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

Identification

Generic Name
3-CHLORO-2-(4-HYDROXYPHENYL)-2H-INDAZOL-5-OL
DrugBank Accession Number
DB07708
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 260.676
Monoisotopic: 260.035255249
Chemical Formula
C13H9ClN2O2
Synonyms
Not Available

Pharmacology

Indication

Not Available

Reduce drug development failure rates
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UEstrogen receptor alphaNot AvailableHumans
UNuclear receptor coactivator 2Not 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
Not Available
Chemical TaxonomyProvided by Classyfire
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
1-hydroxy-2-unsubstituted benzenoid / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Azacycle / Benzenoid / Benzopyrazole / Heteroaromatic compound / Hydrocarbon derivative / Indazole
show 10 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
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

References

General References
Not Available
PubChem Compound
11368987
PubChem Substance
99444179
ChemSpider
9543904
ChEMBL
CHEMBL180071
ZINC
ZINC000013609473
PDBe Ligand
EES
PDB Entries
2qgw

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 Solubility0.222 mg/mLALOGPS
logP3.6ALOGPS
logP3.15Chemaxon
logS-3.1ALOGPS
pKa (Strongest Acidic)9.3Chemaxon
pKa (Strongest Basic)0.58Chemaxon
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-MSsplash10-0ikc-2890000000-5960f4a29daec2b3267b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0090000000-66c7e1ee9612eb096c20
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-667b65240393c3cc365e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0090000000-f9f61ab71ad4e671492c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-26003521a157f7c11a0d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zir-1950000000-704653bbb08d6577a7a5
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a59-0390000000-ec9754998da1d2378d84
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]-150.78867
predicted
DeepCCS 1.0 (2019)
[M+H]+153.14667
predicted
DeepCCS 1.0 (2019)
[M+Na]+159.2398
predicted
DeepCCS 1.0 (2019)

Targets

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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. 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]
Kind
Protein
Organism
Humans
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. [Article]

Drug created at September 15, 2010 21:25 / Updated at June 12, 2020 16:52