2-(1H-indol-3-yl)acetonitrile

ID: ALA1812654

Cas Number: 771-51-7

PubChem CID: 351795

Product Number: I107936, Order Now?

Max Phase: Preclinical

Molecular Formula: C10H8N2

Molecular Weight: 156.19

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-Indoleacetonitrile | 3-Indoleacetonitrile|771-51-7|Indole-3-acetonitrile|2-(1H-indol-3-yl)acetonitrile|3-Indolylacetonitrile|1H-Indole-3-acetonitrile|3-(Cyanomethyl)indole|Indolylacetonitrile|Indoleacetonitrile|Indolylacetonitril|3-Indolacetonitrile|Acetonitrile, 3-indolyl-|1H-Indol-3-ylacetonitrile|Indol-3-ylacetonitrile|(3-Indolyl)acetonitrile|USAF CB-29|(indol-3-yl)acetonitrile|3-Cyanomethyl-1H-indole|(1H-indol-3-yl)-acetonitrile|NSC 523272|Indolyl-3-acetonitrile|AG97OFW8JW|(Indole-3-yl)aceShow More⌵

Canonical SMILES:  N#CCc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C10H8N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5H2

Standard InChI Key:  DMCPFOBLJMLSNX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
    1.7142  -11.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7131  -12.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4275  -13.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4257  -11.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407  -11.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409  -12.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9309  -12.9930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4189  -12.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305  -11.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850  -10.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9915  -10.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941  -10.5182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  6  2  0
  1  2  2  0
  5  4  2  0
  6  7  1  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  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA1812654

   3-Indoleacetonitrile

Molecule Features

Natural Product: Yes

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: 156.19

Molecular Weight (Monoisotopic): 156.0687

AlogP: 2.23

#Rotatable Bonds: 1

Polar Surface Area: 39.58

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.74

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 1.77

Aromatic Rings: 2

Heavy Atoms: 12

QED Weighted: 0.68

Np Likeness Score: -0.36

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]

2. Chen M, Gan L, Lin S, Wang X, Li L, Li Y, Zhu C, Wang Y, Jiang B, Jiang J, Yang Y, Shi J..  (2012)  Alkaloids from the root of Isatis indigotica.,  75  (6): [PMID:22694318] [10.1021/np3002833]

Source

Source(1):

• Scientific Literature