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=2
The number of active SMILES attributes (ASA) =37



IMPORTANT: In the case of classic scheme W%=N101/Nall, otherwise W%=N111/Nall
Percent of ASA with presence in all sets (W%) =76

Defect of Split = 6.2658

Intercept (c0) and slope (c1) calculated for each set individually:
Training set   : c0= -10.79966 c1=   1.10500
InvTraining set: c0=  -8.02110 c1=   0.81152
Calibration set: c0=  -8.53142 c1=   0.86959

Slope and intesept calculated with subtraining set give the model:

Endpoint = -10.7996631 ( 0.1452005) +    1.1049964 ( 0.0154908) * DCW(2,10)

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
                                 :  0.9065:  0.8827:  0.7959
                                1:  0.1237:  0.0085:  0.0007
                                2:  0.0067:  0.0159:  0.0792
                                3:  0.1285:  0.0245:  0.0199
                                4:  0.0046:  0.0061:  0.0524
                                5:  0.0260:  0.0248:  0.0170
                                6:  0.0001:  0.0094:  0.0000
                                7:  0.0004:  0.0814:  0.0736
                                8:  0.1429:  0.0164:  0.0754
                                9:  0.0045:  0.1318:  0.0422
                               10:  0.0019:  0.0593:  0.0149
Rr2, i.e. average randomized R   :  0.0439:  0.0378:  0.0375
   CRp2=R*sqrt(R2-Rr2) [1]       :  0.8843:  0.8636:  0.7769:

 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          =    0.7959
r02         =    0.7955
rr02        =    0.7956
(r2-r02)/r2 =    0.0005 should be < 0.1 [1]
(r2-rr02)/r2=    0.0004 should be < 0.1 [1]
k           =    1.0113 should be 0.85 <  k < 1.15 [1]
kk          =    0.7867 should be 0.85 < kk < 1.15 [1]
Rm2(test)   =    0.7805 should be > 0.5 [2]

n           =      23
r2          =    0.7959
r02         =    0.7956
rr02        =    0.7955
(r2-r02)/r2 =    0.0004 should be < 0.1 [1]
(r2-rr02)/r2=    0.0005 should be < 0.1 [1]
k           =    0.7867 should be 0.85 <  k < 1.15 [1]
kk          =    1.0113 should be 0.85 < kk < 1.15 [1]
R*m2(test)  =    0.7818 should be > 0.5 [2]

Average Rm2 = 0.7812 should be larger 0.5 [3]
Delta Rm2 = 0.0012 should be lower 0.2 [3]

        :  n :  R2   :  CCC  :  IIC  :  Q2   :     s  :    MAE :  F     
Training:  24: 0.9065: 0.9510: 0.8056: 0.8900:   0.690:   0.548:      213
InvTrain:  24: 0.8827: 0.9090: 0.5988: 0.8586:   0.786:   0.627:      166
Calib   :  23: 0.7959: 0.8850: 0.7390: 0.7605:   0.962:   0.792:       82

