3-(1-(3-(indolin-1-yl)propyl)piperidin-4-yl)-1H-indole

ID: ALA3609356

PubChem CID: 9820229

Max Phase: Preclinical

Molecular Formula: C24H29N3

Molecular Weight: 359.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)CCN2CCCN1CCC(c2c[nH]c3ccccc23)CC1

Standard InChI:  InChI=1S/C24H29N3/c1-4-9-24-20(6-1)12-17-27(24)14-5-13-26-15-10-19(11-16-26)22-18-25-23-8-3-2-7-21(22)23/h1-4,6-9,18-19,25H,5,10-17H2

Standard InChI Key:  MFDYWYJOGOJHIF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   -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
   -1.0028    1.5132    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
    1.7138   -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
    1.7138    1.2033    0.0000 C   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
    8.3891    7.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7452    8.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5459    9.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0740    9.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5472   11.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5313   12.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0031   12.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5268   10.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 10  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 23  1  0
 21 20  1  0
 20 19  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3609356

   3-[1-[3-(2,3-dihydroindol-1-yl)propyl]piperidin-4-yl]-1H-indole

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: 359.52

Molecular Weight (Monoisotopic): 359.2361

AlogP: 4.80

#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: 9.43

CX LogP: 4.57

CX LogD: 2.55

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -0.92

References

1. Hayashi R, Ohmori E, Moriwaki M, Kumagai H, Isogaya M..  (2015)  Indolylpiperidine derivatives as potent and selective α1B adrenoceptor antagonists.,  25  (18): [PMID:26238322] [10.1016/j.bmcl.2015.07.046]

Source

Source(1):

• Scientific Literature