(2E,4E,8E,10E,12E)-N-isobutyl-2,4,8,10,12-tetradecapentaenamide

ID: ALA3086844

Cas Number: 98168-69-5

PubChem CID: 5318518

Max Phase: Preclinical

Molecular Formula: C18H27NO

Molecular Weight: 273.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/C=C/C=C/CC/C=C/C=C/C(=O)NCC(C)C

Standard InChI:  InChI=1S/C18H27NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-18(20)19-16-17(2)3/h4-9,12-15,17H,10-11,16H2,1-3H3,(H,19,20)/b5-4+,7-6+,9-8+,13-12+,15-14+

Standard InChI Key:  KVUKDCFEXVWYBN-FMBIJHKPSA-N

Molfile:  

     RDKit          2D

 20 19  0  0  0  0  0  0  0  0999 V2000
   21.6960  -13.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4105  -13.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1249  -13.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8394  -13.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5539  -13.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2683  -13.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4105  -12.3501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9815  -13.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2671  -13.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5526  -13.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8380  -13.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1236  -13.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4091  -13.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6946  -13.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9802  -13.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2657  -13.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5539  -14.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5512  -13.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8368  -13.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1223  -13.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  2  0
  1  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  5 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3086844

   N-Isobutyl-2,4,8,10,12-tetradecapentaenamide

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: 273.42

Molecular Weight (Monoisotopic): 273.2093

AlogP: 4.34

#Rotatable Bonds: 9

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.58

CX LogD: 4.58

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.38

Np Likeness Score: 1.03

References

1. Dossou KS, Devkota KP, Morton C, Egan JM, Lu G, Beutler JA, Moaddel R..  (2013)  Identification of CB1/CB2 ligands from Zanthoxylum bungeanum.,  76  (11): [PMID:24175626] [10.1021/np400478c]

Source

Source(1):

• Scientific Literature