4-(3,5-dihydroxystyryl)phenyl 2-acetoxybenzoate

ID: ALA3601603

Chembl Id: CHEMBL3601603

Cas Number: 1511857-27-4

PubChem CID: 89869586

Max Phase: Preclinical

Molecular Formula: C23H18O6

Molecular Weight: 390.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Oc1ccccc1C(=O)Oc1ccc(/C=C/c2cc(O)cc(O)c2)cc1

Standard InChI:  InChI=1S/C23H18O6/c1-15(24)28-22-5-3-2-4-21(22)23(27)29-20-10-8-16(9-11-20)6-7-17-12-18(25)14-19(26)13-17/h2-14,25-26H,1H3/b7-6+

Standard InChI Key:  DAUQMUUGYKYFHT-VOTSOKGWSA-N

Alternative Forms

1. Parent:

   

   ALA3601603

   (E)-4-(3,5-Dihydroxystyryl)phenyl 2-acetoxybenzoate

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: 390.39

Molecular Weight (Monoisotopic): 390.1103

AlogP: 4.41

#Rotatable Bonds: 5

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.66

CX Basic pKa: ┄

CX LogP: 4.97

CX LogD: 4.95

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: 0.19

References

1. Zhu Y, Fu J, Shurlknight KL, Soroka DN, Hu Y, Chen X, Sang S..  (2015)  Novel Resveratrol-Based Aspirin Prodrugs: Synthesis, Metabolism, and Anticancer Activity.,  58  (16): [PMID:26204233] [10.1021/acs.jmedchem.5b00536]

Source

Source(1):

• Scientific Literature