acuminolide

ID: ALA3586269

Chembl Id: CHEMBL3586269

PubChem CID: 122180210

Max Phase: Preclinical

Molecular Formula: C20H30O5

Molecular Weight: 350.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC[C@]2(C)[C@@H]1CC[C@]1(CO)O[C@@H](C3=CC(=O)OC3O)C[C@H]12

Standard InChI:  InChI=1S/C20H30O5/c1-18(2)6-4-7-19(3)14(18)5-8-20(11-21)15(19)10-13(25-20)12-9-16(22)24-17(12)23/h9,13-15,17,21,23H,4-8,10-11H2,1-3H3/t13-,14-,15+,17?,19-,20-/m1/s1

Standard InChI Key:  KRFXWKURJSADKH-DCNTXLOZSA-N

Alternative Forms

1. Parent:

   

   ALA3586269

   ---

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: 350.46

Molecular Weight (Monoisotopic): 350.2093

AlogP: 2.55

#Rotatable Bonds: 2

Polar Surface Area: 75.99

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.52

CX Basic pKa:

CX LogP: 2.65

CX LogD: 0.78

Aromatic Rings: 0

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: 3.31

References

1. Corlay N, Lecsö-Bornet M, Leborgne E, Blanchard F, Cachet X, Bignon J, Roussi F, Butel MJ, Awang K, Litaudon M..  (2015)  Antibacterial Labdane Diterpenoids from Vitex vestita.,  78  (6): [PMID:26034885] [10.1021/acs.jnatprod.5b00206]

Source

Source(1):

• Scientific Literature