3-(3-(Pyridin-3-yl)propyl)-1H-indole

ID: ALA1812653

PubChem CID: 53392060

Max Phase: Preclinical

Molecular Formula: C16H16N2

Molecular Weight: 236.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cncc(CCCc2c[nH]c3ccccc23)c1

Standard InChI:  InChI=1S/C16H16N2/c1-2-9-16-15(8-1)14(12-18-16)7-3-5-13-6-4-10-17-11-13/h1-2,4,6,8-12,18H,3,5,7H2

Standard InChI Key:  YBFSGMZRHXSPTL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    0.9027   -5.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9016   -6.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164   -6.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6146   -5.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3300   -5.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302   -6.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207   -6.7756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6090   -6.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1203   -5.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5262   -4.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512   -4.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7576   -3.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5825   -3.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9970   -4.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8212   -4.6878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2284   -3.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8054   -3.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9825   -3.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  9  5  1  0
  4  1  1  0
  9 10  1  0
  5  6  1  0
 10 11  1  0
 11 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 13 14  2  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 15 16  2  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
 18 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1812653

   3-(3-pyridin-3-ylpropyl)-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: 236.32

Molecular Weight (Monoisotopic): 236.1313

AlogP: 3.74

#Rotatable Bonds: 4

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.56

CX LogP: 3.84

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.73

Np Likeness Score: -0.39

References

1. Dolusić E, Larrieu P, Moineaux L, Stroobant V, Pilotte L, Colau D, Pochet L, Van den Eynde B, Masereel B, Wouters J, Frédérick R..  (2011)  Tryptophan 2,3-dioxygenase (TDO) inhibitors. 3-(2-(pyridyl)ethenyl)indoles as potential anticancer immunomodulators.,  54  (15): [PMID:21726069] [10.1021/jm2006782]

Source

Source(1):

• Scientific Literature