(E)-3-(2-(1H-Tetrazol-5-yl)vinyl)-1H-indole

ID: ALA1812544

PubChem CID: 136086940

Max Phase: Preclinical

Molecular Formula: C11H9N5

Molecular Weight: 211.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C(=C/c1c[nH]c2ccccc12)\c1nnn[nH]1

Standard InChI:  InChI=1S/C11H9N5/c1-2-4-10-9(3-1)8(7-12-10)5-6-11-13-15-16-14-11/h1-7,12H,(H,13,14,15,16)/b6-5+

Standard InChI Key:  YLHZVTMUYKFTNE-AATRIKPKSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
   17.1694  -18.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1682  -19.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8831  -20.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8813  -18.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5966  -18.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5969  -19.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3874  -19.9798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8757  -19.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3869  -18.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6416  -17.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4485  -17.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7032  -16.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4852  -16.6353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4849  -15.8103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7002  -15.5556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2155  -16.2232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  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  2  0
 11 12  1  0
 15 16  1  0
  2  3  1  0
 13 14  1  0
  3  6  2  0
  1  2  2  0
  5  4  2  0
 12 13  1  0
 14 15  2  0
 16 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1812544

   ---

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: 211.23

Molecular Weight (Monoisotopic): 211.0858

AlogP: 1.85

#Rotatable Bonds: 2

Polar Surface Area: 70.25

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.41

CX Basic pKa: ┄

CX LogP: 1.89

CX LogD: 0.30

Aromatic Rings: 3

Heavy Atoms: 16

QED Weighted: 0.68

Np Likeness Score: -0.88

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