N-(2-(4-Ethylphenylamino)benzo[d]oxazol-5-yl)-4-ethylbenzamide

ID: ALA4084721

PubChem CID: 54765633

Max Phase: Preclinical

Molecular Formula: C24H23N3O2

Molecular Weight: 385.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(Nc2nc3cc(NC(=O)c4ccc(CC)cc4)ccc3o2)cc1

Standard InChI:  InChI=1S/C24H23N3O2/c1-3-16-5-9-18(10-6-16)23(28)25-20-13-14-22-21(15-20)27-24(29-22)26-19-11-7-17(4-2)8-12-19/h5-15H,3-4H2,1-2H3,(H,25,28)(H,26,27)

Standard InChI Key:  CHRASVHDWIFKTK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   40.3782  -13.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0863  -13.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0845  -11.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7931  -12.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7979  -13.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5779  -13.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.0553  -12.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5702  -11.9431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8725  -12.5977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.2769  -11.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   45.4983  -11.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0855  -10.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2641  -10.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8635  -11.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4890   -9.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0753   -9.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6716  -11.7958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6714  -10.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9636  -10.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3790  -10.5698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9687   -9.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2617   -9.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5531   -9.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5559  -10.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2635  -10.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8448   -9.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8435   -8.5280    0.0000 C   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
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4084721

   4-ethyl-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: 385.47

Molecular Weight (Monoisotopic): 385.1790

AlogP: 5.95

#Rotatable Bonds: 6

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: 6.45

CX LogD: 6.45

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -1.35

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