N-ethyl-5-(3-fluoro-2-methylphenyl)-N-(6-methoxypyridin-3-yl)pyrazine-2-carboxamide

ID: ALA1092458

PubChem CID: 46884480

Max Phase: Preclinical

Molecular Formula: C20H19FN4O2

Molecular Weight: 366.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(C(=O)c1cnc(-c2cccc(F)c2C)cn1)c1ccc(OC)nc1

Standard InChI:  InChI=1S/C20H19FN4O2/c1-4-25(14-8-9-19(27-3)24-10-14)20(26)18-12-22-17(11-23-18)15-6-5-7-16(21)13(15)2/h5-12H,4H2,1-3H3

Standard InChI Key:  SYYCAJHVEXJGJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    4.9026  -24.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9013  -25.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6189  -26.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3336  -25.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3305  -24.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6169  -24.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0465  -24.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7612  -24.7686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4714  -24.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4732  -23.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7487  -23.1186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0416  -23.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1833  -23.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8982  -23.5245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1787  -22.2909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9029  -24.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6131  -23.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1910  -24.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1952  -25.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9108  -25.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6282  -25.5721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6201  -24.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9166  -26.8185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2069  -27.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0515  -26.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6085  -22.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6187  -26.8383    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
  5  7  1  0
 17 26  1  0
  6  1  1  0
  3 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092458

   N-ethyl-5-(3-fluoro-2-methylphenyl)-N-(6-methoxypyridin-3-yl)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: 366.40

Molecular Weight (Monoisotopic): 366.1492

AlogP: 3.66

#Rotatable Bonds: 5

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: 1.98

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -1.86

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