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

ID: ALA4464197

PubChem CID: 102443145

Max Phase: Preclinical

Molecular Formula: C19H17N3O2

Molecular Weight: 319.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)OCc1cn(Cc2ccccc2)nn1

Standard InChI:  InChI=1S/C19H17N3O2/c23-19(12-11-16-7-3-1-4-8-16)24-15-18-14-22(21-20-18)13-17-9-5-2-6-10-17/h1-12,14H,13,15H2/b12-11+

Standard InChI Key:  CQERHGMJGKSYGA-VAWYXSNFSA-N

Molfile:  

 
     RDKit          2D

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   14.7823   -9.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7812   -9.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4892  -10.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1989   -9.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1960   -9.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4874   -8.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9022   -8.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6115   -9.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3176   -8.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0269   -9.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7330   -8.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4423   -9.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3145   -7.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5318   -9.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3318  -10.0558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7378   -9.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1886   -8.7414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6670  -10.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4800  -10.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8124  -11.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6246  -11.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1033  -11.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7640  -10.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9528  -10.2189    0.0000 C   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
 17 12  1  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4464197

   (1-benzyltriazol-4-yl)methyl (E)-3-phenylprop-2-enoate

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: 319.36

Molecular Weight (Monoisotopic): 319.1321

AlogP: 3.08

#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: 4.09

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: -1.07

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