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

ID: ALA4466614

PubChem CID: 155532176

Max Phase: Preclinical

Molecular Formula: C23H15ClN4O3S

Molecular Weight: 462.92

Molecule Type: Unknown

Names and Identifiers

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

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

Standard InChI Key:  GYGLOANGWNHQIM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   10.2341   -9.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2330  -10.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9410  -10.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6507  -10.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6478   -9.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9392   -8.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5249  -10.5427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9368   -8.0891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2279   -7.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3518   -8.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0996   -9.2315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6441   -8.6221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2328   -7.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3764   -8.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5593   -7.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3729   -7.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7024   -6.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2194   -5.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4031   -5.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0773   -6.5143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5442   -4.9288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3715   -4.7548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4239   -3.9416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6755   -3.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1320   -4.1944    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.5111   -2.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1231   -2.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9591   -1.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1830   -1.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5706   -1.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7377   -2.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5704   -0.9303    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
 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4466614

   ---

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: 0.03

CX LogP: 4.97

CX LogD: 4.94

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -0.86

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