5-[7-[2-(2,2-difluorocyclopropyl)ethoxy]-1-fluoro-3-hydroxy-2-naphthyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one

ID: ALA5075269

PubChem CID: 155485084

Max Phase: Preclinical

Molecular Formula: C17H15F3N2O5S

Molecular Weight: 416.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CN(c2c(O)cc3ccc(OCCC4CC4(F)F)cc3c2F)S(=O)(=O)N1

Standard InChI:  InChI=1S/C17H15F3N2O5S/c18-15-12-6-11(27-4-3-10-7-17(10,19)20)2-1-9(12)5-13(23)16(15)22-8-14(24)21-28(22,25)26/h1-2,5-6,10,23H,3-4,7-8H2,(H,21,24)

Standard InChI Key:  NPMGFSKWFRNUOR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   33.6586  -11.2667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.4835  -11.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0710  -10.5522    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.0086   -9.7959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.8086  -10.0125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.5963   -9.2114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1655  -11.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1644  -12.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8791  -12.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8773  -10.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5927  -11.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5935  -12.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3088  -12.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0238  -12.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0191  -11.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3031  -10.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7301  -10.8368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4858  -11.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0341  -10.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6172   -9.8394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8552  -10.6326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2988  -10.0239    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.7399  -12.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4509  -10.8544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7365  -11.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0220  -10.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3076  -11.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8987  -11.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  2  0
  6  5  2  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20  5  1  0
  5 17  1  0
 15 17  1  0
 19 21  2  0
 16 22  1  0
 14 23  1  0
  7 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
  2 27  1  0
 28  2  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5075269

   ---

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: 416.38

Molecular Weight (Monoisotopic): 416.0654

AlogP: 2.29

#Rotatable Bonds: 5

Polar Surface Area: 95.94

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.77

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: 0.31

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.78

Np Likeness Score: -0.10

References

1. Abdel-Magid AF..  (2022)  The Inhibitors of Protein Tyrosine Phosphatase Nonreceptor Type 2 (PTPN2) as Potential Enhancers of Cancer Immunotherapy and Type 1 (PTPN1) as Treatment of Metabolic Diseases.,  13  (1.0): [PMID:35059117] [10.1021/acsmedchemlett.1c00678]

Source

Source(1):

• Scientific Literature