NPASS Compound

Structure

NPC13989 OpenBabel07101719152D 126139 0 0 1 0 0 0 0 0999 V2000 -6.7818 -2.9366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3108 0.8765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6743 2.9366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1849 3.7843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9789 -3.9155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4894 -4.7632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6955 -1.9577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6955 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8477 -0.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3909 2.9366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2386 3.4261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5432 3.4261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2386 4.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6955 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6955 -0.9789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8477 -2.4472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6955 -3.9155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6955 -2.9366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8477 -1.4683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6955 1.9577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8477 0.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1578 -3.2766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5432 -10.2782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0220 3.7809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3819 2.0556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3250 -7.3415 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2386 -5.3838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7818 -3.9155 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6186 0.1843 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5432 4.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8477 0.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8477 1.4683 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3909 4.8944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3250 -8.3204 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1033 -3.5299 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6955 -9.7887 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2754 2.8354 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.2287 1.0888 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3909 -5.8732 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -2.9366 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8477 -1.4683 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8477 1.4683 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8477 -4.4049 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8477 3.4261 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6296 -4.4049 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.4773 -8.8099 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3567 -4.4754 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8477 -10.2782 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2209 2.5820 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.9209 0.3966 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3909 -6.8521 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.3022 -4.7288 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -9.7887 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6296 -5.3838 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.4742 1.6365 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5432 -7.3415 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6296 -8.3204 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.4765 -0.4755 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.9943 -4.0366 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -8.8099 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.2343 -1.2000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.8720 -0.7612 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1798 -1.4534 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7818 -5.8732 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6955 -6.8521 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.7821 0.9443 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6955 4.8944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6296 -7.3415 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.5097 -0.3224 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.7410 -3.0911 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8477 -8.3204 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9809 -0.2545 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9341 -5.3838 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6955 -5.8732 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8366 1.1977 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2534 1.0122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6955 2.9366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.9155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8477 -2.4472 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.9789 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 1.9577 