ID: ALA510765

Max Phase: Preclinical

Molecular Formula: C17H11NO2S2

Molecular Weight: 325.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc2c(c(=S)[nH]1)C(=O)O/C2=C\c1cc2ccccc2s1

Standard InChI:  InChI=1S/C17H11NO2S2/c1-9-6-12-13(20-17(19)15(12)16(21)18-9)8-11-7-10-4-2-3-5-14(10)22-11/h2-8H,1H3,(H,18,21)/b13-8-

Standard InChI Key:  JAGQZEUVWZDNPV-JYRVWZFOSA-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: 325.41

Molecular Weight (Monoisotopic): 325.0231

AlogP: 4.94

#Rotatable Bonds: 1

Polar Surface Area: 42.09

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.23

CX Basic pKa:

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.51

Np Likeness Score: -0.65

References

1. Lena G, Trapani JA, Sutton VR, Ciccone A, Browne KA, Smyth MJ, Denny WA, Spicer JA..  (2008)  Dihydrofuro[3,4-c]pyridinones as inhibitors of the cytolytic effects of the pore-forming glycoprotein perforin.,  51  (23): [PMID:19007200] [10.1021/jm801063n]

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