1-[2-(3-ACETYL-2-HYDROXY-6-METHOXY-PHENYL)-CYCLOPROPYL]-3-(5-CYANO-PYRIDIN-2-YL)-THIOUREA

Identification

Generic Name
1-[2-(3-ACETYL-2-HYDROXY-6-METHOXY-PHENYL)-CYCLOPROPYL]-3-(5-CYANO-PYRIDIN-2-YL)-THIOUREA
DrugBank Accession Number
DB08212
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 382.436
Monoisotopic: 382.109961152
Chemical Formula
C19H18N4O3S
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 alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbonyl compounds
Direct Parent
Alkyl-phenylketones
Alternative Parents
Methoxyphenols / Acetophenones / Phenoxy compounds / 3-pyridinecarbonitriles / Methoxybenzenes / Benzoyl derivatives / Anisoles / Aryl alkyl ketones / 1-hydroxy-4-unsubstituted benzenoids / Alkyl aryl ethers
show 9 more
Substituents
1-hydroxy-4-unsubstituted benzenoid / 3-pyridinecarbonitrile / Acetophenone / Alkyl aryl ether / Alkyl-phenylketone / Anisole / Aromatic heteromonocyclic compound / Aryl alkyl ketone / Azacycle / Benzenoid
show 22 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
FSRLCMRWYUJTNT-UONOGXRCSA-N
InChI
InChI=1S/C19H18N4O3S/c1-10(24)12-4-5-15(26-2)17(18(12)25)13-7-14(13)22-19(27)23-16-6-3-11(8-20)9-21-16/h3-6,9,13-14,25H,7H2,1-2H3,(H2,21,22,23,27)/t13-,14+/m0/s1
IUPAC Name
3-[(1R,2R)-2-(3-acetyl-2-hydroxy-6-methoxyphenyl)cyclopropyl]-1-(5-cyanopyridin-2-yl)thiourea
SMILES
[H][C@]1(C[C@]1([H])C1=C(OC)C=CC(C(C)=O)=C1O)NC(=S)NC1=NC=C(C=C1)C#N

References

General References
Not Available
PubChem Compound
3000663
PubChem Substance
99444683
ChemSpider
2272212
ZINC
ZINC000013685243
PDBe Ligand
MSD
PDB Entries
1iky

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 Solubility0.0132 mg/mLALOGPS
logP2.07ALOGPS
logP2.93Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)8.86Chemaxon
pKa (Strongest Basic)-0.85Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area107.27 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity106.99 m3·mol-1Chemaxon
Polarizability38.65 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9897
Blood Brain Barrier+0.5604
Caco-2 permeable-0.5211
P-glycoprotein substrateNon-substrate0.5409
P-glycoprotein inhibitor INon-inhibitor0.8405
P-glycoprotein inhibitor IINon-inhibitor0.8877
Renal organic cation transporterNon-inhibitor0.8644
CYP450 2C9 substrateNon-substrate0.6436
CYP450 2D6 substrateNon-substrate0.8051
CYP450 3A4 substrateNon-substrate0.5576
CYP450 1A2 substrateInhibitor0.6027
CYP450 2C9 inhibitorNon-inhibitor0.6046
CYP450 2D6 inhibitorNon-inhibitor0.8601
CYP450 2C19 inhibitorInhibitor0.668
CYP450 3A4 inhibitorInhibitor0.6302
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5
Ames testNon AMES toxic0.5916
CarcinogenicityNon-carcinogens0.8817
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5167 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9867
hERG inhibition (predictor II)Non-inhibitor0.8327
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/MSsplash10-001i-0049000000-4f78f93ec8681da453ab
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kb-0649000000-8f135eb45fa584a745fc
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0c0r-0797000000-edb81b502cc2daf34082
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01wk-1914000000-99efbed06a1a5582773b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9231000000-aa9ee2c9a8381c382d0e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0pb9-5921000000-a6e8aca0deb29e6fd68a
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]-184.71388
predicted
DeepCCS 1.0 (2019)
[M+H]+187.10945
predicted
DeepCCS 1.0 (2019)
[M+Na]+193.17056
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
P03366
Uniprot Name
Gag-Pol polyprotein
Molecular Weight
163287.51 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