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

ID: ALA539601

PubChem CID: 9884513

Max Phase: Preclinical

Molecular Formula: C21H32Cl2FN3

Molecular Weight: 343.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.Fc1ccc2[nH]cc(C3CCN(CCCN4CCCCC4)CC3)c2c1

Standard InChI:  InChI=1S/C21H30FN3.2ClH/c22-18-5-6-21-19(15-18)20(16-23-21)17-7-13-25(14-8-17)12-4-11-24-9-2-1-3-10-24;;/h5-6,15-17,23H,1-4,7-14H2;2*1H

Standard InChI Key:  ZYNFHHUKQNDRHS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  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 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
   -3.3560    1.3452    0.0000 F   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
 23 26  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: 343.49

Molecular Weight (Monoisotopic): 343.2424

AlogP: 4.36

#Rotatable Bonds: 5

Polar Surface Area: 22.27

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.70

CX LogP: 3.63

CX LogD: 1.02

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: -1.09

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