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

ID: ALA4462023

PubChem CID: 155528982

Max Phase: Preclinical

Molecular Formula: C23H16N4O5S

Molecular Weight: 460.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O)ccc1-c1nnc(-c2ccc(-c3nnc(-c4ccc(O)c(O)c4)s3)cc2)o1

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

Standard InChI Key:  NCUQJRGLDCFGFM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.7403   -5.9971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8215   -5.1839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0732   -4.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5296   -5.4367    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9087   -4.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5207   -3.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3568   -2.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5806   -2.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9682   -3.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9681   -2.1725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4151   -1.6561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 31 26  1  0
 28 32  1  0
 29 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4462023

   ---

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: 8.26

CX Basic pKa: 0.05

CX LogP: 3.76

CX LogD: 3.70

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -0.30

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