NPASS Compound

Structure

NPC469651 OpenBabel07101718192D 134147 0 0 1 0 0 0 0 0999 V2000 4.3009 2.4831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4407 3.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7416 -7.4493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0212 -7.4493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3009 -1.4899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1610 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1610 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0212 -1.4899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7411 -1.8045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9476 3.7482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3576 4.7926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4930 -6.0551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5805 -5.4628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8602 -0.4966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4184 -2.1442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9921 1.0405 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4407 2.9797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8814 -6.9527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3009 -0.4966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1610 -0.9932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0556 -2.5233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9824 3.5140 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6069 4.1422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3050 -5.0798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5805 -4.4696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8602 -1.4899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1610 2.9797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3009 4.4696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7416 -8.4426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0212 -8.4426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1610 -1.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0212 -0.4966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0212 0.4966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8814 -0.9932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.7063 -2.0387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2274 4.7012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1696 5.7679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4316 -6.3799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7203 -5.9595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7203 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8814 -2.9797 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 0.9932 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.3355 -3.4764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2970 4.2329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3317 4.4670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0556 -4.4294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7203 -3.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7203 -1.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1610 3.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8814 -8.9392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0212 -1.4899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8814 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9861 -2.9917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5420 5.4201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2310 6.0928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1822 -5.7295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8602 -5.4628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5805 -0.4966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3007 -3.7105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5768 5.1859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5197 5.4423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.9943 -4.7542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8602 -4.4696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5805 -1.4899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8602 1.4899 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8814 -3.9730 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7203 0.9932 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0212 -4.4696 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7203 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1610 -3.9730 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5805 2.4831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8814 -5.9595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4407 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3009 -1.4899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3050 -1.8729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1703 2.5387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2209 3.3614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3219 -5.2212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4407 -3.