5-(1H-tetrazol-5-yl)-N-(3-(5-p-tolyl-1,3,4-oxadiazol-2-yl)phenyl)pentanamide

ID: ALA3287977

PubChem CID: 90681053

Max Phase: Preclinical

Molecular Formula: C21H21N7O2

Molecular Weight: 403.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2nnc(-c3cccc(NC(=O)CCCCc4nnn[nH]4)c3)o2)cc1

Standard InChI:  InChI=1S/C21H21N7O2/c1-14-9-11-15(12-10-14)20-25-26-21(30-20)16-5-4-6-17(13-16)22-19(29)8-3-2-7-18-23-27-28-24-18/h4-6,9-13H,2-3,7-8H2,1H3,(H,22,29)(H,23,24,27,28)

Standard InChI Key:  NBZZBMPISQHWBG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   14.0068   -0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0057   -1.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7205   -2.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4369   -1.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4341   -0.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7186   -0.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2923   -0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1520   -2.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1220   -2.8314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8981   -3.1111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4041   -2.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9405   -1.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2287   -2.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6156   -3.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4394   -3.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8752   -2.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4812   -1.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6587   -1.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8287   -3.9667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6533   -3.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0426   -4.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0886   -3.2924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8672   -4.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2565   -5.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0810   -5.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4702   -6.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1072   -6.9781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7079   -7.5550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4422   -7.1620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2953   -6.3422    0.0000 N   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
 26 30  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3287977

   N-[3-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]phenyl]-5-(2H-tetrazol-5-yl)pentanamide

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: 403.45

Molecular Weight (Monoisotopic): 403.1757

AlogP: 3.58

#Rotatable Bonds: 8

Polar Surface Area: 122.48

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.08

CX Basic pKa: ┄

CX LogP: 3.04

CX LogD: 1.51

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -1.71

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