2-((4-Fluoro-1-(2-chlorobenzyl)piperidin-4-yl)methyl)-5,6-dimethoxy-2,3-dihydrobenzo[b]thiophene 1,1-dioxide

ID: ALA5206971

PubChem CID: 168297415

Max Phase: Preclinical

Molecular Formula: C23H27ClFNO4S

Molecular Weight: 467.99

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)S(=O)(=O)C(CC1(F)CCN(Cc3ccccc3Cl)CC1)C2

Standard InChI:  InChI=1S/C23H27ClFNO4S/c1-29-20-12-17-11-18(31(27,28)22(17)13-21(20)30-2)14-23(25)7-9-26(10-8-23)15-16-5-3-4-6-19(16)24/h3-6,12-13,18H,7-11,14-15H2,1-2H3

Standard InChI Key:  QRNDJFDMVRDZBB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.6533   -1.0809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8284   -1.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3934    0.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8240    1.8777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5384    1.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8796    1.7157    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0922    2.5128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    2.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6533    0.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0657   -0.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8908   -0.3673    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 26 28  2  0
 29 11  1  0
 30 29  1  0
  8 30  1  0
  4 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5206971

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 467.99

Molecular Weight (Monoisotopic): 467.1333

AlogP: 4.45

#Rotatable Bonds: 6

Polar Surface Area: 55.84

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.02

CX LogP: 3.44

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -0.76

References

1. Liu Y, Uras G, Onuwaje I, Li W, Yao H, Xu S, Li X, Li X, Phillips J, Allen S, Gong Q, Zhang H, Zhu Z, Liu J, Xu J..  (2022)  Novel inhibitors of AChE and Aβ aggregation with neuroprotective properties as lead compounds for the treatment of Alzheimer's disease.,  235  [PMID:35339839] [10.1016/j.ejmech.2022.114305]

Source

Source(1):

• Scientific Literature