NPASS Compound

Structure

NPC475584 OpenBabel07101719182D 118130 0 0 1 0 0 0 0 0999 V2000 -4.2645 -1.4773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4231 5.3510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1982 -3.8074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2134 -3.8074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9040 2.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9192 2.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5587 -0.4924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8529 1.4773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8529 -1.4773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7058 -0.9848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7058 1.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2645 0.4924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4116 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8529 1.4773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5587 -2.4621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5587 -1.4773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8529 -2.4621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8529 0.4924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8232 -2.9545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.6465 4.9242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4831 3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2348 4.9242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5514 -0.1702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9329 3.4484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5290 1.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8066 -4.8646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9075 -2.9406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1174 -0.9848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3744 5.0961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8529 -1.4773 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -14.4994 4.4318 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.4344 3.1252 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.0877 4.4318 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.8063 -1.1214 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.6761 -2.4621 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1878 2.4971 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.6761 1.4773 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5587 1.4773 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7058 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7058 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2645 1.4773 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9703 0.4924 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -14.4994 3.4470 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.6893 2.1739 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.5290 -2.9545 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.1391 2.2422 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8232 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.3819 -2.4621 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -13.6465 2.9545 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.9929 1.4775 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.3819 -1.4773 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.2348 2.9545 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.1587 -1.5629 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -11.0877 3.4470 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.1099 -1.8178 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6761 0.4924 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.3940 1.2909 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6976 0.5945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.6691 -3.9435 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9703 1.4773 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.3819 3.4470 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.7936 3.4470 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.0416 1.7324 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9038 -0.6117 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.5290 -0.9848 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7463 0.8494 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.3161 -3.0240 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0986 0.4079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7058 -2.9545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4116 1.