(12R,16eta)-12,16-dihydroxylabda-8(17),13-dien-15-16-olide

ID: ALA3586262

Chembl Id: CHEMBL3586262

PubChem CID: 24741284

Max Phase: Preclinical

Molecular Formula: C20H30O4

Molecular Weight: 334.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1C[C@@H](O)C1=CC(=O)OC1O

Standard InChI:  InChI=1S/C20H30O4/c1-12-6-7-16-19(2,3)8-5-9-20(16,4)14(12)11-15(21)13-10-17(22)24-18(13)23/h10,14-16,18,21,23H,1,5-9,11H2,2-4H3/t14-,15+,16-,18?,20+/m0/s1

Standard InChI Key:  HYOANESYDNMXHG-UTVKXTEFSA-N

Alternative Forms

1. Parent:

   

   ALA3586262

   3-[(1R)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]-2-hydroxy-2H-furan-5-one

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: 334.46

Molecular Weight (Monoisotopic): 334.2144

AlogP: 3.34

#Rotatable Bonds: 3

Polar Surface Area: 66.76

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.58

CX Basic pKa:

CX LogP: 3.50

CX LogD: 1.68

Aromatic Rings: 0

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: 3.50

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