N-[4-[(1-bromo-2-naphthyl)oxy]-3-chloro-phenyl]-2,6-dimethoxy-benzamide

ID: ALA4796271

PubChem CID: 162672580

Max Phase: Preclinical

Molecular Formula: C25H19BrClNO4

Molecular Weight: 512.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(OC)c1C(=O)Nc1ccc(Oc2ccc3ccccc3c2Br)c(Cl)c1

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

Standard InChI Key:  ILDNHGDMFHLNNS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    4.4163  -21.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246  -20.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1199  -20.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108  -19.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8380  -21.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5483  -20.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2589  -21.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9686  -20.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9659  -20.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2475  -19.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5407  -20.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2593  -22.0754    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.6756  -19.6048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3896  -20.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0992  -19.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3938  -20.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8075  -20.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5167  -19.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5129  -18.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7940  -18.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0918  -18.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7009  -20.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063  -20.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038  -19.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2914  -20.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2860  -20.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9930  -21.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4189  -22.0773    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.8092  -20.8217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1024  -21.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3795  -18.3794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3703  -17.5622    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
 17 29  1  0
 29 30  1  0
 21 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4796271

   ---

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: -0.94

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