5-[7-(1-ethylsulfonyl-2,5-dihydropyrrol-3-yl)-1-fluoro-3-hydroxy-2-naphthyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one

ID: ALA5084380

PubChem CID: 155485129

Max Phase: Preclinical

Molecular Formula: C18H18FN3O6S2

Molecular Weight: 455.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)N1CC=C(c2ccc3cc(O)c(N4CC(=O)NS4(=O)=O)c(F)c3c2)C1

Standard InChI:  InChI=1S/C18H18FN3O6S2/c1-2-29(25,26)21-6-5-13(9-21)11-3-4-12-8-15(23)18(17(19)14(12)7-11)22-10-16(24)20-30(22,27)28/h3-5,7-8,23H,2,6,9-10H2,1H3,(H,20,24)

Standard InChI Key:  WKKUZEVZBNXLFJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.4783  -19.2287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4825  -18.4037    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.7659  -18.8126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1697  -17.5370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.9698  -17.7537    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.7574  -16.9526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3268  -19.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3256  -19.8351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0404  -20.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0386  -18.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7540  -19.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7547  -19.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4700  -20.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1850  -19.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1802  -18.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4644  -18.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8913  -18.5780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6470  -18.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1953  -18.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7784  -17.5806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.0162  -18.3737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.4600  -17.7651    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.9010  -20.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6122  -18.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5257  -17.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7187  -17.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3063  -18.3191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8586  -18.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0008  -17.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1804  -17.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  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
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
  7 24  1  0
 27  2  1  0
  2 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5084380

   ---

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: 455.49

Molecular Weight (Monoisotopic): 455.0621

AlogP: 0.91

#Rotatable Bonds: 4

Polar Surface Area: 124.09

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.77

CX Basic pKa: ┄

CX LogP: -0.05

CX LogD: -1.04

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.71

Np Likeness Score: -0.53

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