This file contains experimental and calculated values of the endpoint for visible sets


Optimization based on the traditional correlation coefficient (r2)


SMILES is used in the model
Data from SMILES-file (#TrainingSet.txt)
Threshold=3
The number of active SMILES attributes (ASA) =25



IMPORTANT: In the case of classic scheme W%=N101/Nall, otherwise W%=N111/Nall
Percent of ASA with presence in all sets (W%) =96

Defect of Split = 1.1806

Intercept (c0) and slope (c1) calculated for each set individually:
Training set   : c0=  -8.98357 c1=   0.80232
InvTraining set: c0=  -6.44098 c1=   0.57300
Calibration set: c0=  -6.79962 c1=   0.61384

Slope and intesept calculated with subtraining set give the model:

Endpoint =  -8.9835744 ( 0.1347945) +    0.8023233 ( 0.0126453) * DCW(3,10)

Statistical characteristics of the model:

N is the number of compounds in the set;
R is correlation coefficient;
Q is cross-validated correlation coefficient;
CCC is concordance correlation coefficient;
IIC is index of ideality of correlation;
s is standard error of estimation;
MAE is mean absolute error;
F is Fischer F-ratio

Blk is the number of SMILES attributes in given SMILES, which are blocked
All is the number of all SMILES attributes in given SMILES string

Y-randomization: 1000 permutations for each average
The randomized correlation coefficients are not constants,
but they have some range, as rule, about 0.03. 

                                 : Train  :InvTrain: Calib 
                                 :      24:      24:      23
                                 :  0.8733:  0.8273:  0.8225
                                1:  0.0240:  0.0930:  0.0186
                                2:  0.0131:  0.0023:  0.2001
                                3:  0.0343:  0.0512:  0.0370
                                4:  0.0086:  0.0104:  0.0001
                                5:  0.0318:  0.0624:  0.0689
                                6:  0.0074:  0.0370:  0.0086
                                7:  0.0325:  0.0975:  0.0209
                                8:  0.0337:  0.0051:  0.1859
                                9:  0.0084:  0.0192:  0.2284
                               10:  0.0435:  0.0042:  0.0453
Rr2, i.e. average randomized R   :  0.0237:  0.0382:  0.0814
   CRp2=R*sqrt(R2-Rr2) [1]       :  0.8613:  0.8079:  0.7808:

 CRp2 should be greater 0.5 [1]

REFERENCE for Y-scrambling
[1] P.K. Ojha, K. Roy, Comparative QSARs for antimalarial endochins:
    Importance of descriptor-thinning and noise reduction prior to
     feature selection, Chemometr. Intell. Lab. 109 (2011) 146-161

External validation characteristics for the model taken from
REFERNCES
[1] Golbraikh A., Tropsha A. J.Mol.Graph.Model. 20(2002)269; // R02, k,kk
[2] Roy P.P., Roy K. Chem. Biol. Drug Des. 73(2009) 442; // Rm2
[3] PK Ojha,I Mitra, RN Das,K Roy,Chemometr Intell Lab 107(2011)194-205
    // Average of Rm2 and absolute difference Rm2(x,y)-Rm2(y,x)
    // x,y are experimental and predicted values of endpoint
[4] I-Kuei Lin, L. A concordance correlation coefficient to
    evaluate reproducibility (1989) Biometrics, 45 (1), 255-268.
[5] Toropova, A.P.,Toropov, A.A. The index of ideality of correlation:
    A criterion of predictability of QSAR models for skin permeability?
    (2016) Science of the Total Environment, . Article in Press.

The range of endpoint:
Min= -3.1 Max=  4.0 Middle=  0.4

n           =      23
r2          =    0.8225
r02         =    0.8205
rr02        =    0.8209
(r2-r02)/r2 =    0.0024 should be < 0.1 [1]
(r2-rr02)/r2=    0.0019 should be < 0.1 [1]
k           =    1.0752 should be 0.85 <  k < 1.15 [1]
kk          =    0.7635 should be 0.85 < kk < 1.15 [1]
Rm2(test)   =    0.7858 should be > 0.5 [2]

n           =      23
r2          =    0.8225
r02         =    0.8209
rr02        =    0.8205
(r2-r02)/r2 =    0.0019 should be < 0.1 [1]
(r2-rr02)/r2=    0.0024 should be < 0.1 [1]
k           =    0.7635 should be 0.85 <  k < 1.15 [1]
kk          =    1.0752 should be 0.85 < kk < 1.15 [1]
R*m2(test)  =    0.7896 should be > 0.5 [2]

Average Rm2 = 0.7877 should be larger 0.5 [3]
Delta Rm2 = 0.0038 should be lower 0.2 [3]

        :  n :  R2   :  CCC  :  IIC  :  Q2   :     s  :    MAE :  F     
Training:  24: 0.8733: 0.9324: 0.9345: 0.8520:   0.804:   0.607:      152
InvTrain:  24: 0.8273: 0.8832: 0.7752: 0.7884:   0.887:   0.674:      105
Calib   :  23: 0.8225: 0.8929: 0.8961: 0.7920:   0.953:   0.784:       97

Training set is indicated by    +;
Invisisble training set is indicated by -;
Calibration set is indicated by #

B a l a n c e   o f   c o r r e l a t i o n s :
    Training set - invisible Training set - Calibration set

 :SMILES                                            :   DCW(3,10):        Expr:        Calc:   Expr-Calc:Blk/All: ID 
+:Nc4cccc1c4c2cccc3cccc1c23                         :    14.74264:      2.8800:      2.8448:      0.0352:  1/ 49: 13177-27-0
+:Nc1cccc2cccnc12                                   :     8.70134:     -1.1400:     -2.0023:      0.8623:  0/ 29: 578-66-5
+:Nc1ccc2ccccc2c1                                   :     8.18895:     -0.6700:     -2.4134:      1.7434:  0/ 29: 91-59-8
+:Cc1cc(C)c(N)cc1C                                  :     8.15444:     -1.3200:     -2.4411:      1.1211:  0/ 31: 137-17-7
+:Nc1ccc2c3ccccc3Nc2c1                              :    12.49690:      0.6000:      1.0430:     -0.4430:  1/ 39: 4539-51-9
+:Cc1ccc(O)c(N)c1                                   :     8.23542:     -2.1000:     -2.3761:      0.2761:  0/ 29: 95-84-1
+:Nc1ccc(cc1)Sc2ccc(N)cc2                           :    10.77694:      0.3100:     -0.3370:      0.6470:  3/ 45: 139-65-1
+:CC(C)c1ccc(N)cc1N                                 :     7.51261:     -3.0000:     -2.9560:     -0.0440:  1/ 33: 00-00-01
+:Fc1ccc(N)c(F)c1                                   :     9.53228:     -2.7000:     -1.3356:     -1.3644:  1/ 29: 367-25-9
+:Nc4ccc3cccc2c1ccccc1c4c23                         :    14.74264:      3.3500:      2.8448:      0.5052:  1/ 49: 13177-25-8
+:Nc1ccc(Cl)cc1                                     :     8.30747:     -2.5200:     -2.3183:     -0.2017:  1/ 23: 106-47-8
+:Nc1cc(ccc1)c2cc(N)ccc2                            :    11.02881:     -1.3000:     -0.1349:     -1.1651:  0/ 43: 2050-89-7
+:Nc1ccc(OC)cc1C                                    :     7.64514:     -3.0000:     -2.8497:     -0.1503:  0/ 27: 102-50-1
+:Nc1cc(N)ccc1CCCC                                  :     7.67609:     -2.7000:     -2.8249:      0.1249:  0/ 31: 00-00-02
+:Nc3ccc4c2cccc1cccc(c12)c4c3                       :    15.73996:      3.8000:      3.6450:      0.1550:  1/ 53: 5869-25-0
+:Nc1ccc(Br)cc1                                     :     8.30747:     -2.7000:     -2.3183:     -0.3817:  3/ 23: 106-40-1
+:Nc1cc(Cl)ccc1O                                    :     8.01507:     -3.0000:     -2.5529:     -0.4471:  2/ 25: 95-85-2
+:Nc1ccc(cc1OC)c2ccc(N)c(OC)c2                      :    10.68341:      0.1500:     -0.4120:      0.5620:  1/ 55: 119-90-4
+:[O-][N+](=O)c1ccc(N)c2ccccc12                     :     9.03769:     -1.7700:     -1.7324:     -0.0376: 13/ 57: 776-34-1
+:Nc2cccc1nc3ccccc3nc12                             :    11.92268:     -0.0100:      0.5823:     -0.5923:  2/ 41: 2876-22-4
