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

ID: ALA4566966

PubChem CID: 155543919

Max Phase: Preclinical

Molecular Formula: C23H16N4O4S

Molecular Weight: 444.47

Molecule Type: Unknown

Names and Identifiers

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

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

Standard InChI Key:  SJAQGSHQBRTSTI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.7171  -10.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.0091  -10.4767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4209   -8.0230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7120   -7.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.8605   -8.0229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   31.8268   -4.6887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9080   -3.8756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1597   -3.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6162   -4.1283    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.9952   -2.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6072   -2.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4433   -1.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6671   -1.1481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0547   -1.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2218   -2.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0546   -0.8642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  6  8  1  0
  8  9  1  0
 10 11  2  0
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  5 10  1  0
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 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:

   

   ALA4566966

   ---

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: 8.48

CX Basic pKa: 0.02

CX LogP: 4.06

CX LogD: 4.03

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -0.53

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