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

ID: ALA4579481

PubChem CID: 155565442

Max Phase: Preclinical

Molecular Formula: C22H23N3O3

Molecular Weight: 377.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2cc(CCCOC(=O)/C=C/c3ccccc3)nn2)cc1

Standard InChI:  InChI=1S/C22H23N3O3/c1-27-21-12-9-19(10-13-21)16-25-17-20(23-24-25)8-5-15-28-22(26)14-11-18-6-3-2-4-7-18/h2-4,6-7,9-14,17H,5,8,15-16H2,1H3/b14-11+

Standard InChI Key:  BQDVYDCOHGTNSJ-SDNWHVSQSA-N

Molfile:  

 
     RDKit          2D

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   15.8937  -16.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6033  -16.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6005  -15.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8919  -14.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7221  -14.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4313  -15.3514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7190  -14.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5529  -14.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2621  -15.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3544  -16.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1544  -16.3151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5604  -15.6058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0112  -15.0007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4896  -17.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3026  -17.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6334  -17.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4457  -17.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9244  -17.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5850  -16.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7738  -16.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7375  -17.3891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0737  -18.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4579481

   ---

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: 377.44

Molecular Weight (Monoisotopic): 377.1739

AlogP: 3.52

#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: 4.46

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.32

Np Likeness Score: -0.84

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