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1610 -2.9797 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8602 -0.4966 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0212 2.4831 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3009 5.4628 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6017 -8.9392 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1610 -8.9392 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1610 -2.9797 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8814 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0212 1.4899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7416 -1.4899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.3917 -1.3198 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1927 4.9354 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9202 6.4183 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.6196 -7.3552 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7203 -6.9527 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7203 0.9932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0212 4.4696 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8814 -9.9324 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8814 -1.9865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7416 0.4966 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.9514 -3.2258 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8219 6.3731 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0430 7.0681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.1208 -6.0544 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.9595 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4407 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.5805 -4.6635 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8914 5.9047 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4583 5.7672 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.7449 -4.1038 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4407 -1.9865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7203 2.9797 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7416 -5.4628 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4407 0.9932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4407 -0.9932 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.7176 -0.9694 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1591 2.4443 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1430 3.7306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1805 -6.2043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4407 -2.9797 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.9797 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3219 -1.7316 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8012 1.6166 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0212 -2.4831 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 1.3153 2.3727 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4184 -4.8085 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5805 1.4899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0212 -5.4628 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5805 -0.4966 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3009 -4.4696 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3009 -2.4831 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8602 -1.4899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 2 0 0 0 0 1 27 1 0 0 0 0 2 17 1 0 0 0 0 2 28 2 0 0 0 0 3 18 2 0 0 0 0 3 29 1 0 0 0 0 4 18 1 0 0 0 0 4 30 2 0 0 0 0 5 19 2 0 0 0 0 5 31 1 0 0 0 0 6 19 1 0 0 0 0 6 32 2 0 0 0 0 7 20 2 0 0 0 0 7 33 1 0 0 0 0 8 20 1 0 0 0 0 8 34 2 0 0 0 0 9 21 2 0 0 0 0 9 35 1 0 0 0 0 10 22 2 0 0 0 0 10 36 1 0 0 0 0 11 23 2 0 0 0 0 11 37 1 0 0 0 0 12 24 2 0 0 0 0 12 38 1 0 0 0 0 13 25 2 0 0 0 0 13 39 1 0 0 0 0 14 26 2 0 0 0 0 14 40 1 0 0 0 0 15123 1 0 0 0 0 16124 1 0 0 0 0 17 71 1 0 0 0 0 18 72 1 0 0 0 0 19 73 1 0 0 0 0 20 74 1 0 0 0 0 21 43 1 0 0 0 0 21 75 1 0 0 0 0 22 44 1 0 0 0 0 22 76 1 0 0 0 0 23 45 1 0 0 0 0 23 77 1 0 0 0 0 24 46 1 0 0 0 0 24 78 1 0 0 0 0 25 47 1 0 0 0 0 25 79 1 0 0 0 0 26 48 1 0 0 0 0 26 80 1 0 0 0 0 27 49 2 0 0 0 0 27 83 1 0 0 0 0 28 49 1 0 0 0 0 28 84 1 0 0 0 0 29 50 2 0 0 0 0 29 85 1 0 0 0 0 30 50 1 0 0 0 0 30 86 1 0 0 0 0 31 51 2 0 0 0 0 31 87 1 0 0 0 0 32 51 1 0 0 0 0 32 88 1 0 0 0 0 33 52 2 0 0 0 0 33 89 1 0 0 0 0 34 52 1 0 0 0 0 34 90 1 0 0 0 0 35 53 2 0 0 0 0 35 91 1 0 0 0 0 36 54 2 0 0 0 0 36 92 1 0 0 0 0 37 55 2 0 0 0 0 37 93 1 0 0 0 0 38 56 2 0 0 0 0 38 94 1 0 0 0 0 39 57 2 0 0 0 0 39 95 1 0 0 0 0 40 58 2 0 0 0 0 40 96 1 0 0 0 0 41 15 1 1 0 0 0 41 66 1 0 0 0 0 41125 1 0 0 0 0 42 16 1 6 0 0 0 42 65 1 0 0 0 0 42126 1 0 0 0 0 43 46 1 0 0 0 0 43 59 2 0 0 0 0 44 45 1 0 0 0 0 44 60 2 0 0 0 0 45 61 2 0 0 0 0 46 62 2 0 0 0 0 47 48 1 0 0 0 0 47 63 2 0 0 0 0 48 64 2 0 0 0 0 49 97 1 0 0 0 0 50 98 1 0 0 0 0 51 99 1 0 0 0 0 52100 1 0 0 0 0 53 59 1 0 0 0 0 53101 1 0 0 0 0 54 60 1 0 0 0 0 54102 1 0 0 0 0 55 61 1 0 0 0 0 55103 1 0 0 0 0 56 62 1 0 0 0 0 56104 1 0 0 0 0 57 63 1 0 0 0 0 57105 1 0 0 0 0 58 64 1 0 0 0 0 58106 1 0 0 0 0 59107 1 0 0 0 0 60108 1 0 0 0 0 61109 1 0 0 0 0 62110 1 0 0 0 0 63111 1 0 0 0 0 64112 1 0 0 0 0 65 67 1 0 0 0 0 65127 1 1 0 0 0 66 68 1 0 0 0 0 66128 1 6 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 71113 2 0 0 0 0 71129 1 0 0 0 0 72114 2 0 0 0 0 72130 1 0 0 0 0 73115 2 0 0 0 0 73131 1 0 0 0 0 74116 2 0 0 0 0 74133 1 0 0 0 0 75117 2 0 0 0 0 75123 1 0 0 0 0 76118 2 0 0 0 0 76124 1 0 0 0 0 77119 2 0 0 0 0 77127 1 0 0 0 0 78120 2 0 0 0 0 78128 1 0 0 0 0 79121 2 0 0 0 0 79132 1 0 0 0 0 80122 2 0 0 0 0 80134 1 0 0 0 0 81125 1 0 0 0 0 81133 1 1 0 0 0 82126 1 0 0 0 0 82134 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1874.19
Volume:	1658.67
LogP:	2.968
LogD:	1.491
LogS:	-3.109
# Rotatable Bonds:	19
TPSA:	888.36
# H-Bond Aceptor:	52
# H-Bond Donor:	30
# Rings:	14
# Heavy Atoms:	52

