N-[7-(3',4'-methylenedioxyphenyl)-2(Z),4(Z)-heptadienoyl] pyrrolidine

ID: ALA477968

PubChem CID: 11779500

Max Phase: Preclinical

Molecular Formula: C18H21NO3

Molecular Weight: 299.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C\C=C/CCc1ccc2c(c1)OCO2)N1CCCC1

Standard InChI:  InChI=1S/C18H21NO3/c20-18(19-11-5-6-12-19)8-4-2-1-3-7-15-9-10-16-17(13-15)22-14-21-16/h1-2,4,8-10,13H,3,5-7,11-12,14H2/b2-1-,8-4-

Standard InChI Key:  IODPUHWFWZSHCM-LPPWNFKZSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -2.4066   -2.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872   -2.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6904   -1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4086   -1.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1195   -2.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1182   -1.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9063   -1.2488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3948   -1.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9085   -2.5904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9779   -1.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615   -1.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4510   -1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741   -1.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563   -1.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6812   -1.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916   -1.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1092   -1.6493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3857   -0.4171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2005   -2.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0086   -2.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4160   -1.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8594   -1.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 10 11  1  0
  1  2  2  0
 11 12  1  0
  5  1  1  0
 12 13  2  0
  2  3  1  0
 13 14  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 16 18  2  0
 17 19  1  0
  8  9  1  0
  9  5  1  0
  4  6  1  0
  3 10  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA477968

   (2Z,4Z)-7-(1,3-benzodioxol-5-yl)-1-pyrrolidin-1-ylhepta-2,4-dien-1-one

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: 299.37

Molecular Weight (Monoisotopic): 299.1521

AlogP: 3.08

#Rotatable Bonds: 5

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: 0.58

References

1. Alécio AC, da Silva Bolzani V, Young MC, Kato MJ, Furlan M..  (1998)  Antifungal amide from leaves of Piper hispidum.,  61  (5): [PMID:9599264] [10.1021/np9703656]

Source

Source(1):

• Scientific Literature