2-((4-fluorophenyl)amino)-N-(4-(3-(2-((4-(trifluoromethoxy)phenyl)amino)pyridin-4-yl)-1,2,4-oxadiazol-5-yl)phenyl)acetamide

ID: ALA5179502

PubChem CID: 163322013

Max Phase: Preclinical

Molecular Formula: C28H20F4N6O3

Molecular Weight: 564.50

Names and Identifiers

Canonical SMILES:  O=C(CNc1ccc(F)cc1)Nc1ccc(-c2nc(-c3ccnc(Nc4ccc(OC(F)(F)F)cc4)c3)no2)cc1

Standard InChI:  InChI=1S/C28H20F4N6O3/c29-19-3-7-20(8-4-19)34-16-25(39)36-22-5-1-17(2-6-22)27-37-26(38-41-27)18-13-14-33-24(15-18)35-21-9-11-23(12-10-21)40-28(30,31)32/h1-15,34H,16H2,(H,33,35)(H,36,39)

Standard InChI Key:  QVBGPENLPOKABU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 41 45  0  0  0  0  0  0  0  0999 V2000
   -2.8565   -4.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -4.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299   -4.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299   -5.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1400   -5.8213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565   -5.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153   -5.8221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007   -5.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0005   -4.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7123   -4.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270   -4.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287   -5.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7169   -5.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418   -4.1737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418   -3.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8565   -2.9359    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270   -2.9359    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418   -2.5233    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -3.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565   -2.9346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6710   -2.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8695   -2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5374   -2.7921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4570   -1.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694   -0.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4574    0.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319    0.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2200   -0.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282   -1.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    0.8238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319    1.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    2.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6319    2.9676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    3.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6317    4.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2197    5.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6056    5.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0175    4.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6092    3.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4571    1.5384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0182    5.8239    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  7  8  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
  8 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 19  2  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 23 22  2  0
 19 23  1  0
 24 22  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 24 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 35 34  2  0
 36 35  1  0
 37 36  2  0
 38 37  1  0
 39 38  2  0
 34 39  1  0
 31 40  2  0
 37 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5179502

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 564.50

Molecular Weight (Monoisotopic): 564.1533

AlogP: 6.63

#Rotatable Bonds: 9

Polar Surface Area: 114.20

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.87

CX Basic pKa: 3.44

CX LogP: 7.19

CX LogD: 7.19

Aromatic Rings: 5

Heavy Atoms: 41

QED Weighted: 0.17

Np Likeness Score: -1.73

References

1. Liu T, Chen S, Du J, Xing S, Li R, Li Z..  (2022)  Design, synthesis, and biological evaluation of novel (4-(1,2,4-oxadiazol-5-yl)phenyl)-2-aminoacetamide derivatives as multifunctional agents for the treatment of Alzheimer's disease.,  227  [PMID:34752955] [10.1016/j.ejmech.2021.113973]

Source

Source(1):

• Scientific Literature