2-Hydroxy-5-[4-(2-Hydroxy-Ethyl)-Piperidin-1-Yl]-5-Phenyl-1h-Pyrimidine-4,6-Dione

Identification

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Name
2-Hydroxy-5-[4-(2-Hydroxy-Ethyl)-Piperidin-1-Yl]-5-Phenyl-1h-Pyrimidine-4,6-Dione
Accession Number
DB03622  (EXPT00635)
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: 331.3663
Monoisotopic: 331.153206175
Chemical Formula
C17H21N3O4
InChI Key
IPBPOBHSNJFRFT-UHFFFAOYSA-N
InChI
InChI=1S/C17H21N3O4/c21-11-8-12-6-9-20(10-7-12)17(13-4-2-1-3-5-13)14(22)18-16(24)19-15(17)23/h1-5,12,21H,6-11H2,(H2,18,19,22,23,24)
IUPAC Name
(5R)-2-hydroxy-5-[4-(2-hydroxyethyl)piperidin-1-yl]-5-phenyl-1,4,5,6-tetrahydropyrimidine-4,6-dione
SMILES
OCCC1CCN(CC1)[C@@]1(C(=O)NC(O)=NC1=O)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UNeutrophil collagenaseNot AvailableHumans
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
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

References

General References
Not Available
External Links
PubChem Compound
446505
PubChem Substance
46507461
ChemSpider
393839
BindingDB
50028939
ChEMBL
CHEMBL1231240
HET
BBT
PDB Entries
1jj9

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 Solubility0.518 mg/mLALOGPS
logP0.89ALOGPS
logP0.91ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)6.6ChemAxon
pKa (Strongest Basic)4.66ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area102.23 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity87.16 m3·mol-1ChemAxon
Polarizability34.19 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.6425
Blood Brain Barrier-0.582
Caco-2 permeable-0.7371
P-glycoprotein substrateSubstrate0.8264
P-glycoprotein inhibitor IInhibitor0.5124
P-glycoprotein inhibitor IINon-inhibitor0.8033
Renal organic cation transporterNon-inhibitor0.6879
CYP450 2C9 substrateNon-substrate0.6255
CYP450 2D6 substrateNon-substrate0.8072
CYP450 3A4 substrateNon-substrate0.5719
CYP450 1A2 substrateNon-inhibitor0.9335
CYP450 2C9 inhibitorNon-inhibitor0.8488
CYP450 2D6 inhibitorNon-inhibitor0.9192
CYP450 2C19 inhibitorNon-inhibitor0.8316
CYP450 3A4 inhibitorNon-inhibitor0.7842
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9886
Ames testNon AMES toxic0.6175
CarcinogenicityNon-carcinogens0.7612
BiodegradationNot ready biodegradable0.9923
Rat acute toxicity2.3921 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8837
hERG inhibition (predictor II)Inhibitor0.5398
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 alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
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 acids and derivatives
Alternative Parents
Barbituric acid derivatives / Aralkylamines / N-acyl ureas / Piperidines / Hydropyrimidines / Benzene and substituted derivatives / Trialkylamines / N-acylimines / Isoureas / Propargyl-type 1,3-dipolar organic compounds
show 7 more
Substituents
Alpha-amino acid or derivatives / Barbiturate / N-acyl urea / Pyrimidone / Ureide / Aralkylamine / Monocyclic benzene moiety / Hydropyrimidine / 1,4,5,6-tetrahydropyrimidine / Piperidine
show 23 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
heteroarylpiperidine (CHEBI:40990)

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Can degrade fibrillar type I, II, and III collagens.
Gene Name
MMP8
Uniprot ID
P22894
Uniprot Name
Neutrophil collagenase
Molecular Weight
53411.72 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 02, 2019 06:36