic and mediastinal disorders
7.1
Nervous system disorders
6.55
Gastrointestinal disorders
5.78
Injury, poisoning and procedural complications
5.35
Hepatobiliary disorders
4.84
Infections and infestations
4.78
Cardiac disorders
4.71
Investigations
4.7
Blood and lymphatic system disorders
4.31
Renal and urinary disorders
4.12
Metabolism and nutrition disorders
2.59
Musculoskeletal and connective tissue disorders
2.57
Psychiatric disorders
2.52

Cross References

Resources Reference
ChEMBL CHEMBL3183968
EPA CompTox DTXSID5045887
FDA SRS 023Z5BR09K
PubChem 71307090