2-(5-(4-(5-(4-hydroxy-2-methoxyphenyl)-1,3,4-oxadiazol-2-yl)phenyl)-1,3,4-thia-diazol-2-yl)benzene-1,4-diol

ID: ALA4565724

PubChem CID: 155560145

Max Phase: Preclinical

Molecular Formula: C23H16N4O5S

Molecular Weight: 460.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O)ccc1-c1nnc(-c2ccc(-c3nnc(-c4cc(O)ccc4O)s3)cc2)o1

Standard InChI:  InChI=1S/C23H16N4O5S/c1-31-19-11-15(29)6-8-16(19)21-25-24-20(32-21)12-2-4-13(5-3-12)22-26-27-23(33-22)17-10-14(28)7-9-18(17)30/h2-11,28-30H,1H3

Standard InChI Key:  IYRMDXYWLSNSFW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.8933  -10.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6014  -11.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.0030   -5.4481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0842   -4.6350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3359   -4.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7924   -4.8877    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.1714   -3.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7835   -2.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6195   -2.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8434   -1.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2309   -2.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.5585   -3.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4546   -2.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5 10  1  0
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 31 26  1  0
 27 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4565724

   ---

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: 460.47

Molecular Weight (Monoisotopic): 460.0841

AlogP: 4.71

#Rotatable Bonds: 5

Polar Surface Area: 134.62

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.25

CX Basic pKa: ┄

CX LogP: 3.76

CX LogD: 3.70

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -0.35

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