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

ID: ALA4463061

PubChem CID: 155529509

Max Phase: Preclinical

Molecular Formula: C19H15F2N3O2

Molecular Weight: 355.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)OCc1cn(Cc2ccc(F)c(F)c2)nn1

Standard InChI:  InChI=1S/C19H15F2N3O2/c20-17-8-6-15(10-18(17)21)11-24-12-16(22-23-24)13-26-19(25)9-7-14-4-2-1-3-5-14/h1-10,12H,11,13H2/b9-7+

Standard InChI Key:  TXFARQPKOGAUMN-VQHVLOKHSA-N

Molfile:  

 
     RDKit          2D

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    1.6742  -15.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6731  -16.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3811  -16.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908  -16.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0880  -15.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3793  -14.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7941  -14.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5034  -15.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2095  -14.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9188  -15.2069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6249  -14.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3342  -15.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2065  -13.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4237  -16.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2237  -16.1806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6297  -15.4713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0805  -14.8662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5589  -16.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3719  -17.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7043  -17.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5166  -17.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9953  -17.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6559  -16.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8447  -16.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1314  -15.7581    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8084  -17.2520    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  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
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 15 18  1  0
 18 19  1  0
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 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 23 25  1  0
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4463061

   ---

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: 355.34

Molecular Weight (Monoisotopic): 355.1132

AlogP: 3.36

#Rotatable Bonds: 6

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: ┄

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.50

Np Likeness Score: -1.67

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