Automatic Evaluation Report from CSEARCH
created on 2021-03-09 at 14:30:30
based on 340,554 reference spectra



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Request from: molecules.discard@robien.at

Compound: 1-[[1-[4-BROMOBENZYL]-1H-1,2,3-TRIAZOL-4-YL]-METHYL]-5-METHYL-PYRIMIDINE-2,4-[1

Project: MOLECULES,18,15064[2013]CSEARCH-NUMBER:UWIR009945-20141206


Database Number of Entries Owner of Database


Please cite the CSEARCH-Robot-Referee as:

N. Haider, W. Robien; https://c13nmr.at/c13robot/robot.php


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 74,997 (A) CSEARCH-Data / Wolfgang Robien
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 56,549 (B) CSEARCH-Data / Wolfgang Robien
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 28,196 (C) CSEARCH-Data / Wolfgang Robien
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 33,587 (D) CSEARCH-Data / Wolfgang Robien
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 39,132 (E) CSEARCH-Data / Wolfgang Robien + NMR-Database University of Mainz
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 26,196 (F) CSEARCH-Data / Wolfgang Robien
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 50,594 (I) Upcoming CSEARCH-Data / Wolfgang Robien
 CSEARCH 
 31,307 (L) NMRShiftDB-Data / Version February 2012

CSEARCH-Version: 9.4.0
Robot-Referee: 2017:06:10



Request from: molecules.discard@robien.at

Compound: 1-[[1-[4-BROMOBENZYL]-1H-1,2,3-TRIAZOL-4-YL]-METHYL]-5-METHYL-PYRIMIDINE-2,4-[1

Project: MOLECULES,18,15064[2013]CSEARCH-NUMBER:UWIR009945-20141206

Recommendation given here

Details of Prediction given here

Summary of Supplied Data

Understanding the Color Coding Scheme






The NMR-Spectrum for this compound is available in commercial & non-commercial databases
All Spectra from NMRPREDICT, SPECINFO, NMRShiftDB, MESTRENOVA and
CSEARCH (including spectra not yet released) were screened




Structure Proposal

Structural diagram

Molecular formula is: C15H14BrN5O2     Molecular weight is: 376.23 amu

INCHIKEY is: OQXZKWDZNMWWRH-UHFFFAOYAG



Numbering Scheme derived from the drawing sequence used during the calculation

Structural diagram


The marked carbons have been fully assigned

Structural diagram


Carbon number Chemical Shift Value Multiplicity from Structure Multiplicity from Experiment

1 151.30 S -
2 164.80 S -
3 109.40 S -
4 12.50 Q -
5 141.80 D -
6 42.80 T -
7 143.50 S -
8 124.30 D -
9 52.60 T -
10 135.90 S -
11 130.80 D -
12 32.20 D -
13 122.00 S -
14 32.20 D -
15 130.80 D -




The marked carbons have been fully assigned

Structural diagram


Graphical summary of the Chemical Shift Data

Spectrum





Searching external databases




The NMR-Spectrum for this compound is available in commercial & non-commercial databases
All Spectra from NMRPREDICT, SPECINFO, NMRShiftDB, MESTRENOVA and
CSEARCH (including spectra not yet released) were screened


Recall this Compound from PUBCHEM ( Stereo-Match from searching 138,167,628 compounds )

4,400,967 Compounds searched in Emolecules - nothing found

Search the Internet for this compound ( Skeleton only )
Search the Internet for this compound ( Skeleton + Stereochemistry )


Search CHEMSPIDER for this compound ( Skeleton only )
Search CHEMSPIDER for this compound ( Skeleton + Stereochemistry )


Search the Internet for the molecular formula C15H14BrN5O2


Search CHEMSPIDER for the molecular formula C15H14BrN5O2



(Description)





Basic Evaluation: Checking Multiplicities



Checking lines & multiplicity Carbons/Lines Singlet Dublet Triplet Quartet Odd Even None

From structure 15 6 6 2 1 8 7 0
From spectrum 15 6 6 2 1 8 7 0


Overall impression on compatibility of multiplicity from structure and experiment

