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Chemistry

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Also known as: 177lu-psma-617, G6uf363ecx, Vipivotide tetraxetan lu-177, 177lu-labeled psma-617, Lutetium lu-177 vipivotide tetraxetan, Vipivotide tetraxetan lutetium lu-177
Molecular Formula
C49H68LuN9O16
Molecular Weight
1216.1  g/mol
InChI Key
RSTDSVVLNYFDHY-IOCOTODDSA-K
FDA UNII
G6UF363ECX

Lutetium-177 Vipivotide Tetraxetan
Lutetium Lu 177 Vipivotide Tetraxetan is a radioconjugate composed of PSMA-617, a human prostate-specific membrane antigen (PSMA)-targeting ligand, conjugated to the beta-emitting radioisotope lutetium Lu 177 (177Lu), with potential antineoplastic activity against PSMA-expressing tumor cells. Upon intravenous administration of lutetium Lu 177 vipivotide tetraxetan, vipivotide tetraxetan targets and binds to PSMA-expressing tumor cells. Upon binding, PSMA-expressing tumor cells are destroyed by 177Lu through the specific delivery of beta particle radiation. PSMA, a tumor-associated antigen and type II transmembrane protein, is expressed on the membrane of prostatic epithelial cells and overexpressed on prostate tumor cells.
1 2D Structure

Lutetium-177 Vipivotide Tetraxetan

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[4-[2-[[4-[[(2S)-1-[[(5S)-5-carboxy-5-[[(1S)-1,3-dicarboxypropyl]carbamoylamino]pentyl]amino]-3-naphthalen-2-yl-1-oxopropan-2-yl]carbamoyl]cyclohexyl]methylamino]-2-oxoethyl]-7,10-bis(carboxylatomethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetate;lutetium-177(3+)
2.1.2 InChI
InChI=1S/C49H71N9O16.Lu/c59-40(28-55-17-19-56(29-42(62)63)21-23-58(31-44(66)67)24-22-57(20-18-55)30-43(64)65)51-27-32-8-12-35(13-9-32)45(68)52-39(26-33-10-11-34-5-1-2-6-36(34)25-33)46(69)50-16-4-3-7-37(47(70)71)53-49(74)54-38(48(72)73)14-15-41(60)61;/h1-2,5-6,10-11,25,32,35,37-39H,3-4,7-9,12-24,26-31H2,(H,50,69)(H,51,59)(H,52,68)(H,60,61)(H,62,63)(H,64,65)(H,66,67)(H,70,71)(H,72,73)(H2,53,54,74);/q;+3/p-3/t32?,35?,37-,38-,39-;/m0./s1/i;1+2
2.1.3 InChI Key
RSTDSVVLNYFDHY-IOCOTODDSA-K
2.1.4 Canonical SMILES
C1CC(CCC1CNC(=O)CN2CCN(CCN(CCN(CC2)CC(=O)[O-])CC(=O)[O-])CC(=O)[O-])C(=O)NC(CC3=CC4=CC=CC=C4C=C3)C(=O)NCCCCC(C(=O)O)NC(=O)NC(CCC(=O)O)C(=O)O.[Lu+3]
2.1.5 Isomeric SMILES
C1CC(CCC1CNC(=O)CN2CCN(CCN(CCN(CC2)CC(=O)[O-])CC(=O)[O-])CC(=O)[O-])C(=O)N[C@@H](CC3=CC4=CC=CC=C4C=C3)C(=O)NCCCC[C@@H](C(=O)O)NC(=O)N[C@@H](CCC(=O)O)C(=O)O.[177Lu+3]
2.2 Other Identifiers
2.2.1 UNII
G6UF363ECX
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 177lu-617-prostate-specific Membrane Antigen Ligand

