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(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:
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:
RDKit 2D
25 27 0 0 0 0 0 0 0 0999 V2000
15.6532 -21.4616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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
16.3583 -21.0527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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
2 3 1 0
3 4 2 0
4 5 1 0
5 6 2 0
6 1 1 0
5 7 1 0
7 8 2 0
8 9 1 0
9 10 1 0
10 11 1 0
11 12 1 0
9 13 2 0
12 14 2 0
14 15 1 0
15 16 1 0
16 17 2 0
17 12 1 0
15 18 1 0
18 19 1 0
19 20 2 0
20 21 1 0
21 22 2 0
22 23 1 0
23 24 2 0
24 19 1 0
24 25 1 0
M END
Associated Targets(non-human)
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 |
Drug Indications
MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Calculated Properties
Molecular Weight: 398.26 | Molecular Weight (Monoisotopic): 397.0426 | AlogP: 3.85 | #Rotatable Bonds: 6 |
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: ┄ | CX LogP: 4.86 | CX LogD: 4.86 |
Aromatic Rings: 3 | Heavy Atoms: 25 | QED Weighted: 0.47 | Np 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] |