NAV

2-CHLORO-N-(3-CYANO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHEN-2-YL)-5-DIETHYLSULFAMOYL-BENZAMIDE

Identification

Generic Name
2-CHLORO-N-(3-CYANO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHEN-2-YL)-5-DIETHYLSULFAMOYL-BENZAMIDE
DrugBank Accession Number
DB06970
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 437.963
Monoisotopic: 437.063460608
Chemical Formula
C19H20ClN3O3S2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UUDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligaseNot AvailableStreptococcus pneumoniae (strain ATCC BAA-255 / R6)
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 benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonamides
Direct Parent
Benzenesulfonamides
Alternative Parents
2-halobenzoic acids and derivatives / Benzamides / Benzenesulfonyl compounds / Benzoyl derivatives / Chlorobenzenes / Organosulfonamides / Aryl chlorides / Vinylogous halides / Thiophenes / Aminosulfonyl compounds
show 8 more
Substituents
2-halobenzoic acid or derivatives / Aminosulfonyl compound / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Benzamide / Benzenesulfonamide / Benzenesulfonyl group / Benzoic acid or derivatives / Benzoyl
show 26 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
MZCDQILVXXIMEV-UHFFFAOYSA-N
InChI
InChI=1S/C19H20ClN3O3S2/c1-3-23(4-2)28(25,26)12-8-9-16(20)14(10-12)18(24)22-19-15(11-21)13-6-5-7-17(13)27-19/h8-10H,3-7H2,1-2H3,(H,22,24)
IUPAC Name
2-chloro-N-{3-cyano-4H,5H,6H-cyclopenta[b]thiophen-2-yl}-5-(diethylsulfamoyl)benzamide
SMILES
CCN(CC)S(=O)(=O)C1=CC=C(Cl)C(=C1)C(=O)NC1=C(C#N)C2=C(CCC2)S1

References

General References
Not Available
PubChem Compound
1117937
PubChem Substance
99443441
ChemSpider
951886
BindingDB
50137778
ChEMBL
CHEMBL329363
ZINC
ZINC000000854136
PDBe Ligand
2LG
PDB Entries
2am2

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 Solubility0.00587 mg/mLALOGPS
logP3.5ALOGPS
logP4.38Chemaxon
logS-4.9ALOGPS
pKa (Strongest Acidic)12.06Chemaxon
pKa (Strongest Basic)-4.8Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area90.27 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity112.65 m3·mol-1Chemaxon
Polarizability43.32 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9881
Blood Brain Barrier+0.8765
Caco-2 permeable-0.6056
P-glycoprotein substrateSubstrate0.5071
P-glycoprotein inhibitor INon-inhibitor0.7016
P-glycoprotein inhibitor IIInhibitor0.8274
Renal organic cation transporterNon-inhibitor0.8202
CYP450 2C9 substrateNon-substrate0.5418
CYP450 2D6 substrateNon-substrate0.7983
CYP450 3A4 substrateSubstrate0.5062
CYP450 1A2 substrateInhibitor0.5296
CYP450 2C9 inhibitorInhibitor0.7596
CYP450 2D6 inhibitorNon-inhibitor0.8256
CYP450 2C19 inhibitorInhibitor0.6856
CYP450 3A4 inhibitorInhibitor0.5877
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9508
Ames testNon AMES toxic0.6155
CarcinogenicityNon-carcinogens0.7519
BiodegradationNot ready biodegradable0.9921
Rat acute toxicity2.6193 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9399
hERG inhibition (predictor II)Non-inhibitor0.7344
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/MSsplash10-000i-0000900000-1511d99aecea755a4364
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-1352900000-be386f39e097bc0b2d7e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-9002000000-98620c067c2bdb3a4d64
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dr-3119300000-6f18933d1adf0b1772fa
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01q9-9010100000-87cea6eea19ef9ef67e8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0abi-1214900000-25f6429452cc9b73fa96
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]-194.97691
predicted
DeepCCS 1.0 (2019)
[M+H]+197.3725
predicted
DeepCCS 1.0 (2019)
[M+Na]+204.14404
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase
Kind
Protein
Organism
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Pharmacological action
Unknown
General Function
Udp-n-acetylmuramoylalanyl-d-glutamyl-2,6-diaminopimelate-d-alanyl-d-alanine ligase activity
Specific Function
Involved in cell wall formation. Catalyzes the final step in the synthesis of UDP-N-acetylmuramoyl-pentapeptide, the precursor of murein.
Gene Name
murF
Uniprot ID
Q8DNV6
Uniprot Name
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase
Molecular Weight
50502.04 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 21:18 / Updated at June 12, 2020 16:52