5-((5-phenylfuran-2-yl)methylene)-2-(phenylimino)thiazolidin-4-one

ID: ALA4539454

PubChem CID: 135435601

Max Phase: Preclinical

Molecular Formula: C20H14N2O2S

Molecular Weight: 346.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1N/C(=N/c2ccccc2)S/C1=C/c1ccc(-c2ccccc2)o1

Standard InChI:  InChI=1S/C20H14N2O2S/c23-19-18(25-20(22-19)21-15-9-5-2-6-10-15)13-16-11-12-17(24-16)14-7-3-1-4-8-14/h1-13H,(H,21,22,23)/b18-13+

Standard InChI Key:  FECLMXXIAKYNPH-QGOAFFKASA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   28.3199  -12.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8396  -11.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0567  -12.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0515  -12.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8312  -13.1748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3874  -13.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6388  -13.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4677  -12.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6514  -12.1625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3143  -12.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9223  -13.4658    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.0215  -11.6484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5141  -13.0768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2574  -13.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4571  -14.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2004  -14.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7442  -15.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5480  -15.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8010  -14.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1341  -12.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5420  -13.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3554  -13.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7607  -12.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3467  -11.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5346  -11.8101    0.0000 C   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  1  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  8 12  2  0
 10 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  1 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539454

   ---

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: 346.41

Molecular Weight (Monoisotopic): 346.0776

AlogP: 4.84

#Rotatable Bonds: 3

Polar Surface Area: 54.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.70

CX Basic pKa: 3.61

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -1.44

References

1. Wang Y, Dou X, Jiang L, Jin H, Zhang L, Zhang L, Liu Z..  (2019)  Discovery of novel glycogen synthase kinase-3α inhibitors: Structure-based virtual screening, preliminary SAR and biological evaluation for treatment of acute myeloid leukemia.,  171  [PMID:30925338] [10.1016/j.ejmech.2019.03.039]

Source

Source(1):

• Scientific Literature