ID: ALA2337339

Max Phase: Preclinical

Molecular Formula: C17H12O5

Molecular Weight: 296.28

Molecule Type: Small molecule

Representations

Synonyms (1): Aspulvinone E
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C1O/C(=C\c2ccc(O)cc2)C(O)=C1c1ccc(O)cc1

Standard InChI:  InChI=1S/C17H12O5/c18-12-5-1-10(2-6-12)9-14-16(20)15(17(21)22-14)11-3-7-13(19)8-4-11/h1-9,18-20H/b14-9-

Standard InChI Key:  BNNVVTQUWNGKPH-ZROIWOOFSA-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: 296.28

Molecular Weight (Monoisotopic): 296.0685

AlogP: 2.96

#Rotatable Bonds: 2

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.71

CX Basic pKa:

CX LogP: 2.75

CX LogD: 1.97

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: 0.77

References

1. Gao H, Guo W, Wang Q, Zhang L, Zhu M, Zhu T, Gu Q, Wang W, Li D..  (2013)  Aspulvinones from a mangrove rhizosphere soil-derived fungus Aspergillus terreus Gwq-48 with anti-influenza A viral (H1N1) activity.,  23  (6): [PMID:23411074] [10.1016/j.bmcl.2013.01.051]

2. Charkoudian LK, Farrell BP, Khosla C.  (2012)  Natural product inhibitors of glucose-6-phosphate translocase,  3  (8): [10.1039/C2MD20008B]

3. Zhang LH, Feng BM, Zhao YQ, Sun Y, Liu B, Liu F, Chen G, Bai J, Hua HM, Wang HF, Pei YH..  (2016)  Polyketide butenolide, diphenyl ether, and benzophenone derivatives from the fungus Aspergillus flavipes PJ03-11.,  26  (2): [PMID:26706176] [10.1016/j.bmcl.2015.12.009]

4. Pang X, Zhao JY, Fang XM, Zhang T, Zhang DW, Liu HY, Su J, Cen S, Yu LY..  (2017)  Metabolites from the Plant Endophytic Fungus Aspergillus sp. CPCC 400735 and Their Anti-HIV Activities.,  80  (10): [PMID:29016131] [10.1021/acs.jnatprod.6b00878]

5. Sun Y, Liu J, Li L, Gong C, Wang S, Yang F, Hua H, Lin H..  (2018)  New butenolide derivatives from the marine sponge-derived fungus Aspergillus terreus.,  28  (3): [PMID:29295795] [10.1016/j.bmcl.2017.12.049]

6. Li K, Chen S, Pang X, Cai J, Zhang X, Liu Y, Zhu Y, Zhou X..  (2022)  Natural products from mangrove sediments-derived microbes: Structural diversity, bioactivities, biosynthesis, and total synthesis.,  230  [PMID:35063731] [10.1016/j.ejmech.2022.114117]

Source

Source(1):

• Scientific Literature