NAV

L-2-amino-4-methoxy-cis-but-3-enoic acid

Identification

Generic Name
L-2-amino-4-methoxy-cis-but-3-enoic acid
DrugBank Accession Number
DB03611
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 131.1299
Monoisotopic: 131.058243159
Chemical Formula
C5H9NO3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
US-adenosylmethionine synthase isoform type-1Not AvailableHumans
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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
L-alpha-amino acids
Alternative Parents
Unsaturated fatty acids / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Aliphatic acyclic compound / Amine / Amino acid / Carbonyl group / Carboxylic acid / Fatty acid / Fatty acyl / Hydrocarbon derivative / L-alpha-amino acid / Monocarboxylic acid or derivatives
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
dehydroamino acid (CHEBI:40719)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
HLOPMQJRUIOMJO-SWOZAWMQSA-N
InChI
InChI=1S/C5H9NO3/c1-9-3-2-4(6)5(7)8/h2-4H,6H2,1H3,(H,7,8)/b3-2-/t4-/m0/s1
IUPAC Name
(2S,3Z)-2-amino-4-methoxybut-3-enoic acid
SMILES
[H]\C(OC)=C(/[H])[C@]([H])(N)C(O)=O

References

General References
Not Available
PubChem Compound
5287671
PubChem Substance
46507862
ChemSpider
4449991
BindingDB
50070637
ChEBI
40719
ChEMBL
CHEMBL295971
PDBe Ligand
AMB
PDB Entries
1o92 / 1qm4

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility242.0 mg/mLALOGPS
logP-2.5ALOGPS
logP-2.9Chemaxon
logS0.27ALOGPS
pKa (Strongest Acidic)2.19Chemaxon
pKa (Strongest Basic)8.88Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area72.55 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity31.64 m3·mol-1Chemaxon
Polarizability12.41 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.928
Blood Brain Barrier-0.6485
Caco-2 permeable-0.7842
P-glycoprotein substrateNon-substrate0.7658
P-glycoprotein inhibitor INon-inhibitor0.9659
P-glycoprotein inhibitor IINon-inhibitor0.9721
Renal organic cation transporterNon-inhibitor0.9589
CYP450 2C9 substrateNon-substrate0.7945
CYP450 2D6 substrateNon-substrate0.8743
CYP450 3A4 substrateNon-substrate0.7782
CYP450 1A2 substrateNon-inhibitor0.9145
CYP450 2C9 inhibitorNon-inhibitor0.9165
CYP450 2D6 inhibitorNon-inhibitor0.9641
CYP450 2C19 inhibitorNon-inhibitor0.9484
CYP450 3A4 inhibitorNon-inhibitor0.9527
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9868
Ames testNon AMES toxic0.8301
CarcinogenicityNon-carcinogens0.7424
BiodegradationNot ready biodegradable0.573
Rat acute toxicity1.3322 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.988
hERG inhibition (predictor II)Non-inhibitor0.9784
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-MSsplash10-000i-9000000000-a0f39606eef3fd4642ae
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000l-9000000000-0e71a26589d073e9c7a7
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9800000000-95afd5f2feff4534bec8
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00sr-9000000000-001c74855e51d2f0c7e9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014s-9000000000-bc527b1be20f35263552
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-06di-9000000000-ae7a4f5935227722fa11
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-465eb9f6bc7af7e9be59
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]-126.721
predicted
DarkChem Lite v0.1.0
[M-H]-132.06175
predicted
DeepCCS 1.0 (2019)
[M+H]+126.8293
predicted
DarkChem Lite v0.1.0
[M+H]+134.14653
predicted
DeepCCS 1.0 (2019)
[M+Na]+126.8135
predicted
DarkChem Lite v0.1.0
[M+Na]+140.0591
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. S-adenosylmethionine synthase isoform type-1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Methionine adenosyltransferase activity
Specific Function
Catalyzes the formation of S-adenosylmethionine from methionine and ATP.
Gene Name
MAT1A
Uniprot ID
Q00266
Uniprot Name
S-adenosylmethionine synthase isoform type-1
Molecular Weight
43647.6 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. [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]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52