1-(2,5-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

ID: ALA2297684

Chembl Id: CHEMBL2297684

PubChem CID: 5980988

Max Phase: Preclinical

Molecular Formula: C15H12O4

Molecular Weight: 256.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(O)cc1)c1cc(O)ccc1O

Standard InChI:  InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-7-14(18)13-9-12(17)6-8-15(13)19/h1-9,16-17,19H/b7-3+

Standard InChI Key:  NMANELLSWUVZNL-XVNBXDOJSA-N

Alternative Forms

1. Parent:

   

   ALA2297684

   4,2',5'-Trihydroxychalcone

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

Calculated Properties

Molecular Weight: 256.26

Molecular Weight (Monoisotopic): 256.0736

AlogP: 2.70

#Rotatable Bonds: 3

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.63

CX Basic pKa: ┄

CX LogP: 3.63

CX LogD: 3.43

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.45

Np Likeness Score: 0.69

References

1. Avram SI, Crisan L, Pacureanu LM, Bora A, Seclaman E, Balint M, Kurunczi LG.  (2013)  Challenges in docking 2-hydroxy and 2,4-dihydroxychalcones into the binding site of ALR2,  22  (8): [10.1007/s00044-012-0367-5]

2. Balsera B, Mulet J, Fernández-Carvajal A, de la Torre-Martínez R, Ferrer-Montiel A, Hernández-Jiménez JG, Estévez-Herrera J, Borges R, Freitas AE, López MG, García-López MT, González-Muñiz R, Pérez de Vega MJ, Valor LM, Svobodová L, Sala S, Sala F, Criado M..  (2014)  Chalcones as positive allosteric modulators of α7 nicotinic acetylcholine receptors: a new target for a privileged structure.,  86  [PMID:25232969] [10.1016/j.ejmech.2014.09.039]

3. Peng F, Meng CW, Zhou QM, Chen JP, Xiong L..  (2016)  Cytotoxic Evaluation against Breast Cancer Cells of Isoliquiritigenin Analogues from Spatholobus suberectus and Their Synthetic Derivatives.,  79  (1): [PMID:26690274] [10.1021/acs.jnatprod.5b00774]

Source

Source(1):

• Scientific Literature