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]
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
ChEBI ID
CHEMBL8759
CAS Number
176199-48-7
TTD ID
D0U5CS
Drug-Molecule Activity Atlas (DMA)NEW Click to Jump to the Detailed DMA Information of This Drug
Drug Pharmacogenomic Perturbation (DPP)NEW Click to Jump to the Detailed DPP Information of This Drug
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

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]
Molecular Interaction Atlas (MIA) 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) 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.