SID26758050

ID: ALA7429

Cas Number: 872992-20-6

PubChem CID: 73180

Max Phase: Preclinical

Molecular Formula: C16H20FN3O4

Molecular Weight: 337.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC[C@@H]1CN(c2ccc(N3CCOCC3)c(F)c2)C(=O)O1

Standard InChI:  InChI=1S/C16H20FN3O4/c1-11(21)18-9-13-10-20(16(22)24-13)12-2-3-15(14(17)8-12)19-4-6-23-7-5-19/h2-3,8,13H,4-7,9-10H2,1H3,(H,18,21)/t13-/m1/s1

Standard InChI Key:  TYZROVQLWOKYKF-CYBMUJFWSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  1  0  0  0  0  0999 V2000
    7.5375   -7.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0167   -8.0042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3042   -7.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -8.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -8.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792   -8.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -8.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7042   -8.0042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2667   -8.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4792   -8.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -7.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125   -6.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4625  -10.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792   -7.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8125   -9.8000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3542  -11.1167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -8.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9250   -8.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5292   -9.4417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -8.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -7.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2167   -9.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -7.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -8.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5 11  1  0
  6  4  2  0
  7  6  1  0
  8  5  1  0
  9  3  1  0
 10  2  1  0
 11 14  2  0
 12  1  2  0
 13 15  1  0
 14  4  1  0
 15 18  1  0
 16 13  2  0
 17 23  1  0
  9 18  1  6
 19  7  1  0
 20  8  1  0
 21  8  1  0
 22 13  1  0
 23 21  1  0
 24 20  1  0
 10  9  1  0
  7  5  2  0
 24 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA7429

   (R)-Linezolid

Molecule Features

Natural Product: Yes

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: 337.35

Molecular Weight (Monoisotopic): 337.1438

AlogP: 1.12

#Rotatable Bonds: 4

Polar Surface Area: 71.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.64

CX LogD: 0.64

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -1.82

References

1. PubChem BioAssay data set, 

2. MMV Pathogen Box,  [10.6019/CHEMBL3637841]

3. Anna Ehmann. The Australian National University Dept Of Immunology Pathogen Box Compounds Screened,  [10.6019/CHEMBL3987221]

4. Sarink, M; Mykytyn, A; Tielens, A; van Hellemond, J. Naegleria gruberi Pathogen Box compounds screening,  [10.6019/CHEMBL4513101]

5. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - MMV compounds,  [10.6019/CHEMBL4513149]

Source

Source(3):

• PubChem BioAssays
• MMV Pathogen Box
• CO-ADD antimicrobial screening data