NPASS Compound

Structure

NPC61160 OpenBabel06302216132D 123136 0 0 1 0 0 0 0 0999 V2000 3.4139 -1.9710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2674 -1.4783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1208 -1.9710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1208 -2.9565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2674 -3.4493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4139 -2.9565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5604 -3.4493 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2674 -4.4348 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9743 -3.4493 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2674 -0.4928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1208 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4139 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4139 0.9855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2674 1.4783 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2674 2.4638 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1208 2.9565 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9743 2.4638 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.9743 1.4783 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.8278 0.9855 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1208 0.9855 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9544 2.5668 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6868 3.2262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5403 2.7335 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8917 4.1902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8718 4.0872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4511 4.8845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0502 5.7848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0701 5.8878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4909 5.0905 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6374 5.5832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6573 5.4802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0780 6.2775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4789 7.1778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4590 7.2808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0382 6.4836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9984 6.6896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8598 8.1811 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8996 7.9751 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9249 4.8208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0714 5.3136 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7200 3.8568 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6693 6.7881 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6295 6.5821 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.4312 4.7815 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4139 2.9565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5604 2.4638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5604 1.4783 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7069 2.9565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7069 3.9420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8535 4.4348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.9420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8535 2.4638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8535 1.4783 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8535 1.4783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7069 0.9855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7069 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2398 -0.8291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1362 -1.2385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2299 -2.2195 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4271 -2.7912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5307 -2.3818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4370 -1.4007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5405 -0.9913 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7279 -2.9534 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5208 -3.7722 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1117 -1.0982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5211 -1.9947 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8565 -0.4528 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1341 0.4928 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8565 1.4383 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1117 2.0837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1362 2.2240 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2398 1.8146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5944 2.5594 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5366 2.1516 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4943 1.9192 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.7719 0.9737 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0919 0.2604 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9609 -0.7164 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4291 -1.5836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7490 -2.2968 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.3176 -2.0099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9864 -2.9381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6246 -3.6890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5941 -3.5118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9252 -2.5836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2870 -1.8327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9671 -1.