N-[4-[(1-bromo-2-naphthyl)oxy]-3-chloro-phenyl]-3,5-dimethoxy-benzamide

ID: ALA4753349

PubChem CID: 162653841

Max Phase: Preclinical

Molecular Formula: C25H19BrClNO4

Molecular Weight: 512.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)cc(C(=O)Nc2ccc(Oc3ccc4ccccc4c3Br)c(Cl)c2)c1

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

Standard InChI Key:  PKELQZPRQSHNIM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   29.0972  -12.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8054  -12.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8007  -11.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0916  -11.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5189  -12.9718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2291  -12.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9397  -12.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6495  -12.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6467  -11.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9283  -11.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2215  -11.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9401  -13.7920    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.3564  -11.3215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0704  -11.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7801  -11.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0746  -12.5477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4883  -11.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1975  -11.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1937  -10.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4748  -10.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7726  -10.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3817  -12.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3871  -11.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6846  -11.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9722  -11.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9668  -12.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6738  -12.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0997  -13.7940    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   36.9067  -11.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9095  -12.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4666   -9.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1702   -8.8458    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
 29 30  1  0
 20 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753349

   ---

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: -1.02

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