(S)-N-((3-(2-fluoro-3'-(hydroxymethyl)biphenyl-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide

ID: ALA4876824

PubChem CID: 57545489

Max Phase: Preclinical

Molecular Formula: C19H19FN2O4

Molecular Weight: 358.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)NC[C@H]1CN(c2ccc(-c3cccc(CO)c3)c(F)c2)C(=O)O1

Standard InChI:  InChI=1S/C19H19FN2O4/c1-12(24)21-9-16-10-22(19(25)26-16)15-5-6-17(18(20)8-15)14-4-2-3-13(7-14)11-23/h2-8,16,23H,9-11H2,1H3,(H,21,24)/t16-/m0/s1

Standard InChI Key:  NBNVVIPPVXPANE-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

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    2.3076   -8.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7098   -8.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275   -8.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9438   -8.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366   -7.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203   -7.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7567   -8.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1593   -8.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9757   -8.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3905   -8.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9829   -7.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1678   -7.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7410   -9.6345    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2088   -8.2395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6807   -8.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4608   -8.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4671   -7.8392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6908   -7.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4389   -6.8002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1183   -9.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8673   -8.8162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5248   -9.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2738   -8.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4331  -10.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3161   -6.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4989   -6.7790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
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  4  7  1  0
  8 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 18 19  2  0
 16 20  1  1
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  6 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876824

   N-[[(5S)-3-[3-fluoro-4-[3-(hydroxymethyl)phenyl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide

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: 358.37

Molecular Weight (Monoisotopic): 358.1329

AlogP: 2.45

#Rotatable Bonds: 5

Polar Surface Area: 78.87

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.63

CX LogD: 1.63

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.86

Np Likeness Score: -0.89

References

1. Cruz CD, Wrigstedt P, Moslova K, Iashin V, Mäkkylä H, Ghemtio L, Heikkinen S, Tammela P, Perea-Buceta JE..  (2021)  Installation of an aryl boronic acid function into the external section of N-aryl-oxazolidinones: Synthesis and antimicrobial evaluation.,  211  [PMID:33223262] [10.1016/j.ejmech.2020.113002]

Source

Source(1):

• Scientific Literature