N-(Chlorophenyl)-N'-hydroxyguanidine

Identification

Generic Name
N-(Chlorophenyl)-N'-hydroxyguanidine
DrugBank Accession Number
DB04559
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 185.611
Monoisotopic: 185.0355896
Chemical Formula
C7H8ClN3O
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UNitric oxide synthase, endothelialNot 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 chlorobenzenes. These are compounds containing one or more chlorine atoms attached to a benzene moiety.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Halobenzenes
Direct Parent
Chlorobenzenes
Alternative Parents
N-hydroxyguanidines / Aryl chlorides / Propargyl-type 1,3-dipolar organic compounds / Organopnictogen compounds / Organochlorides / Organic oxygen compounds / Hydrocarbon derivatives
Substituents
Aromatic homomonocyclic compound / Aryl chloride / Aryl halide / Chlorobenzene / Guanidine / Hydrocarbon derivative / N-hydroxyguanidine / Organic 1,3-dipolar compound / Organic nitrogen compound / Organic oxygen compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
130974-86-6
InChI Key
JYBXKTLYOMPMQY-UHFFFAOYSA-N
InChI
InChI=1S/C7H8ClN3O/c8-5-1-3-6(4-2-5)10-7(9)11-12/h1-4,12H,(H3,9,10,11)
IUPAC Name
(E)-N''-(4-chlorophenyl)-N-hydroxyguanidine
SMILES
N\C(NO)=N/C1=CC=C(Cl)C=C1

References

General References
Not Available
PubChem Compound
181426
PubChem Substance
46505348
ChemSpider
157824
ChEMBL
CHEMBL323202
PDBe Ligand
PH3
PDB Entries
1dm6

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 Solubility0.627 mg/mLALOGPS
logP1.1ALOGPS
logP1.24Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)14.81Chemaxon
pKa (Strongest Basic)8.93Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area70.64 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity59.19 m3·mol-1Chemaxon
Polarizability17.71 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8603
Blood Brain Barrier+0.8989
Caco-2 permeable+0.5516
P-glycoprotein substrateNon-substrate0.7572
P-glycoprotein inhibitor INon-inhibitor0.9494
P-glycoprotein inhibitor IINon-inhibitor0.9642
Renal organic cation transporterNon-inhibitor0.8343
CYP450 2C9 substrateNon-substrate0.7633
CYP450 2D6 substrateNon-substrate0.8453
CYP450 3A4 substrateNon-substrate0.7032
CYP450 1A2 substrateInhibitor0.5588
CYP450 2C9 inhibitorNon-inhibitor0.8801
CYP450 2D6 inhibitorNon-inhibitor0.7326
CYP450 2C19 inhibitorNon-inhibitor0.7097
CYP450 3A4 inhibitorNon-inhibitor0.803
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7574
Ames testNon AMES toxic0.5916
CarcinogenicityNon-carcinogens0.5365
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6741 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.73
hERG inhibition (predictor II)Non-inhibitor0.9482
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-MSsplash10-0fb9-2900000000-d8a988fcb4099888e569
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f79-0900000000-dd995d9e1489d41194cf
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ue9-5900000000-18fa91129242a7f35d2c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0pc0-9400000000-c26511283f0b616c5fc2
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0900000000-8163d065973701eaeb44
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fr2-9700000000-87a1613b4b3a33261592
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a59-9000000000-1bae9bc8d9a369878917
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]-136.85115
predicted
DeepCCS 1.0 (2019)
[M+H]+139.9903
predicted
DeepCCS 1.0 (2019)
[M+Na]+149.51265
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Tetrahydrobiopterin binding
Specific Function
Produces nitric oxide (NO) which is implicated in vascular smooth muscle relaxation through a cGMP-mediated signal transduction pathway. NO mediates vascular endothelial growth factor (VEGF)-induce...
Gene Name
NOS3
Uniprot ID
P29474
Uniprot Name
Nitric oxide synthase, endothelial
Molecular Weight
133287.62 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52