Coelenteramide

Identification

Generic Name
Coelenteramide
DrugBank Accession Number
DB04049
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 411.4525
Monoisotopic: 411.158291553
Chemical Formula
C25H21N3O3
Synonyms
Not Available

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
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 phenylacetamides. These are amide derivatives of phenylacetic acids.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenylacetamides
Direct Parent
Phenylacetamides
Alternative Parents
N-arylamides / 1-hydroxy-2-unsubstituted benzenoids / Pyrazines / Imidolactams / Heteroaromatic compounds / Secondary carboxylic acid amides / Azacyclic compounds / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / Aromatic heteromonocyclic compound / Azacycle / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Heteroaromatic compound / Hydrocarbon derivative / Imidolactam / N-arylamide
show 11 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
pyrazines (CHEBI:41487) / a luciferin (OXIDIZED-OPLOPHORUS-LUCIFERIN)
Affected organisms
Not Available

Chemical Identifiers

UNII
S5MSB8RF66
CAS number
Not Available
InChI Key
CJIIERPDFZUYPI-UHFFFAOYSA-N
InChI
InChI=1S/C25H21N3O3/c29-20-10-6-18(7-11-20)15-24(31)28-25-22(14-17-4-2-1-3-5-17)27-23(16-26-25)19-8-12-21(30)13-9-19/h1-13,16,29-30H,14-15H2,(H,26,28,31)
IUPAC Name
N-[3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl]-2-(4-hydroxyphenyl)acetamide
SMILES
OC1=CC=C(CC(=O)NC2=NC=C(N=C2CC2=CC=CC=C2)C2=CC=C(O)C=C2)C=C1

References

Synthesis Reference

Satoshi Inouye, "Process for producing coelenteramide or an analog thereof." U.S. Patent US20100249387, issued September 30, 2010.

US20100249387
General References
Not Available
KEGG Compound
C15038
PubChem Compound
5326781
PubChem Substance
46506249
ChemSpider
20120243
ChEBI
41487
ZINC
ZINC000006580946
PDBe Ligand
CEI
Wikipedia
Coelenteramide
PDB Entries
1s36 / 2f8p / 2psj / 4mry / 4n1g / 6yn2 / 7omr / 7qxq / 8aqi

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 Solubility0.00277 mg/mLALOGPS
logP4.34ALOGPS
logP4.6Chemaxon
logS-5.2ALOGPS
pKa (Strongest Acidic)9.18Chemaxon
pKa (Strongest Basic)-0.26Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area95.34 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity119.68 m3·mol-1Chemaxon
Polarizability43.99 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9866
Blood Brain Barrier+0.8769
Caco-2 permeable-0.5429
P-glycoprotein substrateNon-substrate0.5719
P-glycoprotein inhibitor INon-inhibitor0.8634
P-glycoprotein inhibitor IINon-inhibitor0.95
Renal organic cation transporterNon-inhibitor0.8992
CYP450 2C9 substrateNon-substrate0.8074
CYP450 2D6 substrateNon-substrate0.7925
CYP450 3A4 substrateNon-substrate0.6079
CYP450 1A2 substrateNon-inhibitor0.6903
CYP450 2C9 inhibitorNon-inhibitor0.57
CYP450 2D6 inhibitorNon-inhibitor0.8894
CYP450 2C19 inhibitorNon-inhibitor0.6425
CYP450 3A4 inhibitorNon-inhibitor0.7663
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5456
Ames testNon AMES toxic0.8234
CarcinogenicityNon-carcinogens0.8707
BiodegradationNot ready biodegradable0.9809
Rat acute toxicity2.3147 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9818
hERG inhibition (predictor II)Non-inhibitor0.8651
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0200900000-2d5a4e20043c52f31be9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0019100000-7f169721ae216297dfec
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03fr-0973500000-6517be17c8e2f84d0d24
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4l-3901000000-5a3db2ec13bf8e7433d7
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9231000000-5742c75dc22ba21fdc14
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-1092000000-57938b0dc1f6bf9a4890
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]-215.6525773
predicted
DarkChem Lite v0.1.0
[M-H]-192.13283
predicted
DeepCCS 1.0 (2019)
[M+H]+216.4254773
predicted
DarkChem Lite v0.1.0
[M+H]+194.49081
predicted
DeepCCS 1.0 (2019)
[M+Na]+216.0559773
predicted
DarkChem Lite v0.1.0
[M+Na]+200.92833
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52