7-Hydroxy-N-(3-(5-p-tolyl-1,3,4-oxadiazol-2-yl)phenyl)heptanamide

ID: ALA3287959

PubChem CID: 90681034

Max Phase: Preclinical

Molecular Formula: C22H25N3O3

Molecular Weight: 379.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2nnc(-c3cccc(NC(=O)CCCCCCO)c3)o2)cc1

Standard InChI:  InChI=1S/C22H25N3O3/c1-16-10-12-17(13-11-16)21-24-25-22(28-21)18-7-6-8-19(15-18)23-20(27)9-4-2-3-5-14-26/h6-8,10-13,15,26H,2-5,9,14H2,1H3,(H,23,27)

Standard InChI Key:  INCXLOIITHWYDT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    2.4319   -2.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306   -3.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1455   -3.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619   -3.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -2.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1437   -2.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7173   -2.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770   -3.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5469   -4.7688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3231   -5.0486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8289   -4.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3655   -3.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6535   -4.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0406   -5.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8644   -5.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3002   -4.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9061   -3.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0836   -3.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2536   -5.9040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0782   -5.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4675   -6.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5134   -5.2298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2920   -6.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6813   -7.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5058   -7.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8951   -8.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7197   -8.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1090   -8.9197    0.0000 O   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
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3287959

   7-hydroxy-N-[3-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]phenyl]heptanamide

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: 379.46

Molecular Weight (Monoisotopic): 379.1896

AlogP: 4.59

#Rotatable Bonds: 9

Polar Surface Area: 88.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.84

CX Basic pKa: ┄

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -1.04

References

1. 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]

2. 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]

Source

Source(1):

• Scientific Literature