NPASS Compound

Structure

CID97924 OpenBabel06191715432D 134149 0 0 1 0 0 0 0 0999 V2000 9.1045 3.3237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7827 3.6471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8546 0.4934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7091 1.9735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9284 -3.7237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7976 6.6627 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3487 -4.7613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5674 -2.6865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3262 -0.7600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5674 1.6997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4712 -2.1946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9856 -1.0337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7043 3.9470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0370 3.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8546 1.4801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9694 -3.4911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7038 5.6804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6029 -4.1151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1660 -1.7851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3093 -0.6756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1660 0.7983 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7506 -1.5205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9178 4.2926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5960 4.6161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7091 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2064 -4.6705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9938 7.2351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1619 -5.7302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5487 -2.7896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9077 -1.6536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5487 1.8029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2477 -3.1557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5637 1.4801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9868 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4263 3.0002 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2885 -4.2052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3295 -4.4379 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7460 -0.9868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8740 -1.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7460 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8065 -1.8075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8063 5.2705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2728 4.4404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2728 3.4536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6635 4.9388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5637 0.4934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5254 -5.3846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2295 -6.0530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1287 -1.9913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4724 -2.4628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1287 1.0046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3036 -3.4427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0963 6.8252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5665 -5.1520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5163 -5.4068 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7274 -1.0899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4556 -2.3784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7274 0.1031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5830 -2.7686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0025 5.8429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4182 4.9338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5637 4.4404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5637 3.4536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8546 -1.4801 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6805 2.3540 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4182 2.9603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7091 -0.9868 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8673 1.3851 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7091 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.7998 1.0624 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.2237 2.0320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1562 -2.5222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6805 5.5400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2129 -3.3395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2276 -2.0900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3281 0.3110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2276 1.1032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3457 -0.7334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8063 2.