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5587 0.4924 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8529 0.4924 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 10.6526 -3.8919 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7058 -0.9848 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1174 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8232 -3.9394 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.7261 -5.2176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9703 -1.4773 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0708 5.7925 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -15.3523 4.9242 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1308 3.8216 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.9407 4.9242 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7576 -1.3763 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5587 0.4924 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -15.3523 2.9545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6406 1.9190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5290 -3.9394 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8355 2.9386 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8232 -0.9848 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2348 -2.9545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.6465 1.9697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2478 0.5262 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2348 -0.9848 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2348 1.9697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4623 -2.2593 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1327 -4.7694 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8437 1.3592 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5720 -4.2449 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6293 4.1448 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3819 4.4318 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.7936 4.4318 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7867 2.6837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6001 0.0847 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5290 2.9545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0815 -2.4042 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6761 -1.4773 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4914 1.8007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8232 1.9697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1174 1.9697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.9407 2.9545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3648 -2.7691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5290 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3453 1.0360 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9525 -0.3568 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0499 0.1530 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 30 1 0 0 0 0 3 71 1 0 0 0 0 4 71 1 0 0 0 0 5 72 1 0 0 0 0 6 72 1 0 0 0 0 8 74 1 0 0 0 0 10 11 1 0 0 0 0 10 31 2 0 0 0 0 11 41 1 0 0 0 0 12 15 1 0 0 0 0 12 40 1 0 0 0 0 13 14 1 0 0 0 0 13 43 1 0 0 0 0 14 73 1 0 0 0 0 15 74 1 0 0 0 0 16 17 1 0 0 0 0 16 71 1 0 0 0 0 17 77 1 0 0 0 0 18 32 1 0 0 0 0 18 71 1 0 0 0 0 19 42 1 0 0 0 0 19 75 1 0 0 0 0 20 79 1 0 0 0 0 21 33 1 0 0 0 0 21104 1 0 0 0 0 22 34 1 0 0 0 0 22105 1 0 0 0 0 23 35 1 0 0 0 0 23103 1 0 0 0 0 24 36 1 0 0 0 0 24106 1 0 0 0 0 25102 1 0 0 0 0 26107 1 0 0 0 0 27 76 1 0 0 0 0 27 80 1 0 0 0 0 28 76 1 0 0 0 0 28108 1 0 0 0 0 29 78 2 3 0 0 0 29 81 1 0 0 0 0 30 82 2 0 0 0 0 30102 1 0 0 0 0 31 32 1 0 0 0 0 31 75 1 0 0 0 0 32 77 1 1 0 0 0 33 45 1 0 0 0 0 33 83 1 1 0 0 0 34 46 1 0 0 0 0 34 84 1 1 0 0 0 35 56 1 0 0 0 0 35 85 1 1 0 0 0 36 57 1 0 0 0 0 36 86 1 1 0 0 0 37 20 1 6 0 0 0 37 47 1 0 0 0 0 37109 1 0 0 0 0 38 25 1 6 0 0 0 38 48 1 0 0 0 0 38110 1 0 0 0 0 39 26 1 1 0 0 0 39 58 1 0 0 0 0 39111 1 0 0 0 0 40 72 1 0 0 0 0 40 73 1 6 0 0 0 41 73 1 6 0 0 0 41 74 1 0 0 0 0 42 77 1 1 0 0 0 42 87 1 0 0 0 0 43 72 1 0 0 0 0 43112 1 6 0 0 0 44 49 1 0 0 0 0 44 62 1 0 0 0 0 44 78 1 6 0 0 0 45 51 1 0 0 0 0 45 88 1 1 0 0 0 46 52 1 0 0 0 0 46 89 1 6 0 0 0 47 50 1 0 0 0 0 47 90 1 1 0 0 0 48 59 1 0 0 0 0 48 91 1 1 0 0 0 49 58 1 0 0 0 0 49 92 1 1 0 0 0 50 53 1 0 0 0 0 50 93 1 6 0 0 0 51 64 1 0 0 0 0 51 94 1 6 0 0 0 52 65 1 0 0 0 0 52 95 1 1 0 0 0 53 67 1 0 0 0 0 53 96 1 1 0 0 0 54 56 1 0 0 0 0 54 63 1 0 0 0 0 54 97 1 6 0 0 0 55 57 1 0 0 0 0 55 66 1 0 0 0 0 55 98 1 1 0 0 0 56113 1 1 0 0 0 57114 1 6 0 0 0 58115 1 6 0 0 0 59 60 1 0 0 0 0 59116 1 6 0 0 0 60 68 1 0 0 0 0 60117 1 1 0 0 0 61 69 1 0 0 0 0 61 76 1 1 0 0 0 61 99 1 0 0 0 0 62111 1 0 0 0 0 62112 1 1 0 0 0 63103 1 0 0 0 0 63107 1 1 0 0 0 64104 1 0 0 0 0 64113 1 1 0 0 0 65105 1 0 0 0 0 65116 1 6 0 0 0 66106 1 0 0 0 0 66117 1 6 0 0 0 67109 1 0 0 0 0 67115 1 6 0 0 0 68110 1 0 0 0 0 68118 1 6 0 0 0 69108 1 0 0 0 0 69114 1 6 0 0 0 70100 2 0 0 0 0 70118 1 0 0 0 0 73 7 1 6 0 0 0 74 75 1 1 0 0 0 75 9 1 1 0 0 0 76101 1 1 0 0 0 77 70 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1701.76
Volume:	1581.173
LogP:	0.144
LogD:	0.407
LogS:	-2.199
# Rotatable Bonds:	25
TPSA:	624.75
# H-Bond Aceptor:	41
# H-Bond Donor:	21
# Rings:	13
# Heavy Atoms:	41

