ID: ALA5209316

Max Phase: Preclinical

Molecular Formula: C22H16N2O4

Molecular Weight: 372.38

Representations

Canonical SMILES:  O=C(/C=C/c1cccc([N+](=O)[O-])c1)c1ccc(NC(=O)c2ccccc2)cc1

Standard InChI:  InChI=1S/C22H16N2O4/c25-21(14-9-16-5-4-8-20(15-16)24(27)28)17-10-12-19(13-11-17)23-22(26)18-6-2-1-3-7-18/h1-15H,(H,23,26)/b14-9+

Standard InChI Key:  GQGMDGXQJSWKKT-NTEUORMPSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 372.38

Molecular Weight (Monoisotopic): 372.1110

AlogP: 4.74

#Rotatable Bonds: 6

Polar Surface Area: 89.31

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.92

CX LogD: 4.92

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.29

Np Likeness Score: -1.13

References

1. Chitre S, Ray AM, Stevens M, Doud EH, Liechty H, Washburn A, Tepper K, Sivinski J, O'Hagan HM, Georgiadis MM, Chapman E, Johnson SM..  (2022)  Bis-aryl-α,β-unsaturated ketone (ABK) chaperonin inhibitors exhibit selective cytotoxicity to colorectal cancer cells that correlates with levels of aberrant HSP60 in the cytosol.,  75  [PMID:36356534] [10.1016/j.bmc.2022.117072]

Source

Source(1):

• Scientific Literature