NAV

Z-Pro-Prolinal

Identification

Generic Name
Z-Pro-Prolinal
DrugBank Accession Number
DB03535
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 330.3783
Monoisotopic: 330.157957202
Chemical Formula
C18H22N2O4
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
UProlyl endopeptidaseNot AvailableHumans
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

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
Chemical TaxonomyProvided by Classyfire
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
Aldehyde / Alpha-amino acid amide / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Benzyloxycarbonyl / Carbamic acid ester / Carbonic acid derivative / Carbonyl group / Carboxamide group
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
L-proline derivative, N-acylpyrrolidine, amino aldehyde, pyrrolidinecarbaldehyde (CHEBI:46597)
Affected organisms
Not Available

Chemical Identifiers

UNII
4YM8D0GKX6
CAS number
Not Available
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][C@]1(CCCN1C(=O)[C@]1([H])CCCN1C(=O)OCC1=CC=CC=C1)C=O

References

General References
Not Available
PubChem Compound
122623
PubChem Substance
46507956
ChemSpider
109328
BindingDB
50038879
ChEMBL
CHEMBL79993
ZINC
ZINC000003803443
PDBe Ligand
ZPR
PDB Entries
1h2y / 1qfs / 3ivm / 5uw6 / 5uzw / 7vgc / 7zaz

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 Solubility1.53 mg/mLALOGPS
logP1.25ALOGPS
logP1.43Chemaxon
logS-2.3ALOGPS
pKa (Strongest Acidic)17.96Chemaxon
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-MSsplash10-0udl-9181000000-6048974159491d0e1d3f
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-4297000000-e40085be6155f808861b
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-4539000000-424e2912b71a3b1281a9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00ai-5955000000-9d3ad6f1effd8125d4f9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014j-9100000000-438a6bdb6ce10c666e7f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dl-9200000000-daee8e56ff8781466171
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-05mk-9320000000-3df0e9d14abc45c5b1b6
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]-164.04933
predicted
DeepCCS 1.0 (2019)
[M+H]+166.40733
predicted
DeepCCS 1.0 (2019)
[M+Na]+173.00987
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Prolyl endopeptidase
Kind
Protein
Organism
Humans
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. [Article]
Details2. Prolyl endopeptidase
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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52