ID: ALA484145

Max Phase: Preclinical

Molecular Formula: C20H16O3

Molecular Weight: 304.35

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C(=O)/C=C/c2ccc3ccccc3c2)ccc1O

Standard InChI:  InChI=1S/C20H16O3/c1-23-20-13-17(9-11-19(20)22)18(21)10-7-14-6-8-15-4-2-3-5-16(15)12-14/h2-13,22H,1H3/b10-7+

Standard InChI Key:  OAGVNDJNFSRJHP-JXMROGBWSA-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: 304.35

Molecular Weight (Monoisotopic): 304.1099

AlogP: 4.45

#Rotatable Bonds: 4

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.36

CX Basic pKa:

CX LogP: 4.42

CX LogD: 4.37

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: 0.26

References

1. Navarini AL, Chiaradia LD, Mascarello A, Fritzen M, Nunes RJ, Yunes RA, Creczynski-Pasa TB..  (2009)  Hydroxychalcones induce apoptosis in B16-F10 melanoma cells via GSH and ATP depletion.,  44  (4): [PMID:19211173] [10.1016/j.ejmech.2008.09.009]

2. Mascarello A, Chiaradia LD, Vernal J, Villarino A, Guido RV, Perizzolo P, Poirier V, Wong D, Martins PG, Nunes RJ, Yunes RA, Andricopulo AD, Av-Gay Y, Terenzi H..  (2010)  Inhibition of Mycobacterium tuberculosis tyrosine phosphatase PtpA by synthetic chalcones: kinetics, molecular modeling, toxicity and effect on growth.,  18  (11): [PMID:20462762] [10.1016/j.bmc.2010.04.051]

3. Salum LB, Altei WF, Chiaradia LD, Cordeiro MN, Canevarolo RR, Melo CP, Winter E, Mattei B, Daghestani HN, Santos-Silva MC, Creczynski-Pasa TB, Yunes RA, Yunes JA, Andricopulo AD, Day BW, Nunes RJ, Vogt A..  (2013)  Cytotoxic 3,4,5-trimethoxychalcones as mitotic arresters and cell migration inhibitors.,  63  [PMID:23524161] [10.1016/j.ejmech.2013.02.037]

Source

Source(1):

• Scientific Literature