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

ID: ALA4582789

PubChem CID: 155566182

Max Phase: Preclinical

Molecular Formula: C24H18N4O3S

Molecular Weight: 442.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O)ccc1-c1nnc(-c2ccc(-c3nnc(-c4ccccc4C)s3)cc2)o1

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

Standard InChI Key:  JIDXOACMURADIF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.1572  -23.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1560  -23.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8641  -24.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.4480  -24.2699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8598  -21.8162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1509  -21.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2748  -22.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0226  -22.9586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   22.1559  -21.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2994  -21.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   23.6255  -20.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1424  -19.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.0004  -20.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4673  -18.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2657  -18.4819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3469  -17.6688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5986  -17.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0551  -17.9215    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.4342  -16.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0462  -15.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8822  -15.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1061  -14.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4936  -15.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6607  -16.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8212  -16.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  5  6  2  0
  6  1  1  0
  2  7  1  0
  6  8  1  0
  8  9  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
  5 10  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 13 15  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 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
 27 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4582789

   ---

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: 0.06

CX LogP: 4.88

CX LogD: 4.85

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -0.70

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