(R)-N-Hydroxy-2-methyl-2-(methylsulfonyl)-3-((R)-3-(4-(prop-1-yn-1-yl)phenyl)-4,5-dihydroisoxazol-5-yl)propanamide

ID: ALA4462003

Chembl Id: CHEMBL4462003

PubChem CID: 118469181

Max Phase: Preclinical

Molecular Formula: C17H20N2O5S

Molecular Weight: 364.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC#Cc1ccc(C2=NO[C@@H](C[C@](C)(C(=O)NO)S(C)(=O)=O)C2)cc1

Standard InChI:  InChI=1S/C17H20N2O5S/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,10-11H2,1-3H3,(H,18,20)/t14-,17-/m1/s1

Standard InChI Key:  FCHOBKLAYAXQCL-RHSMWYFYSA-N

Alternative Forms

1. Parent:

   

   ALA4462003

   (2R)-N-hydroxy-2-methyl-2-methylsulfonyl-3-[(5R)-3-(4-prop-1-ynylphenyl)-4,5-dihydro-1,2-oxazol-5-yl]propanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.42

Molecular Weight (Monoisotopic): 364.1093

AlogP: 1.25

#Rotatable Bonds: 5

Polar Surface Area: 105.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.67

CX Basic pKa: 2.71

CX LogP: 1.26

CX LogD: 1.24

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.46

Np Likeness Score: -0.25

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

Source(1):

• Scientific Literature