Preussilide B

ID: ALA4128814

Chembl Id: CHEMBL4128814

PubChem CID: 132489953

Max Phase: Preclinical

Molecular Formula: C25H34O4

Molecular Weight: 398.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)CC1=C(C)C=C2C[C@@H](C)[C@@H](O)[C@@H](C)[C@@H]2[C@H]1/C=C(C)/C=C(C)/C=C/C(=O)O

Standard InChI:  InChI=1S/C25H34O4/c1-14(7-8-23(27)28)9-15(2)10-22-21(13-18(5)26)16(3)11-20-12-17(4)25(29)19(6)24(20)22/h7-11,17,19,22,24-25,29H,12-13H2,1-6H3,(H,27,28)/b8-7+,14-9+,15-10+/t17-,19+,22+,24+,25-/m1/s1

Standard InChI Key:  WPOOLKYXEKIQSJ-FKYFWVDISA-N

Alternative Forms

1. Parent:

   

   ALA4128814

   ---

Molecule Features

Natural Product: No

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: 398.54

Molecular Weight (Monoisotopic): 398.2457

AlogP: 5.02

#Rotatable Bonds: 6

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.39

CX Basic pKa: ┄

CX LogP: 3.58

CX LogD: 0.69

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: 1.70

References

1. Noumeur SR, Helaly SE, Jansen R, Gereke M, Stradal TEB, Harzallah D, Stadler M..  (2017)  Preussilides A-F, Bicyclic Polyketides from the Endophytic Fungus Preussia similis with Antiproliferative Activity.,  80  (5): [PMID:28398049] [10.1021/acs.jnatprod.7b00064]

Source

Source(1):

• Scientific Literature