1,5-Bis(N-Benzyloxycarbonyl-L-Leucinyl)Carbohydrazide

Identification

Name
1,5-Bis(N-Benzyloxycarbonyl-L-Leucinyl)Carbohydrazide
Accession Number
DB03891  (EXPT01880)
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: 584.6639
Monoisotopic: 584.295847664
Chemical Formula
C29H40N6O7
InChI Key
HGDUWJVGIGLVOH-ZEQRLZLVSA-N
InChI
InChI=1S/C29H40N6O7/c1-19(2)15-23(30-28(39)41-17-21-11-7-5-8-12-21)25(36)32-34-27(38)35-33-26(37)24(16-20(3)4)31-29(40)42-18-22-13-9-6-10-14-22/h5-14,19-20,23-24H,15-18H2,1-4H3,(H,30,39)(H,31,40)(H,32,36)(H,33,37)(H2,34,35,38)/t23-,24-/m0/s1
IUPAC Name
(2S)-2-{[(benzyloxy)(hydroxy)methylidene]amino}-N-{N-[(N'-{[(2S)-2-{[(benzyloxy)(hydroxy)methylidene]amino}-1-hydroxy-4-methylpentylidene]amino}imino)(hydroxy)methyl]amino}-4-methylpentanimidic acid
SMILES
[H][[email protected]@](CC(C)C)(N=C(O)OCC1=CC=CC=C1)C(O)=NNC(O)=NN=C(O)[[email protected]]([H])(CC(C)C)N=C(O)OCC1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCathepsin KNot 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
5288634
PubChem Substance
46505828
ChemSpider
4450757
BindingDB
50408519
ChEMBL
CHEMBL115357
HET
INA
PDB Entries
1ayu

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 Solubility0.00706 mg/mLALOGPS
logP2.88ALOGPS
logP7.34ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)4.53ChemAxon
pKa (Strongest Basic)0.22ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area193.44 Å2ChemAxon
Rotatable Bond Count16ChemAxon
Refractivity167.05 m3·mol-1ChemAxon
Polarizability62.57 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8678
Blood Brain Barrier-0.5259
Caco-2 permeable-0.6355
P-glycoprotein substrateSubstrate0.6539
P-glycoprotein inhibitor IInhibitor0.5686
P-glycoprotein inhibitor IINon-inhibitor0.9783
Renal organic cation transporterNon-inhibitor0.9346
CYP450 2C9 substrateNon-substrate0.6047
CYP450 2D6 substrateNon-substrate0.7988
CYP450 3A4 substrateNon-substrate0.5315
CYP450 1A2 substrateNon-inhibitor0.7481
CYP450 2C9 inhibitorNon-inhibitor0.695
CYP450 2D6 inhibitorNon-inhibitor0.8832
CYP450 2C19 inhibitorNon-inhibitor0.5479
CYP450 3A4 inhibitorInhibitor0.6255
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6699
Ames testNon AMES toxic0.5358
CarcinogenicityNon-carcinogens0.7004
BiodegradationNot ready biodegradable0.9632
Rat acute toxicity2.5053 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9739
hERG inhibition (predictor II)Non-inhibitor0.8425
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/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
Benzyloxycarbonyls / Semicarbazides / Carbamate esters / Carboxylic acid hydrazides / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Leucine or derivatives / Benzyloxycarbonyl / Benzenoid / Monocyclic benzene moiety / Carbamic acid ester / Semicarbazide / Carboxylic acid hydrazide / Organic nitrogen compound / Organic oxygen compound / Organic oxide
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Proteoglycan binding
Specific Function
Closely involved in osteoclastic bone resorption and may participate partially in the disorder of bone remodeling. Displays potent endoprotease activity against fibrinogen at acid pH. May play an i...
Gene Name
CTSK
Uniprot ID
P43235
Uniprot Name
Cathepsin K
Molecular Weight
36965.82 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. [PubMed:17139284]
  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. [PubMed:17016423]
  3. 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 15:20