Cedrelone

ID: ALA2269927

Chembl Id: CHEMBL2269927

Cas Number: 1254-85-9

PubChem CID: 21596358

Max Phase: Preclinical

Molecular Formula: C26H30O5

Molecular Weight: 422.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)C(=O)C=C[C@@]2(C)C1=C(O)C(=O)[C@]1(C)[C@@H]2CC[C@@]2(C)[C@H](c3ccoc3)C[C@H]3O[C@]321

Standard InChI:  InChI=1S/C26H30O5/c1-22(2)17(27)7-9-23(3)16-6-10-24(4)15(14-8-11-30-13-14)12-18-26(24,31-18)25(16,5)21(29)19(28)20(22)23/h7-9,11,13,15-16,18,28H,6,10,12H2,1-5H3/t15-,16+,18+,23+,24-,25-,26+/m0/s1

Standard InChI Key:  OQMUOVSEPOBWMK-BWLMZZBKSA-N

Alternative Forms

1. Parent:

   

   ALA2269927

   CEDRELONE

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: 422.52

Molecular Weight (Monoisotopic): 422.2093

AlogP: 4.89

#Rotatable Bonds: 1

Polar Surface Area: 80.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.43

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 4.41

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.65

Np Likeness Score: 3.22

References

1. Govindachari T, Suresh G, Gopalakrishnan G, Masilamani S, Banumathi B.  (2000)  Antifungal activity of some tetranortriterpenoids,  71  (4): [10.1016/S0367-326X(99)00155-0]

2. Suresh G, Gopalakrishnan G, Wesley SD, Pradeep Singh ND, Malathi R, Rajan SS..  (2002)  Insect antifeedant activity of tetranortriterpenoids from the Rutales. A perusal of structural relations.,  50  (16): [PMID:12137465] [10.1021/jf025534t]

3. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

4. Stevens M, Abdeen S, Salim N, Ray AM, Washburn A, Chitre S, Sivinski J, Park Y, Hoang QQ, Chapman E, Johnson SM..  (2019)  HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.,  29  (9): [PMID:30852084] [10.1016/j.bmcl.2019.02.028]

5.  (2018)  HTS Assay for Identifying Small Molecule Inhibitors of RAD52 and Uses of Identified Small Molecule Inhibitors for Treatment and Prevention of BRCA-Deficient Malignancies, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data