3-CHLORO-2-(4-HYDROXYPHENYL)-2H-INDAZOL-5-OL

Identification

Name
3-CHLORO-2-(4-HYDROXYPHENYL)-2H-INDAZOL-5-OL
Accession Number
DB07708
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 260.676
Monoisotopic: 260.035255249
Chemical Formula
C13H9ClN2O2
InChI Key
ZNHQDSBJVFFIAK-UHFFFAOYSA-N
InChI
InChI=1S/C13H9ClN2O2/c14-13-11-7-10(18)5-6-12(11)15-16(13)8-1-3-9(17)4-2-8/h1-7,17-18H
IUPAC Name
3-chloro-2-(4-hydroxyphenyl)-2H-indazol-5-ol
SMILES
OC1=CC=C(C=C1)N1N=C2C=CC(O)=CC2=C1Cl

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEstrogen receptor alphaNot AvailableHuman
UNuclear receptor coactivator 2Not AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
11368987
PubChem Substance
99444179
ChemSpider
9543904
ChEMBL
CHEMBL180071
HET
EES
PDB Entries
2qgw

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.222 mg/mLALOGPS
logP3.6ALOGPS
logP3.15ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)9.31ChemAxon
pKa (Strongest Basic)0.54ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.28 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.27 m3·mol-1ChemAxon
Polarizability25.77 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9715
Caco-2 permeable+0.5854
P-glycoprotein substrateNon-substrate0.8272
P-glycoprotein inhibitor INon-inhibitor0.8588
P-glycoprotein inhibitor IIInhibitor0.6814
Renal organic cation transporterNon-inhibitor0.7823
CYP450 2C9 substrateNon-substrate0.7596
CYP450 2D6 substrateNon-substrate0.8241
CYP450 3A4 substrateSubstrate0.5365
CYP450 1A2 substrateInhibitor0.9056
CYP450 2C9 inhibitorInhibitor0.85
CYP450 2D6 inhibitorNon-inhibitor0.7208
CYP450 2C19 inhibitorInhibitor0.7678
CYP450 3A4 inhibitorNon-inhibitor0.7216
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9358
Ames testNon AMES toxic0.6884
CarcinogenicityNon-carcinogens0.792
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.1801 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9004
hERG inhibition (predictor II)Non-inhibitor0.6452
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azoles
Sub Class
Pyrazoles
Direct Parent
Phenylpyrazoles
Alternative Parents
Indazoles / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Aryl chlorides / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Organochlorides
show 1 more
Substituents
Phenylpyrazole / Benzopyrazole / Indazole / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Benzenoid / Aryl chloride / Monocyclic benzene moiety / Aryl halide / Heteroaromatic compound
show 10 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
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. 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. [PubMed:10592235]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Transcription coactivator activity
Specific Function
Transcriptional coactivator for steroid receptors and nuclear receptors. Coactivator of the steroid binding domain (AF-2) but not of the modulating N-terminal domain (AF-1). Required with NCOA1 to ...
Gene Name
NCOA2
Uniprot ID
Q15596
Uniprot Name
Nuclear receptor coactivator 2
Molecular Weight
159155.645 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. [PubMed:10592235]

Drug created on September 15, 2010 15:25 / Updated on December 01, 2017 15:54