N-(4-(4-acetamidophenoxy)phenyl)pyrazine-2-carboxamide

ID: ALA2269048

PubChem CID: 10760125

Max Phase: Preclinical

Molecular Formula: C19H16N4O3

Molecular Weight: 348.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(Oc2ccc(NC(=O)c3cnccn3)cc2)cc1

Standard InChI:  InChI=1S/C19H16N4O3/c1-13(24)22-14-2-6-16(7-3-14)26-17-8-4-15(5-9-17)23-19(25)18-12-20-10-11-21-18/h2-12H,1H3,(H,22,24)(H,23,25)

Standard InChI Key:  VUDNPJMAHKOJGP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   13.6473  -10.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6462  -11.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3542  -11.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0639  -11.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0611  -10.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3524  -10.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9382  -11.7272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7672  -10.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4765  -10.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4762  -11.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1846  -11.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8918  -11.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8860  -10.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1771  -10.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2308  -11.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5227  -11.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2314  -10.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8161  -11.3147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1086  -11.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1075  -12.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8198  -12.9492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5245  -12.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6015  -11.7051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6057  -12.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3155  -12.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9001  -12.9345    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
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 12 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269048

   N-[4-(4-acetamidophenoxy)phenyl]pyrazine-2-carboxamide

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: 348.36

Molecular Weight (Monoisotopic): 348.1222

AlogP: 3.48

#Rotatable Bonds: 5

Polar Surface Area: 93.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.93

CX Basic pKa: ┄

CX LogP: 1.75

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: -1.34

References

1. Balcells M, Avilla J, Profitos J, Canela R..  (2000)  Synthesis of phenoxyphenyl pyridine and pyrazine carboxamides. Activity against Cydia pomonella (L.) eggs.,  48  (1): [PMID:10637056] [10.1021/jf990404e]

Source

Source(1):

• Scientific Literature