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

ID: ALA4067067

PubChem CID: 54768031

Max Phase: Preclinical

Molecular Formula: C22H18ClN3O2

Molecular Weight: 391.86

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H18ClN3O2/c1-2-14-3-9-17(10-4-14)25-22-26-19-13-18(11-12-20(19)28-22)24-21(27)15-5-7-16(23)8-6-15/h3-13H,2H2,1H3,(H,24,27)(H,25,26)

Standard InChI Key:  SLSHSLBODHXVQU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   31.7163   -4.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7152   -5.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4232   -5.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4214   -4.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1301   -4.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1349   -5.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9149   -5.6323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3923   -4.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9071   -4.3078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2094   -4.9623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6138   -4.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4309   -4.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8353   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4225   -2.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6011   -2.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2004   -3.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8259   -2.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4122   -1.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0085   -4.1604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0083   -3.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3005   -2.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7159   -2.9344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3056   -2.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5986   -1.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8901   -2.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8929   -2.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6004   -3.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1817   -1.7098    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
M  END

Alternative Forms

1. Parent:

   

   ALA4067067

   4-chloro-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: 391.86

Molecular Weight (Monoisotopic): 391.1088

AlogP: 6.04

#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: 6.10

CX LogD: 6.10

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: -1.64

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