766
J. Chem. Inf. Comput. Sci. 2004, 44, 766-770
ERRATA
ADME Evaluation in Drug Discovery. 3. Modeling Blood-Brain Barrier Partitioning Using Simple Molecular Descriptors [J. Chem. Inf. Comput. Sci. 43, 2137-2152 (2003)] By T. J. Hou and X. J. Xu*. College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China Pages 2140-2150. Six compounds in the training set are duplicates to six compounds in the test sets. These six compounds are 19, 21, 35, 51, 63, and 76 and should be eliminated from the training set. So the number of compounds in the training set should be 72, not 78. Moreover, the 2D structure of compound 8 in Table 1 is wrong. The QSAR models have been recalculated, yielding the following equations and associated statistical parameters. The corrected Tables 1, 4, and 5 are also listed.
log BB ) -0.552 + 0.236 log P
(14)
(n ) 72, r ) 0.499, s ) 0.659, F ) 23.1) log BB ) 0.571- 0.0156PSA
(15)
(n ) 72, r ) 0.755, s ) 0.499, F ) 92.8) log BB ) 0.589 - 0.0177HCPSA
(16)
(n ) 72, r ) 0.782, s ) 0.474, F ) 110.0) logBB ) 0.219 + 0.139 log P - 0.0158HCPSA (17) (n ) 72, r ) 0.835, s ) 0.421, F ) 79.4) logBB ) 0.00845 + 0.197 log P - 0.0135HCPSA 0.0140 < MW - 360 > (21) (n ) 72, r ) 0.886, s ) 0.358, F ) 82.6)
10.1021/ci040020a CCC: $27.50 © 2004 American Chemical Society Published on Web 01/29/2004
ERRATA Table 1. Compounds Used To Obtain the Training Set
J. Chem. Inf. Comput. Sci., Vol. 44, No. 2, 2004 767
768 J. Chem. Inf. Comput. Sci., Vol. 44, No. 2, 2004 Table 1 (Continued)
ERRATA
ERRATA Table 1 (Continued)
J. Chem. Inf. Comput. Sci., Vol. 44, No. 2, 2004 769
770 J. Chem. Inf. Comput. Sci., Vol. 44, No. 2, 2004
ERRATA
Table 4. Experimental and Computed logBB Values for Compounds in the Training Set ID logBBexp -2.00 -1.88 -1.57 -1.54 -1.30 -1.30 -1.17 -1.15 -1.12 -1.10 -1.06 -0.82 -0.73 -0.72 -0.67 -0.66 -0.50 -0.46 -0.42 -0.28 -0.27 -0.24 -0.22 -0.18 -0.17 -0.16 -0.16 -0.15 -0.15 -0.14 -0.12 -0.08 -0.04 -0.02 0.00 0.00
1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 20 22 23 24 25 26 27 28 29 30 31 32 33 34 36 37 38 39
logP
PSA
1.72 3.01 0.85 1.02 3.55 -1.05 0.44 0.92 1.88 2.21 1.38 -0.32 3.66 -0.97 3.10 2.16 1.22 1.52 0.49 2.96 3.00 3.29 2.09 1.73 0.57 -0.10 0.24 0.30 -0.09 2.77 3.93 0.44 -0.06 1.78 1.12 2.50
76.79 69.36 99.74 125.07 58.74 92.57 85.06 103.47 83.65 57.49 69.25 136.16 80.50 133.67 69.05 83.75 64.61 39.37 25.21 82.81 81.86 36.47 44.28 72.57 23.98 24.93 24.94 23.81 20.56 43.34 81.53 18.73 74.17 34.58 7.18 40.83
HCPSA MW360 logBBcal residue 76.79 69.36 89.70 109.41 58.74 92.57 85.06 93.40 79.01 57.49 69.25 118.01 77.09 99.88 69.05 79.52 64.61 39.37 25.21 79.44 77.82 36.47 44.28 62.45 23.98 24.93 24.94 23.81 20.56 43.34 79.23 18.73 64.04 34.58 7.18 40.83
19.46 82.36 0.00 0.00 88.59 0.00 0.00 0.00 0.00 0.00 53.55 0.00 54.53 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 8.46 0.00 0.00 0.00 0.00 0.00
-0.90 -1.42 -0.98 -1.21 -1.25 -1.41 -1.00 -1.01 -0.62 -0.26 -1.35 -1.60 -0.99 -1.49 -0.23 -0.57 -0.56 -0.16 -0.19 -0.40 -0.37 0.24 -0.11 -0.43 -0.16 -0.31 -0.24 -0.21 -0.25 0.04 -0.32 -0.11 -0.82 -0.05 0.18 0.02
-1.10 -0.46 -0.59 -0.33 -0.05 0.11 -0.17 -0.14 -0.50 -0.84 0.29 0.78 0.26 0.77 -0.44 -0.09 0.06 -0.30 -0.23 0.12 0.10 -0.48 -0.11 0.25 -0.01 0.15 0.08 0.06 0.10 -0.18 0.20 0.03 0.78 0.03 -0.18 -0.02
