1-hydroxy-2-isopropylguanidine

Identification

Generic Name
1-hydroxy-2-isopropylguanidine
DrugBank Accession Number
DB02143
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 117.1496
Monoisotopic: 117.090211989
Chemical Formula
C4H11N3O
Synonyms
  • 1-hydroxy-2-propan-2-ylguanidine
  • N-isopropyl-N'-hydroxyguanidine

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UNitric oxide synthase, brainNot 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 n-hydroxyguanidines. These are compounds containing a guanidine group in which one of the hydrogens attached to the nitrogen at position 1 is substituted by a hydroxyl group.
Kingdom
Organic compounds
Super Class
Organic nitrogen compounds
Class
Organonitrogen compounds
Sub Class
Guanidines
Direct Parent
N-hydroxyguanidines
Alternative Parents
Carboximidamides / Organopnictogen compounds / Organic oxygen compounds / Imines / Hydrocarbon derivatives
Substituents
Aliphatic acyclic compound / Carboximidamide / Hydrocarbon derivative / Imine / N-hydroxyguanidine / Organic oxygen compound / Organopnictogen compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
478806-77-8
InChI Key
OITVEDMMUMUWTL-UHFFFAOYSA-N
InChI
InChI=1S/C4H11N3O/c1-3(2)6-4(5)7-8/h3,8H,1-2H3,(H3,5,6,7)
IUPAC Name
(E)-N-hydroxy-N''-(propan-2-yl)guanidine
SMILES
CC(C)\N=C(/N)NO

References

General References
Not Available
PubChem Compound
447029
PubChem Substance
46505994
ChemSpider
394239
ChEMBL
CHEMBL72434
ZINC
ZINC000013535998
PDBe Ligand
IHG
PDB Entries
1lzz

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 Solubility10.1 mg/mLALOGPS
logP-0.3ALOGPS
logP-0.18Chemaxon
logS-1.1ALOGPS
pKa (Strongest Acidic)14.82Chemaxon
pKa (Strongest Basic)10.3Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area70.64 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity41.77 m3·mol-1Chemaxon
Polarizability12.38 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9067
Blood Brain Barrier+0.8013
Caco-2 permeable-0.6287
P-glycoprotein substrateNon-substrate0.6925
P-glycoprotein inhibitor INon-inhibitor0.9303
P-glycoprotein inhibitor IINon-inhibitor0.9717
Renal organic cation transporterNon-inhibitor0.9016
CYP450 2C9 substrateNon-substrate0.7563
CYP450 2D6 substrateNon-substrate0.8028
CYP450 3A4 substrateNon-substrate0.7217
CYP450 1A2 substrateNon-inhibitor0.8519
CYP450 2C9 inhibitorNon-inhibitor0.8899
CYP450 2D6 inhibitorNon-inhibitor0.8234
CYP450 2C19 inhibitorNon-inhibitor0.8293
CYP450 3A4 inhibitorNon-inhibitor0.8671
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9593
Ames testAMES toxic0.7434
CarcinogenicityCarcinogens 0.5
BiodegradationNot ready biodegradable0.972
Rat acute toxicity2.3083 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9246
hERG inhibition (predictor II)Non-inhibitor0.9556
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-MSsplash10-052f-9200000000-4665e1af21caeb5e17c4
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00n0-9300000000-563f7e9345d7084a5a48
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9000000000-e65beda12125146d28da
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-0de615925569f1e160c8
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-7b46db43db547c73467e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-01c427ea96885e7e5dfc
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-977d60aeae4d35ee8763
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]-129.32527
predicted
DeepCCS 1.0 (2019)
[M+H]+131.34543
predicted
DeepCCS 1.0 (2019)
[M+Na]+139.59315
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 a messenger molecule with diverse functions throughout the body. In the brain and peripheral nervous system, NO displays many properties of a neurotransmitter. P...
Gene Name
NOS1
Uniprot ID
P29475
Uniprot Name
Nitric oxide synthase, brain
Molecular Weight
160969.095 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]
  3. 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