1-(3,5-dimethylpiperidin-1-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

ID: ALA4552392

PubChem CID: 42908645

Max Phase: Preclinical

Molecular Formula: C19H27NO4

Molecular Weight: 333.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)N2CC(C)CC(C)C2)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H27NO4/c1-13-8-14(2)12-20(11-13)18(21)7-6-15-9-16(22-3)19(24-5)17(10-15)23-4/h6-7,9-10,13-14H,8,11-12H2,1-5H3/b7-6+

Standard InChI Key:  QLXNOSVCACYBJX-VOTSOKGWSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   19.0566  -17.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0555  -18.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7702  -18.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4867  -18.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4839  -17.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7684  -17.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1967  -17.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9128  -17.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6256  -17.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3417  -17.6687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6225  -16.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3424  -18.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0543  -18.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7697  -18.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7686  -17.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0521  -17.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3421  -17.2707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3418  -16.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3407  -18.9223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6266  -18.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7700  -19.7482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0555  -20.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4828  -17.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0543  -19.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 10 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
 17 18  1  0
  2 19  1  0
 19 20  1  0
  3 21  1  0
 21 22  1  0
 15 23  1  0
 13 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552392

   (E)-1-(3,5-dimethylpiperidin-1-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 333.43

Molecular Weight (Monoisotopic): 333.1940

AlogP: 3.23

#Rotatable Bonds: 5

Polar Surface Area: 48.00

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -0.06

References

1. Zhao Z, Song H, Xie J, Liu T, Zhao X, Chen X, He X, Wu S, Zhang Y, Zheng X..  (2019)  Research progress in the biological activities of 3,4,5-trimethoxycinnamic acid (TMCA) derivatives.,  173  [PMID:31009908] [10.1016/j.ejmech.2019.04.009]

Source

Source(1):

• Scientific Literature