3-(1-(5-(piperidin-1-yl)pentyl)piperidin-4-yl)-1H-indole dihydrochloride

ID: ALA537651

PubChem CID: 45263435

Max Phase: Preclinical

Molecular Formula: C23H37Cl2N3

Molecular Weight: 353.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.c1ccc2c(C3CCN(CCCCCN4CCCCC4)CC3)c[nH]c2c1

Standard InChI:  InChI=1S/C23H35N3.2ClH/c1-5-13-25(14-6-1)15-7-2-8-16-26-17-11-20(12-18-26)22-19-24-23-10-4-3-9-21(22)23;;/h3-4,9-10,19-20,24H,1-2,5-8,11-18H2;2*1H

Standard InChI Key:  MZDFHYLRHMOQGE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   14.9153    5.1471    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
    1.7138    1.2033    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   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
    7.9575   10.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4437   10.2118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0083   11.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4941   11.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4153   10.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8508    9.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3650    9.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4153    5.1471    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
  2 10  1  0
  9 11  1  0
 11 12  1  0
 10 14  2  0
 13 14  1  0
 13 15  1  0
 10 16  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 15 20  1  0
 19 20  2  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 22 27  1  0
 26 27  1  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: 353.55

Molecular Weight (Monoisotopic): 353.2831

AlogP: 5.00

#Rotatable Bonds: 7

Polar Surface Area: 22.27

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.19

CX LogP: 4.45

CX LogD: -0.16

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -0.61

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