NPASS Compound

Structure

CID220838 OpenBabel06191716012D 138151 0 0 1 0 0 0 0 0999 V2000 4.3016 -8.4441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5810 -4.4704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1357 -5.2333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8826 1.9868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9052 -3.8020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7141 -3.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2174 -4.8340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9934 2.9803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4967 3.8406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1685 -6.9539 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7207 0.9934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7207 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8603 -0.4967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1620 -7.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3016 -5.4638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4413 -5.9605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7207 -0.9934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7207 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8603 1.4901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7207 2.9803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1620 -5.9605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7207 1.9868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8603 0.4967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8603 -1.4901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8603 -2.4836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7207 -2.9803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6905 0.4127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5810 9.4375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5527 -6.7497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0071 -4.9987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4636 6.4572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3016 4.4704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5810 -5.4638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1422 -5.2333 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.8826 2.9803 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.2028 -3.0996 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8603 -1.4901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8603 -2.4836 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.4636 7.4507 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6501 0.6698 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7207 8.9408 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8098 -5.7901 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.8516 -4.0176 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4413 4.9671 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 1.9868 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8603 0.4967 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8603 3.4770 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8603 -4.4704 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6455 -4.3730 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.7430 3.4770 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6033 7.9474 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9072 1.6294 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8603 9.4375 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.7694 -5.5330 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.5541 -3.3151 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4413 5.9605 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6521 -4.3730 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8667 1.8865 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 8.9408 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7430 4.4704 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0265 -4.5734 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5810 6.4572 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7430 7.4507 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.1031 -2.4300 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.5692 1.1840 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 7.9474 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.1554 -5.2333 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.7979 -1.6947 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.4599 -2.1400 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.7574 -1.4376 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8826 4.9671 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7207 5.9605 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3241 -3.8709 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7207 -5.9605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7430 6.4572 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.1219 -2.5854 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.3121 0.2245 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8603 7.4507 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.5407 -2.6543 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.6521 -6.0936 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0223 4.4704 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7207 4.9671 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3645 -4.1281 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7025 -3.6827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7207 -3.