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= -11.96581 c1=   1.00096
InvTraining set: c0=  -8.64439 c1=   0.70955
Calibration set: c0=  -9.16538 c1=   0.75975

Slope and intesept calculated with subtraining set give the model:

Endpoint = -11.9658060 ( 0.1712155) +    1.0009614 ( 0.0145430) * 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
                                 :  0.8966:  0.8743:  0.7872
                                1:  0.0012:  0.1284:  0.2743
                                2:  0.0710:  0.0083:  0.0323
                                3:  0.1728:  0.0473:  0.0020
                                4:  0.0465:  0.0472:  0.0211
                                5:  0.0000:  0.0265:  0.0035
                                6:  0.0601:  0.0399:  0.0040
                                7:  0.0214:  0.0168:  0.0161
                                8:  0.0046:  0.1853:  0.0006
                                9:  0.0442:  0.0376:  0.0205
                               10:  0.0000:  0.0467:  0.0048
Rr2, i.e. average randomized R   :  0.0422:  0.0584:  0.0379
   CRp2=R*sqrt(R2-Rr2) [1]       :  0.8753:  0.8446:  0.7680:

 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          =    0.7872
r02         =    0.7846
rr02        =    0.7851
(r2-r02)/r2 =    0.0032 should be < 0.1 [1]
(r2-rr02)/r2=    0.0026 should be < 0.1 [1]
k           =    1.0369 should be 0.85 <  k < 1.15 [1]
kk          =    0.7572 should be 0.85 < kk < 1.15 [1]
Rm2(test)   =    0.7475 should be > 0.5 [2]

n           =      23
r2          =    0.7872
r02         =    0.7851
rr02        =    0.7846
(r2-r02)/r2 =    0.0026 should be < 0.1 [1]
(r2-rr02)/r2=    0.0032 should be < 0.1 [1]
k           =    0.7572 should be 0.85 <  k < 1.15 [1]
kk          =    1.0369 should be 0.85 < kk < 1.15 [1]
R*m2(test)  =    0.7516 should be > 0.5 [2]

Average Rm2 = 0.7495 should be larger 0.5 [3]
Delta Rm2 = 0.0041 should be lower 0.2 [3]

        :  n :  R2   :  CCC  :  IIC  :  Q2   :     s  :    MAE :  F     
Training:  24: 0.8966: 0.9455: 0.8012: 0.8787:   0.726:   0.549:      191
InvTrain:  24: 0.8743: 0.8922: 0.6227: 0.8491:   0.875:   0.697:      153
Calib   :  23: 0.7872: 0.8752: 0.6310: 0.7513:    1.02:   0.855:       78

