Spirostaphylotrichin X; (3S,4R,5S,6S,8Z,10Z)-4,6-dihydroxy-2,3-dimethoxy-3-methyl-10-propyliden-2-azaspiro[4.5]dec-8-ene-1,7-dione

ID: ALA4554496

Chembl Id: CHEMBL4554496

PubChem CID: 153210908

Max Phase: Preclinical

Molecular Formula: C15H21NO6

Molecular Weight: 311.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC/C=C1/C=CC(=O)[C@@H](O)[C@]12C(=O)N(OC)[C@@](C)(OC)[C@@H]2O

Standard InChI:  InChI=1S/C15H21NO6/c1-5-6-9-7-8-10(17)11(18)15(9)12(19)14(2,21-3)16(22-4)13(15)20/h6-8,11-12,18-19H,5H2,1-4H3/b9-6-/t11-,12+,14+,15-/m1/s1

Standard InChI Key:  WLTPKEUARATQBE-KIIIIJNPSA-N

Alternative Forms

1. Parent:

   

   ALA4554496

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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: 311.33

Molecular Weight (Monoisotopic): 311.1369

AlogP: -0.06

#Rotatable Bonds: 3

Polar Surface Area: 96.30

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.37

CX Basic pKa:

CX LogP: 0.25

CX LogD: 0.25

Aromatic Rings: 0

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: 1.56

References

1. Wang J, Chen F, Liu Y, Liu Y, Li K, Yang X, Liu S, Zhou X, Yang J..  (2018)  Spirostaphylotrichin X from a Marine-Derived Fungus as an Anti-influenza Agent Targeting RNA Polymerase PB2.,  81  (12): [PMID:30516983] [10.1021/acs.jnatprod.8b00656]

Source

Source(1):

• Scientific Literature