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1620 -6.9539 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8603 1.4901 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.9934 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 -0.0000 -2.9803 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9880 1.1151 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4413 8.9408 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5931 -7.0068 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.9345 -5.3548 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3239 7.9474 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1422 -3.5126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6033 2.9803 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6033 8.9408 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2047 2.3318 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8603 10.4309 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4718 -6.2354 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.5353 -3.4705 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3016 6.4572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1554 -3.5126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1239 2.8461 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8603 9.4375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6033 4.9671 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9861 -4.3163 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5810 7.4507 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8826 7.9474 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5541 -1.5448 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5288 1.4411 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8603 7.4507 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1620 -5.2333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0954 -0.9922 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7207 -6.9539 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4453 -4.6423 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6033 5.9605 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1620 4.9671 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6455 -6.0936 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0223 3.4770 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2432 -3.3567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3525 -0.0327 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7207 7.9474 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9665 -3.5665 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1074 -5.0876 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5810 4.4704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8603 -5.4638 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8603 4.4704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4195 -1.8829 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0145 -0.4780 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8826 5.9605 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8603 6.4572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5812 -2.9114 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6620 -3.4256 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1554 -6.9539 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 2 0 0 0 0 2 34 1 0 0 0 0 6 86 1 0 0 0 0 7 86 1 0 0 0 0 8 87 1 0 0 0 0 9 87 1 0 0 0 0 12 90 1 0 0 0 0 14 88 1 0 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 16 34 2 0 0 0 0 17 18 1 0 0 0 0 17 38 2 0 0 0 0 18 47 1 0 0 0 0 19 23 1 0 0 0 0 19 46 1 0 0 0 0 20 22 1 0 0 0 0 20 48 1 0 0 0 0 21 88 1 0 0 0 0 22 89 1 0 0 0 0 23 91 1 0 0 0 0 24 25 1 0 0 0 0 24 90 1 0 0 0 0 25 92 1 0 0 0 0 26 39 1 0 0 0 0 26 86 1 0 0 0 0 27 49 1 0 0 0 0 27 92 1 0 0 0 0 28 93 1 0 0 0 0 29 94 1 0 0 0 0 30 95 1 0 0 0 0 31 96 1 0 0 0 0 32 40 1 0 0 0 0 32120 1 0 0 0 0 33121 1 0 0 0 0 34 75 1 0 0 0 0 35 3 1 1 0 0 0 35 50 1 0 0 0 0 35122 1 0 0 0 0 36 4 1 1 0 0 0 36 51 1 0 0 0 0 36123 1 0 0 0 0 37 5 1 1 0 0 0 37 70 1 0 0 0 0 37124 1 0 0 0 0 38 39 1 0 0 0 0 38 90 1 0 0 0 0 39 92 1 6 0 0 0 40 52 1 0 0 0 0 40 97 1 6 0 0 0 41 28 1 1 0 0 0 41 53 1 0 0 0 0 41125 1 0 0 0 0 42 29 1 1 0 0 0 42 54 1 0 0 0 0 42126 1 0 0 0 0 43 30 1 6 0 0 0 43 55 1 0 0 0 0 43128 1 0 0 0 0 44 31 1 1 0 0 0 44 56 1 0 0 0 0 44127 1 0 0 0 0 45 33 1 1 0 0 0 45 57 1 0 0 0 0 45129 1 0 0 0 0 46 87 1 0 0 0 0 46 89 1 1 0 0 0 47 89 1 1 0 0 0 47 91 1 0 0 0 0 48 87 1 0 0 0 0 48131 1 1 0 0 0 49 86 1 0 0 0 0 49130 1 1 0 0 0 50 58 1 0 0 0 0 50 98 1 6 0 0 0 51 61 1 0 0 0 0 51 99 1 1 0 0 0 52 64 1 0 0 0 0 52100 1 1 0 0 0 53 59 1 0 0 0 0 53101 1 6 0 0 0 54 60 1 0 0 0 0 54102 1 6 0 0 0 55 62 1 0 0 0 0 55103 1 1 0 0 0 56 65 1 0 0 0 0 56104 1 6 0 0 0 57 63 1 0 0 0 0 57105 1 6 0 0 0 58 68 1 0 0 0 0 58106 1 1 0 0 0 59 66 1 0 0 0 0 59107 1 1 0 0 0 60 67 1 0 0 0 0 60108 1 1 0 0 0 61 72 1 0 0 0 0 61109 1 1 0 0 0 62 74 1 0 0 0 0 62110 1 6 0 0 0 63 73 1 0 0 0 0 63111 1 1 0 0 0 64 76 1 0 0 0 0 64112 1 6 0 0 0 65 77 1 0 0 0 0 65113 1 1 0 0 0 66 78 1 0 0 0 0 66114 1 6 0 0 0 67 79 1 0 0 0 0 67115 1 6 0 0 0 68 81 1 0 0 0 0 68116 1 6 0 0 0 69 71 1 0 0 0 0 69 80 1 0 0 0 0 69117 1 1 0 0 0 70 71 1 0 0 0 0 70132 1 6 0 0 0 71133 1 1 0 0 0 72 82 1 0 0 0 0 72134 1 6 0 0 0 73 83 1 0 0 0 0 73135 1 6 0 0 0 74 84 1 0 0 0 0 74136 1 1 0 0 0 75118 2 0 0 0 0 75130 1 0 0 0 0 76120 1 0 0 0 0 76134 1 1 0 0 0 77127 1 0 0 0 0 77132 1 6 0 0 0 78125 1 0 0 0 0 78133 1 1 0 0 0 79126 1 0 0 0 0 79135 1 0 0 0 0 80124 1 0 0 0 0 80136 1 6 0 0 0 81122 1 0 0 0 0 81138 1 1 0 0 0 82121 1 1 0 0 0 82123 1 0 0 0 0 83129 1 0 0 0 0 83131 1 1 0 0 0 84128 1 0 0 0 0 84137 1 6 0 0 0 85119 2 0 0 0 0 85137 1 0 0 0 0 88 10 1 1 0 0 0 88138 1 0 0 0 0 89 11 1 1 0 0 0 90 91 1 1 0 0 0 91 13 1 1 0 0 0 92 85 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1988.92
Volume:	1871.165
LogP:	1.528
LogD:	0.958
LogS:	-2.305
# Rotatable Bonds:	31
TPSA:	715.26
# H-Bond Aceptor:	46
# H-Bond Donor:	25
# Rings:	14
# Heavy Atoms:	46