2. 177lu-psma-617

2.3.2 Depositor-Supplied Synonyms

1. 177lu-psma-617

2. G6uf363ecx

3. Vipivotide Tetraxetan Lu-177

4. 177lu-labeled Psma-617

5. Lutetium Lu-177 Vipivotide Tetraxetan

6. Vipivotide Tetraxetan Lutetium Lu-177

7. Lutetium (177lu) Vipivotide Tetraxetan

8. Lutetium (177lu) Vipivotide Tetraxetan [inn]

9. Lutetium Lu 177 Vipivotide Tetraxetan [usan]

10. Pluvicto

11. Unii-g6uf363ecx

12. Who 11429

13. Lutetium (177lu) Vipivotide Tetraxetan [who-dd]

14. 1703749-62-5

15. 1983157-55-6

16. Lutetate(3-)-177lu, (n-((((1s)-1-carboxy-5-(((2s)-3-(2-naphthalenyl)-1-oxo-2-(((trans-4-(((2-(4,7,10-tris((carboxy-.kappa.o)methyl)-1,4,7,10-tetraazacyclododec-1-yl-.kappa.n1,.kappa.n4,.kappa.n7,.kappa.n10)acetyl-.kappa.o)amino)methyl)cyclohexyl)carbonyl)amino)propyl)amino)pentyl)amino)carbonyl)-l-glutamato(6-))-, Hydrogen (1:3)

17. Lutetate(3-)-177lu, (n2-((((1s)-1,3-dicarboxypropyl)amino)carbonyl)-n6-(3-(2-naphthalenyl)-n-((trans-4-(((2-(4,7,10-tris((carboxy-.kappa.o)methyl)-1,4,7,10-tetraazacyclododec-1-yl-.kappa.n1,.kappa.n4,.kappa.n7,.kappa.n10)acetyl-.kappa.o)amino)methyl)cyclohexyl)carbonyl)-l-alanyl)-l-lysinato(6-))-, Hydrogen (1:3

2.4 Create Date
2016-12-16
3 Chemical and Physical Properties
Molecular Weight 1216.1 g/mol
Molecular Formula C49H68LuN9O16
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count20
Rotatable Bond Count24
Exact Mass1215.42217 g/mol
Monoisotopic Mass1215.42217 g/mol
Topological Polar Surface Area374 Ų
Heavy Atom Count75
Formal Charge0
Complexity1860
Isotope Atom Count1
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

Treatment of PSMA-expressing prostate cancer


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Radiopharmaceuticals

Compounds that are used in medicine as sources of radiation for radiotherapy and for diagnostic purposes. They have numerous uses in research and industry. (Martindale, The Extra Pharmacopoeia, 30th ed, p1161) (See all compounds classified as Radiopharmaceuticals.)


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Patents & EXCLUSIVITIES

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US Patents

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01

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Compamed
Not Confirmed

NOVARTIS

Switzerland
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Compamed
Not Confirmed

LUTETIUM LU-177 VIPIVOTIDE TETRAXETAN

US Patent Number : 11318121

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 215833

Patent Use Code : U-3345

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2028-08-15

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02

arrow
Compamed
Not Confirmed

NOVARTIS

Switzerland
arrow
Compamed
Not Confirmed

LUTETIUM LU-177 VIPIVOTIDE TETRAXETAN

US Patent Number : 10406240

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 215833

Patent Use Code : U-3345

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2028-08-15

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03

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Compamed
Not Confirmed

NOVARTIS

Switzerland
arrow
Compamed
Not Confirmed

LUTETIUM LU-177 VIPIVOTIDE TETRAXETAN

US Patent Number : 11951190

Drug Substance Claim :

Drug Product Claim :

Application Number : 215833

Patent Use Code : U-3345

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2035-11-12

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04

arrow
Compamed
Not Confirmed

NOVARTIS

Switzerland
arrow
Compamed
Not Confirmed

LUTETIUM LU-177 VIPIVOTIDE TETRAXETAN

US Patent Number : 10398791

Drug Substance Claim : Y

Drug Product Claim : Y

Application Number : 215833

Patent Use Code :

Delist Requested :

Patent Use Description :

Patent Expiration Date : 2034-10-17

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