SID4261363

ID: ALA1521269

PubChem CID: 1026546

Max Phase: Preclinical

Molecular Formula: C25H23N3O4

Molecular Weight: 429.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CC(=O)Nc2cccc(-c3nnc(-c4ccc(C)cc4)o3)c2)cc1OC

Standard InChI:  InChI=1S/C25H23N3O4/c1-16-7-10-18(11-8-16)24-27-28-25(32-24)19-5-4-6-20(15-19)26-23(29)14-17-9-12-21(30-2)22(13-17)31-3/h4-13,15H,14H2,1-3H3,(H,26,29)

Standard InChI Key:  UDXAMDACTCRGAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   -4.1270    0.0718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451   -3.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740   -5.1262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6218   -3.2963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2069   -0.7128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4619    0.0718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711   -1.8752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3819   -0.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944    0.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8970   -1.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944    1.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765   -1.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916   -1.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2326   -2.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0192   -3.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5089    1.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0800    1.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246   -3.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9272   -2.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9890   -4.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2862   -2.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7477   -2.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8397   -3.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4657   -2.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3164   -3.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944    3.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5089    2.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0800    2.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686   -4.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7944    3.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4806   -2.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2944   -5.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0
  1  9  1  0
  2 18  1  0
  2 31  1  0
  3 20  1  0
  3 32  1  0
  4 21  2  0
  5  6  1  0
  5  8  2  0
  6  9  2  0
  7 13  1  0
  7 21  1  0
  8 10  1  0
  9 11  1  0
 10 12  2  0
 10 14  1  0
 11 16  2  0
 11 17  1  0
 12 13  1  0
 13 19  2  0
 14 22  2  0
 15 23  1  0
 15 24  1  0
 15 25  2  0
 16 27  1  0
 17 28  2  0
 18 20  1  0
 18 23  2  0
 19 22  1  0
 20 29  2  0
 21 24  1  0
 25 29  1  0
 26 27  2  0
 26 28  1  0
 26 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1521269

   2-(3,4-dimethoxyphenyl)-N-{3-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]phenyl}acetamide

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: 429.48

Molecular Weight (Monoisotopic): 429.1689

AlogP: 4.91

#Rotatable Bonds: 7

Polar Surface Area: 86.48

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.63

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.26

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. Liao BR, He HB, Yang LL, Gao LX, Chang L, Tang J, Li JY, Li J, Yang F..  (2014)  Synthesis and structure-activity relationship of non-phosphorus-based fructose-1,6-bisphosphatase inhibitors: 2,5-Diphenyl-1,3,4-oxadiazoles.,  83  [PMID:24946215] [10.1016/j.ejmech.2014.06.011]

4. Kerru N, Singh-Pillay A, Awolade P, Singh P..  (2018)  Current anti-diabetic agents and their molecular targets: A review.,  152  [PMID:29751237] [10.1016/j.ejmech.2018.04.061]

5. Kaur R, Dahiya L, Kumar M..  (2017)  Fructose-1,6-bisphosphatase inhibitors: A new valid approach for management of type 2 diabetes mellitus.,  141  [PMID:29055870] [10.1016/j.ejmech.2017.09.029]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays