ID: ALA1762708

Max Phase: Preclinical

Molecular Formula: C23H24O5

Molecular Weight: 380.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)=CCC12OC(C)(C)C3CC(C=C4C(=O)c5c(O)cccc5OC431)C2=O

Standard InChI:  InChI=1S/C23H24O5/c1-12(2)8-9-22-20(26)13-10-14-19(25)18-15(24)6-5-7-16(18)27-23(14,22)17(11-13)21(3,4)28-22/h5-8,10,13,17,24H,9,11H2,1-4H3

Standard InChI Key:  XZPYBDPGHSLINX-UHFFFAOYSA-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: 380.44

Molecular Weight (Monoisotopic): 380.1624

AlogP: 3.76

#Rotatable Bonds: 2

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.79

CX Basic pKa:

CX LogP: 4.23

CX LogD: 4.21

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.79

Np Likeness Score: 3.37

References

1. Wang X, Lu N, Yang Q, Gong D, Lin C, Zhang S, Xi M, Gao Y, Wei L, Guo Q, You Q..  (2011)  Studies on chemical modification and biology of a natural product, gambogic acid (III): determination of the essential pharmacophore for biological activity.,  46  (4): [PMID:21334116] [10.1016/j.ejmech.2011.01.051]

2. Chantarasriwong O, Milcarek AT, Morales TH, Settle AL, Rezende CO, Althufairi BD, Theodoraki MA, Alpaugh ML, Theodorakis EA..  (2019)  Synthesis, structure-activity relationship and in vitro pharmacodynamics of A-ring modified caged xanthones in a preclinical model of inflammatory breast cancer.,  168  [PMID:30831408] [10.1016/j.ejmech.2019.02.047]

3. Xu X, Wu Y, Hu M, Li X, Gu C, You Q, Zhang X..  (2016)  Structure-activity relationship of Garcinia xanthones analogues: Potent Hsp90 inhibitors with cytotoxicity and antiangiogenesis activity.,  24  (19): [PMID:27527413] [10.1016/j.bmc.2016.07.067]

Source

Source(1):

• Scientific Literature