(E)-N-Acryloyl-3-(3,4,5-trimethoxyphenyl)acrylamide

ID: ALA3359933

Chembl Id: CHEMBL3359933

PubChem CID: 118723926

Max Phase: Preclinical

Molecular Formula: C15H17NO5

Molecular Weight: 291.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)NC(=O)/C=C/c1cc(OC)c(OC)c(OC)c1

Standard InChI:  InChI=1S/C15H17NO5/c1-5-13(17)16-14(18)7-6-10-8-11(19-2)15(21-4)12(9-10)20-3/h5-9H,1H2,2-4H3,(H,16,17,18)/b7-6+

Standard InChI Key:  VFFKBMBHXIQRTF-VOTSOKGWSA-N

Alternative Forms

1. Parent:

   

   ALA3359933

   ---

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: 291.30

Molecular Weight (Monoisotopic): 291.1107

AlogP: 1.55

#Rotatable Bonds: 6

Polar Surface Area: 73.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.00

CX Basic pKa: ┄

CX LogP: 1.60

CX LogD: 1.60

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: 0.14

References

1. Seo YH, Kim JK, Jun JG..  (2014)  Synthesis and biological evaluation of piperlongumine derivatives as potent anti-inflammatory agents.,  24  (24): [PMID:25453809] [10.1016/j.bmcl.2014.10.054]

2. Liu X, Wang Y, Zhang X, Gao Z, Zhang S, Shi P, Zhang X, Song L, Hendrickson H, Zhou D, Zheng G..  (2018)  Senolytic activity of piperlongumine analogues: Synthesis and biological evaluation.,  26  (14): [PMID:29925484] [10.1016/j.bmc.2018.06.013]

3. Zhu P, Qian J, Xu Z, Meng C, Zhu W, Ran F, Zhang W, Zhang Y, Ling Y..  (2021)  Overview of piperlongumine analogues and their therapeutic potential.,  220  [PMID:33930801] [10.1016/j.ejmech.2021.113471]

Source

Source(1):

• Scientific Literature