S-(thiazol-2-yl) 5-(4-chlorophenyl)furan-2-carbothioate

ID: ALA5287516

Max Phase: Preclinical

Molecular Formula: C14H8ClNO2S2

Molecular Weight: 321.81

Names and Identifiers

Canonical SMILES:  O=C(Sc1nccs1)c1ccc(-c2ccc(Cl)cc2)o1

Standard InChI:  InChI=1S/C14H8ClNO2S2/c15-10-3-1-9(2-4-10)11-5-6-12(18-11)13(17)20-14-16-7-8-19-14/h1-8H

Standard InChI Key:  DIJAXHUFURNIBJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -3.1390    0.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4244    1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125    0.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125    0.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4226   -0.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390    0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979   -0.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833    0.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354   -0.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0047   -1.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8193   -1.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1325   -0.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3460    0.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159   -0.9069    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5130   -0.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266    0.1036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5681    0.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8536   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2056   -1.1335    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8536    1.2716    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  7  4  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 11 10  1  0
  7 11  2  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 16 15  2  0
 16 17  1  0
 17 18  2  0
 19 18  1  0
 15 19  1  0
  1 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287516

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 321.81

Molecular Weight (Monoisotopic): 320.9685

AlogP: 4.99

#Rotatable Bonds: 3

Polar Surface Area: 43.10

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.90

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: -1.57

References

1. He M, Li YJ, Shao J, Li YS, Cui ZN..  (2023)  Synthesis and biological evaluation of 2,5-disubstituted furan derivatives containing 1,3-thiazole moiety as potential α-glucosidase inhibitors.,  83  [PMID:36764471] [10.1016/j.bmcl.2023.129173]

Source

Source(1):

• Scientific Literature