MedChem Properties

QED Drug-Likeness Score:	0.027
Synthetic Accessibility Score:	7.774
Fsp3:	0.935
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:	-6.198
MDCK Permeability:	0.0006354344659484923
Pgp-inhibitor:	0.001
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	0.015
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.287
Plasma Protein Binding (PPB):	38.95686340332031%
Volume Distribution (VD):	-0.473
Pgp-substrate:	26.492067337036133%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.01
CYP2C19-inhibitor:	0.0
CYP2C19-substrate:	0.039
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.014
CYP3A4-inhibitor:	0.042
CYP3A4-substrate:	0.0

ADMET: Excretion

Clearance (CL):	-2.099
Half-life (T1/2):	0.791

ADMET: Toxicity

hERG Blockers:	0.175
Human Hepatotoxicity (H-HT):	0.128
Drug-inuced Liver Injury (DILI):	0.125
AMES Toxicity:	0.05
Rat Oral Acute Toxicity:	0.013
Maximum Recommended Daily Dose:	0.802
Skin Sensitization:	0.036
Carcinogencity:	0.007
Eye Corrosion:	0.003
Eye Irritation:	0.003
Respiratory Toxicity:	0.038

Download Data

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

Natural Product: NPC475584

Natural Product ID:	NPC475584
*Common Name:**	3Beta-O-{Alpha-L-Arabinopyranosyl-(1->3)-Alpha-L-Arabinopyranosyl-(1->6)-[Beta-D-Glucopyranosyl-(1->4)]-2-(Acetamido)-2-Deoxy-Beta-D-Glucopyranosyl}Echinocystic Acid 28-O-{Beta-D-Apiofuranosyl-(1->3)-Beta-D-Xylopyranosyl-(1->2)-[(Beta-D-Xylopyranosyl-(1->4)]-(6-O-Acetyl)-Beta-D-Glucopyranosyl Ester
IUPAC Name:	[(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
Synonyms:
Standard InCHIKey:	TYZQUEGBQIPUMH-KHMKIEBUSA-N
Standard InCHI:	InChI=1S/C77H123NO40/c1-29(81)78-44-49(92)58(115-67-53(96)50(93)47(90)37(20-79)109-67)39(26-107-63-54(97)56(35(85)23-103-63)113-64-51(94)45(88)33(83)21-104-64)111-62(44)112-43-13-14-73(7)40(72(43,5)6)12-15-74(8)41(73)11-10-31-32-18-71(3,4)16-17-77(32,42(87)19-75(31,74)9)70(100)118-68-60(117-66-55(98)57(36(86)24-106-66)114-69-61(99)76(101,27-80)28-108-69)59(48(91)38(110-68)25-102-30(2)82)116-65-52(95)46(89)34(84)22-105-65/h10,32-69,79-80,83-99,101H,11-28H2,1-9H3,(H,78,81)/t32-,33-,34+,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-,68-,69-,73-,74+,75+,76+,77+/m0/s1
SMILES:	OC[C@H]1O[C@@H](O[C@@H]2[C@@H](CO[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O[C@@H]3OC[C@@H]([C@@H]([C@H]3O)O)O)O)O[C@H]([C@@H]([C@H]2O)N=C(O)C)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC=C3[C@@]2(C)C[C@H]([C@@]2([C@H]3CC(C)(C)CC2)C(=O)O[C@@H]2O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O[C@@H]2OC[C@]([C@H]2O)(O)CO)O)O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL508662
PubChem CID:	44566577
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
NPO11507	Entada africana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16989528]
NPO11507	Entada africana	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
NPT1182	Cell Line	J774.A1	Mus musculus	IC50	=	3100.0	nM	PMID[501554]

☑ 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 NPC475584 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	161
0.1-0.2	1045
0.2-0.3	4973
0.3-0.4	15180
0.4-0.5	10946
0.5-0.6	6411
0.6-0.7	2607
0.7-0.8	1223
0.8-0.85	101
0.85-0.9	10
0.9-0.95	24
0.95-1	16

