NPASS Compound

Structure

CID187497 OpenBabel06191715572D 144156 0 0 1 0 0 0 0 0999 V2000 -14.1560 -13.5340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4969 -5.8868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2503 -11.8346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0459 4.4151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3069 -10.1352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4246 5.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2484 -1.4717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2088 -3.7931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1899 -3.7931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9082 2.8119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8893 2.8119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.6843 -13.6654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2880 -5.0371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5491 -0.4906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8497 1.4717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.6654 -12.6843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6472 -6.3774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2126 -11.8346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0981 -5.8868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7220 -10.9849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2484 -5.3962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8497 -1.4717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6994 -0.9811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6994 1.9623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2484 0.4906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1937 -11.8346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9478 -5.3962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3987 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8497 1.4717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8497 -2.4528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8497 0.4906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5491 -1.4717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0981 -3.9245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2616 4.3831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7964 0.7284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0402 8.8622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5950 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4969 1.9623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7409 -10.9849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0459 3.4340 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.7975 -9.2855 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4769 5.6528 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0981 -0.9811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2484 -4.4151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8497 -1.4717 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.5950 -0.9811 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0076 5.3308 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1026 1.4221 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9288 8.7087 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6472 1.4717 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5491 1.4717 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6994 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6994 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2484 1.4717 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5491 -2.4528 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9478 0.4906 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.8956 2.9434 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.7453 -1.4717 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7014 6.0246 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3566 2.3698 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6226 9.4025 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6472 0.4906 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7975 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4475 6.9723 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.8956 1.9623 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6628 3.0636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.2692 -8.4358 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.8956 -0.9811 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4968 8.9571 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4998 7.2262 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.7786 -7.5862 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5815 5.1449 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.7786 -9.2855 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7832 6.3465 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8355 6.0926 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.0459 1.4717 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7151 2.8097 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.2503 -10.1352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3987 -3.9245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9478 1.4717 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.8956 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3433 7.9880 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1940 6.5324 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2753 4.4511 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7975 -7.5862 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.1962 1.9623 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4612 1.8620 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0056 -0.2874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6994 -2.9434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3987 1.9623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.6843 -12.6843 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.7975 -5.8868 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5491 0.4906 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8497 0.4906 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 -1.6994 -0.9811 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0981 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0981 -2.9434 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2093 4.1292 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7441 0.9823 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3918 9.7782 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9478 -1.4717 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.4447 -1.4717 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5491 0.4906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.7453 3.4340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.7453 -2.4528 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6491 5.7706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3043 2.6238 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4691 10.3715 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4969 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7975 -0.9811 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1412 7.6660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.7453 1.4717 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9167 4.0113 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.2503 -8.4358 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0459 -1.4717 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3710 9.4025 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2458 8.1739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.2692 -6.7365 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6338 4.8910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.7409 -9.2855 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5491 -4.4151 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8898 -0.7952 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.8346 -13.1748 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.7453 0.4906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3465 1.4717 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1962 2.9434 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2230 4.7051 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3069 -8.4358 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0599 5.5847 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3743 7.8345 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1549 1.1682 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7975 1.9623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3987 -2.9434 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0981 1.9623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.2692 -10.1352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0371 7.2942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1417 6.7864 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0459 0.4906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0213 3.5034 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5135 1.6080 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3069 -6.7365 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 2 0 0 0 0 2 18 2 0 0 0 0 3 40 1 0 0 0 0 7 44 1 0 0 0 0 8 91 1 0 0 0 0 9 91 1 0 0 0 0 10 92 1 0 0 0 0 11 92 1 0 0 0 0 15 96 1 0 0 0 0 17 93 1 0 0 0 0 18 94 1 0 0 0 0 19 21 1 0 0 0 0 19 27 1 0 0 0 0 20 22 1 0 0 0 0 20 28 1 0 0 0 0 21 40 2 0 0 0 0 22 45 2 0 0 0 0 23 24 1 0 0 0 0 23 46 2 0 0 0 0 24 54 1 0 0 0 0 25 30 1 0 0 0 0 25 53 1 0 0 0 0 26 29 1 0 0 0 0 26 56 1 0 0 0 0 27 93 1 0 0 0 0 28 94 1 0 0 0 0 29 95 1 0 0 0 0 30 96 1 0 0 0 0 31 47 1 0 0 0 0 31 91 1 0 0 0 0 32 55 1 0 0 0 0 32 97 1 0 0 0 0 33 57 1 0 0 0 0 33 98 1 0 0 0 0 34 45 1 0 0 0 0 34100 1 0 0 0 0 35101 1 0 0 0 0 36102 1 0 0 0 0 37103 1 0 0 0 0 38 48 1 0 0 0 0 38127 1 0 0 0 0 39128 1 0 0 0 0 40 80 1 0 0 0 0 41 4 1 6 0 0 0 41 59 1 0 0 0 0 41129 1 0 0 0 0 42 5 1 6 0 0 0 42 75 1 0 0 0 0 42131 1 0 0 0 0 43 6 1 1 0 0 0 43 76 1 0 0 0 0 43130 1 0 0 0 0 44 99 2 3 0 0 0 44104 1 0 0 0 0 45 81 1 0 0 0 0 46 47 1 0 0 0 0 46 97 1 0 0 0 0 47 98 1 6 0 0 0 48 60 1 0 0 0 0 48105 1 1 0 0 0 49 35 1 1 0 0 0 49 61 1 0 0 0 0 49132 1 0 0 0 0 50 36 1 6 0 0 0 50 62 1 0 0 0 0 50134 1 0 0 0 0 51 37 1 6 0 0 0 51 63 1 0 0 0 0 51133 1 0 0 0 0 52 39 1 6 0 0 0 52 64 1 0 0 0 0 52135 1 0 0 0 0 53 92 1 0 0 0 0 53 95 1 1 0 0 0 54 95 1 1 0 0 0 54 96 1 0 0 0 0 55 98 1 6 0 0 0 55106 1 0 0 0 0 56 92 1 0 0 0 0 56137 1 1 0 0 0 57 91 1 0 0 0 0 57136 1 1 0 0 0 58 65 1 0 0 0 0 58 82 1 0 0 0 0 58 99 1 1 0 0 0 59 67 1 0 0 0 0 59107 1 6 0 0 0 60 70 1 0 0 0 0 60108 1 6 0 0 0 61 66 1 0 0 0 0 61109 1 6 0 0 0 62 68 1 0 0 0 0 62110 1 1 0 0 0 63 71 1 0 0 0 0 63111 1 1 0 0 0 64 65 1 0 0 0 0 64112 1 1 0 0 0 65113 1 6 0 0 0 66 72 1 0 0 0 0 66114 1 1 0 0 0 67 78 1 0 0 0 0 67115 1 6 0 0 0 68 79 1 0 0 0 0 68116 1 6 0 0 0 69 73 1 0 0 0 0 69 75 1 0 0 0 0 69117 1 6 0 0 0 70 83 1 0 0 0 0 70118 1 1 0 0 0 71 84 1 0 0 0 0 71119 1 6 0 0 0 72 85 1 0 0 0 0 72120 1 6 0 0 0 73 87 1 0 0 0 0 73121 1 1 0 0 0 74 77 1 0 0 0 0 74 86 1 0 0 0 0 74122 1 1 0 0 0 75138 1 1 0 0 0 76 77 1 0 0 0 0 76139 1 6 0 0 0 77140 1 1 0 0 0 78 88 1 0 0 0 0 78141 1 1 0 0 0 79 89 1 0 0 0 0 79142 1 1 0 0 0 80123 2 0 0 0 0 80138 1 0 0 0 0 81124 2 0 0 0 0 81136 1 0 0 0 0 82135 1 0 0 0 0 82137 1 6 0 0 0 83127 1 0 0 0 0 83141 1 6 0 0 0 84133 1 0 0 0 0 84139 1 1 0 0 0 85132 1 0 0 0 0 85140 1 1 0 0 0 86130 1 0 0 0 0 86142 1 6 0 0 0 87131 1 0 0 0 0 87144 1 6 0 0 0 88128 1 6 0 0 0 88129 1 0 0 0 0 89134 1 0 0 0 0 89143 1 6 0 0 0 90125 2 0 0 0 0 90143 1 0 0 0 0 93 12 1 6 0 0 0 93126 1 0 0 0 0 94 13 1 6 0 0 0 94144 1 0 0 0 0 95 14 1 1 0 0 0 96 97 1 6 0 0 0 97 16 1 6 0 0 0 98 90 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	2065.99
Volume:	1975.158
LogP:	1.995
LogD:	0.79
LogS:	-1.826
# Rotatable Bonds:	38
TPSA:	711.74
# H-Bond Aceptor:	46
# H-Bond Donor:	24
# Rings:	13
# Heavy Atoms:	46