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5455 1.7086 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8546 0.4934 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.9853 4.6153 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.3417 5.2622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7091 -0.9868 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1653 -4.9031 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0876 8.2174 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9077 -6.3764 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9501 -3.6911 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9246 -1.7381 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9501 2.7043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9683 -3.8298 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4768 5.9077 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4182 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8034 -6.3314 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0427 -7.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1101 -2.0945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0540 -3.3565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1101 1.1077 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0801 -4.4038 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2925 7.3975 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8855 -5.8662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4488 -5.7295 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8874 0.5067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5850 -3.9968 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3074 -0.6952 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6389 -3.0556 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1049 5.4330 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4182 5.9205 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7091 4.9338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7091 2.9603 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1562 1.7093 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9603 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1385 -2.4284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0905 6.4376 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1290 -3.7062 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2276 -3.0767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3956 0.6337 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2276 2.0900 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2782 -1.0561 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1601 1.8778 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7894 -1.6061 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4263 4.8938 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4182 1.9735 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3588 2.6775 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3067 -2.3572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7038 2.2136 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2891 -1.7851 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9232 1.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2891 0.7983 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3645 0.2532 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4780 1.3858 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8546 1.4801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 2 0 0 0 0 1 23 1 0 0 0 0 2 14 1 0 0 0 0 2 24 2 0 0 0 0 3 15 2 0 0 0 0 3 25 1 0 0 0 0 4 15 1 0 0 0 0 4 33 2 0 0 0 0 5 16 2 0 0 0 0 5 26 1 0 0 0 0 6 17 2 0 0 0 0 6 27 1 0 0 0 0 7 18 2 0 0 0 0 7 28 1 0 0 0 0 8 19 2 0 0 0 0 8 29 1 0 0 0 0 9 20 2 0 0 0 0 9 30 1 0 0 0 0 10 21 2 0 0 0 0 10 31 1 0 0 0 0 11 22 2 0 0 0 0 11 32 1 0 0 0 0 12122 1 0 0 0 0 13123 1 0 0 0 0 14 71 1 0 0 0 0 15 72 1 0 0 0 0 16 36 1 0 0 0 0 16 73 1 0 0 0 0 17 42 1 0 0 0 0 17 74 1 0 0 0 0 18 37 1 0 0 0 0 18 75 1 0 0 0 0 19 38 1 0 0 0 0 19 76 1 0 0 0 0 20 39 1 0 0 0 0 20 77 1 0 0 0 0 21 40 1 0 0 0 0 21 78 1 0 0 0 0 22 41 1 0 0 0 0 22 79 1 0 0 0 0 23 45 2 0 0 0 0 23 83 1 0 0 0 0 24 45 1 0 0 0 0 24 84 1 0 0 0 0 25 46 2 0 0 0 0 25 85 1 0 0 0 0 26 47 2 0 0 0 0 26 86 1 0 0 0 0 27 53 2 0 0 0 0 27 87 1 0 0 0 0 28 48 2 0 0 0 0 28 88 1 0 0 0 0 29 49 2 0 0 0 0 29 89 1 0 0 0 0 30 50 2 0 0 0 0 30 90 1 0 0 0 0 31 51 2 0 0 0 0 31 91 1 0 0 0 0 32 52 2 0 0 0 0 32 92 1 0 0 0 0 33 46 1 0 0 0 0 33124 1 0 0 0 0 34 12 1 6 0 0 0 34 64 1 0 0 0 0 34125 1 0 0 0 0 35 13 1 1 0 0 0 35 65 1 0 0 0 0 35126 1 0 0 0 0 36 37 1 0 0 0 0 36 54 2 0 0 0 0 37 55 2 0 0 0 0 38 40 1 0 0 0 0 38 56 2 0 0 0 0 39 41 1 0 0 0 0 39 57 2 0 0 0 0 40 58 2 0 0 0 0 41 59 2 0 0 0 0 42 43 1 0 0 0 0 42 60 2 0 0 0 0 43 44 2 0 0 0 0 43 61 1 0 0 0 0 44 66 1 0 0 0 0 44 80 1 0 0 0 0 45 93 1 0 0 0 0 46 94 1 0 0 0 0 47 54 1 0 0 0 0 47 95 1 0 0 0 0 48 55 1 0 0 0 0 48 96 1 0 0 0 0 49 56 1 0 0 0 0 49 97 1 0 0 0 0 50 57 1 0 0 0 0 50 98 1 0 0 0 0 51 58 1 0 0 0 0 51 99 1 0 0 0 0 52 59 1 0 0 0 0 52100 1 0 0 0 0 53 60 1 0 0 0 0 53101 1 0 0 0 0 54102 1 0 0 0 0 55103 1 0 0 0 0 56104 1 0 0 0 0 57105 1 0 0 0 0 58106 1 0 0 0 0 59107 1 0 0 0 0 60108 1 0 0 0 0 61 62 2 0 0 0 0 61109 1 0 0 0 0 62 63 1 0 0 0 0 62110 1 0 0 0 0 63 66 2 0 0 0 0 63111 1 0 0 0 0 64 67 1 0 0 0 0 64127 1 1 0 0 0 65 68 1 0 0 0 0 65128 1 6 0 0 0 66124 1 0 0 0 0 67 69 1 0 0 0 0 67129 1 6 0 0 0 68 70 1 0 0 0 0 68130 1 1 0 0 0 69 82 1 0 0 0 0 69131 1 1 0 0 0 70 81 1 0 0 0 0 70132 1 6 0 0 0 71112 2 0 0 0 0 71133 1 0 0 0 0 72113 2 0 0 0 0 72134 1 0 0 0 0 73114 2 0 0 0 0 73122 1 0 0 0 0 74115 2 0 0 0 0 74123 1 0 0 0 0 75116 2 0 0 0 0 75127 1 0 0 0 0 76117 2 0 0 0 0 76129 1 0 0 0 0 77118 2 0 0 0 0 77130 1 0 0 0 0 78119 2 0 0 0 0 78131 1 0 0 0 0 79120 2 0 0 0 0 79132 1 0 0 0 0 80121 2 0 0 0 0 80128 1 0 0 0 0 81126 1 0 0 0 0 81133 1 6 0 0 0 82125 1 0 0 0 0 82134 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1870.16
Volume:	1641.557
LogP:	3.271
LogD:	1.464
LogS:	-4.394
# Rotatable Bonds:	8
TPSA:	877.36
# H-Bond Aceptor:	52
# H-Bond Donor:	29
# Rings:	16
# Heavy Atoms:	52