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9044 -2.3310 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3909 -9.7887 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7142 4.4731 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2957 2.4064 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3909 5.8732 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.1727 -8.8099 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6955 1.9577 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4773 -3.9155 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4773 -9.7887 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6645 -5.1676 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8477 -11.2570 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9131 3.2742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.8877 0.5498 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2386 -7.3415 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5555 -5.6743 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8477 -10.2782 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4773 -5.8732 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4198 1.3832 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5432 -8.3204 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7818 -8.8099 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.9209 -1.3477 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9399 -4.2900 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8477 -8.3204 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5421 -1.8922 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6955 5.8732 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1310 -0.3721 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4773 -6.8521 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0864 -5.8732 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9341 -4.4049 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6731 0.4376 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7955 -2.8377 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6955 -8.8099 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3565 0.6444 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5832 2.1432 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5432 -5.3838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8477 4.4049 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8477 -5.3838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8175 -1.0146 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4332 -2.3989 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7818 -6.8521 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8477 -7.3415 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0354 -0.0012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1444 0.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3 78 1 0 0 0 0 4 78 1 0 0 0 0 5 79 1 0 0 0 0 6 79 1 0 0 0 0 8 81 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 12 31 2 0 0 0 0 13 34 2 0 0 0 0 14 15 1 0 0 0 0 14 32 2 0 0 0 0 15 42 1 0 0 0 0 16 19 1 0 0 0 0 16 41 1 0 0 0 0 17 18 1 0 0 0 0 17 44 1 0 0 0 0 18 80 1 0 0 0 0 19 81 1 0 0 0 0 20 33 1 0 0 0 0 20 78 1 0 0 0 0 21 43 1 0 0 0 0 21 82 1 0 0 0 0 22 45 1 0 0 0 0 22 83 1 0 0 0 0 23 84 1 0 0 0 0 24 85 1 0 0 0 0 25 86 1 0 0 0 0 26 87 1 0 0 0 0 27 35 1 0 0 0 0 27110 1 0 0 0 0 28111 1 0 0 0 0 29 1 1 1 0 0 0 29 46 1 0 0 0 0 29112 1 0 0 0 0 30 2 1 1 0 0 0 30 63 1 0 0 0 0 30113 1 0 0 0 0 31 34 1 0 0 0 0 31 68 1 0 0 0 0 32 33 1 0 0 0 0 32 82 1 0 0 0 0 33 83 1 6 0 0 0 34 88 1 0 0 0 0 35 47 1 0 0 0 0 35 89 1 6 0 0 0 36 23 1 1 0 0 0 36 48 1 0 0 0 0 36114 1 0 0 0 0 37 24 1 1 0 0 0 37 49 1 0 0 0 0 37115 1 0 0 0 0 38 25 1 6 0 0 0 38 50 1 0 0 0 0 38117 1 0 0 0 0 39 26 1 1 0 0 0 39 51 1 0 0 0 0 39116 1 0 0 0 0 40 28 1 1 0 0 0 40 52 1 0 0 0 0 40118 1 0 0 0 0 41 79 1 0 0 0 0 41 80 1 1 0 0 0 42 80 1 1 0 0 0 42 81 1 0 0 0 0 43 83 1 6 0 0 0 43 90 1 0 0 0 0 44 79 1 0 0 0 0 44120 1 1 0 0 0 45 78 1 0 0 0 0 45119 1 1 0 0 0 46 55 1 0 0 0 0 46 91 1 1 0 0 0 47 58 1 0 0 0 0 47 92 1 1 0 0 0 48 53 1 0 0 0 0 48 93 1 6 0 0 0 49 54 1 0 0 0 0 49 94 1 6 0 0 0 50 56 1 0 0 0 0 50 95 1 1 0 0 0 51 59 1 0 0 0 0 51 96 1 6 0 0 0 52 57 1 0 0 0 0 52 97 1 6 0 0 0 53 60 1 0 0 0 0 53 98 1 1 0 0 0 54 61 1 0 0 0 0 54 99 1 1 0 0 0 55 65 1 0 0 0 0 55100 1 1 0 0 0 56 67 1 0 0 0 0 56101 1 6 0 0 0 57 66 1 0 0 0 0 57102 1 1 0 0 0 58 69 1 0 0 0 0 58103 1 6 0 0 0 59 70 1 0 0 0 0 59104 1 1 0 0 0 60 71 1 0 0 0 0 60105 1 6 0 0 0 61 72 1 0 0 0 0 61106 1 6 0 0 0 62 64 1 0 0 0 0 62 73 1 0 0 0 0 62107 1 1 0 0 0 63 64 1 0 0 0 0 63121 1 6 0 0 0 64122 1 1 0 0 0 65 74 1 0 0 0 0 65123 1 6 0 0 0 66 75 1 0 0 0 0 66124 1 6 0 0 0 67 76 1 0 0 0 0 67125 1 1 0 0 0 68108 2 0 0 0 0 68119 1 0 0 0 0 69110 1 0 0 0 0 69123 1 1 0 0 0 70116 1 0 0 0 0 70121 1 6 0 0 0 71114 1 0 0 0 0 71122 1 1 0 0 0 72115 1 0 0 0 0 72124 1 1 0 0 0 73113 1 0 0 0 0 73125 1 6 0 0 0 74111 1 1 0 0 0 74112 1 0 0 0 0 75118 1 0 0 0 0 75120 1 1 0 0 0 76117 1 0 0 0 0 76126 1 6 0 0 0 77109 2 0 0 0 0 77126 1 0 0 0 0 80 7 1 1 0 0 0 81 82 1 6 0 0 0 82 9 1 6 0 0 0 83 77 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1812.78
Volume:	1686.494
LogP:	0.668
LogD:	0.675
LogS:	-2.158
# Rotatable Bonds:	25
TPSA:	676.57
# H-Bond Aceptor:	43
# H-Bond Donor:	24
# Rings:	14
# Heavy Atoms:	43

