N-ethyl-N-(6-methoxypyridin-3-yl)-2-(naphthalen-2-yloxy)acetamide

ID: ALA1089272

PubChem CID: 46883887

Max Phase: Preclinical

Molecular Formula: C20H20N2O3

Molecular Weight: 336.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(C(=O)COc1ccc2ccccc2c1)c1ccc(OC)nc1

Standard InChI:  InChI=1S/C20H20N2O3/c1-3-22(17-9-11-19(24-2)21-13-17)20(23)14-25-18-10-8-15-6-4-5-7-16(15)12-18/h4-13H,3,14H2,1-2H3

Standard InChI Key:  YBHKPXVKKBKYFR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   10.9822  -18.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6938  -18.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4104  -18.6233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6892  -17.3902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4150  -19.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1225  -18.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7015  -19.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7056  -20.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4228  -21.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1374  -20.6765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1294  -19.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4286  -21.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7128  -22.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1179  -17.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2613  -18.2230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5491  -18.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8355  -18.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8490  -19.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5575  -19.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1272  -19.4697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1247  -18.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4059  -18.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6936  -18.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7006  -19.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4155  -19.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
 12 13  1  0
  5  7  2  0
  6 14  1  0
  2  4  2  0
  1 15  1  0
  7  8  1  0
 15 16  1  0
 16 17  2  0
 17 21  1  0
  8  9  2  0
 20 18  1  0
  3  5  1  0
 18 19  2  0
 19 16  1  0
  9 10  1  0
  2  3  1  0
 20 21  1  0
 10 11  2  0
 21 22  2  0
 11  5  1  0
 22 23  1  0
  3  6  1  0
 23 24  2  0
  9 12  1  0
 24 25  1  0
 25 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1089272

   N-ethyl-N-(6-methoxypyridin-3-yl)-2-(naphthalen-2-yloxy)acetamide

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: 336.39

Molecular Weight (Monoisotopic): 336.1474

AlogP: 3.68

#Rotatable Bonds: 6

Polar Surface Area: 51.66

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.65

CX Basic pKa: 1.99

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -1.77

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