Phyllostictine B

ID: ALA2287015

Chembl Id: CHEMBL2287015

PubChem CID: 24813210

Max Phase: Preclinical

Molecular Formula: C15H23NO5

Molecular Weight: 297.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1C(=O)/C2=C3\CO[C@@](OC)([C@@H](O)CCC[C@]21C)[C@H]3O

Standard InChI:  InChI=1S/C15H23NO5/c1-4-16-13(19)11-9-8-21-15(20-3,12(9)18)10(17)6-5-7-14(11,16)2/h10,12,17-18H,4-8H2,1-3H3/b11-9-/t10-,12-,14+,15-/m0/s1

Standard InChI Key:  RQRYYNCRMSFECR-VKKPVAOGSA-N

Alternative Forms

1. Parent:

   

   ALA2287015

   PHYLLOSTICTINE B

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 297.35

Molecular Weight (Monoisotopic): 297.1576

AlogP: 0.18

#Rotatable Bonds: 2

Polar Surface Area: 79.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.40

CX Basic pKa:

CX LogP: -0.16

CX LogD: -0.16

Aromatic Rings: 0

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: 1.62

References

1. Evidente A, Cimmino A, Andolfi A, Vurro M, Zonno MC, Cantrell CL, Motta A.  (2008)  Phyllostictines AD, oxazatricycloalkenones produced by Phyllosticta cirsii, a potential mycoherbicide for Cirsium arvense biocontrol,  64  (8): [10.1016/j.tet.2007.12.010]

Source

Source(1):

• Scientific Literature