5-((5-(4-chlorophenyl)furan-2-yl)methylene)-3-propyl-2-thioxoimidazolidin-4-one

ID: ALA4535203

PubChem CID: 1783028

Max Phase: Preclinical

Molecular Formula: C17H15ClN2O2S

Molecular Weight: 346.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCN1C(=O)/C(=C\c2ccc(-c3ccc(Cl)cc3)o2)NC1=S

Standard InChI:  InChI=1S/C17H15ClN2O2S/c1-2-9-20-16(21)14(19-17(20)23)10-13-7-8-15(22-13)11-3-5-12(18)6-4-11/h3-8,10H,2,9H2,1H3,(H,19,23)/b14-10+

Standard InChI Key:  AZLNHNIBTRWSMB-GXDHUFHOSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    7.5283   -8.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1155   -9.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5184  -10.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3381  -10.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7532   -9.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3438   -8.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2929   -9.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8126   -8.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297   -8.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245   -9.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8042  -10.0587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3604  -10.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6118   -9.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4407   -9.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6244   -9.0465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -9.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8953  -10.3497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9945   -8.5324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4870   -9.9608    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2193   -8.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6314   -7.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2263   -6.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5704   -9.4108    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
 15 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535203

   (5E)-5-[[5-(4-chlorophenyl)furan-2-yl]methylidene]-3-propyl-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: 346.84

Molecular Weight (Monoisotopic): 346.0543

AlogP: 4.07

#Rotatable Bonds: 4

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: 3.90

CX LogD: 3.90

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: -1.52

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