(R)-3,5-Dichloro-N-((3-(3-fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl)-benzenesulfonamide

ID: ALA2337838

PubChem CID: 71652892

Max Phase: Preclinical

Molecular Formula: C20H20Cl2FN3O5S

Molecular Weight: 504.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1O[C@@H](CNS(=O)(=O)c2cc(Cl)cc(Cl)c2)CN1c1ccc(N2CCOCC2)c(F)c1

Standard InChI:  InChI=1S/C20H20Cl2FN3O5S/c21-13-7-14(22)9-17(8-13)32(28,29)24-11-16-12-26(20(27)31-16)15-1-2-19(18(23)10-15)25-3-5-30-6-4-25/h1-2,7-10,16,24H,3-6,11-12H2/t16-/m0/s1

Standard InChI Key:  VUNFHFMYQDUQRO-INIZCTEOSA-N

Molfile:  

     RDKit          2D

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   13.0420  -17.4912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8592  -17.4953    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.4542  -16.7855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8530  -15.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4463  -14.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6287  -14.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2167  -15.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6283  -16.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4446  -16.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6649  -15.3860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1434  -16.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3971  -15.3788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9907  -14.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1771  -14.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7637  -15.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1700  -16.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9898  -16.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5811  -16.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5732  -17.0950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8538  -18.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1418  -18.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1336  -19.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8379  -19.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5519  -19.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5566  -18.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8966  -13.9484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2202  -16.7992    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.2571  -19.9536    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.4218  -19.9321    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  4 10  1  0
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  2 23  1  0
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  8 30  1  0
 27 31  1  0
 25 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2337838

   3,5-dichloro-N-[[(5R)-3-(3-fluoro-4-morpholino-phenyl)-2-oxo-oxazolidin-5-yl]methyl]benzenesulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 504.37

Molecular Weight (Monoisotopic): 503.0485

AlogP: 3.27

#Rotatable Bonds: 6

Polar Surface Area: 88.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.77

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: 3.44

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.65

Np Likeness Score: -1.98

References

1. Kamal A, Swapna P, Shetti RV, Shaik AB, Narasimha Rao MP, Gupta S..  (2013)  Synthesis, biological evaluation of new oxazolidino-sulfonamides as potential antimicrobial agents.,  62  [PMID:23434639] [10.1016/j.ejmech.2013.01.034]

Source

Source(1):

• Scientific Literature