MedChem Properties

QED Drug-Likeness Score:	0.019
Synthetic Accessibility Score:	8.526
Fsp3:	0.913
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:	-6.547
MDCK Permeability:	0.004617250058799982
Pgp-inhibitor:	0.007
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):	0.322
Plasma Protein Binding (PPB):	45.88908386230469%
Volume Distribution (VD):	-0.879
Pgp-substrate:	18.97307777404785%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.034
CYP2C19-inhibitor:	0.0
CYP2C19-substrate:	0.047
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.009
CYP3A4-inhibitor:	0.042
CYP3A4-substrate:	0.0

ADMET: Excretion

Clearance (CL):	-2.38
Half-life (T1/2):	0.841

ADMET: Toxicity

hERG Blockers:	0.21
Human Hepatotoxicity (H-HT):	0.061
Drug-inuced Liver Injury (DILI):	0.011
AMES Toxicity:	0.022
Rat Oral Acute Toxicity:	0.016
Maximum Recommended Daily Dose:	0.0
Skin Sensitization:	0.021
Carcinogencity:	0.008
Eye Corrosion:	0.003
Eye Irritation:	0.003
Respiratory Toxicity:	0.017

Download Data

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

Natural Product: NPC220838

Natural Product ID:	NPC220838
*Common Name:**	Prosapogenin 12
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,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]-4,5-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-[(2E,6S)-2,6-dimethyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-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:	prosapogenin 12
Standard InCHIKey:	ICCPDEZOBBDJJC-MEVDHXLSSA-N
Standard InCHI:	InChI=1S/C92H148O46/c1-14-88(10,138-81-68(116)58(106)50(98)35(3)122-81)21-15-16-34(2)75(118)130-49-27-92(85(119)137-84-74(62(110)55(103)43(30-95)128-84)136-80-69(117)71(133-78-66(114)59(107)53(101)41(28-93)125-78)70(37(5)124-80)132-77-65(113)56(104)44(31-96)127-77)25-24-90(12)38(39(92)26-86(49,6)7)17-18-47-89(11)22-20-48(87(8,9)46(89)19-23-91(47,90)13)131-83-73(135-79-67(115)60(108)54(102)42(29-94)126-79)63(111)57(105)45(129-83)33-121-82-72(61(109)51(99)36(4)123-82)134-76-64(112)52(100)40(97)32-120-76/h14,16-17,35-37,39-74,76-84,93-117H,1,15,18-33H2,2-13H3/b34-16+/t35-,36-,37+,39+,40-,41-,42-,43-,44+,45-,46+,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-,76+,77+,78+,79?,80+,81+,82-,83+,84+,88-,89+,90-,91-,92-/m1/s1
SMILES:	OC[C@H]1O[C@@H](OC(=O)[C@]23CC[C@@]4(C(=CC[C@H]5[C@@]4(C)CC[C@@H]4[C@]5(C)CC[C@@H](C4(C)C)O[C@@H]4O[C@H](CO[C@@H]5O[C@H](C)[C@@H]([C@@H]([C@H]5O[C@@H]5OC[C@H]([C@@H]([C@H]5O)O)O)O)O)[C@H]([C@@H]([C@H]4OC4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O)O)O)[C@@H]3CC([C@H](C2)OC(=O)/C(=C/CC[C@](O[C@@H]2O[C@H](C)[C@H]([C@@H]([C@H]2O)O)O)(C=C)C)/C)(C)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:	CHEMBL505884
PubChem CID:	44566625
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[575345]

