NAV

2-[4-(Hydroxy-Methoxy-Methyl)-Benzyl]-7-(4-Hydroxymethyl-Benzyl)-1,1-Dioxo-3,6-Bis-Phenoxymethyl-1lambda6-[1,2,7]Thiadiazepane-4,5-Diol

Identification

Generic Name
2-[4-(Hydroxy-Methoxy-Methyl)-Benzyl]-7-(4-Hydroxymethyl-Benzyl)-1,1-Dioxo-3,6-Bis-Phenoxymethyl-1lambda6-[1,2,7]Thiadiazepane-4,5-Diol
DrugBank Accession Number
DB04042
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 664.765
Monoisotopic: 664.245451578
Chemical Formula
C35H40N2O9S
Synonyms
Not Available
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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 benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene).
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzylethers
Direct Parent
Benzylethers
Alternative Parents
Phenoxy compounds / Phenol ethers / Benzyl alcohols / Alkyl aryl ethers / Sulfuric acid diamides / Secondary alcohols / Hemiacetals / 1,2-diols / Azacyclic compounds / Primary alcohols
show 4 more
Substituents
1,2-diol / Alcohol / Alkyl aryl ether / Aromatic alcohol / Aromatic heteromonocyclic compound / Azacycle / Benzyl alcohol / Benzylether / Ether / Hemiacetal
show 13 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
sulfuric amide, sultam, thiadiazepane (CHEBI:40675)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
XLJNZONSWKENRP-VABIIVNOSA-N
InChI
InChI=1S/C35H40N2O9S/c1-44-35(41)28-18-16-26(17-19-28)21-37-32(24-46-30-10-6-3-7-11-30)34(40)33(39)31(23-45-29-8-4-2-5-9-29)36(47(37,42)43)20-25-12-14-27(22-38)15-13-25/h2-19,31-35,38-41H,20-24H2,1H3/t31-,32-,33+,34+,35+/m1/s1
IUPAC Name
(3R,4S,5S,6R)-4,5-dihydroxy-2-({4-[(S)-hydroxy(methoxy)methyl]phenyl}methyl)-7-{[4-(hydroxymethyl)phenyl]methyl}-3,6-bis(phenoxymethyl)-1lambda6,2,7-thiadiazepane-1,1-dione
SMILES
[H][C@](O)(OC)C1=CC=C(CN2[C@]([H])(COC3=CC=CC=C3)[C@]([H])(O)[C@@]([H])(O)[C@@]([H])(COC3=CC=CC=C3)N(CC3=CC=C(CO)C=C3)S2(=O)=O)C=C1

References

General References
Not Available
PubChem Compound
17753826
PubChem Substance
46505466
ChemSpider
16743827
ZINC
ZINC000058626840
PDBe Ligand
AHF
PDB Entries
1g35

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 Solubility0.0873 mg/mLALOGPS
logP2.97ALOGPS
logP3.07Chemaxon
logS-3.9ALOGPS
pKa (Strongest Acidic)11.66Chemaxon
pKa (Strongest Basic)-2.8Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count10Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area149.23 Å2Chemaxon
Rotatable Bond Count13Chemaxon
Refractivity175.47 m3·mol-1Chemaxon
Polarizability70.84 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7736
Blood Brain Barrier-0.7214
Caco-2 permeable-0.6271
P-glycoprotein substrateSubstrate0.6962
P-glycoprotein inhibitor INon-inhibitor0.5643
P-glycoprotein inhibitor IINon-inhibitor0.9685
Renal organic cation transporterNon-inhibitor0.7929
CYP450 2C9 substrateNon-substrate0.6111
CYP450 2D6 substrateNon-substrate0.7978
CYP450 3A4 substrateNon-substrate0.546
CYP450 1A2 substrateNon-inhibitor0.7778
CYP450 2C9 inhibitorNon-inhibitor0.7132
CYP450 2D6 inhibitorNon-inhibitor0.8579
CYP450 2C19 inhibitorNon-inhibitor0.6883
CYP450 3A4 inhibitorNon-inhibitor0.5473
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9493
Ames testNon AMES toxic0.6332
CarcinogenicityNon-carcinogens0.8242
BiodegradationNot ready biodegradable0.6875
Rat acute toxicity2.5196 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.901
hERG inhibition (predictor II)Inhibitor0.5886
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udj-0000098000-12527062900f61eb0f5e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0000190000-581536b7a22f3f370eb5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-02wi-0100195000-0f3680b2d1689b4389c6
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0uxu-0000195000-a1e26491a8e2a4cf0271
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000132000-4d3e6e4e2ce0c3488d9a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dl-4902122000-16e2bb58594f233f482d
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-242.00319
predicted
DeepCCS 1.0 (2019)
[M+H]+243.75804
predicted
DeepCCS 1.0 (2019)
[M+Na]+249.84476
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Gag-Pol polyprotein
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
P03366
Uniprot Name
Gag-Pol polyprotein
Molecular Weight
163287.51 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]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52