2-(2-cyanobenzyloxy)-N-(pyridin-3-yl)benzamide

ID: ALA4575474

PubChem CID: 118911665

Max Phase: Preclinical

Molecular Formula: C20H15N3O2

Molecular Weight: 329.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccccc1COc1ccccc1C(=O)Nc1cccnc1

Standard InChI:  InChI=1S/C20H15N3O2/c21-12-15-6-1-2-7-16(15)14-25-19-10-4-3-9-18(19)20(24)23-17-8-5-11-22-13-17/h1-11,13H,14H2,(H,23,24)

Standard InChI Key:  TYAOTTRZZXTVJC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    1.4101  -18.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4090  -19.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1170  -19.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8267  -19.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8238  -18.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1152  -18.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5300  -18.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2392  -18.6709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269  -17.4478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454  -18.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5350  -19.9063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5363  -20.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2446  -21.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2413  -21.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9488  -22.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6569  -21.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6530  -21.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9449  -20.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330  -22.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247  -22.7607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6531  -18.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3587  -18.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3561  -17.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6419  -17.0345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391  -17.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 14 19  1  0
 19 20  3  0
 10 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4575474

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.36

Molecular Weight (Monoisotopic): 329.1164

AlogP: 3.78

#Rotatable Bonds: 5

Polar Surface Area: 75.01

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.37

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.92

References

1. Li Y, Huang T, Lou B, Ye D, Qi X, Li X, Hu S, Ding T, Chen Y, Cao Y, Mo M, Dong J, Wei M, Chu Y, Li H, Jiang XC, Cheng N, Zhou L..  (2019)  Discovery, synthesis and anti-atherosclerotic activities of a novel selective sphingomyelin synthase 2 inhibitor.,  163  [PMID:30580239] [10.1016/j.ejmech.2018.12.028]

Source

Source(1):

• Scientific Literature