2-(5-chloro-2-(2-methoxyethoxy)benzyloxy)-N-(pyridin-3-yl)benzamide

ID: ALA4516049

PubChem CID: 130234356

Max Phase: Preclinical

Molecular Formula: C22H21ClN2O4

Molecular Weight: 412.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCOc1ccc(Cl)cc1COc1ccccc1C(=O)Nc1cccnc1

Standard InChI:  InChI=1S/C22H21ClN2O4/c1-27-11-12-28-20-9-8-17(23)13-16(20)15-29-21-7-3-2-6-19(21)22(26)25-18-5-4-10-24-14-18/h2-10,13-14H,11-12,15H2,1H3,(H,25,26)

Standard InChI Key:  SLQFJJPGHZGRSX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    8.6245   -2.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6233   -3.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3314   -4.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0411   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0382   -2.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3296   -2.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7444   -2.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4536   -2.8512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7413   -1.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1598   -2.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7494   -4.0867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7507   -4.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4590   -5.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4557   -6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1632   -6.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8713   -6.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8674   -5.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1593   -4.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8675   -2.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5731   -2.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5705   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8563   -1.2149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1535   -1.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7474   -6.5334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0403   -6.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3320   -6.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6249   -6.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9166   -6.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5730   -4.8899    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
 17 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516049

   ---

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: 412.87

Molecular Weight (Monoisotopic): 412.1190

AlogP: 4.59

#Rotatable Bonds: 9

Polar Surface Area: 69.68

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.37

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.79

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