8-(2-Ethoxy-2-oxoethoxy)-3,3-dimethyl-1-(3-methylbut-2-en-1-yl)-3,3a,4,5-tetrahydro-1,5-methano-1H,7H-furo[3,4-d]xanthene-7,13-dione

ID: ALA4560082

PubChem CID: 155543432

Max Phase: Preclinical

Molecular Formula: C27H30O7

Molecular Weight: 466.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)COc1cccc2c1C(=O)C1=CC3CC4C(C)(C)OC(CC=C(C)C)(C3=O)C14O2

Standard InChI:  InChI=1S/C27H30O7/c1-6-31-21(28)14-32-18-8-7-9-19-22(18)23(29)17-12-16-13-20-25(4,5)34-26(24(16)30,11-10-15(2)3)27(17,20)33-19/h7-10,12,16,20H,6,11,13-14H2,1-5H3

Standard InChI Key:  IPTKTSHZUXMFEX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.4152   -7.1290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6999   -6.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.8436   -6.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560082

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 466.53

Molecular Weight (Monoisotopic): 466.1992

AlogP: 3.99

#Rotatable Bonds: 6

Polar Surface Area: 88.13

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.96

CX Basic pKa: ┄

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: 2.34

References

1. 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