13(E),17-octadecadiene-9,11-diynoic acid

ID: ALA449730

Chembl Id: CHEMBL449730

PubChem CID: 10355900

Max Phase: Preclinical

Molecular Formula: C18H24O2

Molecular Weight: 272.39

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 13,14-dihydrooropheic acid | 13,17-Octadecadiene-9,11-diynoic acid|Octadec-13t,17-en-9,11-diynoic acid|Octadeca-13t,17-en-9,11-diynoic acid|13E,17-Octadecadiene-9,11-diynoic acid|E-13,17-Octadecadien-9,11-diynoic acid|13,14-dihydrooropheic acid|CHEMBL449730|LMFA01031061|(13E)-octadeca-13,17-dien-9,11-diynoic acid

Canonical SMILES:  C=CCC/C=C/C#CC#CCCCCCCCC(=O)O

Standard InChI:  InChI=1S/C18H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2,5-6H,1,3-4,11-17H2,(H,19,20)/b6-5+

Standard InChI Key:  GYLJVPBWGZUNMB-AATRIKPKSA-N

Alternative Forms

1. Parent:

   

   ALA449730

   13,17-Octadecadiene-9,11-diynoic acid

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: 272.39

Molecular Weight (Monoisotopic): 272.1776

AlogP: 4.33

#Rotatable Bonds: 10

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.54

CX Basic pKa: ┄

CX LogP: 5.65

CX LogD: 2.87

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.36

Np Likeness Score: 2.31

References

1. Zgoda JR, Freyer AJ, Killmer LB, Porter JR..  (2001)  Polyacetylene carboxylic acids from Mitrephora celebica.,  64  (10): [PMID:11678665] [10.1021/np0102509]

2. Olivon F, Nothias LF, Dumontet V, Retailleau P, Berger S, Ferry G, Cohen W, Pfeiffer B, Boutin JA, Scalbert E, Roussi F, Litaudon M..  (2018)  Natural Inhibitors of the RhoA-p115 Complex from the Bark of Meiogyne baillonii.,  81  (7): [PMID:29969260] [10.1021/acs.jnatprod.8b00209]

Source

Source(1):

• Scientific Literature