Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C29H41NO6 |
| Molecular Weight | 499.6389 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CO[C@@H]1[C@@H](CC[C@]2(CO2)[C@H]1[C@@]3(C)O[C@@H]3CC=C(C)C)OC(=O)\C=C\C4=CC=C(OCCN(C)C)C=C4
InChI
InChIKey=ZEZFKUBILQRZCK-MJSCXXSSSA-N
InChI=1S/C29H41NO6/c1-20(2)7-13-24-28(3,36-24)27-26(32-6)23(15-16-29(27)19-34-29)35-25(31)14-10-21-8-11-22(12-9-21)33-18-17-30(4)5/h7-12,14,23-24,26-27H,13,15-19H2,1-6H3/b14-10+/t23-,24-,26-,27-,28+,29+/m1/s1
| Molecular Formula | C29H41NO6 |
| Molecular Weight | 499.6389 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
Beloranib (also known as ZGN-433 or CKD-732), a fumagillin anticancer drug that initially was developed by CKD Pharmaceuticals for the treatment of solid tumors. Beloranib is a potent inhibitor of methionine aminopeptidase 2 (MetAP2), an enzyme that modulates the activity of key cellular processes that control metabolism. This drug was studied for the treatment of Prader-Willi syndrome and obesity caused by hypothalamic injury, including craniopharyngioma-associated obesity and severe obesity in the general population. European Commission has granted orphan drug designation for beloranib for the treatment of craniopharyngioma, a rare form of benign brain tumor and for the treatment of Prader-Willi syndrome. Beloran participated in phase III clinical trials to evaluate efficacy and safety in obese adolescent and adult subjects with Prader-Willi Syndrome, but these studies were terminated. In 2016, Zafgen, the company developed the drug, based on discussions with the regulatory authority and review of obstacles, costs and development timelines to gain marketing approval for beloranib, has decided to discontinue further development of the drug.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Inhibition of the methionine aminopeptidase 2 enzyme for the treatment of obesity. | 2014 |
|
| A Phase Ib pharmacokinetic study of the anti-angiogenic agent CKD-732 used in combination with capecitabine and oxaliplatin (XELOX) in metastatic colorectal cancer patients who progressed on irinotecan-based chemotherapy. | 2012-04 |
|
| The development of MetAP-2 inhibitors in cancer treatment. | 2012 |
|
| Assessment of the anti-obesity effects of the TNP-470 analog, CKD-732. | 2007-04 |
|
| Novel inhibitors targeted to methionine aminopeptidase 2 (MetAP2) strongly inhibit the growth of cancers in xenografted nude model. | 2005-03-10 |
|
| Absorption, distribution, metabolism, and excretion of CKD-732, a novel antiangiogenic fumagillin derivative, in rats, mice, and dogs. | 2004-02 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT02179151
Subjects will receive ZGN-440 twice weekly subcutaneous injections for up to 28 weeks.
Route of Administration:
Other
| Substance Class |
Chemical
Created
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| Record UNII |
FI471K8BU6
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Validated (UNII)
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FDA ORPHAN DRUG |
385012
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NCI_THESAURUS |
C1742
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EU-Orphan Drug |
EU/3/14/1287
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DB12671
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9056
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SUB179793
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FI471K8BU6
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609845-93-4
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NON-SPECIFIC STEREOCHEMISTRY | |||
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6918502
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C90656
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DTXSID40179800
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BELORANIB
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251111-30-5
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100000165899
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SALT/SOLVATE -> PARENT |
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TARGET -> INHIBITOR |
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