N-Acetyl-L-Citrulline
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Identification
- Generic Name
- N-Acetyl-L-Citrulline
- DrugBank Accession Number
- DB02368
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 217.2224
Monoisotopic: 217.106255983 - Chemical Formula
- C8H15N3O4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UN-acetylornithine carbamoyltransferase Not Available Xanthomonas 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 outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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
- Fatty acids and conjugates / Acetamides / Ureas / Secondary carboxylic acid amides / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives show 1 more
- Substituents
- Acetamide / Aliphatic acyclic compound / Carbonic acid derivative / Carbonyl group / Carboxamide group / Carboxylic acid / Fatty acid / Hydrocarbon derivative / Monocarboxylic acid or derivatives / N-acyl-l-alpha-amino acid show 8 more
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- N-acetyl-L-amino acid, N-acetylcitrulline (CHEBI:49002)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- WMQMIOYQXNRROC-LURJTMIESA-N
- InChI
- InChI=1S/C8H15N3O4/c1-5(12)11-6(7(13)14)3-2-4-10-8(9)15/h6H,2-4H2,1H3,(H,11,12)(H,13,14)(H3,9,10,15)/t6-/m0/s1
- IUPAC Name
- (2S)-5-(carbamoylamino)-2-acetamidopentanoic acid
- SMILES
- CC(=O)N[C@@H](CCCNC(N)=O)C(O)=O
References
- General References
- Not Available
- External Links
- PDB Entries
- 3kzk
Clinical Trials
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
Property Value Source Water Solubility 3.57 mg/mL ALOGPS logP -2 ALOGPS logP -1.9 Chemaxon logS -1.8 ALOGPS pKa (Strongest Acidic) 3.87 Chemaxon pKa (Strongest Basic) -1.5 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 121.52 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 50.77 m3·mol-1 Chemaxon Polarizability 21.49 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.5313 Blood Brain Barrier + 0.9165 Caco-2 permeable - 0.8278 P-glycoprotein substrate Non-substrate 0.5218 P-glycoprotein inhibitor I Non-inhibitor 0.968 P-glycoprotein inhibitor II Non-inhibitor 0.9719 Renal organic cation transporter Non-inhibitor 0.9455 CYP450 2C9 substrate Non-substrate 0.7055 CYP450 2D6 substrate Non-substrate 0.7978 CYP450 3A4 substrate Non-substrate 0.7317 CYP450 1A2 substrate Non-inhibitor 0.9367 CYP450 2C9 inhibitor Non-inhibitor 0.8971 CYP450 2D6 inhibitor Non-inhibitor 0.9649 CYP450 2C19 inhibitor Non-inhibitor 0.8969 CYP450 3A4 inhibitor Non-inhibitor 0.7553 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.986 Ames test Non AMES toxic 0.7118 Carcinogenicity Non-carcinogens 0.9188 Biodegradation Ready biodegradable 0.9769 Rat acute toxicity 1.6137 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9824 hERG inhibition (predictor II) Non-inhibitor 0.9697
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0006-9400000000-7401e8328e755c9a54fe Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0n29-0950000000-02adbbfc69d67fc92e79 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-00fr-0900000000-22761ac0a91d7aa01f7e Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-1900000000-a5dc3773a18e83eb4864 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-2900000000-d0e76f5833aab08d830a Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-9600000000-582edaf4e8a7ff677dfd Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9200000000-a2636b31548d54af257a Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 154.9696185 predictedDarkChem Lite v0.1.0 [M-H]- 154.7972185 predictedDarkChem Lite v0.1.0 [M-H]- 139.63414 predictedDeepCCS 1.0 (2019) [M+H]+ 155.0424185 predictedDarkChem Lite v0.1.0 [M+H]+ 155.0460185 predictedDarkChem Lite v0.1.0 [M+H]+ 141.99214 predictedDeepCCS 1.0 (2019) [M+Na]+ 155.1269185 predictedDarkChem Lite v0.1.0 [M+Na]+ 155.0500185 predictedDarkChem Lite v0.1.0 [M+Na]+ 149.88234 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsN-acetylornithine carbamoyltransferase
- 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
Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:15