General Information of the Compound
Compound ID
CP0088014
Compound Name
(2S)-2-amino-5-(N-methylcarbamimidamido)pentanoic acid
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Synonyms
(2S)-2-amino-5-(carbamimidoyl-methylamino)pentanoic acid
(2S)-2-amino-5-[carbamimidoyl(methyl)amino]pentanoic acid
(S)-2-Amino-5-(N-methyl-guanidino)-pentanoic acid
6-monomethyl-l-arginine
77044-73-6
AC1L5A8F
AC1Q3XG3
BDBM50049254
CHEBI:21848
CHEMBL99636
DTXSID70227848
L-NMA
L-Ornithine, N(5)-(aminoiminomethyl)-N(5)-methyl-
N(5)-carbamimidoyl-N(5)-methyl-L-ornithine
N(5)-methyl-L-arginine
SCHEMBL2307076
delta-N-Methylarginine
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Structure
Formula
C7H16N4O2
Molecular Weight
188.231
Canonical SMILES
CN(CCC[C@H](N)C(O)=O)C(N)=N
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InChI
InChI=1S/C7H16N4O2/c1-11(7(9)10)4-2-3-5(8)6(12)13/h5H,2-4,8H2,1H3,(H3,9,10)(H,12,13)/t5-/m0/s1
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InChIKey
XKCWNEVAXQCMGP-YFKPBYRVSA-N
CAS
77044-73-6
Physicochemical Property
logP
-0.99623
Rotatable Bonds
5
Heavy Atom Count
13
Polar Areas
116.43
Hydrogen Bond Donor Count
4
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: 173566
SID: 15120756
ChEMBL ID
CHEMBL99636
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
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000014 RAW 264.7 Mus musculus (Mouse)  1
1
IC50 = 25000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( (S)-2-Amino-5-(N-methyl-guanidino)-pentanoic acid )
Drug Name (S)-2-Amino-5-(N-methyl-guanidino)-pentanoic acid
Target(s)
Nitric-oxide synthase brain (NOS1)
Inhibitor
Nitric-oxide synthase inducible (NOS2)
Inhibitor
Nitric-oxide synthase endothelial (NOS3)
Inhibitor