MedChem Properties

QED Drug-Likeness Score:	0.045
Synthetic Accessibility Score:	6.585
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:	-8.071
MDCK Permeability:	2.8071865472156787e-06
Pgp-inhibitor:	0.007
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0
Plasma Protein Binding (PPB):	99.02310943603516%
Volume Distribution (VD):	-0.502
Pgp-substrate:	623.0645141601562%

ADMET: Metabolism

CYP1A2-inhibitor:	0.377
CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.001
CYP2C19-substrate:	0.002
CYP2C9-inhibitor:	0.042
CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.009
CYP3A4-inhibitor:	0.0
CYP3A4-substrate:	0.0

ADMET: Excretion

Clearance (CL):	15.373
Half-life (T1/2):	0.992

ADMET: Toxicity

hERG Blockers:	0.01
Human Hepatotoxicity (H-HT):	0.309
Drug-inuced Liver Injury (DILI):	1.0
AMES Toxicity:	0.023
Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.005
Skin Sensitization:	0.988
Carcinogencity:	0.0
Eye Corrosion:	0.003
Eye Irritation:	0.979
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: NPC469651

Natural Product ID:	NPC469651
*Common Name:**	Hirtellin A
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	CQYQBRHCEZGSHD-QHNYOMBNSA-N
Standard InCHI:	InChI=1S/C82H58O52/c83-27-1-17(2-28(84)49(27)97)71(113)129-67-65-42(16-124-76(118)22-10-36(92)54(102)60(108)44(22)45-23(77(119)127-65)11-37(93)55(103)61(45)109)126-82(69(67)131-73(115)19-5-31(87)51(99)32(88)6-19)134-80(122)26-14-40(96)58(106)64(112)48(26)47-25(13-39(95)57(105)63(47)111)79(121)132-70-68(130-72(114)18-3-29(85)50(98)30(86)4-18)66-41(125-81(70)133-74(116)20-7-33(89)52(100)34(90)8-20)15-123-75(117)21-9-35(91)53(101)59(107)43(21)46-24(78(120)128-66)12-38(94)56(104)62(46)110/h1-14,41-42,65-70,81-112H,15-16H2/t41-,42-,65-,66-,67+,68+,69-,70-,81+,82+/m1/s1
SMILES:	C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C(=O)OC5C(C6C(COC(=O)C7=CC(=C(C(=C7C8=C(C(=C(C=C8C(=O)O6)O)O)O)O)O)O)OC5OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O)O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1096302
PubChem CID:	46886885
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
NPO20417	Tamarix nilotica	Species	Tamaricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20405847]
NPO20417	Tamarix nilotica	Species	Tamaricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23675651]
NPO33012	myricaria bracteata	Species	Tamaricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25918997]
NPO20417	Tamarix nilotica	Species	Tamaricaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[26938659]
NPO20417	Tamarix nilotica	Species	Tamaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20417	Tamarix nilotica	Species	Tamaricaceae	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	3
Others	7

Activity Type	# Activity
Cell Line	4
Others	5
Tissue	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	CC50	=	18800.0	nM	PMID[456051]
NPT924	Cell Line	HSC-2	Homo sapiens	CC50	=	34300.0	nM	PMID[456051]
NPT2385	Cell Line	HSC-3	Homo sapiens	CC50	=	44700.0	nM	PMID[456051]
NPT2394	Cell Line	HSC-4	Homo sapiens	CC50	=	84300.0	nM	PMID[456051]
NPT27	Others	Unspecified		CC50	=	262000.0	nM	PMID[456051]
NPT27	Others	Unspecified		CC50	=	118000.0	nM	PMID[456051]
NPT27	Others	Unspecified		CC50	=	324000.0	nM	PMID[456051]
NPT35	Others	n.a.		IC50	=	38490.0	nM	PMID[456052]
NPT587	Tissue	Liver microsome	Rattus norvegicus	IC50	=	15600.0	nM	PMID[456052]
NPT35	Others	n.a.		IC50	=	4610.0	nM	PMID[456052]

