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Chemistry

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Also known as: Ory-2001, 1357362-02-7, Vafidemstat [inn], Lz82jlt4up, 1,3,4-oxadiazole-2-methanamine, 5-amino-n-((1r,2s)-2-(4-(phenylmethoxy)phenyl)cyclopropyl)-, 5-((((1r,2s)-2-(4-(benzyloxy)phenyl)cyclopropyl)amino)methyl)-1,3,4-oxadiazol-2-amine
Molecular Formula
C19H20N4O2
Molecular Weight
336.4  g/mol
InChI Key
XBBRLCXCBCZIOI-DLBZAZTESA-N
FDA UNII
LZ82JLT4UP

Vafidemstat
Vafidemstat is under investigation in clinical trial NCT03867253 (Testing the Safety and Preliminary Efficacy of the New Drug ORY-2001 in Mild to Moderate Alzheimer's Disease).
1 2D Structure

Vafidemstat

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
5-[[[(1R,2S)-2-(4-phenylmethoxyphenyl)cyclopropyl]amino]methyl]-1,3,4-oxadiazol-2-amine
2.1.2 InChI
InChI=1S/C19H20N4O2/c20-19-23-22-18(25-19)11-21-17-10-16(17)14-6-8-15(9-7-14)24-12-13-4-2-1-3-5-13/h1-9,16-17,21H,10-12H2,(H2,20,23)/t16-,17+/m0/s1
2.1.3 InChI Key
XBBRLCXCBCZIOI-DLBZAZTESA-N
2.1.4 Canonical SMILES
C1C(C1NCC2=NN=C(O2)N)C3=CC=C(C=C3)OCC4=CC=CC=C4
2.1.5 Isomeric SMILES
C1[C@H]([C@@H]1NCC2=NN=C(O2)N)C3=CC=C(C=C3)OCC4=CC=CC=C4
2.2 Other Identifiers
2.2.1 UNII
LZ82JLT4UP
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (1r,2s)-2-(4-(benzyloxy)phenyl)-n-((5-imino-4,5-dihydro-1,3,4-oxadiazol-2-yl)methyl)cyclopropanamine

2. 1,3,4-oxadiazole-2-methanamine, 4,5-dihydro-5-imino-n-((1r,2s)-2-(4-(phenylmethoxy)phenyl)cyclopropyl)-

3. Ory-2001

2.3.2 Depositor-Supplied Synonyms

1. Ory-2001

2. 1357362-02-7

3. Vafidemstat [inn]

4. Lz82jlt4up

5. 1,3,4-oxadiazole-2-methanamine, 5-amino-n-((1r,2s)-2-(4-(phenylmethoxy)phenyl)cyclopropyl)-

6. 5-((((1r,2s)-2-(4-(benzyloxy)phenyl)cyclopropyl)amino)methyl)-1,3,4-oxadiazol-2-amine

7. 5-[[[(1r,2s)-2-(4-phenylmethoxyphenyl)cyclopropyl]amino]methyl]-1,3,4-oxadiazol-2-amine

8. Unii-lz82jlt4up

9. Schembl528204

10. Chembl4802155

11. Bcp29383

12. Hy-112623

13. Cs-0058593

14. Ory 2001; Ory-2001; Ory2001

15. A930244

16. 5-(((trans)-2-(4-(benzyloxy)phenyl)cyclopropylamino)methyl)-1,3,4-oxadiazol-2-amine

17. (1r,2s)-2-(4-(benzyloxy)phenyl)-n-((5-imino-4,5-dihydro-1,3,4-oxadiazol-2-yl)methyl)cyclopropanamine

18. 1,3,4-oxadiazole-2-methanamine, 4,5-dihydro-5-imino-n-((1r,2s)-2-(4-(phenylmethoxy)phenyl)cyclopropyl)-

2.4 Create Date
2012-11-30
3 Chemical and Physical Properties
Molecular Weight 336.4 g/mol
Molecular Formula C19H20N4O2
XLogP32.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass336.15862589 g/mol
Monoisotopic Mass336.15862589 g/mol
Topological Polar Surface Area86.2 Ų
Heavy Atom Count25
Formal Charge0
Complexity410
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Mechanism of Action

Vafidemstat is a small molecule irreversible inhibitor of histone demethylase LSD1 and also a dual inhibitor of LSD1/MAO-B.


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