+:Fc2cc(Cc1ccc(N)c(F)c1)ccc2N                       :    11.36697:      0.2300:      0.1364:      0.0936:  2/ 53: 13824-23-2
+:Nc1cc2ccccc2nc1                                   :     8.44539:     -3.1400:     -2.2076:     -0.9324:  1/ 29: 580-17-6
+:Nc1cc2c3ccccc3Nc2cc1                              :    12.49690:     -0.4800:      1.0430:     -1.5230:  1/ 39: 6377-12-4
+:Nc1ccc2nc3cc(N)ccc3nc2c1                          :    14.70347:      3.9700:      2.8134:      1.1566:  2/ 47: 120209-97-4
-:Nc1cccc2ncccc12                                   :     7.86158:     -2.0000:     -2.6760:      0.6760:  1/ 29: 611-34-7
-:Nc1ccc2cc3ccccc3cc2c1                             :    14.78772:      2.6200:      2.8810:     -0.2610:  0/ 41: 613-13-8
-:Nc1ccc(cc1Cl)c2ccc(N)c(Cl)c2                      :    12.37883:      0.8100:      0.9483:     -0.1383:  3/ 51: 91-94-1
-:Cc1ccc(N)c(C)c1                                   :     7.89016:     -2.2200:     -2.6531:      0.4331:  0/ 29: 95-68-1
-:Nc1ccc(cc1)c2ccccc2                               :    10.38498:     -0.1400:     -0.6515:      0.5115:  0/ 37: 92-67-1
-:Oc1ccc2c3ccc(N)cc3Cc2c1                           :    13.32142:      0.4100:      1.7045:     -1.2945:  2/ 45: 1953-38-4
-:Cc1cc(N)c(C)cc1                                   :     7.89016:     -2.4000:     -2.6531:      0.2531:  0/ 29: 95-78-3
-:Cc1cc(ccc1N)c2ccc(N)c(C)c2                        :    10.68623:      0.0100:     -0.4098:      0.4198:  1/ 51: 119-93-7
-:Nc2ccccc2c1cc(ccc1)[N+]([O-])=O                   :    10.37488:     -0.8900:     -0.6596:     -0.2304: 15/ 61: 34862-87-8
-:Nc2cc3ccccc3c1ccccc12                             :    14.20391:      2.9800:      2.4126:      0.5674:  0/ 41: 947-73-9
-:Clc1cc(N)cc(Cl)c1N                                :     9.16628:     -0.6900:     -1.6293:      0.9393:  4/ 31: 609-20-1
-:Nc2ccccc2c1ccc(N)cc1                              :     9.17356:     -0.9200:     -1.6234:      0.7034:  0/ 39: 492-17-1
-:Nc1ccc(cc1)Oc2ccc(N)cc2                           :    10.32675:     -1.1400:     -0.6982:     -0.4418:  1/ 45: 101-80-4
-:Nc2cccc1c3ccccc3Cc12                              :    11.80520:      0.4300:      0.4880:     -0.0580:  1/ 39: 6344-63-4
-:FC(F)(F)c1cc(N)ccc1                               :     9.89589:     -0.8000:     -1.0439:      0.2439:  2/ 37: 98-16-8
-:Nc1cc(ccc1)c2ccc(cc2)[N+]([O-])=O                 :    12.03940:      0.6900:      0.6759:      0.0141: 16/ 65: 53059-29-3
-:CCc1cc(ccc1N)Cc2ccc(N)c(CC)c2                     :     9.26948:     -0.9900:     -1.5465:      0.5565:  1/ 57: 19900-65-3
-:Nc1ccc(cc1)c2ccc(N)cc2                            :    11.02881:     -0.3900:     -0.1349:     -0.2551:  0/ 43: 92-87-5
-:Nc1cc(Cl)ccc1N                                    :     7.94147:     -0.4900:     -2.6119:      2.1219:  2/ 25: 95-83-0
-:Nc2ccc3ccc1ccccc1c3c2                             :    16.34086:      3.7700:      4.1271:     -0.3571:  0/ 41: 1892-54-2
-:Nc2cccc1cc3ccccc3cc12                             :    14.20391:      1.1800:      2.4126:     -1.2326:  0/ 41: 610-49-1