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                         :    15.05559:      2.8800:      3.1043:     -0.2243:  0/ 49: 13177-27-0
+:Nc1cccc2cccnc12                                   :    10.24384:     -1.1400:     -1.7121:      0.5721:  0/ 29: 578-66-5
+:Nc1ccc2ccccc2c1                                   :     9.50117:     -0.6700:     -2.4555:      1.7855:  0/ 29: 91-59-8
+:Cc1cc(C)c(N)cc1C                                  :     9.47404:     -1.3200:     -2.4827:      1.1627:  0/ 31: 137-17-7
+:Nc1ccc2c3ccccc3Nc2c1                              :    12.48035:      0.6000:      0.5265:      0.0735:  0/ 39: 4539-51-9
+:Cc1ccc(O)c(N)c1                                   :     9.55346:     -2.1000:     -2.4032:      0.3032:  0/ 29: 95-84-1
+:Nc1ccc(cc1)Sc2ccc(N)cc2                           :    11.57991:      0.3100:     -0.3748:      0.6848:  3/ 45: 139-65-1
+:CC(C)c1ccc(N)cc1N                                 :     9.00807:     -3.0000:     -2.9491:     -0.0509:  1/ 33: 00-00-01
+:Fc1ccc(N)c(F)c1                                   :     9.64753:     -2.7000:     -2.3090:     -0.3910:  0/ 29: 367-25-9
+:Nc4ccc3cccc2c1ccccc1c4c23                         :    15.05559:      3.3500:      3.1043:      0.2457:  0/ 49: 13177-25-8
+:Nc1ccc(Cl)cc1                                     :    10.14056:     -2.5200:     -1.8155:     -0.7045:  0/ 23: 106-47-8
+:Nc1cc(ccc1)c2cc(N)ccc2                            :    11.85801:     -1.3000:     -0.0964:     -1.2036:  0/ 43: 2050-89-7
+:Nc1ccc(OC)cc1C                                    :     9.79259:     -3.0000:     -2.1638:     -0.8362:  0/ 27: 102-50-1
+:Nc1cc(N)ccc1CCCC                                  :     9.06896:     -2.7000:     -2.8881:      0.1881:  0/ 31: 00-00-02
+:Nc3ccc4c2cccc1cccc(c12)c4c3                       :    15.63548:      3.8000:      3.6847:      0.1153:  1/ 53: 5869-25-0
+:Nc1ccc(Br)cc1                                     :     8.99720:     -2.7000:     -2.9600:      0.2600:  1/ 23: 106-40-1
+:Nc1cc(Cl)ccc1O                                    :     9.56103:     -3.0000:     -2.3956:     -0.6044:  0/ 25: 95-85-2
+:Nc1ccc(cc1OC)c2ccc(N)c(OC)c2                      :    12.18443:      0.1500:      0.2303:     -0.0803:  0/ 55: 119-90-4
+:[O-][N+](=O)c1ccc(N)c2ccccc12                     :    10.32553:     -1.7700:     -1.6303:     -0.1397: 13/ 57: 776-34-1
+:Nc2cccc1nc3ccccc3nc12                             :    12.53373:     -0.0100:      0.5800:     -0.5900:  1/ 41: 2876-22-4
+:Fc2cc(Cc1ccc(N)c(F)c1)ccc2N                       :    12.26170:      0.2300:      0.3077:     -0.0777:  1/ 53: 13824-23-2
+:Nc1cc2ccccc2nc1                                   :     9.49831:     -3.1400:     -2.4584:     -0.6816:  0/ 29: 580-17-6
+:Nc1cc2c3ccccc3Nc2cc1                              :    12.48035:     -0.4800:      0.5265:     -1.0065:  0/ 39: 6377-12-4
+:Nc1ccc2nc3cc(N)ccc3nc2c1                          :    14.72169:      3.9700:      2.7700:      1.2000:  0/ 47: 120209-97-4
-:Nc1cccc2ncccc12                                   :     8.98539:     -2.0000:     -2.9718:      0.9718:  0/ 29: 611-34-7
-:Nc1ccc2cc3ccccc3cc2c1                             :    15.00386:      2.6200:      3.0525:     -0.4325:  0/ 41: 613-13-8
-:Nc1ccc(cc1Cl)c2ccc(N)c(Cl)c2                      :    13.70872:      0.8100:      1.7561:     -0.9461:  1/ 51: 91-94-1
-:Cc1ccc(N)c(C)c1                                   :     9.20243:     -2.2200:     -2.7545:      0.5345:  0/ 29: 95-68-1
-:Nc1ccc(cc1)c2ccccc2                               :    11.55969:     -0.1400:     -0.3950:      0.2550:  0/ 37: 92-67-1
-:Oc1ccc2c3ccc(N)cc3Cc2c1                           :    14.08085:      0.4100:      2.1286:     -1.7186:  2/ 45: 1953-38-4
-:Cc1cc(N)c(C)cc1                                   :     9.20243:     -2.4000:     -2.7545:      0.3545:  0/ 29: 95-78-3
-:Cc1cc(ccc1N)c2ccc(N)c(C)c2                        :    11.54453:      0.0100:     -0.4102:      0.4202:  1/ 51: 119-93-7
-:Nc2ccccc2c1cc(ccc1)[N+]([O-])=O                   :    11.72984:     -0.8900:     -0.2247:     -0.6653: 15/ 61: 34862-87-8
-:Nc2cc3ccccc3c1ccccc12                             :    14.49095:      2.9800:      2.5391:      0.4409:  0/ 41: 947-73-9
-:Clc1cc(N)cc(Cl)c1N                                :    11.22071:     -0.6900:     -0.7343:      0.0443:  2/ 31: 609-20-1