MedChem Properties

QED Drug-Likeness Score:	0.064
Synthetic Accessibility Score:	7.221
Fsp3:	0.146
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-8.024
MDCK Permeability:	2.3661330033064587e-06
Pgp-inhibitor:	0.015
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	0.996
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0
Plasma Protein Binding (PPB):	101.01388549804688%
Volume Distribution (VD):	-0.533
Pgp-substrate:	809.5023193359375%

ADMET: Metabolism

CYP1A2-inhibitor:	0.015
CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.001
CYP2C19-substrate:	0.003
CYP2C9-inhibitor:	0.041
CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.01
CYP3A4-inhibitor:	0.0
CYP3A4-substrate:	0.0

ADMET: Excretion

Clearance (CL):	12.356
Half-life (T1/2):	0.985

ADMET: Toxicity

hERG Blockers:	0.003
Human Hepatotoxicity (H-HT):	0.465
Drug-inuced Liver Injury (DILI):	1.0
AMES Toxicity:	0.03
Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.023
Skin Sensitization:	0.982
Carcinogencity:	0.001
Eye Corrosion:	0.003
Eye Irritation:	0.973
Respiratory Toxicity:	0.0

Download Data

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

Natural Product: NPC97924

Natural Product ID:	NPC97924
*Common Name:**	FFZOOOCGCNFHAQ-GWOIDVGPSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	FFZOOOCGCNFHAQ-GWOIDVGPSA-N
Standard InCHI:	InChI=1S/C82H54O52/c83-23-1-14(2-24(84)45(23)93)71(112)133-81-70-68(130-77(118)20-9-30(90)50(98)57(105)39(20)41-22(79(120)132-70)11-32(92)52(100)59(41)107)65-35(126-81)13-123-74(115)17-6-27(87)53(101)60(108)42(17)43-44(80(121)128-65)66(63(111)62(110)61(43)109)124-33-4-15(3-25(85)46(33)94)72(113)134-82-69-67(129-76(117)19-8-29(89)49(97)56(104)38(19)40-21(78(119)131-69)10-31(91)51(99)58(40)106)64-34(125-82)12-122-73(114)16-5-26(86)47(95)54(102)36(16)37-18(75(116)127-64)7-28(88)48(96)55(37)103/h1-11,34-35,64-65,67-70,81-111H,12-13H2/t34-,35-,64-,65-,67+,68+,69-,70-,81-,82+/m1/s1
SMILES:	c1c(cc(c(c1O)O)O)C(=O)O[C@@H]1[C@H]2[C@H]([C@H]3[C@@H](COC(=O)c4cc(c(c(c4-c4c(c(c(c(c4O)O)O)Oc4cc(cc(c4O)O)C(=O)O[C@H]4[C@H]5[C@H]([C@H]6[C@@H](COC(=O)c7cc(c(c(c7-c7c(cc(c(c7O)O)O)C(=O)O6)O)O)O)O4)OC(=O)c4cc(c(c(c4-c4c(cc(c(c4O)O)O)C(=O)O5)O)O)O)C(=O)O3)O)O)O)O1)OC(=O)c1cc(c(c(c1-c1c(cc(c(c1O)O)O)C(=O)O2)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL508647
PubChem CID:	16130897
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000238] Tannins [CHEMONTID:0001710] Hydrolyzable tannins

