N-[2-(1-Formyl-2-Methyl-Propyl)-1-(4-Piperidin-1-Yl-but-2-Enoyl)-Pyrrolidin-3-Yl]-Methanesulfonamide

Identification

Generic Name
N-[2-(1-Formyl-2-Methyl-Propyl)-1-(4-Piperidin-1-Yl-but-2-Enoyl)-Pyrrolidin-3-Yl]-Methanesulfonamide
DrugBank Accession Number
DB03890
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 399.548
Monoisotopic: 399.219177249
Chemical Formula
C19H33N3O4S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UChymotrypsin-like elastase family member 1Not 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

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 n-acylpyrrolidines. These are n-Acylated Pyrrolidine derivatives. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyrrolidines
Sub Class
N-acylpyrrolidines
Direct Parent
N-acylpyrrolidines
Alternative Parents
Piperidines / Organosulfonamides / Organic sulfonamides / Tertiary carboxylic acid amides / Aminosulfonyl compounds / Trialkylamines / Amino acids and derivatives / Azacyclic compounds / Organopnictogen compounds / Organic oxides
show 2 more
Substituents
Aldehyde / Aliphatic heteromonocyclic compound / Amine / Amino acid or derivatives / Aminosulfonyl compound / Azacycle / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Hydrocarbon derivative
show 17 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
piperidines, sulfonamide, N-acylpyrrolidine (CHEBI:40161)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
BSBJWRKWANAVRQ-POTLKAILSA-N
InChI
InChI=1S/C19H33N3O4S/c1-15(2)16(14-23)19-17(20-27(3,25)26)9-13-22(19)18(24)8-7-12-21-10-5-4-6-11-21/h7-8,14-17,19-20H,4-6,9-13H2,1-3H3/b8-7+/t16-,17+,19-/m0/s1
IUPAC Name
N-[(2S,3R)-2-[(2S)-3-methyl-1-oxobutan-2-yl]-1-[(2E)-4-(piperidin-1-yl)but-2-enoyl]pyrrolidin-3-yl]methanesulfonamide
SMILES
O=C[C@@]([H])(C(C)C)[C@]1([H])N(CC[C@@]1([H])NS(=O)(=O)C)C(=O)\C=C\CN1CCCCC1

References

General References
Not Available
PubChem Compound
6323197
PubChem Substance
46506582
ChemSpider
4883314
ZINC
ZINC000037867735
PDBe Ligand
616
PDB Entries
1hv7

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 Solubility0.407 mg/mLALOGPS
logP1.65ALOGPS
logP0.082Chemaxon
logS-3ALOGPS
pKa (Strongest Acidic)10.36Chemaxon
pKa (Strongest Basic)8.39Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area86.79 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity107.04 m3·mol-1Chemaxon
Polarizability43.62 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9776
Blood Brain Barrier+0.5784
Caco-2 permeable-0.6917
P-glycoprotein substrateSubstrate0.5531
P-glycoprotein inhibitor IInhibitor0.5814
P-glycoprotein inhibitor IINon-inhibitor0.8056
Renal organic cation transporterNon-inhibitor0.8462
CYP450 2C9 substrateNon-substrate0.7484
CYP450 2D6 substrateNon-substrate0.7533
CYP450 3A4 substrateSubstrate0.5914
CYP450 1A2 substrateNon-inhibitor0.9038
CYP450 2C9 inhibitorNon-inhibitor0.8247
CYP450 2D6 inhibitorNon-inhibitor0.8209
CYP450 2C19 inhibitorNon-inhibitor0.7652
CYP450 3A4 inhibitorNon-inhibitor0.8163
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9544
Ames testNon AMES toxic0.6105
CarcinogenicityNon-carcinogens0.7772
BiodegradationNot ready biodegradable0.9408
Rat acute toxicity2.5962 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6441
hERG inhibition (predictor II)Non-inhibitor0.7292
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

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Acts upon elastin.
Gene Name
CELA1
Uniprot ID
Q9UNI1
Uniprot Name
Chymotrypsin-like elastase family member 1
Molecular Weight
27797.995 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