2-[5-(4-Ethoxyphenyl)-4H-[1,2,4ltriazol-3-ylsulfanyl]N-(2,2,6,6-tetramethyl-piperidin-4-yl)acetamide

ID: ALA3732503

PubChem CID: 54575995

Max Phase: Preclinical

Molecular Formula: C21H31N5O2S

Molecular Weight: 417.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(-c2nnc(SCC(=O)NC3CC(C)(C)NC(C)(C)C3)[nH]2)cc1

Standard InChI:  InChI=1S/C21H31N5O2S/c1-6-28-16-9-7-14(8-10-16)18-23-19(25-24-18)29-13-17(27)22-15-11-20(2,3)26-21(4,5)12-15/h7-10,15,26H,6,11-13H2,1-5H3,(H,22,27)(H,23,24,25)

Standard InChI Key:  QBSONGOPUVUPEF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9511   -0.8815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9530   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2010   -3.2957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7343   -2.9815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4437   -1.8467    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3221   -3.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8153   -2.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6938   -4.1290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1869   -3.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3071   -1.8175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972    1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331    3.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0667   -5.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5588   -5.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1711   -3.6689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2914   -2.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7994   -2.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4876   -2.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5650   -1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0432   -6.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7492   -4.8867    0.0000 C   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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 16 21  1  0
 16 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
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 24 26  1  0
 24 27  1  0
 22 28  1  0
 22 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3732503

   2-[[5-(4-ethoxyphenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide

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: 417.58

Molecular Weight (Monoisotopic): 417.2198

AlogP: 3.39

#Rotatable Bonds: 7

Polar Surface Area: 91.93

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.36

CX Basic pKa: 10.39

CX LogP: 0.11

CX LogD: -0.78

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.65

References

1.  (2011)  Small-molecule choline kinase inhibitors as anti-cancer therapeutics, 

Source

Source(1):

• Patent Bioactivity Data