salicylaldehyde 4-(1-benzylpiperidin-4-yl)thiosemicarbazone

ID: ALA4163526

PubChem CID: 145420210

Max Phase: Preclinical

Molecular Formula: C20H24N4OS

Molecular Weight: 368.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccccc1/C=N/NC(=S)NC1CCN(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C20H24N4OS/c25-19-9-5-4-8-17(19)14-21-23-20(26)22-18-10-12-24(13-11-18)15-16-6-2-1-3-7-16/h1-9,14,18,25H,10-13,15H2,(H2,22,23,26)/b21-14+

Standard InChI Key:  IMWLDUOIPZXFFE-KGENOOAVSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   35.6150   -7.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6139   -8.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3287   -8.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0452   -8.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0423   -7.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3269   -7.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8992   -8.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1850   -8.4178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1897   -7.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4795   -7.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7623   -7.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7597   -8.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4743   -8.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0498   -7.1683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3334   -7.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6209   -7.1618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3297   -8.4025    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.9045   -7.5710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1920   -7.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4756   -7.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7656   -7.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0497   -7.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0455   -8.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7631   -8.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4760   -8.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1905   -8.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4163526

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.51

Molecular Weight (Monoisotopic): 368.1671

AlogP: 2.85

#Rotatable Bonds: 5

Polar Surface Area: 59.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.92

CX Basic pKa: 8.25

CX LogP: 2.81

CX LogD: 2.28

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -1.60

References

1. Palanimuthu D, Poon R, Sahni S, Anjum R, Hibbs D, Lin HY, Bernhardt PV, Kalinowski DS, Richardson DR..  (2017)  A novel class of thiosemicarbazones show multi-functional activity for the treatment of Alzheimer's disease.,  139  [PMID:28841514] [10.1016/j.ejmech.2017.08.021]

Source

Source(1):

• Scientific Literature