CSEARCH Evaluation Report

Automatic Evaluation Report from CSEARCH
created on 2021-04-27 at 08:52:29
based on 340,554 reference spectra

Did you know ?

"ACCEPT AS IT IS" occurs only in very rare cases !
Even a very minor inconsistency in the data forces the
CSEARCH-Robot-Referee to classify a request as "MINOR REVISION"

Request from: molecules@robien.at

Compound: [5-METHOXY-1H-BENZIMIDAZOLE-2-YL]-METHANOL_COMPOUND-26

Project: MOLECULES,20,15206[2015]CSEARCH-NUMBER:UWPA005028-20160114

Database	Number of Entries	Owner of Database

Please cite the CSEARCH-Robot-Referee as: N. Haider, W. Robien; https://c13nmr.at/c13robot/robot.php

CSEARCH	74,997 (A)	CSEARCH-Data / Wolfgang Robien
CSEARCH	56,549 (B)	CSEARCH-Data / Wolfgang Robien
CSEARCH	28,196 (C)	CSEARCH-Data / Wolfgang Robien
CSEARCH	33,587 (D)	CSEARCH-Data / Wolfgang Robien
CSEARCH	39,132 (E)	CSEARCH-Data / Wolfgang Robien + NMR-Database University of Mainz
CSEARCH	26,196 (F)	CSEARCH-Data / Wolfgang Robien
CSEARCH	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@robien.at

Compound: [5-METHOXY-1H-BENZIMIDAZOLE-2-YL]-METHANOL_COMPOUND-26

Project: MOLECULES,20,15206[2015]CSEARCH-NUMBER:UWPA005028-20160114

Recommendation given here

Details of Prediction given here

Summary of Supplied Data

Understanding the Color Coding Scheme

Molecular formula is: C₉H₁₀N₂O₂ Molecular weight is: 178.20 amu
INCHIKEY is: VFKGGGIPGOQNRO-UHFFFAOYAE

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

1 115.74 S -

2 155.20 S -

3 110.56 D -

4 97.27 S -

5 110.56 D -

6 154.50 D -

7 155.20 S -

8 55.35 Q -

9 57.68 T -

The marked carbons have been fully assigned
Structural diagram

Graphical summary of the Chemical Shift Data

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 138,184,003 compounds )

Stereo-match found at Emolecules - 4,400,967 Compounds searched

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 C₉H₁₀N₂O₂

Search CHEMSPIDER for the molecular formula C₉H₁₀N₂O₂

(Description)

Performing Symmetry Analysis

Eventually Symmetry Error: Same shiftvalue - Different environment
Structural diagram

Basic Evaluation: Checking Multiplicities

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

From structure	9	4	3	1	1	5	4	0
From spectrum	9	4	3	1	1	5	4	0

Overall impression on compatibility of multiplicity from structure and experiment

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	152.2	155.3	153.7	115.7	38.0	Assigned by author Check assignment - maybe 154.50 ?	Only very few similar structures
2	138.2	139.4	138.8	155.2	16.4	Assigned by author	Only reference material with low similarity
3	105.5	101.8	103.6	110.6	6.9	Assigned by author Check assignment - maybe 97.27 ?	Only very few similar structures
4	155.0	157.8	157.2	97.3	60.0	Assigned by author Check assignment - maybe 155.20 ?
5	111.4	114.8	114.1	110.6	3.5	Assigned by author
6	114.2	114.6	114.4	154.5	40.1	Assigned by author Check assignment - maybe 115.74 ?
7	137.7	138.7	138.2	155.2	17.0	Assigned by author Check assignment - maybe 110.56 ?	Only very few similar structures
8	56.0	55.8	55.8	55.3	0.5	Assigned by author
9	57.7	58.2	58.1	57.7	0.4	Assigned by author
Absolute Signed	19.52ppm (9) -1.76ppm (9)	20.69ppm (9) -2.71ppm (9)	20.31ppm (9) -2.44ppm (9)			6.54ppm (9) -2.44ppm (9)	Average deviation to experimental values ( Number of shift pairs used )
Structure representation by reference data over 3.4 shells on average

Visualization of the differences between predicted and experimental values

Quality of the Spectrum Prediction

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

Comparison of Prediction Techniques

Contribution of the methods

HOSE NET NET&HOSE NONE
Structural diagram

Similarity between predicted and experimental data based on positions

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

Overall deviation between predicted and experimental data is 20.3ppm

	Your assignment	Difference to predicted values

Nothing found when searching CSEARCH for identical structures

(Description)

No alternative structure found when searching CSEARCH for identical spectra

(Description)

Overall Impression

Reject; severe incompatibility detected

Compound: [5-METHOXY-1H-BENZIMIDAZOLE-2-YL]-METHANOL_COMPOUND-26

Project: MOLECULES,20,15206[2015]CSEARCH-NUMBER:UWPA005028-20160114

The CSEARCH Robot Referee recommends: Reject; severe incompatibility detected
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Deviation between experimental and predicted data is 20.3ppm

Assignment can be probably improved at 5 positions

2 Experimental shift values differ more than 10ppm from prediction

2 Experimental shift values differ more than 25ppm from prediction

1 Experimental shift value differs more than 50ppm from prediction

6 Carbon positions ( out of 9 ) have a severe assignment problem

Spectrum prediction - minor inconsistencies found

4 Carbon(s) might have a symmetry-problem

Experimental values

Predicted values

Matching map

Deviation per position ( Average is 20.3ppm )

Contribution of methods

HOSE NET NET&HOSE NONE

Overall Similarity Index is 15.1
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

Your Total Usage of the CSEARCH-Robot-Referee

674 Requests have been launched by molecules@robien.at
Year	Accept	Minor Revision	Major Revision	Reject	Only Prediction
2021	36	450	164	24

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Page has been automatically written by CSEARCH
CPU-Usage: Evaluation needed 8.312 seconds
Wolfgang.Robien(at)univie.ac.at

Carbon number	Chemical Shift Value	Multiplicity from Structure	Multiplicity from Experiment

1	115.74	S	-
2	155.20	S	-
3	110.56	D	-
4	97.27	S	-
5	110.56	D	-
6	154.50	D	-
7	155.20	S	-
8	55.35	Q	-
9	57.68	T	-

Did you know ?

"ACCEPT AS IT IS" occurs only in very rare cases ! Even a very minor inconsistency in the data forces the CSEARCH-Robot-Referee to classify a request as "MINOR REVISION"

Reject; severe incompatibility detected

Compound: [5-METHOXY-1H-BENZIMIDAZOLE-2-YL]-METHANOL_COMPOUND-26 Project: MOLECULES,20,15206[2015]CSEARCH-NUMBER:UWPA005028-20160114

Your Total Usage of the CSEARCH-Robot-Referee

"ACCEPT AS IT IS" occurs only in very rare cases !
Even a very minor inconsistency in the data forces the
CSEARCH-Robot-Referee to classify a request as "MINOR REVISION"

Compound: [5-METHOXY-1H-BENZIMIDAZOLE-2-YL]-METHANOL_COMPOUND-26

Project: MOLECULES,20,15206[2015]CSEARCH-NUMBER:UWPA005028-20160114