2-(4-heptylphenethyl)-4,6-dihydroxybenzoic acid

ID: ALA1934604

Chembl Id: CHEMBL1934604

PubChem CID: 57401243

Max Phase: Preclinical

Molecular Formula: C22H28O4

Molecular Weight: 356.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCc1ccc(CCc2cc(O)cc(O)c2C(=O)O)cc1

Standard InChI:  InChI=1S/C22H28O4/c1-2-3-4-5-6-7-16-8-10-17(11-9-16)12-13-18-14-19(23)15-20(24)21(18)22(25)26/h8-11,14-15,23-24H,2-7,12-13H2,1H3,(H,25,26)

Standard InChI Key:  VOVCJHQNRBIKOU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1934604

   2-[2-(4-Heptylphenyl)ethyl]-4,6-dihydroxybenzoic 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: 356.46

Molecular Weight (Monoisotopic): 356.1988

AlogP: 5.09

#Rotatable Bonds: 10

Polar Surface Area: 77.76

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.94

CX Basic pKa: ┄

CX LogP: 7.39

CX LogD: 3.91

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.52

Np Likeness Score: 0.96

References

1. Ghizzoni M, Wu J, Gao T, Haisma HJ, Dekker FJ, George Zheng Y..  (2012)  6-alkylsalicylates are selective Tip60 inhibitors and target the acetyl-CoA binding site.,  47  [PMID:22100137] [10.1016/j.ejmech.2011.11.001]

2. Wisastra R, Ghizzoni M, Boltjes A, Haisma HJ, Dekker FJ..  (2012)  Anacardic acid derived salicylates are inhibitors or activators of lipoxygenases.,  20  (16): [PMID:22789707] [10.1016/j.bmc.2012.06.019]

3. 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]

Source

Source(1):

• Scientific Literature