1-(3-(4-(benzofuran-3-yl)piperidin-1-yl)propyl)piperidine dihydrochloride

ID: ALA534944

PubChem CID: 44414264

Max Phase: Preclinical

Molecular Formula: C21H32Cl2N2O

Molecular Weight: 326.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.c1ccc2c(C3CCN(CCCN4CCCCC4)CC3)coc2c1

Standard InChI:  InChI=1S/C21H30N2O.2ClH/c1-4-11-22(12-5-1)13-6-14-23-15-9-18(10-16-23)20-17-24-21-8-3-2-7-19(20)21;;/h2-3,7-8,17-18H,1,4-6,9-16H2;2*1H

Standard InChI Key:  RTEHYRKTDNRHNE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   12.8663    4.3469    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    2.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517    3.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114    5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2965    5.4106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2218    4.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6621    2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8593    6.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3455    7.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9084    8.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3946    8.6114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9592   10.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4450   10.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3663    9.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8018    7.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3160    7.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3663    4.3469    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11 16  1  0
 15 16  1  0
  2 17  1  0
 17 19  2  0
 18 19  1  0
 18 20  1  0
 17 21  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 20 25  1  0
 24 25  2  0
M  END

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: 326.48

Molecular Weight (Monoisotopic): 326.2358

AlogP: 4.49

#Rotatable Bonds: 5

Polar Surface Area: 19.62

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.57

CX LogP: 3.55

CX LogD: 1.18

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.81

Np Likeness Score: -0.40

References

1. Hayashi R, Ohmori E, Isogaya M, Moriwaki M, Kumagai H..  (2006)  Design and synthesis of selective alpha1B adrenoceptor antagonists.,  16  (15): [PMID:16723224] [10.1016/j.bmcl.2006.05.002]

Source

Source(1):

• Scientific Literature