(R)-N-hydroxy-3-((S)-3-(4-(((1r,3r)-3-(2-hydroxypropan-2-yl)cyclobutyl)ethynyl)phenyl)-2-oxooxazolidin-5-yl)-2-methyl-2-(methylsulfonyl)propanamide

ID: ALA4562023

Chembl Id: CHEMBL4562023

PubChem CID: 118059204

Max Phase: Preclinical

Molecular Formula: C23H30N2O7S

Molecular Weight: 478.57

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)(O)[C@H]1C[C@H](C#Cc2ccc(N3C[C@H](C[C@](C)(C(=O)NO)S(C)(=O)=O)OC3=O)cc2)C1

Standard InChI:  InChI=1S/C23H30N2O7S/c1-22(2,28)17-11-16(12-17)6-5-15-7-9-18(10-8-15)25-14-19(32-21(25)27)13-23(3,20(26)24-29)33(4,30)31/h7-10,16-17,19,28-29H,11-14H2,1-4H3,(H,24,26)/t16-,17-,19-,23+/m0/s1

Standard InChI Key:  FNHARUFRDKHNCD-MQKZXWNDSA-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: 478.57Molecular Weight (Monoisotopic): 478.1774AlogP: 1.86#Rotatable Bonds: 6
Polar Surface Area: 133.24Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 8.67CX Basic pKa: CX LogP: 1.26CX LogD: 1.24
Aromatic Rings: 1Heavy Atoms: 33QED Weighted: 0.32Np Likeness Score: -0.16

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