(E)-N-(4-hydroxy-3-methoxybenzyl)-3-(2,4,5-trimethoxyphenyl)acrylamide

ID: ALA4437828

PubChem CID: 147518646

Max Phase: Preclinical

Molecular Formula: C20H23NO6

Molecular Weight: 373.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(CNC(=O)/C=C/c2cc(OC)c(OC)cc2OC)ccc1O

Standard InChI:  InChI=1S/C20H23NO6/c1-24-16-11-19(27-4)18(26-3)10-14(16)6-8-20(23)21-12-13-5-7-15(22)17(9-13)25-2/h5-11,22H,12H2,1-4H3,(H,21,23)/b8-6+

Standard InChI Key:  FKSNICXLSIXVCD-SOFGYWHQSA-N

Molfile:  

 
     RDKit          2D

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   14.0848  -24.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0837  -24.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7917  -25.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5014  -24.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4985  -24.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7899  -23.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2047  -23.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9140  -24.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6201  -23.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3294  -24.0598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0355  -23.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7448  -24.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6170  -22.8367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7450  -24.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4534  -25.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1605  -24.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1548  -24.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4458  -23.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8703  -25.2713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8595  -23.6311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5702  -24.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2097  -25.3006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2110  -26.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3756  -25.3017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3750  -26.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3770  -23.6657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3768  -22.8485    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
 10 11  1  0
 11 12  1  0
  9 13  2  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
 16 19  1  0
 17 20  1  0
 20 21  1  0
  4 22  1  0
 22 23  1  0
  2 24  1  0
 24 25  1  0
  1 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4437828

   ---

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: 373.41

Molecular Weight (Monoisotopic): 373.1525

AlogP: 2.76

#Rotatable Bonds: 8

Polar Surface Area: 86.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.93

CX Basic pKa: ┄

CX LogP: 2.34

CX LogD: 2.34

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -0.04

References

1. Zhang WX, Wang H, Cui HR, Guo WB, Zhou F, Cai DS, Xu B, Jia XH, Huang XM, Yang YQ, Chen HS, Qi JC, Wang PL, Lei HM..  (2019)  Design, synthesis and biological evaluation of cinnamic acid derivatives with synergetic neuroprotection and angiogenesis effect.,  183  [PMID:31541868] [10.1016/j.ejmech.2019.111695]

Source

Source(1):

• Scientific Literature