Details of the Drug

General Information of Drug (ID: DM08BIZ)

Drug Name

LY354740

Synonyms

Eglumetad; Eglumegad; 176199-48-7; (1S,2S,5R,6S)-2-aminobicyclo[310]hexane-2,6-dicarboxylic acid; Eglumegad [INN]; UNII-ONU5A67T2S; LY-354740; LY 354740; ONU5A67T2S; CHEMBL8759; Eglumegad (INN); (1S,2S,5R,6S)-2-Aminobicyclo(310)hexane-2,6-dicarboxylic acid; (1R,4S,5S,6S)-4-aminobicyclo[310]hexane-4,6-dicarboxylic acid; (1S,2S,5R,6S)-2-Amino-bicyclo[310]hexane-2,6-dicarboxylic acid; [3H]Eglumegad; LY366563; Eglumetad [USAN:INN]; (+)-2-Aminobicyclo(310)hexane-2,6-dicarboxylic acid; 40F; PubChem18158; Eglumegad; Eglumegad [USAN]; Eglumegad hydrate; Eglumetad hydrate; LY 314582; LY 366563; LY314582; Eglumegad (USAN); LY-314582; LY-354740 monohydrate; LY-366563; Eglumetad (INN/USAN); (1R,4S,5S,6S)-4-aminobicyclo[310]hexane-4,6-dicarboxylic acid hydrate; (1S,2S,5R,6S)-2-Aminobicyclo(310)hexane-2,6-dicarboxylic acid monohydrate; 2-Aminobicyclo(310)hexane-2,6-dicarboxylic acid; 4-aminobicyclo[310]hexane-4,6-dicarboxylic acid; [3H]eglumegad

Indication

Disease Entry	ICD 11	Status	REF
Anxiety disorder	6B00-6B0Z	Discontinued in Phase 2	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 1

Molecular Weight (mw)

185.18

Logarithm of the Partition Coefficient (xlogp)

-3.2

Rotatable Bond Count (rotbonds)

2

Hydrogen Bond Donor Count (hbonddonor)

3

Hydrogen Bond Acceptor Count (hbondacc)

5

Chemical Identifiers

Formula: C8H11NO4
IUPAC Name: (1S,2S,5R,6S)-2-aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid
Canonical SMILES: C1C[C@]([C@H]2[C@@H]1[C@@H]2C(=O)O)(C(=O)O)N
InChI: InChI=1S/C8H11NO4/c9-8(7(12)13)2-1-3-4(5(3)8)6(10)11/h3-5H,1-2,9H2,(H,10,11)(H,12,13)/t3-,4-,5-,8-/m0/s1
InChIKey: VTAARTQTOOYTES-RGDLXGNYSA-N

Cross-matching ID

PubChem CID: 213056
CAS Number: 176199-48-7
TTD ID: D0U5CS

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Metabotropic glutamate receptor 2 (mGluR2)	TTXJ47W	GRM2_HUMAN	Agonist	[2]
Metabotropic glutamate receptor 3 (mGluR3)	TT8A9EF	GRM3_HUMAN	Agonist	[3]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease

Anxiety disorder

ICD Disease Classification

6B00-6B0Z

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Metabotropic glutamate receptor 2 (mGluR2)	DTT	GRM2	1.09E-01	-0.11	-0.2
Metabotropic glutamate receptor 2 (mGluR2)	DTT	GRM2	3.19E-01	-0.06	-0.34
Metabotropic glutamate receptor 3 (mGluR3)	DTT	GRM3	6.89E-02	-0.39	-0.17
Metabotropic glutamate receptor 3 (mGluR3)	DTT	GRM3	4.60E-02	-0.05	-0.15

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 1393).
2	Characterization of [(3)H]-LY354740 binding to rat mGlu2 and mGlu3 receptors expressed in CHO cells using semliki forest virus vectors. Neuropharmacology. 2000 Jul 24;39(10):1700-6.
3	Mutagenesis and molecular modeling of the orthosteric binding site of the mGlu2 receptor determining interactions of the group II receptor antagonist (3)H-HYDIA. ChemMedChem. 2009 Jul;4(7):1086-94.