3-(2-(Pyridin-3-yl)ethyl)-1H-indole

ID: ALA1812553

PubChem CID: 19005702

Max Phase: Preclinical

Molecular Formula: C15H14N2

Molecular Weight: 222.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cncc(CCc2c[nH]c3ccccc23)c1

Standard InChI:  InChI=1S/C15H14N2/c1-2-6-15-14(5-1)13(11-17-15)8-7-12-4-3-9-16-10-12/h1-6,9-11,17H,7-8H2

Standard InChI Key:  PHSMWONUYCOJFC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -5.1098   -6.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1109   -7.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3961   -7.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3979   -6.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6825   -6.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6823   -7.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8918   -7.7090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4035   -7.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8922   -6.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375   -5.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8306   -5.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759   -4.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7699   -4.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5151   -3.6696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0676   -3.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8781   -3.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1291   -4.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  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  2  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 14 15  2  0
  5  4  2  0
 15 16  1  0
  6  7  1  0
 16 17  2  0
 17 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1812553

   3-(2-(3-Pyridyl)ethyl)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: 222.29

Molecular Weight (Monoisotopic): 222.1157

AlogP: 3.35

#Rotatable Bonds: 3

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: 5.54

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.72

Np Likeness Score: -0.42

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