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

ID: ALA4579213

PubChem CID: 155565229

Max Phase: Preclinical

Molecular Formula: C21H20FN3O2

Molecular Weight: 365.41

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H20FN3O2/c22-19-11-8-18(9-12-19)15-25-16-20(23-24-25)7-4-14-27-21(26)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:  NLCWFQGHYJZCLC-JLHYYAGUSA-N

Molfile:  

 
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   15.4645  -10.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1741   -9.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1713   -9.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.4175   -9.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2898   -7.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1237   -8.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8329   -9.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9252   -9.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.1311   -9.4191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5820   -8.8140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0604  -10.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8734  -10.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2042  -11.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0164  -11.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4951  -11.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1558  -10.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3446  -10.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3083  -11.2024    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:

   

   ALA4579213

   ---

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: -1.15

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