(E)-1-benzyl-4(2-((3,4-dimethoxyphenyl)sulfonyl)vinyl)piperidine

ID: ALA5209880

PubChem CID: 168297974

Max Phase: Preclinical

Molecular Formula: C22H27NO4S

Molecular Weight: 401.53

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)/C=C/C2CCN(Cc3ccccc3)CC2)cc1OC

Standard InChI:  InChI=1S/C22H27NO4S/c1-26-21-9-8-20(16-22(21)27-2)28(24,25)15-12-18-10-13-23(14-11-18)17-19-6-4-3-5-7-19/h3-9,12,15-16,18H,10-11,13-14,17H2,1-2H3/b15-12+

Standard InChI Key:  BFMSOQNGIADECS-NTCAYCPXSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
  -12.6043    2.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3187    1.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3187    0.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6042    0.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8897    0.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8898    1.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1752    0.4682    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4607    0.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7463    0.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0318    0.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3174    0.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6029    0.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6028   -0.7691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3173   -1.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0318   -0.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   -1.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   -2.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1738   -2.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1737   -3.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8882   -3.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   -3.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   -2.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5877   -0.2463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7628    1.1826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0332    2.1180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0333    2.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6043    2.9431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8899    3.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 10 15  1  0
 13 16  1  0
 16 17  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
  7 23  2  0
  7 24  2  0
  2 25  1  0
 25 26  1  0
  1 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5209880

   ---

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: 401.53

Molecular Weight (Monoisotopic): 401.1661

AlogP: 3.90

#Rotatable Bonds: 7

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: 7.33

CX LogP: 3.32

CX LogD: 3.05

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -0.63

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