(S)-N-((3-(2-fluoro-4'-(morpholine-4-carbonyl)-[1,1'-biphenyl]-4-yl)-2-oxooxazolidin-5-yl)methyl)acetamide

ID: ALA4538782

PubChem CID: 155549221

Max Phase: Preclinical

Molecular Formula: C23H24FN3O5

Molecular Weight: 441.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)NC[C@H]1CN(c2ccc(-c3ccc(C(=O)N4CCOCC4)cc3)c(F)c2)C(=O)O1

Standard InChI:  InChI=1S/C23H24FN3O5/c1-15(28)25-13-19-14-27(23(30)32-19)18-6-7-20(21(24)12-18)16-2-4-17(5-3-16)22(29)26-8-10-31-11-9-26/h2-7,12,19H,8-11,13-14H2,1H3,(H,25,28)/t19-/m0/s1

Standard InChI Key:  YFLLEXSXVBAZJQ-IBGZPJMESA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   20.6732   -5.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4886   -5.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8956   -4.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4882   -3.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6696   -3.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2664   -4.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7090   -4.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1168   -5.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9332   -5.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3428   -4.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9300   -3.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1149   -3.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1582   -4.3079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6393   -4.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4162   -4.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4153   -3.8978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6378   -3.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3844   -2.8694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0778   -5.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8240   -4.8615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4857   -5.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2319   -5.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4011   -6.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7045   -2.8942    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.4492   -4.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0385   -3.6063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0460   -5.0220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2279   -5.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8215   -5.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2287   -6.4362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0468   -6.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4578   -5.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 10 13  1  0
 17 18  2  0
 15 19  1  1
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 12 24  1  0
  6 25  1  0
 25 26  2  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538782

   ---

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: 441.46

Molecular Weight (Monoisotopic): 441.1700

AlogP: 2.43

#Rotatable Bonds: 5

Polar Surface Area: 88.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.77

Np Likeness Score: -1.51

References

1. Xu S, Jiang J, Qi Y, Ding X, Wu Y, Lei H, Zhao Y..  (2019)  Design and synthesis of biaryloxazolidinone derivatives containing amide or acrylamide moiety as novel antibacterial agents against Gram-positive bacteria.,  29  (23): [PMID:31668973] [10.1016/j.bmcl.2019.126747]

Source

Source(1):

• Scientific Literature