2-[hex-2-enoxy]-N-[3-(3H-imidazo[4,5-b]pyridin-2-yl)phenyl]acetamide

ID: ALA4527720

PubChem CID: 155544235

Max Phase: Preclinical

Molecular Formula: C20H22N4O2

Molecular Weight: 350.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC/C=C/COCC(=O)Nc1cccc(-c2nc3cccnc3[nH]2)c1

Standard InChI:  InChI=1S/C20H22N4O2/c1-2-3-4-5-12-26-14-18(25)22-16-9-6-8-15(13-16)19-23-17-10-7-11-21-20(17)24-19/h4-11,13H,2-3,12,14H2,1H3,(H,22,25)(H,21,23,24)/b5-4+

Standard InChI Key:  ZQFNQXOCXILHCU-SNAWJCMRSA-N

Molfile:  

 
     RDKit          2D

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    1.6769   -6.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9689   -7.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9689   -7.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795   -8.2740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3852   -7.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3852   -7.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638   -6.7937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6453   -7.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1638   -8.1176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4647   -7.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8749   -8.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6937   -8.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0965   -7.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -6.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8727   -6.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0963   -6.0367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -5.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0963   -4.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9158   -4.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3276   -3.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9158   -3.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0963   -3.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -2.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8692   -2.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4615   -1.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8692   -5.3286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  5  9  1  0
 10  8  1  0
 10 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 15 10  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 17 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527720

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 350.42

Molecular Weight (Monoisotopic): 350.1743

AlogP: 3.94

#Rotatable Bonds: 8

Polar Surface Area: 79.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.31

CX Basic pKa: 2.13

CX LogP: 3.50

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -1.06

References

1. Vanda D, Zajdel P, Soural M..  (2019)  Imidazopyridine-based selective and multifunctional ligands of biological targets associated with psychiatric and neurodegenerative diseases.,  181  [PMID:31404862] [10.1016/j.ejmech.2019.111569]

2. Tripathi RKP.  (2020)  A perspective review on fatty acid amide hydrolase (FAAH) inhibitors as potential therapeutic agents.,  188  [PMID:31945644] [10.1016/j.ejmech.2019.111953]

Source

Source(1):

• Scientific Literature