3-(5-((5-oxo-2-thioxoimidazolidin-4-ylidene)methyl)furan-2-yl)benzoic acid

ID: ALA4526685

PubChem CID: 726568

Max Phase: Preclinical

Molecular Formula: C15H10N2O4S

Molecular Weight: 314.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)N/C1=C/c1ccc(-c2cccc(C(=O)O)c2)o1

Standard InChI:  InChI=1S/C15H10N2O4S/c18-13-11(16-15(22)17-13)7-10-4-5-12(21-10)8-2-1-3-9(6-8)14(19)20/h1-7H,(H,19,20)(H2,16,17,18,22)/b11-7+

Standard InChI Key:  LTMSPBMJBBAVBQ-YRNVUSSQSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   43.3362   -1.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9234   -2.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3263   -3.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1460   -3.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5611   -2.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1517   -1.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1007   -2.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6205   -1.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8375   -2.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8323   -2.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6121   -3.2446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1682   -3.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4197   -3.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2485   -2.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4322   -2.2324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0951   -2.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7031   -3.5357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8024   -1.7183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2949   -3.1467    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   44.5614   -1.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3786   -1.1801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1540   -0.4703    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
  6 20  1  0
 20 21  2  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4526685

   3-[5-[(E)-(5-oxo-2-sulfanylideneimidazolidin-4-ylidene)methyl]furan-2-yl]benzoic acid

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: 314.32

Molecular Weight (Monoisotopic): 314.0361

AlogP: 1.99

#Rotatable Bonds: 3

Polar Surface Area: 91.57

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.95

CX Basic pKa: ┄

CX LogP: 1.85

CX LogD: -1.47

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: -0.93

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