5-bromo-1-methyl-2-tosyl-1H-indole

ID: ALA4558946

PubChem CID: 155557549

Max Phase: Preclinical

Molecular Formula: C16H14BrNO2S

Molecular Weight: 364.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)c2cc3cc(Br)ccc3n2C)cc1

Standard InChI:  InChI=1S/C16H14BrNO2S/c1-11-3-6-14(7-4-11)21(19,20)16-10-12-9-13(17)5-8-15(12)18(16)2/h3-10H,1-2H3

Standard InChI Key:  JUYZWNJSYIIUEG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   24.3795  -20.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3837  -21.6391    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.0893  -21.2269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8906  -21.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8895  -22.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5975  -22.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5957  -20.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3043  -21.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3091  -22.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0892  -22.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5665  -21.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0814  -20.9859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7965  -22.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3883  -23.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8004  -23.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6197  -23.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0251  -23.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6107  -22.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0328  -24.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3294  -20.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1814  -22.4745    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 11  2  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 12 20  1  0
  5 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558946

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.26

Molecular Weight (Monoisotopic): 362.9929

AlogP: 4.08

#Rotatable Bonds: 2

Polar Surface Area: 39.07

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.21

References

1. Xia Q, Bao X, Sun C, Wu D, Rong X, Liu Z, Gu Y, Zhou J, Liang G..  (2018)  Design, synthesis and biological evaluation of novel 2-sulfonylindoles as potential anti-inflammatory therapeutic agents for treatment of acute lung injury.,  160  [PMID:30326372] [10.1016/j.ejmech.2018.10.014]

Source

Source(1):

• Scientific Literature