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CHEMISTRY
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9 Drugs in Development

9 Drugs in Development

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Chemistry

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Also known as: 32426-57-6, Lysergide d-tartrate, D-lsd 25 bitartrate, 7wnp51ka7m, Lysergide tartrate, Ergoline-8-beta-carboxamide, 9,10-didehydro-n,n-diethyl-6-methyl-, tartrate (1:1), d-

Molecular Formula

C₂₄H₃₁N₃O₇

Molecular Weight

473.5 g/mol

InChI Key

HQMPRARIZOUKRO-JDQBHMBOSA-N

FDA UNII

7WNP51KA7M

1 2D Structure

Lysergide D-tartrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(6aR,9R)-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;(2S,3S)-2,3-dihydroxybutanedioic acid

2.1.2 InChI

InChI=1S/C20H25N3O.C4H6O6/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14;5-1(3(7)8)2(6)4(9)10/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/t14-,18-;1-,2-/m10/s1

2.1.3 InChI Key

HQMPRARIZOUKRO-JDQBHMBOSA-N

2.1.4 Canonical SMILES

CCN(CC)C(=O)C1CN(C2CC3=CNC4=CC=CC(=C34)C2=C1)C.C(C(C(=O)O)O)(C(=O)O)O

2.1.5 Isomeric SMILES

CCN(CC)C(=O)[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)C.[C@H]([C@@H](C(=O)O)O)(C(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

7WNP51KA7M

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 32426-57-6

2. Lysergide D-tartrate

3. D-lsd 25 Bitartrate

4. 7wnp51ka7m

5. Lysergide Tartrate

6. Ergoline-8-beta-carboxamide, 9,10-didehydro-n,n-diethyl-6-methyl-, Tartrate (1:1), D-

7. (6ar,9r)-n,n-diethyl-7-methyl-6,6a,8,9-tetrahydro-4h-indolo[4,3-fg]quinoline-9-carboxamide;(2s,3s)-2,3-dihydroxybutanedioic Acid

8. (6ar,9r)-n,n-diethyl-7-methyl-6,6a,8,9-tetrahydro-4h-indolo[4,3-fg]quinoline-9-carboxamide;2,3-dihydroxybutanedioic Acid

9. D-9,10-didehydro-n,n-diethyl-6-methylergoline-8-beta-carboxamide Tartrate (1:1)

10. Unii-7wnp51ka7m

11. Lsd D-(-)-tartrate

12. Lsd (d-tartrate) (solution)

13. Akos040752817

14. Ls-64353

15. Lysergic Acid Diethylamide D-tartrate

16. D-lysergic Acid Diethylamide D-tartrate

17. Q27268952

18. Ergoline-8-carboxamide, 9,10-didehydro-n,n-diethyl-6-methyl-, (8.beta.)-, (2s,3s)-2,3-dihydroxybutanedioate (1:1)

19. Ergoline-8-carboxamide, 9,10-didehydro-n,n-diethyl-6-methyl-, (8.beta.)-, (s-(r*,r*))-2,3-dihydroxybutanedioate (1:1)

20. Ergoline-8.beta.-carboxamide, 9,10-didehydro-n,n-diethyl-6-methyl-, (-)-tartrate (1:1)

2.4 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₃₁N₃O₇
Molecular Weight	473.5 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	6
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	154
Heavy Atom Count	34
Formal Charge	0
Complexity	661
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2