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(2,10):        Expr:        Calc:   Expr-Calc:Blk/All: ID 
+:Nc4cccc1c4c2cccc3cccc1c23                         :    12.57962:      2.8800:      3.1008:     -0.2208:  0/ 49: 13177-27-0
+:Nc1cccc2cccnc12                                   :     8.32171:     -1.1400:     -1.6042:      0.4642:  0/ 29: 578-66-5
+:Nc1ccc2ccccc2c1                                   :     7.86482:     -0.6700:     -2.1091:      1.4391:  0/ 29: 91-59-8
+:Cc1cc(C)c(N)cc1C                                  :     7.36217:     -1.3200:     -2.6645:      1.3445:  0/ 31: 137-17-7
+:Nc1ccc2c3ccccc3Nc2c1                              :    10.04918:      0.6000:      0.3046:      0.2954:  0/ 39: 4539-51-9
+:Cc1ccc(O)c(N)c1                                   :     7.58993:     -2.1000:     -2.4128:      0.3128:  0/ 29: 95-84-1
+:Nc1ccc(cc1)Sc2ccc(N)cc2                           :     9.38431:      0.3100:     -0.4300:      0.7400:  3/ 45: 139-65-1
+:CC(C)c1ccc(N)cc1N                                 :     7.25949:     -3.0000:     -2.7780:     -0.2220:  1/ 33: 00-00-01
+:Fc1ccc(N)c(F)c1                                   :     7.59892:     -2.7000:     -2.4029:     -0.2971:  0/ 29: 367-25-9
+:Nc4ccc3cccc2c1ccccc1c4c23                         :    12.57962:      3.3500:      3.1008:      0.2492:  0/ 49: 13177-25-8
+:Nc1ccc(Cl)cc1                                     :     7.95375:     -2.5200:     -2.0108:     -0.5092:  0/ 23: 106-47-8
+:Nc1cc(ccc1)c2cc(N)ccc2                            :     9.60095:     -1.3000:     -0.1906:     -1.1094:  0/ 43: 2050-89-7
+:Nc1ccc(OC)cc1C                                    :     7.69059:     -3.0000:     -2.3016:     -0.6984:  0/ 27: 102-50-1
+:Nc1cc(N)ccc1CCCC                                  :     7.09563:     -2.7000:     -2.9590:      0.2590:  0/ 31: 00-00-02
+:Nc3ccc4c2cccc1cccc(c12)c4c3                       :    13.40335:      3.8000:      4.0110:     -0.2110:  1/ 53: 5869-25-0
+:Nc1ccc(Br)cc1                                     :     7.30925:     -2.7000:     -2.7230:      0.0230:  1/ 23: 106-40-1
+:Nc1cc(Cl)ccc1O                                    :     7.43670:     -3.0000:     -2.5821:     -0.4179:  0/ 25: 95-85-2
+:Nc1ccc(cc1OC)c2ccc(N)c(OC)c2                      :    10.00154:      0.1500:      0.2520:     -0.1020:  0/ 55: 119-90-4
+:[O-][N+](=O)c1ccc(N)c2ccccc12                     :     8.72504:     -1.7700:     -1.1585:     -0.6115: 13/ 57: 776-34-1
+:Nc2cccc1nc3ccccc3nc12                             :    10.50385:     -0.0100:      0.8070:     -0.8170:  1/ 41: 2876-22-4
+:Fc2cc(Cc1ccc(N)c(F)c1)ccc2N                       :     9.81659:      0.2300:      0.0476:      0.1824:  1/ 53: 13824-23-2
+:Nc1cc2ccccc2nc1                                   :     7.44905:     -3.1400:     -2.5685:     -0.5715:  0/ 29: 580-17-6
+:Nc1cc2c3ccccc3Nc2cc1                              :    10.04918:     -0.4800:      0.3046:     -0.7846:  0/ 39: 6377-12-4
+:Nc1ccc2nc3cc(N)ccc3nc2c1                          :    12.22337:      3.9700:      2.7071:      1.2629:  0/ 47: 120209-97-4
-:Nc1cccc2ncccc12                                   :     7.13581:     -2.0000:     -2.9146:      0.9146:  0/ 29: 611-34-7
-:Nc1ccc2cc3ccccc3cc2c1                             :    12.34459:      2.6200:      2.8411:     -0.2211:  0/ 41: 613-13-8
-:Nc1ccc(cc1Cl)c2ccc(N)c(Cl)c2                      :    11.11067:      0.8100:      1.4776:     -0.6676:  1/ 51: 91-94-1
-:Cc1ccc(N)c(C)c1                                   :     7.22643:     -2.2200:     -2.8145:      0.5945:  0/ 29: 95-68-1
-:Nc1ccc(cc1)c2ccccc2                               :     9.40147:     -0.1400:     -0.4111:      0.2711:  0/ 37: 92-67-1
-:Oc1ccc2c3ccc(N)cc3Cc2c1                           :    11.42174:      0.4100:      1.8213:     -1.4113:  2/ 45: 1953-38-4
-:Cc1cc(N)c(C)cc1                                   :     7.22643:     -2.4000:     -2.8145:      0.4145:  0/ 29: 95-78-3
-:Cc1cc(ccc1N)c2ccc(N)c(C)c2                        :     9.39331:      0.0100:     -0.4201:      0.4301:  1/ 51: 119-93-7
-:Nc2ccccc2c1cc(ccc1)[N+]([O-])=O                   :     9.45945:     -0.8900:     -0.3470:     -0.5430: 15/ 61: 34862-87-8
-:Nc2cc3ccccc3c1ccccc12                             :    12.03135:      2.9800:      2.4949:      0.4851:  0/ 41: 947-73-9
-:Clc1cc(N)cc(Cl)c1N                                :     9.13568:     -0.6900:     -0.7048:      0.0148:  2/ 31: 609-20-1
-:Nc2ccccc2c1ccc(N)cc1                              :     8.21838:     -0.9200:     -1.7184:      0.7984:  0/ 39: 492-17-1
-:Nc1ccc(cc1)Oc2ccc(N)cc2                           :     9.31114:     -1.1400:     -0.5109:     -0.6291:  1/ 45: 101-80-4
-:Nc2cccc1c3ccccc3Cc12                              :    10.48220:      0.4300:      0.7831:     -0.3531:  1/ 39: 6344-63-4
-:FC(F)(F)c1cc(N)ccc1                               :     8.68776:     -0.8000:     -1.1997:      0.3997:  2/ 37: 98-16-8
-:Nc1cc(ccc1)c2ccc(cc2)[N+]([O-])=O                 :    10.38127:      0.6900:      0.6716:      0.0184: 16/ 65: 53059-29-3
-:CCc1cc(ccc1N)Cc2ccc(N)c(CC)c2                     :     8.82422:     -0.9900:     -1.0489:      0.0589:  1/ 57: 19900-65-3
-:Nc1ccc(cc1)c2ccc(N)cc2                            :     9.60095:     -0.3900:     -0.1906:     -0.1994:  0/ 43: 92-87-5
-:Nc1cc(Cl)ccc1N                                    :     8.01106:     -0.4900:     -1.9475:      1.4575:  1/ 25: 95-83-0
-:Nc2ccc3ccc1ccccc1c3c2                             :    13.97468:      3.7700:      4.6423:     -0.8723:  0/ 41: 1892-54-2
-:Nc2cccc1cc3ccccc3cc12                             :    12.03135:      1.1800:      2.4949:     -1.3149:  0/ 41: 610-49-1
-:Nc2c3ccccc3cc1ccccc12                             :    12.03135:      0.8700:      2.4949:     -1.6249:  0/ 41: 779-03-3
-:Nc2cccc3Nc1ccccc1c23                              :     8.98500:     -1.4200:     -0.8713:     -0.5487:  0/ 39: 18992-64-8
-:Nc4cc2c(ccc1ccccc12)c3ccccc34                     :    12.15879:      1.8300:      2.6358:     -0.8058:  2/ 57: 2642-98-0
#:Brc1ccc2c3ccc(N)cc3Cc2c1                          :    11.54069:      2.6200:      1.9528:      0.6672:  3/ 45: 6638-60-4
#:Nc1cc(C)ccc1OC                                    :     6.81213:     -2.0500:     -3.2723:      1.2223:  0/ 27: 120-71-8
#:Nc2cccc3Cc1ccccc1c23                              :     9.73126:      1.1300:     -0.0467:      1.1767:  1/ 39: 7083-63-8
#:Nc1cc(ccc1)c2cc(ccc2)[N+]([O-])=O                 :    10.38127:     -0.5500:      0.6716:     -1.2216: 16/ 65: 31835-64-0
#:Nc2ccccc2c1ccc(cc1)[N+]([O-])=O                   :     9.45945:     -0.6200:     -0.3470:     -0.2730: 15/ 61: 6272-52-2
#:Nc2ccccc2c1ccccc1N                                :     8.07620:     -1.5200:     -1.8755:      0.3555:  1/ 35: 1454-80-4
#:Nc3cccc2c3ccc1ccccc12                             :    12.03135:      2.3800:      2.4949:     -0.1149:  0/ 41: 4176-53-8
#:Nc1ccc2nc3ccccc3nc2c1                             :    12.02389:      0.5500:      2.4867:     -1.9367:  0/ 41: 2876-23-5
#:O=[N+]([O-])c1cc(ccc1N)[N+]([O-])=O               :     8.12460:     -2.0000:     -1.8220:     -0.1780: 30/ 69: 97-02-9
#:Nc2ccc(Cc1ccc(N)cc1)cc2                           :     8.85508:     -1.6000:     -1.0148:     -0.5852:  0/ 45: 101-77-9
#:Nc2cc4cccc3c1ccccc1c(c2)c34                       :    13.94804:      3.2300:      4.6129:     -1.3829:  2/ 53: 13177-26-9
#:Nc2ccc(CCc1ccc(N)cc1)cc2                          :     8.94347:     -2.1500:     -0.9172:     -1.2328:  0/ 47: 621-95-4
#:Nc1cc2ccc3ccccc3c2cc1                             :    12.34459:      2.4600:      2.8411:     -0.3811:  0/ 41: 3366-65-2
#:Nc1c(cc(cc1Br)[N+]([O-])=O)[N+]([O-])=O           :     8.50061:     -0.5400:     -1.4065:      0.8665: 32/ 75: 1817-73-8
#:Nc2ccccc2c1ccccc1                                 :     8.01890:     -1.4900:     -1.9388:      0.4488:  0/ 33: 90-41-5
#:Nc1ccccc1Cl                                       :     6.87460:     -3.0000:     -3.2033:      0.2033:  1/ 19: 95-51-2
#:Nc1ccc(cc1)C2CCCCC2                               :     8.17529:     -1.2400:     -1.7660:      0.5260:  3/ 37: 6373-50-8
#:Nc2ccc(Oc1ccccc1)cc2                              :     9.11165:      0.3800:     -0.7313:      1.1113:  1/ 39: 139-59-3
#:[O-][N+](=O)c1ccc2c(c1)Cc3cc(N)ccc23              :    11.30638:      3.0000:      1.6938:      1.3062: 13/ 71: 1214-32-0
#:Nc1ccc(cc1)c2ccc(cc2)[N+]([O-])=O                 :    10.38127:      1.0400:      0.6716:      0.3684: 16/ 65: 1211-40-1
#:Nc1cc(ccc1)c2ccc(N)cc2                            :     9.60095:      0.2000:     -0.1906:      0.3906:  0/ 43: 32316-90-8
#:Nc4ccc1ccc2cccc3ccc4c1c23                         :    12.57962:      1.4300:      3.1008:     -1.6708:  0/ 49: 1606-67-3
#:CC(C)c1cc(ccc1N)Cc2ccc(N)c(c2)C(C)C               :     8.70299:     -1.7700:     -1.1829:     -0.5871:  2/ 69: 19900-66-4
