ID: ALA4174219

Max Phase: Preclinical

Molecular Formula: C24H18N4O5S2

Molecular Weight: 506.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN1Cc2cc(-c3ccc(-c4cncc(NS(=O)(=O)c5ccccc5[N+](=O)[O-])c4)s3)ccc2C1=O

Standard InChI:  InChI=1S/C24H18N4O5S2/c1-27-14-17-10-15(6-7-19(17)24(27)29)21-8-9-22(34-21)16-11-18(13-25-12-16)26-35(32,33)23-5-3-2-4-20(23)28(30)31/h2-13,26H,14H2,1H3

Standard InChI Key:  BIAQRTAXQYZHBE-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 506.57

Molecular Weight (Monoisotopic): 506.0719

AlogP: 4.77

#Rotatable Bonds: 6

Polar Surface Area: 122.51

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.47

CX Basic pKa: 2.59

CX LogP: 3.30

CX LogD: 2.62

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: -1.32

References

1. Spicer JA, Miller CK, O'Connor PD, Jose J, Huttunen KM, Jaiswal JK, Denny WA, Akhlaghi H, Browne KA, Trapani JA..  (2017)  Substituted arylsulphonamides as inhibitors of perforin-mediated lysis.,  137  [PMID:28582670] [10.1016/j.ejmech.2017.05.048]

2. Spicer JA, Huttunen KM, Jose J, Dimitrov I, Akhlaghi H, Sutton VR, Voskoboinik I, Trapani J..  (2022)  Small Molecule Inhibitors of Lymphocyte Perforin as Focused Immunosuppressants for Infection and Autoimmunity.,  65  (21.0): [PMID:36263926] [10.1021/acs.jmedchem.2c01338]

Source

Source(1):

• Scientific Literature