(S)-N-((3-(4-(4-(3-bromophenylamino)piperidin-1-yl)-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

ID: ALA4518396

PubChem CID: 155541270

Max Phase: Preclinical

Molecular Formula: C23H26BrFN4O3

Molecular Weight: 505.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)NC[C@H]1CN(c2ccc(N3CCC(Nc4cccc(Br)c4)CC3)c(F)c2)C(=O)O1

Standard InChI:  InChI=1S/C23H26BrFN4O3/c1-15(30)26-13-20-14-29(23(31)32-20)19-5-6-22(21(25)12-19)28-9-7-17(8-10-28)27-18-4-2-3-16(24)11-18/h2-6,11-12,17,20,27H,7-10,13-14H2,1H3,(H,26,30)/t20-/m0/s1

Standard InChI Key:  GTFYGMSNFYTTHX-FQEVSTJZSA-N

Molfile:  

 
     RDKit          2D

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   32.3121  -19.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3121  -20.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0174  -20.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7226  -20.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.6050  -20.9550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6061  -21.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8977  -22.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8985  -22.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6074  -23.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.3125  -22.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4279  -19.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1347  -19.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8431  -19.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8459  -18.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.5543  -18.1047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2960  -18.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8438  -17.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4363  -17.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6368  -17.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0289  -16.7459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6564  -17.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1378  -17.2581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9504  -17.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4318  -16.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2815  -18.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7213  -18.1011    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.1912  -23.4053    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
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  8  9  2  0
  9 10  1  0
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 12 13  2  0
 13  8  1  0
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 18 19  2  0
 19 14  1  0
  5 14  1  0
 17 20  1  0
 20 21  1  0
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 22 23  1  0
 23 24  1  0
 24 20  1  0
 24 25  2  0
 22 26  1  1
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 19 31  1  0
 10 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518396

   ---

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: 505.39

Molecular Weight (Monoisotopic): 504.1172

AlogP: 4.13

#Rotatable Bonds: 6

Polar Surface Area: 73.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.57

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: -1.67

References

1. Hou Y, Dong Y, Ye T, Jiang J, Ding L, Qin M, Ding X, Zhao Y..  (2019)  Synthesis and antibacterial evaluation of novel oxazolidinone derivatives containing a piperidinyl moiety.,  29  (23): [PMID:31676225] [10.1016/j.bmcl.2019.126746]

Source

Source(1):

• Scientific Literature