SID92763810

ID: ALA109863

Chembl Id: CHEMBL109863

Cas Number: 466-09-1

PubChem CID: 92760

Max Phase: Preclinical

Molecular Formula: C23H34O4

Molecular Weight: 374.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C3=CC(=O)OC3)CC[C@]12O

Standard InChI:  InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16-,17+,18-,19+,21-,22+,23-/m0/s1

Standard InChI Key:  XZTUSOXSLKTKJQ-CIXPXFMPSA-N

Alternative Forms

1. Parent:

   

   ALA109863

   Uzarigenin

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: 374.52

Molecular Weight (Monoisotopic): 374.2457

AlogP: 3.60

#Rotatable Bonds: 1

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.18

CX Basic pKa: 0.25

CX LogP: 3.07

CX LogD: 2.65

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: 3.17

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. Hosseini SH, Masullo M, Cerulli A, Martucciello S, Ayyari M, Pizza C, Piacente S..  (2019)  Antiproliferative Cardenolides from the Aerial Parts of Pergularia tomentosa.,  82  (1): [PMID:30629433] [10.1021/acs.jnatprod.8b00630]

4. Pederson PJ,Cai S,Carver C,Powell DR,Risinger AL,Grkovic T,O'Keefe BR,Mooberry SL,Cichewicz RH.  (2020)  Triple-Negative Breast Cancer Cells Exhibit Differential Sensitivity to Cardenolides from Calotropis gigantea.,  83  (7.0): [PMID:32649211] [10.1021/acs.jnatprod.0c00423]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays