2-(2-(4-chlorobutoxy)benzyloxy)-N-(pyridin-3-yl)benzamide

ID: ALA4468469

PubChem CID: 118911734

Max Phase: Preclinical

Molecular Formula: C23H23ClN2O3

Molecular Weight: 410.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccnc1)c1ccccc1OCc1ccccc1OCCCCCl

Standard InChI:  InChI=1S/C23H23ClN2O3/c24-13-5-6-15-28-21-11-3-1-8-18(21)17-29-22-12-4-2-10-20(22)23(27)26-19-9-7-14-25-16-19/h1-4,7-12,14,16H,5-6,13,15,17H2,(H,26,27)

Standard InChI Key:  KHBZFUWUTYHGBO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   23.7095   -2.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7084   -3.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4164   -3.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1261   -3.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1232   -2.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4146   -2.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8294   -2.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5386   -2.6366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8263   -1.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2448   -2.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8344   -3.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8357   -4.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5441   -5.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5407   -5.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2482   -6.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9563   -5.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9524   -5.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2443   -4.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9525   -2.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6582   -2.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6555   -1.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9413   -1.0003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2385   -1.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8324   -6.3188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1253   -5.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4170   -6.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7099   -5.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0016   -6.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2945   -5.9050    0.0000 Cl  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
 10 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 10  1  0
 14 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4468469

   ---

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: 410.90

Molecular Weight (Monoisotopic): 410.1397

AlogP: 5.31

#Rotatable Bonds: 10

Polar Surface Area: 60.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.37

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -1.33

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