NAV

4-[(3-BROMO-4-O-SULFAMOYLBENZYL)(4-CYANOPHENYL)AMINO]-4H-[1,2,4]-TRIAZOLE

Identification

Generic Name
4-[(3-BROMO-4-O-SULFAMOYLBENZYL)(4-CYANOPHENYL)AMINO]-4H-[1,2,4]-TRIAZOLE
DrugBank Accession Number
DB04600
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 449.282
Monoisotopic: 447.995321649
Chemical Formula
C16H13BrN6O3S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCarbonic anhydrase 2Not 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 phenylhydrazines. These are compounds containing a phenylhydrazide moiety, which consists of a hydrazide substituent attached to a phenyl group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenylhydrazines
Direct Parent
Phenylhydrazines
Alternative Parents
Phenoxy compounds / Benzonitriles / Bromobenzenes / Aryl bromides / Triazoles / Organic sulfuric acids and derivatives / Heteroaromatic compounds / Nitriles / Azacyclic compounds / Organopnictogen compounds
show 4 more
Substituents
1,2,4-triazole / Aromatic heteromonocyclic compound / Aryl bromide / Aryl halide / Azacycle / Azole / Benzonitrile / Bromobenzene / Carbonitrile / Halobenzene
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
GHDKYBCUDPSXGJ-UHFFFAOYSA-N
InChI
InChI=1S/C16H13BrN6O3S/c17-15-7-13(3-6-16(15)26-27(19,24)25)9-23(22-10-20-21-11-22)14-4-1-12(8-18)2-5-14/h1-7,10-11H,9H2,(H2,19,24,25)
IUPAC Name
2-bromo-4-{[(4-cyanophenyl)(4H-1,2,4-triazol-4-yl)amino]methyl}phenyl sulfamate
SMILES
NS(=O)(=O)OC1=CC=C(CN(N2C=NN=C2)C2=CC=C(C=C2)C#N)C=C1Br

References

General References
Not Available
PubChem Compound
4369414
PubChem Substance
46508682
ChemSpider
3571981
BindingDB
10020
ChEMBL
CHEMBL108483
ZINC
ZINC000003991718
PDBe Ligand
4TR
PDB Entries
1xq0

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 Solubility0.144 mg/mLALOGPS
logP2.21ALOGPS
logP1.37Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)10.2Chemaxon
pKa (Strongest Basic)2.75Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area127.13 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity115.59 m3·mol-1Chemaxon
Polarizability38.52 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9126
Caco-2 permeable-0.5689
P-glycoprotein substrateNon-substrate0.8152
P-glycoprotein inhibitor INon-inhibitor0.6772
P-glycoprotein inhibitor IINon-inhibitor0.7259
Renal organic cation transporterNon-inhibitor0.6305
CYP450 2C9 substrateNon-substrate0.8943
CYP450 2D6 substrateNon-substrate0.7975
CYP450 3A4 substrateNon-substrate0.5079
CYP450 1A2 substrateNon-inhibitor0.5184
CYP450 2C9 inhibitorInhibitor0.5
CYP450 2D6 inhibitorNon-inhibitor0.8255
CYP450 2C19 inhibitorInhibitor0.5305
CYP450 3A4 inhibitorNon-inhibitor0.5953
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7764
Ames testNon AMES toxic0.5813
CarcinogenicityNon-carcinogens0.5264
BiodegradationNot ready biodegradable0.9948
Rat acute toxicity2.4853 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.5078
hERG inhibition (predictor II)Non-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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-00o9-3729000000-12c06012fd18b34a49d9
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0002900000-b6aad627057e3efe7d07
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-016s-9004700000-9c3cbb3cb1b9632bfd71
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f7k-0006900000-364e5fcb808556670698
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004l-9107000000-a2ebe63163c18d3fd007
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001l-0891000000-146373f8b341f9aef8a3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014l-9213000000-8db96a253b761e6d3055
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]-172.36578
predicted
DeepCCS 1.0 (2019)
[M+H]+174.72379
predicted
DeepCCS 1.0 (2019)
[M+Na]+181.2346
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Carbonic anhydrase 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion in...
Gene Name
CA2
Uniprot ID
P00918
Uniprot Name
Carbonic anhydrase 2
Molecular Weight
29245.895 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 11, 2007 17:48 / Updated at June 12, 2020 16:52