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

ID: ALA4453038

PubChem CID: 155523289

Max Phase: Preclinical

Molecular Formula: C23H15ClN4O3S

Molecular Weight: 462.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O)ccc1-c1nnc(-c2ccc(-c3nnc(-c4ccccc4Cl)s3)cc2)o1

Standard InChI:  InChI=1S/C23H15ClN4O3S/c1-30-19-12-15(29)10-11-17(19)21-26-25-20(31-21)13-6-8-14(9-7-13)22-27-28-23(32-22)16-4-2-3-5-18(16)24/h2-12,29H,1H3

Standard InChI Key:  TZTINXDOZVNJNJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    2.2438   -9.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2427  -10.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9507  -10.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604  -10.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6575   -9.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9489   -9.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5346  -10.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9465   -8.3243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375   -7.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615   -9.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1093   -9.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6538   -8.8574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2425   -8.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3861   -8.3242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5689   -7.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3826   -7.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7121   -6.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2290   -5.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128   -6.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0870   -6.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5539   -5.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4101   -4.9900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4335   -4.1769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6852   -3.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -4.4296    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5208   -3.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1328   -2.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9688   -1.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1927   -1.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5803   -1.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7474   -2.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9078   -2.7668    0.0000 Cl  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
 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:

   

   ALA4453038

   ---

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: 462.92

Molecular Weight (Monoisotopic): 462.0553

AlogP: 5.96

#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: ┄

CX LogP: 4.97

CX LogD: 4.94

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -0.82

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