2-(2',5'-Diacetoxypheny1)-5-(2",5"-diacetoxyphenyl)oxazole

ID: ALA4871939

PubChem CID: 164624309

Max Phase: Preclinical

Molecular Formula: C23H19NO9

Molecular Weight: 453.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Oc1ccc(OC(C)=O)c(-c2cnc(-c3cc(OC(C)=O)ccc3OC(C)=O)o2)c1

Standard InChI:  InChI=1S/C23H19NO9/c1-12(25)29-16-5-7-20(31-14(3)27)18(9-16)22-11-24-23(33-22)19-10-17(30-13(2)26)6-8-21(19)32-15(4)28/h5-11H,1-4H3

Standard InChI Key:  XDDCBRCGVZAFLU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.6378  -26.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2477  -27.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2303  -28.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0057  -27.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9771  -26.9602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1841  -26.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6894  -28.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3099  -29.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5947  -25.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4786  -27.0613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2188  -26.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2732  -25.8736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9044  -27.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2516  -30.3539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5099  -30.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4517  -31.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8264  -30.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2949  -28.9276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7309  -29.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424  -30.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555  -29.6006    0.0000 O   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
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  9 12  1  0
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  1 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  1  0
 22 23  1  0
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 23 25  1  0
 14 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
  4 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871939

   ---

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: 453.40

Molecular Weight (Monoisotopic): 453.1060

AlogP: 3.71

#Rotatable Bonds: 6

Polar Surface Area: 131.23

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.02

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: -0.17

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