(2Z)-1-(5-Chloro-1H-indol-3-yl)-3-hydroxy-3-(1H-tetrazol-5-yl)-2-propen-1-one

Identification

Generic Name
(2Z)-1-(5-Chloro-1H-indol-3-yl)-3-hydroxy-3-(1H-tetrazol-5-yl)-2-propen-1-one
DrugBank Accession Number
DB03118
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 289.677
Monoisotopic: 289.036652232
Chemical Formula
C12H8ClN5O2
Synonyms
  • 1-(5-Chloroindol-3-YL)-3-hydroxy-3-(2H-tetrazol-5-YL)-propenone

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGag-Pol polyproteinNot Available
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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
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 indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indoles
Direct Parent
Indoles
Alternative Parents
Aryl ketones / Aryl chlorides / Benzenoids / Substituted pyrroles / Heteroaromatic compounds / Enones / Acryloyl compounds / Vinylogous amides / Tetrazoles / Vinylogous acids
show 6 more
Substituents
Acryloyl-group / Alpha,beta-unsaturated ketone / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Aryl ketone / Azacycle / Azole / Benzenoid / Enol
show 17 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
LKVXXMOMTRBUQI-WCIBSUBMSA-N
InChI
InChI=1S/C12H8ClN5O2/c13-6-1-2-9-7(3-6)8(5-14-9)10(19)4-11(20)12-15-17-18-16-12/h1-5,14,20H,(H,15,16,17,18)/b11-4-
IUPAC Name
(2Z)-1-(5-chloro-1H-indol-3-yl)-3-hydroxy-3-(1H-1,2,3,4-tetrazol-5-yl)prop-2-en-1-one
SMILES
O\C(=C/C(=O)C1=CNC2=CC=C(Cl)C=C12)C1=NN=NN1

References

General References
Not Available
PubChem Compound
5287411
PubChem Substance
46504686
ChemSpider
20118908
BindingDB
50093435
ChEMBL
CHEMBL473489
ZINC
ZINC000101610947
PDBe Ligand
100
PDB Entries
1qs4

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 Solubility0.217 mg/mLALOGPS
logP2.03ALOGPS
logP1.47Chemaxon
logS-3.1ALOGPS
pKa (Strongest Acidic)3.39Chemaxon
pKa (Strongest Basic)-1.5Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area107.55 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity76.4 m3·mol-1Chemaxon
Polarizability27.23 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9143
Caco-2 permeable-0.547
P-glycoprotein substrateNon-substrate0.6547
P-glycoprotein inhibitor INon-inhibitor0.9385
P-glycoprotein inhibitor IINon-inhibitor0.9148
Renal organic cation transporterNon-inhibitor0.8994
CYP450 2C9 substrateNon-substrate0.8372
CYP450 2D6 substrateNon-substrate0.8394
CYP450 3A4 substrateNon-substrate0.6933
CYP450 1A2 substrateInhibitor0.5062
CYP450 2C9 inhibitorNon-inhibitor0.7109
CYP450 2D6 inhibitorNon-inhibitor0.8772
CYP450 2C19 inhibitorNon-inhibitor0.6262
CYP450 3A4 inhibitorNon-inhibitor0.6368
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7613
Ames testAMES toxic0.5194
CarcinogenicityNon-carcinogens0.7767
BiodegradationNot ready biodegradable0.992
Rat acute toxicity2.5756 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7578
hERG inhibition (predictor II)Non-inhibitor0.9241
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-MSsplash10-00xs-9460000000-6ec093c9d5d4b80dff20
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0090000000-292f183b603a58e088c3
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0005-0190000000-6bcdd1c7fff336e94182
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0090000000-9e0c2dd65ed516c6b2de
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0190000000-594457252a31c8d11ac3
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004l-2920000000-9dfdfbda2a2019a9805b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0gbi-9540000000-1fd7830d634ba5e2172d
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]-160.67064
predicted
DeepCCS 1.0 (2019)
[M+H]+163.02887
predicted
DeepCCS 1.0 (2019)
[M+Na]+169.75255
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Kind
Protein
Organism
Not Available
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Gag-Pol polyprotein: Mediates, with Gag polyrotein, the essential events in virion assembly, including binding the plasma membrane, making the protein-protein interactions necessary to create spher...
Gene Name
gag-pol
Uniprot ID
P12497
Uniprot Name
Gag-Pol polyprotein
Molecular Weight
161787.87 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. 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