☑ 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 NPC469651 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	419
0.1-0.2	1690
0.2-0.3	3610
0.3-0.4	8472
0.4-0.5	9314
0.5-0.6	5875
0.6-0.7	7451
0.7-0.8	4976
0.8-0.85	729
0.85-0.9	90
0.9-0.95	63
0.95-1	8

Similarity Score	Similarity Level	Natural Product ID
0.9167	High Similarity	NPC472722
0.8963	High Similarity	NPC190204
0.8963	High Similarity	NPC470271
0.8963	High Similarity	NPC311389
0.8963	High Similarity	NPC43918
0.8963	High Similarity	NPC261411
0.8951	High Similarity	NPC14030
0.8951	High Similarity	NPC291957
0.8902	High Similarity	NPC175793
0.8896	High Similarity	NPC470898
0.8895	High Similarity	NPC41845
0.8855	High Similarity	NPC47521
0.8855	High Similarity	NPC470272
0.8735	High Similarity	NPC31034
0.8704	High Similarity	NPC474010
0.8704	High Similarity	NPC135222
0.8696	High Similarity	NPC172920
0.8696	High Similarity	NPC156624
0.8662	High Similarity	NPC268366
0.865	High Similarity	NPC141331
0.865	High Similarity	NPC104222
0.865	High Similarity	NPC210501
0.865	High Similarity	NPC318826
0.865	High Similarity	NPC114791
0.8647	High Similarity	NPC472723
0.8647	High Similarity	NPC297574
0.8639	High Similarity	NPC473550
0.8589	High Similarity	NPC257309
0.8589	High Similarity	NPC172419
0.8589	High Similarity	NPC238419
0.8589	High Similarity	NPC104275
0.8589	High Similarity	NPC4747
0.8571	High Similarity	NPC205037
0.8571	High Similarity	NPC44260
0.8571	High Similarity	NPC16024
0.8571	High Similarity	NPC61152
0.8571	High Similarity	NPC3746
0.8562	High Similarity	NPC140151
0.8553	High Similarity	NPC92117
0.8547	High Similarity	NPC80956
0.8547	High Similarity	NPC198902
0.8535	High Similarity	NPC108455
0.8529	High Similarity	NPC166674
0.8529	High Similarity	NPC263119
0.8529	High Similarity	NPC46640
0.8529	High Similarity	NPC219600
0.8529	High Similarity	NPC34436
0.8528	High Similarity	NPC239019
0.8528	High Similarity	NPC247629
0.8521	High Similarity	NPC181778
0.8497	Intermediate Similarity	NPC8940
0.8491	Intermediate Similarity	NPC120621
0.8491	Intermediate Similarity	NPC248257
0.8485	Intermediate Similarity	NPC24627
0.848	Intermediate Similarity	NPC171706
0.8471	Intermediate Similarity	NPC229036
0.8466	Intermediate Similarity	NPC290289
0.8466	Intermediate Similarity	NPC7839
0.8466	Intermediate Similarity	NPC240200
0.8466	Intermediate Similarity	NPC223534
0.8466	Intermediate Similarity	NPC142291
0.8466	Intermediate Similarity	NPC158214
0.8434	Intermediate Similarity	NPC69868
0.8418	Intermediate Similarity	NPC472720
0.8418	Intermediate Similarity	NPC469652
0.8418	Intermediate Similarity	NPC472724
0.8418	Intermediate Similarity	NPC160543
0.8418	Intermediate Similarity	NPC472721
