NPASS Compound

Structure

NPC311178 OpenBabel07101718312D 150163 0 0 1 0 0 0 0 0999 V2000 -16.2629 3.1126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8030 8.8373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1022 3.9277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.3352 6.5141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.4907 7.8907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2045 -5.8916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3894 8.2148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4282 -5.9115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2098 3.7962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1917 3.7962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9105 -2.8142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8925 -2.8142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.7900 2.9810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4617 8.2148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5511 0.4910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8504 -1.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.7719 3.9630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8030 7.8554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1022 5.8916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.3171 4.8133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2519 5.4006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.3352 4.8133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8504 1.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7007 0.9819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7007 -1.9639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2519 -0.4910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1022 6.8735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8080 3.9630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4015 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8504 -1.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8504 2.4548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8504 -0.4910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5511 1.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2626 -4.3866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8003 -0.7290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0402 -8.8694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7556 -1.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5037 -1.9639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2519 4.4187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.8442 5.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.4907 6.9087 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.2045 -4.9096 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.8984 7.3645 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4797 -5.6574 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 0.9819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8504 1.4729 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.7556 -0.4910 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0085 -5.3351 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1060 -1.4233 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9296 -8.7158 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6534 -1.4729 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5511 -1.4729 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7007 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7007 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2519 -1.4729 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5511 2.4548 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -17.3411 6.4178 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.0549 -4.4187 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.9052 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7028 -6.0294 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3601 -2.3718 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6239 -9.4101 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6534 -0.4910 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -17.3411 5.4359 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4487 -6.9779 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8030 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.0549 -3.4367 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6658 -3.0661 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.8984 5.6637 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.0549 -0.4910 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4988 -8.9643 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.9526 -0.4910 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5002 -7.2321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -16.4907 4.9449 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.9165 5.6637 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5828 -5.1491 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.3894 6.5141 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7854 -6.3517 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8369 -6.0975 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.2045 -2.9458 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7173 -2.8119 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4015 3.9277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8623 5.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0549 -1.4729 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9526 -1.4729 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3452 -7.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1941 -6.5377 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2771 -4.4547 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -15.6403 5.4359 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.4255 6.5141 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.3541 -3.4367 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4632 -1.8635 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0064 0.2876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7007 2.9458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4015 -1.9639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.7900 3.9630 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9526 7.3645 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5511 -0.4910 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8504 -0.4910 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7007 0.9819 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2111 -4.1325 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7488 -0.9831 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3921 -9.7861 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6060 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5511 -0.4910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -18.1915 6.9087 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9052 -4.9096 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9052 0.9819 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6513 -5.7753 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3086 -2.6259 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4703 -10.3799 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5037 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -18.1915 4.9449 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1430 -7.6722 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8030 0.9819 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9052 -2.9458 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9199 -4.0146 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3894 4.8133 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2045 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3737 -9.4101 