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

ID: ALA4783506

PubChem CID: 162665855

Max Phase: Preclinical

Molecular Formula: C24H17BrClNO3

Molecular Weight: 482.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)Nc2ccc(Oc3ccc4ccccc4c3Br)c(Cl)c2)cc1O

Standard InChI:  InChI=1S/C24H17BrClNO3/c1-14-6-7-16(12-20(14)28)24(29)27-17-9-11-21(19(26)13-17)30-22-10-8-15-4-2-3-5-18(15)23(22)25/h2-13,28H,1H3,(H,27,29)

Standard InChI Key:  DISFEAHZBPETIJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   29.3737   -4.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0820   -4.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0772   -3.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3681   -3.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7954   -4.8288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5056   -4.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2162   -4.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9260   -4.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9233   -3.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2049   -3.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4980   -3.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2166   -5.6490    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.6329   -3.1785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3469   -3.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0566   -3.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3512   -4.4047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7649   -3.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4741   -3.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4702   -2.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7513   -1.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0492   -2.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6582   -4.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6636   -3.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9611   -3.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2487   -3.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2433   -4.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9503   -4.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3762   -5.6510    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   37.1832   -3.5727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1757   -1.9318    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
M  END

Alternative Forms

1. Parent:

   

   ALA4783506

   ---

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: 482.76

Molecular Weight (Monoisotopic): 481.0080

AlogP: 7.31

#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: 9.15

CX Basic pKa: ┄

CX LogP: 7.14

CX LogD: 7.13

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: -0.90

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