☑ 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 NPC220838 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	277
0.1-0.2	1556
0.2-0.3	4457
0.3-0.4	8835
0.4-0.5	11483
0.5-0.6	7361
0.6-0.7	5053
0.7-0.8	2349
0.8-0.85	643
0.85-0.9	577
0.9-0.95	78
0.95-1	28

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC45606
0.9832	High Similarity	NPC222951
0.9832	High Similarity	NPC311178
0.9832	High Similarity	NPC43589
0.9832	High Similarity	NPC300655
0.975	High Similarity	NPC475177
0.975	High Similarity	NPC324933
0.975	High Similarity	NPC233223
0.975	High Similarity	NPC183816
0.975	High Similarity	NPC319719
0.975	High Similarity	NPC475444
0.975	High Similarity	NPC473679
0.975	High Similarity	NPC322904
0.975	High Similarity	NPC196874
0.9661	High Similarity	NPC297950
0.95	High Similarity	NPC472268
0.95	High Similarity	NPC112492
0.95	High Similarity	NPC472269
0.95	High Similarity	NPC472270
0.95	High Similarity	NPC23020
0.9256	High Similarity	NPC470516
0.9153	High Similarity	NPC477464
0.9153	High Similarity	NPC470915
0.9153	High Similarity	NPC470911
0.9153	High Similarity	NPC470517
0.9076	High Similarity	NPC268184
0.9068	High Similarity	NPC36831
0.9068	High Similarity	NPC470515
0.9068	High Similarity	NPC475899
0.9068	High Similarity	NPC471548
0.9	High Similarity	NPC275225
0.9	High Similarity	NPC51099
0.9	High Similarity	NPC293031
0.9	High Similarity	NPC68767
0.9	High Similarity	NPC477463
0.8992	High Similarity	NPC207738
0.8992	High Similarity	NPC470914
0.8983	High Similarity	NPC148417
0.8983	High Similarity	NPC136768
0.8983	High Similarity	NPC473405
0.8983	High Similarity	NPC68175
0.8983	High Similarity	NPC110633
0.8974	High Similarity	NPC298034
0.8974	High Similarity	NPC43550
0.8974	High Similarity	NPC476068
0.8974	High Similarity	NPC236638
0.8974	High Similarity	NPC309907
0.8974	High Similarity	NPC294453
0.8974	High Similarity	NPC161717
0.8974	High Similarity	NPC204414
0.8974	High Similarity	NPC473714
0.8974	High Similarity	NPC60557
0.8974	High Similarity	NPC65105
0.8974	High Similarity	NPC224381
0.8974	High Similarity	NPC67857
0.8974	High Similarity	NPC4328
0.8974	High Similarity	NPC79643
0.8974	High Similarity	NPC227551
0.8974	High Similarity	NPC471550
0.8974	High Similarity	NPC76972
0.8974	High Similarity	NPC123199
0.8974	High Similarity	NPC475140
0.8974	High Similarity	NPC71065
0.8974	High Similarity	NPC293330
0.8974	High Similarity	NPC54636
0.8974	High Similarity	NPC471385
0.8974	High Similarity	NPC119592
0.8974	High Similarity	NPC250247
0.8974	High Similarity	NPC57484
0.8974	High Similarity	NPC475160
0.8974	High Similarity	NPC202828
0.8974	High Similarity	NPC70809
0.8974	High Similarity	NPC41061
0.8974	High Similarity	NPC305981
0.8974	High Similarity	NPC469782
0.8974	High Similarity	NPC261506
0.8974	High Similarity	NPC100639
0.896	High Similarity	NPC476776
0.896	High Similarity	NPC478154
0.896	High Similarity	NPC312650
0.8952	High Similarity	NPC47995
0.8952	High Similarity	NPC265841
0.8917	High Similarity	NPC135369
0.8917	High Similarity	NPC142151
0.8917	High Similarity	NPC110385
0.8917	High Similarity	NPC144644
0.8917	High Similarity	NPC37860
0.8917	High Similarity	NPC473130
0.8917	High Similarity	NPC476150
0.8917	High Similarity	NPC473645
0.8917	High Similarity	NPC476127
0.8917	High Similarity	NPC153673
0.8917	High Similarity	NPC267694
0.8908	High Similarity	NPC232237
0.8908	High Similarity	NPC105800