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1022 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2460 -8.1805 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -16.4907 3.9630 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4255 4.8133 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6343 -4.8949 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5511 4.4187 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3713 4.8133 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8905 0.7959 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9052 -1.9639 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5037 -2.9458 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -15.6403 6.4178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3541 -4.4187 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2256 -4.7089 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9165 7.3645 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0600 -5.5893 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3754 -7.8409 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1575 -1.1692 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8030 -1.9639 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4015 2.9458 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1022 -1.9639 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3713 6.5141 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0396 -7.3002 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1426 -6.7919 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2045 -1.9639 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0230 -3.5063 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5147 -1.6093 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -14.7900 4.9449 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4436 6.5141 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 18 2 0 0 0 0 2 19 2 0 0 0 0 3 40 1 0 0 0 0 4 41 1 0 0 0 0 9 95 1 0 0 0 0 10 95 1 0 0 0 0 11 96 1 0 0 0 0 12 96 1 0 0 0 0 16100 1 0 0 0 0 18 97 1 0 0 0 0 19 98 1 0 0 0 0 20 22 1 0 0 0 0 20 28 1 0 0 0 0 21 23 1 0 0 0 0 21 29 1 0 0 0 0 22 40 2 0 0 0 0 23 41 2 0 0 0 0 24 25 1 0 0 0 0 24 46 2 0 0 0 0 25 54 1 0 0 0 0 26 31 1 0 0 0 0 26 53 1 0 0 0 0 27 30 1 0 0 0 0 27 56 1 0 0 0 0 28 98 1 0 0 0 0 29 97 1 0 0 0 0 30 99 1 0 0 0 0 31100 1 0 0 0 0 32 47 1 0 0 0 0 32 95 1 0 0 0 0 33 55 1 0 0 0 0 33101 1 0 0 0 0 34 57 1 0 0 0 0 34102 1 0 0 0 0 35103 1 0 0 0 0 36104 1 0 0 0 0 37105 1 0 0 0 0 38 48 1 0 0 0 0 38131 1 0 0 0 0 39132 1 0 0 0 0 40 83 1 0 0 0 0 41 84 1 0 0 0 0 42 5 1 1 0 0 0 42 58 1 0 0 0 0 42133 1 0 0 0 0 43 6 1 1 0 0 0 43 59 1 0 0 0 0 43134 1 0 0 0 0 44 7 1 1 0 0 0 44 78 1 0 0 0 0 44136 1 0 0 0 0 45 8 1 6 0 0 0 45 79 1 0 0 0 0 45135 1 0 0 0 0 46 47 1 0 0 0 0 46101 1 0 0 0 0 47102 1 1 0 0 0 48 60 1 0 0 0 0 48106 1 6 0 0 0 49 35 1 6 0 0 0 49 61 1 0 0 0 0 49137 1 0 0 0 0 50 36 1 1 0 0 0 50 62 1 0 0 0 0 50139 1 0 0 0 0 51 37 1 1 0 0 0 51 63 1 0 0 0 0 51138 1 0 0 0 0 52 39 1 1 0 0 0 52 64 1 0 0 0 0 52140 1 0 0 0 0 53 96 1 0 0 0 0 53 99 1 6 0 0 0 54 99 1 6 0 0 0 54100 1 0 0 0 0 55102 1 1 0 0 0 55107 1 0 0 0 0 56 96 1 0 0 0 0 56142 1 6 0 0 0 57 95 1 0 0 0 0 57141 1 6 0 0 0 58 65 1 0 0 0 0 58108 1 6 0 0 0 59 68 1 0 0 0 0 59109 1 1 0 0 0 60 71 1 0 0 0 0 60110 1 1 0 0 0 61 66 1 0 0 0 0 61111 1 1 0 0 0 62 69 1 0 0 0 0 62112 1 6 0 0 0 63 72 1 0 0 0 0 63113 1 6 0 0 0 64 67 1 0 0 0 0 64114 1 6 0 0 0 65 75 1 0 0 0 0 65115 1 1 0 0 0 66 74 1 0 0 0 0 66116 1 6 0 0 0 67 73 1 0 0 0 0 67117 1 1 0 0 0 68 81 1 0 0 0 0 68118 1 1 0 0 0 69 82 1 0 0 0 0 69119 1 1 0 0 0 70 76 1 0 0 0 0 70 78 1 0 0 0 0 70120 1 1 0 0 0 71 85 1 0 0 0 0 71121 1 6 0 0 0 72 87 1 0 0 0 0 72122 1 1 0 0 0 73 86 1 0 0 0 0 73123 1 6 0 0 0 74 88 1 0 0 0 0 74124 1 1 0 0 0 75 90 1 0 0 0 0 75125 1 6 0 0 0 76 91 1 0 0 0 0 76126 1 6 0 0 0 77 80 1 0 0 0 0 77 89 1 0 0 0 0 77127 1 6 0 0 0 78143 1 6 0 0 0 79 80 1 0 0 0 0 79144 1 1 0 0 0 80145 1 6 0 0 0 81 92 1 0 0 0 0 81146 1 6 