2-octadecynoic acid

ID: ALA2153502

Chembl Id: CHEMBL2153502

Cas Number: 2834-01-7

PubChem CID: 5312691

Max Phase: Preclinical

Molecular Formula: C18H32O2

Molecular Weight: 280.45

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-Octadecynoic Acid | 2-Octadecynoic acid|octadec-2-ynoic acid|2-ODA|2834-01-7|CHEMBL2153502|octadecynoic acid|SCHEMBL1627298|DTXSID30415582|CHEBI:196517|BDBM50392269|LMFA01030563

Canonical SMILES:  CCCCCCCCCCCCCCCC#CC(=O)O

Standard InChI:  InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-15H2,1H3,(H,19,20)

Standard InChI Key:  WEAGGGHXTMXZQA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2153502

   2-Octadecynoic 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: 280.45

Molecular Weight (Monoisotopic): 280.2402

AlogP: 5.56

#Rotatable Bonds: 13

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.41

CX Basic pKa: ┄

CX LogP: 7.24

CX LogD: 3.84

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.35

Np Likeness Score: 0.75

References

1. Carballeira NM, Cartagena M, Sanabria D, Tasdemir D, Prada CF, Reguera RM, Balaña-Fouce R..  (2012)  2-Alkynoic fatty acids inhibit topoisomerase IB from Leishmania donovani.,  22  (19): [PMID:22932312] [10.1016/j.bmcl.2012.08.019]

2. Carballeira NM, Bwalya AG, Itoe MA, Andricopulo AD, Cordero-Maldonado ML, Kaiser M, Mota MM, Crawford AD, Guido RV, Tasdemir D..  (2014)  2-Octadecynoic acid as a dual life stage inhibitor of Plasmodium infections and plasmodial FAS-II enzymes.,  24  (17): [PMID:25103602] [10.1016/j.bmcl.2014.07.050]

Source

Source(1):

• Scientific Literature