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

ID: ALA5087544

PubChem CID: 153379917

Max Phase: Preclinical

Molecular Formula: C18H19FN2O6S

Molecular Weight: 410.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CN(c2c(O)cc3ccc(OCC4CCCOC4)cc3c2F)S(=O)(=O)N1

Standard InChI:  InChI=1S/C18H19FN2O6S/c19-17-14-7-13(27-10-11-2-1-5-26-9-11)4-3-12(14)6-15(22)18(17)21-8-16(23)20-28(21,24)25/h3-4,6-7,11,22H,1-2,5,8-10H2,(H,20,23)

Standard InChI Key:  BHZHAOCIWPBRDK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   24.9122  -17.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7122  -17.5998    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.4999  -16.7986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0692  -18.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0680  -19.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7828  -20.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7810  -18.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4964  -18.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4972  -19.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2124  -20.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9275  -19.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9227  -18.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2069  -18.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6338  -18.4241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3895  -18.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9378  -18.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5208  -17.4266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7588  -18.2199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2024  -17.6112    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.6436  -20.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3546  -18.4416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6402  -18.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9257  -18.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2113  -18.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9255  -17.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4968  -18.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2109  -17.2047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4966  -17.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
  2 14  1  0
 12 14  1  0
 16 18  2  0
 13 19  1  0
 11 20  1  0
  4 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 24 26  1  0
 25 27  1  0
 27 28  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5087544

   ---

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: 410.42

Molecular Weight (Monoisotopic): 410.0948

AlogP: 1.67

#Rotatable Bonds: 4

Polar Surface Area: 105.17

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.77

CX Basic pKa: ┄

CX LogP: 0.94

CX LogD: -0.05

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.79

Np Likeness Score: -0.37

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