ID: ALA1642953

Max Phase: Preclinical

Molecular Formula: C20H28O4

Molecular Weight: 332.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C1C(=O)[C@@]23CC[C@H]4[C@@](C)(CCC[C@@]4(C)C(=O)O)[C@@H]2CC[C@]1(O)C3

Standard InChI:  InChI=1S/C20H28O4/c1-12-15(21)19-9-5-13-17(2,7-4-8-18(13,3)16(22)23)14(19)6-10-20(12,24)11-19/h13-14,24H,1,4-11H2,2-3H3,(H,22,23)/t13-,14-,17+,18+,19+,20-/m0/s1

Standard InChI Key:  KZDTWBJGGIIKEG-NQYOZRFVSA-N

Molecule Features

Natural Product: No

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: 332.44

Molecular Weight (Monoisotopic): 332.1988

AlogP: 3.33

#Rotatable Bonds: 1

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.50

CX Basic pKa:

CX LogP: 3.49

CX LogD: 0.68

Aromatic Rings: 0

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: 2.84

References

1. Li J, Zhang D, Wu X..  (2011)  Synthesis and biological evaluation of novel exo-methylene cyclopentanone tetracyclic diterpenoids as antitumor agents.,  21  (1): [PMID:21144747] [10.1016/j.bmcl.2010.11.055]

2. Lin Z, Guo Y, Gao Y, Wang S, Wang X, Xie Z, Niu H, Chang W, Liu L, Yuan H, Lou H..  (2015)  ent-Kaurane Diterpenoids from Chinese Liverworts and Their Antitumor Activities through Michael Addition As Detected in Situ by a Fluorescence Probe.,  58  (9): [PMID:25856683] [10.1021/acs.jmedchem.5b00208]

3. Liu JS, Luo LP, Xu G, Xu XJ, Xu C, Ou E, Zhang HY, Yuan ZQ, Zhao Y..  (2022)  Synthesis and Biological Evaluation of Steviol Derivatives with Improved Cytotoxic Activity and Selectivity.,  85  (8.0): [PMID:35943432] [10.1021/acs.jnatprod.2c00161]

Source

Source(1):

• Scientific Literature