Phyllostictine A

ID: ALA2287014

Chembl Id: CHEMBL2287014

PubChem CID: 24813209

Max Phase: Preclinical

Molecular Formula: C17H27NO5

Molecular Weight: 325.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H27NO5/c1-4-18-15(21)13-11-10-23-17(22-3,14(11)20)12(19)8-6-5-7-9-16(13,18)2/h12,14,19-20H,4-10H2,1-3H3/b13-11-/t12-,14-,16+,17-/m0/s1

Standard InChI Key:  SJSPSHPVPXPTPG-WCYNIRFRSA-N

Alternative Forms

1. Parent:

   

   ALA2287014

   PHYLLOSTICTINE A

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: 325.40

Molecular Weight (Monoisotopic): 325.1889

AlogP: 0.96

#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: 0.73

CX LogD: 0.73

Aromatic Rings: 0

Heavy Atoms: 23

QED Weighted: 0.74

Np Likeness Score: 1.39

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