N-Hexyl-3-(3,4,5-trihydroxyphenyl)-2-propenamide

ID: ALA3814307

PubChem CID: 127049629

Max Phase: Preclinical

Molecular Formula: C15H21NO4

Molecular Weight: 279.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCNC(=O)/C=C/c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C15H21NO4/c1-2-3-4-5-8-16-14(19)7-6-11-9-12(17)15(20)13(18)10-11/h6-7,9-10,17-18,20H,2-5,8H2,1H3,(H,16,19)/b7-6+

Standard InChI Key:  AQJFUQFYAOOZNB-VOTSOKGWSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -1.3070    5.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    5.8520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078    5.9988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6109    7.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118    8.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9149    9.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2157   10.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2188   11.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2589   12.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  6  1  0
  4  2  2  0
  5  9  1  0
  6  8  2  0
  7  1  2  0
  8  4  1  0
  9 12  2  0
 10  3  1  0
 11  1  1  0
 12  8  1  0
 13  5  1  0
  3  5  2  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  9 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3814307

   ---

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

Calculated Properties

Molecular Weight: 279.34

Molecular Weight (Monoisotopic): 279.1471

AlogP: 2.51

#Rotatable Bonds: 7

Polar Surface Area: 89.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.85

CX Basic pKa: ┄

CX LogP: 2.86

CX LogD: 2.84

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.35

Np Likeness Score: 0.52

References

1. Tavares-da-Silva EJ, Varela CL, Pires AS, Encarnação JC, Abrantes AM, Botelho MF, Carvalho RA, Proença C, Freitas M, Fernandes E, Roleira FM..  (2016)  Combined dual effect of modulation of human neutrophils' oxidative burst and inhibition of colon cancer cells proliferation by hydroxycinnamic acid derivatives.,  24  (16): [PMID:27290693] [10.1016/j.bmc.2016.05.065]

Source

Source(1):

• Scientific Literature