*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
NPO19774	Rubus idaeus	Species	n.a.	n.a.	Fruit	n.a.	n.a.	DOI[10.1016/S0963-9969(99)00095-2]
NPO19774	Rubus idaeus	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[21381697]
NPO19774	Rubus idaeus	Species	n.a.	n.a.	Fruit	n.a.	n.a.	Database[FooDB]
NPO19774	Rubus idaeus	Species	n.a.	n.a.	Leaf	n.a.	n.a.	Database[FooDB]
NPO19774	Rubus idaeus	Species	n.a.	n.a.	Seed	n.a.	n.a.	Database[FooDB]
NPO19774	Rubus idaeus	Species	n.a.	n.a.		n.a.	n.a.	Database[FooDB]
NPO19774	Rubus idaeus	Species	n.a.	n.a.	Fruits	n.a.		Database[FooDB]
NPO19700	Aconitum talassicum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19774	Rubus idaeus	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO19774	Rubus idaeus	Species	n.a.	n.a.	Fruits	n.a.		Database[Phenol-Explorer]
NPO19774	Rubus idaeus	Species	n.a.	n.a.	n.a.	n.a.		Database[Phenol-Explorer]
NPO19774	Rubus idaeus	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO19700	Aconitum talassicum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19700	Aconitum talassicum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26422	Rubus chingii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26422	Rubus chingii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18930	Rubus coreanus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18930	Rubus coreanus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26422	Rubus chingii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19700	Aconitum talassicum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19774	Rubus idaeus	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO10415	Paraphaeosphaeria minitans	Species	Didymosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24873	Anaphalis subumbellata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25161	Peteravenia malvaefolia	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO24812	Jaspis coriacea	Species	Ancorinidae	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
NPO19774	NPC97924	n.a.	Fruits	76.1	n.a.	n.a.	mg/100g of FW	Database [Phenol-Explorer]

☑ 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
Others	6

Activity Type	# Activity
Cell Line	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT737	Cell Line	HUVEC	Homo sapiens	Inhibition	=	41.5	%	PMID[464142]
NPT737	Cell Line	HUVEC	Homo sapiens	Activity	=	37.6	%	PMID[464142]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	Activity	=	40.7	%	PMID[464143]
NPT83	Cell Line	MCF7	Homo sapiens	Activity	=	33.7	%	PMID[464143]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	Activity	=	63.0	%	PMID[464143]
NPT83	Cell Line	MCF7	Homo sapiens	Activity	=	69.0	%	PMID[464143]

☑ 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 NPC97924 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	470
0.1-0.2	1978
0.2-0.3	4311
0.3-0.4	9644
0.4-0.5	8432
0.5-0.6	4741
0.6-0.7	6093
0.7-0.8	5498
0.8-0.85	971
0.85-0.9	490
0.9-0.95	34
0.95-1	35

