2-imino-5-((5-(4-methyl-2-nitrophenyl)furan-2-yl)methylene)thiazolidin-4-one

ID: ALA4561377

PubChem CID: 155558812

Max Phase: Preclinical

Molecular Formula: C15H11N3O4S

Molecular Weight: 329.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccc(/C=C3/SC(=N)NC3=O)o2)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C15H11N3O4S/c1-8-2-4-10(11(6-8)18(20)21)12-5-3-9(22-12)7-13-14(19)17-15(16)23-13/h2-7H,1H3,(H2,16,17,19)/b13-7+

Standard InChI Key:  AMQWJXRKJIUZAW-NTUHNPAUSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    7.2105  -17.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7977  -18.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2006  -18.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0203  -18.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4354  -18.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0260  -17.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9751  -18.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4948  -17.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7119  -17.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067  -18.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4864  -18.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0426  -18.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2940  -18.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229  -17.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066  -17.6600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9695  -18.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775  -18.9633    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6767  -17.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1692  -18.5743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2526  -18.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7859  -19.4354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1904  -20.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9687  -19.4307    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
  5 20  1  0
 21 22  2  0
 21 23  1  0
  3 21  1  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4561377

   ---

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: 329.34

Molecular Weight (Monoisotopic): 329.0470

AlogP: 3.30

#Rotatable Bonds: 3

Polar Surface Area: 109.23

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.85

CX Basic pKa: 1.47

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -1.73

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