N1-(2-chlorobenzyl)-N2-(2-(1-(phenylsulfonyl)-1H-indol-4-yloxy)ethyl)ethane-1,2-diamine

ID: ALA4878383

PubChem CID: 164627505

Max Phase: Preclinical

Molecular Formula: C25H26ClN3O3S

Molecular Weight: 484.02

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1ccccc1)n1ccc2c(OCCNCCNCc3ccccc3Cl)cccc21

Standard InChI:  InChI=1S/C25H26ClN3O3S/c26-23-10-5-4-7-20(23)19-28-15-14-27-16-18-32-25-12-6-11-24-22(25)13-17-29(24)33(30,31)21-8-2-1-3-9-21/h1-13,17,27-28H,14-16,18-19H2

Standard InChI Key:  ZQCBFXXNIMDVLV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.8713   -6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1656   -6.0216    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1646   -6.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8381   -3.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5479   -4.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7155   -5.4193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5259   -5.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0827   -3.3824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7888   -2.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4981   -3.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2042   -2.9658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9135   -3.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6148   -2.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3219   -3.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0219   -2.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0160   -2.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3042   -1.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6071   -2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3274   -4.1767    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 30 31  2  0
 31 32  1  0
 32 27  2  0
 28 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878383

   ---

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: 484.02

Molecular Weight (Monoisotopic): 483.1383

AlogP: 4.29

#Rotatable Bonds: 11

Polar Surface Area: 72.36

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.78

CX LogP: 4.44

CX LogD: 3.04

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -1.27

References

1. Wichur T, Pasieka A, Godyń J, Panek D, Góral I, Latacz G, Honkisz-Orzechowska E, Bucki A, Siwek A, Głuch-Lutwin M, Knez D, Brazzolotto X, Gobec S, Kołaczkowski M, Sabate R, Malawska B, Więckowska A..  (2021)  Discovery of 1-(phenylsulfonyl)-1H-indole-based multifunctional ligands targeting cholinesterases and 5-HT₆ receptor with anti-aggregation properties against amyloid-beta and tau.,  225  [PMID:34461507] [10.1016/j.ejmech.2021.113783]

Source

Source(1):

• Scientific Literature