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

ID: ALA4531372

PubChem CID: 155546521

Max Phase: Preclinical

Molecular Formula: C22H20F3N3O3

Molecular Weight: 431.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)OCCCc1cn(Cc2ccc(OC(F)(F)F)cc2)nn1

Standard InChI:  InChI=1S/C22H20F3N3O3/c23-22(24,25)31-20-11-8-18(9-12-20)15-28-16-19(26-27-28)7-4-14-30-21(29)13-10-17-5-2-1-3-6-17/h1-3,5-6,8-13,16H,4,7,14-15H2/b13-10+

Standard InChI Key:  NBYLHRXHDLGHME-JLHYYAGUSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   27.2424   -8.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2413   -9.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9493   -9.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6590   -9.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6562   -8.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9475   -8.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3623   -8.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0716   -8.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7777   -8.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4870   -8.4465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1931   -8.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9024   -8.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7746   -7.2234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6085   -8.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3178   -8.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4101   -9.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2100   -9.4102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6160   -8.7009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0668   -8.0958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5452  -10.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3583  -10.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6890  -10.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5013  -11.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9800  -10.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6407   -9.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8294   -9.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7931  -10.4843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1293  -11.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9425  -11.3104    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.6524  -11.8927    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.5306  -11.9318    0.0000 F   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
 24 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531372

   ---

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: 431.41

Molecular Weight (Monoisotopic): 431.1457

AlogP: 4.41

#Rotatable Bonds: 9

Polar Surface Area: 66.24

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.32

CX LogP: 6.05

CX LogD: 6.05

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: -1.03

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