0.8898	High Similarity	NPC160415
0.8898	High Similarity	NPC279915
0.8898	High Similarity	NPC58448
0.8898	High Similarity	NPC110700
0.8898	High Similarity	NPC161674
0.8898	High Similarity	NPC471384
0.8889	High Similarity	NPC174720
0.8889	High Similarity	NPC155410
0.8889	High Similarity	NPC192600
0.8889	High Similarity	NPC295823
0.8889	High Similarity	NPC114304
0.8889	High Similarity	NPC323341
0.8889	High Similarity	NPC251263
0.8889	High Similarity	NPC476779
0.8889	High Similarity	NPC241909
0.8889	High Similarity	NPC166422
0.8889	High Similarity	NPC478151
0.8889	High Similarity	NPC114287
0.8889	High Similarity	NPC46665
0.8889	High Similarity	NPC475287
0.8889	High Similarity	NPC475467
0.8889	High Similarity	NPC219180
0.8889	High Similarity	NPC151543
0.8889	High Similarity	NPC225791
0.8889	High Similarity	NPC309714
0.8889	High Similarity	NPC133818
0.8889	High Similarity	NPC473826
0.888	High Similarity	NPC476780
0.888	High Similarity	NPC478155
0.888	High Similarity	NPC271610
0.888	High Similarity	NPC476774
0.888	High Similarity	NPC476775
0.888	High Similarity	NPC25998
0.8871	High Similarity	NPC470476
0.8871	High Similarity	NPC470475
0.8833	High Similarity	NPC471577
0.8824	High Similarity	NPC220160
0.8824	High Similarity	NPC309223
0.8824	High Similarity	NPC473452
0.8824	High Similarity	NPC8524
0.8824	High Similarity	NPC85154
0.8824	High Similarity	NPC33012
0.8824	High Similarity	NPC69811
0.8824	High Similarity	NPC185466
0.8824	High Similarity	NPC104137
0.8824	High Similarity	NPC475514
0.8824	High Similarity	NPC191827
0.8824	High Similarity	NPC286457
0.8824	High Similarity	NPC475209
0.8824	High Similarity	NPC470876
0.8824	High Similarity	NPC102505
0.8824	High Similarity	NPC473824
0.8824	High Similarity	NPC123522
0.8824	High Similarity	NPC475119
0.8824	High Similarity	NPC471547
0.8819	High Similarity	NPC476778
0.8819	High Similarity	NPC476777
0.881	High Similarity	NPC178264
0.881	High Similarity	NPC30279
0.881	High Similarity	NPC478150
0.881	High Similarity	NPC192765
0.881	High Similarity	NPC473918
0.881	High Similarity	NPC478153
0.881	High Similarity	NPC46823
0.881	High Similarity	NPC277212
0.881	High Similarity	NPC71391
0.881	High Similarity	NPC478152
0.8803	High Similarity	NPC109079
0.8803	High Similarity	NPC10320
0.8803	High Similarity	NPC324875
0.8803	High Similarity	NPC276093
0.8803	High Similarity	NPC102439
0.8803	High Similarity	NPC475516
0.8803	High Similarity	NPC101744
0.8803	High Similarity	NPC139044
0.8803	High Similarity	NPC104400
0.8803	High Similarity	NPC292677
0.8803	High Similarity	NPC471383
0.8803	High Similarity	NPC475504
0.8803	High Similarity	NPC257468
0.8803	High Similarity	NPC79718
0.8803	High Similarity	NPC104071
0.8803	High Similarity	NPC469946
0.8803	High Similarity	NPC473373
0.88	High Similarity	NPC9470
0.88	High Similarity	NPC88311
0.88	High Similarity	NPC97918
0.88	High Similarity	NPC470518
0.88	High Similarity	NPC115656
0.88	High Similarity	NPC269484
0.88	High Similarity	NPC477196
0.88	High Similarity	NPC280029
0.88	High Similarity	NPC82380
0.88	High Similarity	NPC244296
0.88	High Similarity	NPC252289
0.88	High Similarity	NPC141600
0.88	High Similarity	NPC11577
0.88	High Similarity	NPC252657
0.88	High Similarity	NPC1314
0.88	High Similarity	NPC305793
0.88	High Similarity	NPC107536
0.88	High Similarity	NPC273878
0.88	High Similarity	NPC472267
0.876	High Similarity	NPC476991
0.875	High Similarity	NPC237191

