(S)-N-(2-(((3-(3-fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl)amino)-2-oxoethyl)-N,N-dimethylbutan-1-aminium chloride

ID: ALA4763586

PubChem CID: 162661168

Max Phase: Preclinical

Molecular Formula: C22H34ClFN4O4

Molecular Weight: 437.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC[N+](C)(C)CC(=O)NC[C@H]1CN(c2ccc(N3CCOCC3)c(F)c2)C(=O)O1.[Cl-]

Standard InChI:  InChI=1S/C22H33FN4O4.ClH/c1-4-5-10-27(2,3)16-21(28)24-14-18-15-26(22(29)31-18)17-6-7-20(19(23)13-17)25-8-11-30-12-9-25;/h6-7,13,18H,4-5,8-12,14-16H2,1-3H3;1H/t18-;/m0./s1

Standard InChI Key:  WMXBXJOROBEONZ-FERBBOLQSA-N

Molfile:  

     RDKit          2D

 32 33  0  0  0  0  0  0  0  0999 V2000
   11.7337   -2.9303    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1765   -4.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -5.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834   -5.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5931   -5.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5903   -4.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8817   -4.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4674   -5.7056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -6.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7587   -6.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7600   -5.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513   -6.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -5.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832   -6.5237    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2964   -4.0631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0438   -4.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5884   -3.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771   -3.0746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3784   -3.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7688   -2.7034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4042   -3.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8126   -3.0727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6298   -3.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0381   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0386   -3.7799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8553   -2.3642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2636   -1.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2642   -3.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6689   -2.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0745   -1.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8917   -1.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2972   -0.9384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 13  1  0
 10 12  1  0
 12 13  1  0
  4 14  1  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 19 20  2  0
 17 21  1  1
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  CHG  2   1  -1  26   1
M  END

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: 437.54

Molecular Weight (Monoisotopic): 437.2559

AlogP: 1.98

#Rotatable Bonds: 9

Polar Surface Area: 71.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.67

CX Basic pKa: ┄

CX LogP: -2.31

CX LogD: -2.31

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -1.36

References

1. Bai PY,Qin SS,Chu WC,Yang Y,Cui DY,Hua YG,Yang QQ,Zhang E.  (2018)  Synthesis and antibacterial bioactivities of cationic deacetyl linezolid amphiphiles.,  155  [PMID:29966917] [10.1016/j.ejmech.2018.06.054]

Source

Source(1):

• Scientific Literature