Phenyl (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-2-cyanopenta-2,4-dienoate

ID: ALA4514607

PubChem CID: 155539339

Max Phase: Preclinical

Molecular Formula: C19H13NO4

Molecular Weight: 319.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#C/C(=C\C=C\c1ccc2c(c1)OCO2)C(=O)Oc1ccccc1

Standard InChI:  InChI=1S/C19H13NO4/c20-12-15(19(21)24-16-7-2-1-3-8-16)6-4-5-14-9-10-17-18(11-14)23-13-22-17/h1-11H,13H2/b5-4+,15-6+

Standard InChI Key:  CWOXRHRQESBIRY-VCXFDYNHSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   12.7033  -20.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4130  -19.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4102  -19.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7015  -18.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9953  -19.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9920  -19.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2144  -18.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7371  -19.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2198  -20.2170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1163  -18.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8256  -19.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5317  -18.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2410  -19.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9471  -18.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9441  -17.8993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6564  -19.1224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2465  -19.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2495  -20.7584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6595  -19.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9523  -20.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9551  -21.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6648  -21.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3733  -21.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3671  -20.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 17 18  3  0
 13 17  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514607

   ---

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: 319.32

Molecular Weight (Monoisotopic): 319.0845

AlogP: 3.48

#Rotatable Bonds: 4

Polar Surface Area: 68.55

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.28

Np Likeness Score: -0.10

References

1. Chavarria D, Fernandes C, Silva V, Silva C, Gil-Martins E, Soares P, Silva T, Silva R, Remião F, Oliveira PJ, Borges F..  (2020)  Design of novel monoamine oxidase-B inhibitors based on piperine scaffold: Structure-activity-toxicity, drug-likeness and efflux transport studies.,  185  [PMID:31711793] [10.1016/j.ejmech.2019.111770]

Source

Source(1):

• Scientific Literature