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 NPC220838 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	244
0.1-0.2	1687
0.2-0.3	3824
0.3-0.4	2249
0.4-0.5	635
0.5-0.6	303
0.6-0.7	159
0.7-0.8	27
0.8-0.85	12
0.85-0.9	10
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8417	Intermediate Similarity	NPD8133	Approved
0.84	Intermediate Similarity	NPD8328	Phase 3
0.8306	Intermediate Similarity	NPD8377	Approved
0.8306	Intermediate Similarity	NPD8294	Approved
0.8305	Intermediate Similarity	NPD6686	Approved
0.824	Intermediate Similarity	NPD8516	Approved
0.824	Intermediate Similarity	NPD8378	Approved
0.824	Intermediate Similarity	NPD8515	Approved
0.824	Intermediate Similarity	NPD8380	Approved
0.824	Intermediate Similarity	NPD8296	Approved
0.824	Intermediate Similarity	NPD8517	Approved
0.824	Intermediate Similarity	NPD8379	Approved
0.824	Intermediate Similarity	NPD8335	Approved
0.8125	Intermediate Similarity	NPD7507	Approved
0.8095	Intermediate Similarity	NPD8513	Phase 3
0.8095	Intermediate Similarity	NPD8033	Approved
0.7953	Intermediate Similarity	NPD7503	Approved
0.7951	Intermediate Similarity	NPD8413	Clinical (unspecified phase)
0.7939	Intermediate Similarity	NPD7319	Approved
0.7934	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.792	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD7328	Approved
0.7857	Intermediate Similarity	NPD7327	Approved
0.7795	Intermediate Similarity	NPD7516	Approved
0.7727	Intermediate Similarity	NPD7736	Approved
0.7623	Intermediate Similarity	NPD6412	Phase 2
0.75	Intermediate Similarity	NPD7115	Discovery
0.7395	Intermediate Similarity	NPD7902	Approved
0.736	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7348	Intermediate Similarity	NPD6370	Approved
0.7333	Intermediate Similarity	NPD7638	Approved
0.7302	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD7748	Approved
0.7273	Intermediate Similarity	NPD7639	Approved
0.7273	Intermediate Similarity	NPD7640	Approved
0.7259	Intermediate Similarity	NPD8293	Discontinued
0.7239	Intermediate Similarity	NPD7492	Approved
0.7197	Intermediate Similarity	NPD6054	Approved
0.719	Intermediate Similarity	NPD4225	Approved
0.7188	Intermediate Similarity	NPD6882	Approved
0.7188	Intermediate Similarity	NPD8297	Approved
0.7185	Intermediate Similarity	NPD6616	Approved
0.7143	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7900	Approved
0.7132	Intermediate Similarity	NPD8074	Phase 3
0.7132	Intermediate Similarity	NPD7078	Approved
0.7119	Intermediate Similarity	NPD7515	Phase 2
0.7099	Intermediate Similarity	NPD6009	Approved
0.7068	Intermediate Similarity	NPD6319	Approved
0.7063	Intermediate Similarity	NPD5954	Clinical (unspecified phase)
0.7049	Intermediate Similarity	NPD8029	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD6016	Approved
0.7015	Intermediate Similarity	NPD6015	Approved
0.7008	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD4632	Approved
0.6977	Remote Similarity	NPD6649	Approved
0.6977	Remote Similarity	NPD6650	Approved
0.6963	Remote Similarity	NPD5988	Approved
0.694	Remote Similarity	NPD6059	Approved
