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= -10.52872 c1=   1.12470
InvTraining set: c0=  -7.62014 c1=   0.81905
Calibration set: c0=  -7.95532 c1=   0.84406

Slope and intesept calculated with subtraining set give the model:

Endpoint = -10.5287196 ( 0.1543218) +    1.1246959 ( 0.0165342) * 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
                                 :  0.9060:  0.9035:  0.8303
                                1:  0.0202:  0.0465:  0.0050
                                2:  0.0139:  0.0167:  0.0051
                                3:  0.0295:  0.0481:  0.0975
                                4:  0.0680:  0.0003:  0.0053
                                5:  0.0559:  0.0149:  0.0031
                                6:  0.0611:  0.0256:  0.0243
                                7:  0.0195:  0.2352:  0.0071
                                8:  0.0012:  0.2335:  0.0088
                                9:  0.0542:  0.0269:  0.0309
                               10:  0.1076:  0.0023:  0.0205
Rr2, i.e. average randomized R   :  0.0431:  0.0650:  0.0208
   CRp2=R*sqrt(R2-Rr2) [1]       :  0.8842:  0.8704:  0.8198:

 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          =    0.8303
r02         =    0.8293
rr02        =    0.8294
(r2-r02)/r2 =    0.0012 should be < 0.1 [1]
(r2-rr02)/r2=    0.0010 should be < 0.1 [1]
k           =    1.1062 should be 0.85 <  k < 1.15 [1]
kk          =    0.7498 should be 0.85 < kk < 1.15 [1]
Rm2(test)   =    0.8040 should be > 0.5 [2]

n           =      23
r2          =    0.8303
r02         =    0.8294
rr02        =    0.8293
(r2-r02)/r2 =    0.0010 should be < 0.1 [1]
(r2-rr02)/r2=    0.0012 should be < 0.1 [1]
k           =    0.7498 should be 0.85 <  k < 1.15 [1]
kk          =    1.1062 should be 0.85 < kk < 1.15 [1]
R*m2(test)  =    0.8060 should be > 0.5 [2]

Average Rm2 = 0.8050 should be larger 0.5 [3]
Delta Rm2 = 0.0020 should be lower 0.2 [3]

        :  n :  R2   :  CCC  :  IIC  :  Q2   :     s  :    MAE :  F     
Training:  24: 0.9060: 0.9507: 0.5711: 0.8886:   0.692:   0.541:      212
InvTrain:  24: 0.9035: 0.9175: 0.8115: 0.8832:   0.757:   0.605:      206
Calib   :  23: 0.8303: 0.8938: 0.5776: 0.7967:   0.962:   0.726:      103

