6-pentylsalicylic acid

ID: ALA502496

Chembl Id: CHEMBL502496

Cas Number: 83326-76-5

PubChem CID: 10976685

Max Phase: Preclinical

Molecular Formula: C12H16O3

Molecular Weight: 208.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 6-Pentylsalicylic Acid | 6-pentylsalicylic acid|CHEMBL502496|83326-76-5|Benzoic acid, 2-hydroxy-6-pentyl-|6-n-pentylsalicylic acid|SCHEMBL300853|DTXSID60450461|BDBM50499158

Canonical SMILES:  CCCCCc1cccc(O)c1C(=O)O

Standard InChI:  InChI=1S/C12H16O3/c1-2-3-4-6-9-7-5-8-10(13)11(9)12(14)15/h5,7-8,13H,2-4,6H2,1H3,(H,14,15)

Standard InChI Key:  GJBOYRMLZVRMDE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA502496

   Benzoic acid, 2-hydroxy-6-pentyl-

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: 208.26

Molecular Weight (Monoisotopic): 208.1099

AlogP: 2.82

#Rotatable Bonds: 5

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.64

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 0.76

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.73

Np Likeness Score: 0.78

References

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

2. Wisastra R, Kok PA, Eleftheriadis N, Baumgartner MP, Camacho CJ, Haisma HJ, Dekker FJ..  (2013)  Discovery of a novel activator of 5-lipoxygenase from an anacardic acid derived compound collection.,  21  (24): [PMID:24231650] [10.1016/j.bmc.2013.10.015]

3. Wapenaar H, van der Wouden PE, Groves MR, Rotili D, Mai A, Dekker FJ..  (2015)  Enzyme kinetics and inhibition of histone acetyltransferase KAT8.,  105  [PMID:26505788] [10.1016/j.ejmech.2015.10.016]

Source

Source(1):

• Scientific Literature