1-[4-Carboxy-2-(3-Pentylamino)Phenyl]-5,5'-Di(Hydroxymethyl)Pyrrolidin-2-One

Identification

Generic Name
1-[4-Carboxy-2-(3-Pentylamino)Phenyl]-5,5'-Di(Hydroxymethyl)Pyrrolidin-2-One
DrugBank Accession Number
DB03475
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 350.4094
Monoisotopic: 350.184171952
Chemical Formula
C18H26N2O5
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UNeuraminidaseNot AvailableInfluenza B virus (strain B/Lee/1940)
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 acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Acylaminobenzoic acid and derivatives
Alternative Parents
Phenylpyrrolidines / 2'-Aminoanilides / Aminobenzoic acids / Benzoic acids / Phenylalkylamines / Aniline and substituted anilines / Benzoyl derivatives / Secondary alkylarylamines / Pyrrolidine-2-ones / Pyrroles
show 11 more
Substituents
1-phenylpyrrolidine / 2'-aminoanilide / 2-pyrrolidone / Acylaminobenzoic acid or derivatives / Alcohol / Amine / Amino acid / Amino acid or derivatives / Aminobenzoic acid / Aminobenzoic acid or derivatives
show 27 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
ring assembly, pyrrolidin-2-ones (CHEBI:45265)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
BNIJJJRESBVRNB-UHFFFAOYSA-N
InChI
InChI=1S/C18H26N2O5/c1-3-13(4-2)19-14-9-12(17(24)25)5-6-15(14)20-16(23)7-8-18(20,10-21)11-22/h5-6,9,13,19,21-22H,3-4,7-8,10-11H2,1-2H3,(H,24,25)
IUPAC Name
4-[2,2-bis(hydroxymethyl)-5-oxopyrrolidin-1-yl]-3-[(pentan-3-yl)amino]benzoic acid
SMILES
CCC(CC)NC1=CC(=CC=C1N1C(=O)CCC1(CO)CO)C(O)=O

References

General References
Not Available
PubChem Compound
444508
PubChem Substance
46505361
ChemSpider
392423
BindingDB
50078329
ChEBI
45265
ChEMBL
CHEMBL307189
ZINC
ZINC000000007642
PDBe Ligand
RA2
PDB Entries
1b9v

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 Solubility1.47 mg/mLALOGPS
logP1.64ALOGPS
logP0.52Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)4.94Chemaxon
pKa (Strongest Basic)3.75Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area110.1 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity94.74 m3·mol-1Chemaxon
Polarizability36.88 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8288
Blood Brain Barrier-0.7594
Caco-2 permeable-0.6518
P-glycoprotein substrateSubstrate0.7631
P-glycoprotein inhibitor INon-inhibitor0.8472
P-glycoprotein inhibitor IINon-inhibitor0.9461
Renal organic cation transporterNon-inhibitor0.9342
CYP450 2C9 substrateNon-substrate0.7725
CYP450 2D6 substrateNon-substrate0.8774
CYP450 3A4 substrateNon-substrate0.5543
CYP450 1A2 substrateNon-inhibitor0.9002
CYP450 2C9 inhibitorNon-inhibitor0.8127
CYP450 2D6 inhibitorNon-inhibitor0.9145
CYP450 2C19 inhibitorNon-inhibitor0.8252
CYP450 3A4 inhibitorNon-inhibitor0.9694
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.918
Ames testNon AMES toxic0.8077
CarcinogenicityNon-carcinogens0.8735
BiodegradationNot ready biodegradable0.9893
Rat acute toxicity2.4857 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9917
hERG inhibition (predictor II)Non-inhibitor0.7645
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/MSsplash10-0udi-0009000000-30c1d96c496e0a5ead75
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0019000000-5e7f403510ca82b9d259
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0069000000-efda07a90a5dc0a9b31a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-056r-0295000000-3968f8cbde4d1fb50a18
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0h00-0952000000-dd0ddef2c3482820b3f5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f80-1952000000-f7ed687f23441c11f217
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]-180.84088
predicted
DeepCCS 1.0 (2019)
[M+H]+183.19888
predicted
DeepCCS 1.0 (2019)
[M+Na]+189.29202
predicted
DeepCCS 1.0 (2019)

Targets

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Details
1. Neuraminidase
Kind
Protein
Organism
Influenza B virus (strain B/Lee/1940)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Catalyzes the removal of terminal sialic acid residues from viral and cellular glycoconjugates. Cleaves off the terminal sialic acids on the glycosylated HA during virus budding to facilitate virus...
Gene Name
NA
Uniprot ID
P03474
Uniprot Name
Neuraminidase
Molecular Weight
51441.185 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. [Article]
  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. [Article]
  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. [Article]

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