3-(1-(3-(isoindolin-2-yl)propyl)piperidin-4-yl)-1H-indole

ID: ALA3609357

PubChem CID: 9841781

Max Phase: Preclinical

Molecular Formula: C24H29N3

Molecular Weight: 359.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)CN(CCCN1CCC(c3c[nH]c4ccccc34)CC1)C2

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

Standard InChI Key:  AVXYZHOVWRYDSQ-UHFFFAOYSA-N

Molfile:  

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   -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
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    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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    7.3946    8.6114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0653    9.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4189    7.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7586    8.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5390    9.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7069   10.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1178   10.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3375    8.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1515    7.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  4  2  0
  4  1  1  0
  5  6  1  0
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  9 10  1  0
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 18 19  1  0
 19 20  1  0
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 21 19  1  0
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 24 25  2  0
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 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3609357

   3-[1-[3-(1,3-dihydroisoindol-2-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: 4.75

#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: 9.46

CX LogP: 4.11

CX LogD: 2.04

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -0.76

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