(5-BROMO-4-CHLORO-3-INDOLYL)-A-D-MANNOSE

Identification

Generic Name
(5-BROMO-4-CHLORO-3-INDOLYL)-A-D-MANNOSE
DrugBank Accession Number
DB04806
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 408.629
Monoisotopic: 406.977127571
Chemical Formula
C14H15BrClNO6
Synonyms
Not Available

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
Not 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 o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
O-glycosyl compounds
Alternative Parents
Hexoses / Indoles / Substituted pyrroles / Aryl bromides / Aryl chlorides / Oxanes / Benzenoids / Heteroaromatic compounds / Secondary alcohols / Acetals
show 9 more
Substituents
Acetal / Alcohol / Aromatic heteropolycyclic compound / Aryl bromide / Aryl chloride / Aryl halide / Azacycle / Benzenoid / Heteroaromatic compound / Hexose monosaccharide
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
organobromine compound, organochlorine compound, alpha-D-mannoside, indolyl carbohydrate, D-aldohexose derivative (CHEBI:75501)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
OPIFSICVWOWJMJ-HAAGFXOZSA-N
InChI
InChI=1S/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11-,12+,13+,14+/m1/s1
IUPAC Name
(2R,3S,4S,5S,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES
OC[C@H]1O[C@H](OC2=CNC3=C2C(Cl)=C(Br)C=C3)[C@@H](O)[C@@H](O)[C@@H]1O

References

General References
Not Available
PubChem Compound
5289587
PubChem Substance
46506917
ChemSpider
4451522
ChEBI
75501
ZINC
ZINC000012153280
PDBe Ligand
XMM
PDB Entries
1zgs / 2jdz / 2je7 / 2je9 / 2jec / 3ax4 / 3rs6 / 3sh3 / 3u4x / 4k21
show 9 more

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 Solubility1.72 mg/mLALOGPS
logP1.18ALOGPS
logP0.87Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)12.2Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area115.17 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity83.7 m3·mol-1Chemaxon
Polarizability33.94 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8924
Blood Brain Barrier+0.7414
Caco-2 permeable-0.7019
P-glycoprotein substrateNon-substrate0.6025
P-glycoprotein inhibitor INon-inhibitor0.952
P-glycoprotein inhibitor IINon-inhibitor0.9261
Renal organic cation transporterNon-inhibitor0.8383
CYP450 2C9 substrateNon-substrate0.8254
CYP450 2D6 substrateNon-substrate0.7739
CYP450 3A4 substrateNon-substrate0.5886
CYP450 1A2 substrateInhibitor0.644
CYP450 2C9 inhibitorNon-inhibitor0.7731
CYP450 2D6 inhibitorNon-inhibitor0.8342
CYP450 2C19 inhibitorNon-inhibitor0.6787
CYP450 3A4 inhibitorNon-inhibitor0.815
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6543
Ames testNon AMES toxic0.6245
CarcinogenicityNon-carcinogens0.9575
BiodegradationNot ready biodegradable0.9744
Rat acute toxicity2.5265 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9204
hERG inhibition (predictor II)Non-inhibitor0.7713
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-MSsplash10-0bu0-9305000000-ddec41cf06d0493ffcea
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0206900000-567fa392e42e73360a8a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-055f-4592300000-693e4f93b20d9f2cf6f9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00s9-0019000000-55a97b7e2d7511843cd3
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-4193100000-4fe30982a7cdb3415a2e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-002r-9445100000-a748b6ddd019482464b1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001l-7191100000-c17fc3718cfc6687ff17
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]-173.11229
predicted
DeepCCS 1.0 (2019)
[M+H]+175.47029
predicted
DeepCCS 1.0 (2019)
[M+Na]+182.35536
predicted
DeepCCS 1.0 (2019)

Drug created at September 11, 2007 17:49 / Updated at June 12, 2020 16:52