MedChem Properties

QED Drug-Likeness Score:	0.027
Synthetic Accessibility Score:	7.956
Fsp3:	0.88
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:	-6.72
MDCK Permeability:	0.0019765421748161316
Pgp-inhibitor:	0.0
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.387
Plasma Protein Binding (PPB):	48.18567657470703%
Volume Distribution (VD):	-0.609
Pgp-substrate:	15.899491310119629%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.002
CYP2C19-inhibitor:	0.0
CYP2C19-substrate:	0.045
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.022
CYP3A4-inhibitor:	0.004
CYP3A4-substrate:	0.0

ADMET: Excretion

Clearance (CL):	-1.833
Half-life (T1/2):	0.808

ADMET: Toxicity

hERG Blockers:	0.184
Human Hepatotoxicity (H-HT):	0.049
Drug-inuced Liver Injury (DILI):	0.066
AMES Toxicity:	0.034
Rat Oral Acute Toxicity:	0.036
Maximum Recommended Daily Dose:	0.051
Skin Sensitization:	0.296
Carcinogencity:	0.009
Eye Corrosion:	0.003
Eye Irritation:	0.007
Respiratory Toxicity:	0.022

Download Data

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

Natural Product: NPC13989

Natural Product ID:	NPC13989
*Common Name:**	Adianthifolioside B
IUPAC Name:	[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-3-(2-hydroxybenzoyl)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:	Adianthifolioside B
Standard InCHIKey:	LSDHKFVHNGZFOG-GWCHSLTQSA-N
Standard InCHI:	InChI=1S/C83H128O43/c1-29-46(91)55(100)65(123-69-58(103)47(92)35(89)27-110-69)74(112-29)111-28-40-52(97)57(102)66(124-72-61(106)54(99)49(94)37(24-85)115-72)75(118-40)120-44-17-18-80(7)41(79(44,5)6)16-19-81(8)42(80)15-14-32-33-20-78(3,4)45(119-68(108)31-12-10-11-13-34(31)88)22-83(33,43(90)21-82(32,81)9)77(109)126-76-67(56(101)50(95)38(25-86)117-76)125-73-62(107)64(122-71-60(105)53(98)48(93)36(23-84)114-71)63(30(2)113-73)121-70-59(104)51(96)39(26-87)116-70/h10-14,29-30,33,35-67,69-76,84-107H,15-28H2,1-9H3/t29-,30+,33+,35-,36-,37-,38-,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-,69+,70+,71+,72+,73+,74-,75+,76+,80+,81-,82-,83-/m1/s1
SMILES:	OC[C@H]1O[C@@H](OC(=O)[C@@]23C[C@H](OC(=O)c4ccccc4O)C(C[C@H]3C3=CC[C@H]4[C@@]([C@@]3(C[C@H]2O)C)(C)CC[C@@H]2[C@]4(C)CC[C@@H](C2(C)C)O[C@@H]2O[C@H](CO[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@H]3O[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)O)O)[C@H]([C@@H]([C@H]2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@H]([C@@H]([C@H]1O)O)CO
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL507216
PubChem CID:	21629543
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
NPO7559	Albizia adianthifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12662095]
NPO7559	Albizia adianthifolia	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
Others	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT15	Cell Line	Jurkat	Homo sapiens	Activity	=	1.21	n.a.	PMID[499340]

