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Symmetric dimethylarginine

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Data Packages
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Identification

Generic Name
Symmetric dimethylarginine
DrugBank Accession Number
DB02302
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 202.2541
Monoisotopic: 202.14297584
Chemical Formula
C8H18N4O2
Synonyms
  • (S)-2-amino-5-(N',N''-dimethylguanidino)pentanoic acid
  • Guanidino-N(1),N(2)-dimethylarginine
  • N(G1),N(G2)-Dimethylarginine
  • N3,N4-dimethyl-L-arginine
  • N3,N4-dimethylarginine
  • NG,N'G-dimethylarginine
  • SDMA
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UHaloalkane dehalogenaseNot AvailablePseudomonas paucimobilis
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as arginine and derivatives. These are compounds containing arginine or a derivative thereof resulting from reaction of arginine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Arginine and derivatives
Alternative Parents
L-alpha-amino acids / Fatty acids and conjugates / Guanidines / Amino acids / Propargyl-type 1,3-dipolar organic compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Carboximidamides / Organopnictogen compounds / Organic oxides
show 4 more
Substituents
Aliphatic acyclic compound / Alpha-amino acid / Amine / Amino acid / Arginine or derivatives / Carbonyl group / Carboximidamide / Carboxylic acid / Fatty acid / Guanidine
show 14 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
guanidines, non-proteinogenic L-alpha-amino acid, L-arginine derivative, dimethylarginine (CHEBI:25682)
Affected organisms
Not Available

Chemical Identifiers

UNII
49787G1ULV
CAS number
30344-00-4
InChI Key
HVPFXCBJHIIJGS-LURJTMIESA-N
InChI
InChI=1S/C8H18N4O2/c1-10-8(11-2)12-5-3-4-6(9)7(13)14/h6H,3-5,9H2,1-2H3,(H,13,14)(H2,10,11,12)/t6-/m0/s1
IUPAC Name
(2S)-2-amino-5-[(Z)-N',N''-dimethylcarbamimidamido]pentanoic acid
SMILES
CN\C(NCCC[C@H](N)C(O)=O)=N\C

References

General References
Not Available
Human Metabolome Database
HMDB0003334
PubChem Compound
169148
PubChem Substance
46506150
ChemSpider
147942
ChEBI
61914
ZINC
ZINC000005965908
PDBe Ligand
2MR
PDB Entries
1g42 / 1g4h / 1g5f / 2v87 / 2v88 / 3meu / 3nth / 3nti / 3omc / 3omg …
show 162 more

Clinical Trials

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Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.56 mg/mLALOGPS
logP-2.9ALOGPS
logP-2.7Chemaxon
logS-2.1ALOGPS
pKa (Strongest Acidic)2.54Chemaxon
pKa (Strongest Basic)12.4Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area99.74 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity53.18 m3·mol-1Chemaxon
Polarizability21.78 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7127
Blood Brain Barrier+0.6312
Caco-2 permeable-0.7124
P-glycoprotein substrateSubstrate0.5365
P-glycoprotein inhibitor INon-inhibitor0.977
P-glycoprotein inhibitor IINon-inhibitor0.8445
Renal organic cation transporterNon-inhibitor0.749
CYP450 2C9 substrateNon-substrate0.7748
CYP450 2D6 substrateNon-substrate0.7091
CYP450 3A4 substrateNon-substrate0.7123
CYP450 1A2 substrateNon-inhibitor0.9126
CYP450 2C9 inhibitorNon-inhibitor0.9002
CYP450 2D6 inhibitorNon-inhibitor0.9134
CYP450 2C19 inhibitorNon-inhibitor0.8959
CYP450 3A4 inhibitorNon-inhibitor0.8855
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9936
Ames testNon AMES toxic0.5248
CarcinogenicityNon-carcinogens0.9177
BiodegradationReady biodegradable0.6299
Rat acute toxicity1.7566 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9618
hERG inhibition (predictor II)Non-inhibitor0.9565
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0kfx-9600000000-f6c986d30ea287579a78
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-3290000000-1b911f3c10b2fb65c4cc
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f89-5970000000-000723133825aba60fc3
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00ri-9300000000-dcf739e1062cf16174fe
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03e9-3900000000-cfa71ee5073f6a2fda84
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-cc76591f07f6c2845669
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-9000000000-cd13cba6fc77eeae8950
1H NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-159.9850423
predicted
DarkChem Lite v0.1.0
[M-H]-159.1774423
predicted
DarkChem Lite v0.1.0
[M-H]-147.5716
predicted
DeepCCS 1.0 (2019)
[M+H]+161.1900423
predicted
DarkChem Lite v0.1.0
[M+H]+160.1273423
predicted
DarkChem Lite v0.1.0
[M+H]+149.9296
predicted
DeepCCS 1.0 (2019)
[M+Na]+160.4036423
predicted
DarkChem Lite v0.1.0
[M+Na]+159.7414423
predicted
DarkChem Lite v0.1.0
[M+Na]+156.03255
predicted
DeepCCS 1.0 (2019)

Targets

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1. Haloalkane dehalogenase
Kind
Protein
Organism
Pseudomonas paucimobilis
Pharmacological action
Unknown
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:14