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= -10.10434 c1=   0.94106
InvTraining set: c0=  -6.99939 c1=   0.63885
Calibration set: c0=  -7.67996 c1=   0.70650

Slope and intesept calculated with subtraining set give the model:

Endpoint = -10.1043432 ( 0.1408063) +    0.9410612 ( 0.0135524) * 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
                                 :  0.9001:  0.8711:  0.8224
                                1:  0.0024:  0.0069:  0.0009
                                2:  0.0016:  0.0253:  0.0009
                                3:  0.0371:  0.0443:  0.0560
                                4:  0.0331:  0.0089:  0.0641
                                5:  0.0264:  0.0078:  0.0295
                                6:  0.0991:  0.0000:  0.0013
                                7:  0.0033:  0.0029:  0.0253
                                8:  0.0166:  0.0640:  0.0184
                                9:  0.0737:  0.0811:  0.0000
                               10:  0.0038:  0.0292:  0.0005
Rr2, i.e. average randomized R   :  0.0297:  0.0270:  0.0197
   CRp2=R*sqrt(R2-Rr2) [1]       :  0.8851:  0.8575:  0.8125:

 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          =    0.8224
r02         =    0.8192
rr02        =    0.8198
(r2-r02)/r2 =    0.0038 should be < 0.1 [1]
(r2-rr02)/r2=    0.0032 should be < 0.1 [1]
k           =    1.0952 should be 0.85 <  k < 1.15 [1]
kk          =    0.7485 should be 0.85 < kk < 1.15 [1]
Rm2(test)   =    0.7763 should be > 0.5 [2]

n           =      23
r2          =    0.8224
r02         =    0.8198
rr02        =    0.8192
(r2-r02)/r2 =    0.0032 should be < 0.1 [1]
(r2-rr02)/r2=    0.0038 should be < 0.1 [1]
k           =    0.7485 should be 0.85 <  k < 1.15 [1]
kk          =    1.0952 should be 0.85 < kk < 1.15 [1]
R*m2(test)  =    0.7803 should be > 0.5 [2]

Average Rm2 = 0.7783 should be larger 0.5 [3]
Delta Rm2 = 0.0040 should be lower 0.2 [3]

