(4Z,7Z,10Z,13Z,16Z,19Z)-N-Propyldocosa-4,7,10,13,16,19-hexaenamide

ID: ALA4534134

PubChem CID: 89501917

Max Phase: Preclinical

Molecular Formula: C25H39NO

Molecular Weight: 369.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)NCCC

Standard InChI:  InChI=1S/C25H39NO/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-25(27)26-24-4-2/h5-6,8-9,11-12,14-15,17-18,20-21H,3-4,7,10,13,16,19,22-24H2,1-2H3,(H,26,27)/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-

Standard InChI Key:  OUBRUYGMVXZKCY-YNUSHXQLSA-N

Molfile:  

 
     RDKit          2D

 27 26  0  0  0  0  0  0  0  0999 V2000
   16.1870   -3.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8988   -3.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6065   -3.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3184   -3.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4752   -3.0253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1870   -4.2593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0268   -3.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0283   -4.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7368   -4.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7383   -5.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0313   -5.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0328   -6.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3259   -7.1112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6174   -6.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9105   -7.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2020   -6.7065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2005   -5.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4920   -5.4820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7851   -5.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7866   -6.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0796   -7.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0811   -7.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7896   -8.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4965   -7.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7667   -3.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0597   -3.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3513   -3.4300    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
  1  5  1  0
  1  6  2  0
  4  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
  5 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534134

   (4Z,7Z,10Z,13Z,16Z,19Z)-N-propyldocosa-4,7,10,13,16,19-hexaenamide

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

Calculated Properties

Molecular Weight: 369.59

Molecular Weight (Monoisotopic): 369.3032

AlogP: 6.99

#Rotatable Bonds: 16

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.05

CX LogD: 7.05

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.29

Np Likeness Score: 0.37

References

1. Kim IH, Kanayama Y, Nishiwaki H, Sugahara T, Nishi K..  (2019)  Structure-Activity Relationships of Fish Oil Derivatives with Antiallergic Activity in Vitro and in Vivo.,  62  (21): [PMID:31618024] [10.1021/acs.jmedchem.9b00994]

Source

Source(1):

• Scientific Literature