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

ID: ALA4098865

PubChem CID: 54768029

Max Phase: Preclinical

Molecular Formula: C23H21N3O2

Molecular Weight: 371.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(Nc2nc3cc(NC(=O)Cc4ccccc4)ccc3o2)cc1

Standard InChI:  InChI=1S/C23H21N3O2/c1-2-16-8-10-18(11-9-16)25-23-26-20-15-19(12-13-21(20)28-23)24-22(27)14-17-6-4-3-5-7-17/h3-13,15H,2,14H2,1H3,(H,24,27)(H,25,26)

Standard InChI Key:  JMBSMNAJQSCROM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.7134   -5.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4215   -5.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4197   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1283   -4.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1331   -5.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9131   -5.8015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3905   -5.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9054   -4.4770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2077   -5.1315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6121   -4.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4292   -4.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8335   -3.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4207   -3.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5993   -3.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1987   -3.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8242   -2.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4105   -1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0068   -4.3296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2992   -4.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5914   -4.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2994   -5.5556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8837   -4.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1765   -4.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4693   -4.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691   -5.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1819   -5.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8861   -5.5525    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  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098865

   N-(2-(4-ethylphenylamino)benzo[d]oxazol-5-yl)-2-phenylacetamide

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: 371.44

Molecular Weight (Monoisotopic): 371.1634

AlogP: 5.32

#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: 5.47

CX LogD: 5.47

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -1.52

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