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0980 -0.1426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0094 0.2323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7898 -0.3695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6589 -1.3462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7475 -1.7212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4856 -3.6747 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.4393 -1.9480 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.7012 0.0055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6299 0.7246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3099 1.4378 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7414 1.1509 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.8947 -2.4063 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.2323 -4.2627 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2935 -4.6172 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1744 2.6325 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1321 2.4001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4097 1.4546 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.8122 3.1134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5345 4.0590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2146 4.7722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1723 4.5399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.4500 3.5943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7699 2.8810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.4077 3.3620 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.8524 5.2531 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9369 5.7178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8535 -0.4928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8535 -0.4928 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8535 -1.4783 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8535 2.4638 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8535 4.4348 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8535 5.4203 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 2 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 2 10 1 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 12 13 1 0 0 0 0 14 13 1 6 0 0 0 14 15 1 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 15 45 1 1 0 0 0 16 17 1 0 0 0 0 16 41 1 6 0 0 0 17 18 1 0 0 0 0 17 21 1 1 0 0 0 18 19 1 6 0 0 0 18 20 1 0 0 0 0 21 22 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 24 29 2 0 0 0 0 24 25 1 0 0 0 0 25 26 2 0 0 0 0 26 27 1 0 0 0 0 26 44 1 0 0 0 0 27 28 2 0 0 0 0 27 43 1 0 0 0 0 28 29 1 0 0 0 0 28 42 1 0 0 0 0 29 30 1 0 0 0 0 30 35 2 0 0 0 0 30 31 1 0 0 0 0 31 32 2 0 0 0 0 31 39 1 0 0 0 0 32 33 1 0 0 0 0 33 34 2 0 0 0 0 33 38 1 0 0 0 0 34 35 1 0 0 0 0 34 37 1 0 0 0 0 35 36 1 0 0 0 0 39 40 2 0 0 0 0 39 41 1 0 0 0 0 45 46 1 0 0 0 0 46 47 2 0 0 0 0 46 48 1 0 0 0 0 48 53 2 0 0 0 0 48 49 1 0 0 0 0 49 50 2 0 0 0 0 50 51 1 0 0 0 0 50123 1 0 0 0 0 51 52 2 0 0 0 0 51122 1 0 0 0 0 52 53 1 0 0 0 0 52121 1 0 0 0 0 53 54 1 0 0 0 0 54 55 1 0 0 0 0 55118 2 0 0 0 0 55 56 1 0 0 0 0 56 57 2 0 0 0 0 57 75 1 0 0 0 0 57 58 1 0 0 0 0 58 59 1 0 0 0 0 58117 2 0 0 0 0 59 64 2 0 0 0 0 59 60 1 0 0 0 0 60 61 2 0 0 0 0 60 68 1 0 0 0 0 61 62 1 0 0 0 0 62 63 2 0 0 0 0 62 67 1 0 0 0 0 63 64 1 0 0 0 0 63 66 1 0 0 0 0 64 65 1 0 0 0 0 68 69 2 0 0 0 0 68 70 1 0 0 0 0 71 70 1 1 0 0 0 71 72 1 0 0 0 0 71 80 1 0 0 0 0 72 73 1 6 0 0 0 72 77 1 0 0 0 0 73 74 1 0 0 0 0 74 75 1 0 0 0 0 75 76 2 0 0 0 0 77 78 1 0 0 0 0 78 79 1 0 0 0 0 78105 1 6 0 0 0 79 80 1 0 0 0 0 79101 1 1 0 0 0 80 81 1 6 0 0 0 81 82 1 0 0 0 0 82 83 2 0 0 0 0 82 84 1 0 0 0 0 84 89 2 0 0 0 0 84 85 1 0 0 0 0 85 86 2 0 0 0 0 86 87 1 0 0 0 0 86104 1 0 0 0 0 87 88 2 0 0 0 0 87103 1 0 0 0 0 88 89 1 0 0 0 0 88102 1 0 0 0 0 89 90 1 0 0 0 0 90 95 2 0 0 0 0 90 91 1 0 0 0 0 91 92 2 0 0 0 0 91 99 1 0 0 0 0 92 93 1 0 0 0 0 93 94 2 0 0 0 0 93 98 1 0 0 0 0 94 95 1 0 0 0 0 94 97 1 0 0 0 0 95 96 1 0 0 0 0 99100 2 0 0 0 0 99101 1 0 0 0 0 105106 1 0 0 0 0 106107 2 0 0 0 0 106108 1 0 0 0 0 108113 2 0 0 0 0 108109 1 0 0 0 0 109110 2 0 0 0 0 110111 1 0 0 0 0 110116 1 0 0 0 0 111112 2 0 0 0 0 111115 1 0 0 0 0 112113 1 0 0 0 0 112114 1 0 0 0 0 117118 1 0 0 0 0 117120 1 0 0 0 0 118119 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	136.07
Volume:	130.197
LogP:	-1.479
LogD:	-1.584
LogS:	0.312
# Rotatable Bonds:	3
TPSA:	80.92
# H-Bond Aceptor:	4
# H-Bond Donor:	4
# Rings:	0
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.364
Synthetic Accessibility Score:	3.748
Fsp3:	1.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.082
MDCK Permeability:	0.005221351981163025
Pgp-inhibitor:	0.0
Pgp-substrate:	0.01
Human Intestinal Absorption (HIA):	0.208
20% Bioavailability (F20%):	0.412
30% Bioavailability (F30%):	0.018

