(5R,6R)-5-Ethyl-6-((2R,3S,4R,5S)-2-hydroxy-4-methoxy-3,5-dimethyl-6-((2S*,3S*)-3-methyloxiran-2-yl)hexyl)-5,6-dihydro-2H-pyran-2-one; Epoxypironetin

ID: ALA4584084

Chembl Id: CHEMBL4584084

PubChem CID: 155565997

Max Phase: Preclinical

Molecular Formula: C19H32O5

Molecular Weight: 340.46

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H32O5/c1-6-14-7-8-18(21)24-17(14)10-15(20)12(3)19(22-5)11(2)9-16-13(4)23-16/h7-8,11-17,19-20H,6,9-10H2,1-5H3/t11-,12-,13-,14+,15+,16-,17+,19+/m0/s1

Standard InChI Key:  AQQJWCANVMFTFP-UNZGICRGSA-N

Alternative Forms

1. Parent:

   

   ALA4584084

   ---

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: 340.46

Molecular Weight (Monoisotopic): 340.2250

AlogP: 2.71

#Rotatable Bonds: 9

Polar Surface Area: 68.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: 2.11

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