0.8418	Intermediate Similarity	NPC201814
0.8418	Intermediate Similarity	NPC93065
0.8418	Intermediate Similarity	NPC31208
0.8418	Intermediate Similarity	NPC187632
0.8409	Intermediate Similarity	NPC469649
0.8409	Intermediate Similarity	NPC65489
0.8409	Intermediate Similarity	NPC260521
0.8405	Intermediate Similarity	NPC291510
0.8405	Intermediate Similarity	NPC144801
0.8405	Intermediate Similarity	NPC238672
0.8405	Intermediate Similarity	NPC197188
0.8405	Intermediate Similarity	NPC116850
0.8405	Intermediate Similarity	NPC43872
0.8402	Intermediate Similarity	NPC217781
0.84	Intermediate Similarity	NPC231254
0.8393	Intermediate Similarity	NPC162169
0.8393	Intermediate Similarity	NPC166851
0.8391	Intermediate Similarity	NPC170203
0.8391	Intermediate Similarity	NPC208797
0.8391	Intermediate Similarity	NPC53680
0.8372	Intermediate Similarity	NPC469354
0.8371	Intermediate Similarity	NPC40078
0.8371	Intermediate Similarity	NPC97924
0.8371	Intermediate Similarity	NPC471091
0.8371	Intermediate Similarity	NPC264302
0.8364	Intermediate Similarity	NPC49173
0.8362	Intermediate Similarity	NPC173872
0.8362	Intermediate Similarity	NPC119094
0.8353	Intermediate Similarity	NPC658
0.8353	Intermediate Similarity	NPC197708
0.8352	Intermediate Similarity	NPC111490
0.8352	Intermediate Similarity	NPC261623
0.8343	Intermediate Similarity	NPC49983
0.8343	Intermediate Similarity	NPC142707
0.8343	Intermediate Similarity	NPC317671
0.8343	Intermediate Similarity	NPC129533
0.8343	Intermediate Similarity	NPC123259
0.8343	Intermediate Similarity	NPC26536
0.8333	Intermediate Similarity	NPC195114
0.8333	Intermediate Similarity	NPC121290
0.8324	Intermediate Similarity	NPC67629
0.8324	Intermediate Similarity	NPC79736
0.8324	Intermediate Similarity	NPC473713
0.8323	Intermediate Similarity	NPC266365
0.8314	Intermediate Similarity	NPC163165
0.8294	Intermediate Similarity	NPC249977
0.8287	Intermediate Similarity	NPC3474
0.8286	Intermediate Similarity	NPC469371
0.8282	Intermediate Similarity	NPC228662
0.8276	Intermediate Similarity	NPC267549
0.8276	Intermediate Similarity	NPC80360
0.8274	Intermediate Similarity	NPC41009
0.8261	Intermediate Similarity	NPC142528
0.8258	Intermediate Similarity	NPC477081
0.8258	Intermediate Similarity	NPC477083
0.8258	Intermediate Similarity	NPC269046
0.8256	Intermediate Similarity	NPC47140
0.8256	Intermediate Similarity	NPC100251
0.8256	Intermediate Similarity	NPC102851
0.8256	Intermediate Similarity	NPC38438
0.8256	Intermediate Similarity	NPC67134
0.8256	Intermediate Similarity	NPC5786
0.8253	Intermediate Similarity	NPC472860
0.8249	Intermediate Similarity	NPC469650
0.8246	Intermediate Similarity	NPC149300
0.8246	Intermediate Similarity	NPC105283
