(1-(2,4,6-trichlorobenzyl)-1H-1,2,3-triazol-4-yl)methyl cinnamate

ID: ALA4589381

PubChem CID: 155567636

Max Phase: Preclinical

Molecular Formula: C19H14Cl3N3O2

Molecular Weight: 422.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)OCc1cn(Cc2c(Cl)cc(Cl)cc2Cl)nn1

Standard InChI:  InChI=1S/C19H14Cl3N3O2/c20-14-8-17(21)16(18(22)9-14)11-25-10-15(23-24-25)12-27-19(26)7-6-13-4-2-1-3-5-13/h1-10H,11-12H2/b7-6+

Standard InChI Key:  IKEXIXMVBFWSRQ-VOTSOKGWSA-N

Molfile:  

 
     RDKit          2D

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   28.6982  -22.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4062  -22.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1159  -22.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1131  -21.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4044  -20.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8192  -20.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5285  -21.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2346  -20.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9439  -21.2203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6500  -20.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3593  -21.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2316  -19.9972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4488  -22.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2488  -22.1940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6548  -21.4847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1056  -20.8795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5840  -22.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3970  -23.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7294  -23.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5416  -23.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0204  -23.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6810  -22.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8698  -22.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5308  -21.6135    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.8335  -23.2654    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   36.2507  -24.4272    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 22 26  1  0
 20 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4589381

   ---

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: 422.70

Molecular Weight (Monoisotopic): 421.0152

AlogP: 5.04

#Rotatable Bonds: 6

Polar Surface Area: 57.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.90

CX LogD: 5.90

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.41

Np Likeness Score: -1.13

References

1. Rodrigues MP, Tomaz DC, Ângelo de Souza L, Onofre TS, Aquiles de Menezes W, Almeida-Silva J, Suarez-Fontes AM, Rogéria de Almeida M, Manoel da Silva A, Bressan GC, Vannier-Santos MA, Rangel Fietto JL, Teixeira RR..  (2019)  Synthesis of cinnamic acid derivatives and leishmanicidal activity against Leishmania braziliensis.,  183  [PMID:31542714] [10.1016/j.ejmech.2019.111688]

Source

Source(1):

• Scientific Literature