2-(biphenyl-4-ylsulfonyl)-1-methyl-1H-indole

ID: ALA4558065

PubChem CID: 155554595

Max Phase: Preclinical

Molecular Formula: C21H17NO2S

Molecular Weight: 347.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(S(=O)(=O)c2ccc(-c3ccccc3)cc2)cc2ccccc21

Standard InChI:  InChI=1S/C21H17NO2S/c1-22-20-10-6-5-9-18(20)15-21(22)25(23,24)19-13-11-17(12-14-19)16-7-3-2-4-8-16/h2-15H,1H3

Standard InChI Key:  XRTOPZCEMGFFNX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    6.7398  -19.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7439  -20.2606    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4495  -19.8484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2467  -19.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456  -20.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536  -21.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9518  -19.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6604  -19.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6653  -20.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4496  -20.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9297  -20.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4418  -19.6059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6898  -18.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1596  -20.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9908  -22.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3967  -21.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9793  -20.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1682  -22.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7576  -21.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4027  -23.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9982  -23.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4118  -24.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2298  -24.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6325  -23.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2165  -23.0782    0.0000 C   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
 12 13  1  0
 11  2  1  0
  2 14  1  0
 14 19  2  0
 18 15  2  0
 15 16  1  0
 16 17  2  0
 17 14  1  0
 18 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 15 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558065

   ---

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: 347.44

Molecular Weight (Monoisotopic): 347.0980

AlogP: 4.68

#Rotatable Bonds: 3

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: 4.99

CX LogD: 4.99

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -0.78

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