0 0 0 82 93 1 0 0 0 0 82147 1 6 0 0 0 83128 2 0 0 0 0 83141 1 0 0 0 0 84129 2 0 0 0 0 84143 1 0 0 0 0 85131 1 0 0 0 0 85146 1 1 0 0 0 86140 1 0 0 0 0 86142 1 1 0 0 0 87138 1 0 0 0 0 87144 1 6 0 0 0 88137 1 0 0 0 0 88145 1 6 0 0 0 89135 1 0 0 0 0 89147 1 1 0 0 0 90133 1 0 0 0 0 90149 1 1 0 0 0 91136 1 0 0 0 0 91150 1 1 0 0 0 92132 1 1 0 0 0 92134 1 0 0 0 0 93139 1 0 0 0 0 93148 1 1 0 0 0 94130 2 0 0 0 0 94148 1 0 0 0 0 97 13 1 6 0 0 0 97149 1 0 0 0 0 98 14 1 1 0 0 0 98150 1 0 0 0 0 99 15 1 6 0 0 0 100101 1 1 0 0 0 101 17 1 1 0 0 0 102 94 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	2155.02
Volume:	2053.796
LogP:	2.482
LogD:	1.165
LogS:	-2.519
# Rotatable Bonds:	37
TPSA:	741.56
# H-Bond Aceptor:	48
# H-Bond Donor:	25
# Rings:	14
# Heavy Atoms:	48

MedChem Properties

QED Drug-Likeness Score:	0.012
Synthetic Accessibility Score:	8.834
Fsp3:	0.873
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.573
MDCK Permeability:	0.007239074446260929
Pgp-inhibitor:	0.023
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	0.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.351
Plasma Protein Binding (PPB):	46.34135818481445%
Volume Distribution (VD):	-0.83
Pgp-substrate:	20.70615005493164%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.063
CYP2C19-inhibitor:	0.0
CYP2C19-substrate:	0.051
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.006
CYP3A4-inhibitor:	0.104
CYP3A4-substrate:	0.0

ADMET: Excretion

Clearance (CL):	-2.505
Half-life (T1/2):	0.718

ADMET: Toxicity

hERG Blockers:	0.118
Human Hepatotoxicity (H-HT):	0.083
Drug-inuced Liver Injury (DILI):	0.013
AMES Toxicity:	0.023
Rat Oral Acute Toxicity:	0.021
Maximum Recommended Daily Dose:	0.527
Skin Sensitization:	0.042
Carcinogencity:	0.005
Eye Corrosion:	0.003
Eye Irritation:	0.003
Respiratory Toxicity:	0.134

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs

Natural Product: NPC311178

Natural Product ID:	NPC311178
*Common Name:**	Julibroside Ii
IUPAC Name:	[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-[(2E,6S)-6-[(2S,3R,4R,5S,6R)-5-[(2E,6S)-2,6-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-2,6-dimethylocta-2,7-dienoyl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
Synonyms:	Julibroside II
Standard InCHIKey:	LKBSJWFTPPMQGM-PCIKECTOSA-N
Standard InCHI:	InChI=1S/C102H162O48/c1-18-97(13,149-90-75(125)65(115)58(108)42(5)133-90)29-21-23-41(4)84(129)143-78-44(7)136-91(76(126)70(78)120)150-98(14,19-2)28-20-22-40(3)83(128)141-57-34-102(94(130)148-93-82(69(119)62(112)50(36-104)139-93)147-89-77(127)80(145-88-74(124)66(116)61(111)49(35-103)137-88)79(45(8)135-89)144-87-72(122)63(113)51(37-105)138-87)47(32-95(57,9)10)46-24-25-54-99(15)30-27-56(96(11,12)53(99)26-31-100(54,16)101(46,17)33-55(102)107)142-86-73(123)67(117)64(114)52(140-86)39-132-92-81(68(118)59(109)43(6)134-92)146-85-71(121)60(110)48(106)38-131-85/h18-19,22-24,42-45,47-82,85-93,103-127H,1-2,20-21,25-39H2,3-17H3/b40-22+,41-23+/t42-,43-,44-,45+,47+,48-,49-,50-,51+,52-,53+,54-,55-,56+,57+,58-,59+,60+,61-,62-,63+,64-,65+,66+,67+,68+,69+,70-,71-,72-,73-,74-,75-,76-,77-,78-,79+,80+,81-,82-,85+,86+,87+,88+,89+,90+,91+,92-,93+,97-,98-,99+,100-,101-,102-/m1/s1
SMILES:	OC[C@H]1O[C@@H](OC(=O)[C@@]23C[C@H](OC(=O)/C(=C/CC[C@](O[C@@H]4O[C@H](C)[C@H]([C@@H]([C@H]4O)O)OC(=O)/C(=C/CC[C@](O[C@@H]4O[C@H](C)[C@H]([C@@H]([C@H]4O)O)O)(C=C)C)/C)(C=C)C)/C)C(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL504272
PubChem CID:	21638099
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	bark	n.a.	PMID[15283458]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	stem	n.a.	PMID[15577257]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9051910]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT91	Cell Line	KB	Homo sapiens	IC50	>	10.0	ug.mL-1	PMID[528385]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC311178 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	285
0.1-0.2	1592
0.2-0.3	4535
0.3-0.4	8296
