5-((2,4-dichlorobenzyl)oxy)-6'-fluoro-3,3'-bipyridine

ID: ALA4293925

PubChem CID: 145993522

Max Phase: Preclinical

Molecular Formula: C17H11Cl2FN2O

Molecular Weight: 349.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(-c2cncc(OCc3ccc(Cl)cc3Cl)c2)cn1

Standard InChI:  InChI=1S/C17H11Cl2FN2O/c18-14-3-1-12(16(19)6-14)10-23-15-5-13(7-21-9-15)11-2-4-17(20)22-8-11/h1-9H,10H2

Standard InChI Key:  ZIAOCKCLUFBSGB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   16.3135   -8.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3124   -9.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0204   -9.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7301   -9.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7272   -8.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0186   -7.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6057   -7.7882    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.4334   -7.7818    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.4384   -9.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1455   -9.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8538   -9.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8505  -10.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5580  -10.6440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2661  -10.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2621   -9.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5541   -9.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9629   -9.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6729   -9.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3781   -8.9977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3744   -8.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6596   -7.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9574   -8.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0794   -7.7665    0.0000 F   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
  1  7  1  0
  5  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 15 17  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293925

   ---

Molecule Features

Natural Product: No

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: 349.19

Molecular Weight (Monoisotopic): 348.0232

AlogP: 5.17

#Rotatable Bonds: 4

Polar Surface Area: 35.01

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.30

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: -1.56

References

1. Lim JW, Kim SK, Choi SY, Kim DH, Gadhe CG, Lee HN, Kim HJ, Kim J, Cho SJ, Hwang H, Seong J, Jeong KS, Lee JY, Lim SM, Lee JW, Pae AN..  (2018)  Identification of crizotinib derivatives as potent SHIP2 inhibitors for the treatment of Alzheimer's disease.,  157  [PMID:30103190] [10.1016/j.ejmech.2018.07.071]

Source

Source(1):

• Scientific Literature