NAV

N-[12-(1H-imidazol-1-yl)dodecanoyl]-L-leucine

Identification

Generic Name
N-[12-(1H-imidazol-1-yl)dodecanoyl]-L-leucine
DrugBank Accession Number
DB08086
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 379.5368
Monoisotopic: 379.283492065
Chemical Formula
C21H37N3O3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBifunctional P-450/NADPH-P450 reductaseNot AvailableBacillus megaterium
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 leucine and derivatives. These are compounds containing leucine or a derivative thereof resulting from reaction of leucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Leucine and derivatives
Alternative Parents
N-acyl-L-alpha-amino acids / Imidazolyl carboxylic acids and derivatives / N-substituted imidazoles / N-acyl amines / Heteroaromatic compounds / Secondary carboxylic acid amides / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds / Organopnictogen compounds
show 4 more
Substituents
Aromatic heteromonocyclic compound / Azacycle / Azole / Carbonyl group / Carboxamide group / Carboxylic acid / Fatty acyl / Fatty amide / Heteroaromatic compound / Hydrocarbon derivative
show 17 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
PSJOKLGFODYIHJ-IBGZPJMESA-N
InChI
InChI=1S/C21H37N3O3/c1-18(2)16-19(21(26)27)23-20(25)12-10-8-6-4-3-5-7-9-11-14-24-15-13-22-17-24/h13,15,17-19H,3-12,14,16H2,1-2H3,(H,23,25)(H,26,27)/t19-/m0/s1
IUPAC Name
(2S)-2-[12-(1H-imidazol-1-yl)dodecanamido]-4-methylpentanoic acid
SMILES
[H][C@@](CC(C)C)(NC(=O)CCCCCCCCCCCN1C=CN=C1)C(O)=O

References

General References
Not Available
PubChem Compound
46937122
PubChem Substance
99444557
ChemSpider
25058832
ZINC
ZINC000053683360
PDBe Ligand
LEH
PDB Entries
3ben

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 Solubility0.00654 mg/mLALOGPS
logP4.36ALOGPS
logP3.58Chemaxon
logS-4.8ALOGPS
pKa (Strongest Acidic)4.26Chemaxon
pKa (Strongest Basic)6.54Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area84.22 Å2Chemaxon
Rotatable Bond Count16Chemaxon
Refractivity107.23 m3·mol-1Chemaxon
Polarizability45.12 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8352
Blood Brain Barrier-0.8466
Caco-2 permeable-0.7884
P-glycoprotein substrateSubstrate0.7011
P-glycoprotein inhibitor INon-inhibitor0.7533
P-glycoprotein inhibitor IINon-inhibitor0.9406
Renal organic cation transporterNon-inhibitor0.9048
CYP450 2C9 substrateNon-substrate0.8345
CYP450 2D6 substrateNon-substrate0.779
CYP450 3A4 substrateNon-substrate0.5502
CYP450 1A2 substrateNon-inhibitor0.9462
CYP450 2C9 inhibitorNon-inhibitor0.8425
CYP450 2D6 inhibitorNon-inhibitor0.9569
CYP450 2C19 inhibitorNon-inhibitor0.6865
CYP450 3A4 inhibitorNon-inhibitor0.7984
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9531
Ames testNon AMES toxic0.8829
CarcinogenicityNon-carcinogens0.9231
BiodegradationNot ready biodegradable0.651
Rat acute toxicity2.1447 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.981
hERG inhibition (predictor II)Non-inhibitor0.9015
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-9445000000-d303caddae984f943b35
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0059-2609000000-37dce2c76c79c65812bd
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0019-9161000000-be2a458423d056881718
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01sj-5943000000-573ead4bf8ed5e7d1ad0
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-02aa-9531000000-cb07044814dc74f584ac
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-9221000000-bf60531c0775187ee2d9
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]-192.2347
predicted
DeepCCS 1.0 (2019)
[M+H]+194.78502
predicted
DeepCCS 1.0 (2019)
[M+Na]+202.35545
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Bifunctional P-450/NADPH-P450 reductase
Kind
Protein
Organism
Bacillus megaterium
Pharmacological action
Unknown
General Function
Nadph-hemoprotein reductase activity
Specific Function
Functions as a fatty acid monooxygenase. Catalyzes hydroxylation of medium and long-chain fatty acids at omega-1, omega-2 and omega-3 positions, with optimum chain lengths of 12-16 carbons (lauric,...
Gene Name
cyp102A1
Uniprot ID
P14779
Uniprot Name
Bifunctional cytochrome P450/NADPH--P450 reductase
Molecular Weight
117780.49 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 21:28 / Updated at June 12, 2020 16:52