ID: ALA103046

Max Phase: Preclinical

Molecular Formula: C28H22O7

Molecular Weight: 470.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  Oc1ccc([C@H]2c3c(O)cc(O)cc3[C@H]3c4c(cc(O)cc4[C@@H]2O)O[C@@H]3c2ccc(O)cc2)cc1

Standard InChI:  InChI=1S/C28H22O7/c29-15-5-1-13(2-6-15)23-24-19(9-17(31)11-21(24)33)26-25-20(27(23)34)10-18(32)12-22(25)35-28(26)14-3-7-16(30)8-4-14/h1-12,23,26-34H/t23-,26-,27-,28+/m0/s1

Standard InChI Key:  LHUHHURKGTUZHU-QWMXJGQVSA-N

Molecule Features

Natural Product: Yes

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: 470.48

Molecular Weight (Monoisotopic): 470.1366

AlogP: 4.66

#Rotatable Bonds: 2

Polar Surface Area: 130.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.86

CX Basic pKa:

CX LogP: 4.45

CX LogD: 4.44

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.25

Np Likeness Score: 1.61

References

1. Ohyama M, Tanaka T, Ito T, Iinuma M, Bastow KF, Lee KH..  (1999)  Antitumor agents 200. Cytotoxicity of naturally occurring resveratrol oligomers and their acetate derivatives.,  9  (20): [PMID:10571175] [10.1016/s0960-894x(99)00520-x]

2. Lambert C, Bisson J, Waffo-Téguo P, Papastamoulis Y, Richard T, Corio-Costet MF, Mérillon JM, Cluzet S..  (2012)  Phenolics and their antifungal role in grapevine wood decay: focus on the Botryosphaeriaceae family.,  60  (48): [PMID:23145924] [10.1021/jf303290g]

3. 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]

Source

Source(1):

• Scientific Literature