☑ 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 NPC13989 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	380
0.1-0.2	1371
0.2-0.3	2812
0.3-0.4	5409
0.4-0.5	9371
0.5-0.6	9330
0.6-0.7	10356
0.7-0.8	3334
0.8-0.85	275
0.85-0.9	58
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8735	High Similarity	NPC329960
0.8735	High Similarity	NPC150893
0.8735	High Similarity	NPC295408
0.8713	High Similarity	NPC469778
0.8713	High Similarity	NPC469774
0.8713	High Similarity	NPC100925
0.8713	High Similarity	NPC295941
0.8713	High Similarity	NPC32723
0.8713	High Similarity	NPC469777
0.8713	High Similarity	NPC135334
0.8713	High Similarity	NPC469773
0.8713	High Similarity	NPC469775
0.8713	High Similarity	NPC469776
0.8713	High Similarity	NPC469772
0.8698	High Similarity	NPC477466
0.8698	High Similarity	NPC477473
0.8698	High Similarity	NPC477471
0.8698	High Similarity	NPC477469
0.8698	High Similarity	NPC469419
0.8671	High Similarity	NPC176246
0.8663	High Similarity	NPC124828
0.8605	High Similarity	NPC477617
0.8571	High Similarity	NPC72783
0.8571	High Similarity	NPC477627
0.8563	High Similarity	NPC170018
0.8563	High Similarity	NPC76112
0.8563	High Similarity	NPC66820
0.8563	High Similarity	NPC92403
0.8555	High Similarity	NPC65118
0.8529	High Similarity	NPC478026
0.8528	High Similarity	NPC116292
0.8528	High Similarity	NPC87630
0.8528	High Similarity	NPC179128
0.8528	High Similarity	NPC162569
0.8528	High Similarity	NPC35160
0.8528	High Similarity	NPC267469
0.8521	High Similarity	NPC187934
0.8521	High Similarity	NPC97637
0.8506	High Similarity	NPC223735
0.8506	High Similarity	NPC307754
0.85	High Similarity	NPC40085
0.85	High Similarity	NPC264270
0.8497	Intermediate Similarity	NPC183441
0.8488	Intermediate Similarity	NPC471870
0.8466	Intermediate Similarity	NPC187441
0.8466	Intermediate Similarity	NPC283980
0.8453	Intermediate Similarity	NPC475299
0.8452	Intermediate Similarity	NPC53139
0.8452	Intermediate Similarity	NPC314795
0.8448	Intermediate Similarity	NPC471871
0.8438	Intermediate Similarity	NPC111466
0.8421	Intermediate Similarity	NPC478020
0.8421	Intermediate Similarity	NPC102465
0.8421	Intermediate Similarity	NPC478022
0.8418	Intermediate Similarity	NPC197357
0.8418	Intermediate Similarity	NPC85316
0.8409	Intermediate Similarity	NPC469418
0.8395	Intermediate Similarity	NPC320734
0.8389	Intermediate Similarity	NPC475121
0.8389	Intermediate Similarity	NPC476067
0.8383	Intermediate Similarity	NPC476784
0.8383	Intermediate Similarity	NPC472807
0.8372	Intermediate Similarity	NPC149002
0.8372	Intermediate Similarity	NPC469458
0.8372	Intermediate Similarity	NPC88176
0.8372	Intermediate Similarity	NPC469396
0.8372	Intermediate Similarity	NPC469459