        :  n :  R2   :  CCC  :  IIC  :  Q2   :     s  :    MAE :  F     
Training:  24: 0.9001: 0.9474: 0.9487: 0.8826:   0.714:   0.568:      198
InvTrain:  24: 0.8711: 0.8815: 0.5054: 0.8446:   0.941:   0.766:      149
Calib   :  23: 0.8224: 0.8893: 0.6081: 0.7918:   0.980:   0.798:       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(2,10):        Expr:        Calc:   Expr-Calc:Blk/All: ID 
+:Nc4cccc1c4c2cccc3cccc1c23                         :    14.10727:      2.8800:      3.1715:     -0.2915:  0/ 49: 13177-27-0
+:Nc1cccc2cccnc12                                   :     8.74242:     -1.1400:     -1.8772:      0.7372:  0/ 29: 578-66-5
+:Nc1ccc2ccccc2c1                                   :     8.47195:     -0.6700:     -2.1317:      1.4617:  0/ 29: 91-59-8
+:Cc1cc(C)c(N)cc1C                                  :     7.95712:     -1.3200:     -2.6162:      1.2962:  0/ 31: 137-17-7
+:Nc1ccc2c3ccccc3Nc2c1                              :    11.28161:      0.6000:      0.5123:      0.0877:  0/ 39: 4539-51-9
+:Cc1ccc(O)c(N)c1                                   :     8.04449:     -2.1000:     -2.5340:      0.4340:  0/ 29: 95-84-1
+:Nc1ccc(cc1)Sc2ccc(N)cc2                           :    10.39052:      0.3100:     -0.3262:      0.6362:  3/ 45: 139-65-1
+:CC(C)c1ccc(N)cc1N                                 :     7.65184:     -3.0000:     -2.9035:     -0.0965:  1/ 33: 00-00-01
+:Fc1ccc(N)c(F)c1                                   :     8.31885:     -2.7000:     -2.2758:     -0.4242:  0/ 29: 367-25-9
+:Nc4ccc3cccc2c1ccccc1c4c23                         :    14.10727:      3.3500:      3.1715:      0.1785:  0/ 49: 13177-25-8
+:Nc1ccc(Cl)cc1                                     :     8.61530:     -2.5200:     -1.9968:     -0.5232:  0/ 23: 106-47-8
+:Nc1cc(ccc1)c2cc(N)ccc2                            :    10.51244:     -1.3000:     -0.2115:     -1.0885:  0/ 43: 2050-89-7
+:Nc1ccc(OC)cc1C                                    :     8.37462:     -3.0000:     -2.2233:     -0.7767:  0/ 27: 102-50-1
+:Nc1cc(N)ccc1CCCC                                  :     7.62434:     -2.7000:     -2.9294:      0.2294:  0/ 31: 00-00-02
+:Nc3ccc4c2cccc1cccc(c12)c4c3                       :    14.43895:      3.8000:      3.4836:      0.3164:  1/ 53: 5869-25-0
+:Nc1ccc(Br)cc1                                     :     7.62126:     -2.7000:     -2.9323:      0.2323:  1/ 23: 106-40-1
+:Nc1cc(Cl)ccc1O                                    :     8.07359:     -3.0000:     -2.5066:     -0.4934:  0/ 25: 95-85-2
+:Nc1ccc(cc1OC)c2ccc(N)c(OC)c2                      :    10.98969:      0.1500:      0.2376:     -0.0876:  0/ 55: 119-90-4
+:[O-][N+](=O)c1ccc(N)c2ccccc12                     :     9.16059:     -1.7700:     -1.4837:     -0.2863: 13/ 57: 776-34-1
+:Nc2cccc1nc3ccccc3nc12                             :    11.68913:     -0.0100:      0.8958:     -0.9058:  1/ 41: 2876-22-4
+:Fc2cc(Cc1ccc(N)c(F)c1)ccc2N                       :    10.92671:      0.2300:      0.1784:      0.0516:  1/ 53: 13824-23-2
+:Nc1cc2ccccc2nc1                                   :     8.29937:     -3.1400:     -2.2941:     -0.8459:  0/ 29: 580-17-6
+:Nc1cc2c3ccccc3Nc2cc1                              :    11.28161:     -0.4800:      0.5123:     -0.9923:  0/ 39: 6377-12-4
+:Nc1ccc2nc3cc(N)ccc3nc2c1                          :    13.73301:      3.9700:      2.8193:      1.1507:  0/ 47: 120209-97-4
-:Nc1cccc2ncccc12                                   :     7.65032:     -2.0000:     -2.9049:      0.9049:  0/ 29: 611-34-7
-:Nc1ccc2cc3ccccc3cc2c1                             :    14.28482:      2.6200:      3.3385:     -0.7185:  0/ 41: 613-13-8
-:Nc1ccc(cc1Cl)c2ccc(N)c(Cl)c2                      :    12.28204:      0.8100:      1.4538:     -0.6438:  1/ 51: 91-94-1
-:Cc1ccc(N)c(C)c1                                   :     7.56473:     -2.2200:     -2.9855:      0.7655:  0/ 29: 95-68-1
-:Nc1ccc(cc1)c2ccccc2                               :    10.29295:     -0.1400:     -0.4180:      0.2780:  0/ 37: 92-67-1
-:Oc1ccc2c3ccc(N)cc3Cc2c1                           :    13.11119:      0.4100:      2.2341:     -1.8241:  2/ 45: 1953-38-4
-:Cc1cc(N)c(C)cc1                                   :     7.56473:     -2.4000:     -2.9855:      0.5855:  0/ 29: 95-78-3
-:Cc1cc(ccc1N)c2ccc(N)c(C)c2                        :    10.08604:      0.0100:     -0.6128:      0.6228:  1/ 51: 119-93-7
-:Nc2ccccc2c1cc(ccc1)[N+]([O-])=O                   :    10.62341:     -0.8900:     -0.1071:     -0.7829: 15/ 61: 34862-87-8
-:Nc2cc3ccccc3c1ccccc12                             :    13.63577:      2.9800:      2.7278:      0.2522:  0/ 41: 947-73-9
