ID: ALA599584

Max Phase: Preclinical

Molecular Formula: C16H14O4

Molecular Weight: 270.28

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C16H14O4/c1-11(17)20-16-6-4-12(5-7-16)2-3-13-8-14(18)10-15(19)9-13/h2-10,18-19H,1H3/b3-2+

Standard InChI Key:  MEMZFJTYLFBJEC-NSCUHMNNSA-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: 270.28

Molecular Weight (Monoisotopic): 270.0892

AlogP: 3.19

#Rotatable Bonds: 3

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.66

CX Basic pKa:

CX LogP: 3.31

CX LogD: 3.29

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.51

Np Likeness Score: 0.65

References

1. Wong Y, Osmond G, Brewer KI, Tyler DS, Andrus MB..  (2010)  Synthesis of 4'-ester analogs of resveratrol and their evaluation in malignant melanoma and pancreatic cell lines.,  20  (3): [PMID:20022501] [10.1016/j.bmcl.2009.12.006]

2. Acerson MJ, Fabick KM, Wong Y, Blake C, Lephart ED, Andrus MB..  (2013)  A new synthesis of 4'-resveratrol esters and evaluation of the potential for anti-depressant activity.,  23  (10): [PMID:23582778] [10.1016/j.bmcl.2013.03.046]

3. Lephart ED, Acerson MJ, Andrus MB..  (2016)  Synthesis and skin gene analysis of 4'-acetoxy-resveratrol (4AR), therapeutic potential for dermal applications.,  26  (14): [PMID:27265258] [10.1016/j.bmcl.2016.05.068]

4. Uzura S, Sekine-Suzuki E, Nakanishi I, Sonoda M, Tanimori S..  (2016)  A facile and rapid access to resveratrol derivatives and their radioprotective activity.,  26  (16): [PMID:27426305] [10.1016/j.bmcl.2016.07.018]

Source

Source(1):

• Scientific Literature