0.8239	Intermediate Similarity	NPC190587
0.8239	Intermediate Similarity	NPC121573
0.8239	Intermediate Similarity	NPC226738
0.8239	Intermediate Similarity	NPC22176
0.8218	Intermediate Similarity	NPC473862
0.8217	Intermediate Similarity	NPC75763
0.8217	Intermediate Similarity	NPC225036
0.8217	Intermediate Similarity	NPC105525
0.8217	Intermediate Similarity	NPC12218
0.821	Intermediate Similarity	NPC75945
0.8208	Intermediate Similarity	NPC98583
0.8208	Intermediate Similarity	NPC25724
0.8208	Intermediate Similarity	NPC471871
0.8202	Intermediate Similarity	NPC237202
0.8193	Intermediate Similarity	NPC104983
0.8193	Intermediate Similarity	NPC300845
0.8193	Intermediate Similarity	NPC291948
0.8193	Intermediate Similarity	NPC250436
0.8193	Intermediate Similarity	NPC88803
0.8187	Intermediate Similarity	NPC298847
0.8187	Intermediate Similarity	NPC473818
0.8187	Intermediate Similarity	NPC45400
0.8182	Intermediate Similarity	NPC472128
0.8182	Intermediate Similarity	NPC125487
0.8182	Intermediate Similarity	NPC281703
0.8182	Intermediate Similarity	NPC472127
0.8177	Intermediate Similarity	NPC476358
0.8176	Intermediate Similarity	NPC478026
0.8176	Intermediate Similarity	NPC7752
0.8171	Intermediate Similarity	NPC476623
0.8171	Intermediate Similarity	NPC476621
0.8171	Intermediate Similarity	NPC120952
0.8171	Intermediate Similarity	NPC476619
0.8171	Intermediate Similarity	NPC469418
0.8171	Intermediate Similarity	NPC260300
0.8171	Intermediate Similarity	NPC476622
0.8171	Intermediate Similarity	NPC476618
0.8171	Intermediate Similarity	NPC476620
0.8166	Intermediate Similarity	NPC148273
0.8161	Intermediate Similarity	NPC253685
0.8155	Intermediate Similarity	NPC289346
0.8155	Intermediate Similarity	NPC239966
0.8155	Intermediate Similarity	NPC203020
0.8153	Intermediate Similarity	NPC239943
0.815	Intermediate Similarity	NPC180918
0.815	Intermediate Similarity	NPC65333
0.8148	Intermediate Similarity	NPC81835
0.8148	Intermediate Similarity	NPC476463
0.8144	Intermediate Similarity	NPC1913
0.8144	Intermediate Similarity	NPC156818
0.8144	Intermediate Similarity	NPC289322
0.8144	Intermediate Similarity	NPC160512
0.8144	Intermediate Similarity	NPC68324
0.8144	Intermediate Similarity	NPC114179
0.8144	Intermediate Similarity	NPC38779
0.8144	Intermediate Similarity	NPC187205
0.814	Intermediate Similarity	NPC198125
0.814	Intermediate Similarity	NPC476017
0.814	Intermediate Similarity	NPC86008
0.814	Intermediate Similarity	NPC229687
0.814	Intermediate Similarity	NPC43587
0.814	Intermediate Similarity	NPC95421
0.8137	Intermediate Similarity	NPC473867
0.8137	Intermediate Similarity	NPC474465
0.8136	Intermediate Similarity	NPC473776
0.8136	Intermediate Similarity	NPC156785

