(5R,6R)-6-((2R,3S,4R,5S,E)-2,4-dihydroxy-3,5-dimethylnon-7-enyl)-5-ethyl-5,6-dihydro-2H-pyran-2-one; Demethylpironetin

ID: ALA4474267

Chembl Id: CHEMBL4474267

PubChem CID: 9796728

Max Phase: Preclinical

Molecular Formula: C18H30O4

Molecular Weight: 310.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/C[C@H](C)[C@@H](O)[C@@H](C)[C@H](O)C[C@H]1OC(=O)C=C[C@H]1CC

Standard InChI:  InChI=1S/C18H30O4/c1-5-7-8-12(3)18(21)13(4)15(19)11-16-14(6-2)9-10-17(20)22-16/h5,7,9-10,12-16,18-19,21H,6,8,11H2,1-4H3/b7-5+/t12-,13-,14+,15+,16+,18+/m0/s1

Standard InChI Key:  DGTXWIIFBBXJAA-BZQBGSLUSA-N

Alternative Forms

1. Parent:

   

   ALA4474267

   (2R,3R)-2-[(E,2R,3S,4R,5S)-2,4-dihydroxy-3,5-dimethylnon-7-enyl]-3-ethyl-2,3-dihydropyran-6-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 310.43

Molecular Weight (Monoisotopic): 310.2144

AlogP: 2.84

#Rotatable Bonds: 8

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: 2.55

References

1. Coulup SK, Huang DS, Wong HL, Georg GI..  (2019)  Identification of the Metabolic Profile of the α-Tubulin-Binding Natural Product (-)-Pironetin.,  62  (3): [PMID:30693770] [10.1021/acs.jmedchem.8b01774]

Source

Source(1):

• Scientific Literature