-:Nc2c3ccccc3cc1ccccc12                             :    14.20391:      0.8700:      2.4126:     -1.5426:  0/ 41: 779-03-3
-:Nc2cccc3Nc1ccccc1c23                              :    11.33934:     -1.4200:      0.1142:     -1.5342:  2/ 39: 18992-64-8
-:Nc4cc2c(ccc1ccccc12)c3ccccc34                     :    15.20229:      1.8300:      3.2136:     -1.3836:  2/ 57: 2642-98-0
#:Brc1ccc2c3ccc(N)cc3Cc2c1                          :    13.61382:      2.6200:      1.9391:      0.6809:  3/ 45: 6638-60-4
#:Nc1cc(C)ccc1OC                                    :     7.06224:     -2.0500:     -3.3174:      1.2674:  1/ 27: 120-71-8
#:Nc2cccc3Cc1ccccc1c23                              :    11.23144:      1.1300:      0.0277:      1.1023:  2/ 39: 7083-63-8
#:Nc1cc(ccc1)c2cc(ccc2)[N+]([O-])=O                 :    12.03940:     -0.5500:      0.6759:     -1.2259: 16/ 65: 31835-64-0
#:Nc2ccccc2c1ccc(cc1)[N+]([O-])=O                   :    10.37488:     -0.6200:     -0.6596:      0.0396: 15/ 61: 6272-52-2
#:Nc2ccccc2c1ccccc1N                                :     8.16373:     -1.5200:     -2.4336:      0.9136:  1/ 35: 1454-80-4
#:Nc3cccc2c3ccc1ccccc12                             :    14.20391:      2.3800:      2.4126:     -0.0326:  0/ 41: 4176-53-8
#:Nc1ccc2nc3ccccc3nc2c1                             :    14.05963:      0.5500:      2.2968:     -1.7468:  2/ 41: 2876-23-5
#:O=[N+]([O-])c1cc(ccc1N)[N+]([O-])=O               :     8.73616:     -2.0000:     -1.9743:     -0.0257: 30/ 69: 97-02-9
#:Nc2ccc(Cc1ccc(N)cc1)cc2                           :     9.61123:     -1.6000:     -1.2723:     -0.3277:  0/ 45: 101-77-9
#:Nc2cc4cccc3c1ccccc1c(c2)c34                       :    16.99847:      3.2300:      4.6547:     -1.4247:  2/ 53: 13177-26-9
#:Nc2ccc(CCc1ccc(N)cc1)cc2                          :     9.61165:     -2.1500:     -1.2719:     -0.8781:  0/ 47: 621-95-4
#:Nc1cc2ccc3ccccc3c2cc1                             :    14.78772:      2.4600:      2.8810:     -0.4210:  0/ 41: 3366-65-2
#:Nc1c(cc(cc1Br)[N+]([O-])=O)[N+]([O-])=O           :     9.91774:     -0.5400:     -1.0263:      0.4863: 33/ 75: 1817-73-8
#:Nc2ccccc2c1ccccc1                                 :     8.52973:     -1.4900:     -2.1400:      0.6500:  0/ 33: 90-41-5
#:Nc1ccccc1Cl                                       :     6.76671:     -3.0000:     -3.5545:      0.5545:  2/ 19: 95-51-2
#:Nc1ccc(cc1)C2CCCCC2                               :     8.30700:     -1.2400:     -2.3187:      1.0787:  3/ 37: 6373-50-8
#:Nc2ccc(Oc1ccccc1)cc2                              :     9.68291:      0.3800:     -1.2147:      1.5947:  1/ 39: 139-59-3
#:[O-][N+](=O)c1ccc2c(c1)Cc3cc(N)ccc23              :    13.60647:      3.0000:      1.9332:      1.0668: 14/ 71: 1214-32-0
#:Nc1ccc(cc1)c2ccc(cc2)[N+]([O-])=O                 :    12.03940:      1.0400:      0.6759:      0.3641: 16/ 65: 1211-40-1
#:Nc1cc(ccc1)c2ccc(N)cc2                            :    11.02881:      0.2000:     -0.1349:      0.3349:  0/ 43: 32316-90-8
#:Nc4ccc1ccc2cccc3ccc4c1c23                         :    14.74264:      1.4300:      2.8448:     -1.4148:  1/ 49: 1606-67-3
#:CC(C)c1cc(ccc1N)Cc2ccc(N)c(c2)C(C)C               :     9.47939:     -1.7700:     -1.3780:     -0.3920:  2/ 69: 19900-66-4