Quality bar





Evaluation based on Spectrum Prediction






Numbering Scheme

Structural diagram



Carbon Number Neural Network
Prediction		 HOSE-Code
Prediction		 Preferred Value
from both Predictions		 Experimental
values		 Difference
(Exp-Pred/ppm)		 Assignment Prediction Quality
1 152.3 151.4 151.8 151.3 0.5 Assigned by author
2 164.3 164.1 164.1 164.8 0.7 Assigned by author
3 109.3 113.4 112.6 109.4 3.2 Assigned by author Inconsistent assignments in reference material
4 11.9 12.2 12.2 12.5 0.3 Assigned by author
5 140.4 139.7 140.1 141.8 1.7 Assigned by author
Check assignment - maybe 143.50 ?
6 39.6 50.9 39.6 42.8 3.2 Assigned by author Large Difference between NET & HOSE
Only reference material with low similarity
7 141.9 142.5 142.2 143.5 1.3 Assigned by author
Check assignment - maybe 141.80 ?
8 121.4 127.1 124.3 124.3 0.0 Assigned by author Large Difference between NET & HOSE
Only very few similar structures
9 50.2 53.1 52.5 52.6 0.1 Assigned by author
10 132.2 133.8 133.8 135.9 2.1 Assigned by author
11 130.7 129.6 129.6 130.8 1.2 Assigned by author
12 132.4 132.1 132.1 32.2 99.9 Assigned by author
Check assignment - maybe 130.80 ?
13 122.0 121.6 121.6 122.0 0.4 Assigned by author
14 132.4 132.1 132.1 32.2 99.9 Assigned by author
Check assignment - maybe 130.80 ?
15 130.7 129.6 129.6 130.8 1.2 Assigned by author
  Absolute  
Signed
   14.52ppm   (15)  
   -12.32ppm   (15)  
   14.94ppm   (15)  
   -13.75ppm   (15)  
   14.37ppm   (15)  
   -12.75ppm   (15)  

   1.28ppm   (15)  
   -12.75ppm   (15)  
Average deviation to experimental values
( Number of shift pairs used )

Structure representation by reference data over 4.0 shells on average



Visualization of the differences between predicted and experimental values

Spectrum


Quality of the Spectrum Prediction

Quality bar



Experimental Chemical Shift Values as given

Structural diagram


Experimental Chemical Shift Values using Symmetry

Structural diagram


Preferred Chemical Shift Values from both predictions

Structural diagram


Carbons with massive contribution from stereochemistry

Structural diagram


Comparison of Prediction Techniques

Spectrum


Contribution of the methods

HOSE NET NET&HOSE NONE
Structural diagram


Similarity between predicted and experimental data based on positions

Quality bar



Matching map of predicted versus experimental data

Structural diagram


Differences between predicted and experimental data in ppm

Structural diagram


Comparison of Experimental versus Predicted Chemical Shift Values

Spectrum


Overall deviation between predicted and experimental data is 14.4ppm

Quality bar



Spectrum
Spectrum
Spectrum


  Your assignment  
 Difference to predicted values 
Highlighting
Highlighting







Nothing found when searching CSEARCH for identical structures

(Description)









No alternative structure found when searching CSEARCH for identical spectra

(Description)










Overall Impression


Reject
Quality bar



Reject; severe incompatibility detected




Compound: 1-[[1-[4-BROMOBENZYL]-1H-1,2,3-TRIAZOL-4-YL]-METHYL]-5-METHYL-PYRIMIDINE-2,4-[1

Project: MOLECULES,18,15064[2013]CSEARCH-NUMBER:UWIR009945-20141206


Reject


The CSEARCH Robot Referee recommends: Reject; severe incompatibility detected

  • NN-Prediction and HOSE-Code prediction differs significantly at 2 carbon positions
  • Deviation between experimental and predicted data is 14.4ppm
  • Assignment can be probably improved at 4 positions
  • 2 Experimental shift values differ more than 50ppm from prediction
  • 2 Carbon positions ( out of 15 ) have a severe assignment problem
  • Spectrum prediction - minor inconsistencies found


Experimental values
Highlighting
Predicted values
Highlighting
Matching map
Highlighting
Deviation per position ( Average is 14.4ppm )
Highlighting
Carbons having strong stereochemical effects
Highlighting
Contribution of methods
HOSE NET NET&HOSE NONE
Highlighting
Overall Similarity Index is 10.4
0.0 is a "perfect match", up to approximately 3.0 it is "reasonable",
above 5.0 it is more or less "unbelievable"

  Your assignment  
 Difference to predicted values 
Highlighting
Highlighting


The NMR-Spectrum for this compound is available in commercial & non-commercial databases
All Spectra from NMRPREDICT, SPECINFO, NMRShiftDB, MESTRENOVA and
CSEARCH (including spectra not yet released) were screened


Recall this Compound from PUBCHEM ( Stereo-Match from searching 138,167,628 compounds )

4,400,967 Compounds searched in Emolecules - nothing found

Search the Internet for this compound ( Skeleton only )
Search the Internet for this compound ( Skeleton + Stereochemistry )


Search CHEMSPIDER for this compound ( Skeleton only )
Search CHEMSPIDER for this compound ( Skeleton + Stereochemistry )


Search the Internet for the molecular formula C15H14BrN5O2


Search CHEMSPIDER for the molecular formula C15H14BrN5O2



(Description)


Your Total Usage of the CSEARCH-Robot-Referee




   3 Requests have been launched by molecules.discard@robien.at   


  Year  
  Accept  
  Minor Revision  
  Major Revision  
  Reject  


  Only Prediction  

2021 3



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Wolfgang.Robien(at)univie.ac.at