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

ID: ALA4873700

PubChem CID: 164621197

Max Phase: Preclinical

Molecular Formula: C20H22N2O3S

Molecular Weight: 370.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1ccccc1)n1ccc2c(OCCNCC3CC3)cccc21

Standard InChI:  InChI=1S/C20H22N2O3S/c23-26(24,17-5-2-1-3-6-17)22-13-11-18-19(22)7-4-8-20(18)25-14-12-21-15-16-9-10-16/h1-8,11,13,16,21H,9-10,12,14-15H2

Standard InChI Key:  XVBRENVJHDFZHI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    3.7085  -28.5851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9960  -28.1726    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9950  -28.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654  -25.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6643  -26.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0927  -25.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3773  -25.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0956  -26.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3820  -26.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5512  -27.5644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3694  -27.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7058  -26.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1911  -28.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9400  -27.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1342  -27.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5798  -27.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8368  -28.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6419  -28.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8057  -25.1035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5217  -25.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2347  -25.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9508  -25.5080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6637  -25.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3798  -25.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7959  -26.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2057  -25.4988    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  9  1  0
  8  6  1  0
  6  7  2  0
  7  4  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 10  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
  6 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 25 24  1  0
 26 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873700

   ---

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: 370.47

Molecular Weight (Monoisotopic): 370.1351

AlogP: 3.26

#Rotatable Bonds: 8

Polar Surface Area: 60.33

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.74

CX LogP: 3.26

CX LogD: 0.97

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: -1.04

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