-:Nc2ccccc2c1ccc(N)cc1                              :    10.19854:     -0.9200:     -1.7575:      0.8375:  0/ 39: 492-17-1
-:Nc1ccc(cc1)Oc2ccc(N)cc2                           :    11.67524:     -1.1400:     -0.2793:     -0.8607:  1/ 45: 101-80-4
-:Nc2cccc1c3ccccc3Cc12                              :    12.70789:      0.4300:      0.7543:     -0.3243:  1/ 39: 6344-63-4
-:FC(F)(F)c1cc(N)ccc1                               :    10.91919:     -0.8000:     -1.0361:      0.2361:  2/ 37: 98-16-8
-:Nc1cc(ccc1)c2ccc(cc2)[N+]([O-])=O                 :    12.67177:      0.6900:      0.7181:     -0.0281: 16/ 65: 53059-29-3
-:CCc1cc(ccc1N)Cc2ccc(N)c(CC)c2                     :    11.01562:     -0.9900:     -0.9396:     -0.0504:  1/ 57: 19900-65-3
-:Nc1ccc(cc1)c2ccc(N)cc2                            :    11.85801:     -0.3900:     -0.0964:     -0.2936:  0/ 43: 92-87-5
-:Nc1cc(Cl)ccc1N                                    :    10.16528:     -0.4900:     -1.7908:      1.3008:  1/ 25: 95-83-0
-:Nc2ccc3ccc1ccccc1c3c2                             :    16.77014:      3.7700:      4.8205:     -1.0505:  0/ 41: 1892-54-2
-:Nc2cccc1cc3ccccc3cc12                             :    14.49095:      1.1800:      2.5391:     -1.3591:  0/ 41: 610-49-1
-:Nc2c3ccccc3cc1ccccc12                             :    14.49095:      0.8700:      2.5391:     -1.6691:  0/ 41: 779-03-3
-:Nc2cccc3Nc1ccccc1c23                              :    11.11033:     -1.4200:     -0.8448:     -0.5752:  0/ 39: 18992-64-8
-:Nc4cc2c(ccc1ccccc12)c3ccccc34                     :    15.15105:      1.8300:      3.1998:     -1.3698:  2/ 57: 2642-98-0
#:Brc1ccc2c3ccc(N)cc3Cc2c1                          :    13.91234:      2.6200:      1.9599:      0.6601:  3/ 45: 6638-60-4
#:Nc1cc(C)ccc1OC                                    :     8.72601:     -2.0500:     -3.2314:      1.1814:  0/ 27: 120-71-8
#:Nc2cccc3Cc1ccccc1c23                              :    11.85079:      1.1300:     -0.1036:      1.2336:  1/ 39: 7083-63-8
#:Nc1cc(ccc1)c2cc(ccc2)[N+]([O-])=O                 :    12.67177:     -0.5500:      0.7181:     -1.2681: 16/ 65: 31835-64-0
#:Nc2ccccc2c1ccc(cc1)[N+]([O-])=O                   :    11.72984:     -0.6200:     -0.2247:     -0.3953: 15/ 61: 6272-52-2
#:Nc2ccccc2c1ccccc1N                                :     9.92493:     -1.5200:     -2.0313:      0.5113:  1/ 35: 1454-80-4
#:Nc3cccc2c3ccc1ccccc12                             :    14.49095:      2.3800:      2.5391:     -0.1591:  0/ 41: 4176-53-8
#:Nc1ccc2nc3ccccc3nc2c1                             :    14.42337:      0.5500:      2.4714:     -1.9214:  0/ 41: 2876-23-5
#:O=[N+]([O-])c1cc(ccc1N)[N+]([O-])=O               :    10.37602:     -2.0000:     -1.5798:     -0.4202: 30/ 69: 97-02-9
#:Nc2ccc(Cc1ccc(N)cc1)cc2                           :    11.21371:     -1.6000:     -0.7413:     -0.8587:  0/ 45: 101-77-9
#:Nc2cc4cccc3c1ccccc1c(c2)c34                       :    17.03120:      3.2300:      5.0818:     -1.8518:  2/ 53: 13177-26-9
#:Nc2ccc(CCc1ccc(N)cc1)cc2                          :    11.27141:     -2.1500:     -0.6836:     -1.4664:  0/ 47: 621-95-4
#:Nc1cc2ccc3ccccc3c2cc1                             :    15.00386:      2.4600:      3.0525:     -0.5925:  0/ 41: 3366-65-2
#:Nc1c(cc(cc1Br)[N+]([O-])=O)[N+]([O-])=O           :    10.47690:     -0.5400:     -1.4788:      0.9388: 32/ 75: 1817-73-8
#:Nc2ccccc2c1ccccc1                                 :     9.90021:     -1.4900:     -2.0561:      0.5661:  0/ 33: 90-41-5
#:Nc1ccccc1Cl                                       :     8.68983:     -3.0000:     -3.2676:      0.2676:  1/ 19: 95-51-2
#:Nc1ccc(cc1)C2CCCCC2                               :    10.18951:     -1.2400:     -1.7665:      0.5265:  3/ 37: 6373-50-8
#:Nc2ccc(Oc1ccccc1)cc2                              :    11.37691:      0.3800:     -0.5780:      0.9580:  1/ 39: 139-59-3
#:[O-][N+](=O)c1ccc2c(c1)Cc3cc(N)ccc23              :    13.82097:      3.0000:      1.8684:      1.1316: 13/ 71: 1214-32-0
#:Nc1ccc(cc1)c2ccc(cc2)[N+]([O-])=O                 :    12.67177:      1.0400:      0.7181:      0.3219: 16/ 65: 1211-40-1
#:Nc1cc(ccc1)c2ccc(N)cc2                            :    11.85801:      0.2000:     -0.0964:      0.2964:  0/ 43: 32316-90-8
#:Nc4ccc1ccc2cccc3ccc4c1c23                         :    15.05559:      1.4300:      3.1043:     -1.6743:  0/ 49: 1606-67-3
#:CC(C)c1cc(ccc1N)Cc2ccc(N)c(c2)C(C)C               :    10.65362:     -1.7700:     -1.3019:     -0.4681:  2/ 69: 19900-66-4
