3-[1-(benzenesulfonyl)indol-3-yl]propan-1-amine

ID: ALA5197300

PubChem CID: 168289306

Max Phase: Preclinical

Molecular Formula: C17H18N2O2S

Molecular Weight: 314.41

Names and Identifiers

Canonical SMILES:  NCCCc1cn(S(=O)(=O)c2ccccc2)c2ccccc12

Standard InChI:  InChI=1S/C17H18N2O2S/c18-12-6-7-14-13-19(17-11-5-4-10-16(14)17)22(20,21)15-8-2-1-3-9-15/h1-5,8-11,13H,6-7,12,18H2

Standard InChI Key:  IYZGRUWYPHQOBK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    1.8818   -0.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4156    0.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913    0.4266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8038   -0.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2517   -0.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8634   -1.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6082   -0.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3155   -1.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -1.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8037    1.1409    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913    1.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0210    1.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0412    1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286    1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8636    1.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762    1.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8671    0.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0428    0.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5018   -0.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674   -0.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2762   -0.5244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5618   -0.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  6  7  2  0
  4  7  1  0
  8  6  1  0
  9  8  2  0
  5  9  1  0
  3 10  1  0
 10 11  2  0
 10 12  2  0
 13 14  2  0
 14 10  1  0
 15 13  1  0
 16 15  2  0
 17 16  1  0
 14 18  1  0
 18 17  2  0
  2 19  2  0
  5 19  1  0
 19 20  1  0
 20  1  1  0
 21 22  1  0
 22  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5197300

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 314.41

Molecular Weight (Monoisotopic): 314.1089

AlogP: 2.77

#Rotatable Bonds: 5

Polar Surface Area: 65.09

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.05

CX LogP: 2.86

CX LogD: 0.36

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -0.76

References

1. Kraupner N, Dinh CP, Wen X, Landry V, Herledan A, Leroux F, Bosc D, Charton J, Maillard C, Warenghem S, Duplan I, Piveteau C, Hennuyer N, Staels B, Deprez B, Deprez-Poulain R..  (2022)  Identification of indole-based activators of insulin degrading enzyme.,  228  [PMID:34815130] [10.1016/j.ejmech.2021.113982]

Source

Source(1):

• Scientific Literature