5-((5-(2,4-dichlorophenyl)furan-2-yl)methylene)-3-ethyl-2-thioxoimidazolidin-4-one

ID: ALA4555724

PubChem CID: 2300680

Max Phase: Preclinical

Molecular Formula: C16H12Cl2N2O2S

Molecular Weight: 367.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C(=C\c2ccc(-c3ccc(Cl)cc3Cl)o2)NC1=S

Standard InChI:  InChI=1S/C16H12Cl2N2O2S/c1-2-20-15(21)13(19-16(20)23)8-10-4-6-14(22-10)11-5-3-9(17)7-12(11)18/h3-8H,2H2,1H3,(H,19,23)/b13-8+

Standard InChI Key:  VFOSSKHVOITNEA-MDWZMJQESA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   19.0392  -15.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6264  -16.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0293  -17.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8490  -17.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2641  -16.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8547  -15.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8037  -16.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3235  -15.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5405  -16.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5353  -16.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3151  -17.1782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8712  -17.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1227  -17.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9515  -16.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1352  -16.1660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7981  -16.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4062  -17.4692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5054  -15.6519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9979  -17.0802    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.6166  -17.9366    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.0812  -16.5302    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7301  -15.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1422  -14.7506    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
  3 20  1  0
  5 21  1  0
 15 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555724

   (5E)-5-[[5-(2,4-dichlorophenyl)furan-2-yl]methylidene]-3-ethyl-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: 367.26

Molecular Weight (Monoisotopic): 365.9997

AlogP: 4.33

#Rotatable Bonds: 3

Polar Surface Area: 45.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.20

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -1.69

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