ID: ALA3354990

Max Phase: Preclinical

Molecular Formula: C25H38O3

Molecular Weight: 386.58

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C[C@H]1C[C@@]2(CC[C@H]3C[C@@H]2C3(C)C)OC2=C1C(=O)C(C)(C)C(=O)C2(C)C

Standard InChI:  InChI=1S/C25H38O3/c1-14(2)11-15-13-25(10-9-16-12-17(25)22(16,3)4)28-20-18(15)19(26)23(5,6)21(27)24(20,7)8/h14-17H,9-13H2,1-8H3/t15-,16-,17+,25+/m0/s1

Standard InChI Key:  KLOIQEXOEVJBFB-GRGOHXHGSA-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: 386.58

Molecular Weight (Monoisotopic): 386.2821

AlogP: 5.72

#Rotatable Bonds: 2

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.34

CX LogD: 6.34

Aromatic Rings: 0

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: 2.31

References

1. Nishiwaki H, Fujiwara S, Wukirsari T, Iwamoto H, Mori S, Nishi K, Sugahara T, Yamauchi S, Shuto Y..  (2015)  Revised stereochemistry of ficifolidione and its biological activities against insects and cells.,  78  (1): [PMID:25495518] [10.1021/np5006746]

2. Senadeera SPD, Duffy S, Avery VM, Carroll AR..  (2017)  Antiplasmodial β-triketones from the flowers of the Australian tree Angophora woodsiana.,  27  (11): [PMID:28400231] [10.1016/j.bmcl.2017.03.065]

3. Senadeera SPD, Lucantoni L, Duffy S, Avery VM, Carroll AR..  (2018)  Antiplasmodial β-Triketone-Flavanone Hybrids from the Flowers of the Australian Tree Corymbia torelliana.,  81  (7): [PMID:29969262] [10.1021/acs.jnatprod.8b00154]

Source

Source(1):

• Scientific Literature