4-[[8-fluoro-3,6-dihydroxy-7-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-2-naphthyl]oxy]-2,2-dimethylbutanenitrile

ID: ALA5093253

PubChem CID: 156506533

Max Phase: Preclinical

Molecular Formula: C18H18FN3O6S

Molecular Weight: 423.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C#N)CCOc1cc2c(F)c(N3CC(=O)NS3(=O)=O)c(O)cc2cc1O

Standard InChI:  InChI=1S/C18H18FN3O6S/c1-18(2,9-20)3-4-28-14-7-11-10(5-12(14)23)6-13(24)17(16(11)19)22-8-15(25)21-29(22,26)27/h5-7,23-24H,3-4,8H2,1-2H3,(H,21,25)

Standard InChI Key:  OYNCWBAUKIVNKV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.8503  -26.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4413  -27.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5005  -25.2669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.2929  -25.4815    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.0826  -24.6879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6843  -26.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6832  -27.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3912  -27.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3894  -26.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0980  -26.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0988  -27.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8073  -27.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5156  -27.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5109  -26.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8018  -26.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2152  -26.2980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9637  -26.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5069  -26.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0939  -25.3099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3201  -26.0957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7974  -25.4928    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.2249  -27.9413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9751  -27.9513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9765  -26.3153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2689  -26.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5611  -26.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1457  -26.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4416  -25.9096    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
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 10  7  1  0
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 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
  8 24  1  0
  7 25  1  0
 25 26  1  0
 26 27  1  0
 27  2  1  0
  2 28  1  0
 28 29  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5093253

   ---

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: 423.42

Molecular Weight (Monoisotopic): 423.0900

AlogP: 1.89

#Rotatable Bonds: 5

Polar Surface Area: 139.96

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.77

CX Basic pKa: ┄

CX LogP: 1.33

CX LogD: 0.34

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -0.06

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