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

ID: ALA4446877

PubChem CID: 155518480

Max Phase: Preclinical

Molecular Formula: C23H15ClN4O3S

Molecular Weight: 462.92

Molecule Type: Unknown

Names and Identifiers

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

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

Standard InChI Key:  GCPKLYXKFNHNOB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   40.9531  -22.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9519  -23.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6600  -24.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3696  -23.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3668  -22.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6582  -22.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2439  -24.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.6557  -21.7626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.9468  -21.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0707  -22.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8185  -22.9050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   43.9518  -21.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0953  -21.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2782  -20.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0918  -20.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4214  -20.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9383  -19.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1220  -19.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7962  -20.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2632  -18.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0616  -18.4283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.1428  -17.6151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.3945  -17.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8510  -17.8679    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   45.2301  -16.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8421  -15.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6781  -15.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9020  -14.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2895  -15.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4566  -16.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7364  -14.0874    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
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4446877

   ---

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: 0.05

CX LogP: 4.97

CX LogD: 4.94

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -0.68

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