3-methoxy-4-(5-(4-(5-m-tolyl-1,3,4-thiadiazol-2-yl)phenyl)-1,3,4-oxadiazol-2-yl)phenol

ID: ALA4452313

PubChem CID: 155523012

Max Phase: Preclinical

Molecular Formula: C24H18N4O3S

Molecular Weight: 442.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O)ccc1-c1nnc(-c2ccc(-c3nnc(-c4cccc(C)c4)s3)cc2)o1

Standard InChI:  InChI=1S/C24H18N4O3S/c1-14-4-3-5-17(12-14)24-28-27-23(32-24)16-8-6-15(7-9-16)21-25-26-22(31-21)19-11-10-18(29)13-20(19)30-2/h3-13,29H,1-2H3

Standard InChI Key:  SJILNTOSBXNFBF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.3840  -23.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3828  -23.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0909  -24.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.6748  -24.3318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0866  -21.8781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3777  -21.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5016  -22.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.5262  -21.8780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   29.2271  -20.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6941  -18.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4925  -18.5438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5737  -17.7307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8254  -17.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2818  -17.9834    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.6609  -16.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2729  -16.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1090  -15.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3328  -15.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7204  -15.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8875  -16.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7203  -14.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  6  1  1  0
  2  7  1  0
  6  8  1  0
  8  9  1  0
 10 11  2  0
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 13 14  1  0
 14 10  1  0
  5 10  1  0
 15 16  2  0
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 18 19  1  0
 19 20  2  0
 20 15  1  0
 13 15  1  0
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 24 25  1  0
 25 21  1  0
 18 21  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4452313

   ---

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: 442.50

Molecular Weight (Monoisotopic): 442.1100

AlogP: 5.61

#Rotatable Bonds: 5

Polar Surface Area: 94.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.53

CX Basic pKa: 0.05

CX LogP: 4.88

CX LogD: 4.85

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -0.81

References

1. Taha M, Imran S, Alomari M, Rahim F, Wadood A, Mosaddik A, Uddin N, Gollapalli M, Alqahtani MA, Bamarouf YA..  (2019)  Synthesis of oxadiazole-coupled-thiadiazole derivatives as a potent β-glucuronidase inhibitors and their molecular docking study.,  27  (14): [PMID:31196753] [10.1016/j.bmc.2019.05.049]

Source

Source(1):

• Scientific Literature