N-ethyl-2-(4-isopropylphenoxy)-N-(6-methoxypyridin-3-yl)acetamide

ID: ALA1093342

PubChem CID: 46883886

Max Phase: Preclinical

Molecular Formula: C19H24N2O3

Molecular Weight: 328.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(C(=O)COc1ccc(C(C)C)cc1)c1ccc(OC)nc1

Standard InChI:  InChI=1S/C19H24N2O3/c1-5-21(16-8-11-18(23-4)20-12-16)19(22)13-24-17-9-6-15(7-10-17)14(2)3/h6-12,14H,5,13H2,1-4H3

Standard InChI Key:  VOCDFHHFBZMKIX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   -0.1882  -18.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5234  -18.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2400  -18.4544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5188  -17.2213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446  -19.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9565  -18.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309  -19.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5352  -20.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2524  -20.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9669  -20.5075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9588  -19.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2582  -21.7536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468  -22.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519  -17.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9045  -18.0541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6169  -18.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350  -18.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0467  -18.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0432  -19.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3215  -19.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6129  -19.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7549  -19.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4710  -19.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7498  -20.5423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 12  1  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
  8  9  2  0
 17 18  1  0
  3  5  1  0
 18 19  2  0
  9 10  1  0
 19 20  1  0
  2  3  1  0
 20 21  2  0
 21 16  1  0
 10 11  2  0
 19 22  1  0
 11  5  1  0
 22 23  1  0
  3  6  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1093342

   N-ethyl-2-(4-isopropylphenoxy)-N-(6-methoxypyridin-3-yl)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: 328.41

Molecular Weight (Monoisotopic): 328.1787

AlogP: 3.65

#Rotatable Bonds: 7

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: 3.41

CX LogD: 3.41

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -1.87

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