2,4-Dimethoxy-N-(5-phenylpyridin-2-yl)benzamide

ID: ALA497504

PubChem CID: 24949250

Max Phase: Preclinical

Molecular Formula: C20H18N2O3

Molecular Weight: 334.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)Nc2ccc(-c3ccccc3)cn2)c(OC)c1

Standard InChI:  InChI=1S/C20H18N2O3/c1-24-16-9-10-17(18(12-16)25-2)20(23)22-19-11-8-15(13-21-19)14-6-4-3-5-7-14/h3-13H,1-2H3,(H,21,22,23)

Standard InChI Key:  LWULXGMGPBIKEH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -2.6642  -16.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6654  -17.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9505  -17.5088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2339  -17.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368  -16.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9523  -15.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5188  -17.5068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1951  -17.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9103  -17.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9069  -18.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6213  -18.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362  -18.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3323  -17.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6173  -17.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938  -16.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3768  -15.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3757  -15.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0895  -14.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8048  -15.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8020  -15.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877  -16.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918  -18.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5222  -18.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0519  -18.7362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0543  -19.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
 14  9  1  0
  4  7  1  0
  8 15  2  0
  3  4  2  0
  7  8  1  0
 16 17  2  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  9 10  2  0
 20 21  2  0
 21 16  1  0
  1 16  1  0
  2  3  1  0
 10 22  1  0
 10 11  1  0
 22 23  1  0
  5  6  2  0
 12 24  1  0
 11 12  2  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA497504

   2,4-dimethoxy-N-(5-phenylpyridin-2-yl)benzamide

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): 334.1317

AlogP: 4.02

#Rotatable Bonds: 5

Polar Surface Area: 60.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.24

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.16

References

1. Heitman LH, van Veldhoven JP, Zweemer AM, Ye K, Brussee J, IJzerman AP..  (2008)  False positives in a reporter gene assay: identification and synthesis of substituted N-pyridin-2-ylbenzamides as competitive inhibitors of firefly luciferase.,  51  (15): [PMID:18646744] [10.1021/jm8004509]

Source

Source(1):

• Scientific Literature