MedChem Properties

QED Drug-Likeness Score:	0.012
Synthetic Accessibility Score:	8.747
Fsp3:	0.857
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:	-6.367
MDCK Permeability:	0.00325760873965919
Pgp-inhibitor:	0.928
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	0.001
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.35
Plasma Protein Binding (PPB):	40.70134735107422%
Volume Distribution (VD):	-0.542
Pgp-substrate:	17.39232635498047%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.014
CYP2C19-inhibitor:	0.0
CYP2C19-substrate:	0.049
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.008
CYP3A4-inhibitor:	0.112
CYP3A4-substrate:	0.001

ADMET: Excretion

Clearance (CL):	-1.886
Half-life (T1/2):	0.677

ADMET: Toxicity

hERG Blockers:	0.091
Human Hepatotoxicity (H-HT):	0.328
Drug-inuced Liver Injury (DILI):	0.08
AMES Toxicity:	0.032
Rat Oral Acute Toxicity:	0.011
Maximum Recommended Daily Dose:	0.229
Skin Sensitization:	0.042
Carcinogencity:	0.004
Eye Corrosion:	0.003
Eye Irritation:	0.002
Respiratory Toxicity:	0.037

Download Data

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

Natural Product: NPC187497

Natural Product ID:	NPC187497
*Common Name:**	Avicin G
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,4R,5S,6R)-3-acetamido-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]-4,5-dihydroxyoxan-2-yl]oxy-3-[(2E,6R)-6-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-6-methyloxan-2-yl]oxy-2-(hydroxymethyl)-6-methylocta-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:	avicin G
Standard InCHIKey:	AAGNHEFESXZZGI-BEFIZLBESA-N
Standard InCHI:	InChI=1S/C98H155NO45/c1-17-93(12,126)27-19-21-40(3)80(123)138-75-42(5)131-87(73(121)69(75)117)144-94(13,18-2)28-20-22-45(34-100)81(124)136-57-33-98(90(125)143-89-79(68(116)62(110)50(36-102)134-89)142-86-74(122)77(140-85-72(120)66(114)61(109)49(35-101)132-85)76(43(6)130-86)139-84-71(119)63(111)51(37-103)133-84)47(31-91(57,8)9)46-23-24-54-95(14)29-26-56(92(10,11)53(95)25-30-96(54,15)97(46,16)32-55(98)106)137-82-58(99-44(7)104)65(113)64(112)52(135-82)39-128-88-78(67(115)59(107)41(4)129-88)141-83-70(118)60(108)48(105)38-127-83/h17-18,21-23,41-43,47-79,82-89,100-103,105-122,126H,1-2,19-20,24-39H2,3-16H3,(H,99,104)/b40-21+,45-22+/t41-,42-,43+,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-,82+,83+,84+,85+,86+,87+,88-,89+,93+,94+,95+,96-,97-,98-/m1/s1
SMILES:	C=C[C@@](C)(CC/C=C(C)/C(=O)O[C@@H]1[C@@H](C)O[C@H]([C@@H]([C@H]1O)O)O[C@@](C)(C=C)CC/C=C(CO)/C(=O)O[C@H]1C[C@]2([C@@H](CC1(C)C)C1=CC[C@@H]3[C@@]4(C)CC[C@@H](C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)C[C@H]2O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@H]([C@H]([C@@H](C)O2)O)O)O[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O)O1)O)O)N=C(C)O)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O[C@H]1[C@@H]([C@H]([C@H](CO)O1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL507497
PubChem CID:	44566778
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
NPO29529	Acacia victoriae	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12828461]
NPO2067	Acacia victoria	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29529	Acacia victoriae	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
NPT15	Cell Line	Jurkat	Homo sapiens	IC50	=	0.22	ug.mL-1	PMID[457029]

