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

ID: ALA1093365

PubChem CID: 46884439

Max Phase: Preclinical

Molecular Formula: C21H22N4O3

Molecular Weight: 378.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCN(C(=O)c1cnc(-c2ccccc2C)cn1)c1ccc(OC)nc1

Standard InChI:  InChI=1S/C21H22N4O3/c1-15-6-4-5-7-17(15)18-13-23-19(14-22-18)21(26)25(10-11-27-2)16-8-9-20(28-3)24-12-16/h4-9,12-14H,10-11H2,1-3H3

Standard InChI Key:  GTHUMUPRQVNRAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.5305  -13.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2449  -14.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9656  -13.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9624  -13.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2430  -12.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6753  -12.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3866  -13.0994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1028  -12.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1000  -11.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3788  -11.4478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6703  -11.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8115  -11.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5323  -11.8519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8069  -10.6194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5369  -12.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2589  -13.9039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2508  -13.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5460  -15.1492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8350  -15.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6802  -14.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9647  -11.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6763  -11.4293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3880  -11.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 10 13  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA1093365

   N-(2-methoxyethyl)-N-(6-methoxypyridin-3-yl)-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: 378.43

Molecular Weight (Monoisotopic): 378.1692

AlogP: 3.15

#Rotatable Bonds: 7

Polar Surface Area: 77.44

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.97

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: -1.76

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