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC475152
1.0	High Similarity	NPC475394
0.9924	High Similarity	NPC475892
0.9695	High Similarity	NPC82931
0.9695	High Similarity	NPC172365
0.9695	High Similarity	NPC210729
0.9542	High Similarity	NPC243680
0.9542	High Similarity	NPC200788
0.9462	High Similarity	NPC75318
0.9462	High Similarity	NPC280941
0.9462	High Similarity	NPC235772
0.9389	High Similarity	NPC145899
0.9385	High Similarity	NPC76999
0.9353	High Similarity	NPC475527
0.9353	High Similarity	NPC265699
0.9308	High Similarity	NPC73829
0.9308	High Similarity	NPC119794
0.9286	High Similarity	NPC113620
0.9286	High Similarity	NPC100612
0.9286	High Similarity	NPC174336
0.9286	High Similarity	NPC475599
0.9286	High Similarity	NPC187497
0.9231	High Similarity	NPC475472
0.8913	High Similarity	NPC141669
0.8897	High Similarity	NPC265908
0.8768	High Similarity	NPC162910
0.8759	High Similarity	NPC302276
0.8714	High Similarity	NPC298067
0.8714	High Similarity	NPC214821
0.8667	High Similarity	NPC477072
0.8643	High Similarity	NPC193579
0.8643	High Similarity	NPC298469
0.8623	High Similarity	NPC180770
0.8601	High Similarity	NPC298005
0.8601	High Similarity	NPC36463
0.8592	High Similarity	NPC61717
0.8592	High Similarity	NPC244380
0.8397	Intermediate Similarity	NPC293031
0.8397	Intermediate Similarity	NPC275225
0.8397	Intermediate Similarity	NPC51099
0.8397	Intermediate Similarity	NPC68767
0.838	Intermediate Similarity	NPC69176
0.838	Intermediate Similarity	NPC284625
0.8321	Intermediate Similarity	NPC144644
0.8321	Intermediate Similarity	NPC37860
0.8321	Intermediate Similarity	NPC142151
0.8321	Intermediate Similarity	NPC153673
0.8321	Intermediate Similarity	NPC267694
0.8321	Intermediate Similarity	NPC110385
0.8244	Intermediate Similarity	NPC471577
0.8244	Intermediate Similarity	NPC207738
0.8244	Intermediate Similarity	NPC477464
0.8231	Intermediate Similarity	NPC102505
0.8231	Intermediate Similarity	NPC191827
0.8231	Intermediate Similarity	NPC33012
0.8231	Intermediate Similarity	NPC220160
0.8231	Intermediate Similarity	NPC470876
0.8231	Intermediate Similarity	NPC123522
0.8231	Intermediate Similarity	NPC8524
0.8231	Intermediate Similarity	NPC69811
0.8231	Intermediate Similarity	NPC85154
0.8231	Intermediate Similarity	NPC475209
0.8231	Intermediate Similarity	NPC104137
0.8231	Intermediate Similarity	NPC473452
0.8231	Intermediate Similarity	NPC309223
0.8231	Intermediate Similarity	NPC475514
0.8231	Intermediate Similarity	NPC286457
0.8182	Intermediate Similarity	NPC476991
0.8182	Intermediate Similarity	NPC473645
0.8176	Intermediate Similarity	NPC476113
0.8168	Intermediate Similarity	NPC232237
0.8168	Intermediate Similarity	NPC475899
0.8168	Intermediate Similarity	NPC237191
0.8168	Intermediate Similarity	NPC105800
0.8154	Intermediate Similarity	NPC288205
0.8154	Intermediate Similarity	NPC51465
0.8154	Intermediate Similarity	NPC476992
0.8154	Intermediate Similarity	NPC26626
0.8154	Intermediate Similarity	NPC305267
0.8154	Intermediate Similarity	NPC75287
0.812	Intermediate Similarity	NPC477463
0.8116	Intermediate Similarity	NPC139585
0.8106	Intermediate Similarity	NPC473386
0.8106	Intermediate Similarity	NPC25663
0.8106	Intermediate Similarity	NPC51564
0.8106	Intermediate Similarity	NPC135849
0.8092	Intermediate Similarity	NPC471580
0.8092	Intermediate Similarity	NPC475119
0.8092	Intermediate Similarity	NPC473824
0.8077	Intermediate Similarity	NPC123199
0.8077	Intermediate Similarity	NPC60557
0.8077	Intermediate Similarity	NPC79643
0.8077	Intermediate Similarity	NPC164389
0.8077	Intermediate Similarity	NPC41061
0.8077	Intermediate Similarity	NPC469782
0.8077	Intermediate Similarity	NPC471385
0.8077	Intermediate Similarity	NPC57484
0.8077	Intermediate Similarity	NPC250247
0.8077	Intermediate Similarity	NPC294453
0.8077	Intermediate Similarity	NPC100639
0.8077	Intermediate Similarity	NPC71065
0.8077	Intermediate Similarity	NPC224381
0.8077	Intermediate Similarity	NPC67857
