N-(2-(4-Ethylphenylamino)benzo[d]oxazol-5-yl)-3,4-dichlorobenzamide

ID: ALA4077382

PubChem CID: 54765631

Max Phase: Preclinical

Molecular Formula: C22H17Cl2N3O2

Molecular Weight: 426.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(Nc2nc3cc(NC(=O)c4ccc(Cl)c(Cl)c4)ccc3o2)cc1

Standard InChI:  InChI=1S/C22H17Cl2N3O2/c1-2-13-3-6-15(7-4-13)26-22-27-19-12-16(8-10-20(19)29-22)25-21(28)14-5-9-17(23)18(24)11-14/h3-12H,2H2,1H3,(H,25,28)(H,26,27)

Standard InChI Key:  FUDFKBLSZLAEHJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   16.6932  -13.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6921  -13.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4001  -14.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3983  -12.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1070  -13.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1117  -13.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8918  -14.0724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3691  -13.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8840  -12.7479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1863  -13.4025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5907  -12.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4078  -12.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8122  -11.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3993  -11.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5780  -11.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1773  -11.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8028  -10.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3891   -9.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9854  -12.6006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9852  -11.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2774  -11.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6928  -11.3746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2825  -10.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5755  -10.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8669  -10.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8698  -11.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5773  -11.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1586  -10.1500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.5757   -9.3314    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 17 18  1  0
  1 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 21  1  0
 25 28  1  0
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4077382

   3,4-dichloro-N-[2-(4-ethylanilino)-1,3-benzoxazol-5-yl]benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 426.30

Molecular Weight (Monoisotopic): 425.0698

AlogP: 6.69

#Rotatable Bonds: 5

Polar Surface Area: 67.16

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.30

CX Basic pKa: ┄

CX LogP: 6.70

CX LogD: 6.70

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.37

Np Likeness Score: -1.74

References

1. Kim D, Won HY, Hwang ES, Kim YK, Choo HP..  (2017)  Synthesis of benzoxazole derivatives as interleukin-6 antagonists.,  25  (12): [PMID:28442260] [10.1016/j.bmc.2017.03.072]

Source

Source(1):

• Scientific Literature