0.8363	Intermediate Similarity	NPC475531
0.8363	Intermediate Similarity	NPC475198
0.8363	Intermediate Similarity	NPC475175
0.8353	Intermediate Similarity	NPC69868
0.8352	Intermediate Similarity	NPC475613
0.8352	Intermediate Similarity	NPC198893
0.8352	Intermediate Similarity	NPC314489
0.8352	Intermediate Similarity	NPC232818
0.8343	Intermediate Similarity	NPC195972
0.8333	Intermediate Similarity	NPC148323
0.8333	Intermediate Similarity	NPC189704
0.8333	Intermediate Similarity	NPC283480
0.8324	Intermediate Similarity	NPC224557
0.8324	Intermediate Similarity	NPC292706
0.8314	Intermediate Similarity	NPC99216
0.8314	Intermediate Similarity	NPC469420
0.8305	Intermediate Similarity	NPC83331
0.8305	Intermediate Similarity	NPC470582
0.8305	Intermediate Similarity	NPC470581
0.8305	Intermediate Similarity	NPC115447
0.8304	Intermediate Similarity	NPC473557
0.8304	Intermediate Similarity	NPC471873
0.8304	Intermediate Similarity	NPC473468
0.8304	Intermediate Similarity	NPC475567
0.8303	Intermediate Similarity	NPC327962
0.8295	Intermediate Similarity	NPC70862
0.8294	Intermediate Similarity	NPC269668
0.8293	Intermediate Similarity	NPC325032
0.8293	Intermediate Similarity	NPC477483
0.8284	Intermediate Similarity	NPC257309
0.8284	Intermediate Similarity	NPC208651
0.8284	Intermediate Similarity	NPC29552
0.8284	Intermediate Similarity	NPC206641
0.8282	Intermediate Similarity	NPC208293
0.8278	Intermediate Similarity	NPC229817
0.8278	Intermediate Similarity	NPC96194
0.8278	Intermediate Similarity	NPC221140
0.8278	Intermediate Similarity	NPC475352
0.8278	Intermediate Similarity	NPC241847
0.8278	Intermediate Similarity	NPC475220
0.8278	Intermediate Similarity	NPC299855
0.8278	Intermediate Similarity	NPC473686
0.8274	Intermediate Similarity	NPC82190
0.8274	Intermediate Similarity	NPC174599
0.8274	Intermediate Similarity	NPC192219
0.8274	Intermediate Similarity	NPC477467
0.8263	Intermediate Similarity	NPC474533
0.8263	Intermediate Similarity	NPC474534
0.8258	Intermediate Similarity	NPC195114
0.8253	Intermediate Similarity	NPC69425
0.8253	Intermediate Similarity	NPC77310
0.8251	Intermediate Similarity	NPC473711
0.8249	Intermediate Similarity	NPC289876
0.8246	Intermediate Similarity	NPC293568
0.8246	Intermediate Similarity	NPC266365
0.8246	Intermediate Similarity	NPC471869
0.8246	Intermediate Similarity	NPC117943
0.8229	Intermediate Similarity	NPC43434
0.8229	Intermediate Similarity	NPC478021
0.8229	Intermediate Similarity	NPC472129
0.8226	Intermediate Similarity	NPC131405
0.8225	Intermediate Similarity	NPC477623
0.8218	Intermediate Similarity	NPC63470
0.8214	Intermediate Similarity	NPC477474
0.8214	Intermediate Similarity	NPC477472
0.8214	Intermediate Similarity	NPC472128
0.8214	Intermediate Similarity	NPC205172
