2-(2',5'-Dihydroxyphenyl)-5-(2"-hydroxyphenyl)-1,3,4-oxadiazole

ID: ALA4878845

PubChem CID: 164626411

Max Phase: Preclinical

Molecular Formula: C14H10N2O4

Molecular Weight: 270.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccccc1-c1nnc(-c2cccc(O)c2O)o1

Standard InChI:  InChI=1S/C14H10N2O4/c17-10-6-2-1-4-8(10)13-15-16-14(20-13)9-5-3-7-11(18)12(9)19/h1-7,17-19H

Standard InChI Key:  HBDNCYGCSNEHBF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   19.7480   -7.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9210   -7.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5309   -8.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9667   -9.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7968   -9.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1830   -8.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0075   -8.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5135   -9.2583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2889   -8.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2603   -8.1518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4673   -7.9243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9726   -9.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9101  -10.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5931  -10.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3357  -10.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3912   -9.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7073   -9.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7618   -8.2529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1315   -9.1697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1375   -7.2086    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
 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
 16 19  1  0
  1 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878845

   ---

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: 270.24

Molecular Weight (Monoisotopic): 270.0641

AlogP: 2.52

#Rotatable Bonds: 2

Polar Surface Area: 99.61

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.87

CX Basic pKa: ┄

CX LogP: 2.09

CX LogD: 1.96

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.62

Np Likeness Score: -0.11

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