5-(3-bromo-4,5-dihydroisoxazol-5-yl)-3-(4-fluorophenyl)-1,2,4-oxadiazole

ID: ALA4868264

PubChem CID: 164618862

Max Phase: Preclinical

Molecular Formula: C11H7BrFN3O2

Molecular Weight: 312.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Fc1ccc(-c2noc(C3CC(Br)=NO3)n2)cc1

Standard InChI:  InChI=1S/C11H7BrFN3O2/c12-9-5-8(17-15-9)11-14-10(16-18-11)6-1-3-7(13)4-2-6/h1-4,8H,5H2

Standard InChI Key:  LXTVSNROJVZILL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   22.5614  -10.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8503  -10.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1069  -10.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5551  -11.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9578  -11.8870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7585  -11.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7431  -11.0838    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   23.3059  -10.8353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8527  -10.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4441   -9.5202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6448   -9.6903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6654  -10.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9933  -11.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8052  -11.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2864  -10.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499   -9.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1389   -9.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0992  -10.5677    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  2  6  1  0
  4  7  1  0
  1  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  1  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868264

   ---

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: 312.10

Molecular Weight (Monoisotopic): 310.9706

AlogP: 3.05

#Rotatable Bonds: 2

Polar Surface Area: 60.51

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.85

Np Likeness Score: -1.75

References

1. Galbiati A, Zana A, Coser C, Tamborini L, Basilico N, Parapini S, Taramelli D, Conti P..  (2021)  Development of Potent 3-Br-isoxazoline-Based Antimalarial and Antileishmanial Compounds.,  12  (11.0): [PMID:34795860] [10.1021/acsmedchemlett.1c00354]

Source

Source(1):

• Scientific Literature