Spirostaphylotrichin A

ID: ALA4435621

Chembl Id: CHEMBL4435621

PubChem CID: 10333817

Max Phase: Preclinical

Molecular Formula: C14H17NO5

Molecular Weight: 279.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1[C@H](O)[C@@]2(C(=O)N1OC)/C(=C\CC)C=CC(=O)[C@H]2O

Standard InChI:  InChI=1S/C14H17NO5/c1-4-5-9-6-7-10(16)12(18)14(9)11(17)8(2)15(20-3)13(14)19/h5-7,11-12,17-18H,2,4H2,1,3H3/b9-5-/t11-,12+,14-/m0/s1

Standard InChI Key:  UEEZHRJFRYRGNC-VXJKQWIASA-N

Alternative Forms

1. Parent:

   

   ALA4435621

   (4R,5S,6Z,10S)-4,10-dihydroxy-2-methoxy-3-methylidene-6-propylidene-2-azaspiro[4.5]dec-7-ene-1,9-dione

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: 279.29

Molecular Weight (Monoisotopic): 279.1107

AlogP: 0.09

#Rotatable Bonds: 2

Polar Surface Area: 87.07

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.51

CX Basic pKa:

CX LogP: -0.06

CX LogD: -0.06

Aromatic Rings: 0

Heavy Atoms: 20

QED Weighted: 0.75

Np Likeness Score: 1.65

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