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC40078
1.0	High Similarity	NPC471091
0.9884	High Similarity	NPC158214
0.9884	High Similarity	NPC240200
0.9884	High Similarity	NPC290289
0.9884	High Similarity	NPC223534
0.9828	High Similarity	NPC31208
0.9828	High Similarity	NPC93065
0.9828	High Similarity	NPC469652
0.9828	High Similarity	NPC160543
0.9828	High Similarity	NPC472724
0.9828	High Similarity	NPC472720
0.9828	High Similarity	NPC187632
0.9828	High Similarity	NPC472721
0.9827	High Similarity	NPC469649
0.9827	High Similarity	NPC260521
0.9665	High Similarity	NPC174140
0.9663	High Similarity	NPC189312
0.9655	High Similarity	NPC111490
0.9655	High Similarity	NPC261623
0.9655	High Similarity	NPC469650
0.9553	High Similarity	NPC3474
0.9545	High Similarity	NPC477083
0.9545	High Similarity	NPC477081
0.9489	High Similarity	NPC65489
0.9483	High Similarity	NPC8940
0.9441	High Similarity	NPC477082
0.9425	High Similarity	NPC472726
0.9425	High Similarity	NPC472725
0.9375	High Similarity	NPC231254
0.933	High Similarity	NPC264302
0.9326	High Similarity	NPC269046
0.9314	High Similarity	NPC80956
0.9274	High Similarity	NPC201814
0.927	High Similarity	NPC237202
0.92	High Similarity	NPC297574
0.92	High Similarity	NPC472723
0.9191	High Similarity	NPC47521
0.9162	High Similarity	NPC269625
0.9162	High Similarity	NPC179947
0.9148	High Similarity	NPC476618
0.9148	High Similarity	NPC476619
0.9148	High Similarity	NPC476622
0.9148	High Similarity	NPC476621
0.9148	High Similarity	NPC476623
0.9148	High Similarity	NPC476620
0.9111	High Similarity	NPC7839
0.9111	High Similarity	NPC173872
0.9111	High Similarity	NPC473618
0.9111	High Similarity	NPC142291
0.9111	High Similarity	NPC119094
0.9101	High Similarity	NPC129533
0.9101	High Similarity	NPC123259
0.9075	High Similarity	NPC43918
0.9075	High Similarity	NPC190204
0.9075	High Similarity	NPC261411
0.905	High Similarity	NPC49690
0.9045	High Similarity	NPC125352
0.904	High Similarity	NPC472387
0.9023	High Similarity	NPC149300
0.9016	High Similarity	NPC476358
0.9	High Similarity	NPC112380
0.8994	High Similarity	NPC476203
0.8989	High Similarity	NPC471030
0.8983	High Similarity	NPC472992
0.8983	High Similarity	NPC472991
0.8978	High Similarity	NPC470450
0.8977	High Similarity	NPC473550
0.8966	High Similarity	NPC311389
0.8966	High Similarity	NPC31034
0.8966	High Similarity	NPC470271
0.895	High Similarity	NPC475179
0.8944	High Similarity	NPC472722
0.8939	High Similarity	NPC469371
0.8933	High Similarity	NPC265380
0.892	High Similarity	NPC67134
0.892	High Similarity	NPC47140
0.892	High Similarity	NPC100251
0.892	High Similarity	NPC5786
0.892	High Similarity	NPC102851
0.8914	High Similarity	NPC95421
0.8914	High Similarity	NPC198125
0.8908	High Similarity	NPC175793
0.8895	High Similarity	NPC104910
0.8895	High Similarity	NPC229817
0.8895	High Similarity	NPC221140
0.8895	High Similarity	NPC475220
0.8895	High Similarity	NPC473686
0.8895	High Similarity	NPC474093
0.8895	High Similarity	NPC475352
0.8889	High Similarity	NPC132111
0.8889	High Similarity	NPC97119
0.8889	High Similarity	NPC135831
0.8889	High Similarity	NPC470718
0.8889	High Similarity	NPC297503
0.8883	High Similarity	NPC185275
0.8876	High Similarity	NPC67629
0.8876	High Similarity	NPC79736
0.887	High Similarity	NPC172033
