SID26671137

ID: ALA1991573

PubChem CID: 1976940

Max Phase: Preclinical

Molecular Formula: C21H12N2O4S

Molecular Weight: 388.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(-c2ccc(/C=c3/sc4nc5ccccc5n4c3=O)o2)c1

Standard InChI:  InChI=1S/C21H12N2O4S/c24-19-18(28-21-22-15-6-1-2-7-16(15)23(19)21)11-14-8-9-17(27-14)12-4-3-5-13(10-12)20(25)26/h1-11H,(H,25,26)/b18-11+

Standard InChI Key:  IHXPBZYKWITPFM-WOJGMQOQSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    2.0838   -3.2126    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6301   -1.1266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0051   -0.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342    3.1253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9426    2.8007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9886   -2.4494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6012   -3.7269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -3.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637   -2.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6463   -1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3232   -2.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0757   -3.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1026   -2.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4003   -1.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582   -1.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8791   -3.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9027   -0.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2037   -2.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4431   -2.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048    0.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6942   -0.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0925   -0.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3174    1.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9195    1.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2943    0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7090    1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8964    0.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7321    2.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0
  1 11  1  0
  2 10  2  0
  3 15  1  0
  3 17  1  0
  4 28  2  0
  5 28  1  0
  6  8  1  0
  6  9  1  0
  6 10  1  0
  7  8  2  0
  7 12  1  0
  9 12  1  0
  9 14  2  0
 10 11  1  0
 11 13  2  0
 12 16  2  0
 13 15  1  0
 14 18  1  0
 15 21  2  0
 16 19  1  0
 17 20  1  0
 17 22  2  0
 18 19  2  0
 20 23  2  0
 20 25  1  0
 21 22  1  0
 23 24  1  0
 24 26  2  0
 24 28  1  0
 25 27  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1991573

   3-[5-[(E)-(1-oxo-[1,3]thiazolo[3,2-a]benzimidazol-2-ylidene)methyl]furan-2-yl]benzoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 388.40

Molecular Weight (Monoisotopic): 388.0518

AlogP: 3.42

#Rotatable Bonds: 3

Polar Surface Area: 84.81

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.95

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 0.78

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.50

References

1. PubChem BioAssay data set, 

2. Dou X, Sun Q, Xu G, Liu Y, Zhang C, Wang B, Lu Y, Guo Z, Su L, Huo T, Zhao X, Wang C, Yu Z, Song S, Zhang L, Liu Z, Lai L, Jiao N..  (2022)  Discovery of 2-(furan-2-ylmethylene)hydrazine-1-carbothioamide derivatives as novel inhibitors of SARS-CoV-2 main protease.,  238  [PMID:35688005] [10.1016/j.ejmech.2022.114508]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays