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=1
The number of active SMILES attributes (ASA) =60



IMPORTANT: In the case of classic scheme W%=N101/Nall, otherwise W%=N111/Nall
Percent of ASA with presence in all sets (W%) =72

Defect of Split = 11.7385

Intercept (c0) and slope (c1) calculated for each set individually:
Training set   : c0= -10.80278 c1=   0.75889
InvTraining set: c0=  -7.81945 c1=   0.54629
Calibration set: c0=  -8.44007 c1=   0.58951

Slope and intesept calculated with subtraining set give the model:

Endpoint = -10.8027771 ( 0.1679141) +    0.7588889 ( 0.0120410) * DCW(1,10)

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
                                 :  0.8949:  0.8813:  0.8418
                                1:  0.0938:  0.1277:  0.1022
                                2:  0.0142:  0.0014:  0.0770
                                3:  0.0095:  0.0360:  0.0068
                                4:  0.0456:  0.0190:  0.0389
                                5:  0.0485:  0.0025:  0.0133
                                6:  0.0389:  0.0017:  0.0481
                                7:  0.0508:  0.1108:  0.0156
                                8:  0.0013:  0.0086:  0.0093
                                9:  0.0000:  0.0108:  0.0908
                               10:  0.0003:  0.0125:  0.0735
Rr2, i.e. average randomized R   :  0.0303:  0.0331:  0.0476
   CRp2=R*sqrt(R2-Rr2) [1]       :  0.8797:  0.8646:  0.8177:

 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          =    0.8418
r02         =    0.8410
rr02        =    0.8411
(r2-r02)/r2 =    0.0010 should be < 0.1 [1]
(r2-rr02)/r2=    0.0008 should be < 0.1 [1]
k           =    1.0836 should be 0.85 <  k < 1.15 [1]
kk          =    0.7762 should be 0.85 < kk < 1.15 [1]
Rm2(test)   =    0.8180 should be > 0.5 [2]

n           =      23
r2          =    0.8418
r02         =    0.8411
rr02        =    0.8410
(r2-r02)/r2 =    0.0008 should be < 0.1 [1]
(r2-rr02)/r2=    0.0010 should be < 0.1 [1]
k           =    0.7762 should be 0.85 <  k < 1.15 [1]
kk          =    1.0836 should be 0.85 < kk < 1.15 [1]
R*m2(test)  =    0.8197 should be > 0.5 [2]

Average Rm2 = 0.8188 should be larger 0.5 [3]
Delta Rm2 = 0.0016 should be lower 0.2 [3]

        :  n :  R2   :  CCC  :  IIC  :  Q2   :     s  :    MAE :  F     
Training:  24: 0.8949: 0.9446: 0.5676: 0.8752:   0.732:   0.582:      187
InvTrain:  24: 0.8813: 0.9058: 0.8738: 0.8560:   0.808:   0.655:      163
Calib   :  23: 0.8418: 0.9045: 0.8392: 0.8114:   0.897:   0.693:      112

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(1,10):        Expr:        Calc:   Expr-Calc:Blk/All: ID 
+:Nc4cccc1c4c2cccc3cccc1c23                         :    18.53169:      2.8800:      3.2607:     -0.3807:  0/ 49: 13177-27-0
+:Nc1cccc2cccnc12                                   :    11.51783:     -1.1400:     -2.0620:      0.9220:  0/ 29: 578-66-5
+:Nc1ccc2ccccc2c1                                   :    11.35256:     -0.6700:     -2.1874:      1.5174:  0/ 29: 91-59-8
+:Cc1cc(C)c(N)cc1C                                  :    10.57923:     -1.3200:     -2.7743:      1.4543:  0/ 31: 137-17-7
+:Nc1ccc2c3ccccc3Nc2c1                              :    14.42359:      0.6000:      0.1431:      0.4569:  0/ 39: 4539-51-9
+:Cc1ccc(O)c(N)c1                                   :    10.79028:     -2.1000:     -2.6142:      0.5142:  0/ 29: 95-84-1
+:Nc1ccc(cc1)Sc2ccc(N)cc2                           :    14.98897:      0.3100:      0.5722:     -0.2622:  0/ 45: 139-65-1
+:CC(C)c1ccc(N)cc1N                                 :    10.44372:     -3.0000:     -2.8772:     -0.1228:  0/ 33: 00-00-01
+:Fc1ccc(N)c(F)c1                                   :    11.16719:     -2.7000:     -2.3281:     -0.3719:  0/ 29: 367-25-9
+:Nc4ccc3cccc2c1ccccc1c4c23                         :    18.53169:      3.3500:      3.2607:      0.0893:  0/ 49: 13177-25-8
+:Nc1ccc(Cl)cc1                                     :    11.50662:     -2.5200:     -2.0705:     -0.4495:  0/ 23: 106-47-8
+:Nc1cc(ccc1)c2cc(N)ccc2                            :    13.52373:     -1.3000:     -0.5398:     -0.7602:  0/ 43: 2050-89-7
+:Nc1ccc(OC)cc1C                                    :    11.51520:     -3.0000:     -2.0640:     -0.9360:  0/ 27: 102-50-1
+:Nc1cc(N)ccc1CCCC                                  :    10.20998:     -2.7000:     -3.0545:      0.3545:  0/ 31: 00-00-02
+:Nc3ccc4c2cccc1cccc(c12)c4c3                       :    18.92121:      3.8000:      3.5563:      0.2437:  0/ 53: 5869-25-0
+:Nc1ccc(Br)cc1                                     :    11.04685:     -2.7000:     -2.4194:     -0.2806:  0/ 23: 106-40-1
+:Nc1cc(Cl)ccc1O                                    :    11.06561:     -3.0000:     -2.4052:     -0.5948:  0/ 25: 95-85-2
+:Nc1ccc(cc1OC)c2ccc(N)c(OC)c2                      :    14.55410:      0.1500:      0.2422:     -0.0922:  0/ 55: 119-90-4
+:[O-][N+](=O)c1ccc(N)c2ccccc12                     :    12.36633:     -1.7700:     -1.4181:     -0.3519:  0/ 57: 776-34-1
+:Nc2cccc1nc3ccccc3nc12                             :    15.28131:     -0.0100:      0.7940:     -0.8040:  0/ 41: 2876-22-4
+:Fc2cc(Cc1ccc(N)c(F)c1)ccc2N                       :    14.71616:      0.2300:      0.3652:     -0.1352:  0/ 53: 13824-23-2
+:Nc1cc2ccccc2nc1                                   :    11.18388:     -3.1400:     -2.3155:     -0.8245:  0/ 29: 580-17-6
+:Nc1cc2c3ccccc3Nc2cc1                              :    14.42359:     -0.4800:      0.1431:     -0.6231:  0/ 39: 6377-12-4
+:Nc1ccc2nc3cc(N)ccc3nc2c1                          :    17.57243:      3.9700:      2.5327:      1.4373:  0/ 47: 120209-97-4
-:Nc1cccc2ncccc12                                   :    10.54544:     -2.0000:     -2.8000:      0.8000:  0/ 29: 611-34-7
-:Nc1ccc2cc3ccccc3cc2c1                             :    18.10770:      2.6200:      2.9390:     -0.3190:  0/ 41: 613-13-8
-:Nc1ccc(cc1Cl)c2ccc(N)c(Cl)c2                      :    15.73864:      0.8100:      1.1411:     -0.3311:  1/ 51: 91-94-1
-:Cc1ccc(N)c(C)c1                                   :     9.95340:     -2.2200:     -3.2493:      1.0293:  0/ 29: 95-68-1
-:Nc1ccc(cc1)c2ccccc2                               :    13.72546:     -0.1400:     -0.3867:      0.2467:  0/ 37: 92-67-1
-:Oc1ccc2c3ccc(N)cc3Cc2c1                           :    16.57325:      0.4100:      1.7745:     -1.3645:  2/ 45: 1953-38-4
-:Cc1cc(N)c(C)cc1                                   :     9.95340:     -2.4000:     -3.2493:      0.8493:  0/ 29: 95-78-3
-:Cc1cc(ccc1N)c2ccc(N)c(C)c2                        :    13.81900:      0.0100:     -0.3157:      0.3257:  0/ 51: 119-93-7
-:Nc2ccccc2c1cc(ccc1)[N+]([O-])=O                   :    13.81606:     -0.8900:     -0.3179:     -0.5721:  0/ 61: 34862-87-8
-:Nc2cc3ccccc3c1ccccc12                             :    17.46926:      2.9800:      2.4545:      0.5255:  0/ 41: 947-73-9
-:Clc1cc(N)cc(Cl)c1N                                :    13.43994:     -0.6900:     -0.6034:     -0.0866:  1/ 31: 609-20-1
