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

ID: ALA4462569

PubChem CID: 155529243

Max Phase: Preclinical

Molecular Formula: C19H16BrN3O2

Molecular Weight: 398.26

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)OCc1cn(Cc2ccccc2Br)nn1

Standard InChI:  InChI=1S/C19H16BrN3O2/c20-18-9-5-4-8-16(18)12-23-13-17(21-22-23)14-25-19(24)11-10-15-6-2-1-3-7-15/h1-11,13H,12,14H2/b11-10+

Standard InChI Key:  LNFIBVSAVHEVAD-ZHACJKMWSA-N

Molfile:  

 
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   15.6520  -22.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3601  -22.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0697  -22.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0669  -21.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7731  -21.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4823  -21.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1885  -21.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8977  -21.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6039  -21.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3131  -21.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1854  -20.2242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4027  -22.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2026  -22.4210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6086  -21.7117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0594  -21.1065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5378  -23.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3509  -23.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6832  -23.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4955  -24.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9742  -23.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6349  -22.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8236  -22.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4847  -21.8405    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 24 25  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4462569

    ---

Associated Targets(non-human)

Leishmania braziliensis (1091 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 398.26Molecular Weight (Monoisotopic): 397.0426AlogP: 3.85#Rotatable Bonds: 6
Polar Surface Area: 57.01Molecular Species: NEUTRALHBA: 5HBD:
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 4.86CX LogD: 4.86
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.47Np Likeness Score: -1.18

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