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

ID: ALA1812659

PubChem CID: 56666180

Max Phase: Preclinical

Molecular Formula: C14H14N2S

Molecular Weight: 242.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1c[nH]c(SCCc2c[nH]c3ccccc23)c1

Standard InChI:  InChI=1S/C14H14N2S/c1-2-5-13-12(4-1)11(10-16-13)7-9-17-14-6-3-8-15-14/h1-6,8,10,15-16H,7,9H2

Standard InChI Key:  AIAWOYMIYLQRCW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -5.0634  -25.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0646  -26.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3499  -27.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3517  -25.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363  -25.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6360  -26.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457  -26.9687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3574  -26.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461  -25.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5914  -24.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846  -24.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5299  -23.8833    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231  -23.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1104  -24.2607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6038  -23.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321  -23.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3884  -22.9554    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  1  0
 13 14  1  0
  3  6  2  0
  1  2  2  0
  5  4  2  0
  6  7  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1812659

   3-[2-(1H-pyrrol-2-ylsulfanyl)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: 242.35

Molecular Weight (Monoisotopic): 242.0878

AlogP: 3.83

#Rotatable Bonds: 4

Polar Surface Area: 31.58

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.67

Np Likeness Score: -0.48

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