0.8214	Intermediate Similarity	NPC209393
0.8214	Intermediate Similarity	NPC477470
0.8214	Intermediate Similarity	NPC472127
0.8214	Intermediate Similarity	NPC474621
0.8214	Intermediate Similarity	NPC469417
0.8214	Intermediate Similarity	NPC474622
0.8212	Intermediate Similarity	NPC477860
0.8212	Intermediate Similarity	NPC475161
0.821	Intermediate Similarity	NPC204644
0.8208	Intermediate Similarity	NPC178281
0.8202	Intermediate Similarity	NPC80360
0.8202	Intermediate Similarity	NPC266513
0.8202	Intermediate Similarity	NPC260300
0.8199	Intermediate Similarity	NPC475513
0.8199	Intermediate Similarity	NPC473755
0.8197	Intermediate Similarity	NPC112708
0.8193	Intermediate Similarity	NPC472548
0.8193	Intermediate Similarity	NPC477905
0.8192	Intermediate Similarity	NPC470583
0.8192	Intermediate Similarity	NPC19056
0.8187	Intermediate Similarity	NPC130489
0.8187	Intermediate Similarity	NPC208676
0.8182	Intermediate Similarity	NPC315619
0.8182	Intermediate Similarity	NPC294501
0.8182	Intermediate Similarity	NPC469448
0.8182	Intermediate Similarity	NPC270027
0.8182	Intermediate Similarity	NPC148185
0.8177	Intermediate Similarity	NPC87583
0.8171	Intermediate Similarity	NPC175477
0.8171	Intermediate Similarity	NPC472133
0.8167	Intermediate Similarity	NPC475662
0.8167	Intermediate Similarity	NPC293227
0.8167	Intermediate Similarity	NPC473717
0.8167	Intermediate Similarity	NPC473205
0.8167	Intermediate Similarity	NPC473776
0.8167	Intermediate Similarity	NPC473631
0.8166	Intermediate Similarity	NPC477736
0.8166	Intermediate Similarity	NPC3449
0.8166	Intermediate Similarity	NPC469399
0.8162	Intermediate Similarity	NPC470200
0.8162	Intermediate Similarity	NPC316274
0.8162	Intermediate Similarity	NPC470196
0.8162	Intermediate Similarity	NPC470193
0.8162	Intermediate Similarity	NPC282474
0.8162	Intermediate Similarity	NPC470198
0.8162	Intermediate Similarity	NPC470195
0.8162	Intermediate Similarity	NPC470194
0.8162	Intermediate Similarity	NPC470197
0.8161	Intermediate Similarity	NPC477488
0.816	Intermediate Similarity	NPC25491
0.8156	Intermediate Similarity	NPC58538
0.8155	Intermediate Similarity	NPC471874
0.815	Intermediate Similarity	NPC100420
0.8144	Intermediate Similarity	NPC475407
0.8144	Intermediate Similarity	NPC473966
0.8144	Intermediate Similarity	NPC472657
0.8144	Intermediate Similarity	NPC472658
0.8142	Intermediate Similarity	NPC230670
0.8142	Intermediate Similarity	NPC71385
0.814	Intermediate Similarity	NPC198047
0.8136	Intermediate Similarity	NPC203751
0.8136	Intermediate Similarity	NPC168789
0.8133	Intermediate Similarity	NPC329657
0.8133	Intermediate Similarity	NPC279442
0.8132	Intermediate Similarity	NPC282636
0.8132	Intermediate Similarity	NPC294863