0.887	High Similarity	NPC34436
0.887	High Similarity	NPC175230
0.887	High Similarity	NPC98583
0.887	High Similarity	NPC166674
0.887	High Similarity	NPC219600
0.887	High Similarity	NPC46640
0.887	High Similarity	NPC88560
0.887	High Similarity	NPC263119
0.8864	High Similarity	NPC470272
0.8864	High Similarity	NPC181778
0.8864	High Similarity	NPC149011
0.8864	High Similarity	NPC204937
0.8864	High Similarity	NPC471416
0.8864	High Similarity	NPC34287
0.8864	High Similarity	NPC476365
0.8857	High Similarity	NPC473818
0.8846	High Similarity	NPC97817
0.8846	High Similarity	NPC30011
0.8846	High Similarity	NPC72554
0.8846	High Similarity	NPC105591
0.884	High Similarity	NPC470720
0.884	High Similarity	NPC21359
0.884	High Similarity	NPC460984
0.884	High Similarity	NPC318119
0.884	High Similarity	NPC470416
0.884	High Similarity	NPC470713
0.884	High Similarity	NPC470455
0.884	High Similarity	NPC470451
0.884	High Similarity	NPC470717
0.884	High Similarity	NPC25946
0.8833	High Similarity	NPC117668
0.8833	High Similarity	NPC53680
0.8833	High Similarity	NPC470452
0.8833	High Similarity	NPC208797
0.8833	High Similarity	NPC164047
0.8833	High Similarity	NPC470453
0.8833	High Similarity	NPC470448
0.8827	High Similarity	NPC267549
0.8827	High Similarity	NPC471789
0.882	High Similarity	NPC142996
0.882	High Similarity	NPC102028
0.8814	High Similarity	NPC65333
0.8814	High Similarity	NPC3583
0.8814	High Similarity	NPC259152
0.8814	High Similarity	NPC472386
0.8807	High Similarity	NPC112755
0.8807	High Similarity	NPC170675
0.8807	High Similarity	NPC197708
0.8807	High Similarity	NPC471457
0.8807	High Similarity	NPC183036
0.8807	High Similarity	NPC658
0.8791	High Similarity	NPC295625
0.8791	High Similarity	NPC473554
0.8791	High Similarity	NPC470719
0.8791	High Similarity	NPC87583
0.8785	High Similarity	NPC150977
0.8785	High Similarity	NPC321916
0.8785	High Similarity	NPC199172
0.8785	High Similarity	NPC470446
0.8785	High Similarity	NPC162394
0.8785	High Similarity	NPC470445
0.8785	High Similarity	NPC241781
0.8785	High Similarity	NPC470447
0.8785	High Similarity	NPC35924
0.8785	High Similarity	NPC475662
0.8785	High Similarity	NPC293227
0.8785	High Similarity	NPC473631
0.8785	High Similarity	NPC36138
0.8785	High Similarity	NPC473717
0.8785	High Similarity	NPC470449
0.8785	High Similarity	NPC156785
0.8778	High Similarity	NPC84494
0.8778	High Similarity	NPC324742
0.8778	High Similarity	NPC245059
0.8771	High Similarity	NPC268533
0.8764	High Similarity	NPC472993
0.8764	High Similarity	NPC204693
0.8764	High Similarity	NPC163165
0.8764	High Similarity	NPC51774
0.8764	High Similarity	NPC239549
0.8764	High Similarity	NPC236191
0.8757	High Similarity	NPC474434
0.8757	High Similarity	NPC44558
0.8757	High Similarity	NPC22195
0.8757	High Similarity	NPC52353
0.8757	High Similarity	NPC183357
0.8757	High Similarity	NPC224462
0.8757	High Similarity	NPC21190
0.875	High Similarity	NPC217781
0.875	High Similarity	NPC298847
0.875	High Similarity	NPC45400
0.875	High Similarity	NPC249977
0.8736	High Similarity	NPC275977
0.8736	High Similarity	NPC14030
0.8736	High Similarity	NPC223860
0.8736	High Similarity	NPC291957
0.8736	High Similarity	NPC249560
0.8729	High Similarity	NPC170203
0.8722	High Similarity	NPC258044
0.8722	High Similarity	NPC120952
0.8722	High Similarity	NPC475261