0.4-0.5	11731
0.5-0.6	7606
0.6-0.7	5010
0.7-0.8	2347
0.8-0.85	561
0.85-0.9	628
0.9-0.95	73
0.95-1	33

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC300655
1.0	High Similarity	NPC222951
1.0	High Similarity	NPC43589
0.9917	High Similarity	NPC196874
0.9917	High Similarity	NPC183816
0.9917	High Similarity	NPC475444
0.9917	High Similarity	NPC319719
0.9917	High Similarity	NPC233223
0.9917	High Similarity	NPC473679
0.9917	High Similarity	NPC324933
0.9917	High Similarity	NPC475177
0.9917	High Similarity	NPC322904
0.9832	High Similarity	NPC45606
0.9832	High Similarity	NPC220838
0.9667	High Similarity	NPC23020
0.9667	High Similarity	NPC472268
0.9667	High Similarity	NPC112492
0.9667	High Similarity	NPC472269
0.9667	High Similarity	NPC472270
0.95	High Similarity	NPC297950
0.9421	High Similarity	NPC470516
0.9167	High Similarity	NPC293031
0.9167	High Similarity	NPC275225
0.9167	High Similarity	NPC51099
0.9167	High Similarity	NPC68767
0.916	High Similarity	NPC207738
0.912	High Similarity	NPC312650
0.912	High Similarity	NPC476776
0.912	High Similarity	NPC478154
0.9113	High Similarity	NPC47995
0.9113	High Similarity	NPC265841
0.9083	High Similarity	NPC476150
0.9083	High Similarity	NPC144644
0.9083	High Similarity	NPC37860
0.9083	High Similarity	NPC473130
0.9083	High Similarity	NPC476127
0.9083	High Similarity	NPC142151
0.9083	High Similarity	NPC110385
0.9083	High Similarity	NPC267694
0.9083	High Similarity	NPC473645
0.9083	High Similarity	NPC153673
0.9076	High Similarity	NPC105800
0.9076	High Similarity	NPC232237
0.9055	High Similarity	NPC279915
0.9055	High Similarity	NPC110700
0.9048	High Similarity	NPC225791
0.9048	High Similarity	NPC476779
0.9048	High Similarity	NPC478151
0.904	High Similarity	NPC478155
0.904	High Similarity	NPC476774
0.904	High Similarity	NPC271610
0.904	High Similarity	NPC476775
0.904	High Similarity	NPC476780
0.904	High Similarity	NPC25998
0.9032	High Similarity	NPC470475
0.9032	High Similarity	NPC470476
0.9	High Similarity	NPC470517
0.9	High Similarity	NPC470911
0.9	High Similarity	NPC471577
0.9	High Similarity	NPC477464
0.9	High Similarity	NPC470915
0.8992	High Similarity	NPC8524
0.8992	High Similarity	NPC69811
0.8992	High Similarity	NPC220160
0.8992	High Similarity	NPC191827
0.8992	High Similarity	NPC470876
0.8992	High Similarity	NPC475209
0.8992	High Similarity	NPC102505
0.8992	High Similarity	NPC123522
0.8992	High Similarity	NPC473824
0.8992	High Similarity	NPC309223
0.8992	High Similarity	NPC475514
0.8992	High Similarity	NPC85154
0.8992	High Similarity	NPC104137
0.8992	High Similarity	NPC33012
0.8992	High Similarity	NPC286457
0.8992	High Similarity	NPC475119
0.8992	High Similarity	NPC473452
0.8976	High Similarity	NPC476778
0.8976	High Similarity	NPC476777
0.8968	High Similarity	NPC71391
0.8968	High Similarity	NPC478152
0.8968	High Similarity	NPC192765
0.8968	High Similarity	NPC473918
0.8968	High Similarity	NPC178264
0.8968	High Similarity	NPC277212
0.8968	High Similarity	NPC478153
0.8968	High Similarity	NPC478150
0.8968	High Similarity	NPC46823
0.8968	High Similarity	NPC30279
0.896	High Similarity	NPC11577
0.896	High Similarity	NPC82380
0.896	High Similarity	NPC107536
0.896	High Similarity	NPC141600
0.896	High Similarity	NPC269484
0.896	High Similarity	NPC88311
0.896	High Similarity	NPC9470
0.896	High Similarity	NPC115656
0.896	High Similarity	NPC252657
0.896	High Similarity	NPC472267
0.896	High Similarity	NPC273878
0.896	High Similarity	NPC244296
0.896	High Similarity	NPC97918
0.896	High Similarity	NPC470518
0.896	High Similarity	NPC252289
0.896	High Similarity	NPC1314
0.896	High Similarity	NPC305793
0.896	High Similarity	NPC477196
0.896	High Similarity	NPC280029
0.8926	High Similarity	NPC268184
0.8926	High Similarity	NPC476991
0.8917	High Similarity	NPC470515
0.8917	High Similarity	NPC36831
0.8917	High Similarity	NPC471548
0.8917	High Similarity	NPC237191
0.8917	High Similarity	NPC475899
0.8908	High Similarity	NPC305267
