ID: ALA416038

Max Phase: Preclinical

Molecular Formula: C17H26O3

Molecular Weight: 278.39

Molecule Type: Small molecule

Representations

Synonyms (1): 6-Decylsalicylic Acid
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCCCCCCc1cccc(O)c1C(=O)O

Standard InChI:  InChI=1S/C17H26O3/c1-2-3-4-5-6-7-8-9-11-14-12-10-13-15(18)16(14)17(19)20/h10,12-13,18H,2-9,11H2,1H3,(H,19,20)

Standard InChI Key:  ZQDLBPGHPAIXKL-UHFFFAOYSA-N

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

Properties

Molecular Weight: 278.39

Molecular Weight (Monoisotopic): 278.1882

AlogP: 4.77

#Rotatable Bonds: 10

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.64

CX Basic pKa:

CX LogP: 6.49

CX LogD: 2.99

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.61

Np Likeness Score: 0.64

References

1. Hird NW, Milner PH.  (1994)  Synthesis and -lactamase inhibition of anacardic acids and their analogues,  4  (12): [10.1016/S0960-894X(01)80506-0]

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

3. Ghizzoni M, Boltjes A, Graaf Cd, Haisma HJ, Dekker FJ..  (2010)  Improved inhibition of the histone acetyltransferase PCAF by an anacardic acid derivative.,  18  (16): [PMID:20655754] [10.1016/j.bmc.2010.06.089]

4. 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]

5. 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]

6. 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