ID: ALA1795754

Max Phase: Preclinical

Molecular Formula: C21H14N6O

Molecular Weight: 366.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  CNC(=O)c1ccc(-c2c(C#N)c(N)n3c(nc4ccccc43)c2C#N)cc1

Standard InChI:  InChI=1S/C21H14N6O/c1-25-21(28)13-8-6-12(7-9-13)18-14(10-22)19(24)27-17-5-3-2-4-16(17)26-20(27)15(18)11-23/h2-9H,24H2,1H3,(H,25,28)

Standard InChI Key:  IBFSRPVNRRLLEV-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: 366.38

Molecular Weight (Monoisotopic): 366.1229

AlogP: 2.84

#Rotatable Bonds: 2

Polar Surface Area: 120.00

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.94

CX LogP: 1.86

CX LogD: 1.86

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -1.28

References

1. Lyons DM, Huttunen KM, Browne KA, Ciccone A, Trapani JA, Denny WA, Spicer JA..  (2011)  Inhibition of the cellular function of perforin by 1-amino-2,4-dicyanopyrido[1,2-a]benzimidazoles.,  19  (13): [PMID:21664824] [10.1016/j.bmc.2011.05.013]

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