0.8908	High Similarity	NPC51465
0.8908	High Similarity	NPC288205
0.8908	High Similarity	NPC476992
0.8908	High Similarity	NPC291903
0.8908	High Similarity	NPC75287
0.8908	High Similarity	NPC37134
0.8908	High Similarity	NPC26626
0.8889	High Similarity	NPC172374
0.8889	High Similarity	NPC476074
0.8889	High Similarity	NPC264566
0.8889	High Similarity	NPC475167
0.8889	High Similarity	NPC475377
0.8889	High Similarity	NPC45346
0.8889	High Similarity	NPC134914
0.8889	High Similarity	NPC173435
0.8889	High Similarity	NPC329993
0.8889	High Similarity	NPC301639
0.8889	High Similarity	NPC478064
0.8889	High Similarity	NPC477197
0.8889	High Similarity	NPC478065
0.8889	High Similarity	NPC262796
0.888	High Similarity	NPC477192
0.888	High Similarity	NPC477194
0.888	High Similarity	NPC477193
0.888	High Similarity	NPC477191
0.8871	High Similarity	NPC470218
0.8852	High Similarity	NPC170084
0.8852	High Similarity	NPC476204
0.8852	High Similarity	NPC477463
0.8843	High Similarity	NPC51564
0.8843	High Similarity	NPC470914
0.8843	High Similarity	NPC135849
0.8843	High Similarity	NPC473386
0.8843	High Similarity	NPC25663
0.8833	High Similarity	NPC474483
0.8833	High Similarity	NPC148417
0.8833	High Similarity	NPC471580
0.8833	High Similarity	NPC300419
0.8833	High Similarity	NPC68175
0.8833	High Similarity	NPC136768
0.8833	High Similarity	NPC473405
0.8833	High Similarity	NPC110633
0.8824	High Similarity	NPC123199
0.8824	High Similarity	NPC475160
0.8824	High Similarity	NPC224381
0.8824	High Similarity	NPC57484
0.8824	High Similarity	NPC475486
0.8824	High Similarity	NPC293330
0.8824	High Similarity	NPC100639
0.8824	High Similarity	NPC227551
0.8824	High Similarity	NPC475140
0.8824	High Similarity	NPC298034
0.8824	High Similarity	NPC70809
0.8824	High Similarity	NPC4328
0.8824	High Similarity	NPC250247
0.8824	High Similarity	NPC65105
0.8824	High Similarity	NPC294453
0.8824	High Similarity	NPC54636
0.8824	High Similarity	NPC41061
0.8824	High Similarity	NPC164389
0.8824	High Similarity	NPC161717
0.8824	High Similarity	NPC471385
0.8824	High Similarity	NPC469782
0.8824	High Similarity	NPC261506
0.8824	High Similarity	NPC43550
0.8824	High Similarity	NPC202828
0.8824	High Similarity	NPC305981
0.8824	High Similarity	NPC476068
0.8824	High Similarity	NPC60557
0.8824	High Similarity	NPC473714
0.8824	High Similarity	NPC309907
0.8824	High Similarity	NPC79643
0.8824	High Similarity	NPC204414
0.8824	High Similarity	NPC119592
0.8824	High Similarity	NPC471550
0.8824	High Similarity	NPC236638
0.8824	High Similarity	NPC71065
0.8824	High Similarity	NPC67857
0.8824	High Similarity	NPC76972
0.8819	High Similarity	NPC477195
0.881	High Similarity	NPC476966
0.881	High Similarity	NPC477079
0.881	High Similarity	NPC470913

Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC311178 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	250
0.1-0.2	1748
0.2-0.3	3825
0.3-0.4	2179
0.4-0.5	634
0.5-0.6	311
0.6-0.7	152
0.7-0.8	29
0.8-0.85	13
0.85-0.9	9
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.856	High Similarity	NPD8328	Phase 3
0.84	Intermediate Similarity	NPD8516	Approved
0.84	Intermediate Similarity	NPD8517	Approved
0.84	Intermediate Similarity	NPD8515	Approved
0.8279	Intermediate Similarity	NPD8133	Approved
0.8254	Intermediate Similarity	NPD8513	Phase 3
0.8175	Intermediate Similarity	NPD8377	Approved
0.8175	Intermediate Similarity	NPD8294	Approved
0.8167	Intermediate Similarity	NPD6686	Approved
0.811	Intermediate Similarity	NPD8378	Approved
0.811	Intermediate Similarity	NPD8380	Approved
0.811	Intermediate Similarity	NPD8296	Approved
0.811	Intermediate Similarity	NPD8379	Approved
0.811	Intermediate Similarity	NPD8335	Approved
0.8092	Intermediate Similarity	NPD7319	Approved
0.808	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD7507	Approved
0.7969	Intermediate Similarity	NPD8033	Approved
0.7879	Intermediate Similarity	NPD7736	Approved
0.7829	Intermediate Similarity	NPD7503	Approved