0.6905	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD6881	Approved
0.6875	Remote Similarity	NPD6899	Approved
0.6846	Remote Similarity	NPD8130	Phase 1
0.6822	Remote Similarity	NPD6373	Approved
0.6822	Remote Similarity	NPD6372	Approved
0.6797	Remote Similarity	NPD5697	Approved
0.6788	Remote Similarity	NPD6067	Discontinued
0.6769	Remote Similarity	NPD7290	Approved
0.6769	Remote Similarity	NPD7102	Approved
0.6769	Remote Similarity	NPD6883	Approved
0.675	Remote Similarity	NPD46	Approved
0.675	Remote Similarity	NPD6698	Approved
0.6746	Remote Similarity	NPD7632	Discontinued
0.6719	Remote Similarity	NPD5739	Approved
0.6719	Remote Similarity	NPD6675	Approved
0.6719	Remote Similarity	NPD7128	Approved
0.6719	Remote Similarity	NPD6402	Approved
0.6718	Remote Similarity	NPD6869	Approved
0.6718	Remote Similarity	NPD6617	Approved
0.6718	Remote Similarity	NPD6847	Approved
0.6694	Remote Similarity	NPD8035	Phase 2
0.6694	Remote Similarity	NPD8034	Phase 2
0.6692	Remote Similarity	NPD6013	Approved
0.6692	Remote Similarity	NPD6014	Approved
0.6692	Remote Similarity	NPD6012	Approved
0.6667	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7604	Phase 2
0.6667	Remote Similarity	NPD5344	Discontinued
0.6642	Remote Similarity	NPD5983	Phase 2
0.6623	Remote Similarity	NPD7625	Phase 1
0.6615	Remote Similarity	NPD7320	Approved
0.6615	Remote Similarity	NPD6011	Approved
0.661	Remote Similarity	NPD1694	Approved
0.6589	Remote Similarity	NPD6008	Approved
0.6571	Remote Similarity	NPD6336	Discontinued
0.6538	Remote Similarity	NPD5701	Approved
0.6522	Remote Similarity	NPD6921	Approved
0.6515	Remote Similarity	NPD6371	Approved
0.6515	Remote Similarity	NPD4634	Approved
0.6504	Remote Similarity	NPD8171	Discontinued
0.6504	Remote Similarity	NPD6399	Phase 3
0.65	Remote Similarity	NPD3573	Approved
0.6484	Remote Similarity	NPD5211	Phase 2
0.6479	Remote Similarity	NPD6033	Approved
0.6475	Remote Similarity	NPD7838	Discovery
0.6463	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD7260	Phase 2
0.6457	Remote Similarity	NPD5285	Approved
0.6457	Remote Similarity	NPD5286	Approved
0.6457	Remote Similarity	NPD4696	Approved
0.6429	Remote Similarity	NPD7829	Approved
0.6429	Remote Similarity	NPD6083	Phase 2
0.6429	Remote Similarity	NPD7830	Approved
0.6429	Remote Similarity	NPD6084	Phase 2
0.6423	Remote Similarity	NPD6079	Approved
0.6418	Remote Similarity	NPD6053	Discontinued
0.6417	Remote Similarity	NPD3618	Phase 1
0.6408	Remote Similarity	NPD8448	Approved
0.6407	Remote Similarity	NPD7799	Discontinued
0.6389	Remote Similarity	NPD8392	Approved
0.6389	Remote Similarity	NPD8390	Approved
0.6389	Remote Similarity	NPD8391	Approved
0.6385	Remote Similarity	NPD5141	Approved
0.6377	Remote Similarity	NPD7100	Approved
0.6377	Remote Similarity	NPD7101	Approved
0.637	Remote Similarity	NPD8450	Suspended
0.6357	Remote Similarity	NPD5224	Approved
0.6357	Remote Similarity	NPD4633	Approved
0.6357	Remote Similarity	NPD5226	Approved
0.6357	Remote Similarity	NPD5225	Approved
