(E)-5-hydroxy-2-(3-hydroxybenzylidene)-3,4-dihydronaphthalen-1(2H)-one

ID: ALA4535634

Chembl Id: CHEMBL4535634

PubChem CID: 155548049

Max Phase: Preclinical

Molecular Formula: C17H14O3

Molecular Weight: 266.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2cccc(O)c2)CCc2c(O)cccc21

Standard InChI:  InChI=1S/C17H14O3/c18-13-4-1-3-11(10-13)9-12-7-8-14-15(17(12)20)5-2-6-16(14)19/h1-6,9-10,18-19H,7-8H2/b12-9+

Standard InChI Key:  QUVXBPVTGLXVTR-FMIVXFBMSA-N

Alternative Forms

1. Parent:

   

   ALA4535634

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 266.30

Molecular Weight (Monoisotopic): 266.0943

AlogP: 3.31

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.01

CX Basic pKa: ┄

CX LogP: 3.73

CX LogD: 3.72

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: 0.47

References

1. Janse van Rensburg HD, Legoabe LJ, Terre'Blanche G, Van der Walt MM..  (2019)  Methoxy substituted 2-benzylidene-1-indanone derivatives as A1 and/or A2A AR antagonists for the potential treatment of neurological conditions.,  10  (2): [PMID:30881617] [10.1039/C8MD00540K]

2. Kunwar S, Min Lee S, Man Kadayat T, Shrestha A, Park PH, Lee ES..  (2022)  Potent inhibitory activity of hydroxylated 2-benzylidene-3,4-dihydronaphthalen-1(2H)-ones on LPS-stimulated reactive oxygen species production in RAW 264.7 macrophages.,  73  [PMID:35932905] [10.1016/j.bmcl.2022.128921]

3. Sheng K, Song Y, Lei F, Zhao W, Fan L, Wu L, Liu Y, Wu S, Zhang Y..  (2022)  Research progress in pharmacological activities and structure-activity relationships of tetralone scaffolds as pharmacophore and fluorescent skeleton.,  227  [PMID:34743062] [10.1016/j.ejmech.2021.113964]

Source

Source(1):

• Scientific Literature