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=3
The number of active SMILES attributes (ASA) =25



IMPORTANT: In the case of classic scheme W%=N101/Nall, otherwise W%=N111/Nall
Percent of ASA with presence in all sets (W%) =96

Defect of Split = 1.1806

Intercept (c0) and slope (c1) calculated for each set individually:
Training set   : c0=  -9.26063 c1=   0.85631
InvTraining set: c0=  -6.62510 c1=   0.60885
Calibration set: c0=  -7.02215 c1=   0.65480

Slope and intesept calculated with subtraining set give the model:

Endpoint =  -9.2606295 ( 0.1496669) +    0.8563108 ( 0.0143791) * DCW(3,10)

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
                                 :  0.8656:  0.8374:  0.8327
                                1:  0.0021:  0.0010:  0.0240
                                2:  0.0009:  0.0021:  0.0549
                                3:  0.0028:  0.0011:  0.0071
                                4:  0.0142:  0.0000:  0.0364
                                5:  0.0376:  0.1992:  0.0265
                                6:  0.0014:  0.0045:  0.0303
                                7:  0.0930:  0.0198:  0.0009
                                8:  0.0365:  0.1544:  0.0000
                                9:  0.1064:  0.0029:  0.1097
                               10:  0.0000:  0.0129:  0.1146
Rr2, i.e. average randomized R   :  0.0295:  0.0398:  0.0404
   CRp2=R*sqrt(R2-Rr2) [1]       :  0.8507:  0.8173:  0.8123:

 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          =    0.8327
r02         =    0.8314
rr02        =    0.8317
(r2-r02)/r2 =    0.0015 should be < 0.1 [1]
(r2-rr02)/r2=    0.0012 should be < 0.1 [1]
k           =    1.0891 should be 0.85 <  k < 1.15 [1]
kk          =    0.7636 should be 0.85 < kk < 1.15 [1]
Rm2(test)   =    0.8029 should be > 0.5 [2]

n           =      23
r2          =    0.8327
r02         =    0.8317
rr02        =    0.8314
(r2-r02)/r2 =    0.0012 should be < 0.1 [1]
(r2-rr02)/r2=    0.0015 should be < 0.1 [1]
k           =    0.7636 should be 0.85 <  k < 1.15 [1]
kk          =    1.0891 should be 0.85 < kk < 1.15 [1]
R*m2(test)  =    0.8059 should be > 0.5 [2]

Average Rm2 = 0.8044 should be larger 0.5 [3]
Delta Rm2 = 0.0030 should be lower 0.2 [3]

        :  n :  R2   :  CCC  :  IIC  :  Q2   :     s  :    MAE :  F     
Training:  24: 0.8656: 0.9280: 0.9304: 0.8424:   0.828:   0.625:      142
InvTrain:  24: 0.8374: 0.8859: 0.8664: 0.8009:   0.882:   0.688:      113
Calib   :  23: 0.8327: 0.8978: 0.7226: 0.8039:   0.934:   0.759:      105

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(3,10):        Expr:        Calc:   Expr-Calc:Blk/All: ID 
+:Nc4cccc1c4c2cccc3cccc1c23                         :    13.97438:      2.8800:      2.7058:      0.1742:  1/ 49: 13177-27-0
+:Nc1cccc2cccnc12                                   :     8.35809:     -1.1400:     -2.1035:      0.9635:  0/ 29: 578-66-5
+:Nc1ccc2ccccc2c1                                   :     7.88497:     -0.6700:     -2.5086:      1.8386:  0/ 29: 91-59-8
+:Cc1cc(C)c(N)cc1C                                  :     7.79207:     -1.3200:     -2.5882:      1.2682:  0/ 31: 137-17-7
+:Nc1ccc2c3ccccc3Nc2c1                              :    11.88928:      0.6000:      0.9203:     -0.3203:  1/ 39: 4539-51-9
+:Cc1ccc(O)c(N)c1                                   :     8.23043:     -2.1000:     -2.2128:      0.1128:  0/ 29: 95-84-1
+:Nc1ccc(cc1)Sc2ccc(N)cc2                           :    10.41336:      0.3100:     -0.3436:      0.6536:  3/ 45: 139-65-1
+:CC(C)c1ccc(N)cc1N                                 :     7.48386:     -3.0000:     -2.8521:     -0.1479:  1/ 33: 00-00-01
+:Fc1ccc(N)c(F)c1                                   :     9.27572:     -2.7000:     -1.3177:     -1.3823:  1/ 29: 367-25-9
+:Nc4ccc3cccc2c1ccccc1c4c23                         :    13.97438:      3.3500:      2.7058:      0.6442:  1/ 49: 13177-25-8
+:Nc1ccc(Cl)cc1                                     :     8.16657:     -2.5200:     -2.2675:     -0.2525:  1/ 23: 106-47-8
+:Nc1cc(ccc1)c2cc(N)ccc2                            :    10.77999:     -1.3000:     -0.0296:     -1.2704:  0/ 43: 2050-89-7
+:Nc1ccc(OC)cc1C                                    :     7.54918:     -3.0000:     -2.7962:     -0.2038:  0/ 27: 102-50-1
+:Nc1cc(N)ccc1CCCC                                  :     7.48564:     -2.7000:     -2.8506:      0.1506:  0/ 31: 00-00-02
+:Nc3ccc4c2cccc1cccc(c12)c4c3                       :    15.17587:      3.8000:      3.7346:      0.0654:  1/ 53: 5869-25-0
+:Nc1ccc(Br)cc1                                     :     8.16657:     -2.7000:     -2.2675:     -0.4325:  3/ 23: 106-40-1
+:Nc1cc(Cl)ccc1O                                    :     7.79188:     -3.0000:     -2.5884:     -0.4116:  2/ 25: 95-85-2
+:Nc1ccc(cc1OC)c2ccc(N)c(OC)c2                      :    10.48734:      0.1500:     -0.2802:      0.4302:  1/ 55: 119-90-4
+:[O-][N+](=O)c1ccc(N)c2ccccc12                     :     8.74693:     -1.7700:     -1.7705:      0.0005: 13/ 57: 776-34-1
+:Nc2cccc1nc3ccccc3nc12                             :    11.68653:     -0.0100:      0.7467:     -0.7567:  2/ 41: 2876-22-4
+:Fc2cc(Cc1ccc(N)c(F)c1)ccc2N                       :    11.21754:      0.2300:      0.3451:     -0.1151:  2/ 53: 13824-23-2
+:Nc1cc2ccccc2nc1                                   :     8.09097:     -3.1400:     -2.3322:     -0.8078:  1/ 29: 580-17-6
+:Nc1cc2c3ccccc3Nc2cc1                              :    11.88928:     -0.4800:      0.9203:     -1.4003:  1/ 39: 6377-12-4
+:Nc1ccc2nc3cc(N)ccc3nc2c1                          :    14.05031:      3.9700:      2.7708:      1.1992:  2/ 47: 120209-97-4
-:Nc1cccc2ncccc12                                   :     7.56641:     -2.0000:     -2.7814:      0.7814:  1/ 29: 611-34-7
-:Nc1ccc2cc3ccccc3cc2c1                             :    14.20844:      2.6200:      2.9062:     -0.2862:  0/ 41: 613-13-8
-:Nc1ccc(cc1Cl)c2ccc(N)c(Cl)c2                      :    12.03570:      0.8100:      1.0457:     -0.2357:  3/ 51: 91-94-1
-:Cc1ccc(N)c(C)c1                                   :     7.64483:     -2.2200:     -2.7143:      0.4943:  0/ 29: 95-68-1
-:Nc1ccc(cc1)c2ccccc2                               :    10.34760:     -0.1400:     -0.3999:      0.2599:  0/ 37: 92-67-1
-:Oc1ccc2c3ccc(N)cc3Cc2c1                           :    12.59165:      0.4100:      1.5217:     -1.1117:  2/ 45: 1953-38-4
-:Cc1cc(N)c(C)cc1                                   :     7.64483:     -2.4000:     -2.7143:      0.3143:  0/ 29: 95-78-3
-:Cc1cc(ccc1N)c2ccc(N)c(C)c2                        :    10.40007:      0.0100:     -0.3549:      0.3649:  1/ 51: 119-93-7
-:Nc2ccccc2c1cc(ccc1)[N+]([O-])=O                   :    10.08901:     -0.8900:     -0.6213:     -0.2687: 15/ 61: 34862-87-8
-:Nc2cc3ccccc3c1ccccc12                             :    13.68387:      2.9800:      2.4570:      0.5230:  0/ 41: 947-73-9
-:Clc1cc(N)cc(Cl)c1N                                :     9.05264:     -0.6900:     -1.5088:      0.8188:  4/ 31: 609-20-1
-:Nc2ccccc2c1ccc(N)cc1                              :     8.74083:     -0.9200:     -1.7758:      0.8558:  0/ 39: 492-17-1
-:Nc1ccc(cc1)Oc2ccc(N)cc2                           :    10.05780:     -1.1400:     -0.6480:     -0.4920:  1/ 45: 101-80-4
-:Nc2cccc1c3ccccc3Cc12                              :    11.33262:      0.4300:      0.4436:     -0.0136:  1/ 39: 6344-63-4
-:FC(F)(F)c1cc(N)ccc1                               :     9.38913:     -0.8000:     -1.2206:      0.4206:  2/ 37: 98-16-8
-:Nc1cc(ccc1)c2ccc(cc2)[N+]([O-])=O                 :    11.81155:      0.6900:      0.8537:     -0.1637: 16/ 65: 53059-29-3
-:CCc1cc(ccc1N)Cc2ccc(N)c(CC)c2                     :     9.01947:     -0.9900:     -1.5372:      0.5472:  1/ 57: 19900-65-3
-:Nc1ccc(cc1)c2ccc(N)cc2                            :    10.77999:     -0.3900:     -0.0296:     -0.3604:  0/ 43: 92-87-5
-:Nc1cc(Cl)ccc1N                                    :     7.94349:     -0.4900:     -2.4585:      1.9685:  2/ 25: 95-83-0
-:Nc2ccc3ccc1ccccc1c3c2                             :    15.61526:      3.7700:      4.1109:     -0.3409:  0/ 41: 1892-54-2
-:Nc2cccc1cc3ccccc3cc12                             :    13.68387:      1.1800:      2.4570:     -1.2770:  0/ 41: 610-49-1
-:Nc2c3ccccc3cc1ccccc12                             :    13.68387:      0.8700:      2.4570:     -1.5870:  0/ 41: 779-03-3
-:Nc2cccc3Nc1ccccc1c23                              :    10.88325:     -1.4200:      0.0588:     -1.4788:  2/ 39: 18992-64-8
-:Nc4cc2c(ccc1ccccc12)c3ccccc34                     :    14.77058:      1.8300:      3.3876:     -1.5576:  2/ 57: 2642-98-0
#:Brc1ccc2c3ccc(N)cc3Cc2c1                          :    12.96634:      2.6200:      1.8426:      0.7774:  3/ 45: 6638-60-4
#:Nc1cc(C)ccc1OC                                    :     6.97377:     -2.0500:     -3.2889:      1.2389:  1/ 27: 120-71-8
#:Nc2cccc3Cc1ccccc1c23                              :    10.85116:      1.1300:      0.0313:      1.0987:  2/ 39: 7083-63-8
#:Nc1cc(ccc1)c2cc(ccc2)[N+]([O-])=O                 :    11.81155:     -0.5500:      0.8537:     -1.4037: 16/ 65: 31835-64-0
#:Nc2ccccc2c1ccc(cc1)[N+]([O-])=O                   :    10.08901:     -0.6200:     -0.6213:      0.0013: 15/ 61: 6272-52-2
#:Nc2ccccc2c1ccccc1N                                :     8.08536:     -1.5200:     -2.3370:      0.8170:  1/ 35: 1454-80-4
#:Nc3cccc2c3ccc1ccccc12                             :    13.68387:      2.3800:      2.4570:     -0.0770:  0/ 41: 4176-53-8
#:Nc1ccc2nc3ccccc3nc2c1                             :    13.61792:      0.5500:      2.4005:     -1.8505:  2/ 41: 2876-23-5
#:O=[N+]([O-])c1cc(ccc1N)[N+]([O-])=O               :     8.31170:     -2.0000:     -2.1432:      0.1432: 30/ 69: 97-02-9
#:Nc2ccc(Cc1ccc(N)cc1)cc2                           :     9.19154:     -1.6000:     -1.3898:     -0.2102:  0/ 45: 101-77-9
#:Nc2cc4cccc3c1ccccc1c(c2)c34                       :    16.27850:      3.2300:      4.6788:     -1.4488:  2/ 53: 13177-26-9
#:Nc2ccc(CCc1ccc(N)cc1)cc2                          :     9.29546:     -2.1500:     -1.3008:     -0.8492:  0/ 47: 621-95-4
#:Nc1cc2ccc3ccccc3c2cc1                             :    14.20844:      2.4600:      2.9062:     -0.4462:  0/ 41: 3366-65-2
#:Nc1c(cc(cc1Br)[N+]([O-])=O)[N+]([O-])=O           :     9.54127:     -0.5400:     -1.0903:      0.5503: 33/ 75: 1817-73-8
#:Nc2ccccc2c1ccccc1                                 :     8.30844:     -1.4900:     -2.1460:      0.6560:  0/ 33: 90-41-5
#:Nc1ccccc1Cl                                       :     6.59424:     -3.0000:     -3.6139:      0.6139:  2/ 19: 95-51-2
#:Nc1ccc(cc1)C2CCCCC2                               :     8.22193:     -1.2400:     -2.2201:      0.9801:  3/ 37: 6373-50-8
#:Nc2ccc(Oc1ccccc1)cc2                              :     9.62541:      0.3800:     -1.0183:      1.3983:  1/ 39: 139-59-3
#:[O-][N+](=O)c1ccc2c(c1)Cc3cc(N)ccc23              :    13.20935:      3.0000:      2.0507:      0.9493: 14/ 71: 1214-32-0
#:Nc1ccc(cc1)c2ccc(cc2)[N+]([O-])=O                 :    11.81155:      1.0400:      0.8537:      0.1863: 16/ 65: 1211-40-1
#:Nc1cc(ccc1)c2ccc(N)cc2                            :    10.77999:      0.2000:     -0.0296:      0.2296:  0/ 43: 32316-90-8
#:Nc4ccc1ccc2cccc3ccc4c1c23                         :    13.97438:      1.4300:      2.7058:     -1.2758:  1/ 49: 1606-67-3
#:CC(C)c1cc(ccc1N)Cc2ccc(N)c(c2)C(C)C               :     9.05700:     -1.7700:     -1.5050:     -0.2650:  2/ 69: 19900-66-4
