5-((5-(3-chloro-4-methylphenyl)furan-2-yl)methylene)-2-thioxoimidazolidin-4-one

ID: ALA4519757

PubChem CID: 837609

Max Phase: Preclinical

Molecular Formula: C15H11ClN2O2S

Molecular Weight: 318.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccc(/C=C3/NC(=S)NC3=O)o2)cc1Cl

Standard InChI:  InChI=1S/C15H11ClN2O2S/c1-8-2-3-9(6-11(8)16)13-5-4-10(20-13)7-12-14(19)18-15(21)17-12/h2-7H,1H3,(H2,17,18,19,21)/b12-7+

Standard InChI Key:  VDDXLYMOOLIYRX-KPKJPENVSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   43.8521  -15.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4393  -16.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8422  -16.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6619  -16.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0770  -16.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6676  -15.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6166  -16.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1364  -15.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3534  -15.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3482  -16.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1280  -16.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6841  -16.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9356  -16.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7644  -15.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9481  -15.6707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6110  -16.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2191  -16.9739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3183  -15.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8108  -16.5850    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   45.0773  -14.6170    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   45.8941  -16.0350    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  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
  2  7  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 14 18  2  0
 16 19  2  0
  6 20  1  0
  5 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4519757

   (5E)-5-{[5-(3-Chloro-4-methylphenyl)furan-2-YL]methylidene}-2-sulfanylideneimidazolidin-4-one

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: 318.79

Molecular Weight (Monoisotopic): 318.0230

AlogP: 3.25

#Rotatable Bonds: 2

Polar Surface Area: 54.27

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.85

CX Basic pKa: ┄

CX LogP: 3.31

CX LogD: 3.18

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.66

Np Likeness Score: -1.39

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