ID: ALA463017

Max Phase: Preclinical

Molecular Formula: C15H13NO

Molecular Weight: 223.28

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ccc(C(=O)/C=C/c2ccccc2)cc1

Standard InChI:  InChI=1S/C15H13NO/c16-14-9-7-13(8-10-14)15(17)11-6-12-4-2-1-3-5-12/h1-11H,16H2/b11-6+

Standard InChI Key:  VEKSFLTVXIEEAX-IZZDOVSWSA-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: 223.28

Molecular Weight (Monoisotopic): 223.0997

AlogP: 3.16

#Rotatable Bonds: 3

Polar Surface Area: 43.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.15

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.49

Np Likeness Score: -0.08

References

1. Romagnoli R, Baraldi PG, Carrion MD, Cruz-Lopez O, Cara CL, Balzarini J, Hamel E, Canella A, Fabbri E, Gambari R, Basso G, Viola G..  (2009)  Hybrid alpha-bromoacryloylamido chalcones. Design, synthesis and biological evaluation.,  19  (7): [PMID:19250822] [10.1016/j.bmcl.2009.02.038]

2. Jardim GAM, Guimaraes TT, Pinto MdCFR, Cavalcanti BC, de Farias KM, Pessoa C, Gatto CC, Nair DK, Namboothiri INN, da Silva Junior EN.  (2015)  Naphthoquinone-based chalcone hybrids and derivatives: synthesis and potent activity against cancer cell lines,  6  (1): [10.1039/C4MD00371C]

3. 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