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

ID: ALA4583600

PubChem CID: 26592519

Max Phase: Preclinical

Molecular Formula: C19H15ClN2O2

Molecular Weight: 338.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccnc1)c1ccccc1OCc1ccccc1Cl

Standard InChI:  InChI=1S/C19H15ClN2O2/c20-17-9-3-1-6-14(17)13-24-18-10-4-2-8-16(18)19(23)22-15-7-5-11-21-12-15/h1-12H,13H2,(H,22,23)

Standard InChI Key:  PEDAPNUPWSLIKU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   21.7161  -10.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7149  -11.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4230  -12.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1326  -11.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1298  -10.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4212  -10.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8360  -10.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5452  -10.9364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8329   -9.7133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2514  -10.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8410  -12.1719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8423  -12.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5506  -13.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5473  -14.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2548  -14.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9628  -14.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9589  -13.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2508  -12.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2449  -12.1665    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.9590  -10.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6647  -10.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6621   -9.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9479   -9.3001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2451   -9.7130    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
 18 19  1  0
 10 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4583600

   2-[(2-chlorophenyl)methoxy]-N-pyridin-3-ylbenzamide

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: 338.79

Molecular Weight (Monoisotopic): 338.0822

AlogP: 4.57

#Rotatable Bonds: 5

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.37

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -1.89

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