N-METHYLALANYL-3-METHYLVALYL-4-PHENOXY-N-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)PROLINAMIDE

Identification

Name
N-METHYLALANYL-3-METHYLVALYL-4-PHENOXY-N-(1,2,3,4-TETRAHYDRONAPHTHALEN-1-YL)PROLINAMIDE
Accession Number
DB04612
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: 534.6896
Monoisotopic: 534.320605852
Chemical Formula
C31H42N4O4
InChI Key
QKPXPZYQPBWDHS-MCJAPYMPSA-N
InChI
InChI=1S/C31H42N4O4/c1-20(32-5)28(36)34-27(31(2,3)4)30(38)35-19-23(39-22-14-7-6-8-15-22)18-26(35)29(37)33-25-17-11-13-21-12-9-10-16-24(21)25/h6-10,12,14-16,20,23,25-27,32H,11,13,17-19H2,1-5H3,(H,33,37)(H,34,36)/t20-,23-,25+,26-,27+/m0/s1
IUPAC Name
(2S,4S)-1-[(2S)-3,3-dimethyl-2-[(2S)-2-(methylamino)propanamido]butanoyl]-4-phenoxy-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]pyrrolidine-2-carboxamide
SMILES
CN[[email protected]@H](C)C(=O)N[[email protected]](C(=O)N1C[[email protected]](C[[email protected]]1C(=O)N[[email protected]@H]1CCCC2=CC=CC=C12)OC1=CC=CC=C1)C(C)(C)C

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UE3 ubiquitin-protein ligase XIAPNot 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
5388929
PubChem Substance
46504945
ChemSpider
4534975
BindingDB
13174
ChEMBL
CHEMBL1230661
HET
997
PDB Entries
1tft

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 Solubility0.00741 mg/mLALOGPS
logP3.22ALOGPS
logP3.64ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)12.39ChemAxon
pKa (Strongest Basic)8.6ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area99.77 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity150.04 m3·mol-1ChemAxon
Polarizability60 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.94
Blood Brain Barrier-0.7886
Caco-2 permeable-0.7113
P-glycoprotein substrateSubstrate0.8777
P-glycoprotein inhibitor IInhibitor0.7372
P-glycoprotein inhibitor IINon-inhibitor0.5579
Renal organic cation transporterNon-inhibitor0.8297
CYP450 2C9 substrateNon-substrate0.7888
CYP450 2D6 substrateNon-substrate0.641
CYP450 3A4 substrateSubstrate0.8224
CYP450 1A2 substrateNon-inhibitor0.886
CYP450 2C9 inhibitorNon-inhibitor0.6661
CYP450 2D6 inhibitorNon-inhibitor0.8463
CYP450 2C19 inhibitorInhibitor0.5151
CYP450 3A4 inhibitorNon-inhibitor0.6163
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7351
Ames testNon AMES toxic0.8272
CarcinogenicityNon-carcinogens0.8894
BiodegradationNot ready biodegradable0.973
Rat acute toxicity2.6274 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9606
hERG inhibition (predictor II)Inhibitor0.732
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 oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Oligopeptides
Alternative Parents
Valine and derivatives / Proline and derivatives / N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Alanine and derivatives / Tetralins / Pyrrolidinecarboxamides / Phenoxy compounds / Phenol ethers / N-acylpyrrolidines
show 9 more
Substituents
Alpha-oligopeptide / Valine or derivatives / Proline or derivatives / N-acyl-alpha amino acid or derivatives / Alpha-amino acid amide / Alanine or derivatives / N-substituted-alpha-amino acid / Alpha-amino acid or derivatives / Tetralin / Phenoxy compound
show 27 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
pyrrolidinecarboxamide, L-proline derivative, N-acylpyrrolidine, naphthalenes (CHEBI:40367)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Multi-functional protein which regulates not only caspases and apoptosis, but also modulates inflammatory signaling and immunity, copper homeostasis, mitogenic kinase signaling, cell proliferation,...
Gene Name
XIAP
Uniprot ID
P98170
Uniprot Name
E3 ubiquitin-protein ligase XIAP
Molecular Weight
56684.41 Da

Drug created on September 11, 2007 11:49 / Updated on December 01, 2017 15:30