GLYCYLALANYL-N-2-NAPHTHYL-L-PROLINEAMIDE

Identification

Generic Name
GLYCYLALANYL-N-2-NAPHTHYL-L-PROLINEAMIDE
DrugBank Accession Number
DB07813
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 368.4296
Monoisotopic: 368.184840654
Chemical Formula
C20H24N4O3
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UProlyl tripeptidyl peptidaseNot AvailablePorphyromonas gingivalis (strain ATCC BAA-308 / W83)
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
Not Available
Chemical TaxonomyProvided by Classyfire
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
Proline and derivatives / N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Naphthalenes / Pyrrolidinecarboxamides / N-arylamides / N-acylpyrrolidines / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Azacyclic compounds
show 5 more
Substituents
Alpha-amino acid amide / Alpha-amino acid or derivatives / Alpha-oligopeptide / Amine / Amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxamide group
show 20 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
KCELZXZDIUJGNM-GUYCJALGSA-N
InChI
InChI=1S/C20H24N4O3/c1-13(22-18(25)12-21)20(27)24-10-4-7-17(24)19(26)23-16-9-8-14-5-2-3-6-15(14)11-16/h2-3,5-6,8-9,11,13,17H,4,7,10,12,21H2,1H3,(H,22,25)(H,23,26)/t13-,17-/m0/s1
IUPAC Name
(2S)-1-[(2S)-2-(2-aminoacetamido)propanoyl]-N-(naphthalen-2-yl)pyrrolidine-2-carboxamide
SMILES
[H][C@@](C)(NC(=O)CN)C(=O)N1CCC[C@@]1([H])C(=O)NC1=CC=C2C=CC=CC2=C1

References

General References
Not Available
PubChem Compound
46937094
PubChem Substance
99444284
ChemSpider
25060358
ZINC
ZINC000053683227
PDBe Ligand
GA0
PDB Entries
2dcm

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 Solubility0.0942 mg/mLALOGPS
logP1.12ALOGPS
logP0.48Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)12.49Chemaxon
pKa (Strongest Basic)7.84Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area104.53 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity103.01 m3·mol-1Chemaxon
Polarizability39.46 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9673
Blood Brain Barrier+0.8769
Caco-2 permeable-0.712
P-glycoprotein substrateSubstrate0.8177
P-glycoprotein inhibitor INon-inhibitor0.5704
P-glycoprotein inhibitor IINon-inhibitor0.7304
Renal organic cation transporterNon-inhibitor0.7723
CYP450 2C9 substrateNon-substrate0.8336
CYP450 2D6 substrateNon-substrate0.7271
CYP450 3A4 substrateSubstrate0.5408
CYP450 1A2 substrateNon-inhibitor0.7881
CYP450 2C9 inhibitorNon-inhibitor0.6816
CYP450 2D6 inhibitorNon-inhibitor0.8512
CYP450 2C19 inhibitorInhibitor0.5458
CYP450 3A4 inhibitorInhibitor0.8127
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5354
Ames testNon AMES toxic0.8087
CarcinogenicityNon-carcinogens0.8392
BiodegradationNot ready biodegradable0.988
Rat acute toxicity2.4335 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9049
hERG inhibition (predictor II)Inhibitor0.7433
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/MSsplash10-03xs-0349000000-67f6725b6bbe06e77b33
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0159000000-a4e43252b21c1c511edd
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03k9-7349000000-4e1c3e1146b01adb336a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000f-9783000000-1db0d177d714adbf6b15
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-006x-9720000000-650281be43f058d75bcd
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9230000000-40c87dcf6752e93f1bcb
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]-181.97539
predicted
DeepCCS 1.0 (2019)
[M+H]+184.37096
predicted
DeepCCS 1.0 (2019)
[M+Na]+190.28348
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Porphyromonas gingivalis (strain ATCC BAA-308 / W83)
Pharmacological action
Unknown
General Function
Serine-type peptidase activity
Specific Function
Serine proteinase. Releases tripeptides from the free amino terminus of proteins. Has a requirement for Pro in the P1 position, but is inactivated by Pro in the P1' position.
Gene Name
ptpA
Uniprot ID
Q7MUW6
Uniprot Name
Prolyl tripeptidyl peptidase
Molecular Weight
82265.855 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 September 15, 2010 21:26 / Updated at June 12, 2020 16:52