Pannellin

ID: ALA464992

Chembl Id: CHEMBL464992

PubChem CID: 10791693

Max Phase: Preclinical

Molecular Formula: C28H26O9

Molecular Weight: 506.51

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Pannellin | Pannellin|CHEMBL464992|SCHEMBL2463033

Canonical SMILES:  COC(=O)[C@H]1[C@@H](O)[C@@]2(O)c3c(cc4c(c3OC)OCO4)O[C@@]2(c2ccc(OC)cc2)[C@@H]1c1ccccc1

Standard InChI:  InChI=1S/C28H26O9/c1-32-17-11-9-16(10-12-17)28-21(15-7-5-4-6-8-15)20(26(30)34-3)25(29)27(28,31)22-18(37-28)13-19-23(24(22)33-2)36-14-35-19/h4-13,20-21,25,29,31H,14H2,1-3H3/t20-,21-,25-,27+,28+/m1/s1

Standard InChI Key:  WMHYJLIVXJIYCQ-IKLPSFCOSA-N

Alternative Forms

1. Parent:

   

   ALA464992

   PANNELLIN

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: 506.51

Molecular Weight (Monoisotopic): 506.1577

AlogP: 2.86

#Rotatable Bonds: 5

Polar Surface Area: 112.91

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.58

CX Basic pKa: ┄

CX LogP: 2.67

CX LogD: 2.67

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.50

Np Likeness Score: 1.60

References

1. Brader G, Vajrodaya S, Greger H, Bacher M, Kalchhauser H, Hofer O..  (1998)  Bisamides, lignans, triterpenes, and insecticidal Cyclopenta[b]benzofurans from Aglaia species.,  61  (12): [PMID:9868148] [10.1021/np9801965]

2. Engelmeier D, Hadacek F, Pacher T, Vajrodaya S, Greger H..  (2000)  Cyclopenta[b]benzofurans from Aglaia species with pronounced antifungal activity against rice blast fungus (Pyricularia grisea).,  48  (4): [PMID:10775404] [10.1021/jf990509h]

Source

Source(1):

• Scientific Literature