6-dodecylsalicylic acid

ID: ALA451726

Chembl Id: CHEMBL451726

PubChem CID: 10244659

Max Phase: Preclinical

Molecular Formula: C19H30O3

Molecular Weight: 306.45

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 6-Dodecylsalicylic Acid | 6-dodecylsalicylic acid|CHEMBL451726|SCHEMBL2126888|2-dodecyl-6-hydroxybenzoic acid|BDBM50345793

Canonical SMILES:  CCCCCCCCCCCCc1cccc(O)c1C(=O)O

Standard InChI:  InChI=1S/C19H30O3/c1-2-3-4-5-6-7-8-9-10-11-13-16-14-12-15-17(20)18(16)19(21)22/h12,14-15,20H,2-11,13H2,1H3,(H,21,22)

Standard InChI Key:  CEUCMBLQZFAWPS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA451726

   6-Dodecylsalicylic 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: 306.45

Molecular Weight (Monoisotopic): 306.2195

AlogP: 5.55

#Rotatable Bonds: 12

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.64

CX Basic pKa: ┄

CX LogP: 7.38

CX LogD: 3.88

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.50

Np Likeness Score: 0.58

References

1. Kubo I, Muroi H, Kubo A..  (1994)  Naturally occurring antiacne agents.,  57  (1): [PMID:8158169] [10.1021/np50103a002]

2. Green IR, Tocoli FE, Lee SH, Nihei K, Kubo I..  (2008)  Design and evaluation of anacardic acid derivatives as anticavity agents.,  43  (6): [PMID:17959274] [10.1016/j.ejmech.2007.08.012]

3. Pereira JM, Severino RP, Vieira PC, Fernandes JB, da Silva MF, Zottis A, Andricopulo AD, Oliva G, Corrêa AG..  (2008)  Anacardic acid derivatives as inhibitors of glyceraldehyde-3-phosphate dehydrogenase from Trypanosoma cruzi.,  16  (19): [PMID:18789702] [10.1016/j.bmc.2008.08.057]

Source

Source(1):

• Scientific Literature