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

ID: ALA5080612

PubChem CID: 155485130

Max Phase: Preclinical

Molecular Formula: C21H24FN3O6S2

Molecular Weight: 497.57

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H24FN3O6S2/c1-13(2)6-8-32(28,29)24-7-5-16(11-24)14-3-4-15-10-18(26)21(20(22)17(15)9-14)25-12-19(27)23-33(25,30)31/h3-5,9-10,13,26H,6-8,11-12H2,1-2H3,(H,23,27)

Standard InChI Key:  UUCICFGUQUGUBQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    4.6459  -26.8209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500  -25.9959    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9334  -26.4047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3375  -25.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375  -25.3458    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.9251  -24.5447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4944  -26.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4932  -27.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2081  -27.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2063  -26.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9216  -26.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9225  -27.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6377  -27.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3528  -27.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3479  -26.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6321  -26.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0591  -26.1701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8147  -26.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3630  -25.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9462  -25.1727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1840  -25.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6277  -25.3572    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.0688  -27.8291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7798  -26.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6934  -25.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8863  -25.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4740  -25.9113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0262  -26.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1684  -25.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3479  -25.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628  -24.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0423  -24.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1981  -23.9959    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
 30 31  1  0
 31 32  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5080612

   ---

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: 497.57

Molecular Weight (Monoisotopic): 497.1091

AlogP: 1.94

#Rotatable Bonds: 6

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: 1.21

CX LogD: 0.21

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.63

Np Likeness Score: -0.36

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