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

ID: ALA4751625

PubChem CID: 162653215

Max Phase: Preclinical

Molecular Formula: C23H15BrClNO3

Molecular Weight: 468.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Oc2ccc3ccccc3c2Br)c(Cl)c1)c1cccc(O)c1

Standard InChI:  InChI=1S/C23H15BrClNO3/c24-22-18-7-2-1-4-14(18)8-10-21(22)29-20-11-9-16(13-19(20)25)26-23(28)15-5-3-6-17(27)12-15/h1-13,27H,(H,26,28)

Standard InChI Key:  KFBDORGJTDHYMX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   16.4596  -27.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1679  -27.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1631  -26.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4540  -26.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8813  -27.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5915  -27.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3021  -27.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0119  -27.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0092  -26.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2908  -26.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5839  -26.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3025  -28.6129    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.7188  -26.1424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4328  -26.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1425  -26.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4371  -27.3686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8508  -26.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5600  -26.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5561  -25.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8372  -24.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1351  -25.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7441  -27.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7495  -26.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0470  -26.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3346  -26.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3292  -27.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0362  -27.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4621  -28.6149    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   24.2691  -26.5366    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4751625

   ---

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: 468.73

Molecular Weight (Monoisotopic): 466.9924

AlogP: 7.01

#Rotatable Bonds: 4

Polar Surface Area: 58.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.77

CX Basic pKa: ┄

CX LogP: 6.62

CX LogD: 6.61

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.34

Np Likeness Score: -0.92

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