0.8077	Intermediate Similarity	NPC236638
0.8077	Intermediate Similarity	NPC309907
0.8077	Intermediate Similarity	NPC65105
0.8077	Intermediate Similarity	NPC475160
0.8077	Intermediate Similarity	NPC161717
0.8077	Intermediate Similarity	NPC43550
0.8077	Intermediate Similarity	NPC475486
0.8077	Intermediate Similarity	NPC473714
0.8077	Intermediate Similarity	NPC227551
0.8077	Intermediate Similarity	NPC298034
0.8077	Intermediate Similarity	NPC76972
0.8077	Intermediate Similarity	NPC305981
0.8077	Intermediate Similarity	NPC202828
0.8077	Intermediate Similarity	NPC471550
0.8077	Intermediate Similarity	NPC204414
0.8077	Intermediate Similarity	NPC4328
0.8077	Intermediate Similarity	NPC476068
0.8077	Intermediate Similarity	NPC475140
0.8077	Intermediate Similarity	NPC261506
0.8077	Intermediate Similarity	NPC54636
0.8077	Intermediate Similarity	NPC119592
0.8077	Intermediate Similarity	NPC293330
0.8077	Intermediate Similarity	NPC70809
0.8075	Intermediate Similarity	NPC475345
0.803	Intermediate Similarity	NPC473459
0.803	Intermediate Similarity	NPC36831
0.8025	Intermediate Similarity	NPC475649
0.8015	Intermediate Similarity	NPC470218
0.8015	Intermediate Similarity	NPC37134
0.8015	Intermediate Similarity	NPC291903
0.8	Intermediate Similarity	NPC219180
0.8	Intermediate Similarity	NPC133818
0.8	Intermediate Similarity	NPC114304
0.8	Intermediate Similarity	NPC323341
0.8	Intermediate Similarity	NPC174720
0.8	Intermediate Similarity	NPC241909
0.8	Intermediate Similarity	NPC475467
0.8	Intermediate Similarity	NPC473826
0.8	Intermediate Similarity	NPC46665
0.8	Intermediate Similarity	NPC192600
0.8	Intermediate Similarity	NPC251263
0.8	Intermediate Similarity	NPC295823
0.8	Intermediate Similarity	NPC114287
0.8	Intermediate Similarity	NPC155410
0.8	Intermediate Similarity	NPC151543
0.8	Intermediate Similarity	NPC166422
0.8	Intermediate Similarity	NPC475287
0.8	Intermediate Similarity	NPC309714
0.7955	Intermediate Similarity	NPC300419
0.7955	Intermediate Similarity	NPC110633
0.7955	Intermediate Similarity	NPC68175
0.7955	Intermediate Similarity	NPC323359
0.7955	Intermediate Similarity	NPC148417
0.7955	Intermediate Similarity	NPC136768
0.7955	Intermediate Similarity	NPC185466
0.7923	Intermediate Similarity	NPC292677
0.7923	Intermediate Similarity	NPC104400
0.7923	Intermediate Similarity	NPC276093
0.7923	Intermediate Similarity	NPC139044
0.7923	Intermediate Similarity	NPC10320
0.7923	Intermediate Similarity	NPC80843
0.7923	Intermediate Similarity	NPC324875
0.7923	Intermediate Similarity	NPC79718
0.7923	Intermediate Similarity	NPC475504
0.7923	Intermediate Similarity	NPC102439
0.7923	Intermediate Similarity	NPC473373
0.7923	Intermediate Similarity	NPC104071
0.7923	Intermediate Similarity	NPC469946
0.7923	Intermediate Similarity	NPC471383
0.7923	Intermediate Similarity	NPC101744
0.7923	Intermediate Similarity	NPC475516
0.7923	Intermediate Similarity	NPC1046
0.7923	Intermediate Similarity	NPC109079
0.7923	Intermediate Similarity	NPC257468
0.7914	Intermediate Similarity	NPC43589
0.7914	Intermediate Similarity	NPC222951
0.7914	Intermediate Similarity	NPC300655
0.7914	Intermediate Similarity	NPC311178
0.791	Intermediate Similarity	NPC268184
0.7895	Intermediate Similarity	NPC470514
0.7895	Intermediate Similarity	NPC470513
0.7879	Intermediate Similarity	NPC161674
0.7879	Intermediate Similarity	NPC471384
0.7879	Intermediate Similarity	NPC160415
0.7879	Intermediate Similarity	NPC58448
0.7868	Intermediate Similarity	NPC30735
0.7868	Intermediate Similarity	NPC200049
0.7868	Intermediate Similarity	NPC258617
0.7868	Intermediate Similarity	NPC281148
0.7868	Intermediate Similarity	NPC283417
0.7868	Intermediate Similarity	NPC302543
0.7868	Intermediate Similarity	NPC235405
0.7863	Intermediate Similarity	NPC475208
0.7863	Intermediate Similarity	NPC258885
0.7863	Intermediate Similarity	NPC124296
0.7863	Intermediate Similarity	NPC134835
0.7863	Intermediate Similarity	NPC238935

