General Information of the Compound
Compound ID
CP0041550
Compound Name
BRIMONIDINE
    Show/Hide
Synonyms
5-Bromo-6-(2-imidazolin-2-ylamino)quinoxaline
5-Bromo-N-(4,5-dihydro-1H-imidazol-2-yl)-6-quinoxalinamine
59803-98-4
6-Quinoxalinamine, 5-bromo-N-(4,5-dihydro-1H-imidazol-2-yl)-
AGN 190342
AGN-190342
BRN 0751629
Brimonidine
Brimonidine (bioerodible, extended release)
Brimonidine [INN:BAN]
Brimonidine, 98%
Bromoxidine
C11H10BrN5
CHEBI:3175
CHEMBL844
DSSTox_RID_80758
E6GNX3HHTE
EN300-50880
LK 14304-18
MLS000069370
NCGC00016069-09
SMR000058355
UK 14,304
UK 14304
UK-14304
UNII-E6GNX3HHTE
[3H]brimonidine
brimonidine
    Show/Hide
Structure
Formula
C11H10BrN5
Molecular Weight
292.14
Canonical SMILES
Brc1c(NC2=NCCN2)ccc2nccnc12
    Show/Hide
InChI
InChI=1S/C11H10BrN5/c12-9-7(17-11-15-5-6-16-11)1-2-8-10(9)14-4-3-13-8/h1-4H,5-6H2,(H2,15,16,17)
    Show/Hide
InChIKey
XYLJNLCSTIOKRM-UHFFFAOYSA-N
CAS
59803-98-4
Physicochemical Property
logP
1.7634
Rotatable Bonds
1
Heavy Atom Count
17
Polar Areas
62.2
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Complexity
17

"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).

    Show/Hide
Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 2435
SID: 14751364
ChEMBL ID
CHEMBL844
DrugBank ID
DB00484
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: PT02060, Alpha-1A adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 1132 nM
   TI
   LI
   LO
   TS
Protein ID: PT00644, Alpha-1B adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 943 nM
   TI
   LI
   LO
   TS
Protein ID: PT01650, Alpha-2A adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000028 PC-12 Homo sapiens (Human)  1
1
EC50 = 0.86 nM
   TI
   LI
   LO
   TS
CL000406 CHO-CPR C10 Cricetulus griseus (Chinese hamster)  1
1
EC50 = 4.1 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 2.7 nM
   TI
   LI
   LO
   TS
Protein ID: PT02026, Alpha-2B adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000392 Y1 Mus musculus (Mouse)  1
1
Ki = 34.67 nM
   TI
   LI
   LO
   TS
Protein ID: PT03109, Alpha-2B adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 52 nM
   TI
   LI
   LO
   TS
Protein ID: PT01598, Alpha-2C adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000028 PC-12 Homo sapiens (Human)  1
1
EC50 = 8 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 44 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Brimonidine )
Drug Name Brimonidine
Company PSivida Corp
Indication
Ocular hypertension
Approved
Glaucoma/ocular hypertension
Phase 3
Target(s)
Adrenergic receptor alpha-2C (ADRA2C)
Modulator