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 NPC469651 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	368
0.1-0.2	922
0.2-0.3	1874
0.3-0.4	2849
0.4-0.5	1932
0.5-0.6	872
0.6-0.7	229
0.7-0.8	91
0.8-0.85	13
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8193	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8092	Intermediate Similarity	NPD7074	Phase 3
0.8092	Intermediate Similarity	NPD7472	Approved
0.8046	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8035	Intermediate Similarity	NPD7054	Approved
0.8	Intermediate Similarity	NPD7251	Discontinued
0.7977	Intermediate Similarity	NPD7228	Approved
0.7964	Intermediate Similarity	NPD1465	Phase 2
0.7955	Intermediate Similarity	NPD7808	Phase 3
0.7943	Intermediate Similarity	NPD6797	Phase 2
0.7874	Intermediate Similarity	NPD3818	Discontinued
0.7853	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7834	Intermediate Similarity	NPD230	Phase 1
0.7719	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7702	Intermediate Similarity	NPD7266	Discontinued
0.7692	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7674	Intermediate Similarity	NPD6234	Discontinued
0.7627	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7611	Intermediate Similarity	NPD8312	Approved
0.7611	Intermediate Similarity	NPD8313	Approved
0.7609	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7598	Intermediate Similarity	NPD7240	Approved
0.7598	Intermediate Similarity	NPD7685	Pre-registration
0.7565	Intermediate Similarity	NPD8151	Discontinued
0.7557	Intermediate Similarity	NPD6166	Phase 2
0.7557	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7557	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7528	Intermediate Similarity	NPD5844	Phase 1
0.7527	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD1934	Approved
0.7485	Intermediate Similarity	NPD37	Approved
0.7457	Intermediate Similarity	NPD4967	Phase 2
0.7457	Intermediate Similarity	NPD4966	Approved
0.7457	Intermediate Similarity	NPD4965	Approved
0.7456	Intermediate Similarity	NPD1653	Approved
0.7443	Intermediate Similarity	NPD6232	Discontinued
0.7442	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7442	Intermediate Similarity	NPD7819	Suspended
0.7416	Intermediate Similarity	NPD7473	Discontinued
0.741	Intermediate Similarity	NPD6190	Approved
0.7391	Intermediate Similarity	NPD8150	Discontinued
0.7368	Intermediate Similarity	NPD4380	Phase 2
0.7341	Intermediate Similarity	NPD8455	Phase 2
0.7314	Intermediate Similarity	NPD7075	Discontinued
0.7294	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD7199	Phase 2
0.7268	Intermediate Similarity	NPD8320	Phase 1
0.7268	Intermediate Similarity	NPD8319	Approved
0.7246	Intermediate Similarity	NPD3750	Approved
0.7244	Intermediate Similarity	NPD9269	Phase 2
0.7241	Intermediate Similarity	NPD2801	Approved
0.7229	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD7700	Phase 2
0.7225	Intermediate Similarity	NPD7699	Phase 2
0.7213	Intermediate Similarity	NPD6559	Discontinued
0.7207	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD3817	Phase 2
0.7191	Intermediate Similarity	NPD6959	Discontinued
0.7188	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD3751	Discontinued
0.7176	Intermediate Similarity	NPD2534	Approved
0.7176	Intermediate Similarity	NPD2533	Approved
0.7176	Intermediate Similarity	NPD2532	Approved
0.7159	Intermediate Similarity	NPD3882	Suspended
0.7152	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD8166	Discontinued
0.7143	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD5494	Approved
0.7128	Intermediate Similarity	NPD7680	Approved
0.7128	Intermediate Similarity	NPD7435	Discontinued
0.7118	Intermediate Similarity	NPD1511	Approved
0.7117	Intermediate Similarity	NPD943	Approved
0.7068	Intermediate Similarity	NPD6535	Approved
0.7068	Intermediate Similarity	NPD6534	Approved
0.705	Intermediate Similarity	NPD7783	Phase 2
0.705	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD7698	Approved
0.7041	Intermediate Similarity	NPD7697	Approved
0.7041	Intermediate Similarity	NPD7696	Phase 3
0.7035	Intermediate Similarity	NPD1512	Approved
0.7018	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD5402	Approved
0.7005	Intermediate Similarity	NPD5619	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7874	Approved
0.7	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.6987	Remote Similarity	NPD9268	Approved
0.6985	Remote Similarity	NPD7701	Phase 2
0.6978	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD6778	Approved
0.6974	Remote Similarity	NPD6779	Approved
0.6974	Remote Similarity	NPD6776	Approved
0.6974	Remote Similarity	NPD6782	Approved
