Diphthamide

Identification

Generic Name
Diphthamide
DrugBank Accession Number
DB03223
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 298.366
Monoisotopic: 298.187366073
Chemical Formula
C13H24N5O3
Synonyms
  • 2-(3-Carboxyamido-3-(Trimethylammonio)Propyl)Histidine

Pharmacology

Indication

Not Available

Pharmacology
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Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UElongation factor 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
Medicalerrors
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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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as histidine and derivatives. These are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Histidine and derivatives
Alternative Parents
Alpha amino acid amides / L-alpha-amino acids / Aralkylamines / Fatty amides / Tetraalkylammonium salts / Imidazoles / Heteroaromatic compounds / Primary carboxylic acid amides / Amino acids / Azacyclic compounds
show 9 more
Substituents
Alpha-amino acid / Alpha-amino acid amide / Amine / Amino acid / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Azole / Carbonyl group / Carboxamide group
show 23 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
quaternary ammonium ion (CHEBI:57580)
Affected organisms
Not Available

Chemical Identifiers

UNII
86L3ZZ4408
CAS number
75645-22-6
InChI Key
FOOBQHKMWYGHCE-UWVGGRQHSA-O
InChI
InChI=1S/C13H23N5O3/c1-18(2,3)10(12(15)19)4-5-11-16-7-8(17-11)6-9(14)13(20)21/h7,9-10H,4-6,14H2,1-3H3,(H3-,15,16,17,19,20,21)/p+1/t9-,10-/m0/s1
IUPAC Name
[(1S)-3-{4-[(2S)-2-amino-2-carboxyethyl]-1H-imidazol-2-yl}-1-carbamoylpropyl]trimethylazanium
SMILES
C[N+](C)(C)[C@@H](CCC1=NC(C[C@H](N)C(O)=O)=CN1)C(N)=O

References

General References
Not Available
PubChem Compound
46936613
PubChem Substance
46508643
ChemSpider
26329943
ChEBI
15949
PDBe Ligand
DDE
Wikipedia
Diphthamide

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 Solubility0.124 mg/mLALOGPS
logP-1.6ALOGPS
logP-7.2ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)1.5ChemAxon
pKa (Strongest Basic)9.25ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area135.09 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity88.38 m3·mol-1ChemAxon
Polarizability31.82 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.988
Blood Brain Barrier-0.7687
Caco-2 permeable-0.7008
P-glycoprotein substrateSubstrate0.6656
P-glycoprotein inhibitor INon-inhibitor0.9639
P-glycoprotein inhibitor IINon-inhibitor0.9203
Renal organic cation transporterNon-inhibitor0.9296
CYP450 2C9 substrateNon-substrate0.8388
CYP450 2D6 substrateNon-substrate0.8066
CYP450 3A4 substrateNon-substrate0.5482
CYP450 1A2 substrateNon-inhibitor0.8599
CYP450 2C9 inhibitorNon-inhibitor0.847
CYP450 2D6 inhibitorNon-inhibitor0.8864
CYP450 2C19 inhibitorNon-inhibitor0.8272
CYP450 3A4 inhibitorNon-inhibitor0.9118
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9827
Ames testNon AMES toxic0.758
CarcinogenicityNon-carcinogens0.9054
BiodegradationNot ready biodegradable0.6016
Rat acute toxicity2.5378 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9972
hERG inhibition (predictor II)Non-inhibitor0.8609
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

Targets

Drugtargets
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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Translation elongation factor activity
Specific Function
Catalyzes the GTP-dependent ribosomal translocation step during translation elongation. During this step, the ribosome changes from the pre-translocational (PRE) to the post-translocational (POST) ...
Gene Name
EEF2
Uniprot ID
P13639
Uniprot Name
Elongation factor 2
Molecular Weight
95337.385 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 on June 13, 2005 13:24 / Updated on June 12, 2020 16:52