N-[4-[(1-bromo-2-naphthyl)oxy]-3-chloro-phenyl]-3,4-dimethoxy-benzamide

ID: ALA4778943

PubChem CID: 162661938

Max Phase: Preclinical

Molecular Formula: C25H19BrClNO4

Molecular Weight: 512.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)Nc2ccc(Oc3ccc4ccccc4c3Br)c(Cl)c2)cc1OC

Standard InChI:  InChI=1S/C25H19BrClNO4/c1-30-21-10-8-16(13-23(21)31-2)25(29)28-17-9-12-20(19(27)14-17)32-22-11-7-15-5-3-4-6-18(15)24(22)26/h3-14H,1-2H3,(H,28,29)

Standard InChI Key:  OOTYSNKXHDCDJJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   16.8393  -12.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5476  -12.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5428  -11.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8337  -11.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2610  -12.7242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9712  -12.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6818  -12.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3916  -12.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3889  -11.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6705  -11.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9636  -11.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6822  -13.5444    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.0986  -11.0738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8125  -11.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5222  -11.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8168  -12.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2305  -11.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9397  -11.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9359  -10.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2169   -9.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5148  -10.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1238  -12.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1292  -11.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4267  -11.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7143  -11.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7089  -12.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4159  -12.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8419  -13.5463    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   24.6488  -11.4681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6413   -9.8272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6516  -12.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6367   -9.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 22  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 23  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  7 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 22 23  2  0
 22 27  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
  1 28  1  0
 18 29  1  0
 19 30  1  0
 29 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778943

   ---

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: 512.79

Molecular Weight (Monoisotopic): 511.0186

AlogP: 7.32

#Rotatable Bonds: 6

Polar Surface Area: 56.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.61

CX LogD: 6.61

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -0.99

References

1. Fujii S,Kikuchi E,Watanabe Y,Suzuyama H,Ishigami-Yuasa M,Mori T,Isobe K,Uchida S,Kagechika H.  (2020)  Structural development of N-(4-phenoxyphenyl)benzamide derivatives as novel SPAK inhibitors blocking WNK kinase signaling.,  30  (17): [PMID:32738993] [10.1016/j.bmcl.2020.127408]

Source

Source(1):

• Scientific Literature