4-[[8-fluoro-6-hydroxy-7-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-2-naphthyl]oxy]-2,2-dimethylbutanenitrile

ID: ALA5085502

PubChem CID: 153379927

Max Phase: Preclinical

Molecular Formula: C18H18FN3O5S

Molecular Weight: 407.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C#N)CCOc1ccc2cc(O)c(N3CC(=O)NS3(=O)=O)c(F)c2c1

Standard InChI:  InChI=1S/C18H18FN3O5S/c1-18(2,10-20)5-6-27-12-4-3-11-7-14(23)17(16(19)13(11)8-12)22-9-15(24)21-28(22,25)26/h3-4,7-8,23H,5-6,9H2,1-2H3,(H,21,24)

Standard InChI Key:  ZZDVJLRHZAYBHC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   19.8294   -4.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4210   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0081   -4.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1252   -2.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9252   -2.3709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.7129   -1.5697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2821   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2810   -4.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9958   -4.8653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9939   -3.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7093   -3.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7101   -4.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4254   -4.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1405   -4.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1357   -3.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4197   -3.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8468   -3.1952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6024   -3.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1507   -2.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7339   -2.1976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9718   -2.9909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4154   -2.3822    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.8566   -4.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5675   -3.2126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8532   -3.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1386   -3.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7097   -3.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0011   -2.7991    0.0000 N   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  2  1  0
  2 27  1  0
 27 28  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5085502

   ---

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: 407.42

Molecular Weight (Monoisotopic): 407.0951

AlogP: 2.18

#Rotatable Bonds: 5

Polar Surface Area: 119.73

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: 1.64

CX LogD: 0.64

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.78

Np Likeness Score: -0.33

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