☑ 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 NPC187497 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	180
0.1-0.2	1001
0.2-0.3	3864
0.3-0.4	12493
0.4-0.5	13183
0.5-0.6	7785
0.6-0.7	2922
0.7-0.8	1159
0.8-0.85	41
0.85-0.9	44
0.9-0.95	18
0.95-1	7

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC100612
1.0	High Similarity	NPC475599
1.0	High Similarity	NPC174336
1.0	High Similarity	NPC113620
0.9929	High Similarity	NPC265699
0.9929	High Similarity	NPC475527
0.9357	High Similarity	NPC475892
0.9286	High Similarity	NPC475152
0.9286	High Similarity	NPC475394
0.9286	High Similarity	NPC475584
0.9143	High Similarity	NPC82931
0.9143	High Similarity	NPC210729
0.9143	High Similarity	NPC172365
0.9	High Similarity	NPC200788
0.9	High Similarity	NPC243680
0.8897	High Similarity	NPC61717
0.8897	High Similarity	NPC244380
0.8857	High Similarity	NPC145899
0.8786	High Similarity	NPC75318
0.8786	High Similarity	NPC280941
0.8786	High Similarity	NPC235772
0.8759	High Similarity	NPC298067
0.8759	High Similarity	NPC214821
0.8714	High Similarity	NPC76999
0.8649	High Similarity	NPC298005
0.8649	High Similarity	NPC36463
0.8643	High Similarity	NPC73829
0.8643	High Similarity	NPC119794
0.8642	High Similarity	NPC475649
0.858	High Similarity	NPC475345
0.8571	High Similarity	NPC183816
0.8571	High Similarity	NPC475444
0.8571	High Similarity	NPC233223
0.8571	High Similarity	NPC324933
0.8571	High Similarity	NPC475177
0.8571	High Similarity	NPC322904
0.8571	High Similarity	NPC473679
0.8571	High Similarity	NPC476113
0.8571	High Similarity	NPC475472
0.8571	High Similarity	NPC196874
0.8571	High Similarity	NPC319719
0.8562	High Similarity	NPC141669
0.85	High Similarity	NPC300655
0.85	High Similarity	NPC43589
0.85	High Similarity	NPC311178
0.85	High Similarity	NPC222951
0.8425	Intermediate Similarity	NPC162910
0.8414	Intermediate Similarity	NPC302276
0.8357	Intermediate Similarity	NPC472269
0.8357	Intermediate Similarity	NPC45606
0.8357	Intermediate Similarity	NPC112492
0.8357	Intermediate Similarity	NPC472268
0.8357	Intermediate Similarity	NPC472270
0.8357	Intermediate Similarity	NPC23020
0.8357	Intermediate Similarity	NPC220838
0.8311	Intermediate Similarity	NPC193579
0.8311	Intermediate Similarity	NPC298469
0.8288	Intermediate Similarity	NPC180770
0.8288	Intermediate Similarity	NPC265908
0.8272	Intermediate Similarity	NPC120667
0.8272	Intermediate Similarity	NPC278272
0.8214	Intermediate Similarity	NPC297950
0.8069	Intermediate Similarity	NPC477072
0.8067	Intermediate Similarity	NPC284625
0.8067	Intermediate Similarity	NPC69176
0.8028	Intermediate Similarity	NPC470516
0.7808	Intermediate Similarity	NPC476776
0.7808	Intermediate Similarity	NPC312650
0.7808	Intermediate Similarity	NPC478154
0.7808	Intermediate Similarity	NPC139585
0.7801	Intermediate Similarity	NPC275225
0.7801	Intermediate Similarity	NPC51099
0.7801	Intermediate Similarity	NPC293031
0.7801	Intermediate Similarity	NPC68767
0.7793	Intermediate Similarity	NPC47995
0.7793	Intermediate Similarity	NPC265841
0.7786	Intermediate Similarity	NPC207738
0.7778	Intermediate Similarity	NPC204556
0.777	Intermediate Similarity	NPC110700
0.777	Intermediate Similarity	NPC279915
0.7755	Intermediate Similarity	NPC478151
0.7755	Intermediate Similarity	NPC225791
0.7755	Intermediate Similarity	NPC476779
0.774	Intermediate Similarity	NPC478155
0.774	Intermediate Similarity	NPC25998
0.774	Intermediate Similarity	NPC476774
0.774	Intermediate Similarity	NPC476780
0.774	Intermediate Similarity	NPC271610
0.774	Intermediate Similarity	NPC476775
0.773	Intermediate Similarity	NPC144644
0.773	Intermediate Similarity	NPC268184
0.773	Intermediate Similarity	NPC110385
0.773	Intermediate Similarity	NPC142151
0.773	Intermediate Similarity	NPC473130
0.773	Intermediate Similarity	NPC267694
0.773	Intermediate Similarity	NPC153673
0.773	Intermediate Similarity	NPC37860
0.773	Intermediate Similarity	NPC473645
0.773	Intermediate Similarity	NPC476127
0.773	Intermediate Similarity	NPC476150
0.7724	Intermediate Similarity	NPC470476
0.7724	Intermediate Similarity	NPC470475
0.7714	Intermediate Similarity	NPC105800
0.7714	Intermediate Similarity	NPC232237
0.7703	Intermediate Similarity	NPC476777
0.7703	Intermediate Similarity	NPC476778
0.7687	Intermediate Similarity	NPC478152
0.7687	Intermediate Similarity	NPC46823
0.7687	Intermediate Similarity	NPC473918
0.7687	Intermediate Similarity	NPC277212
0.7687	Intermediate Similarity	NPC478153
0.7687	Intermediate Similarity	NPC178264
0.7687	Intermediate Similarity	NPC192765
0.7687	Intermediate Similarity	NPC71391
0.7687	Intermediate Similarity	NPC478150
0.7687	Intermediate Similarity	NPC30279
0.7671	Intermediate Similarity	NPC269484
0.7671	Intermediate Similarity	NPC280029
0.7671	Intermediate Similarity	NPC252289
0.7671	Intermediate Similarity	NPC244296
0.7671	Intermediate Similarity	NPC472267
0.7671	Intermediate Similarity	NPC97918
0.7671	Intermediate Similarity	NPC141600
0.7671	Intermediate Similarity	NPC9470
0.7671	Intermediate Similarity	NPC477196
0.7671	Intermediate Similarity	NPC305793
0.7671	Intermediate Similarity	NPC11577
0.7671	Intermediate Similarity	NPC115656
0.7671	Intermediate Similarity	NPC88311
0.7671	Intermediate Similarity	NPC82380
0.7671	Intermediate Similarity	NPC1314
0.7671	Intermediate Similarity	NPC470518
0.7671	Intermediate Similarity	NPC273878
0.7671	Intermediate Similarity	NPC107536
0.7671	Intermediate Similarity	NPC252657
0.766	Intermediate Similarity	NPC470915
0.766	Intermediate Similarity	NPC477464
0.766	Intermediate Similarity	NPC470517
0.766	Intermediate Similarity	NPC471577
0.766	Intermediate Similarity	NPC470911
0.7643	Intermediate Similarity	NPC8524
0.7643	Intermediate Similarity	NPC475209
0.7643	Intermediate Similarity	NPC85154
0.7643	Intermediate Similarity	NPC286457
0.7643	Intermediate Similarity	NPC69811
0.7643	Intermediate Similarity	NPC104137
0.7643	Intermediate Similarity	NPC123522
0.7643	Intermediate Similarity	NPC309223
0.7643	Intermediate Similarity	NPC191827
0.7643	Intermediate Similarity	NPC102505
0.7643	Intermediate Similarity	NPC473824
0.7643	Intermediate Similarity	NPC220160
0.7643	Intermediate Similarity	NPC33012
0.7643	Intermediate Similarity	NPC470876
0.7643	Intermediate Similarity	NPC475514
0.7643	Intermediate Similarity	NPC475119
0.7643	Intermediate Similarity	NPC473452
0.7635	Intermediate Similarity	NPC316915
0.7619	Intermediate Similarity	NPC262796
0.7619	Intermediate Similarity	NPC173435
0.7619	Intermediate Similarity	NPC329993
0.7619	Intermediate Similarity	NPC477197
0.7619	Intermediate Similarity	NPC475377
0.7619	Intermediate Similarity	NPC475167
0.7619	Intermediate Similarity	NPC478064
0.7619	Intermediate Similarity	NPC172374
0.7619	Intermediate Similarity	NPC264566
0.7619	Intermediate Similarity	NPC478065
0.7619	Intermediate Similarity	NPC134914
0.7619	Intermediate Similarity	NPC45346
0.7619	Intermediate Similarity	NPC476074
0.7619	Intermediate Similarity	NPC301639
0.7606	Intermediate Similarity	NPC476991
0.7603	Intermediate Similarity	NPC477192
0.7603	Intermediate Similarity	NPC477191
0.7603	Intermediate Similarity	NPC477194
0.7603	Intermediate Similarity	NPC477193
0.7589	Intermediate Similarity	NPC36831
0.7589	Intermediate Similarity	NPC237191
0.7589	Intermediate Similarity	NPC471548
0.7589	Intermediate Similarity	NPC475899
0.7589	Intermediate Similarity	NPC470515
0.7586	Intermediate Similarity	NPC470218
0.7571	Intermediate Similarity	NPC291903
0.7571	Intermediate Similarity	NPC37134
0.7571	Intermediate Similarity	NPC305267
0.7571	Intermediate Similarity	NPC288205
0.7571	Intermediate Similarity	NPC75287
0.7571	Intermediate Similarity	NPC476992
0.7571	Intermediate Similarity	NPC51465
0.7571	Intermediate Similarity	NPC26626
0.7568	Intermediate Similarity	NPC477195
0.7568	Intermediate Similarity	NPC231240
0.7552	Intermediate Similarity	NPC477463
0.7552	Intermediate Similarity	NPC476204
0.7552	Intermediate Similarity	NPC170084
0.7551	Intermediate Similarity	NPC477076
0.7551	Intermediate Similarity	NPC470913
0.7551	Intermediate Similarity	NPC477235
0.7551	Intermediate Similarity	NPC477079

