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

ID: ALA4476798

PubChem CID: 155538481

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(Nc4ccccc4Br)CC3)c(F)c2)C(=O)O1

Standard InChI:  InChI=1S/C23H26BrFN4O3/c1-15(30)26-13-18-14-29(23(31)32-18)17-6-7-22(20(25)12-17)28-10-8-16(9-11-28)27-21-5-3-2-4-19(21)24/h2-7,12,16,18,27H,8-11,13-14H2,1H3,(H,26,30)/t18-/m0/s1

Standard InChI Key:  LZHMVWDRAOVHLX-SFHVURJKSA-N

Molfile:  

 
     RDKit          2D

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    4.5977   -3.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5977   -4.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3030   -5.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083   -4.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083   -3.9415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3030   -3.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906   -5.1683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8918   -5.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1834   -6.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1842   -7.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8930   -7.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5982   -6.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7136   -3.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4203   -3.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1288   -3.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1316   -2.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4201   -2.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7146   -2.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8400   -2.3181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5817   -2.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1295   -2.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7220   -1.3366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9224   -1.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3146   -0.9592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9421   -2.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4234   -1.4714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2360   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7174   -0.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5672   -2.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0070   -2.3145    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4758   -5.9841    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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 15 16  1  0
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  5 14  1  0
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 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
  9 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476798

   ---

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: 4.07

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: -1.62

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