(R)-2-[(R)-1,3-Dioxo-4-(2-phenoxy-acetylamino)-isothiazolidin-2-yl]-3-methyl-butyric acid benzyl ester

ID: ALA67669

Chembl Id: CHEMBL67669

PubChem CID: 44307339

Max Phase: Preclinical

Molecular Formula: C23H26N2O6S

Molecular Weight: 458.54

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](C(=O)OCc1ccccc1)N1C(=O)[C@@H](NC(=O)COc2ccccc2)C[S+]1[O-]

Standard InChI:  InChI=1S/C23H26N2O6S/c1-16(2)21(23(28)31-13-17-9-5-3-6-10-17)25-22(27)19(15-32(25)29)24-20(26)14-30-18-11-7-4-8-12-18/h3-12,16,19,21H,13-15H2,1-2H3,(H,24,26)/t19-,21+,32?/m0/s1

Standard InChI Key:  MBYLPWNMXZTXPF-AFNMKDBDSA-N

Associated Targets(non-human)

Enterobacter cloacae (7976 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Moraxella catarrhalis (3334 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pbpA Penicillin-binding protein 1 (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pbp2 Penicillin-binding protein 2 (39 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Penicillin-binding protein 3 (17 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: 458.54Molecular Weight (Monoisotopic): 458.1512AlogP: 1.82#Rotatable Bonds: 9
Polar Surface Area: 108.00Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 9.37CX Basic pKa: CX LogP: 1.46CX LogD: 1.46
Aromatic Rings: 2Heavy Atoms: 32QED Weighted: 0.45Np Likeness Score: -0.56

References

1. Chen Z, Demuth TP, Wireko FC..  (2001)  Stereoselective synthesis and antibacterial evaluation of 4-amido-isothiazolidinone oxides.,  11  (16): [PMID:11514150] [10.1016/s0960-894x(01)00409-7]

Source