N-benzyl-N-methyl-2-(1-(phenylsulfonyl)-1H-indol-4-yloxy)ethanamine

ID: ALA4872905

PubChem CID: 164622054

Max Phase: Preclinical

Molecular Formula: C24H24N2O3S

Molecular Weight: 420.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(CCOc1cccc2c1ccn2S(=O)(=O)c1ccccc1)Cc1ccccc1

Standard InChI:  InChI=1S/C24H24N2O3S/c1-25(19-20-9-4-2-5-10-20)17-18-29-24-14-8-13-23-22(24)15-16-26(23)30(27,28)21-11-6-3-7-12-21/h2-16H,17-19H2,1H3

Standard InChI Key:  VLCCVJKHNSXKPG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.8940   -5.4562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1882   -5.0476    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.1872   -5.8631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8607   -2.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8596   -3.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2745   -2.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5658   -2.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2773   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5705   -3.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7381   -4.4453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5486   -4.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8817   -3.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3910   -4.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1422   -4.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3441   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7950   -4.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0495   -5.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8470   -5.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9806   -2.0078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6899   -2.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3960   -2.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1053   -2.4084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8114   -1.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5207   -2.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5209   -3.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2293   -3.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9365   -3.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9307   -2.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2218   -1.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1084   -3.2256    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
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  2 13  1  0
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 16 17  1  0
 17 18  2  0
 18 13  1  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 22 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872905

   ---

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: 420.53

Molecular Weight (Monoisotopic): 420.1508

AlogP: 4.39

#Rotatable Bonds: 8

Polar Surface Area: 51.54

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.62

CX LogP: 4.59

CX LogD: 3.34

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: -1.38

References

1. Wichur T, Godyń J, Góral I, Latacz G, Bucki A, Siwek A, Głuch-Lutwin M, Mordyl B, Śniecikowska J, Walczak M, Knez D, Jukič M, Sałat K, Gobec S, Kołaczkowski M, Malawska B, Brazzolotto X, Więckowska A..  (2021)  Development and crystallography-aided SAR studies of multifunctional BuChE inhibitors and 5-HT₆R antagonists with β-amyloid anti-aggregation properties.,  225  [PMID:34530376] [10.1016/j.ejmech.2021.113792]

Source

Source(1):

• Scientific Literature