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

ID: ALA4589321

PubChem CID: 155567851

Max Phase: Preclinical

Molecular Formula: C21H20FN3O2

Molecular Weight: 365.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)OCCCc1cn(Cc2ccccc2F)nn1

Standard InChI:  InChI=1S/C21H20FN3O2/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:  LNYDNWGDJYZZSB-OUKQBFOZSA-N

Molfile:  

 
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    1.9519  -24.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7772  -22.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.5039  -25.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9826  -25.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8320  -24.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4932  -23.7522    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4589321

   ---

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: 365.41

Molecular Weight (Monoisotopic): 365.1540

AlogP: 3.65

#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: 4.76

CX LogD: 4.76

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.35

Np Likeness Score: -1.24

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