ID: ALA465542

Max Phase: Preclinical

Molecular Formula: C16H16O3

Molecular Weight: 256.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(/C=C/c2cc(O)cc(OC)c2)cc1

Standard InChI:  InChI=1S/C16H16O3/c1-18-15-7-5-12(6-8-15)3-4-13-9-14(17)11-16(10-13)19-2/h3-11,17H,1-2H3/b4-3+

Standard InChI Key:  ULMJJZHWFJYIMM-ONEGZZNKSA-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: 256.30

Molecular Weight (Monoisotopic): 256.1099

AlogP: 3.58

#Rotatable Bonds: 4

Polar Surface Area: 38.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.88

CX Basic pKa:

CX LogP: 3.69

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 0.49

References

1. Pettit GR, Grealish MP, Jung MK, Hamel E, Pettit RK, Chapuis JC, Schmidt JM..  (2002)  Antineoplastic agents. 465. Structural modification of resveratrol: sodium resverastatin phosphate.,  45  (12): [PMID:12036362] [10.1021/jm010119y]

2. Orsini F, Verotta L, Lecchi M, Restano R, Curia G, Redaelli E, Wanke E..  (2004)  Resveratrol derivatives and their role as potassium channels modulators.,  67  (3): [PMID:15043422] [10.1021/np0303153]

3. PubChem BioAssay data set, 

4. Houillé B, Papon N, Boudesocque L, Bourdeaud E, Besseau S, Courdavault V, Enguehard-Gueiffier C, Delanoue G, Guérin L, Bouchara JP, Clastre M, Giglioli-Guivarc'h N, Guillard J, Lanoue A..  (2014)  Antifungal activity of resveratrol derivatives against Candida species.,  77  (7): [PMID:25014026] [10.1021/np5002576]

5. Peñalver P, Belmonte-Reche E, Adán N, Caro M, Mateos-Martín ML, Delgado M, González-Rey E, Morales JC..  (2018)  Alkylated resveratrol prodrugs and metabolites as potential therapeutics for neurodegenerative diseases.,  146  [PMID:29407944] [10.1016/j.ejmech.2018.01.037]

6. Hsieh MT, Huang LJ, Wu TS, Lin HY, Morris-Natschke SL, Lee KH, Kuo SC..  (2018)  Synthesis and antitumor activity of bis(hydroxymethyl)propionate analogs of pterostilbene in cisplatin-resistant human oral cancer cells.,  26  (14): [PMID:29908756] [10.1016/j.bmc.2018.06.011]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays