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S-(D-Carboxybutyl)-L-Homocysteine

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Overview

Structure
DrugBank ID
DB02337
Type
Small Molecule
US Approved
NO
Other Approved
NO
Patents
0
Indicated Conditions
0
Clinical Trials
Phase 0
0
Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0

Identification

Generic Name
S-(D-Carboxybutyl)-L-Homocysteine
DrugBank Accession Number
DB02337
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 235.301
Monoisotopic: 235.087828727
Chemical Formula
C9H17NO4S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBetaine--homocysteine S-methyltransferase 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
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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
Thia fatty acids / Dicarboxylic acids and derivatives / Amino acids / Sulfenyl compounds / Dialkylthioethers / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
Aliphatic acyclic compound / Amine / Amino acid / Carbonyl group / Carboxylic acid / Dialkylthioether / Dicarboxylic acid or derivatives / Fatty acid / Fatty acyl / Hydrocarbon derivative
show 13 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
BMONDXDFXRPNKQ-ZETCQYMHSA-N
InChI
InChI=1S/C9H17NO4S/c10-7(9(13)14)4-6-15-5-2-1-3-8(11)12/h7H,1-6,10H2,(H,11,12)(H,13,14)/t7-/m0/s1
IUPAC Name
5-{[(3S)-3-amino-3-carboxypropyl]sulfanyl}pentanoic acid
SMILES
N[C@@H](CCSCCCCC(O)=O)C(O)=O

References

General References
Not Available
PubChem Compound
446994
PubChem Substance
46505551
ChemSpider
394210
ZINC
ZINC000002047772
PDBe Ligand
CBH
PDB Entries
1lt8

Clinical Trials

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 Solubility1.98 mg/mLALOGPS
logP-1.6ALOGPS
logP-1.9Chemaxon
logS-2.1ALOGPS
pKa (Strongest Acidic)2.55Chemaxon
pKa (Strongest Basic)9.5Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area100.62 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity57.78 m3·mol-1Chemaxon
Polarizability25.23 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7325
Blood Brain Barrier-0.6133
Caco-2 permeable-0.776
P-glycoprotein substrateNon-substrate0.5609
P-glycoprotein inhibitor INon-inhibitor0.9631
P-glycoprotein inhibitor IINon-inhibitor0.9912
Renal organic cation transporterNon-inhibitor0.9122
CYP450 2C9 substrateNon-substrate0.8751
CYP450 2D6 substrateNon-substrate0.8348
CYP450 3A4 substrateNon-substrate0.7571
CYP450 1A2 substrateNon-inhibitor0.7744
CYP450 2C9 inhibitorNon-inhibitor0.9509
CYP450 2D6 inhibitorNon-inhibitor0.9545
CYP450 2C19 inhibitorNon-inhibitor0.9383
CYP450 3A4 inhibitorNon-inhibitor0.9204
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9971
Ames testNon AMES toxic0.7664
CarcinogenicityNon-carcinogens0.9406
BiodegradationReady biodegradable0.5449
Rat acute toxicity1.4813 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9217
hERG inhibition (predictor II)Non-inhibitor0.9443
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-MSsplash10-0fdo-9700000000-953f489537fb846a2986
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pvr-8980000000-0ed425d2b138edc7ce6c
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-c9254676c300fd447703
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-6900000000-10e104b56f7c74cdfba4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0159-4900000000-2d27b26d189cc56713f8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-02u0-5900000000-9b36e06ab6744f7db77a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-9100000000-724b9d229bb469cbda3a
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]-146.88756
predicted
DeepCCS 1.0 (2019)
[M+H]+150.24681
predicted
DeepCCS 1.0 (2019)
[M+Na]+159.7545
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Betaine--homocysteine S-methyltransferase 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Involved in the regulation of homocysteine metabolism. Converts betaine and homocysteine to dimethylglycine and methionine, respectively. This reaction is also required for the irreversible oxidation of choline
Specific Function
betaine-homocysteine S-methyltransferase activity
Gene Name
BHMT
Uniprot ID
Q93088
Uniprot Name
Betaine--homocysteine S-methyltransferase 1
Molecular Weight
44998.205 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]

Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:15