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 NPC13989 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	321
0.1-0.2	822
0.2-0.3	1774
0.3-0.4	2764
0.4-0.5	2208
0.5-0.6	917
0.6-0.7	271
0.7-0.8	70
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8563	High Similarity	NPD8313	Approved
0.8563	High Similarity	NPD8312	Approved
0.8132	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7947	Intermediate Similarity	NPD8320	Phase 1
0.7947	Intermediate Similarity	NPD8319	Approved
0.7826	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7814	Intermediate Similarity	NPD8150	Discontinued
0.7809	Intermediate Similarity	NPD7228	Approved
0.7791	Intermediate Similarity	NPD8455	Phase 2
0.7765	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7735	Intermediate Similarity	NPD6559	Discontinued
0.7725	Intermediate Similarity	NPD7700	Phase 2
0.7725	Intermediate Similarity	NPD7699	Phase 2
0.7722	Intermediate Similarity	NPD7074	Phase 3
0.7692	Intermediate Similarity	NPD8151	Discontinued
0.7661	Intermediate Similarity	NPD7458	Discontinued
0.7657	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7624	Intermediate Similarity	NPD7472	Approved
0.7617	Intermediate Similarity	NPD7435	Discontinued
0.7611	Intermediate Similarity	NPD7799	Discontinued
0.7605	Intermediate Similarity	NPD8166	Discontinued
0.7596	Intermediate Similarity	NPD7808	Phase 3
0.7569	Intermediate Similarity	NPD7054	Approved
0.7566	Intermediate Similarity	NPD6535	Approved
0.7566	Intermediate Similarity	NPD6534	Approved
0.7541	Intermediate Similarity	NPD7251	Discontinued
0.7541	Intermediate Similarity	NPD7240	Approved
0.7527	Intermediate Similarity	NPD8434	Phase 2
0.7526	Intermediate Similarity	NPD7696	Phase 3
0.7526	Intermediate Similarity	NPD7697	Approved
0.7526	Intermediate Similarity	NPD7698	Approved
0.7525	Intermediate Similarity	NPD7783	Phase 2
0.7525	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD3818	Discontinued
0.7487	Intermediate Similarity	NPD7870	Phase 2
0.7487	Intermediate Similarity	NPD7871	Phase 2
0.7486	Intermediate Similarity	NPD6797	Phase 2
0.7475	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7475	Intermediate Similarity	NPD7874	Approved
0.7474	Intermediate Similarity	NPD6823	Phase 2
0.7473	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7462	Intermediate Similarity	NPD7701	Phase 2
0.7461	Intermediate Similarity	NPD6781	Approved
0.7461	Intermediate Similarity	NPD6777	Approved
0.7461	Intermediate Similarity	NPD6776	Approved
0.7461	Intermediate Similarity	NPD6779	Approved
0.7461	Intermediate Similarity	NPD6780	Approved
0.7461	Intermediate Similarity	NPD6778	Approved
0.7461	Intermediate Similarity	NPD6782	Approved
0.7429	Intermediate Similarity	NPD37	Approved
0.7425	Intermediate Similarity	NPD7266	Discontinued
0.7421	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7421	Intermediate Similarity	NPD6212	Phase 3
0.7421	Intermediate Similarity	NPD6213	Phase 3
0.7416	Intermediate Similarity	NPD6234	Discontinued
0.7414	Intermediate Similarity	NPD4380	Phase 2
0.7401	Intermediate Similarity	NPD4966	Approved
0.7401	Intermediate Similarity	NPD4965	Approved
0.7401	Intermediate Similarity	NPD4967	Phase 2
0.736	Intermediate Similarity	NPD7075	Discontinued
0.7351	Intermediate Similarity	NPD7685	Pre-registration
0.735	Intermediate Similarity	NPD7801	Approved
0.7312	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7303	Intermediate Similarity	NPD7768	Phase 2
0.7297	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD7819	Suspended
0.7283	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7268	Intermediate Similarity	NPD7473	Discontinued
0.7247	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7238	Intermediate Similarity	NPD6959	Discontinued
0.7238	Intermediate Similarity	NPD8127	Discontinued
0.7234	Intermediate Similarity	NPD8407	Phase 2
0.7213	Intermediate Similarity	NPD6166	Phase 2
0.7213	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7213	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7213	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7207	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7198	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7198	Intermediate Similarity	NPD6232	Discontinued
0.7195	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD7003	Approved
0.7193	Intermediate Similarity	NPD4628	Phase 3
0.7191	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7166	Intermediate Similarity	NPD8368	Discontinued
0.716	Intermediate Similarity	NPD5405	Approved
0.716	Intermediate Similarity	NPD5406	Approved
0.716	Intermediate Similarity	NPD5408	Approved
0.716	Intermediate Similarity	NPD5404	Approved
0.7152	Intermediate Similarity	NPD3764	Approved
0.7151	Intermediate Similarity	NPD5402	Approved
0.7126	Intermediate Similarity	NPD2532	Approved
0.7126	Intermediate Similarity	NPD2534	Approved
0.7126	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD2533	Approved
0.7097	Intermediate Similarity	NPD5844	Phase 1
0.7093	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7093	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7088	Intermediate Similarity	NPD5494	Approved
0.7086	Intermediate Similarity	NPD6273	Approved
0.7085	Intermediate Similarity	NPD7680	Approved
0.7079	Intermediate Similarity	NPD7411	Suspended
0.7062	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD3226	Approved
0.7059	Intermediate Similarity	NPD2935	Discontinued
0.7056	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7045	Intermediate Similarity	NPD5403	Approved
0.7043	Intermediate Similarity	NPD3751	Discontinued
0.7039	Intermediate Similarity	NPD6801	Discontinued
0.7029	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7022	Intermediate Similarity	NPD6599	Discontinued
0.7015	Intermediate Similarity	NPD7211	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD7236	Approved
0.7	Intermediate Similarity	NPD5761	Phase 2
0.7	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD5760	Phase 2
0.6995	Remote Similarity	NPD8360	Approved
0.6995	Remote Similarity	NPD8361	Approved
0.699	Remote Similarity	NPD7930	Approved
0.6978	Remote Similarity	NPD3749	Approved
0.6971	Remote Similarity	NPD7390	Discontinued
0.6964	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD7199	Phase 2
0.6944	Remote Similarity	NPD1934	Approved
0.6941	Remote Similarity	NPD7097	Phase 1
0.6935	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD5401	Approved
0.6919	Remote Similarity	NPD3787	Discontinued
0.6919	Remote Similarity	NPD2346	Discontinued
0.691	Remote Similarity	NPD7239	Suspended
0.6907	Remote Similarity	NPD8435	Approved
0.6897	Remote Similarity	NPD3750	Approved
0.6887	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6869	Remote Similarity	NPD8058	Clinical (unspecified phase)
0.6869	Remote Similarity	NPD8059	Phase 3
0.6868	Remote Similarity	NPD8438	Clinical (unspecified phase)
0.6857	Remote Similarity	NPD6190	Approved
0.6854	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6848	Remote Similarity	NPD1470	Approved
0.6848	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6831	Remote Similarity	NPD3882	Suspended
0.6813	Remote Similarity	NPD1465	Phase 2
0.6805	Remote Similarity	NPD6663	Approved
0.6804	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6802	Remote Similarity	NPD2799	Discontinued
0.6791	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6784	Remote Similarity	NPD8485	Approved
0.6782	Remote Similarity	NPD1549	Phase 2
0.678	Remote Similarity	NPD6799	Approved
0.6776	Remote Similarity	NPD3817	Phase 2
0.6766	Remote Similarity	NPD5736	Approved
0.6763	Remote Similarity	NPD1551	Phase 2
0.6762	Remote Similarity	NPD8404	Phase 2
0.675	Remote Similarity	NPD9493	Approved
0.6744	Remote Similarity	NPD4978	Clinical (unspecified phase)
0.6743	Remote Similarity	NPD2800	Approved
0.6743	Remote Similarity	NPD6674	Discontinued
0.6743	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD5711	Approved
0.6738	Remote Similarity	NPD5710	Approved
0.6726	Remote Similarity	NPD6832	Phase 2
0.6725	Remote Similarity	NPD1933	Approved
0.6725	Remote Similarity	NPD230	Phase 1
0.6724	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6724	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6722	Remote Similarity	NPD1653	Approved
0.6721	Remote Similarity	NPD2801	Approved
0.6707	Remote Similarity	NPD2798	Approved
0.6707	Remote Similarity	NPD1201	Approved
0.6705	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6705	Remote Similarity	NPD1510	Phase 2
0.6667	Remote Similarity	NPD7497	Discontinued
0.665	Remote Similarity	NPD7584	Approved
0.6648	Remote Similarity	NPD7028	Phase 2
0.6648	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6647	Remote Similarity	NPD2313	Discontinued
0.6628	Remote Similarity	NPD447	Suspended
0.6628	Remote Similarity	NPD6355	Discontinued
0.6626	Remote Similarity	NPD8516	Approved
0.6626	Remote Similarity	NPD8517	Approved
0.6626	Remote Similarity	NPD8515	Approved
0.6617	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6609	Remote Similarity	NPD3748	Approved
0.6607	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6602	Remote Similarity	NPD7999	Approved
0.659	Remote Similarity	NPD6651	Approved
0.659	Remote Similarity	NPD1607	Approved
0.6588	Remote Similarity	NPD7008	Discontinued
0.6585	Remote Similarity	NPD5125	Phase 3
0.6585	Remote Similarity	NPD5126	Approved
0.6571	Remote Similarity	NPD6099	Approved
0.6571	Remote Similarity	NPD6100	Approved
0.6571	Remote Similarity	NPD2796	Approved
0.657	Remote Similarity	NPD1240	Approved
0.6564	Remote Similarity	NPD9545	Approved
0.6559	Remote Similarity	NPD7058	Phase 2

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