N-Carboxymethionine

Identification

Name
N-Carboxymethionine
Accession Number
DB02899  (EXPT01067)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 193.221
Monoisotopic: 193.040878535
Chemical Formula
C6H11NO4S
InChI Key
LWQBAQJPCYBWJQ-BYPYZUCNSA-N
InChI
InChI=1S/C6H11NO4S/c1-12-3-2-4(5(8)9)7-6(10)11/h4,7H,2-3H2,1H3,(H,8,9)(H,10,11)/t4-/m0/s1
IUPAC Name
(2S)-2-(carboxyamino)-4-(methylsulfanyl)butanoic acid
SMILES
[H][[email protected]@](CCSC)(NC(O)=O)C(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UThymidylate synthaseNot AvailableEscherichia coli (strain K12)
UUrease subunit alphaNot AvailableBacillus pasteurii
UUrease subunit betaNot AvailableBacillus pasteurii
UUrease subunit gammaNot AvailableBacillus pasteurii
ULight-harvesting protein B-800/850 alpha chainNot AvailableRhodopseudomonas acidophila
ULight-harvesting protein B-800/850 beta chainNot AvailableRhodopseudomonas acidophila
UProbable rRNA methylaseNot AvailableThermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
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
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
17753927
PubChem Substance
46508277
ChemSpider
16743925
ChEBI
41696
HET
CXM
PDB Entries
1aiq / 1ajm / 1bjg / 1bq1 / 1dna / 1ev5 / 1ev8 / 1evf / 1evg / 1f4b
show 53 more

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 Solubility7.08 mg/mLALOGPS
logP-0.03ALOGPS
logP0.36ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)3.48ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.63 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity43.88 m3·mol-1ChemAxon
Polarizability18.44 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9103
Blood Brain Barrier+0.893
Caco-2 permeable-0.6851
P-glycoprotein substrateNon-substrate0.5058
P-glycoprotein inhibitor INon-inhibitor0.934
P-glycoprotein inhibitor IINon-inhibitor0.965
Renal organic cation transporterNon-inhibitor0.9451
CYP450 2C9 substrateNon-substrate0.6477
CYP450 2D6 substrateNon-substrate0.7956
CYP450 3A4 substrateNon-substrate0.6227
CYP450 1A2 substrateNon-inhibitor0.7804
CYP450 2C9 inhibitorNon-inhibitor0.8653
CYP450 2D6 inhibitorNon-inhibitor0.9537
CYP450 2C19 inhibitorNon-inhibitor0.8781
CYP450 3A4 inhibitorNon-inhibitor0.9508
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9927
Ames testNon AMES toxic0.792
CarcinogenicityNon-carcinogens0.961
BiodegradationNot ready biodegradable0.6198
Rat acute toxicity1.6656 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9707
hERG inhibition (predictor II)Non-inhibitor0.9749
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
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as methionine and derivatives. These are compounds containing methionine or a derivative thereof resulting from reaction of methionine 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
Methionine and derivatives
Alternative Parents
Thia fatty acids / Organic carbonic acids and derivatives / Carbamic acids / Sulfenyl compounds / Monocarboxylic acids and derivatives / Dialkylthioethers / Carboxylic acids / Organopnictogen compounds / Organonitrogen compounds / Organic oxides
show 2 more
Substituents
Methionine or derivatives / Thia fatty acid / Fatty acid / Fatty acyl / Carbamic acid / Carbamic acid derivative / Carbonic acid derivative / Carboxylic acid / Monocarboxylic acid or derivatives / Thioether
show 12 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
non-proteinogenic L-alpha-amino acid, L-methionine derivative (CHEBI:41696)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Thymidylate synthase activity
Specific Function
Provides the sole de novo source of dTMP for DNA biosynthesis. This protein also binds to its mRNA thus repressing its own translation.
Gene Name
thyA
Uniprot ID
P0A884
Uniprot Name
Thymidylate synthase
Molecular Weight
30479.475 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]
Kind
Protein
Organism
Bacillus pasteurii
Pharmacological action
Unknown
General Function
Urease activity
Specific Function
Not Available
Gene Name
ureC
Uniprot ID
P41020
Uniprot Name
Urease subunit alpha
Molecular Weight
61397.44 Da
References
  1. 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]
Kind
Protein
Organism
Bacillus pasteurii
Pharmacological action
Unknown
General Function
Urease activity
Specific Function
Not Available
Gene Name
ureB
Uniprot ID
P41021
Uniprot Name
Urease subunit beta
Molecular Weight
13958.485 Da
References
  1. 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]
Kind
Protein
Organism
Bacillus pasteurii
Pharmacological action
Unknown
General Function
Urease activity
Specific Function
Not Available
Gene Name
ureA
Uniprot ID
P41022
Uniprot Name
Urease subunit gamma
Molecular Weight
11145.885 Da
References
  1. 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]
Kind
Protein
Organism
Rhodopseudomonas acidophila
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Antenna complexes are light-harvesting systems, which transfer the excitation energy to the reaction centers.
Gene Name
Not Available
Uniprot ID
P26789
Uniprot Name
Light-harvesting protein B-800/850 alpha chain
Molecular Weight
5653.73 Da
References
  1. 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]
Kind
Protein
Organism
Rhodopseudomonas acidophila
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Antenna complexes are light-harvesting systems, which transfer the excitation energy to the reaction centers.
Gene Name
Not Available
Uniprot ID
P26790
Uniprot Name
Light-harvesting protein B-800/850 beta chain
Molecular Weight
4554.18 Da
References
  1. 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]
Kind
Protein
Organism
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Pharmacological action
Unknown
General Function
Rna binding
Specific Function
Specifically methylates the cytosines at positions 1400 (m5C1400), 1404 (m5C1404) and 1407 (m5C1407) of 16S rRNA. C1400, C1404 and C1407 are methylated in a 30S subunit substrate, but only C1400 an...
Gene Name
rsmF
Uniprot ID
Q5SII2
Uniprot Name
Ribosomal RNA small subunit methyltransferase F
Molecular Weight
49739.095 Da
References
  1. 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 December 01, 2017 15:05