0.7823	Intermediate Similarity	NPD8413	Clinical (unspecified phase)
0.7805	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7734	Intermediate Similarity	NPD7328	Approved
0.7734	Intermediate Similarity	NPD7327	Approved
0.7674	Intermediate Similarity	NPD7516	Approved
0.7656	Intermediate Similarity	NPD7115	Discovery
0.75	Intermediate Similarity	NPD6412	Phase 2
0.75	Intermediate Similarity	NPD6370	Approved
0.7407	Intermediate Similarity	NPD8293	Discontinued
0.7388	Intermediate Similarity	NPD7492	Approved
0.7355	Intermediate Similarity	NPD4225	Approved
0.7348	Intermediate Similarity	NPD6054	Approved
0.7333	Intermediate Similarity	NPD6616	Approved
0.7279	Intermediate Similarity	NPD7078	Approved
0.7279	Intermediate Similarity	NPD8074	Phase 3
0.7273	Intermediate Similarity	NPD7902	Approved
0.7244	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7218	Intermediate Similarity	NPD6319	Approved
0.7213	Intermediate Similarity	NPD7638	Approved
0.7188	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD7748	Approved
0.7165	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7164	Intermediate Similarity	NPD6016	Approved
0.7164	Intermediate Similarity	NPD6015	Approved
0.7154	Intermediate Similarity	NPD7640	Approved
0.7154	Intermediate Similarity	NPD7639	Approved
0.7111	Intermediate Similarity	NPD5988	Approved
0.709	Intermediate Similarity	NPD6059	Approved
0.7077	Intermediate Similarity	NPD6882	Approved
0.7077	Intermediate Similarity	NPD8297	Approved
0.7025	Intermediate Similarity	NPD7900	Approved
0.7025	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7515	Phase 2
0.6992	Remote Similarity	NPD6009	Approved
0.6953	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6894	Remote Similarity	NPD4632	Approved
0.687	Remote Similarity	NPD6650	Approved
0.687	Remote Similarity	NPD6649	Approved
0.6822	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD6899	Approved
0.6769	Remote Similarity	NPD6881	Approved
0.6742	Remote Similarity	NPD8130	Phase 1
0.6718	Remote Similarity	NPD6373	Approved
0.6718	Remote Similarity	NPD6372	Approved
0.6692	Remote Similarity	NPD5697	Approved
0.6691	Remote Similarity	NPD6067	Discontinued
0.6667	Remote Similarity	NPD4634	Approved
0.6667	Remote Similarity	NPD6883	Approved
0.6667	Remote Similarity	NPD7290	Approved
0.6667	Remote Similarity	NPD6921	Approved
0.6667	Remote Similarity	NPD7102	Approved
0.6667	Remote Similarity	NPD6371	Approved
0.6641	Remote Similarity	NPD7632	Discontinued
0.6639	Remote Similarity	NPD6698	Approved
0.6639	Remote Similarity	NPD46	Approved
0.662	Remote Similarity	NPD6033	Approved
0.6617	Remote Similarity	NPD6869	Approved
0.6617	Remote Similarity	NPD6847	Approved
0.6617	Remote Similarity	NPD6617	Approved
0.6615	Remote Similarity	NPD6675	Approved
0.6615	Remote Similarity	NPD7128	Approved
0.6615	Remote Similarity	NPD6402	Approved
0.6615	Remote Similarity	NPD5739	Approved
0.6599	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD6013	Approved
0.6591	Remote Similarity	NPD6014	Approved
0.6591	Remote Similarity	NPD6012	Approved
0.6585	Remote Similarity	NPD8035	Phase 2
0.6585	Remote Similarity	NPD8034	Phase 2
0.6571	Remote Similarity	NPD7830	Approved
0.6571	Remote Similarity	NPD7829	Approved
0.6571	Remote Similarity	NPD7604	Phase 2
0.6562	Remote Similarity	NPD5344	Discontinued
0.6549	Remote Similarity	NPD8448	Approved
0.6547	Remote Similarity	NPD5983	Phase 2
0.6536	Remote Similarity	NPD7625	Phase 1
0.6528	Remote Similarity	NPD8391	Approved
0.6528	Remote Similarity	NPD8390	Approved
0.6528	Remote Similarity	NPD8392	Approved
0.6527	Remote Similarity	NPD7799	Discontinued
0.6515	Remote Similarity	NPD7320	Approved
0.6515	Remote Similarity	NPD6011	Approved
0.65	Remote Similarity	NPD1694	Approved
0.6489	Remote Similarity	NPD6008	Approved
0.6479	Remote Similarity	NPD6336	Discontinued
0.6479	Remote Similarity	NPD8451	Approved
0.6439	Remote Similarity	NPD5701	Approved
0.6414	Remote Similarity	NPD5956	Approved
0.64	Remote Similarity	NPD8171	Discontinued
