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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C29H41NO6.C2H2O4
Molecular Weight 1089.3128
Optical Activity UNSPECIFIED
Defined Stereocenters 12 / 12
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of BELORANIB HEMIOXALATE

SMILES

OC(=O)C(O)=O.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.CO[C@@H]5[C@@H](CC[C@]6(CO6)[C@H]5[C@@]7(C)O[C@@H]7CC=C(C)C)OC(=O)\C=C\C8=CC=C(OCCN(C)C)C=C8

InChI

InChIKey=ZKEMUPZLDSXZCX-CEVDDVLHSA-N
InChI=1S/2C29H41NO6.C2H2O4/c2*1-20(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;3-1(4)2(5)6/h2*7-12,14,23-24,26-27H,13,15-19H2,1-6H3;(H,3,4)(H,5,6)/b2*14-10+;/t2*23-,24-,26-,27-,28+,29+;/m11./s1

HIDE SMILES / InChI
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

PubMed

TitleDatePubMed
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

Patents

Sample Use Guides

Subjects will receive ZGN-440 twice weekly subcutaneous injections for up to 28 weeks.
Route of Administration: Other
Name Type Language
CKD 732
Preferred Name English
BELORANIB HEMIOXALATE
Common Name English
CKD-732
Code English
2-PROPENOIC ACID, 3-(4-(2-(DIMETHYLAMINO)ETHOXY)PHENYL)-, (3R,4S,5S,6R)-5-METHOXY-4-((2R,3R)-2-METHYL-3-(3-METHYL-2-BUTENYL)OXIRANYL)-1-OXASPIRO(2.5)OCT-6-YL ESTER, (2E)-, ETHANEDIOATE (2:1)
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID90200996
Created by admin on Mon Mar 31 23:39:10 GMT 2025 , Edited by admin on Mon Mar 31 23:39:10 GMT 2025
PRIMARY
CAS
529511-79-3
Created by admin on Mon Mar 31 23:39:10 GMT 2025 , Edited by admin on Mon Mar 31 23:39:10 GMT 2025
PRIMARY
PUBCHEM
25144864
Created by admin on Mon Mar 31 23:39:10 GMT 2025 , Edited by admin on Mon Mar 31 23:39:10 GMT 2025
PRIMARY
FDA UNII
4T7B8LC5I7
Created by admin on Mon Mar 31 23:39:10 GMT 2025 , Edited by admin on Mon Mar 31 23:39:10 GMT 2025
PRIMARY