3,5-dichloro-N-[3-chloro-4-(2-hydroxyphenoxy)phenyl]-2-hydroxy-benzamide

ID: ALA4793138

PubChem CID: 162671597

Max Phase: Preclinical

Molecular Formula: C19H12Cl3NO4

Molecular Weight: 424.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Oc2ccccc2O)c(Cl)c1)c1cc(Cl)cc(Cl)c1O

Standard InChI:  InChI=1S/C19H12Cl3NO4/c20-10-7-12(18(25)14(22)8-10)19(26)23-11-5-6-16(13(21)9-11)27-17-4-2-1-3-15(17)24/h1-9,24-25H,(H,23,26)

Standard InChI Key:  GFRCXQCDNRQTHG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.0416  -19.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0424  -20.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7551  -21.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4633  -20.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4586  -19.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7495  -19.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1767  -21.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8870  -20.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5976  -21.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3073  -20.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3046  -19.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5862  -19.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8794  -19.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5980  -21.9433    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.0143  -19.4728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7283  -19.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4380  -19.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7325  -20.6990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1462  -19.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8554  -19.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8516  -18.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1327  -18.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4305  -18.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7150  -18.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1255  -17.4085    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.5692  -19.8661    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.7578  -21.9453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  9 14  1  0
 11 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 23 24  1  0
 22 25  1  0
 20 26  1  0
  3 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793138

   ---

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: 424.67

Molecular Weight (Monoisotopic): 422.9832

AlogP: 6.10

#Rotatable Bonds: 4

Polar Surface Area: 78.79

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.95

CX Basic pKa: ┄

CX LogP: 5.77

CX LogD: 4.37

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.47

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