-:Clc1cc(N)cc(Cl)c1N                                :     9.85934:     -0.6900:     -0.8261:      0.1361:  2/ 31: 609-20-1
-:Nc2ccccc2c1ccc(N)cc1                              :     9.12187:     -0.9200:     -1.5201:      0.6001:  0/ 39: 492-17-1
-:Nc1ccc(cc1)Oc2ccc(N)cc2                           :    10.22022:     -1.1400:     -0.4865:     -0.6535:  1/ 45: 101-80-4
-:Nc2cccc1c3ccccc3Cc12                              :    11.69219:      0.4300:      0.8987:     -0.4687:  1/ 39: 6344-63-4
-:FC(F)(F)c1cc(N)ccc1                               :     9.46574:     -0.8000:     -1.1965:      0.3965:  2/ 37: 98-16-8
-:Nc1cc(ccc1)c2ccc(cc2)[N+]([O-])=O                 :    11.36072:      0.6900:      0.5868:      0.1032: 16/ 65: 53059-29-3
-:CCc1cc(ccc1N)Cc2ccc(N)c(CC)c2                     :     9.35008:     -0.9900:     -1.3053:      0.3153:  1/ 57: 19900-65-3
-:Nc1ccc(cc1)c2ccc(N)cc2                            :    10.51244:     -0.3900:     -0.2115:     -0.1785:  0/ 43: 92-87-5
-:Nc1cc(Cl)ccc1N                                    :     8.62158:     -0.4900:     -1.9909:      1.5009:  1/ 25: 95-83-0
-:Nc2ccc3ccc1ccccc1c3c2                             :    15.85517:      3.7700:      4.8163:     -1.0463:  0/ 41: 1892-54-2
-:Nc2cccc1cc3ccccc3cc12                             :    13.63577:      1.1800:      2.7278:     -1.5478:  0/ 41: 610-49-1
-:Nc2c3ccccc3cc1ccccc12                             :    13.63577:      0.8700:      2.7278:     -1.8578:  0/ 41: 779-03-3
-:Nc2cccc3Nc1ccccc1c23                              :    10.02411:     -1.4200:     -0.6710:     -0.7490:  0/ 39: 18992-64-8
-:Nc4cc2c(ccc1ccccc12)c3ccccc34                     :    14.23528:      1.8300:      3.2919:     -1.4619:  2/ 57: 2642-98-0
#:Brc1ccc2c3ccc(N)cc3Cc2c1                          :    13.27536:      2.6200:      2.3886:      0.2314:  3/ 45: 6638-60-4
#:Nc1cc(C)ccc1OC                                    :     7.34835:     -2.0500:     -3.1891:      1.1391:  0/ 27: 120-71-8
#:Nc2cccc3Cc1ccccc1c23                              :    11.08374:      1.1300:      0.3261:      0.8039:  1/ 39: 7083-63-8
#:Nc1cc(ccc1)c2cc(ccc2)[N+]([O-])=O                 :    11.36072:     -0.5500:      0.5868:     -1.1368: 16/ 65: 31835-64-0
#:Nc2ccccc2c1ccc(cc1)[N+]([O-])=O                   :    10.62341:     -0.6200:     -0.1071:     -0.5129: 15/ 61: 6272-52-2
#:Nc2ccccc2c1ccccc1N                                :     8.90866:     -1.5200:     -1.7207:      0.2007:  1/ 35: 1454-80-4
#:Nc3cccc2c3ccc1ccccc12                             :    13.63577:      2.3800:      2.7278:     -0.3478:  0/ 41: 4176-53-8
#:Nc1ccc2nc3ccccc3nc2c1                             :    13.51353:      0.5500:      2.6127:     -2.0627:  0/ 41: 2876-23-5
#:O=[N+]([O-])c1cc(ccc1N)[N+]([O-])=O               :     8.75625:     -2.0000:     -1.8642:     -0.1358: 30/ 69: 97-02-9
#:Nc2ccc(Cc1ccc(N)cc1)cc2                           :     9.66234:     -1.6000:     -1.0115:     -0.5885:  0/ 45: 101-77-9
#:Nc2cc4cccc3c1ccccc1c(c2)c34                       :    16.02424:      3.2300:      4.9755:     -1.7455:  2/ 53: 13177-26-9
#:Nc2ccc(CCc1ccc(N)cc1)cc2                          :     9.71941:     -2.1500:     -0.9578:     -1.1922:  0/ 47: 621-95-4
#:Nc1cc2ccc3ccccc3c2cc1                             :    14.28482:      2.4600:      3.3385:     -0.8785:  0/ 41: 3366-65-2
#:Nc1c(cc(cc1Br)[N+]([O-])=O)[N+]([O-])=O           :     8.97067:     -0.5400:     -1.6624:      1.1224: 32/ 75: 1817-73-8
#:Nc2ccccc2c1ccccc1                                 :     8.90238:     -1.4900:     -1.7267:      0.2367:  0/ 33: 90-41-5
#:Nc1ccccc1Cl                                       :     7.14490:     -3.0000:     -3.3806:      0.3806:  1/ 19: 95-51-2
#:Nc1ccc(cc1)C2CCCCC2                               :     8.63031:     -1.2400:     -1.9827:      0.7427:  3/ 37: 6373-50-8
#:Nc2ccc(Oc1ccccc1)cc2                              :    10.00073:      0.3800:     -0.6930:      1.0730:  1/ 39: 139-59-3
#:[O-][N+](=O)c1ccc2c(c1)Cc3cc(N)ccc23              :    12.90471:      3.0000:      2.0398:      0.9602: 13/ 71: 1214-32-0
#:Nc1ccc(cc1)c2ccc(cc2)[N+]([O-])=O                 :    11.36072:      1.0400:      0.5868:      0.4532: 16/ 65: 1211-40-1
#:Nc1cc(ccc1)c2ccc(N)cc2                            :    10.51244:      0.2000:     -0.2115:      0.4115:  0/ 43: 32316-90-8
#:Nc4ccc1ccc2cccc3ccc4c1c23                         :    14.10727:      1.4300:      3.1715:     -1.7415:  0/ 49: 1606-67-3
#:CC(C)c1cc(ccc1N)Cc2ccc(N)c(c2)C(C)C               :     9.13175:     -1.7700:     -1.5108:     -0.2592:  2/ 69: 19900-66-4
