N-(3,5-Dimemethoxyphenyl)-2-[5-(4-ethoxyphenyl)-4H-[1,2,4]triazol-3-ylsulfanyl]acetamide

ID: ALA3728842

PubChem CID: 54575592

Max Phase: Preclinical

Molecular Formula: C20H22N4O4S

Molecular Weight: 414.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(-c2nnc(SCC(=O)Nc3cc(OC)cc(OC)c3)[nH]2)cc1

Standard InChI:  InChI=1S/C20H22N4O4S/c1-4-28-15-7-5-13(6-8-15)19-22-20(24-23-19)29-12-18(25)21-14-9-16(26-2)11-17(10-14)27-3/h5-11H,4,12H2,1-3H3,(H,21,25)(H,22,23,24)

Standard InChI Key:  BFHDCJINGRBYBF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    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
   -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
  -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 C   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
   -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
  -13.9013   -1.0826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1961   -0.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4415   -6.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6349   -6.1268    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
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 14 22  2  0
  2 23  1  0
 23 24  1  0
 24 25  1  0
 20 26  1  0
 26 27  1  0
 18 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3728842

   N-(3,5-dimethoxyphenyl)-2-[[5-(4-ethoxyphenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]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: 414.49

Molecular Weight (Monoisotopic): 414.1362

AlogP: 3.62

#Rotatable Bonds: 9

Polar Surface Area: 98.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.37

CX Basic pKa: 1.73

CX LogP: 2.72

CX LogD: 2.68

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.79

References

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

Source

Source(1):

• Patent Bioactivity Data