NAV

4-CHLORO-3',3''-DIBROMOPHENOL-1,8-NAPHTHALEIN

Identification

Generic Name
4-CHLORO-3',3''-DIBROMOPHENOL-1,8-NAPHTHALEIN
DrugBank Accession Number
DB04696
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 560.619
Monoisotopic: 557.886911905
Chemical Formula
C24H13Br2ClO4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UThymidylate synthaseNot AvailableEscherichia coli (strain K12)
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 chloronaphthalenes. These are aromatic heterocyclic compounds containing a naphthalene moiety substituted at one or more positions by a chlorine atom.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Chloronaphthalenes
Direct Parent
Chloronaphthalenes
Alternative Parents
2-benzopyrans / O-bromophenols / Bromobenzenes / 1-hydroxy-2-unsubstituted benzenoids / Aryl chlorides / Aryl bromides / Lactones / Carboxylic acid esters / Oxacyclic compounds / Monocarboxylic acids and derivatives
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Substituents
1-hydroxy-2-unsubstituted benzenoid / 2-benzopyran / 2-bromophenol / 2-halophenol / Aromatic heteropolycyclic compound / Aryl bromide / Aryl chloride / Aryl halide / Benzopyran / Bromobenzene
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
GFGZCXHXQCQRFP-UHFFFAOYSA-N
InChI
InChI=1S/C24H13Br2ClO4/c25-17-10-12(4-8-20(17)28)24(13-5-9-21(29)18(26)11-13)16-3-1-2-14-19(27)7-6-15(22(14)16)23(30)31-24/h1-11,28-29H
IUPAC Name
4,4-bis(3-bromo-4-hydroxyphenyl)-10-chloro-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-2-one
SMILES
OC1=C(Br)C=C(C=C1)C1(OC(=O)C2=C3C(C=CC=C13)=C(Cl)C=C2)C1=CC(Br)=C(O)C=C1

References

General References
Not Available
PubChem Compound
5288329
PubChem Substance
46505627
ChemSpider
4450524
BindingDB
18753
ZINC
ZINC000014881294
PDBe Ligand
GA9
PDB Entries
2a9w

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 Solubility0.000323 mg/mLALOGPS
logP6.9ALOGPS
logP7.48Chemaxon
logS-6.2ALOGPS
pKa (Strongest Acidic)7.78Chemaxon
pKa (Strongest Basic)-6.7Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area66.76 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity127.54 m3·mol-1Chemaxon
Polarizability47.36 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9827
Blood Brain Barrier+0.7723
Caco-2 permeable+0.6196
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor INon-inhibitor0.9459
P-glycoprotein inhibitor IINon-inhibitor0.7715
Renal organic cation transporterNon-inhibitor0.9121
CYP450 2C9 substrateNon-substrate0.7843
CYP450 2D6 substrateNon-substrate0.8851
CYP450 3A4 substrateNon-substrate0.5518
CYP450 1A2 substrateNon-inhibitor0.9342
CYP450 2C9 inhibitorInhibitor0.7308
CYP450 2D6 inhibitorNon-inhibitor0.9296
CYP450 2C19 inhibitorNon-inhibitor0.8915
CYP450 3A4 inhibitorInhibitor0.5
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6401
Ames testNon AMES toxic0.962
CarcinogenicityNon-carcinogens0.8918
BiodegradationNot ready biodegradable0.9974
Rat acute toxicity3.6637 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9801
hERG inhibition (predictor II)Non-inhibitor0.8892
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-MSsplash10-000i-1307090000-e1778b9c728a32fc0ffa
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0000090000-6dc97f3350e548adad59
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0000090000-539906636264203e163a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0000090000-5a788fac9c859aaec325
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-08fr-0000090000-40f5b7d5b7ff95f70dc4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0900110000-ce0b7d819f8013ba4e64
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0w29-2409440000-4e9719c8340a694a7745
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-202.86955
predicted
DeepCCS 1.0 (2019)
[M+H]+205.2651
predicted
DeepCCS 1.0 (2019)
[M+Na]+211.17766
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Thymidylate synthase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Thymidylate synthase activity
Specific Function
Provides the sole de novo source of dTMP for DNA biosynthesis. This protein also binds to its mRNA thus repressing its own translation.
Gene Name
thyA
Uniprot ID
P0A884
Uniprot Name
Thymidylate synthase
Molecular Weight
30479.475 Da

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