5-bromo-3-(pyrrolidin-1-ylsulfonyl)-1H-indole-2-carboxamide

Identification

Generic Name
5-bromo-3-(pyrrolidin-1-ylsulfonyl)-1H-indole-2-carboxamide
DrugBank Accession Number
DB08211
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 372.238
Monoisotopic: 370.993924666
Chemical Formula
C13H14BrN3O3S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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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
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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 indolecarboxamides and derivatives. These are compounds containing a carboxamide group attached to an indole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolecarboxylic acids and derivatives
Direct Parent
Indolecarboxamides and derivatives
Alternative Parents
Indoles / Pyrrole carboxamides / 2-heteroaryl carboxamides / Substituted pyrroles / Organosulfonamides / Aryl bromides / Benzenoids / Sulfonyls / Pyrrolidines / Heteroaromatic compounds
show 8 more
Substituents
2-heteroaryl carboxamide / Aromatic heteropolycyclic compound / Aryl bromide / Aryl halide / Azacycle / Benzenoid / Carboxamide group / Carboxylic acid derivative / Heteroaromatic compound / Hydrocarbon derivative
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
2REL8H3PKT
CAS number
Not Available
InChI Key
FEPUPYVRZUWCQB-UHFFFAOYSA-N
InChI
InChI=1S/C13H14BrN3O3S/c14-8-3-4-10-9(7-8)12(11(16-10)13(15)18)21(19,20)17-5-1-2-6-17/h3-4,7,16H,1-2,5-6H2,(H2,15,18)
IUPAC Name
5-bromo-3-(pyrrolidine-1-sulfonyl)-1H-indole-2-carboxamide
SMILES
NC(=O)C1=C(C2=CC(Br)=CC=C2N1)S(=O)(=O)N1CCCC1

References

General References
Not Available
PubChem Compound
11984575
PubChem Substance
99444682
ChemSpider
10157075
ChEMBL
CHEMBL253629
ZINC
ZINC000016052527
PDBe Ligand
MRX
PDB Entries
2rf2

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 Solubility0.0628 mg/mLALOGPS
logP1.07ALOGPS
logP1.07Chemaxon
logS-3.8ALOGPS
pKa (Strongest Acidic)11.56Chemaxon
pKa (Strongest Basic)-1.9Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area96.26 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity83.22 m3·mol-1Chemaxon
Polarizability32.75 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+0.6983
Caco-2 permeable-0.6396
P-glycoprotein substrateSubstrate0.5257
P-glycoprotein inhibitor INon-inhibitor0.8588
P-glycoprotein inhibitor IINon-inhibitor0.9364
Renal organic cation transporterNon-inhibitor0.7777
CYP450 2C9 substrateNon-substrate0.7801
CYP450 2D6 substrateNon-substrate0.7968
CYP450 3A4 substrateNon-substrate0.583
CYP450 1A2 substrateNon-inhibitor0.58
CYP450 2C9 inhibitorInhibitor0.519
CYP450 2D6 inhibitorNon-inhibitor0.8471
CYP450 2C19 inhibitorInhibitor0.5864
CYP450 3A4 inhibitorNon-inhibitor0.7404
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.671
Ames testNon AMES toxic0.6443
CarcinogenicityNon-carcinogens0.8273
BiodegradationNot ready biodegradable0.9833
Rat acute toxicity2.4599 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9594
hERG inhibition (predictor II)Non-inhibitor0.667
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-MSsplash10-00dl-9001000000-6dbf4bf4944304014193
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0009000000-495d28b2801d685457a2
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0v0r-0019000000-4cb72c25b95a2dc5ad48
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0009000000-22017aa90db9653db699
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0109000000-6fad19a1f8d1d9f3e3f4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004l-0259000000-e3028d2ea5646bb68f7c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-002f-7936000000-e82b27256bff60d8428c
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]-164.01488
predicted
DeepCCS 1.0 (2019)
[M+H]+166.37288
predicted
DeepCCS 1.0 (2019)
[M+Na]+173.38606
predicted
DeepCCS 1.0 (2019)

Targets

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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
P04585
Uniprot Name
Gag-Pol polyprotein
Molecular Weight
162041.05 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 21:29 / Updated at June 12, 2020 16:52