(R)-N-Hydroxy-2-methyl-2-(methylsulfonyl)-3-((S)-2-oxo-3-(5-phenylpyridin-2-yl)oxazolidin-5-yl)propanamide

ID: ALA4473969

Chembl Id: CHEMBL4473969

PubChem CID: 118050785

Max Phase: Preclinical

Molecular Formula: C19H21N3O6S

Molecular Weight: 419.46

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@@](C[C@H]1CN(c2ccc(-c3ccccc3)cn2)C(=O)O1)(C(=O)NO)S(C)(=O)=O

Standard InChI:  InChI=1S/C19H21N3O6S/c1-19(17(23)21-25,29(2,26)27)10-15-12-22(18(24)28-15)16-9-8-14(11-20-16)13-6-4-3-5-7-13/h3-9,11,15,25H,10,12H2,1-2H3,(H,21,23)/t15-,19+/m0/s1

Standard InChI Key:  MXVRFXSOBVJBMX-HNAYVOBHSA-N

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 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
lpxC UDP-3-O-acyl-GlcNAc deacetylase (700 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 419.46Molecular Weight (Monoisotopic): 419.1151AlogP: 1.77#Rotatable Bonds: 6
Polar Surface Area: 125.90Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 8.67CX Basic pKa: 1.66CX LogP: 0.96CX LogD: 0.94
Aromatic Rings: 2Heavy Atoms: 29QED Weighted: 0.54Np Likeness Score: -0.81

References

1. Lee PS, Lapointe G, Madera AM, Simmons RL, Xu W, Yifru A, Tjandra M, Karur S, Rico A, Thompson K, Bojkovic J, Xie L, Uehara K, Liu A, Shu W, Bellamacina C, McKenney D, Morris L, Tonn GR, Osborne C, Benton BM, McDowell L, Fu J, Sweeney ZK..  (2018)  Application of Virtual Screening to the Identification of New LpxC Inhibitor Chemotypes, Oxazolidinone and Isoxazoline.,  61  (20): [PMID:30226381] [10.1021/acs.jmedchem.8b01287]

Source