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 NPC187497 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	138
0.1-0.2	770
0.2-0.3	3078
0.3-0.4	3528
0.4-0.5	1157
0.5-0.6	372
0.6-0.7	87
0.7-0.8	20
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7329	Intermediate Similarity	NPD8328	Phase 3
0.731	Intermediate Similarity	NPD8515	Approved
0.731	Intermediate Similarity	NPD8516	Approved
0.731	Intermediate Similarity	NPD8517	Approved
0.7192	Intermediate Similarity	NPD8513	Phase 3
0.7181	Intermediate Similarity	NPD8074	Phase 3
0.7063	Intermediate Similarity	NPD8133	Approved
0.7039	Intermediate Similarity	NPD8390	Approved
0.7039	Intermediate Similarity	NPD8391	Approved
0.7039	Intermediate Similarity	NPD8392	Approved
0.7019	Intermediate Similarity	NPD7625	Phase 1
0.7007	Intermediate Similarity	NPD8294	Approved
0.7007	Intermediate Similarity	NPD8377	Approved
0.6974	Remote Similarity	NPD7319	Approved
0.6959	Remote Similarity	NPD8379	Approved
0.6959	Remote Similarity	NPD8296	Approved
0.6959	Remote Similarity	NPD8378	Approved
0.6959	Remote Similarity	NPD8380	Approved
0.6959	Remote Similarity	NPD8335	Approved
0.6954	Remote Similarity	NPD8448	Approved
0.695	Remote Similarity	NPD6686	Approved
0.6918	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD7507	Approved
0.6887	Remote Similarity	NPD8451	Approved
0.6846	Remote Similarity	NPD8033	Approved
0.6821	Remote Similarity	NPD8342	Approved
0.6821	Remote Similarity	NPD8340	Approved
0.6821	Remote Similarity	NPD8299	Approved
0.6821	Remote Similarity	NPD8341	Approved
0.6818	Remote Similarity	NPD6914	Discontinued
0.6806	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD7736	Approved
0.6755	Remote Similarity	NPD7830	Approved
0.6755	Remote Similarity	NPD7829	Approved
0.6733	Remote Similarity	NPD7503	Approved
0.673	Remote Similarity	NPD6334	Approved
0.673	Remote Similarity	NPD6333	Approved
0.6689	Remote Similarity	NPD7115	Discovery
0.6688	Remote Similarity	NPD8336	Approved
0.6688	Remote Similarity	NPD8337	Approved
0.6667	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6645	Remote Similarity	NPD7642	Approved
0.6644	Remote Similarity	NPD7327	Approved
0.6644	Remote Similarity	NPD7328	Approved
0.6624	Remote Similarity	NPD8338	Approved
0.6612	Remote Similarity	NPD8407	Phase 2
0.6604	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.66	Remote Similarity	NPD7516	Approved
0.6582	Remote Similarity	NPD8450	Suspended
0.6541	Remote Similarity	NPD8415	Approved
0.6519	Remote Similarity	NPD8449	Approved
0.6513	Remote Similarity	NPD6921	Approved
0.651	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD8361	Approved
0.6471	Remote Similarity	NPD8360	Approved
0.6471	Remote Similarity	NPD6370	Approved
0.6448	Remote Similarity	NPD8368	Discontinued
0.6414	Remote Similarity	NPD6412	Phase 2
0.641	Remote Similarity	NPD8293	Discontinued
0.6405	Remote Similarity	NPD8444	Approved
0.6395	Remote Similarity	NPD6421	Discontinued
0.6387	Remote Similarity	NPD7492	Approved
0.6383	Remote Similarity	NPD8435	Approved
0.6383	Remote Similarity	NPD4225	Approved