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 NPC97924 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	401
0.1-0.2	1030
0.2-0.3	2106
0.3-0.4	2696
0.4-0.5	1778
0.5-0.6	780
0.6-0.7	239
0.7-0.8	100
0.8-0.85	12
0.85-0.9	8
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8652	High Similarity	NPD7472	Approved
0.8652	High Similarity	NPD7074	Phase 3
0.8634	High Similarity	NPD8397	Clinical (unspecified phase)
0.8611	High Similarity	NPD4338	Clinical (unspecified phase)
0.8603	High Similarity	NPD7993	Clinical (unspecified phase)
0.8596	High Similarity	NPD7054	Approved
0.8564	High Similarity	NPD8313	Approved
0.8564	High Similarity	NPD8312	Approved
0.8555	High Similarity	NPD4868	Clinical (unspecified phase)
0.8508	High Similarity	NPD7808	Phase 3
0.8453	Intermediate Similarity	NPD7251	Discontinued
0.8436	Intermediate Similarity	NPD3818	Discontinued
0.8398	Intermediate Similarity	NPD6797	Phase 2
0.8333	Intermediate Similarity	NPD1465	Phase 2
0.8324	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8324	Intermediate Similarity	NPD6166	Phase 2
0.8324	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8287	Intermediate Similarity	NPD5844	Phase 1
0.8265	Intermediate Similarity	NPD8151	Discontinued
0.8245	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.8192	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8156	Intermediate Similarity	NPD6959	Discontinued
0.8132	Intermediate Similarity	NPD7228	Approved
0.8111	Intermediate Similarity	NPD6232	Discontinued
0.8087	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8077	Intermediate Similarity	NPD7473	Discontinued
0.8068	Intermediate Similarity	NPD1934	Approved
0.8023	Intermediate Similarity	NPD2801	Approved
0.8023	Intermediate Similarity	NPD8455	Phase 2
0.7923	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7921	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7921	Intermediate Similarity	NPD7819	Suspended
0.791	Intermediate Similarity	NPD7783	Phase 2
0.791	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7901	Intermediate Similarity	NPD5494	Approved
0.7861	Intermediate Similarity	NPD6559	Discontinued
0.7845	Intermediate Similarity	NPD6234	Discontinued
0.7833	Intermediate Similarity	NPD7768	Phase 2
0.779	Intermediate Similarity	NPD7075	Discontinued
0.779	Intermediate Similarity	NPD3749	Approved
0.7789	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD3817	Phase 2
0.7766	Intermediate Similarity	NPD7240	Approved
0.776	Intermediate Similarity	NPD7199	Phase 2
0.7742	Intermediate Similarity	NPD3751	Discontinued
0.774	Intermediate Similarity	NPD1653	Approved
0.7739	Intermediate Similarity	NPD7435	Discontinued
0.7735	Intermediate Similarity	NPD3882	Suspended
0.7717	Intermediate Similarity	NPD3787	Discontinued
0.77	Intermediate Similarity	NPD7870	Phase 2
0.77	Intermediate Similarity	NPD7871	Phase 2
0.768	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.768	Intermediate Similarity	NPD5402	Approved
0.7676	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7672	Intermediate Similarity	NPD7685	Pre-registration
0.7667	Intermediate Similarity	NPD37	Approved
0.7654	Intermediate Similarity	NPD4380	Phase 2
0.765	Intermediate Similarity	NPD7698	Approved
0.765	Intermediate Similarity	NPD7696	Phase 3
0.765	Intermediate Similarity	NPD7697	Approved
0.7637	Intermediate Similarity	NPD4966	Approved
0.7637	Intermediate Similarity	NPD4965	Approved
0.7637	Intermediate Similarity	NPD4967	Phase 2
0.7624	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7614	Intermediate Similarity	NPD1511	Approved
0.7611	Intermediate Similarity	NPD7411	Suspended
0.7598	Intermediate Similarity	NPD7874	Approved
0.7598	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7588	Intermediate Similarity	NPD6778	Approved
0.7588	Intermediate Similarity	NPD6776	Approved
0.7588	Intermediate Similarity	NPD6777	Approved
0.7588	Intermediate Similarity	NPD6779	Approved
0.7588	Intermediate Similarity	NPD6781	Approved
0.7588	Intermediate Similarity	NPD6782	Approved
0.7588	Intermediate Similarity	NPD6780	Approved
0.7586	Intermediate Similarity	NPD7701	Phase 2
0.7584	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7528	Intermediate Similarity	NPD1512	Approved
0.7487	Intermediate Similarity	NPD7699	Phase 2
0.7487	Intermediate Similarity	NPD7700	Phase 2
0.7429	Intermediate Similarity	NPD1549	Phase 2
0.7426	Intermediate Similarity	NPD6823	Phase 2
0.7406	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7391	Intermediate Similarity	NPD7801	Approved
0.7389	Intermediate Similarity	NPD7680	Approved
0.7377	Intermediate Similarity	NPD6801	Discontinued
0.7371	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7371	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7363	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7353	Intermediate Similarity	NPD8320	Phase 1
0.7353	Intermediate Similarity	NPD8319	Approved
0.7345	Intermediate Similarity	NPD3750	Approved
