NAV

N-[(1S)-5-amino-1-(chloroacetyl)pentyl]-4-methylbenzenesulfonamide

Identification

Generic Name
N-[(1S)-5-amino-1-(chloroacetyl)pentyl]-4-methylbenzenesulfonamide
DrugBank Accession Number
DB08603
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 332.846
Monoisotopic: 332.096140945
Chemical Formula
C14H21ClN2O3S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UProtease 1Not AvailableAchromobacter lyticus
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 p-toluenesulfonamides. These are aromatic heterocyclic compounds containing a toluene that is p-substituted with a sulfonamide group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Toluenes
Direct Parent
P-toluenesulfonamides
Alternative Parents
Benzenesulfonamides / Benzenesulfonyl compounds / Organosulfonamides / Aminosulfonyl compounds / Alpha-chloroketones / Organopnictogen compounds / Organochlorides / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
Alkyl chloride / Alkyl halide / Alpha-chloroketone / Alpha-haloketone / Amine / Aminosulfonyl compound / Aromatic homomonocyclic compound / Benzenesulfonamide / Benzenesulfonyl group / Carbonyl group
show 18 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
sulfonic acid derivative (CHEBI:9640)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
RDFCSSHDJSZMTQ-ZDUSSCGKSA-N
InChI
InChI=1S/C14H21ClN2O3S/c1-11-5-7-12(8-6-11)21(19,20)17-13(14(18)10-15)4-2-3-9-16/h5-8,13,17H,2-4,9-10,16H2,1H3/t13-/m0/s1
IUPAC Name
N-[(3S)-7-amino-1-chloro-2-oxoheptan-3-yl]-4-methylbenzene-1-sulfonamide
SMILES
[H][C@@](CCCCN)(NS(=O)(=O)C1=CC=C(C)C=C1)C(=O)CCl

References

General References
Not Available
KEGG Compound
C00896
PubChem Compound
73094
PubChem Substance
99445074
ChemSpider
65880
BindingDB
50354886
ChEBI
9640
ChEMBL
CHEMBL466465
ZINC
ZINC000001532775
PDBe Ligand
TCK
PDB Entries
1arc / 4pad / 4tkx / 6ycd / 6ycg / 7ne7 / 7ywp

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 Solubility0.055 mg/mLALOGPS
logP0.82ALOGPS
logP1.56Chemaxon
logS-3.8ALOGPS
pKa (Strongest Acidic)9.87Chemaxon
pKa (Strongest Basic)10.47Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area89.26 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity84.35 m3·mol-1Chemaxon
Polarizability34.06 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.8772
Caco-2 permeable-0.6623
P-glycoprotein substrateNon-substrate0.612
P-glycoprotein inhibitor INon-inhibitor0.8909
P-glycoprotein inhibitor IINon-inhibitor0.9108
Renal organic cation transporterNon-inhibitor0.8079
CYP450 2C9 substrateNon-substrate0.6961
CYP450 2D6 substrateNon-substrate0.816
CYP450 3A4 substrateNon-substrate0.617
CYP450 1A2 substrateNon-inhibitor0.9046
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorNon-inhibitor0.7796
CYP450 2C19 inhibitorNon-inhibitor0.9026
CYP450 3A4 inhibitorNon-inhibitor0.8014
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5159
Ames testNon AMES toxic0.7203
CarcinogenicityNon-carcinogens0.7549
BiodegradationNot ready biodegradable0.9683
Rat acute toxicity2.2167 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7651
hERG inhibition (predictor II)Non-inhibitor0.8095
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-MSsplash10-0a4i-6190000000-bf4c801ce4acc245d549
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0109000000-0ee42c6cfe97e8bd13ee
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0219000000-07bf16a99344b4d337d5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-3920000000-d3f38a981f4c8db61025
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-6910000000-ae531fb3a96b0a4d0539
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a59-8930000000-ac9eee3588afe56a8e10
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-fa4de5dbc5e65bcb59c4
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]-170.4172
predicted
DeepCCS 1.0 (2019)
[M+H]+172.77519
predicted
DeepCCS 1.0 (2019)
[M+Na]+179.4026
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Protease 1
Kind
Protein
Organism
Achromobacter lyticus
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
P15636
Uniprot Name
Protease 1
Molecular Weight
68124.56 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 21:33 / Updated at June 12, 2020 16:52