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

ID: ALA4524967

PubChem CID: 155538735

Max Phase: Preclinical

Molecular Formula: C24H28BrFN4O3

Molecular Weight: 519.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)NC[C@H]1CN(c2ccc(N3CCC(N(C)c4ccc(Br)cc4)CC3)c(F)c2)C(=O)O1

Standard InChI:  InChI=1S/C24H28BrFN4O3/c1-16(31)27-14-21-15-30(24(32)33-21)20-7-8-23(22(26)13-20)29-11-9-19(10-12-29)28(2)18-5-3-17(25)4-6-18/h3-8,13,19,21H,9-12,14-15H2,1-2H3,(H,27,31)/t21-/m0/s1

Standard InChI Key:  BKKLNXVFYCBDRC-NRFANRHFSA-N

Molfile:  

 
     RDKit          2D

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   20.2729   -9.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2729  -10.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9782  -10.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6835  -10.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6835   -9.4266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5658  -10.6534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5670  -11.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8586  -11.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8594  -12.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5682  -13.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2777  -12.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2734  -11.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3888   -9.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0956   -9.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8040   -9.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8068   -8.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0953   -7.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3898   -8.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5152   -7.8031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2569   -8.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8047   -7.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3972   -6.8217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5976   -6.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9898   -6.4443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6173   -7.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0987   -6.9565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9112   -7.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3926   -6.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2424   -7.7903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6822   -7.7996    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.5705  -13.9200    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.8575  -10.2458    0.0000 C   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
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 12 13  2  0
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 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  5 14  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 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
 11 32  1  0
  7 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524967

   ---

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: 519.42

Molecular Weight (Monoisotopic): 518.1329

AlogP: 4.15

#Rotatable Bonds: 6

Polar Surface Area: 65.12

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.97

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 2

Heavy Atoms: 33

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