2-amino-5-(4-(4-chlorobenzamido)phenoxy)-N-methylbenzamide

ID: ALA4560057

PubChem CID: 73504975

Max Phase: Preclinical

Molecular Formula: C21H18ClN3O3

Molecular Weight: 395.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc(NC(=O)c3ccc(Cl)cc3)cc2)ccc1N

Standard InChI:  InChI=1S/C21H18ClN3O3/c1-24-21(27)18-12-17(10-11-19(18)23)28-16-8-6-15(7-9-16)25-20(26)13-2-4-14(22)5-3-13/h2-12H,23H2,1H3,(H,24,27)(H,25,26)

Standard InChI Key:  WLRRDZZLCUZBHI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   39.2403   -2.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2391   -3.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9472   -4.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6568   -3.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6540   -2.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9454   -2.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3602   -2.4164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0694   -2.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0692   -3.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7776   -4.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4847   -3.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4790   -2.8103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7700   -2.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5311   -4.0588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8237   -3.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1157   -4.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8244   -2.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1945   -4.0367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.1837   -2.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8944   -2.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1777   -1.5794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4090   -3.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7015   -4.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7004   -4.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4128   -5.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1174   -4.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8824   -1.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9929   -5.2807    0.0000 Cl  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
  5  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
  2 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 11 18  1  0
 12 19  1  0
 19 20  2  0
 19 21  1  0
 16 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 16  1  0
 21 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560057

   2-amino-5-[4-[(4-chlorobenzoyl)amino]phenoxy]-N-methylbenzamide

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: 395.85

Molecular Weight (Monoisotopic): 395.1037

AlogP: 4.33

#Rotatable Bonds: 5

Polar Surface Area: 93.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.76

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -1.17

References

1. Geng A, Cui H, Zhang L, Chen X, Li H, Lu T, Zhu Y..  (2019)  Discovery of novel phenoxybenzamide analogues as Raf/HDAC dual inhibitors.,  29  (13): [PMID:31053508] [10.1016/j.bmcl.2019.04.047]

Source

Source(1):

• Scientific Literature