ID: ALA493032

Max Phase: Preclinical

Molecular Formula: C11H12O5

Molecular Weight: 224.21

Molecule Type: Small molecule

Representations

Synonyms (1): Ethyl Hematommate
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCOC(=O)c1c(C)cc(O)c(C=O)c1O

Standard InChI:  InChI=1S/C11H12O5/c1-3-16-11(15)9-6(2)4-8(13)7(5-12)10(9)14/h4-5,13-14H,3H2,1-2H3

Standard InChI Key:  HUXJGSHUVDWZAM-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: 224.21

Molecular Weight (Monoisotopic): 224.0685

AlogP: 1.40

#Rotatable Bonds: 3

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.72

CX Basic pKa:

CX LogP: 3.90

CX LogD: 3.73

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.60

Np Likeness Score: 0.93

References

1. Kumar KC, Müller K..  (1999)  Lichen metabolites. 1. Inhibitory action against leukotriene B4 biosynthesis by a non-redox mechanism.,  62  (6): [PMID:10395494] [10.1021/np9803777]

2. Kumar KC, Müller K..  (1999)  Lichen metabolites. 2. Antiproliferative and cytotoxic activity of gyrophoric, usnic, and diffractaic acid on human keratinocyte growth.,  62  (6): [PMID:10395495] [10.1021/np980378z]

3. PubChem BioAssay data set, 

4. Goel M, Dureja P, Rani A, Uniyal PL, Laatsch H..  (2011)  Isolation, characterization and antifungal activity of major constituents of the Himalayan lichen Parmelia reticulata Tayl.,  59  (6): [PMID:21351753] [10.1021/jf1049613]

5. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays