N-(5-phenylpyridin-2-yl)-1,5-naphthyridine-3-carboxamide

ID: ALA4093711

PubChem CID: 137655872

Max Phase: Preclinical

Molecular Formula: C20H14N4O

Molecular Weight: 326.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(-c2ccccc2)cn1)c1cnc2cccnc2c1

Standard InChI:  InChI=1S/C20H14N4O/c25-20(16-11-18-17(22-13-16)7-4-10-21-18)24-19-9-8-15(12-23-19)14-5-2-1-3-6-14/h1-13H,(H,23,24,25)

Standard InChI Key:  PWJKYICGFMUSGG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   32.8251   -2.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5412   -2.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5384   -1.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8234   -1.2325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2560   -2.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2572   -3.7073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9694   -2.4693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6843   -2.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6808   -3.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3947   -4.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1092   -3.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1053   -2.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3908   -2.4648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8246   -4.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8225   -4.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5371   -5.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2510   -4.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2459   -4.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5308   -3.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1107   -2.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1130   -1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3971   -1.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6783   -1.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6800   -2.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3966   -2.8847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 20  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 21  1  0
  2  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093711

   ---

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: 326.36

Molecular Weight (Monoisotopic): 326.1168

AlogP: 3.94

#Rotatable Bonds: 3

Polar Surface Area: 67.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.50

CX Basic pKa: 2.29

CX LogP: 3.41

CX LogD: 3.41

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.62

Np Likeness Score: -1.61

References

1. Siddiqui-Jain A, Hoj JP, Hargiss JB, Hoj TH, Payne CJ, Ritchie CA, Herron SR, Quinn C, Schuler JT, Hansen MDH..  (2017)  Pyridine-pyrimidine amides that prevent HGF-induced epithelial scattering by two distinct mechanisms.,  27  (17): [PMID:28780159] [10.1016/j.bmcl.2017.07.063]

Source

Source(1):

• Scientific Literature