ID: ALA252709

Max Phase: Preclinical

Molecular Formula: C14H17NO3

Molecular Weight: 247.29

Molecule Type: Small molecule

Representations

Synonyms (2): Fogaramide | Trans-Fagaramide
Synonyms from Alternative Forms(2):

Canonical SMILES:  CC(C)CNC(=O)/C=C/c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C14H17NO3/c1-10(2)8-15-14(16)6-4-11-3-5-12-13(7-11)18-9-17-12/h3-7,10H,8-9H2,1-2H3,(H,15,16)/b6-4+

Standard InChI Key:  WKWYNAMJWDRHBP-GQCTYLIASA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 247.29

Molecular Weight (Monoisotopic): 247.1208

AlogP: 2.20

#Rotatable Bonds: 4

Polar Surface Area: 47.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: 0.06

References

1. Fotie J, Bohle DS, Olivier M, Adelaida Gomez M, Nzimiro S..  (2007)  Trypanocidal and antileishmanial dihydrochelerythrine derivatives from Garcinia lucida.,  70  (10): [PMID:17880175] [10.1021/np0702281]

2. Latif Z, Hartley TG, Rice MJ, Waigh RD, Waterman PG..  (1998)  Novel and insecticidal isobutylamides from dinosperma erythrococca,  61  (5): [PMID:9599259] [10.1021/np9705569]

3. Cotinguiba F, Regasini LO, da Silva Bolzani V, Debonsi HM, Duo Passerini G, Cicarelli RMB, Kato MJ, Furlan M.  (2009)  Piperamides and their derivatives as potential anti-trypanosomal agents,  18  (9): [10.1007/s00044-008-9161-9]

4. Han M, Ma X, Jin Y, Zhou W, Cao J, Wang Y, Zhou S, Wang G, Zhu Y..  (2014)  Synthesis and structure-activity relationship of novel cinnamamide derivatives as antidepressant agents.,  24  (22): [PMID:25442321] [10.1016/j.bmcl.2014.09.050]

Source

Source(1):

• Scientific Literature