-:Nc2ccccc2c1ccc(N)cc1                              :    11.63489:     -0.9200:     -1.9732:      1.0532:  0/ 39: 492-17-1
-:Nc1ccc(cc1)Oc2ccc(N)cc2                           :    13.10096:     -1.1400:     -0.8606:     -0.2794:  1/ 45: 101-80-4
-:Nc2cccc1c3ccccc3Cc12                              :    15.26537:      0.4300:      0.7819:     -0.3519:  1/ 39: 6344-63-4
-:FC(F)(F)c1cc(N)ccc1                               :    12.55530:     -0.8000:     -1.2747:      0.4747:  2/ 37: 98-16-8
-:Nc1cc(ccc1)c2ccc(cc2)[N+]([O-])=O                 :    14.78583:      0.6900:      0.4180:      0.2720:  0/ 65: 53059-29-3
-:CCc1cc(ccc1N)Cc2ccc(N)c(CC)c2                     :    12.97659:     -0.9900:     -0.9550:     -0.0350:  0/ 57: 19900-65-3
-:Nc1ccc(cc1)c2ccc(N)cc2                            :    13.52373:     -0.3900:     -0.5398:      0.1498:  0/ 43: 92-87-5
-:Nc1cc(Cl)ccc1N                                    :    12.01202:     -0.4900:     -1.6870:      1.1970:  0/ 25: 95-83-0
-:Nc2ccc3ccc1ccccc1c3c2                             :    19.90921:      3.7700:      4.3061:     -0.5361:  0/ 41: 1892-54-2
-:Nc2cccc1cc3ccccc3cc12                             :    17.46926:      1.1800:      2.4545:     -1.2745:  0/ 41: 610-49-1
-:Nc2c3ccccc3cc1ccccc12                             :    17.46926:      0.8700:      2.4545:     -1.5845:  0/ 41: 779-03-3
-:Nc2cccc3Nc1ccccc1c23                              :    13.34623:     -1.4200:     -0.6745:     -0.7455:  0/ 39: 18992-64-8
-:Nc4cc2c(ccc1ccccc12)c3ccccc34                     :    18.37306:      1.8300:      3.1403:     -1.3103:  1/ 57: 2642-98-0
#:Brc1ccc2c3ccc(N)cc3Cc2c1                          :    17.62730:      2.6200:      2.5744:      0.0456:  2/ 45: 6638-60-4
#:Nc1cc(C)ccc1OC                                    :    10.18737:     -2.0500:     -3.0717:      1.0217:  0/ 27: 120-71-8
#:Nc2cccc3Cc1ccccc1c23                              :    14.82646:      1.1300:      0.4489:      0.6811:  1/ 39: 7083-63-8
#:Nc1cc(ccc1)c2cc(ccc2)[N+]([O-])=O                 :    14.78583:     -0.5500:      0.4180:     -0.9680:  0/ 65: 31835-64-0
#:Nc2ccccc2c1ccc(cc1)[N+]([O-])=O                   :    13.81606:     -0.6200:     -0.3179:     -0.3021:  0/ 61: 6272-52-2
#:Nc2ccccc2c1ccccc1N                                :    12.34203:     -1.5200:     -1.4365:     -0.0835:  0/ 35: 1454-80-4
#:Nc3cccc2c3ccc1ccccc12                             :    17.46926:      2.3800:      2.4545:     -0.0745:  0/ 41: 4176-53-8
#:Nc1ccc2nc3ccccc3nc2c1                             :    17.77416:      0.5500:      2.6858:     -2.1358:  0/ 41: 2876-23-5
#:O=[N+]([O-])c1cc(ccc1N)[N+]([O-])=O               :    12.01641:     -2.0000:     -1.6837:     -0.3163:  1/ 69: 97-02-9
#:Nc2ccc(Cc1ccc(N)cc1)cc2                           :    12.35061:     -1.6000:     -1.4300:     -0.1700:  0/ 45: 101-77-9
#:Nc2cc4cccc3c1ccccc1c(c2)c34                       :    20.32894:      3.2300:      4.6246:     -1.3946:  1/ 53: 13177-26-9
#:Nc2ccc(CCc1ccc(N)cc1)cc2                          :    12.51596:     -2.1500:     -1.3046:     -0.8454:  0/ 47: 621-95-4
#:Nc1cc2ccc3ccccc3c2cc1                             :    18.10770:      2.4600:      2.9390:     -0.4790:  0/ 41: 3366-65-2
#:Nc1c(cc(cc1Br)[N+]([O-])=O)[N+]([O-])=O           :    12.44248:     -0.5400:     -1.3603:      0.8203:  1/ 75: 1817-73-8
#:Nc2ccccc2c1ccccc1                                 :    11.83663:     -1.4900:     -1.8201:      0.3301:  0/ 33: 90-41-5
#:Nc1ccccc1Cl                                       :     9.78376:     -3.0000:     -3.3780:      0.3780:  1/ 19: 95-51-2
#:Nc1ccc(cc1)C2CCCCC2                               :    11.64492:     -1.2400:     -1.9656:      0.7256:  3/ 37: 6373-50-8
#:Nc2ccc(Oc1ccccc1)cc2                              :    13.30270:      0.3800:     -0.7075:      1.0875:  1/ 39: 139-59-3
#:[O-][N+](=O)c1ccc2c(c1)Cc3cc(N)ccc23              :    17.11272:      3.0000:      2.1839:      0.8161:  0/ 71: 1214-32-0
#:Nc1ccc(cc1)c2ccc(cc2)[N+]([O-])=O                 :    14.78583:      1.0400:      0.4180:      0.6220:  0/ 65: 1211-40-1
#:Nc1cc(ccc1)c2ccc(N)cc2                            :    13.52373:      0.2000:     -0.5398:      0.7398:  0/ 43: 32316-90-8
#:Nc4ccc1ccc2cccc3ccc4c1c23                         :    18.53169:      1.4300:      3.2607:     -1.8307:  0/ 49: 1606-67-3
#:CC(C)c1cc(ccc1N)Cc2ccc(N)c(c2)C(C)C               :    11.99353:     -1.7700:     -1.7010:     -0.0690:  0/ 69: 19900-66-4
