3,5-dichloro-N-(2-chloro-4-phenoxy-phenyl)-2-hydroxy-benzamide

ID: ALA4783530

PubChem CID: 162665988

Max Phase: Preclinical

Molecular Formula: C19H12Cl3NO3

Molecular Weight: 408.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Oc2ccccc2)cc1Cl)c1cc(Cl)cc(Cl)c1O

Standard InChI:  InChI=1S/C19H12Cl3NO3/c20-11-8-14(18(24)16(22)9-11)19(25)23-17-7-6-13(10-15(17)21)26-12-4-2-1-3-5-12/h1-10,24H,(H,23,25)

Standard InChI Key:  JNFSYGVNGXMQOZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.3390   -5.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0472   -5.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0425   -4.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3334   -3.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7607   -5.4149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4709   -4.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1815   -5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8913   -4.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8885   -4.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1701   -3.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4633   -4.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5982   -3.7645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3122   -4.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0219   -3.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3164   -4.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7301   -4.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4393   -3.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4355   -2.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7166   -2.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0144   -2.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2989   -2.5334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7094   -1.7003    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.1531   -4.1579    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.6235   -5.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6289   -4.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6007   -5.4045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 24  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 25  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
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  9 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 20 21  1  0
 19 22  1  0
 17 23  1  0
 24 25  2  0
  8 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783530

   ---

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: 408.67

Molecular Weight (Monoisotopic): 406.9883

AlogP: 6.40

#Rotatable Bonds: 4

Polar Surface Area: 58.56

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.95

CX Basic pKa: ┄

CX LogP: 6.07

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -1.26

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