General Information of the Compound
Compound ID
CP0076675
Compound Name
(1S,2S,5R,6S)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid
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Synonyms
Eglumegad
(+)-2-Aminobicyclo(310)hexane-2,6-dicarboxylic acid
(1R,4S,5S,6S)-4-aminobicyclo[310]hexane-4,6-dicarboxylic acid
(1R,4S,5S,6S)-4-aminobicyclo[310]hexane-4,6-dicarboxylic acid hydrate
(1S,2S,5R,6S)-2-Amino-bicyclo[310]hexane-2,6-dicarboxylic acid
(1S,2S,5R,6S)-2-Aminobicyclo(310)hexane-2,6-dicarboxylic acid
(1S,2S,5R,6S)-2-Aminobicyclo(310)hexane-2,6-dicarboxylic acid monohydrate
(1S,2S,5R,6S)-2-aminobicyclo[310]hexane-2,6-dicarboxylic acid
176199-48-7
2-Aminobicyclo(310)hexane-2,6-dicarboxylic acid
4-aminobicyclo[310]hexane-4,6-dicarboxylic acid
40F
CHEMBL8759
Eglumegad
Eglumegad (INN)
Eglumegad (USAN)
Eglumegad [INN]
Eglumegad [USAN]
Eglumegad hydrate
Eglumetad
Eglumetad (INN/USAN)
Eglumetad [USAN:INN]
Eglumetad hydrate
LY 314582
LY 354740
LY 366563
LY-314582
LY-354740
LY-354740 monohydrate
LY-366563
LY314582
LY354740
LY366563
ONU5A67T2S
PubChem18158
UNII-ONU5A67T2S
[3H]Eglumegad
[3H]eglumegad
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Structure
Formula
C8H11NO4
Molecular Weight
185.179
Canonical SMILES
N[C@]1(CC[C@H]2[C@@H]([C@@H]12)C(O)=O)C(O)=O
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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
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InChIKey
VTAARTQTOOYTES-RGDLXGNYSA-N
CAS
176199-48-7
Physicochemical Property
logP
-0.4909
Rotatable Bonds
2
Heavy Atom Count
13
Polar Areas
100.62
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Complexity
13

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 213056
SID: 14748421
ChEMBL ID
CHEMBL8759
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01748, Metabotropic glutamate receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000125 MCB3901 Mesocricetus auratus (Golden hamster)  4
1
EC50 = 7 nM
   TI
   LI
   LO
   TS
2
EC50 = 34.4 nM
   TI
   LI
   LO
   TS
3
IC50 = 5.6 nM
   TI
   LI
   LO
   TS
4
Ki = 71.7 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  2
1
EC50 = 7 nM
   TI
   LI
   LO
   TS
2
Ki = 71.7 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 7 nM
2 Ki = 13 nM
3 Ki = 84.7 nM
Protein ID: PT01491, Metabotropic glutamate receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 = 18.3 nM
   TI
   LI
   LO
   TS
2
Ki = 23.4 nM
   TI
   LI
   LO
   TS
Protein ID: PT01312, Metabotropic glutamate receptor 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000125 MCB3901 Mesocricetus auratus (Golden hamster)  4
1
EC50 = 27.1 nM
   TI
   LI
   LO
   TS
2
EC50 = 27.9 nM
   TI
   LI
   LO
   TS
3
EC50 = 140 nM
   TI
   LI
   LO
   TS
4
Ki = 107 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  2
1
EC50 = 27.9 nM
   TI
   LI
   LO
   TS
2
Ki = 107 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 27.9 nM
2 Ki = 125.6 nM
Protein ID: PT03263, Metabotropic glutamate receptor 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 53.5 nM
   TI
   LI
   LO
   TS
Protein ID: PT02446, Metabotropic glutamate receptor 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 > 100000 nM
   TI
   LI
   LO
   TS
Protein ID: PT02744, Metabotropic glutamate receptor 6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000125 MCB3901 Mesocricetus auratus (Golden hamster)  1
1
EC50 = 3360 nM
   TI
   LI
   LO
   TS
Protein ID: PT02739, Metabotropic glutamate receptor 8
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000125 MCB3901 Mesocricetus auratus (Golden hamster)  1
1
EC50 > 25000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( LY354740 )
Drug Name LY354740
Company Eli Lilly
Indication
Anxiety disorder
Discontinued in Phase 2
Target(s)
Metabotropic glutamate receptor 2 (mGluR2)
Agonist
Metabotropic glutamate receptor 3 (mGluR3)
Agonist