(R)-N-hydroxy-2-methyl-2-(methylsulfonyl)-3-((R)-3-(4-propylphenyl)-4,5-dihydroisoxazol-5-yl)propanamide

ID: ALA4456426

Chembl Id: CHEMBL4456426

PubChem CID: 118469218

Max Phase: Preclinical

Molecular Formula: C17H24N2O5S

Molecular Weight: 368.46

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCc1ccc(C2=NO[C@@H](C[C@](C)(C(=O)NO)S(C)(=O)=O)C2)cc1

Standard InChI:  InChI=1S/C17H24N2O5S/c1-4-5-12-6-8-13(9-7-12)15-10-14(24-19-15)11-17(2,16(20)18-21)25(3,22)23/h6-9,14,21H,4-5,10-11H2,1-3H3,(H,18,20)/t14-,17-/m1/s1

Standard InChI Key:  OOWYDDJPFMNDQG-RHSMWYFYSA-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: 368.46Molecular Weight (Monoisotopic): 368.1406AlogP: 1.83#Rotatable Bonds: 7
Polar Surface Area: 105.06Molecular Species: NEUTRALHBA: 6HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 8.67CX Basic pKa: 3.04CX LogP: 1.68CX LogD: 1.65
Aromatic Rings: 1Heavy Atoms: 25QED Weighted: 0.56Np Likeness Score: -0.49

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