Methyl gambogate methyl ether

ID: ALA4542660

Cas Number: 2752-66-1

PubChem CID: 12113748

Max Phase: Preclinical

Molecular Formula: C40H48O8

Molecular Weight: 656.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)/C(C)=C\C[C@@]12OC(C)(C)[C@@H]3C[C@@H](C=C4C(=O)c5c(OC)c6c(c(CC=C(C)C)c5O[C@]431)O[C@](C)(CCC=C(C)C)C=C6)C2=O

Standard InChI:  InChI=1S/C40H48O8/c1-22(2)12-11-17-38(8)18-16-27-32(46-38)26(14-13-23(3)4)34-30(33(27)44-9)31(41)28-20-25-21-29-37(6,7)48-39(35(25)42,40(28,29)47-34)19-15-24(5)36(43)45-10/h12-13,15-16,18,20,25,29H,11,14,17,19,21H2,1-10H3/b24-15-/t25-,29+,38-,39+,40-/m1/s1

Standard InChI Key:  LFSCNWNADRUBLS-SDVXXSCVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4542660

   O-Methyl-gambogic acid methyl ester

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: 656.82

Molecular Weight (Monoisotopic): 656.3349

AlogP: 7.63

#Rotatable Bonds: 9

Polar Surface Area: 97.36

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.96

CX Basic pKa: ┄

CX LogP: 7.66

CX LogD: 7.66

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.15

Np Likeness Score: 3.32

References

1. 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]

Source

Source(1):

• Scientific Literature