Glycocyamine

Identification

Name
Glycocyamine
Accession Number
DB02751  (EXPT02364)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • Amidinoglycine
  • Betacyamine
  • Guanidineacetic acid
  • Guanidoacetic acid
  • Guanyl glycine
  • N-(aminoiminomethyl)glycine
  • N-amidinoglycine
External IDs
NSC-1901 / NSC-227847 / NSC-26360
Product Ingredients
IngredientUNIICASInChI Key
Glycocyamine hydrochloride45Z111CZBX14901-20-3XXOMCDWWEZZWBJ-UHFFFAOYSA-N
Glycocyamine phosphateIFB3AE498K81129-50-2HBOGVDDPCCTYJI-UHFFFAOYSA-N
Categories
Not Available
UNII
GO52O1A04E
CAS number
352-97-6
Weight
Average: 117.1066
Monoisotopic: 117.053826483
Chemical Formula
C3H7N3O2
InChI Key
BPMFZUMJYQTVII-UHFFFAOYSA-N
InChI
InChI=1S/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6)
IUPAC Name
2-carbamimidamidoacetic acid
SMILES
NC(=N)NCC(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UGuanidinoacetate N-methyltransferaseNot AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
Ornithine Aminotransferase Deficiency (OAT Deficiency)Disease
Non Ketotic HyperglycinemiaDisease
Dimethylglycine Dehydrogenase DeficiencyDisease
Prolidase Deficiency (PD)Disease
Hyperglycinemia, non-ketoticDisease
Glycine and Serine MetabolismMetabolic
Arginine and Proline MetabolismMetabolic
Dihydropyrimidine Dehydrogenase Deficiency (DHPD)Disease
Prolinemia Type IIDisease
Dimethylglycine Dehydrogenase DeficiencyDisease
SarcosinemiaDisease
Hyperprolinemia Type IDisease
Guanidinoacetate Methyltransferase Deficiency (GAMT Deficiency)Disease
Hyperprolinemia Type IIDisease
Arginine: Glycine Amidinotransferase Deficiency (AGAT Deficiency)Disease
Creatine deficiency, guanidinoacetate methyltransferase deficiencyDisease
Hyperornithinemia with gyrate atrophy (HOGA)Disease
Hyperornithinemia-hyperammonemia-homocitrullinuria [HHH-syndrome]Disease
L-arginine:glycine amidinotransferase deficiencyDisease
3-Phosphoglycerate dehydrogenase deficiencyDisease
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB00128
KEGG Compound
C00581
PubChem Compound
763
PubChem Substance
46506215
ChemSpider
743
BindingDB
50021601
ChEBI
57742
ChEMBL
CHEMBL281593
HET
NMG
PDB Entries
1xcj / 4v7n

Clinical Trials

Clinical Trials
Not Available

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 Solubility4.19 mg/mLALOGPS
logP-1.8ALOGPS
logP-3.1ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)3.37ChemAxon
pKa (Strongest Basic)12.24ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area99.2 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity36.72 m3·mol-1ChemAxon
Polarizability10.45 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9079
Blood Brain Barrier+0.6387
Caco-2 permeable-0.7303
P-glycoprotein substrateNon-substrate0.669
P-glycoprotein inhibitor INon-inhibitor0.9716
P-glycoprotein inhibitor IINon-inhibitor0.9497
Renal organic cation transporterNon-inhibitor0.8746
CYP450 2C9 substrateNon-substrate0.8312
CYP450 2D6 substrateNon-substrate0.7472
CYP450 3A4 substrateNon-substrate0.8402
CYP450 1A2 substrateNon-inhibitor0.9343
CYP450 2C9 inhibitorNon-inhibitor0.9317
CYP450 2D6 inhibitorNon-inhibitor0.9329
CYP450 2C19 inhibitorNon-inhibitor0.9121
CYP450 3A4 inhibitorNon-inhibitor0.929
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9966
Ames testNon AMES toxic0.6378
CarcinogenicityNon-carcinogens0.8665
BiodegradationReady biodegradable0.7636
Rat acute toxicity1.5599 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9765
hERG inhibition (predictor II)Non-inhibitor0.9734
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-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-0901000000-4a89fe463d29379e6339
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00di-0911000000-542baca9dcca73225bf0
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-006t-0911200000-bb7ea068f193f39c283b
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-016r-7900000000-4777d20e1ab29262427e
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-00dl-9000000000-a1b5501bf0f7a9b0489d
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-0006-9100000000-b61a48cf749b57a2c77e
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-0gk9-7900000000-5ba298286886c1fabdf5
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , NegativeLC-MS/MSsplash10-00di-9100000000-a5b77a913821d637210f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-00di-9100000000-a5b77a913821d637210f
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0gk9-7900000000-5ba298286886c1fabdf5
MS/MS Spectrum - , positiveLC-MS/MSsplash10-014i-6900000000-4d655a894c702bdfdb59
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acids and derivatives
Alternative Parents
Guanidines / Monocarboxylic acids and derivatives / Carboxylic acids / Carboximidamides / Organopnictogen compounds / Organic oxides / Imines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alpha-amino acid or derivatives / Guanidine / Carboximidamide / Monocarboxylic acid or derivatives / Carboxylic acid / Organic nitrogen compound / Organic oxygen compound / Organopnictogen compound / Organic oxide / Hydrocarbon derivative
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
glycine derivative, N-amidino-amino acid (CHEBI:16344)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Methyltransferase activity
Specific Function
Not Available
Gene Name
GAMT
Uniprot ID
Q14353
Uniprot Name
Guanidinoacetate N-methyltransferase
Molecular Weight
26317.925 Da
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. [PubMed:17139284]
  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. [PubMed:17016423]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on November 09, 2017 03:18