Compound 18

Identification

Generic Name
Compound 18
DrugBank Accession Number
DB02715
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 463.588
Monoisotopic: 463.181729111
Chemical Formula
C27H29NO4S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UEstrogen receptor alphaNot AvailableHumans
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Stilbenes
Sub Class
Not Available
Direct Parent
Stilbenes
Alternative Parents
Phenoxy compounds / Phenol ethers / Alkylarylthioethers / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Oxathiins / N-alkylpyrrolidines / Benzoxathiins / Trialkylamines / Oxacyclic compounds
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Substituents
1,4-benzooxathiin / 1,4-oxathiin / 1-hydroxy-2-unsubstituted benzenoid / Alkyl aryl ether / Alkylarylthioether / Amine / Aromatic heteropolycyclic compound / Aryl thioether / Azacycle / Benzenoid
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
31112-66-0
InChI Key
UZOOIPXOYYJULJ-RHLLTPQKSA-N
InChI
InChI=1S/C27H29NO4S/c1-18(28-14-2-3-15-28)17-31-23-11-6-19(7-12-23)26-27(20-4-8-21(29)9-5-20)33-25-16-22(30)10-13-24(25)32-26/h4-13,16,18,26-27,29-30H,2-3,14-15,17H2,1H3/t18-,26-,27+/m0/s1
IUPAC Name
(2S,3R)-3-(4-hydroxyphenyl)-2-{4-[(2S)-2-(pyrrolidin-1-yl)propoxy]phenyl}-2,3-dihydro-1,4-benzoxathiin-6-ol
SMILES
[H][C@](C)(COC1=CC=C(C=C1)[C@]1([H])OC2=C(S[C@]1([H])C1=CC=C(O)C=C1)C=C(O)C=C2)N1CCCC1

References

General References
Not Available
PubChem Compound
449208
PubChem Substance
46505605
ChemSpider
395804
BindingDB
50157156
ChEMBL
CHEMBL180300
ZINC
ZINC000012502347
PDBe Ligand
AIJ
PDB Entries
1xp9

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 Solubility0.00178 mg/mLALOGPS
logP5.69ALOGPS
logP5.03Chemaxon
logS-5.4ALOGPS
pKa (Strongest Acidic)9.55Chemaxon
pKa (Strongest Basic)9Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area62.16 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity132.46 m3·mol-1Chemaxon
Polarizability50.69 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9957
Blood Brain Barrier+0.882
Caco-2 permeable-0.5865
P-glycoprotein substrateSubstrate0.8502
P-glycoprotein inhibitor INon-inhibitor0.6959
P-glycoprotein inhibitor IIInhibitor0.9392
Renal organic cation transporterInhibitor0.5821
CYP450 2C9 substrateNon-substrate0.6969
CYP450 2D6 substrateNon-substrate0.6207
CYP450 3A4 substrateSubstrate0.5837
CYP450 1A2 substrateNon-inhibitor0.6071
CYP450 2C9 inhibitorNon-inhibitor0.8548
CYP450 2D6 inhibitorNon-inhibitor0.5281
CYP450 2C19 inhibitorInhibitor0.6305
CYP450 3A4 inhibitorInhibitor0.6303
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7851
Ames testNon AMES toxic0.7302
CarcinogenicityNon-carcinogens0.9427
BiodegradationNot ready biodegradable0.9922
Rat acute toxicity2.5633 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7587
hERG inhibition (predictor II)Inhibitor0.5387
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/MSsplash10-03dl-0709400000-6ca6ec2ba38099701f6a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03dl-1904600000-beba3f5e976407d00f58
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03k9-1209500000-e2b0936a83704aa443ff
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ikc-3409800000-e74d2ef1b793258af4cc
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01x0-9200000000-9cd919ebc0d601f9dc8e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4s-2944300000-0faf558fed6e3b15666e
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]-211.73488
predicted
DeepCCS 1.0 (2019)
[M+H]+213.63026
predicted
DeepCCS 1.0 (2019)
[M+Na]+219.40474
predicted
DeepCCS 1.0 (2019)

Targets

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Details
1. Estrogen receptor alpha
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissu...
Gene Name
ESR1
Uniprot ID
P03372
Uniprot Name
Estrogen receptor
Molecular Weight
66215.45 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 August 01, 2020 13:45