benzyl (E)-p-coumarate

ID: ALA1095574

Chembl Id: CHEMBL1095574

Cas Number: 61844-62-0

PubChem CID: 10083644

Max Phase: Preclinical

Molecular Formula: C16H14O3

Molecular Weight: 254.28

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Benzyl (E)-P-Coumarate | Benzyl 3-(4-Hydroxyphenyl)Acrylate | Benzyl p-coumarate|61844-62-0|(E)-Benzyl 3-(4-hydroxyphenyl)acrylate|CHEMBL1095574|2-Propenoic acid, 3-(4-hydroxyphenyl)-, phenylmethyl ester, (2E)-|benzyl-p-coumarate|Phenylmethyl p-coumarate|benzyl (E)-p-coumarate|Benzyl trans-4-coumarate|SCHEMBL4501585|RGZZCZQQPNJCPO-DHZHZOJOSA-N|Benzyl 3-(4-Hydroxyphenyl)Acrylate|BDBM50362850|AKOS040761407

Canonical SMILES:  O=C(/C=C/c1ccc(O)cc1)OCc1ccccc1

Standard InChI:  InChI=1S/C16H14O3/c17-15-9-6-13(7-10-15)8-11-16(18)19-12-14-4-2-1-3-5-14/h1-11,17H,12H2/b11-8+

Standard InChI Key:  RGZZCZQQPNJCPO-DHZHZOJOSA-N

Alternative Forms

1. Parent:

   

   ALA1095574

   (E)-Benzyl 3-(4-hydroxyphenyl)acrylate

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: 254.28

Molecular Weight (Monoisotopic): 254.0943

AlogP: 3.15

#Rotatable Bonds: 4

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.40

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.93

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: 0.33

References

1. Li F, Awale S, Tezuka Y, Esumi H, Kadota S..  (2010)  Study on the constituents of Mexican propolis and their cytotoxic activity against PANC-1 human pancreatic cancer cells.,  73  (4): [PMID:20307087] [10.1021/np900772m]

2. Soda M, Hu D, Endo S, Takemura M, Li J, Wada R, Ifuku S, Zhao HT, El-Kabbani O, Ohta S, Yamamura K, Toyooka N, Hara A, Matsunaga T..  (2012)  Design, synthesis and evaluation of caffeic acid phenethyl ester-based inhibitors targeting a selectivity pocket in the active site of human aldo-keto reductase 1B10.,  48  [PMID:22236472] [10.1016/j.ejmech.2011.12.034]

3. Lee IK, Han MS, Kim DW, Yun BS..  (2014)  Phenylpropanoid acid esters from Korean propolis and their antioxidant activities.,  24  (15): [PMID:24928402] [10.1016/j.bmcl.2014.05.065]

4. Maresca A, Akyuz G, Osman SM, AlOthman Z, Supuran CT..  (2015)  Inhibition of mammalian carbonic anhydrase isoforms I-XIV with a series of phenolic acid esters.,  23  (22): [PMID:26498394] [10.1016/j.bmc.2015.10.014]

Source

Source(1):

• Scientific Literature