3-Pyridin-3-ylethynyl-1H-indole

ID: ALA1812554

PubChem CID: 53392059

Max Phase: Preclinical

Molecular Formula: C15H10N2

Molecular Weight: 218.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C(#Cc1c[nH]c2ccccc12)c1cccnc1

Standard InChI:  InChI=1S/C15H10N2/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

Standard InChI Key:  RJDQEUGUODPOCT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    1.3819   -7.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3807   -8.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0956   -8.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0938   -6.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8091   -7.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8094   -8.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5999   -8.4465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0882   -7.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5994   -7.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8524   -6.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1045   -5.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3565   -4.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613   -4.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4135   -3.7851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8590   -3.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0491   -3.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007   -4.1356    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  3  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:

   

   ALA1812554

   3-(2-pyridin-3-ylethynyl)-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: 218.26

Molecular Weight (Monoisotopic): 218.0844

AlogP: 2.96

#Rotatable Bonds: ┄

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: 3.06

CX LogP: 2.98

CX LogD: 2.98

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.58

Np Likeness Score: -0.79

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