2-Tetradecynoic acid

ID: ALA2153501

Chembl Id: CHEMBL2153501

Cas Number: 67587-19-3

PubChem CID: 324386

Max Phase: Preclinical

Molecular Formula: C14H24O2

Molecular Weight: 224.34

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-Tetradecynoic Acid | 2-Tetradecynoic acid|67587-19-3|CHEMBL2153501|tetradec-2-ynoic acid|2-Myristynoic acid|tetradecynoic acid|2-Tetradecynoic acid #|SCHEMBL2492240|DTXSID40314895|KMIMXBWINNTAQA-UHFFFAOYSA-N|BDBM50392268|NSC289578|AKOS014763453|NSC-289578

Canonical SMILES:  CCCCCCCCCCCC#CC(=O)O

Standard InChI:  InChI=1S/C14H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-11H2,1H3,(H,15,16)

Standard InChI Key:  KMIMXBWINNTAQA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2153501

   2-Tetradecynoic 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: 224.34

Molecular Weight (Monoisotopic): 224.1776

AlogP: 4.00

#Rotatable Bonds: 9

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: 3.41

CX Basic pKa: ┄

CX LogP: 5.46

CX LogD: 2.06

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.47

Np Likeness Score: 0.94

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