ID: ALA505054

Max Phase: Preclinical

Molecular Formula: C13H12O8

Molecular Weight: 296.23

Molecule Type: Small molecule

Representations

Synonyms (1): 3,4,5-Triacetylbenzoic Acid
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)Oc1cc(C(=O)O)cc(OC(C)=O)c1OC(C)=O

Standard InChI:  InChI=1S/C13H12O8/c1-6(14)19-10-4-9(13(17)18)5-11(20-7(2)15)12(10)21-8(3)16/h4-5H,1-3H3,(H,17,18)

Standard InChI Key:  BJCGLAAQSUGMKB-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 296.23

Molecular Weight (Monoisotopic): 296.0532

AlogP: 1.16

#Rotatable Bonds: 4

Polar Surface Area: 116.20

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.76

CX Basic pKa:

CX LogP: 0.45

CX LogD: -2.83

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: 0.53

References

1. Leal PC, Mascarello A, Derita M, Zuljan F, Nunes RJ, Zacchino S, Yunes RA..  (2009)  Relation between lipophilicity of alkyl gallates and antifungal activity against yeasts and filamentous fungi.,  19  (6): [PMID:19232493] [10.1016/j.bmcl.2009.01.061]

2. Sunnerheim K, Nordqvist A, Nordlander G, Borg-Karlson AK, Unelius CR, Bohman B, Nordenhem H, Hellqvist C, Karlén A..  (2007)  Quantitative structure-activity relationships of pine weevil antifeedants, a multivariate approach.,  55  (23): [PMID:17927202] [10.1021/jf070014p]

Source

Source(1):

• Scientific Literature