3-(2-(1H-Tetrazol-5-yl)ethyl)-1H-indole

ID: ALA1812658

PubChem CID: 56666179

Max Phase: Preclinical

Molecular Formula: C11H11N5

Molecular Weight: 213.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(CCc3nnn[nH]3)c[nH]c2c1

Standard InChI:  InChI=1S/C11H11N5/c1-2-4-10-9(3-1)8(7-12-10)5-6-11-13-15-16-14-11/h1-4,7,12H,5-6H2,(H,13,14,15,16)

Standard InChI Key:  IMXAYMFKAFGJBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    9.1319  -17.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1307  -18.5773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8456  -18.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8438  -17.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5591  -17.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5594  -18.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3499  -18.8340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8382  -18.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3494  -17.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6041  -16.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4110  -16.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6657  -15.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4461  -15.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4458  -14.6666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6610  -14.4119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1764  -15.0796    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  1  0
 11 12  1  0
 12 13  1  0
  2  3  1  0
  3  6  2  0
  1  2  2  0
  5  4  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1812658

   3-[2-(2H-tetrazol-5-yl)ethyl]-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: 213.24

Molecular Weight (Monoisotopic): 213.1014

AlogP: 1.47

#Rotatable Bonds: 3

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: 5.08

CX Basic pKa: ┄

CX LogP: 1.73

CX LogD: 0.19

Aromatic Rings: 3

Heavy Atoms: 16

QED Weighted: 0.69

Np Likeness Score: -1.33

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