0.7337	Intermediate Similarity	NPD6534	Approved
0.7337	Intermediate Similarity	NPD6535	Approved
0.733	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7318	Intermediate Similarity	NPD7390	Discontinued
0.7318	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7318	Intermediate Similarity	NPD6799	Approved
0.7296	Intermediate Similarity	NPD8150	Discontinued
0.7293	Intermediate Similarity	NPD5403	Approved
0.7278	Intermediate Similarity	NPD2534	Approved
0.7278	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7278	Intermediate Similarity	NPD2533	Approved
0.7278	Intermediate Similarity	NPD2532	Approved
0.7273	Intermediate Similarity	NPD7266	Discontinued
0.7268	Intermediate Similarity	NPD6599	Discontinued
0.7213	Intermediate Similarity	NPD7458	Discontinued
0.7211	Intermediate Similarity	NPD3926	Phase 2
0.7207	Intermediate Similarity	NPD6190	Approved
0.7184	Intermediate Similarity	NPD230	Phase 1
0.7182	Intermediate Similarity	NPD5401	Approved
0.7182	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7159	Intermediate Similarity	NPD1510	Phase 2
0.7121	Intermediate Similarity	NPD8434	Phase 2
0.712	Intermediate Similarity	NPD3226	Approved
0.712	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD2935	Discontinued
0.7119	Intermediate Similarity	NPD2796	Approved
0.7114	Intermediate Similarity	NPD6212	Phase 3
0.7114	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7114	Intermediate Similarity	NPD6213	Phase 3
0.7105	Intermediate Similarity	NPD1247	Approved
0.709	Intermediate Similarity	NPD919	Approved
0.7088	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD1933	Approved
0.7073	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD3748	Approved
0.7056	Intermediate Similarity	NPD4628	Phase 3
0.7029	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7029	Intermediate Similarity	NPD1613	Approved
0.7029	Intermediate Similarity	NPD943	Approved
0.7022	Intermediate Similarity	NPD5405	Approved
0.7022	Intermediate Similarity	NPD5408	Approved
0.7022	Intermediate Similarity	NPD5406	Approved
0.7022	Intermediate Similarity	NPD1551	Phase 2
0.7022	Intermediate Similarity	NPD5404	Approved
0.702	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7016	Intermediate Similarity	NPD8127	Discontinued
0.701	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6674	Discontinued
0.6989	Remote Similarity	NPD447	Suspended
0.6979	Remote Similarity	NPD7229	Phase 3
0.6965	Remote Similarity	NPD4287	Approved
0.6961	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6952	Remote Similarity	NPD7584	Approved
0.6941	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6936	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD1240	Approved
0.6923	Remote Similarity	NPD8058	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD8059	Phase 3
0.6919	Remote Similarity	NPD7549	Discontinued
0.6914	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6891	Remote Similarity	NPD5711	Approved
0.6891	Remote Similarity	NPD5710	Approved
0.6889	Remote Similarity	NPD2346	Discontinued
0.6884	Remote Similarity	NPD7930	Approved
0.6872	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6868	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6868	Remote Similarity	NPD8166	Discontinued
0.6868	Remote Similarity	NPD7003	Approved
0.6854	Remote Similarity	NPD1607	Approved
0.6842	Remote Similarity	NPD5006	Approved
0.6842	Remote Similarity	NPD5005	Approved
0.6842	Remote Similarity	NPD5353	Approved
0.684	Remote Similarity	NPD7585	Approved
0.6837	Remote Similarity	NPD7177	Discontinued
0.6828	Remote Similarity	NPD920	Approved
0.6818	Remote Similarity	NPD5953	Discontinued
0.6811	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6802	Remote Similarity	NPD7286	Phase 2
0.6792	Remote Similarity	NPD7583	Approved
0.6778	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD5242	Approved
0.6761	Remote Similarity	NPD3027	Phase 3
0.674	Remote Similarity	NPD6099	Approved
0.674	Remote Similarity	NPD6100	Approved
0.6731	Remote Similarity	NPD4420	Approved
0.6723	Remote Similarity	NPD3764	Approved
0.6722	Remote Similarity	NPD7097	Phase 1
0.6721	Remote Similarity	NPD2800	Approved
0.6721	Remote Similarity	NPD1243	Approved
0.6705	Remote Similarity	NPD6832	Phase 2
0.6705	Remote Similarity	NPD4908	Phase 1
0.6703	Remote Similarity	NPD2344	Approved
0.6703	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6699	Remote Similarity	NPD8285	Discontinued
0.6697	Remote Similarity	NPD7907	Approved
0.6685	Remote Similarity	NPD2799	Discontinued
0.6685	Remote Similarity	NPD6233	Phase 2
0.6684	Remote Similarity	NPD6273	Approved
0.6683	Remote Similarity	NPD8054	Approved
0.6683	Remote Similarity	NPD8053	Approved
0.6681	Remote Similarity	NPD8152	Approved
0.6681	Remote Similarity	NPD8153	Approved
0.6667	Remote Similarity	NPD6841	Approved
0.6667	Remote Similarity	NPD4288	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