N-(6-methoxypyridin-3-yl)-N-methyl-5-o-tolylpyrazine-2-carboxamide

ID: ALA1089682

PubChem CID: 46884414

Max Phase: Preclinical

Molecular Formula: C19H18N4O2

Molecular Weight: 334.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)C(=O)c2cnc(-c3ccccc3C)cn2)cn1

Standard InChI:  InChI=1S/C19H18N4O2/c1-13-6-4-5-7-15(13)16-11-21-17(12-20-16)19(24)23(2)14-8-9-18(25-3)22-10-14/h4-12H,1-3H3

Standard InChI Key:  UKKZBOXVGNXTBL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    9.6246   -6.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6233   -7.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3409   -7.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0558   -7.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0526   -6.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3389   -5.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7688   -5.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4835   -6.2022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1939   -5.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1955   -4.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4711   -4.5520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7639   -4.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9059   -4.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6209   -4.9580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9013   -3.7244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6255   -5.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3358   -4.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9135   -6.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9178   -7.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6333   -7.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3508   -7.0059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3428   -6.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6391   -8.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9294   -8.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7737   -7.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  7  1  0
  6  1  1  0
 10 13  1  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
 13 15  2  0
  7  8  2  0
 14 16  1  0
 14 17  1  0
  8  9  1  0
 16 18  2  0
  4  5  1  0
 18 19  1  0
  9 10  2  0
 19 20  2  0
  2  3  1  0
 20 21  1  0
 10 11  1  0
 21 22  2  0
 22 16  1  0
  5  6  2  0
 20 23  1  0
 11 12  2  0
 23 24  1  0
 12  7  1  0
  4 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1089682

   N-(6-methoxypyridin-3-yl)-N-methyl-5-o-tolylpyrazine-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: 334.38

Molecular Weight (Monoisotopic): 334.1430

AlogP: 3.13

#Rotatable Bonds: 4

Polar Surface Area: 68.21

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.99

CX LogP: 2.65

CX LogD: 2.65

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -1.69

References

1. Brown A, Ellis D, Wallace O, Ralph M..  (2010)  Identification of amide bioisosteres of triazole oxytocin antagonists.,  20  (7): [PMID:20189387] [10.1016/j.bmcl.2010.02.018]

Source

Source(1):

• Scientific Literature