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.506
Plasma Protein Binding (PPB):	10.401164054870605%
Volume Distribution (VD):	0.547
Pgp-substrate:	84.3453369140625%

ADMET: Metabolism

CYP1A2-inhibitor:	0.014
CYP1A2-substrate:	0.067
CYP2C19-inhibitor:	0.009
CYP2C19-substrate:	0.232
CYP2C9-inhibitor:	0.001
CYP2C9-substrate:	0.061
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.12
CYP3A4-inhibitor:	0.006
CYP3A4-substrate:	0.082

ADMET: Excretion

Clearance (CL):	2.868
Half-life (T1/2):	0.81

ADMET: Toxicity

hERG Blockers:	0.059
Human Hepatotoxicity (H-HT):	0.058
Drug-inuced Liver Injury (DILI):	0.041
AMES Toxicity:	0.045
Rat Oral Acute Toxicity:	0.044
Maximum Recommended Daily Dose:	0.006
Skin Sensitization:	0.249
Carcinogencity:	0.034
Eye Corrosion:	0.192
Eye Irritation:	0.986
Respiratory Toxicity:	0.028

Download Data

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

Natural Product: NPC61160

Natural Product ID:	NPC61160
*Common Name:**	RSZMIQZFBLGYLQ-QWHYFGCJSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	RSZMIQZFBLGYLQ-QWHYFGCJSA-N
Standard InCHI:	InChI=1S/C75H52O48/c76-23-1-14(2-24(77)42(23)86)65(102)112-12-34-59(61-63(74(111)115-34)121-71(108)19-8-30(83)46(90)53(97)38(19)36-17(69(106)119-61)6-28(81)44(88)51(36)95)118-73(110)22-10-32(85)49(93)57(101)58(22)114-33-11-21-41(56(100)50(33)94)40-16(5-27(80)48(92)55(40)99)68(105)117-60-35(13-113-67(21)104)116-75(123-66(103)15-3-25(78)43(87)26(79)4-15)64-62(60)120-70(107)18-7-29(82)45(89)52(96)37(18)39-20(72(109)122-64)9-31(84)47(91)54(39)98/h1-11,34-35,59-64,74-101,111H,12-13H2/t34-,35-,59-,60-,61+,62+,63-,64-,74-,75+/m1/s1
SMILES:	c1c(cc(c(c1O)O)O)C(=O)OC[C@@H]1[C@H]([C@H]2[C@H]([C@H](O)O1)OC(=O)c1cc(c(c(c1-c1c(cc(c(c1O)O)O)C(=O)O2)O)O)O)OC(=O)c1cc(c(c(c1Oc1cc2c(-c3c(cc(c(c3O)O)O)C(=O)O[C@@H]3[C@@H](COC2=O)O[C@H]([C@H]2[C@H]3OC(=O)c3cc(c(c(c3-c3c(cc(c(c3O)O)O)C(=O)O2)O)O)O)OC(=O)c2cc(c(c(c2)O)O)O)c(c1O)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	101677163
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
NPO12926	Dendrospora tenella	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	PMID[10217713]
NPO13091	Helianthus ciliaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7310	Corchorus trilocularis	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28041	Scaevola taccada	Species	Goodeniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13518	Senecio stabianus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20658	Lonicera caerulea	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10422	Penicillium thymicola	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12431	Cytospora rhizophorae	Species	Valsaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13919	Agathis microstachya	Species	Araucariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12245	Lasiosiphon burchellii	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6238	Pseudo-nitzschia multiseries	Species	Bacillariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9097	Solanum hypomalacophyllum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4425	Delphinium honanense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10049	Coleophoma empetri	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7310	Corchorus trilocularis	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13091	Helianthus ciliaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12926	Dendrospora tenella	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13415	Securigera coronilla	Species	Romaleidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12771	Eucalyptus alba	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13625	Salacia beddomei	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11384	Tibouchina semidecandra	Species	Melastomataceae	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

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

☑ 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 NPC61160 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	466
0.1-0.2	1952
0.2-0.3	4269
0.3-0.4	9473
0.4-0.5	8519
0.5-0.6	4910
0.6-0.7	6031
0.7-0.8	5554
0.8-0.85	898
0.85-0.9	519
0.9-0.95	70
0.95-1	36

Similarity Score	Similarity Level	Natural Product ID

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 NPC61160 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	406
0.1-0.2	1024
0.2-0.3	2130
0.3-0.4	2680
0.4-0.5	1779
0.5-0.6	773
0.6-0.7	235
0.7-0.8	100
0.8-0.85	13
0.85-0.9	10
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage

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