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

ID: ALA2220978

Max Phase: Preclinical

Molecular Formula: C20H24N2O3

Molecular Weight: 340.42

Molecule Type: Small molecule

Names and Identifiers

Synonyms from Alternative Forms(1): LASSBio-772

Canonical SMILES:  COc1ccccc1N1CCN(CCc2ccc3c(c2)OCO3)CC1

Standard InChI:  InChI=1S/C20H24N2O3/c1-23-18-5-3-2-4-17(18)22-12-10-21(11-13-22)9-8-16-6-7-19-20(14-16)25-15-24-19/h2-7,14H,8-13,15H2,1H3

Standard InChI Key:  ZFLJBXISNFUYBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   -0.1148  -23.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941  -22.6632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3160  -23.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228  -22.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0156  -21.8249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2954  -21.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823  -21.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220  -21.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4411  -21.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1511  -21.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1433  -20.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4193  -20.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7123  -20.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552  -24.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5385  -23.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5414  -23.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2570  -22.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9704  -23.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9691  -23.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7529  -22.8385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2387  -23.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7549  -24.1728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8282  -22.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4485  -22.6380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1670  -23.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
 13  8  1  0
  5  8  1  0
  5  6  1  0
 18 14  1  0
  6  7  1  0
 14 15  2  0
  2  3  1  0
 15 16  1  0
 16 17  2  0
 17 19  1  0
 18 19  2  0
  8  9  2  0
  1  2  1  0
  9 10  1  0
  2  7  1  0
 10 11  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
  3  4  1  0
 16 23  1  0
 23  1  1  0
 11 12  1  0
  9 24  1  0
  4  5  1  0
 24 25  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA2220978

   LASSBio-772

2. Parent:

   

   ALA2220978

   ---

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: 340.42

Molecular Weight (Monoisotopic): 340.1787

AlogP: 2.79

#Rotatable Bonds: 5

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: 3.41

CX LogD: 2.97

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.84

Np Likeness Score: -0.91

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