(E)-N-(4-hydroxy-3-methoxybenzyl)-3-(3-methoxyphenyl)acrylamide

ID: ALA4535032

PubChem CID: 155547666

Max Phase: Preclinical

Molecular Formula: C18H19NO4

Molecular Weight: 313.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(/C=C/C(=O)NCc2ccc(O)c(OC)c2)c1

Standard InChI:  InChI=1S/C18H19NO4/c1-22-15-5-3-4-13(10-15)7-9-18(21)19-12-14-6-8-16(20)17(11-14)23-2/h3-11,20H,12H2,1-2H3,(H,19,21)/b9-7+

Standard InChI Key:  KPIVBOVUOUYWDJ-VQHVLOKHSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   38.4809   -9.7815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4797  -10.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1878  -11.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8974  -10.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8946   -9.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1860   -9.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6008   -9.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3100   -9.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0162   -9.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7254   -9.7672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.4316   -9.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1408   -9.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0131   -8.5441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1410  -10.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8494  -10.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5566  -10.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5509   -9.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8419   -9.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2664  -10.9787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.2556   -9.3385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.9662   -9.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7731   -9.3731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7729   -8.5559    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
  1 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535032

   ---

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: 313.35

Molecular Weight (Monoisotopic): 313.1314

AlogP: 2.74

#Rotatable Bonds: 6

Polar Surface Area: 67.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.93

CX Basic pKa: ┄

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -0.22

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