1-[5-benzyl-4-(4-methoxyphenyl)thiazol-2-yl]-piperazine trihydrochloride

ID: ALA4446182

PubChem CID: 23655017

Max Phase: Preclinical

Molecular Formula: C21H26Cl3N3OS

Molecular Weight: 365.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc(N3CCNCC3)sc2Cc2ccccc2)cc1.Cl.Cl.Cl

Standard InChI:  InChI=1S/C21H23N3OS.3ClH/c1-25-18-9-7-17(8-10-18)20-19(15-16-5-3-2-4-6-16)26-21(23-20)24-13-11-22-12-14-24;;;/h2-10,22H,11-15H2,1H3;3*1H

Standard InChI Key:  DSUIAGLLCUIDBP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 29  0  0  0  0  0  0  0  0999 V2000
   14.7449  -12.7811    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.6448  -12.0028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3059  -11.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0524  -11.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1379  -12.6676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4767  -13.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7302  -12.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7283  -10.8711    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.8982  -11.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1905  -12.0791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5832  -11.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9156  -10.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7839  -11.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5314  -12.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7320  -12.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1852  -12.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4378  -11.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2371  -11.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3859  -12.2119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1334  -12.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5070  -10.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9156   -9.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5070   -8.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9156   -7.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7328   -7.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1414   -8.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7328   -9.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7101   -9.7855    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.6176  -10.3846    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  2  7  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  8 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 19 20  1  0
 16 19  1  0
 11 13  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 22 27  2  0
 12 21  1  0
  2  9  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.50

Molecular Weight (Monoisotopic): 365.1562

AlogP: 3.82

#Rotatable Bonds: 5

Polar Surface Area: 37.39

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.69

CX LogP: 4.99

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.75

Np Likeness Score: -1.14

References

1.  (2014)  2,4,5-trisubstituted thiazole compounds,preparation methods,pharmaceutical compositions and medical uses thereof, 

2.  (2016)  2,4,5-trisubstituted thiazole compounds,preparation methods,pharmaceutical compositions and medical uses thereof, 

Source

Source(1):

• Patent Bioactivity Data