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

ID: ALA3609355

PubChem CID: 122187556

Max Phase: Preclinical

Molecular Formula: C20H25N3

Molecular Weight: 307.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(C3CCN(CCCn4cccc4)CC3)c[nH]c2c1

Standard InChI:  InChI=1S/C20H25N3/c1-2-7-20-18(6-1)19(16-21-20)17-8-14-23(15-9-17)13-5-12-22-10-3-4-11-22/h1-4,6-7,10-11,16-17,21H,5,8-9,12-15H2

Standard InChI Key:  RMTLXPZRUYAFBY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  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
    8.0797    9.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4129    7.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7623    8.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5564    9.6682    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 20  1  0
 20 23  2  0
 22 21  2  0
 21 19  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3609355

   ---

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: 307.44

Molecular Weight (Monoisotopic): 307.2048

AlogP: 4.24

#Rotatable Bonds: 5

Polar Surface Area: 23.96

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.13

CX LogP: 3.73

CX LogD: 1.06

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -0.88

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