ID logBBexp 40 41 42 43 44 45 46 47 48 49 50 52 53 54 55 56 57 58 59 60 61 62 64 65 66 67 68 69 70 71 72 73 74 75 77 78
0.03 0.03 0.04 0.08 0.08 0.11 0.13 0.13 0.14 0.22 0.24 0.27 0.30 0.34 0.35 0.36 0.37 0.37 0.39 0.40 0.42 0.44 0.69 0.76 0.80 0.81 0.83 0.90 0.93 0.97 1.00 1.00 1.01 1.04 1.20 1.44
logP
PSA
0.00 -0.57 0.53 1.90 0.99 1.92 1.19 1.62 4.84 4.58 2.78 2.13 5.61 2.26 2.75 3.03 2.06 2.50 2.72 2.39 2.62 3.28 3.24 2.96 3.47 3.97 4.43 3.98 3.16 3.46 3.30 4.03 3.47 3.45 3.88 6.63
67.06 80.98 0.00 0.00 41.68 35.44 7.00 7.56 32.92 41.30 8.15 0.00 34.22 0.00 0.00 0.00 0.00 0.00 33.23 0.00 7.64 33.4 33.22 0.00 0.00 0.00 4.54 0.00 0.00 0.00 36.56 19.64 0.00 0.00 14.58 4.46
HCPSA MW360 logBBcal residue 0.00 0.00 0.00 0.00 41.68 35.44 7.00 7.56 32.92 41.30 8.15 0.00 34.22 0.00 0.00 0.00 0.00 0.00 33.23 0.00 7.64 33.4 33.22 0.00 0.00 0.00 4.54 0.00 0.00 0.00 36.56 19.64 0.00 0.00 14.58 4.46
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 21.54 5.48 0.00 0.00 20.49 0.00 0.00 0.00 0.00 0.00 14.91 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.32 0.00 0.00 0.00 46.52
0.05 -0.07 0.16 0.44 -0.31 -0.03 0.20 0.28 0.31 0.37 0.51 0.49 0.46 0.52 0.62 0.68 0.47 0.57 -0.04 0.54 0.49 0.28 0.27 0.66 0.77 0.87 0.91 0.87 0.70 0.77 0.24 0.62 0.77 0.76 0.66 0.71
-0.02 0.10 -0.12 -0.36 0.39 0.14 -0.07 -0.15 -0.17 -0.15 -0.27 -0.22 -0.16 -0.18 -0.27 -0.32 -0.10 -0.20 0.43 -0.14 -0.07 0.16 0.42 0.10 0.03 -0.06 -0.08 0.03 0.23 0.20 0.76 0.38 0.24 0.28 0.54 0.73
Table 5. Experimental and Predicted logBB Values for Compounds Comprising Test Sets Using Equation 21 ID c
B1 B2 B3 B4 B5 B6 B7 B8 B9 B10 B11 B12 B13 B14 r MUEa SSEb rmse C1 C2 C3 C4 C5
logBBexp
HCPSA
logP
MW360
logBBcah
residue
ID
logBBexp
HCPSA
logP
MW360
logBBcah
residue
-1.30 -1.40 -0.43 0.25 -0.30 -0.06 -0.42 -0.16 0.00 -0.34 -0.30 -1.34 -1.82 0.89
40.85 44.10 59.67 36.28 24.56 14.05 43.62 35.12 47.70 62.95 50.02 71.21 92.94 3.76
2.37 -0.12 2.13 2.77 0.65 0.82 0.26 2.18 2.91 1.95 1.21 0.03 -0.96 4.32
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 13.80 29.80 0.00
-0.01 -0.57 -0.31 0.14 -0.15 0.03 -0.48 0.03 0.01 -0.39 -0.37 -1.09 -1.82 0.89
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 94.61 0.00 0.00 10.59 0.00
0.00 0.00 0.00 0.00 0.00
-0.98 -0.67 0.09 -0.62 -0.56
3.68 2.27 1.50 2.05 0.46 3.1 2.62 3.37 2.23 2.73 4.11 5.32 3.36 5.13 3.99 4.62 5.37 1.16
0.23 -0.05 -0.23 -0.60 -0.90 0.15 0.33 -0.15 -0.35 0.11 0.85 1.02 0.45 -0.90 0.82 0.95 0.96 -0.37
-0.89 -0.53 1.51 1.33 0.61
43.69 42.68 43.79 79.95 78.16 40.54 19.35 67.29 64.09 37.72 3.94 9.72 21.71 51.08 4.01 3.98 3.71 49.26
62.68 45.53 20.56 70.08 54.76
C6 C7 C8 C9 C10 C11 C12 C13c C14 C15 C16 C17 C18 C19 C20 C21 C22 C23 r MUEa SSEb rmse
-0.18 0.11 0.55 0.12 -1.42 0.04 0.49 -1.26 0.61 0.39 0.83 1.20 0.36 -0.70 1.23 1.06 0.24 -0.52
-0.29 -0.06 -0.10 -1.23 -0.31
-1.29 -0.83 -0.12 0.11 -0.15 -0.09 0.06 -0.19 -0.01 0.05 0.07 -0.25 0.00 0.00 0.94 0.15 0.86 0.26 0.69 0.61 -0.19 -0.61 0.25
-0.41 0.16 0.78 0.72 -0.52 -0.11 0.16 -1.11 0.96 0.28 -0.02 0.18 -0.09 0.20 0.41 0.11 -0.72 -0.15 0.78 0.38 4.75 0.46
a
MUE represents mean unsigned error. b SSE represents sum of square error. c B1 and C13 are not included in the calculations of r, MUE, SSE, and rmse.
CI040020A 10.1021/ci040020q Published on Web 01/29/2004
