3-(1-(2-bromobenzyl)-1H-1,2,3-triazol-4-yl)propyl cinnamate

ID: ALA4580071

PubChem CID: 155565244

Max Phase: Preclinical

Molecular Formula: C21H20BrN3O2

Molecular Weight: 426.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)OCCCc1cn(Cc2ccccc2Br)nn1

Standard InChI:  InChI=1S/C21H20BrN3O2/c22-20-11-5-4-9-18(20)15-25-16-19(23-24-25)10-6-14-27-21(26)13-12-17-7-2-1-3-8-17/h1-5,7-9,11-13,16H,6,10,14-15H2/b13-12+

Standard InChI Key:  PTTWASJCCSUFNL-OUKQBFOZSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   29.2235  -15.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2223  -16.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9304  -17.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6400  -16.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6372  -15.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9286  -15.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3434  -15.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0526  -15.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7588  -15.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4680  -15.7847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1742  -15.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8834  -15.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7557  -14.5616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5896  -15.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2988  -15.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3911  -16.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1911  -16.7485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5971  -16.0392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0479  -15.4340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5263  -17.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3393  -17.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6701  -18.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4824  -18.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9611  -17.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6217  -16.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8105  -16.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4716  -16.1705    0.0000 Br  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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  9 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4580071

   ---

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: 426.31

Molecular Weight (Monoisotopic): 425.0739

AlogP: 4.28

#Rotatable Bonds: 8

Polar Surface Area: 57.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.32

CX LogP: 5.39

CX LogD: 5.39

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.31

Np Likeness Score: -0.97

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