ID: ALA2376097

Max Phase: Preclinical

Molecular Formula: C20H26O5

Molecular Weight: 346.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)c1cc2c(c(O)c1O)[C@@]13CCCC(C)(C)[C@@H]1[C@H](OC3=O)[C@@H]2O

Standard InChI:  InChI=1S/C20H26O5/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24/h8-9,14,16-17,21-23H,5-7H2,1-4H3/t14-,16-,17+,20+/m1/s1

Standard InChI Key:  LCAZOMIGFDQMNC-PYQAKABTSA-N

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

Properties

Molecular Weight: 346.42

Molecular Weight (Monoisotopic): 346.1780

AlogP: 3.26

#Rotatable Bonds: 1

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.18

CX Basic pKa:

CX LogP: 3.58

CX LogD: 3.57

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: 2.72

References

1. Fischedick JT, Standiford M, Johnson DA, Johnson JA..  (2013)  Structure activity relationship of phenolic diterpenes from Salvia officinalis as activators of the nuclear factor E2-related factor 2 pathway.,  21  (9): [PMID:23507152] [10.1016/j.bmc.2013.02.019]

2. Sadeghi Z, Masullo M, Cerulli A, Nazzaro F, Farimani MM, Piacente S..  (2021)  Terpenoid Constituents of Perovskia artemisioides Aerial Parts with Inhibitory Effects on Bacterial Biofilm Growth.,  84  (1.0): [PMID:33378620] [10.1021/acs.jnatprod.0c00832]

Source

Source(1):

• Scientific Literature