N-(2-hydroxy-2-methylpropyl)-6-phenyl-2(E), 4(E)-hexadienamide

ID: ALA470771

Cas Number: 120262-71-7

PubChem CID: 6449397

Max Phase: Preclinical

Molecular Formula: C16H21NO2

Molecular Weight: 259.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O)CNC(=O)/C=C/C=C/Cc1ccccc1

Standard InChI:  InChI=1S/C16H21NO2/c1-16(2,19)13-17-15(18)12-8-4-7-11-14-9-5-3-6-10-14/h3-10,12,19H,11,13H2,1-2H3,(H,17,18)/b7-4+,12-8+

Standard InChI Key:  VQRMWYSVDQFYBE-HCFISPQYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   -4.1264  -16.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277  -17.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4147  -17.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6955  -17.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987  -16.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4167  -15.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9806  -17.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2666  -17.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5517  -17.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624  -17.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771  -17.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912  -17.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061  -17.5878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5904  -16.3510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0202  -17.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7349  -17.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4411  -17.9982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486  -16.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3278  -18.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
 10 11  2  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 12 14  2  0
  4  7  1  0
 13 15  1  0
  3  4  2  0
 15 16  1  0
  7  8  1  0
 16 17  1  0
 16 18  1  0
  8  9  2  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA470771

   (E,E)-N-(2-Hydroxy-2-methylpropyl)-6-phenyl-2,4-hexadienamide

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: 259.35

Molecular Weight (Monoisotopic): 259.1572

AlogP: 2.23

#Rotatable Bonds: 6

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: 0.88

References

1. 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]

Source

Source(1):

• Scientific Literature