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

ID: ALA4471512

Chembl Id: CHEMBL4471512

PubChem CID: 118469018

Max Phase: Preclinical

Molecular Formula: C19H22N2O5S

Molecular Weight: 390.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@](C[C@H]1CC(c2ccc(C#CC3CC3)cc2)=NO1)(C(=O)NO)S(C)(=O)=O

Standard InChI:  InChI=1S/C19H22N2O5S/c1-19(18(22)20-23,27(2,24)25)12-16-11-17(21-26-16)15-9-7-14(8-10-15)6-5-13-3-4-13/h7-10,13,16,23H,3-4,11-12H2,1-2H3,(H,20,22)/t16-,19-/m1/s1

Standard InChI Key:  RVPLGBUQCDZREP-VQIMIIECSA-N

Alternative Forms

1. Parent:

   

   ALA4471512

   (2R)-3-[(5R)-3-[4-(2-cyclopropylethynyl)phenyl]-4,5-dihydro-1,2-oxazol-5-yl]-N-hydroxy-2-methyl-2-methylsulfonylpropanamide

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: 390.46

Molecular Weight (Monoisotopic): 390.1249

AlogP: 1.64

#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: 2.75

CX LogP: 1.53

CX LogD: 1.51

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -0.45

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