0.64	Remote Similarity	NPD6399	Phase 3
0.6393	Remote Similarity	NPD3573	Approved
0.6385	Remote Similarity	NPD5211	Phase 2
0.6371	Remote Similarity	NPD7838	Discovery
0.637	Remote Similarity	NPD7260	Phase 2
0.6357	Remote Similarity	NPD5286	Approved
0.6357	Remote Similarity	NPD5285	Approved
0.6357	Remote Similarity	NPD4696	Approved
0.6338	Remote Similarity	NPD7642	Approved
0.6328	Remote Similarity	NPD6084	Phase 2
0.6328	Remote Similarity	NPD6083	Phase 2
0.6324	Remote Similarity	NPD6053	Discontinued
0.632	Remote Similarity	NPD7983	Approved
0.632	Remote Similarity	NPD6079	Approved
0.632	Remote Similarity	NPD6411	Approved
0.6311	Remote Similarity	NPD3618	Phase 1
0.6299	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6294	Remote Similarity	NPD8340	Approved
0.6294	Remote Similarity	NPD8299	Approved
0.6294	Remote Similarity	NPD8342	Approved
0.6294	Remote Similarity	NPD8341	Approved
0.6288	Remote Similarity	NPD5141	Approved
0.6286	Remote Similarity	NPD7100	Approved
0.6286	Remote Similarity	NPD7101	Approved
0.6284	Remote Similarity	NPD8450	Suspended
0.6276	Remote Similarity	NPD8337	Approved
0.6276	Remote Similarity	NPD8336	Approved
0.627	Remote Similarity	NPD5779	Approved
0.627	Remote Similarity	NPD5778	Approved
0.626	Remote Similarity	NPD5225	Approved
0.626	Remote Similarity	NPD5224	Approved
0.626	Remote Similarity	NPD4633	Approved
0.626	Remote Similarity	NPD5226	Approved
0.625	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.625	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6231	Remote Similarity	NPD6648	Approved
0.623	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.622	Remote Similarity	NPD5282	Discontinued
0.6216	Remote Similarity	NPD8338	Approved
0.6216	Remote Similarity	NPD8449	Approved
0.6214	Remote Similarity	NPD6335	Approved
0.6212	Remote Similarity	NPD5175	Approved
0.6212	Remote Similarity	NPD5174	Approved
0.621	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD8313	Approved
0.6207	Remote Similarity	NPD8312	Approved
0.6202	Remote Similarity	NPD4755	Approved
0.6199	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6197	Remote Similarity	NPD8444	Approved
0.6197	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6187	Remote Similarity	NPD6274	Approved
0.6183	Remote Similarity	NPD5223	Approved
0.6179	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6172	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6171	Remote Similarity	NPD8407	Phase 2
0.616	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.616	Remote Similarity	NPD6101	Approved
0.616	Remote Similarity	NPD5328	Approved
0.6154	Remote Similarity	NPD5696	Approved
0.6148	Remote Similarity	NPD4730	Approved
0.6148	Remote Similarity	NPD4729	Approved
0.6143	Remote Similarity	NPD6317	Approved
0.6142	Remote Similarity	NPD4202	Approved
0.6134	Remote Similarity	NPD7645	Phase 2
0.6124	Remote Similarity	NPD5221	Approved
0.6124	Remote Similarity	NPD5222	Approved
0.6124	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD5785	Approved
0.6107	Remote Similarity	NPD4700	Approved
0.6107	Remote Similarity	NPD6845	Suspended
0.6099	Remote Similarity	NPD6313	Approved
0.6099	Remote Similarity	NPD6314	Approved
0.6092	Remote Similarity	NPD8368	Discontinued
0.6077	Remote Similarity	NPD5173	Approved
0.6071	Remote Similarity	NPD6868	Approved
0.6063	Remote Similarity	NPD7637	Suspended
0.6058	Remote Similarity	NPD5249	Phase 3
0.6058	Remote Similarity	NPD5248	Approved
0.6058	Remote Similarity	NPD5250	Approved
0.6058	Remote Similarity	NPD5247	Approved
0.6058	Remote Similarity	NPD5251	Approved
0.6048	Remote Similarity	NPD6409	Approved
0.6048	Remote Similarity	NPD7334	Approved
0.6048	Remote Similarity	NPD5330	Approved
0.6048	Remote Similarity	NPD7146	Approved
0.6048	Remote Similarity	NPD6684	Approved
0.6048	Remote Similarity	NPD7521	Approved
0.6047	Remote Similarity	NPD5695	Phase 3
0.6047	Remote Similarity	NPD5210	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data