NAV

N-[4-({[5-(DIMETHYLAMINO)-1-NAPHTHYL]SULFONYL}AMINO)BUTYL]-3-SULFANYLPROPANAMIDE

Identification

Generic Name
N-[4-({[5-(DIMETHYLAMINO)-1-NAPHTHYL]SULFONYL}AMINO)BUTYL]-3-SULFANYLPROPANAMIDE
DrugBank Accession Number
DB07526
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 409.566
Monoisotopic: 409.149383125
Chemical Formula
C19H27N3O3S2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBeta-lactamase IMP-1Not AvailableSerratia marcescens
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 1-naphthalene sulfonic acids and derivatives. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group (or a derivative thereof) at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Naphthalene sulfonic acids and derivatives
Direct Parent
1-naphthalene sulfonic acids and derivatives
Alternative Parents
1-naphthalene sulfonamides / Dialkylarylamines / Organosulfonamides / Aminosulfonyl compounds / Secondary carboxylic acid amides / Amino acids and derivatives / Alkylthiols / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
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Substituents
1-naphthalene sulfonamide / 1-naphthalene sulfonic acid or derivatives / Alkylthiol / Amine / Amino acid or derivatives / Aminosulfonyl compound / Aromatic homopolycyclic compound / Carbonyl group / Carboxamide group / Carboxylic acid derivative
show 17 more
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
XPCVYJATJSZGJU-UHFFFAOYSA-N
InChI
InChI=1S/C19H27N3O3S2/c1-22(2)17-9-5-8-16-15(17)7-6-10-18(16)27(24,25)21-13-4-3-12-20-19(23)11-14-26/h5-10,21,26H,3-4,11-14H2,1-2H3,(H,20,23)
IUPAC Name
N-{4-[5-(dimethylamino)naphthalene-1-sulfonamido]butyl}-3-sulfanylpropanamide
SMILES
CN(C)C1=C2C=CC=C(C2=CC=C1)S(=O)(=O)NCCCCNC(=O)CCS

References

General References
Not Available
PubChem Compound
11963499
PubChem Substance
99443997
ChemSpider
10137669
ZINC
ZINC000053683079
PDBe Ligand
C4H
PDB Entries
2doo

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 Solubility0.00755 mg/mLALOGPS
logP2.48ALOGPS
logP2.17Chemaxon
logS-4.7ALOGPS
pKa (Strongest Acidic)9.7Chemaxon
pKa (Strongest Basic)4.63Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area78.51 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity113.33 m3·mol-1Chemaxon
Polarizability45.48 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9807
Blood Brain Barrier+0.9203
Caco-2 permeable-0.6677
P-glycoprotein substrateSubstrate0.6188
P-glycoprotein inhibitor IInhibitor0.5137
P-glycoprotein inhibitor IIInhibitor0.6042
Renal organic cation transporterNon-inhibitor0.8056
CYP450 2C9 substrateNon-substrate0.6155
CYP450 2D6 substrateNon-substrate0.785
CYP450 3A4 substrateSubstrate0.5304
CYP450 1A2 substrateNon-inhibitor0.6931
CYP450 2C9 inhibitorInhibitor0.5608
CYP450 2D6 inhibitorNon-inhibitor0.5853
CYP450 2C19 inhibitorInhibitor0.5727
CYP450 3A4 inhibitorNon-inhibitor0.5137
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8849
Ames testNon AMES toxic0.6816
CarcinogenicityNon-carcinogens0.7407
BiodegradationNot ready biodegradable0.9909
Rat acute toxicity2.4482 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8757
hERG inhibition (predictor II)Inhibitor0.5737
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, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0000900000-44c11dad70867b7bab7a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0021900000-407d2c14bfcfab5dd790
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-05gl-1079200000-3ae5f741475a2450ce82
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00fr-3529000000-ba2fa87d3ab90fde172b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0hh9-4292000000-c3f8d161232af2c95cb1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-9310000000-e13a9c3d3dd12abcf7a7
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]-181.92632
predicted
DeepCCS 1.0 (2019)
[M+H]+184.28432
predicted
DeepCCS 1.0 (2019)
[M+Na]+191.01604
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Beta-lactamase IMP-1
Kind
Protein
Organism
Serratia marcescens
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Confers resistance to imipenem and broad-spectrum beta-lactams. Also hydrolyzes carbapenems.
Gene Name
Not Available
Uniprot ID
P52699
Uniprot Name
Beta-lactamase IMP-1
Molecular Weight
27119.985 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 21:23 / Updated at June 12, 2020 16:52