0.6369	Remote Similarity	NPD7274	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD8080	Discontinued
0.6358	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.6354	Remote Similarity	NPD8485	Approved
0.6346	Remote Similarity	NPD6616	Approved
0.634	Remote Similarity	NPD6054	Approved
0.6316	Remote Similarity	NPD7641	Discontinued
0.6306	Remote Similarity	NPD7078	Approved
0.6294	Remote Similarity	NPD8319	Approved
0.6294	Remote Similarity	NPD8320	Phase 1
0.6277	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6234	Remote Similarity	NPD6319	Approved
0.6224	Remote Similarity	NPD7639	Approved
0.6224	Remote Similarity	NPD7640	Approved
0.6216	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6197	Remote Similarity	NPD7902	Approved
0.6194	Remote Similarity	NPD8274	Clinical (unspecified phase)
0.6194	Remote Similarity	NPD6016	Approved
0.6194	Remote Similarity	NPD6015	Approved
0.6174	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD5988	Approved
0.6154	Remote Similarity	NPD7638	Approved
0.6149	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6149	Remote Similarity	NPD8174	Phase 2
0.6149	Remote Similarity	NPD7260	Phase 2
0.6129	Remote Similarity	NPD6059	Approved
0.6099	Remote Similarity	NPD7748	Approved
0.6093	Remote Similarity	NPD6882	Approved
0.6093	Remote Similarity	NPD6429	Approved
0.6093	Remote Similarity	NPD6430	Approved
0.6093	Remote Similarity	NPD8297	Approved
0.609	Remote Similarity	NPD8269	Approved
0.609	Remote Similarity	NPD8266	Approved
0.609	Remote Similarity	NPD8267	Approved
0.609	Remote Similarity	NPD8268	Approved
0.6081	Remote Similarity	NPD8307	Discontinued
0.6069	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6059	Remote Similarity	NPD7874	Approved
0.6059	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6042	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6041	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6039	Remote Similarity	NPD6009	Approved
0.6039	Remote Similarity	NPD8404	Phase 2
0.6039	Remote Similarity	NPD7500	Approved
0.6038	Remote Similarity	NPD8273	Phase 1
0.6029	Remote Similarity	NPD7783	Phase 2
0.6029	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.6029	Remote Similarity	NPD7801	Approved
0.6027	Remote Similarity	NPD7140	Approved
0.6027	Remote Similarity	NPD7141	Clinical (unspecified phase)
0.6027	Remote Similarity	NPD7139	Approved
0.6014	Remote Similarity	NPD8393	Approved
0.6013	Remote Similarity	NPD7604	Phase 2
0.6012	Remote Similarity	NPD6845	Suspended
0.6012	Remote Similarity	NPD8384	Approved
0.599	Remote Similarity	NPD7700	Phase 2
0.599	Remote Similarity	NPD7699	Phase 2
0.5987	Remote Similarity	NPD6909	Approved
0.5987	Remote Similarity	NPD6908	Approved
0.5986	Remote Similarity	NPD8275	Approved
0.5986	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5986	Remote Similarity	NPD7900	Approved
0.5986	Remote Similarity	NPD1407	Approved
0.5986	Remote Similarity	NPD8276	Approved
0.5974	Remote Similarity	NPD6940	Discontinued
0.5973	Remote Similarity	NPD8140	Approved
