(6R,7R)-7-((R)-2-amino-2-phenylacetamido)-8-oxo-3-((2-oxopyridin-1(2H)-yl)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ID: ALA3273290

Chembl Id: CHEMBL3273290

PubChem CID: 90678097

Max Phase: Preclinical

Molecular Formula: C21H20N4O5S

Molecular Weight: 440.48

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cn3ccccc3=O)CS[C@H]12)c1ccccc1

Standard InChI:  InChI=1S/C21H20N4O5S/c22-15(12-6-2-1-3-7-12)18(27)23-16-19(28)25-17(21(29)30)13(11-31-20(16)25)10-24-9-5-4-8-14(24)26/h1-9,15-16,20H,10-11,22H2,(H,23,27)(H,29,30)/t15-,16-,20-/m1/s1

Standard InChI Key:  YFEYKKHXXCYYHV-JXXFODFXSA-N

Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus epidermidis (22802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pasteurianus (62 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pyogenes (16140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Proteus mirabilis (3894 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Salmonella (646 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella aerogenes (4963 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterobacter cloacae (7976 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Proteus vulgaris (5823 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Providencia stuartii (425 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Serratia marcescens (3237 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pneumoniae (31063 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 440.48Molecular Weight (Monoisotopic): 440.1154AlogP: 0.29#Rotatable Bonds: 6
Polar Surface Area: 134.73Molecular Species: ACIDHBA: 7HBD: 3
#RO5 Violations: 0HBA (Lipinski): 9HBD (Lipinski): 4#RO5 Violations (Lipinski): 0
CX Acidic pKa: 3.27CX Basic pKa: 7.23CX LogP: -2.66CX LogD: -3.02
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.55Np Likeness Score: -0.22

References

1. Edwards ML, Erickson RC..  (1979)  Cephalosporin derivatives with 2- and 4-pyridone groups at carbon-3.,  22  (11): [PMID:392100] [10.1021/jm00197a026]

Source