2-pyridinecarboxaldehyde 4-(1-benzylpiperidin-4-yl)thiosemicarbazone

ID: ALA4160164

PubChem CID: 145420211

Max Phase: Preclinical

Molecular Formula: C19H23N5S

Molecular Weight: 353.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  S=C(N/N=C/c1ccccn1)NC1CCN(Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C19H23N5S/c25-19(23-21-14-18-8-4-5-11-20-18)22-17-9-12-24(13-10-17)15-16-6-2-1-3-7-16/h1-8,11,14,17H,9-10,12-13,15H2,(H2,22,23,25)/b21-14+

Standard InChI Key:  NIGPCXNXYZQPNT-KGENOOAVSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   35.2840  -20.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2828  -21.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9976  -21.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7139  -21.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7111  -20.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9958  -19.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5680  -21.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8539  -21.1958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8586  -20.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1486  -19.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4313  -20.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4287  -21.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1433  -21.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7188  -19.9463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0025  -20.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2900  -19.9398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9988  -21.1804    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.5737  -20.3490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8612  -19.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1448  -20.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4349  -19.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7191  -20.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7149  -21.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4324  -21.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1453  -21.1632    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA4160164

   ---

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: 353.50

Molecular Weight (Monoisotopic): 353.1674

AlogP: 2.54

#Rotatable Bonds: 5

Polar Surface Area: 52.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.29

CX Basic pKa: 8.41

CX LogP: 3.10

CX LogD: 2.05

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -2.09

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