N-[N-[1-Hydroxycarboxyethyl-Carbonyl]Leucylamino-Butyl]-Guanidine

Identification

Name
N-[N-[1-Hydroxycarboxyethyl-Carbonyl]Leucylamino-Butyl]-Guanidine
Accession Number
DB04276  (EXPT01317)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 360.4292
Monoisotopic: 360.224694095
Chemical Formula
C15H30N5O5
InChI Key
QPQNJAXBPHVASB-QWRGUYRKSA-O
InChI
InChI=1S/C15H29N5O5/c1-9(2)7-10(20-14(25)11(21)8-12(22)23)13(24)18-5-3-4-6-19-15(16)17/h9-11,21H,3-8H2,1-2H3,(H,18,24)(H,20,25)(H,22,23)(H4,16,17,19)/p+1/t10-,11-/m0/s1
IUPAC Name
[amino({4-[(2S)-2-[(2S)-3-carboxy-2-hydroxypropanamido]-4-methylpentanamido]butyl}amino)methylidene]azanium
SMILES
CC(C)C[[email protected]](NC(=O)[[email protected]@H](O)CC(O)=O)C(=O)NCCCCNC(N)=[NH2+]

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UNPQTN specific sortase BNot AvailableStaphylococcus aureus (strain MW2)
UCalpain-1 catalytic subunitNot AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5288145
PubChem Substance
46505123
ChemSpider
4450371
ChEBI
30270
HET
E64
PDB Entries
1aec / 1atk / 1cv8 / 1meg / 1qx6 / 1tlo / 2bdz / 2pre / 2uzj / 3bcn
show 8 more

Clinical Trials

Clinical Trials
Not Available

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 Solubility1.1 mg/mLALOGPS
logP0.07ALOGPS
logP-3.2ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.95ChemAxon
pKa (Strongest Basic)11.88ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area179.37 Å2ChemAxon
Rotatable Bond Count12ChemAxon
Refractivity101.54 m3·mol-1ChemAxon
Polarizability38.43 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9491
Blood Brain Barrier-0.7364
Caco-2 permeable-0.7178
P-glycoprotein substrateSubstrate0.7631
P-glycoprotein inhibitor INon-inhibitor0.879
P-glycoprotein inhibitor IINon-inhibitor0.8645
Renal organic cation transporterNon-inhibitor0.9042
CYP450 2C9 substrateNon-substrate0.8484
CYP450 2D6 substrateNon-substrate0.7866
CYP450 3A4 substrateNon-substrate0.6118
CYP450 1A2 substrateNon-inhibitor0.8623
CYP450 2C9 inhibitorNon-inhibitor0.8332
CYP450 2D6 inhibitorNon-inhibitor0.8841
CYP450 2C19 inhibitorNon-inhibitor0.7922
CYP450 3A4 inhibitorNon-inhibitor0.9403
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9865
Ames testNon AMES toxic0.6456
CarcinogenicityNon-carcinogens0.8913
BiodegradationReady biodegradable0.7459
Rat acute toxicity2.4411 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9851
hERG inhibition (predictor II)Non-inhibitor0.9292
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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-alpha amino acids and derivatives / Alpha amino acid amides / Short-chain hydroxy acids and derivatives / Beta hydroxy acids and derivatives / Branched fatty acids / Hydroxy fatty acids / N-acyl amines / Secondary carboxylic acid amides / Secondary alcohols / Guanidines
show 8 more
Substituents
Leucine or derivatives / N-acyl-alpha amino acid or derivatives / Alpha-amino acid amide / Beta-hydroxy acid / Branched fatty acid / Short-chain hydroxy acid / Hydroxy fatty acid / Fatty amide / Fatty acyl / Fatty acid
show 20 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Staphylococcus aureus (strain MW2)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
srtB
Uniprot ID
A0A0H3JWX6
Uniprot Name
NPQTN specific sortase B
Molecular Weight
29105.235 Da
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Calcium-dependent cysteine-type endopeptidase activity
Specific Function
Calcium-regulated non-lysosomal thiol-protease which catalyze limited proteolysis of substrates involved in cytoskeletal remodeling and signal transduction.
Gene Name
CAPN1
Uniprot ID
P07384
Uniprot Name
Calpain-1 catalytic subunit
Molecular Weight
81889.325 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. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:25