ID: ALA4247084

Max Phase: Preclinical

Molecular Formula: C20H28O5

Molecular Weight: 348.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C1C(=O)[C@]23[C@H](O)[C@H]1C[C@H](O)[C@H]2[C@]12CCCC(C)(C)[C@H]1C[C@H]3O[C@H]2O

Standard InChI:  InChI=1S/C20H28O5/c1-9-10-7-11(21)14-19-6-4-5-18(2,3)12(19)8-13(25-17(19)24)20(14,15(9)22)16(10)23/h10-14,16-17,21,23-24H,1,4-8H2,2-3H3/t10-,11-,12+,13+,14-,16+,17+,19-,20+/m0/s1

Standard InChI Key:  IMCRQBUQWXZEDV-OBHPAOCOSA-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: 348.44

Molecular Weight (Monoisotopic): 348.1937

AlogP: 1.40

#Rotatable Bonds: 0

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: 11.93

CX Basic pKa:

CX LogP: 1.29

CX LogD: 1.29

Aromatic Rings: 0

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: 3.82

References

1. Ke Y, Wang W, Zhao LF, Liang JJ, Liu Y, Zhang X, Feng K, Liu HM..  (2018)  Design, synthesis and biological mechanisms research on 1,2,3-triazole derivatives of Jiyuan Oridonin A.,  26  (17): [PMID:30143365] [10.1016/j.bmc.2017.11.005]

2. Ke Y, Liang JJ, Hou RJ, Li MM, Zhao LF, Wang W, Liu Y, Xie H, Yang RH, Hu TX, Wang JY, Liu HM..  (2018)  Synthesis and biological evaluation of novel Jiyuan Oridonin A-1,2,3-triazole-azole derivatives as antiproliferative agents.,  157  [PMID:30193221] [10.1016/j.ejmech.2018.08.056]

3. Zhou C, Zhang JY, Liu HB, Tian XY, Liu Y, Wang YL, Zheng ZJ, Wang N, Wang ZJ, Xu X, Liu HM, Ke Y..  (2022)  Synthesis, biological evaluation and cellular localization study of fluorescent derivatives of Jiyuan Oridonin A.,  229  [PMID:34954589] [10.1016/j.ejmech.2021.114048]

Source

Source(1):

• Scientific Literature