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                         :    12.35026:      2.8800:      3.3616:     -0.4816:  0/ 49: 13177-27-0
+:Nc1cccc2cccnc12                                   :     7.95300:     -1.1400:     -1.5840:      0.4440:  0/ 29: 578-66-5
+:Nc1ccc2ccccc2c1                                   :     7.32515:     -0.6700:     -2.2902:      1.6202:  0/ 29: 91-59-8
+:Cc1cc(C)c(N)cc1C                                  :     7.01061:     -1.3200:     -2.6439:      1.3239:  0/ 31: 137-17-7
+:Nc1ccc2c3ccccc3Nc2c1                              :     9.35515:      0.6000:     -0.0070:      0.6070:  0/ 39: 4539-51-9
+:Cc1ccc(O)c(N)c1                                   :     6.91589:     -2.1000:     -2.7504:      0.6504:  0/ 29: 95-84-1
+:Nc1ccc(cc1)Sc2ccc(N)cc2                           :     9.88692:      0.3100:      0.5911:     -0.2811:  0/ 45: 139-65-1
+:CC(C)c1ccc(N)cc1N                                 :     6.83742:     -3.0000:     -2.8387:     -0.1613:  0/ 33: 00-00-01
+:Fc1ccc(N)c(F)c1                                   :     7.30151:     -2.7000:     -2.3167:     -0.3833:  0/ 29: 367-25-9
+:Nc4ccc3cccc2c1ccccc1c4c23                         :    12.35026:      3.3500:      3.3616:     -0.0116:  0/ 49: 13177-25-8
+:Nc1ccc(Cl)cc1                                     :     7.59131:     -2.5200:     -1.9908:     -0.5292:  0/ 23: 106-47-8
+:Nc1cc(ccc1)c2cc(N)ccc2                            :     8.81815:     -1.3000:     -0.6110:     -0.6890:  0/ 43: 2050-89-7
+:Nc1ccc(OC)cc1C                                    :     7.69926:     -3.0000:     -1.8694:     -1.1306:  0/ 27: 102-50-1
+:Nc1cc(N)ccc1CCCC                                  :     6.70638:     -2.7000:     -2.9861:      0.2861:  0/ 31: 00-00-02
+:Nc3ccc4c2cccc1cccc(c12)c4c3                       :    12.55499:      3.8000:      3.5918:      0.2082:  0/ 53: 5869-25-0
+:Nc1ccc(Br)cc1                                     :     7.03189:     -2.7000:     -2.6200:     -0.0800:  0/ 23: 106-40-1
+:Nc1cc(Cl)ccc1O                                    :     7.23775:     -3.0000:     -2.3885:     -0.6115:  0/ 25: 95-85-2
+:Nc1ccc(cc1OC)c2ccc(N)c(OC)c2                      :     9.30665:      0.1500:     -0.0616:      0.2116:  0/ 55: 119-90-4
+:[O-][N+](=O)c1ccc(N)c2ccccc12                     :     7.95616:     -1.7700:     -1.5805:     -0.1895:  0/ 57: 776-34-1
+:Nc2cccc1nc3ccccc3nc12                             :     9.88730:     -0.0100:      0.5915:     -0.6015:  0/ 41: 2876-22-4
+:Fc2cc(Cc1ccc(N)c(F)c1)ccc2N                       :     9.62466:      0.2300:      0.2961:     -0.0661:  0/ 53: 13824-23-2
+:Nc1cc2ccccc2nc1                                   :     7.28760:     -3.1400:     -2.3324:     -0.8076:  0/ 29: 580-17-6
+:Nc1cc2c3ccccc3Nc2cc1                              :     9.35515:     -0.4800:     -0.0070:     -0.4730:  0/ 39: 6377-12-4
+:Nc1ccc2nc3cc(N)ccc3nc2c1                          :    11.87276:      3.9700:      2.8245:      1.1455:  0/ 47: 120209-97-4
-:Nc1cccc2ncccc12                                   :     6.67816:     -2.0000:     -3.0178:      1.0178:  0/ 29: 611-34-7
-:Nc1ccc2cc3ccccc3cc2c1                             :    12.01640:      2.6200:      2.9861:     -0.3661:  0/ 41: 613-13-8
-:Nc1ccc(cc1Cl)c2ccc(N)c(Cl)c2                      :    10.17379:      0.8100:      0.9137:     -0.1037:  1/ 51: 91-94-1
-:Cc1ccc(N)c(C)c1                                   :     6.44221:     -2.2200:     -3.2832:      1.0632:  0/ 29: 95-68-1
-:Nc1ccc(cc1)c2ccccc2                               :     8.96336:     -0.1400:     -0.4477:      0.3077:  0/ 37: 92-67-1
-:Oc1ccc2c3ccc(N)cc3Cc2c1                           :    10.59896:      0.4100:      1.3919:     -0.9819:  2/ 45: 1953-38-4
-:Cc1cc(N)c(C)cc1                                   :     6.44221:     -2.4000:     -3.2832:      0.8832:  0/ 29: 95-78-3
-:Cc1cc(ccc1N)c2ccc(N)c(C)c2                        :     9.00759:      0.0100:     -0.3979:      0.4079:  0/ 51: 119-93-7
-:Nc2ccccc2c1cc(ccc1)[N+]([O-])=O                   :     8.99634:     -0.8900:     -0.4106:     -0.4794:  0/ 61: 34862-87-8
-:Nc2cc3ccccc3c1ccccc12                             :    11.40696:      2.9800:      2.3006:      0.6794:  0/ 41: 947-73-9
-:Clc1cc(N)cc(Cl)c1N                                :     8.75969:     -0.6900:     -0.6767:     -0.0133:  1/ 31: 609-20-1