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 NPC475584 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	120
0.1-0.2	761
0.2-0.3	3522
0.3-0.4	3348
0.4-0.5	933
0.5-0.6	352
0.6-0.7	97
0.7-0.8	17
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7482	Intermediate Similarity	NPD8328	Phase 3
0.7299	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7206	Intermediate Similarity	NPD8133	Approved
0.7037	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD8450	Suspended
0.6972	Remote Similarity	NPD8517	Approved
0.6972	Remote Similarity	NPD8515	Approved
0.6972	Remote Similarity	NPD8516	Approved
0.6959	Remote Similarity	NPD8449	Approved
0.6853	Remote Similarity	NPD8513	Phase 3
0.6849	Remote Similarity	NPD8074	Phase 3
0.6824	Remote Similarity	NPD8390	Approved
0.6824	Remote Similarity	NPD8392	Approved
0.6824	Remote Similarity	NPD8391	Approved
0.6815	Remote Similarity	NPD7625	Phase 1
0.6809	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.6803	Remote Similarity	NPD7736	Approved
0.6803	Remote Similarity	NPD8336	Approved
0.6803	Remote Similarity	NPD8337	Approved
0.6783	Remote Similarity	NPD8294	Approved
0.6783	Remote Similarity	NPD8377	Approved
0.6757	Remote Similarity	NPD7319	Approved
0.6736	Remote Similarity	NPD8378	Approved
0.6736	Remote Similarity	NPD8296	Approved
0.6736	Remote Similarity	NPD8335	Approved
0.6736	Remote Similarity	NPD8380	Approved
0.6736	Remote Similarity	NPD8379	Approved
0.6735	Remote Similarity	NPD8448	Approved
0.6732	Remote Similarity	NPD6333	Approved
0.6732	Remote Similarity	NPD6334	Approved
0.6712	Remote Similarity	NPD8342	Approved
0.6712	Remote Similarity	NPD8340	Approved
0.6712	Remote Similarity	NPD8341	Approved
0.6712	Remote Similarity	NPD8299	Approved
0.6711	Remote Similarity	NPD6914	Discontinued
0.6667	Remote Similarity	NPD8451	Approved
0.6667	Remote Similarity	NPD7507	Approved
0.6642	Remote Similarity	NPD6412	Phase 2
0.6623	Remote Similarity	NPD8338	Approved
0.6622	Remote Similarity	NPD8293	Discontinued
0.6621	Remote Similarity	NPD8274	Clinical (unspecified phase)
0.6621	Remote Similarity	NPD8033	Approved
0.6594	Remote Similarity	NPD8174	Phase 2
0.6594	Remote Similarity	NPD6686	Approved
0.6575	Remote Similarity	NPD8080	Discontinued
0.6522	Remote Similarity	NPD8307	Discontinued
0.6494	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.6463	Remote Similarity	NPD6370	Approved
0.6454	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD8415	Approved
0.6414	Remote Similarity	NPD7328	Approved
0.6414	Remote Similarity	NPD7327	Approved
0.6403	Remote Similarity	NPD8140	Approved
0.6395	Remote Similarity	NPD6921	Approved
0.6389	Remote Similarity	NPD6940	Discontinued
0.6383	Remote Similarity	NPD6421	Discontinued
0.6383	Remote Similarity	NPD8087	Discontinued
0.6376	Remote Similarity	NPD7492	Approved
0.637	Remote Similarity	NPD7516	Approved
0.635	Remote Similarity	NPD7139	Approved
0.635	Remote Similarity	NPD7140	Approved
0.635	Remote Similarity	NPD7141	Clinical (unspecified phase)