0.6974	Remote Similarity	NPD6780	Approved
0.6974	Remote Similarity	NPD6781	Approved
0.6974	Remote Similarity	NPD6777	Approved
0.6961	Remote Similarity	NPD3787	Discontinued
0.6946	Remote Similarity	NPD3748	Approved
0.6941	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD7411	Suspended
0.6927	Remote Similarity	NPD3749	Approved
0.6923	Remote Similarity	NPD1549	Phase 2
0.6919	Remote Similarity	NPD7870	Phase 2
0.6919	Remote Similarity	NPD7871	Phase 2
0.6914	Remote Similarity	NPD7458	Discontinued
0.691	Remote Similarity	NPD5353	Approved
0.6893	Remote Similarity	NPD6801	Discontinued
0.689	Remote Similarity	NPD3764	Approved
0.6872	Remote Similarity	NPD7768	Phase 2
0.6864	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6864	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6845	Remote Similarity	NPD1510	Phase 2
0.6842	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD4628	Phase 3
0.6839	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6839	Remote Similarity	NPD6213	Phase 3
0.6839	Remote Similarity	NPD6212	Phase 3
0.6825	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD7390	Discontinued
0.6821	Remote Similarity	NPD6799	Approved
0.6818	Remote Similarity	NPD6823	Phase 2
0.6807	Remote Similarity	NPD1613	Approved
0.6807	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.68	Remote Similarity	NPD5403	Approved
0.6798	Remote Similarity	NPD7801	Approved
0.6782	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.678	Remote Similarity	NPD6599	Discontinued
0.6776	Remote Similarity	NPD5710	Approved
0.6776	Remote Similarity	NPD5711	Approved
0.6754	Remote Similarity	NPD8434	Phase 2
0.6746	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6709	Remote Similarity	NPD9545	Approved
0.6707	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD6674	Discontinued
0.6686	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD5401	Approved
0.6684	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.665	Remote Similarity	NPD7585	Approved
0.6649	Remote Similarity	NPD5242	Approved
0.6634	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.663	Remote Similarity	NPD8127	Discontinued
0.6629	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD3027	Phase 3
0.6608	Remote Similarity	NPD5405	Approved
0.6608	Remote Similarity	NPD6100	Approved
0.6608	Remote Similarity	NPD2796	Approved
0.6608	Remote Similarity	NPD5406	Approved
0.6608	Remote Similarity	NPD2935	Discontinued
0.6608	Remote Similarity	NPD5408	Approved
0.6608	Remote Similarity	NPD5404	Approved
0.6608	Remote Similarity	NPD6099	Approved
0.6607	Remote Similarity	NPD1240	Approved
0.6606	Remote Similarity	NPD9494	Approved
0.6601	Remote Similarity	NPD7583	Approved
0.6591	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.659	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD8368	Discontinued
0.6568	Remote Similarity	NPD447	Suspended
0.655	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.6546	Remote Similarity	NPD6842	Approved
0.6546	Remote Similarity	NPD6841	Approved
0.6546	Remote Similarity	NPD6843	Phase 3
0.6543	Remote Similarity	NPD7799	Discontinued
0.6538	Remote Similarity	NPD7930	Approved
0.6538	Remote Similarity	NPD4288	Approved
0.6536	Remote Similarity	NPD3226	Approved
0.6536	Remote Similarity	NPD3455	Phase 2
0.6529	Remote Similarity	NPD1607	Approved
0.6522	Remote Similarity	NPD919	Approved
0.652	Remote Similarity	NPD7584	Approved
0.6512	Remote Similarity	NPD1551	Phase 2
0.6509	Remote Similarity	NPD7907	Approved
0.6505	Remote Similarity	NPD7229	Phase 3
0.6494	Remote Similarity	NPD2800	Approved
0.6491	Remote Similarity	NPD4978	Clinical (unspecified phase)
0.6485	Remote Similarity	NPD5005	Approved
0.6485	Remote Similarity	NPD5006	Approved
0.6477	Remote Similarity	NPD8407	Phase 2
0.6471	Remote Similarity	NPD1933	Approved
0.6471	Remote Similarity	NPD3926	Phase 2
0.6464	Remote Similarity	NPD6385	Approved
0.6464	Remote Similarity	NPD6386	Approved
0.6433	Remote Similarity	NPD6651	Approved
0.6412	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.64	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD7097	Phase 1
0.639	Remote Similarity	NPD7999	Approved
0.6379	Remote Similarity	NPD2346	Discontinued
0.6379	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6374	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6368	Remote Similarity	NPD4420	Approved
0.6364	Remote Similarity	NPD7003	Approved
0.6364	Remote Similarity	NPD1247	Approved
0.6359	Remote Similarity	NPD8059	Phase 3
0.6359	Remote Similarity	NPD8058	Clinical (unspecified phase)
0.6354	Remote Similarity	NPD5953	Discontinued

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