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

ID: ALA4535815

PubChem CID: 696249

Max Phase: Preclinical

Molecular Formula: C14H8ClN3O4S

Molecular Weight: 349.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)N/C1=C/c1ccc(-c2cc([N+](=O)[O-])ccc2Cl)o1

Standard InChI:  InChI=1S/C14H8ClN3O4S/c15-10-3-1-7(18(20)21)5-9(10)12-4-2-8(22-12)6-11-13(19)17-14(23)16-11/h1-6H,(H2,16,17,19,23)/b11-6+

Standard InChI Key:  SVJAJAUTZDPULR-IZZDOVSWSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   32.3330  -15.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9202  -16.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3231  -17.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1428  -17.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5579  -16.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1485  -15.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0975  -16.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6173  -16.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8343  -16.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8291  -17.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6089  -17.3515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1650  -17.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4165  -17.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2453  -16.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4290  -16.3393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0919  -17.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7000  -17.6425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7992  -15.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2917  -17.2536    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.9104  -18.1100    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.5584  -15.2806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1510  -14.5722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3756  -15.2819    0.0000 O   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
 21 22  2  0
 21 23  1  0
  6 21  1  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4535815

   5-[(5-{2-Chloro-5-nitrophenyl}-2-furyl)methylene]-2-thioxo-4-imidazolidinone

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: 349.76

Molecular Weight (Monoisotopic): 348.9924

AlogP: 2.85

#Rotatable Bonds: 3

Polar Surface Area: 97.41

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.85

CX Basic pKa: ┄

CX LogP: 2.74

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.38

Np Likeness Score: -1.68

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