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

ID: ALA4538623

PubChem CID: 155549050

Max Phase: Preclinical

Molecular Formula: C21H19F2N3O2

Molecular Weight: 383.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)OCCCc1cn(Cc2ccc(F)c(F)c2)nn1

Standard InChI:  InChI=1S/C21H19F2N3O2/c22-19-10-8-17(13-20(19)23)14-26-15-18(24-25-26)7-4-12-28-21(27)11-9-16-5-2-1-3-6-16/h1-3,5-6,8-11,13,15H,4,7,12,14H2/b11-9+

Standard InChI Key:  CDLCPCOGTWIUIX-PKNBQFBNSA-N

Molfile:  

 
     RDKit          2D

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    1.2686   -9.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9767  -10.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6863   -9.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6835   -8.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9749   -8.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -8.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0989   -8.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8051   -8.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143   -8.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2205   -8.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297   -8.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020   -7.7228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6359   -8.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3451   -8.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4374   -9.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2374   -9.9096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6433   -9.2003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0942   -8.5952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5726  -10.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3856  -10.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7164  -11.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5286  -11.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0073  -10.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6680  -10.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8568  -10.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1435   -9.4897    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8205  -10.9837    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  9 13  2  0
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 24 25  1  0
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 26 21  1  0
 25 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538623

   ---

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: 383.40

Molecular Weight (Monoisotopic): 383.1445

AlogP: 3.79

#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: 4.90

CX LogD: 4.90

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.34

Np Likeness Score: -1.43

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