0.6333	Remote Similarity	NPD6616	Approved
0.6331	Remote Similarity	NPD8393	Approved
0.6327	Remote Similarity	NPD8347	Approved
0.6327	Remote Similarity	NPD6059	Approved
0.6327	Remote Similarity	NPD8345	Approved
0.6327	Remote Similarity	NPD8346	Approved
0.6327	Remote Similarity	NPD6054	Approved
0.6324	Remote Similarity	NPD8418	Phase 2
0.6316	Remote Similarity	NPD7748	Approved
0.6312	Remote Similarity	NPD8306	Approved
0.6312	Remote Similarity	NPD8305	Approved
0.6309	Remote Similarity	NPD7829	Approved
0.6309	Remote Similarity	NPD7830	Approved
0.6304	Remote Similarity	NPD8275	Approved
0.6304	Remote Similarity	NPD8276	Approved
0.6296	Remote Similarity	NPD7902	Approved
0.6291	Remote Similarity	NPD7078	Approved
0.6284	Remote Similarity	NPD7503	Approved
0.6284	Remote Similarity	NPD8444	Approved
0.6271	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6259	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6232	Remote Similarity	NPD8084	Approved
0.6232	Remote Similarity	NPD8083	Approved
0.6232	Remote Similarity	NPD8138	Approved
0.6232	Remote Similarity	NPD8139	Approved
0.6232	Remote Similarity	NPD8085	Approved
0.6232	Remote Similarity	NPD8086	Approved
0.6232	Remote Similarity	NPD8082	Approved
0.6216	Remote Similarity	NPD6319	Approved
0.619	Remote Similarity	NPD7641	Discontinued
0.6181	Remote Similarity	NPD6430	Approved
0.6181	Remote Similarity	NPD6429	Approved
0.6174	Remote Similarity	NPD6908	Approved
0.6174	Remote Similarity	NPD6015	Approved
0.6174	Remote Similarity	NPD6909	Approved
0.6174	Remote Similarity	NPD6016	Approved
0.6165	Remote Similarity	NPD7515	Phase 2
0.6154	Remote Similarity	NPD8407	Phase 2
0.6143	Remote Similarity	NPD8081	Approved
0.6133	Remote Similarity	NPD5988	Approved
0.6093	Remote Similarity	NPD7642	Approved
0.6084	Remote Similarity	NPD6941	Approved
0.6074	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6074	Remote Similarity	NPD7900	Approved
0.6069	Remote Similarity	NPD8297	Approved
0.6069	Remote Similarity	NPD6882	Approved
0.6067	Remote Similarity	NPD8267	Approved
0.6067	Remote Similarity	NPD8266	Approved
0.6067	Remote Similarity	NPD8269	Approved
0.6067	Remote Similarity	NPD8268	Approved
0.6014	Remote Similarity	NPD6009	Approved
0.6014	Remote Similarity	NPD7115	Discovery
0.6014	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.599	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.5989	Remote Similarity	NPD8368	Discontinued
0.5988	Remote Similarity	NPD8384	Approved
0.5987	Remote Similarity	NPD6067	Discontinued
0.5987	Remote Similarity	NPD7604	Phase 2
0.5986	Remote Similarity	NPD5357	Phase 1
0.5972	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.5952	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.5936	Remote Similarity	NPD8360	Approved
0.5936	Remote Similarity	NPD8435	Approved
0.5936	Remote Similarity	NPD8361	Approved
0.5935	Remote Similarity	NPD6033	Approved
0.5926	Remote Similarity	NPD8035	Phase 2
0.5926	Remote Similarity	NPD8034	Phase 2
0.5918	Remote Similarity	NPD4632	Approved
0.5899	Remote Similarity	NPD7638	Approved
