(3RS)-N-(4-Chlorobenzyl)-N-methyl-1-[1-(1-methylpiperidin-3-yl)-1H-1,2,3-triazol-4-yl]-methanamine

ID: ALA3764385

PubChem CID: 127038188

Max Phase: Preclinical

Molecular Formula: C17H24ClN5

Molecular Weight: 333.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(Cc1ccc(Cl)cc1)Cc1cn(C2CCCN(C)C2)nn1

Standard InChI:  InChI=1S/C17H24ClN5/c1-21-9-3-4-17(13-21)23-12-16(19-20-23)11-22(2)10-14-5-7-15(18)8-6-14/h5-8,12,17H,3-4,9-11,13H2,1-2H3

Standard InChI Key:  PMCZVTZDVNSNSP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.6387    6.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1309    6.3335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2121    3.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463    5.2884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537    5.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2149    3.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   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
    2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6153    5.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0175    7.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5096    7.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3975    8.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8885    8.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4916    7.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6038    5.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1128    6.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6844    6.9228    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  3  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  8 13  1  0
  8 14  1  0
  3 10  1  0
  1  6  1  0
  2 15  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 20 23  1  0
  2 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3764385

   ---

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: 333.87

Molecular Weight (Monoisotopic): 333.1720

AlogP: 2.83

#Rotatable Bonds: 5

Polar Surface Area: 37.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.36

CX LogP: 2.86

CX LogD: 1.84

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.84

Np Likeness Score: -1.98

References

1. Keller M, Wolfgardt A, Müller C, Wilcken R, Böckler FM, Oliaro-Bosso S, Ferrante T, Balliano G, Bracher F..  (2016)  Arylpiperidines as a new class of oxidosqualene cyclase inhibitors.,  109  [PMID:26745812] [10.1016/j.ejmech.2015.12.025]

Source

Source(1):

• Scientific Literature