1-(2-(Benzo[d][1,3]dioxol-5-yl)ethyl)-4-(2-ethoxyphenyl)piperazine

ID: ALA3917716

PubChem CID: 71659980

Max Phase: Preclinical

Molecular Formula: C21H26N2O3

Molecular Weight: 354.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccccc1N1CCN(CCc2ccc3c(c2)OCO3)CC1

Standard InChI:  InChI=1S/C21H26N2O3/c1-2-24-19-6-4-3-5-18(19)23-13-11-22(12-14-23)10-9-17-7-8-20-21(15-17)26-16-25-20/h3-8,15H,2,9-14,16H2,1H3

Standard InChI Key:  WDIPOFXLEMHBJM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.6815   -3.0692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3984   -3.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0995   -3.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0878   -2.2330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3750   -1.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6739   -2.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7930   -1.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5058   -2.2139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2069   -1.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1952   -0.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4824   -0.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7813   -0.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5134   -3.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2261   -3.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9804   -3.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2676   -3.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3879   -4.6041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8992   -3.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3706   -3.2778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1485   -3.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1602   -4.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8730   -4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5782   -4.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5665   -3.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8537   -3.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2370   -4.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
 13 14  1  0
  8 13  1  0
  4  7  1  0
 15 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17 21  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 21 22  2  0
 16 24  1  0
  1 15  1  0
 14 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3917716

   1-[2-(1,3-Benzodioxol-5-yl)ethyl]-4-(2-ethoxyphenyl)piperazine

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: 354.45

Molecular Weight (Monoisotopic): 354.1943

AlogP: 3.18

#Rotatable Bonds: 6

Polar Surface Area: 34.17

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.64

CX LogP: 3.76

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -1.04

References

1. Silva RO, de Oliveira AS, Nunes Lemes LF, de Camargo Nascente L, Coelho do Nascimento Nogueira P, Silveira ER, Brand GD, Vistoli G, Cilia A, Poggesi E, Buccioni M, Marucci G, Bolognesi ML, Romeiro LAS..  (2016)  Synthesis and structure-activity relationships of novel arylpiperazines as potent antagonists of α1-adrenoceptor.,  122  [PMID:27448917] [10.1016/j.ejmech.2016.06.052]

Source

Source(1):

• Scientific Literature