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- ChemComp-NMM: (2S)-2-amino-5-[(N-methylcarbamimidoyl)amino]pentanoic acid -

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Open data


ID or keywords:

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Basic information

EntryDatabase: PDB chemical components / ID: NMM
NameName: (2S)-2-amino-5-[(N-methylcarbamimidoyl)amino]pentanoic acid
Synonyms: L-NMMA
Commentinhibitor*YM

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Chemical information

Composition
Formula: C7H16N4O2 / Number of atoms: 29 / Formula weight: 188.228 / Formal charge: 0
Others

ARG

Type: L-PEPTIDE LINKING / PDB classification: ATOMP / One letter code: R / Three letter code: NMM / Parent comp.: ARG
History
Create componentDec 28, 2005
Modify descriptorJun 4, 2011
Modify synonymsJun 5, 2020
Modify backboneNov 3, 2023
External linksUniChem / ChemSpider / BindingDB / Brenda / ChEBI / ChEMBL / ChemicalBook / CompTox / DrugBank / HMDB / KEGG_Ligand / Metabolights / NMRShiftDB / Nikkaji / PubChem / PubChem_TPharma / SureChEMBL / ZINC / Wikipedia search / Google search

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Structure visualization

Structure viewerMolecule:
MolmilJmol/JSmol

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Details

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SMILES

ACDLabs 10.04O=C(O)C(N)CCCNC(=[N@H])NC
CACTVS 3.341CNC(=N)NCCC[CH](N)C(O)=O
OpenEye OEToolkits 1.5.0[H]N=C(NC)NCCCC(C(=O)O)N

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SMILES CANONICAL

CACTVS 3.341CNC(=N)NCCC[C@H](N)C(O)=O
OpenEye OEToolkits 1.5.0[H]/N=C(/NC)\NCCC[C@@H](C(=O)O)N

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InChI

InChI 1.03InChI=1S/C7H16N4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11)/t5-/m0/s1

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InChIKey

InChI 1.03NTNWOCRCBQPEKQ-YFKPBYRVSA-N

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SYSTEMATIC NAME

ACDLabs 10.04N~5~-(N-methylcarbamimidoyl)-L-ornithine
OpenEye OEToolkits 1.5.0(2S)-2-amino-5-[(N-methylcarbamimidoyl)amino]pentanoic acid

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PDB entries

Showing all 4 items

PDB-5fbj:
Complex structure of JMJD5 and substrate

PDB-6avs:
Complex structure of JMJD5 and Symmetric Monomethyl-Arginine (MMA)

PDB-6mev:
Structure of JMJD6 bound to Mono-Methyl Arginine.

PDB-6oi1:
Crystal structure of human WDR5 in complex with monomethyl L-arginine

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