0.6356	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6343	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6338	Remote Similarity	NPD8451	Approved
0.6333	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6328	Remote Similarity	NPD6648	Approved
0.6311	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6308	Remote Similarity	NPD5175	Approved
0.6308	Remote Similarity	NPD5174	Approved
0.6304	Remote Similarity	NPD6335	Approved
0.6301	Remote Similarity	NPD8449	Approved
0.6299	Remote Similarity	NPD4755	Approved
0.6286	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6279	Remote Similarity	NPD5223	Approved
0.6277	Remote Similarity	NPD6274	Approved
0.6276	Remote Similarity	NPD5956	Approved
0.6272	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.627	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.626	Remote Similarity	NPD5328	Approved
0.625	Remote Similarity	NPD5696	Approved
0.6241	Remote Similarity	NPD4729	Approved
0.6241	Remote Similarity	NPD4730	Approved
0.624	Remote Similarity	NPD4202	Approved
0.6239	Remote Similarity	NPD7645	Phase 2
0.6232	Remote Similarity	NPD6317	Approved
0.622	Remote Similarity	NPD5222	Approved
0.622	Remote Similarity	NPD5221	Approved
0.622	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6202	Remote Similarity	NPD4700	Approved
0.6197	Remote Similarity	NPD7642	Approved
0.619	Remote Similarity	NPD6845	Suspended
0.6187	Remote Similarity	NPD6314	Approved
0.6187	Remote Similarity	NPD6313	Approved
0.6172	Remote Similarity	NPD5173	Approved
0.616	Remote Similarity	NPD6411	Approved
0.616	Remote Similarity	NPD7983	Approved
0.6159	Remote Similarity	NPD6868	Approved
0.6154	Remote Similarity	NPD8342	Approved
0.6154	Remote Similarity	NPD8340	Approved
0.6154	Remote Similarity	NPD8341	Approved
0.6154	Remote Similarity	NPD8299	Approved
0.6148	Remote Similarity	NPD5251	Approved
0.6148	Remote Similarity	NPD7146	Approved
0.6148	Remote Similarity	NPD5330	Approved
0.6148	Remote Similarity	NPD5247	Approved
0.6148	Remote Similarity	NPD5249	Phase 3
0.6148	Remote Similarity	NPD7521	Approved
0.6148	Remote Similarity	NPD7334	Approved
0.6148	Remote Similarity	NPD5248	Approved
0.6148	Remote Similarity	NPD6684	Approved
0.6148	Remote Similarity	NPD6409	Approved
0.6148	Remote Similarity	NPD5250	Approved
0.6142	Remote Similarity	NPD5695	Phase 3
0.6142	Remote Similarity	NPD4629	Approved
0.6142	Remote Similarity	NPD5210	Approved
0.6142	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6138	Remote Similarity	NPD8337	Approved
0.6138	Remote Similarity	NPD8336	Approved
0.6116	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD5779	Approved
0.6111	Remote Similarity	NPD5778	Approved
0.6094	Remote Similarity	NPD4697	Phase 3
0.6092	Remote Similarity	NPD8312	Approved
0.6092	Remote Similarity	NPD8313	Approved
0.609	Remote Similarity	NPD4768	Approved
0.609	Remote Similarity	NPD4767	Approved
0.6081	Remote Similarity	NPD8338	Approved
0.6071	Remote Similarity	NPD7641	Discontinued
0.6063	Remote Similarity	NPD5282	Discontinued
0.6057	Remote Similarity	NPD8407	Phase 2
0.6056	Remote Similarity	NPD8444	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