12-oxo-labda-8(17),13(16)-dien-15-oic acid

ID: ALA3586266

Chembl Id: CHEMBL3586266

PubChem CID: 122180209

Max Phase: Preclinical

Molecular Formula: C20H30O3

Molecular Weight: 318.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H30O3/c1-13-7-8-17-19(3,4)9-6-10-20(17,5)15(13)12-16(21)14(2)11-18(22)23/h15,17H,1-2,6-12H2,3-5H3,(H,22,23)/t15-,17-,20+/m0/s1

Standard InChI Key:  PWXUPSXCSMQJEY-RIFZZMRRSA-N

Alternative Forms

1. Parent:

   

   ALA3586266

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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: 318.46

Molecular Weight (Monoisotopic): 318.2195

AlogP: 4.78

#Rotatable Bonds: 5

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.41

CX Basic pKa:

CX LogP: 4.51

CX LogD: 1.63

Aromatic Rings: 0

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: 2.71

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