ethyl (2R)-2-benzyl-4-hydroxy-3-(4-hydroxyphenyl)-5-oxo-tetrahydrofuran-2-carboxylate

ID: ALA5171905

PubChem CID: 168270621

Max Phase: Preclinical

Molecular Formula: C20H20O6

Molecular Weight: 356.37

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@]1(Cc2ccccc2)OC(=O)C(O)C1c1ccc(O)cc1

Standard InChI:  InChI=1S/C20H20O6/c1-2-25-19(24)20(12-13-6-4-3-5-7-13)16(17(22)18(23)26-20)14-8-10-15(21)11-9-14/h3-11,16-17,21-22H,2,12H2,1H3/t16?,17?,20-/m1/s1

Standard InChI Key:  UDUJLKUKCIWBBG-LBXVMSDZSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA5171905

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 356.37

Molecular Weight (Monoisotopic): 356.1260

AlogP: 1.94

#Rotatable Bonds: 5

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 2.80

CX LogD: 2.79

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: 0.86

References

1. 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