6-hydroxy-D-norleucine

Identification

Generic Name
6-hydroxy-D-norleucine
DrugBank Accession Number
DB02233
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 147.1723
Monoisotopic: 147.089543287
Chemical Formula
C6H13NO3
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UL-asparaginaseNot AvailableErwinia chrysanthemi
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 d-alpha-amino acids. These are alpha amino acids which have the D-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
D-alpha-amino acids
Alternative Parents
Medium-chain hydroxy acids and derivatives / Medium-chain fatty acids / Hydroxy fatty acids / Amino fatty acids / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Primary alcohols / Organic oxides / Monoalkylamines
show 2 more
Substituents
Alcohol / Aliphatic acyclic compound / Amine / Amino acid / Amino fatty acid / Carbonyl group / Carboxylic acid / D-alpha-amino acid / Fatty acid / Fatty acyl
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
OLUWXTFAPJJWPL-RXMQYKEDSA-N
InChI
InChI=1S/C6H13NO3/c7-5(6(9)10)3-1-2-4-8/h5,8H,1-4,7H2,(H,9,10)/t5-/m1/s1
IUPAC Name
(2R)-2-amino-6-hydroxyhexanoic acid
SMILES
[H][C@@](N)(CCCCO)C(O)=O

References

General References
Not Available
PubChem Compound
5288041
PubChem Substance
46506578
ChemSpider
4450282
ZINC
ZINC000002035148
PDBe Ligand
DDO
PDB Entries
1jsl

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 Solubility101.0 mg/mLALOGPS
logP-2.9ALOGPS
logP-2.9Chemaxon
logS-0.16ALOGPS
pKa (Strongest Acidic)2.46Chemaxon
pKa (Strongest Basic)9.53Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area83.55 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity36.15 m3·mol-1Chemaxon
Polarizability15.46 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8904
Blood Brain Barrier+0.5718
Caco-2 permeable-0.7835
P-glycoprotein substrateNon-substrate0.6863
P-glycoprotein inhibitor INon-inhibitor0.9838
P-glycoprotein inhibitor IINon-inhibitor0.9917
Renal organic cation transporterNon-inhibitor0.9139
CYP450 2C9 substrateNon-substrate0.8511
CYP450 2D6 substrateNon-substrate0.8156
CYP450 3A4 substrateNon-substrate0.7963
CYP450 1A2 substrateNon-inhibitor0.9046
CYP450 2C9 inhibitorNon-inhibitor0.9561
CYP450 2D6 inhibitorNon-inhibitor0.9489
CYP450 2C19 inhibitorNon-inhibitor0.96
CYP450 3A4 inhibitorNon-inhibitor0.9055
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9851
Ames testNon AMES toxic0.8075
CarcinogenicityNon-carcinogens0.9077
BiodegradationReady biodegradable0.9403
Rat acute toxicity1.1183 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.975
hERG inhibition (predictor II)Non-inhibitor0.9473
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-MSsplash10-00e9-9200000000-b56934be1540ae2e0975
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-7900000000-9dc145ae7d98bb391b80
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0900000000-4f160fb7ac585506b29b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-daebab5b7efad0b14ff0
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01u1-3900000000-b01659e973f093884018
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000x-9000000000-82ca7aa1e02cd9f7c28f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-db23880a8c0e46fb682a
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]-129.02855
predicted
DeepCCS 1.0 (2019)
[M+H]+132.2899
predicted
DeepCCS 1.0 (2019)
[M+Na]+141.6201
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Erwinia chrysanthemi
Pharmacological action
Unknown
General Function
Asparaginase activity
Specific Function
Not Available
Gene Name
ansB
Uniprot ID
P06608
Uniprot Name
L-asparaginase
Molecular Weight
37574.855 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 June 12, 2020 16:52