2-(2',3'-Dimethoxyphenyl)-5-phenyloxazole

ID: ALA4878493

PubChem CID: 142748414

Max Phase: Preclinical

Molecular Formula: C17H15NO3

Molecular Weight: 281.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2ncc(-c3ccccc3)o2)c1OC

Standard InChI:  InChI=1S/C17H15NO3/c1-19-14-10-6-9-13(16(14)20-2)17-18-11-15(21-17)12-7-4-3-5-8-12/h3-11H,1-2H3

Standard InChI Key:  SMQAHEWUIRYQBC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   10.7556  -11.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9287  -11.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5387  -12.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9744  -12.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8044  -12.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1907  -12.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0151  -12.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5210  -12.7741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2963  -12.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2677  -11.6676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4748  -11.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9801  -12.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9175  -13.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6004  -14.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3430  -13.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3984  -13.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7147  -12.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7692  -11.7686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5092  -11.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1387  -12.6854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8241  -13.1445    0.0000 C   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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 17 18  1  0
 18 19  1  0
 16 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878493

   ---

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: 281.31

Molecular Weight (Monoisotopic): 281.1052

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 44.49

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.35

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: -0.58

References

1. Narita K, Suganuma K, Murata T, Kondo R, Satoh H, Watanabe K, Sasaki K, Inoue N, Yoshimura Y..  (2021)  Synthesis and evaluation of trypanocidal activity of derivatives of naturally occurring 2,5-diphenyloxazoles.,  42  [PMID:34130218] [10.1016/j.bmc.2021.116253]

Source

Source(1):

• Scientific Literature