N-(3-imidazol-1-ylpropyl)-2-[4-(trifluoromethyl)phenyl]-3H-imidazo[4,5-b]pyridine-7-carboxamide

ID: ALA4566900

PubChem CID: 155543557

Max Phase: Preclinical

Molecular Formula: C20H17F3N6O

Molecular Weight: 414.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCCn1ccnc1)c1ccnc2[nH]c(-c3ccc(C(F)(F)F)cc3)nc12

Standard InChI:  InChI=1S/C20H17F3N6O/c21-20(22,23)14-4-2-13(3-5-14)17-27-16-15(6-8-25-18(16)28-17)19(30)26-7-1-10-29-11-9-24-12-29/h2-6,8-9,11-12H,1,7,10H2,(H,26,30)(H,25,27,28)

Standard InChI Key:  UIZJZUMESFGZFJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   13.4382   -6.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1462   -6.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8504   -6.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8504   -7.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1446   -7.9234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4382   -7.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6290   -7.7711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1105   -7.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6290   -6.4431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9299   -7.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3379   -6.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1538   -6.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5658   -7.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1589   -7.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3401   -7.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3853   -7.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7929   -6.3986    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.7929   -7.8188    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.2006   -7.1066    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1462   -5.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8545   -5.0570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8545   -4.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5667   -3.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2748   -4.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9829   -3.8298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0679   -3.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8696   -2.8484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2811   -3.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7336   -4.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4382   -5.0595    0.0000 O   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
  8  7  1  0
  9  8  2  0
  3  9  1  0
 10  8  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 26 25  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 25  1  0
 20 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566900

   ---

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: 414.39

Molecular Weight (Monoisotopic): 414.1416

AlogP: 3.66

#Rotatable Bonds: 6

Polar Surface Area: 88.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.36

CX Basic pKa: 6.75

CX LogP: 2.35

CX LogD: 2.25

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: -1.60

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]

Source

Source(1):

• Scientific Literature