0.5973	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.596	Remote Similarity	NPD8087	Discontinued
0.5957	Remote Similarity	NPD7515	Phase 2
0.5948	Remote Similarity	NPD4632	Approved
0.5931	Remote Similarity	NPD8151	Discontinued
0.5924	Remote Similarity	NPD8346	Approved
0.5924	Remote Similarity	NPD8347	Approved
0.5924	Remote Similarity	NPD8345	Approved
0.5921	Remote Similarity	NPD6649	Approved
0.5921	Remote Similarity	NPD6650	Approved
0.5918	Remote Similarity	NPD8085	Approved
0.5918	Remote Similarity	NPD8082	Approved
0.5918	Remote Similarity	NPD8084	Approved
0.5918	Remote Similarity	NPD8083	Approved
0.5918	Remote Similarity	NPD8139	Approved
0.5918	Remote Similarity	NPD8138	Approved
0.5918	Remote Similarity	NPD8086	Approved
0.5894	Remote Similarity	NPD8306	Approved
0.5894	Remote Similarity	NPD8305	Approved
0.589	Remote Similarity	NPD8418	Phase 2
0.5887	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD7701	Phase 2
0.5882	Remote Similarity	NPD7799	Discontinued
0.5871	Remote Similarity	NPD6823	Phase 2
0.5867	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.5855	Remote Similarity	NPD6371	Approved
0.5843	Remote Similarity	NPD8414	Discontinued
0.5842	Remote Similarity	NPD7696	Phase 3
0.5842	Remote Similarity	NPD7697	Approved
0.5842	Remote Similarity	NPD7698	Approved
0.5839	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.5839	Remote Similarity	NPD8081	Approved
0.5838	Remote Similarity	NPD6534	Approved
0.5838	Remote Similarity	NPD6535	Approved
0.5828	Remote Similarity	NPD6899	Approved
0.5828	Remote Similarity	NPD6881	Approved
0.5817	Remote Similarity	NPD8130	Phase 1
0.5813	Remote Similarity	NPD6067	Discontinued
0.5811	Remote Similarity	NPD7632	Discontinued
0.5789	Remote Similarity	NPD6372	Approved
0.5789	Remote Similarity	NPD6373	Approved
0.5789	Remote Similarity	NPD6941	Approved
0.5774	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.5769	Remote Similarity	NPD8462	Phase 1
0.5767	Remote Similarity	NPD6033	Approved
0.5762	Remote Similarity	NPD5697	Approved
0.5752	Remote Similarity	NPD7102	Approved
0.5752	Remote Similarity	NPD4634	Approved
0.5752	Remote Similarity	NPD6420	Discontinued
0.5752	Remote Similarity	NPD6883	Approved
0.5752	Remote Similarity	NPD7290	Approved
0.5743	Remote Similarity	NPD5344	Discontinued
0.5735	Remote Similarity	NPD7870	Phase 2
0.5735	Remote Similarity	NPD7871	Phase 2
0.5714	Remote Similarity	NPD6869	Approved
0.5714	Remote Similarity	NPD6847	Approved
0.5714	Remote Similarity	NPD7116	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD6617	Approved
0.5695	Remote Similarity	NPD7128	Approved
0.5695	Remote Similarity	NPD5739	Approved
0.5695	Remote Similarity	NPD4211	Phase 1
0.5695	Remote Similarity	NPD6402	Approved
0.5695	Remote Similarity	NPD6675	Approved
0.5694	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.5693	Remote Similarity	NPD6776	Approved
0.5693	Remote Similarity	NPD6779	Approved
0.5693	Remote Similarity	NPD6778	Approved
0.5693	Remote Similarity	NPD6781	Approved
0.5693	Remote Similarity	NPD6777	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