-:Nc2ccccc2c1ccc(N)cc1                              :     7.29976:     -0.9200:     -2.3187:      1.3987:  0/ 39: 492-17-1
-:Nc1ccc(cc1)Oc2ccc(N)cc2                           :     8.44525:     -1.1400:     -1.0304:     -0.1096:  1/ 45: 101-80-4
-:Nc2cccc1c3ccccc3Cc12                              :     9.95581:      0.4300:      0.6685:     -0.2385:  1/ 39: 6344-63-4
-:FC(F)(F)c1cc(N)ccc1                               :     8.35645:     -0.8000:     -1.1303:      0.3303:  2/ 37: 98-16-8
-:Nc1cc(ccc1)c2ccc(cc2)[N+]([O-])=O                 :     9.53581:      0.6900:      0.1962:      0.4938:  0/ 65: 53059-29-3
-:CCc1cc(ccc1N)Cc2ccc(N)c(CC)c2                     :     8.37276:     -0.9900:     -1.1119:      0.1219:  0/ 57: 19900-65-3
-:Nc1ccc(cc1)c2ccc(N)cc2                            :     8.81815:     -0.3900:     -0.6110:      0.2210:  0/ 43: 92-87-5
-:Nc1cc(Cl)ccc1N                                    :     8.11725:     -0.4900:     -1.3993:      0.9093:  0/ 25: 95-83-0
-:Nc2ccc3ccc1ccccc1c3c2                             :    13.27833:      3.7700:      4.4054:     -0.6354:  0/ 41: 1892-54-2
-:Nc2cccc1cc3ccccc3cc12                             :    11.40696:      1.1800:      2.3006:     -1.1206:  0/ 41: 610-49-1
-:Nc2c3ccccc3cc1ccccc12                             :    11.40696:      0.8700:      2.3006:     -1.4306:  0/ 41: 779-03-3
-:Nc2cccc3Nc1ccccc1c23                              :     8.20753:     -1.4200:     -1.2977:     -0.1223:  0/ 39: 18992-64-8
-:Nc4cc2c(ccc1ccccc12)c3ccccc34                     :    11.95477:      1.8300:      2.9168:     -1.0868:  1/ 57: 2642-98-0
#:Brc1ccc2c3ccc(N)cc3Cc2c1                          :    11.94532:      2.6200:      2.9061:     -0.2861:  2/ 45: 6638-60-4
#:Nc1cc(C)ccc1OC                                    :     6.76747:     -2.0500:     -2.9174:      0.8674:  0/ 27: 120-71-8
#:Nc2cccc3Cc1ccccc1c23                              :     9.41762:      1.1300:      0.0632:      1.0668:  1/ 39: 7083-63-8
#:Nc1cc(ccc1)c2cc(ccc2)[N+]([O-])=O                 :     9.53581:     -0.5500:      0.1962:     -0.7462:  0/ 65: 31835-64-0
#:Nc2ccccc2c1ccc(cc1)[N+]([O-])=O                   :     8.99634:     -0.6200:     -0.4106:     -0.2094:  0/ 61: 6272-52-2
#:Nc2ccccc2c1ccccc1N                                :     7.97091:     -1.5200:     -1.5639:      0.0439:  0/ 35: 1454-80-4
#:Nc3cccc2c3ccc1ccccc12                             :    11.40696:      2.3800:      2.3006:      0.0794:  0/ 41: 4176-53-8
#:Nc1ccc2nc3ccccc3nc2c1                             :    12.01798:      0.5500:      2.9878:     -2.4378:  0/ 41: 2876-23-5
#:O=[N+]([O-])c1cc(ccc1N)[N+]([O-])=O               :     8.04334:     -2.0000:     -1.4824:     -0.5176:  1/ 69: 97-02-9
#:Nc2ccc(Cc1ccc(N)cc1)cc2                           :     8.02857:     -1.6000:     -1.4990:     -0.1010:  0/ 45: 101-77-9
#:Nc2cc4cccc3c1ccccc1c(c2)c34                       :    13.70632:      3.2300:      4.8867:     -1.6567:  1/ 53: 13177-26-9
#:Nc2ccc(CCc1ccc(N)cc1)cc2                          :     8.10595:     -2.1500:     -1.4120:     -0.7380:  0/ 47: 621-95-4
#:Nc1cc2ccc3ccccc3c2cc1                             :    12.01640:      2.4600:      2.9861:     -0.5261:  0/ 41: 3366-65-2
#:Nc1c(cc(cc1Br)[N+]([O-])=O)[N+]([O-])=O           :     8.52465:     -0.5400:     -0.9411:      0.4011:  1/ 75: 1817-73-8
#:Nc2ccccc2c1ccccc1                                 :     7.44497:     -1.4900:     -2.1554:      0.6654:  0/ 33: 90-41-5
#:Nc1ccccc1Cl                                       :     6.32624:     -3.0000:     -3.4136:      0.4136:  1/ 19: 95-51-2
#:Nc1ccc(cc1)C2CCCCC2                               :     7.91158:     -1.2400:     -1.6306:      0.3906:  3/ 37: 6373-50-8
#:Nc2ccc(Oc1ccccc1)cc2                              :     8.59046:      0.3800:     -0.8671:      1.2471:  1/ 39: 139-59-3
#:[O-][N+](=O)c1ccc2c(c1)Cc3cc(N)ccc23              :    11.45628:      3.0000:      2.3561:      0.6439:  0/ 71: 1214-32-0
#:Nc1ccc(cc1)c2ccc(cc2)[N+]([O-])=O                 :     9.53581:      1.0400:      0.1962:      0.8438:  0/ 65: 1211-40-1
#:Nc1cc(ccc1)c2ccc(N)cc2                            :     8.81815:      0.2000:     -0.6110:      0.8110:  0/ 43: 32316-90-8
#:Nc4ccc1ccc2cccc3ccc4c1c23                         :    12.35026:      1.4300:      3.3616:     -1.9316:  0/ 49: 1606-67-3
#:CC(C)c1cc(ccc1N)Cc2ccc(N)c(c2)C(C)C               :     7.72867:     -1.7700:     -1.8363:      0.0663:  0/ 69: 19900-66-4
