4-(5-(4-(5-(4-hydroxyphenyl)-1,3,4-thiadiazol-2-yl)phenyl)-1,3,4-oxadiazol-2-yl)-3-methoxyphenol

ID: ALA4570888

PubChem CID: 155562831

Max Phase: Preclinical

Molecular Formula: C23H16N4O4S

Molecular Weight: 444.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O)ccc1-c1nnc(-c2ccc(-c3nnc(-c4ccc(O)cc4)s3)cc2)o1

Standard InChI:  InChI=1S/C23H16N4O4S/c1-30-19-12-17(29)10-11-18(19)21-25-24-20(31-21)13-2-4-14(5-3-13)22-26-27-23(32-22)15-6-8-16(28)9-7-15/h2-12,28-29H,1H3

Standard InChI Key:  FWYMOSRKOQMBOC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.6814  -10.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3894  -11.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0991  -10.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.3877   -9.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9734  -11.1411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3852   -8.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6763   -8.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8002   -9.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5480   -9.8299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   21.6812   -8.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8248   -8.6874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0077   -7.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8213   -7.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1508   -6.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6678   -6.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8515   -6.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5257   -7.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9927   -5.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7911   -5.3532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8723   -4.5401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1240   -4.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5804   -4.7928    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.9595   -3.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5715   -2.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4076   -2.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6314   -1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0190   -2.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1861   -3.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4659   -1.0123    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
  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
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 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
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570888

   ---

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: 444.47

Molecular Weight (Monoisotopic): 444.0892

AlogP: 5.01

#Rotatable Bonds: 5

Polar Surface Area: 114.39

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.43

CX Basic pKa: 0.09

CX LogP: 4.06

CX LogD: 4.02

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -0.44

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