0.5882	Remote Similarity	NPD1447	Phase 3
0.5882	Remote Similarity	NPD8171	Discontinued
0.5882	Remote Similarity	NPD1446	Phase 3
0.5874	Remote Similarity	NPD7128	Approved
0.5874	Remote Similarity	NPD6402	Approved
0.5874	Remote Similarity	NPD6675	Approved
0.5874	Remote Similarity	NPD5739	Approved
0.587	Remote Similarity	NPD5349	Clinical (unspecified phase)
0.5868	Remote Similarity	NPD7274	Clinical (unspecified phase)
0.5862	Remote Similarity	NPD6373	Approved
0.5862	Remote Similarity	NPD6372	Approved
0.5857	Remote Similarity	NPD7640	Approved
0.5857	Remote Similarity	NPD7639	Approved
0.5855	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.5852	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD8485	Approved
0.5829	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.5822	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.5814	Remote Similarity	NPD8414	Discontinued
0.5811	Remote Similarity	NPD8298	Phase 2
0.5806	Remote Similarity	NPD8273	Phase 1
0.5793	Remote Similarity	NPD7320	Approved
0.5793	Remote Similarity	NPD6899	Approved
0.5793	Remote Similarity	NPD6881	Approved
0.5787	Remote Similarity	NPD8319	Approved
0.5787	Remote Similarity	NPD8320	Phase 1
0.5786	Remote Similarity	NPD4225	Approved
0.5786	Remote Similarity	NPD2255	Approved
0.5782	Remote Similarity	NPD8130	Phase 1
0.5782	Remote Similarity	NPD6649	Approved
0.5782	Remote Similarity	NPD1719	Phase 1
0.5782	Remote Similarity	NPD6650	Approved
0.578	Remote Similarity	NPD8417	Discontinued
0.5779	Remote Similarity	NPD7122	Discontinued
0.5775	Remote Similarity	NPD8300	Approved
0.5775	Remote Similarity	NPD8301	Approved
0.5766	Remote Similarity	NPD6399	Phase 3
0.5734	Remote Similarity	NPD1407	Approved
0.5724	Remote Similarity	NPD5697	Approved
0.5724	Remote Similarity	NPD5701	Approved
0.5714	Remote Similarity	NPD6883	Approved
0.5714	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD6420	Discontinued
0.5714	Remote Similarity	NPD7290	Approved
0.5714	Remote Similarity	NPD6436	Phase 3
0.5714	Remote Similarity	NPD7102	Approved
0.5714	Remote Similarity	NPD4634	Approved
0.5693	Remote Similarity	NPD6411	Approved
0.5676	Remote Similarity	NPD6869	Approved
0.5676	Remote Similarity	NPD6847	Approved
0.5676	Remote Similarity	NPD6617	Approved
0.5655	Remote Similarity	NPD6008	Approved
0.5649	Remote Similarity	NPD5983	Phase 2
0.5646	Remote Similarity	NPD6013	Approved
0.5646	Remote Similarity	NPD6014	Approved
0.5646	Remote Similarity	NPD6012	Approved
0.5643	Remote Similarity	NPD6428	Approved
0.5629	Remote Similarity	NPD7755	Approved
0.5629	Remote Similarity	NPD7754	Approved
0.5625	Remote Similarity	NPD7260	Phase 2
0.5616	Remote Similarity	NPD7783	Phase 2
0.5616	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5616	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.5615	Remote Similarity	NPD7645	Phase 2
0.5605	Remote Similarity	NPD6336	Discontinued
0.5603	Remote Similarity	NPD6083	Phase 2
0.5603	Remote Similarity	NPD6084	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