2-(benzyloxy)-N-cyclohexylbenzamide

ID: ALA4474604

PubChem CID: 4946354

Max Phase: Preclinical

Molecular Formula: C20H23NO2

Molecular Weight: 309.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC1CCCCC1)c1ccccc1OCc1ccccc1

Standard InChI:  InChI=1S/C20H23NO2/c22-20(21-17-11-5-2-6-12-17)18-13-7-8-14-19(18)23-15-16-9-3-1-4-10-16/h1,3-4,7-10,13-14,17H,2,5-6,11-12,15H2,(H,21,22)

Standard InChI Key:  KDQYEQMHLSVUQW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   33.5777   -2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5766   -3.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2846   -3.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9943   -3.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9914   -2.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2828   -2.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6976   -2.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4069   -2.7109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6945   -1.4878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1130   -2.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8207   -2.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5264   -2.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5237   -1.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8095   -1.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1068   -1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7026   -3.9464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7039   -4.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4123   -5.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4089   -5.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1165   -6.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8245   -5.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8206   -5.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1125   -4.7581    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
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 10  1  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474604

   N-cyclohexyl-2-phenylmethoxybenzamide

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: 309.41

Molecular Weight (Monoisotopic): 309.1729

AlogP: 4.33

#Rotatable Bonds: 5

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.89

Np Likeness Score: -1.00

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