(3R)-3-{[(Benzyloxy)carbonyl]amino}-2-oxo-4-phenylbutane-1-diazonium

Identification

Generic Name
(3R)-3-{[(Benzyloxy)carbonyl]amino}-2-oxo-4-phenylbutane-1-diazonium
DrugBank Accession Number
DB02766
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 324.3538
Monoisotopic: 324.134816457
Chemical Formula
C18H18N3O3
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UStreptopainNot AvailableStreptococcus pyogenes
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 phenylbutylamines. These are compounds containing a phenylbutylamine moiety, which consists of a phenyl group substituted at the fourth carbon by an butan-1-amine.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenylbutylamines
Direct Parent
Phenylbutylamines
Alternative Parents
Benzyloxycarbonyls / Amphetamines and derivatives / Carbamate esters / Ketones / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Organic cations
Substituents
Amphetamine or derivatives / Aromatic homomonocyclic compound / Benzyloxycarbonyl / Carbamic acid ester / Carbonyl group / Hydrocarbon derivative / Ketone / Organic cation / Organic nitrogen compound / Organic oxide
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
VLIGBVLLNSWVMI-MRXNPFEDSA-O
InChI
InChI=1S/C18H17N3O3/c19-20-12-17(22)16(11-14-7-3-1-4-8-14)21-18(23)24-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2/p+1/t16-/m1/s1
IUPAC Name
(3R)-3-{[(benzyloxy)carbonyl]amino}-2-oxo-4-phenylbutane-1-diazonium
SMILES
O=C(N[C@H](CC1=CC=CC=C1)C(=O)C[N+]#N)OCC1=CC=CC=C1

References

General References
Not Available
PubChem Compound
131704219
PubChem Substance
46508107
ChemSpider
20119279
ZINC
ZINC000103562579
PDBe Ligand
ZFB
PDB Entries
1pvj

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
logP3.59Chemaxon
pKa (Strongest Acidic)7.73Chemaxon
pKa (Strongest Basic)-9Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area83.55 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity109.71 m3·mol-1Chemaxon
Polarizability33.26 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9906
Blood Brain Barrier+0.951
Caco-2 permeable-0.5206
P-glycoprotein substrateNon-substrate0.6524
P-glycoprotein inhibitor IInhibitor0.5139
P-glycoprotein inhibitor IINon-inhibitor0.6358
Renal organic cation transporterNon-inhibitor0.7949
CYP450 2C9 substrateNon-substrate0.8447
CYP450 2D6 substrateNon-substrate0.8073
CYP450 3A4 substrateNon-substrate0.6358
CYP450 1A2 substrateInhibitor0.5752
CYP450 2C9 inhibitorNon-inhibitor0.7648
CYP450 2D6 inhibitorNon-inhibitor0.8532
CYP450 2C19 inhibitorInhibitor0.648
CYP450 3A4 inhibitorNon-inhibitor0.8901
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6101
Ames testAMES toxic0.5776
CarcinogenicityNon-carcinogens0.7069
BiodegradationNot ready biodegradable0.7024
Rat acute toxicity2.3290 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8691
hERG inhibition (predictor II)Non-inhibitor0.7009
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-MSsplash10-0gi3-7920000000-b27de9d5dcff1b0cbce7
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]-152.53938
predicted
DeepCCS 1.0 (2019)
[M+H]+154.89738
predicted
DeepCCS 1.0 (2019)
[M+Na]+162.32782
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Streptococcus pyogenes
Pharmacological action
Unknown
General Function
Cysteine-type peptidase activity
Specific Function
Important streptococcal virulence factor which cleaves human fibronectin and degrades vitronectin. Also cleaves human IL1B precursor to form biologically active IL1B. Can induce apoptosis in human ...
Gene Name
speB
Uniprot ID
P0C0J0
Uniprot Name
Streptopain
Molecular Weight
43174.095 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 December 14, 2023 19:14