Z-Pro-Prolinal

Identification

Name
Z-Pro-Prolinal
Accession Number
DB03535  (EXPT03293)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
Not Available
Weight
Average: 330.3783
Monoisotopic: 330.157957202
Chemical Formula
C18H22N2O4
InChI Key
ORZXYSPOAVJYRU-HOTGVXAUSA-N
InChI
InChI=1S/C18H22N2O4/c21-12-15-8-4-10-19(15)17(22)16-9-5-11-20(16)18(23)24-13-14-6-2-1-3-7-14/h1-3,6-7,12,15-16H,4-5,8-11,13H2/t15-,16-/m0/s1
IUPAC Name
benzyl (2S)-2-[(2S)-2-formylpyrrolidine-1-carbonyl]pyrrolidine-1-carboxylate
SMILES
[H][[email protected]]1(CCCN1C(=O)[[email protected]]1([H])CCCN1C(=O)OCC1=CC=CC=C1)C=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UProlyl endopeptidaseNot AvailableHuman
UProlyl endopeptidaseNot AvailableAeromonas punctata
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
122623
PubChem Substance
46507956
ChemSpider
109328
BindingDB
50038879
ChEMBL
CHEMBL79993
HET
ZPR
PDB Entries
1h2y / 1qfs / 3iuq / 3ivm / 3muo / 5uw6 / 5uzw

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 Solubility1.53 mg/mLALOGPS
logP1.25ALOGPS
logP1.43ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)15.37ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area66.92 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity87.93 m3·mol-1ChemAxon
Polarizability34.45 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9543
Blood Brain Barrier+0.8816
Caco-2 permeable-0.5937
P-glycoprotein substrateNon-substrate0.5944
P-glycoprotein inhibitor IInhibitor0.5208
P-glycoprotein inhibitor IINon-inhibitor0.6539
Renal organic cation transporterNon-inhibitor0.7025
CYP450 2C9 substrateNon-substrate0.8619
CYP450 2D6 substrateNon-substrate0.8329
CYP450 3A4 substrateNon-substrate0.656
CYP450 1A2 substrateInhibitor0.5164
CYP450 2C9 inhibitorNon-inhibitor0.8015
CYP450 2D6 inhibitorNon-inhibitor0.9266
CYP450 2C19 inhibitorInhibitor0.7314
CYP450 3A4 inhibitorNon-inhibitor0.7009
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.567
Ames testNon AMES toxic0.7466
CarcinogenicityNon-carcinogens0.943
BiodegradationNot ready biodegradable0.7842
Rat acute toxicity2.2069 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8488
hERG inhibition (predictor II)Non-inhibitor0.8826
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 alpha amino acid amides. These are amide derivatives of alpha amino acids.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acid amides
Alternative Parents
Benzyloxycarbonyls / Pyrrolidinecarboxamides / Pyrrolidine carboxylic acids / N-acylpyrrolidines / Tertiary carboxylic acid amides / Carbamate esters / Organic carbonic acids and derivatives / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds
show 3 more
Substituents
Alpha-amino acid amide / Benzyloxycarbonyl / N-acylpyrrolidine / Pyrrolidine carboxylic acid / Pyrrolidine carboxylic acid or derivatives / Pyrrolidine-2-carboxamide / Monocyclic benzene moiety / Benzenoid / Carbamic acid ester / Tertiary carboxylic acid amide
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
L-proline derivative, N-acylpyrrolidine, amino aldehyde, pyrrolidinecarbaldehyde (CHEBI:46597)

Targets

Details
1. Prolyl endopeptidase
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Serine-type peptidase activity
Specific Function
Cleaves peptide bonds on the C-terminal side of prolyl residues within peptides that are up to approximately 30 amino acids long.
Gene Name
PREP
Uniprot ID
P48147
Uniprot Name
Prolyl endopeptidase
Molecular Weight
80698.945 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]
Kind
Protein
Organism
Aeromonas punctata
Pharmacological action
Unknown
General Function
Serine-type exopeptidase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q9X6R4
Uniprot Name
Prolyl endopeptidase
Molecular Weight
76635.895 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 15:15