General Information of the Compound
Compound ID
CP0055850
Compound Name
Aminoguanidine
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Synonyms
1-amino-guanidine
1-aminoguanidine
2-aminoguanidine
2-azanylguanidine
79-17-4
AGU
Aminate base
Aminoguanidine
Aminoguanidine (AG)
Aminoguanidine, Hemisulfate
CCRIS 3511
CHEBI:40618
CHEMBL225304
Carbonohydrazonic diamide
EINECS 201-183-1
GER-11
GUANIDINE, AMINO-
Guanyl hydrazine
HAMNKKUPIHEESI-UHFFFAOYSA-N
Hydrazinecarboximidamide
Hydrazinecarboximidamide(9CI)
INCB3284
Imino semicarbazide
Monoaminoguanidine
Pimagedine
Pimagedine [INN]
SCQ4EZQ113
Tocris-0787
UNII-SCQ4EZQ113
amino guanidine
aminoguanidine
guanylhydrazine
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Structure
Formula
CH6N4
Molecular Weight
74.087
Canonical SMILES
NN=C(N)N
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InChI
InChI=1S/CH6N4/c2-1(3)5-4/h4H2,(H4,2,3,5)
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InChIKey
HAMNKKUPIHEESI-UHFFFAOYSA-N
CAS
79-17-4
Physicochemical Property
logP
-1.8665
Rotatable Bonds
0
Heavy Atom Count
5
Polar Areas
90.42
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
2
Complexity
5

"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: 2146
SID: 12014685
ChEMBL ID
CHEMBL225304
DrugBank ID
DB05383
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: PT01856, Nitric oxide synthase 3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000749 HUVEC-C Homo sapiens (Human)  1
1
IC50 = 72000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 100000 nM
Protein ID: PT01472, Nitric oxide synthase, inducible
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000134 DLD-1 Homo sapiens (Human)  1
1
IC50 = 4500 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3900 nM
Protein ID: PT01718, Nitric oxide synthase, inducible
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000014 RAW 264.7 Mus musculus (Mouse)  2
1
IC50 = 26550 nM
   TI
   LI
   LO
   TS
2
IC50 = 28470 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Aminoguanidine )
Drug Name Aminoguanidine
Indication
Diabetic retinopathy
Phase 1
Rheumatoid arthritis
Discontinued in Phase 2
Insulin-resistant disorder
Discontinued in Phase 2
Target(s)
Nitric-oxide synthase inducible (NOS2)
Inhibitor
C-C chemokine receptor type 2 (CCR2)
Antagonist