5-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol

ID: ALA3637904

PubChem CID: 78116773

Max Phase: Preclinical

Molecular Formula: C19H14BCl2F4NO3

Molecular Weight: 462.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)OB(O)c2ccc(C3=NOC(c4cc(Cl)c(F)c(Cl)c4)(C(F)(F)F)C3)cc21

Standard InChI:  InChI=1S/C19H14BCl2F4NO3/c1-17(2)11-5-9(3-4-12(11)20(28)29-17)15-8-18(30-27-15,19(24,25)26)10-6-13(21)16(23)14(22)7-10/h3-7,28H,8H2,1-2H3

Standard InChI Key:  QKEXQELISPDIMT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    0.9024   -2.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8923   -1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    2.3453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168   -1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -2.9756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2259   -3.2843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730   -1.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669   -0.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8310   -3.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2023   -4.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0673   -5.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5643   -6.8760    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.5611   -5.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2531   -6.6305    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1898   -4.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3849   -4.1791    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.3248   -3.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5532   -0.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8462    0.3556    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0392    0.4832    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7464   -0.4860    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 12  1  0
  7 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 13 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 18 26  1  0
 16 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3637904

   5-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol

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: 462.04

Molecular Weight (Monoisotopic): 461.0380

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. MMV Pathogen Box,  [10.6019/CHEMBL3637841]

2. Nathan group, Weill Cornell Medical College; Barry Lab, NIAID NIH; Winzeler lab, UCSD; Laboratory of Microbiology, Parasitology and Hygiene (LMPH), Univ. of Antwerp; London School of Hygiene and Tropical Medicine; Parasite Chemotherapy Unit at Swiss Tropical and Public Health Institute; Huston group at the University of Vermont; Castellanos group at UTMB, Galveston, Texas; Sakanari Lab, Univ. of Calif. San Francisco; Townson (Simon) Lab, Imperial College London; Fidelis Cho-Ngwa Lab, University of Buea, Buea, Cameroon; Laboratory of Molecular Parasitology at the New York Blood Center; Bickle Lab, London School of Hygiene and Tropical Medicine; Keiser Lab, Swiss Tropical and Public Health Institute; Caffrey group at the Center for Discovery and Innovation in Parasitic Diseases, Skaggs School of Pharmacy and Pharmaceutical Sciences, UC San Diego; University of Cape Town; Shanmugam group at CSIR-National Chemical Laboratory, Pune (India); Novartis Institute for Tropical Disease-Singapore; Abbvie. MMV Pathogen Box Bioactivity Data,  [10.6019/CHEMBL3832761]

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(2):

• MMV Pathogen Box
• CO-ADD antimicrobial screening data