General Information of the Compound
Compound ID
CP0060695
Compound Name
(2S)-2-amino-4-(diaminomethylideneamino)oxybutanoic acid
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Synonyms
(L)-CANAVANINE
2-Amino-4-(guanidinooxy)butyric acid
3HZV514J4B
543-38-4
AI3-52153
Butyric acid, 2-amino-4-(guanidinooxy)-, L-
C5H12N4O3
CHEBI:609827
CHEMBL443732
Canavanin
GGB
HSDB 3471
L(+)-Canavanine
L-2-AMINO-4-(GUANIDINOOXY)BUTYRIC ACID
L-2-Amino-4-(Guanidinooxy)Butyric Acid
L-Homoserine, O-((aminoiminomethyl)amino)-
L-canavanine
O-((Aminoiminomethyl)amino)-L-homoserine
O-((Aminoiminomethyl)amino)homoserine
O-carbamimidamido-L-homoserine
Spectrum2_000800
Spectrum3_001206
Spectrum_001137
Tocris-0673
UNII-3HZV514J4B
canavanine
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Structure
Formula
C5H12N4O3
Molecular Weight
176.176
Canonical SMILES
N[C@@H](CCON=C(N)N)C(O)=O
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InChI
InChI=1S/C5H12N4O3/c6-3(4(10)11)1-2-12-9-5(7)8/h3H,1-2,6H2,(H,10,11)(H4,7,8,9)/t3-/m0/s1
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InChIKey
FSBIGDSBMBYOPN-VKHMYHEASA-N
Physicochemical Property
logP
-2.0066
Rotatable Bonds
5
Heavy Atom Count
12
Polar Areas
136.95
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
4
Complexity
12

"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: 439202
SID: 26523237
ChEMBL ID
CHEMBL443732
DrugBank ID
DB01833
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: PT01718, Nitric oxide synthase, inducible
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000395 ANA-1 [Mouse macrophage]
 Cell Line Info 
Mus musculus (Mouse)  1
1
IC50 = 60000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 60000 nM
Clinical Information about the Compound
Drug 1 ( L-2-Amino-4-(Guanidinooxy)Butyric Acid )
Drug Name L-2-Amino-4-(Guanidinooxy)Butyric Acid
Target(s)
Nitric-oxide synthase endothelial (NOS3)
 Target Info 
Inhibitor