N-(3-carboxypropanoyl)-L-norvaline

Identification

Generic Name
N-(3-carboxypropanoyl)-L-norvaline
DrugBank Accession Number
DB08554
Background

N-(3-carboxypropanoyl)-L-norvaline is a solid. This compound belongs to the n-acyl-alpha amino acids. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom. This medication is known to target n-acetylornithine carbamoyltransferase and putative ornithine carbamoyltransferase.

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 217.2191
Monoisotopic: 217.095022595
Chemical Formula
C9H15NO5
Synonyms
Not Available

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UPutative ornithine carbamoyltransferaseNot AvailableBacteroides fragilis (strain ATCC 25285 / NCTC 9343)
UN-acetylornithine carbamoyltransferaseNot AvailableXanthomonas campestris pv. campestris (strain ATCC 33913 / NCPPB 528 / LMG 568)
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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
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 n-acyl-l-alpha-amino acids. These are n-acylated 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
N-acyl-L-alpha-amino acids
Alternative Parents
Methyl-branched fatty acids / N-acyl amines / Dicarboxylic acids and derivatives / Secondary carboxylic acid amides / Carboxylic acids / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Aliphatic acyclic compound / Branched fatty acid / Carbonyl group / Carboxamide group / Carboxylic acid / Dicarboxylic acid or derivatives / Fatty acid / Fatty acyl / Fatty amide / Hydrocarbon derivative
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
HRAPDLBXHOBAKA-LURJTMIESA-N
InChI
InChI=1S/C9H15NO5/c1-2-3-6(9(14)15)10-7(11)4-5-8(12)13/h6H,2-5H2,1H3,(H,10,11)(H,12,13)(H,14,15)/t6-/m0/s1
IUPAC Name
(2S)-2-(3-carboxypropanamido)pentanoic acid
SMILES
[H][C@@](CCC)(NC(=O)CCC(O)=O)C(O)=O

References

General References
Not Available
PubChem Compound
6852189
PubChem Substance
99445025
ChemSpider
5254643
PDBe Ligand
SN0
PDB Entries
2fg6 / 2fg7 / 3l02 / 3l04 / 3l05 / 3l06

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 Solubility9.55 mg/mLALOGPS
logP-0.1ALOGPS
logP0.032Chemaxon
logS-1.4ALOGPS
pKa (Strongest Acidic)3.64Chemaxon
pKa (Strongest Basic)-2Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area103.7 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity49.96 m3·mol-1Chemaxon
Polarizability21.3 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7982
Blood Brain Barrier+0.8805
Caco-2 permeable-0.7681
P-glycoprotein substrateNon-substrate0.6482
P-glycoprotein inhibitor INon-inhibitor0.9247
P-glycoprotein inhibitor IINon-inhibitor0.9754
Renal organic cation transporterNon-inhibitor0.9684
CYP450 2C9 substrateNon-substrate0.7937
CYP450 2D6 substrateNon-substrate0.845
CYP450 3A4 substrateNon-substrate0.641
CYP450 1A2 substrateNon-inhibitor0.9059
CYP450 2C9 inhibitorNon-inhibitor0.9401
CYP450 2D6 inhibitorNon-inhibitor0.9452
CYP450 2C19 inhibitorNon-inhibitor0.9173
CYP450 3A4 inhibitorNon-inhibitor0.9351
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9862
Ames testNon AMES toxic0.9113
CarcinogenicityNon-carcinogens0.9167
BiodegradationReady biodegradable0.9245
Rat acute toxicity1.7519 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9859
hERG inhibition (predictor II)Non-inhibitor0.9802
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-MSsplash10-0udl-6900000000-221af95a34aac6ad49df
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0g4i-5920000000-d0da6dbed0b327b81634
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-3920000000-ce248a3dcdd3209a6777
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-9300000000-1f059e4d2f78f6b047cd
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-02ta-6900000000-27753466872328a7782b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05fr-9000000000-234bc720bf930066e900
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0007-9000000000-852a0a4c3636c3aa30dd
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]-143.78842
predicted
DeepCCS 1.0 (2019)
[M+H]+146.18398
predicted
DeepCCS 1.0 (2019)
[M+Na]+152.22333
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Kind
Protein
Organism
Bacteroides fragilis (strain ATCC 25285 / NCTC 9343)
Pharmacological action
Unknown
General Function
Aspartate carbamoyltransferase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q5LI27
Uniprot Name
Putative ornithine carbamoyltransferase
Molecular Weight
36404.415 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. [Article]
Kind
Protein
Organism
Xanthomonas campestris pv. campestris (strain ATCC 33913 / NCPPB 528 / LMG 568)
Pharmacological action
Unknown
General Function
N-acetylornithine carbamoyltransferase activity
Specific Function
Catalyzes the conversion of N-acetylornithine to N-acetylcitrulline in an alternative arginine biosynthesis pathway. The enzyme has no activity with ornithine.
Gene Name
argF'
Uniprot ID
Q8P8J2
Uniprot Name
N-acetylornithine carbamoyltransferase
Molecular Weight
37872.96 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. [Article]

Drug created at September 15, 2010 21:32 / Updated at June 12, 2020 16:52