5-((5-(2-chlorophenyl)furan-2-yl)methylene)-2-iminothiazolidin-4-one

ID: ALA4537545

PubChem CID: 154778142

Max Phase: Preclinical

Molecular Formula: C14H9ClN2O2S

Molecular Weight: 304.76

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  N=C1NC(=O)/C(=C\c2ccc(-c3ccccc3Cl)o2)S1

Standard InChI:  InChI=1S/C14H9ClN2O2S/c15-10-4-2-1-3-9(10)11-6-5-8(19-11)7-12-13(18)17-14(16)20-12/h1-7H,(H2,16,17,18)/b12-7+

Standard InChI Key:  JWRGIVHRSKLDID-KPKJPENVSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    7.5779  -19.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1651  -20.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5680  -20.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3876  -20.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8027  -20.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3934  -19.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3424  -20.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8621  -19.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0792  -19.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0740  -20.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8537  -20.9381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4099  -21.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6613  -20.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4902  -20.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739  -19.9259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3368  -20.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9448  -21.2291    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0441  -19.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5366  -20.8401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1553  -21.6965    0.0000 Cl  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
M  END

Alternative Forms

  1. Parent:

    ALA4537545

    ---

Associated Targets(Human)

GSK3A Tclin Glycogen synthase kinase-3 alpha (3764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 304.76Molecular Weight (Monoisotopic): 304.0073AlogP: 3.74#Rotatable Bonds: 2
Polar Surface Area: 66.09Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 11.00CX Basic pKa: 1.47CX LogP: 3.09CX LogD: 3.09
Aromatic Rings: 2Heavy Atoms: 20QED Weighted: 0.83Np Likeness Score: -1.64

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