NPASS Compound

Structure

NPC49362 OpenBabel06302215272D 110121 0 0 1 0 0 0 0 0999 V2000 1.6901 2.9274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6901 1.9516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5352 1.4637 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5352 0.4879 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6901 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6901 -0.9758 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5352 -1.4637 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5352 -2.4395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6901 -2.9274 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6901 -3.9032 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8451 -4.3911 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8451 -5.3669 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6901 -5.8548 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5352 -5.3669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5352 -4.3911 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6901 -6.8306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.8548 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8451 -5.3669 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6901 -5.8548 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5352 -5.3669 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5352 -4.3911 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6901 -3.9032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8451 -4.3911 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3803 -3.9032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3803 -5.8548 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6901 -6.8306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.9032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3803 -0.9758 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3803 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2254 0.4879 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0704 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0704 -0.9758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9155 -1.4637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7606 -0.9758 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.7606 -1.9516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7606 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6057 0.4879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4507 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4507 -0.9758 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.2958 -0.4879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6057 -1.4637 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6057 -2.4395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4507 -2.9274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2958 -2.4395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1409 -2.9274 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.1409 -3.9032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9860 -4.3911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4739 -5.2362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4980 -5.2362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8310 -3.9032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8310 -2.9274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9860 -2.4395 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.9860 -1.4637 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.1409 -0.9758 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.2958 -1.4637 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.2958 0.4879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1409 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8310 -0.9758 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2385 -3.3821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8585 -4.7621 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.1236 -3.8872 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.8136 -3.1972 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 14.7562 -3.4497 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 15.4462 -2.7597 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.1936 -1.8172 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 14.2511 -1.5646 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.9985 -0.6221 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0559 -0.3695 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.8034 0.5730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8608 0.8256 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.4934 1.2630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5611 -2.2546 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.8836 -1.1272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.3887 -3.0123 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.0087 -4.3923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.9513 -4.6449 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 16.3010 -5.5559 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 17.2755 -5.5048 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 18.1865 -5.8545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.3391 -6.8183 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.5808 -7.4324 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 16.6382 -7.1798 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 16.1067 -7.9982 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 15.2884 -8.5297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.3394 -9.5041 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.7208 -8.7565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.6318 -8.4068 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.2373 -7.5552 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.2885 -6.2688 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.5280 -4.5622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.7096 -4.0308 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.4281 -6.4686 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.7695 -6.3742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9155 0.4879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4276 1.3330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4034 1.3330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8451 -1.4637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9758 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8451 -1.4637 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6901 -0.9758 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6901 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8451 0.4879 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8451 1.4637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6901 1.9516 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 -2.5352 0.4879 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5352 -1.4637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8451 -2.4395 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8451 0.4879 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8451 1.4637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 2 3 0 0 0 2110 1 0 0 0 0 4 3 1 1 0 0 0 4 5 1 0 0 0 0 4 29 1 0 0 0 0 5 6 1 0 0 0 0 5109 1 6 0 0 0 6 7 1 0 0 0 0 6 97 1 1 0 0 0 7 8 1 6 0 0 0 7 28 1 0 0 0 0 8 9 1 0 0 0 0 10 9 1 6 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 11 27 1 1 0 0 0 12 13 1 0 0 0 0 12 17 1 6 0 0 0 13 14 1 0 0 0 0 13 16 1 6 0 0 0 14 15 1 0 0 0 0 18 17 1 1 0 0 0 18 19 1 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 19 26 1 6 0 0 0 20 21 1 0 0 0 0 20 25 1 1 0 0 0 21 22 1 0 0 0 0 21 24 1 6 0 0 0 22 23 1 0 0 0 0 28 29 1 0 0 0 0 29 30 1 6 0 0 0 31 30 1 6 0 0 0 31 32 1 0 0 0 0 31 94 1 0 0 0 0 32 33 1 0 0 0 0 33 34 1 0 0 0 0 34 41 1 0 0 0 0 34 35 1 6 0 0 0 34 36 1 0 0 0 0 36 37 1 6 0 0 0 36 94 1 0 0 0 0 37 38 1 0 0 0 0 38 39 1 0 0 0 0 39 55 1 0 0 0 0 39 40 1 6 0 0 0 39 41 1 0 0 0 0 41 42 1 6 0 0 0 42 43 1 0 0 0 0 43 44 2 0 0 0 0 44 55 1 0 0 0 0 44 45 1 0 0 0 0 45 46 1 1 0 0 0 45 52 1 0 0 0 0 46 47 1 0 0 0 0 47 48 1 0 0 0 0 47 49 1 0 0 0 0 47 50 1 0 0 0 0 50 51 1 0 0 0 0 51 52 1 0 0 0 0 52 53 1 0 0 0 0 52 59 1 6 0 0 0 53 54 1 0 0 0 0 53 58 1 1 0 0 0 54 55 1 0 0 0 0 54 57 1 1 0 0 0 55 56 1 1 0 0 0 59 60 2 0 0 0 0 59 61 1 0 0 0 0 62 61 1 6 0 0 0 62 63 1 0 0 0 0 62 72 1 0 0 0 0 63 64 1 0 0 0 0 63 75 1 1 0 0 0 64 65 1 0 0 0 0 64 74 1 6 0 0 0 65 66 1 0 0 0 0 65 73 1 1 0 0 0 66 67 1 6 0 0 0 66 72 1 0 0 0 0 67 68 1 0 0 0 0 68 69 1 0 0 0 0 69 70 2 0 0 0 0 69 71 1 0 0 0 0 76 75 1 6 0 0 0 76 77 1 0 0 0 0 76 91 1 0 0 0 0 77 78 1 0 0 0 0 77 93 1 1 0 0 0 78 79 1 0 0 0 0 78 90 1 0 0 0 0 78 92 1 1 0 0 0 79 80 1 0 0 0 0 81 80 1 6 0 0 0 81 82 1 0 0 0 0 81 87 1 0 0 0 0 82 83 1 0 0 0 0 82 89 1 1 0 0 0 83 84 1 0 0 0 0 83 86 1 0 0 0 0 83 88 1 1 0 0 0 84 85 1 0 0 0 0 86 87 1 0 0 0 0 90 91 1 0 0 0 0 94 95 1 0 0 0 0 94 96 1 0 0 0 0 98 97 1 1 0 0 0 98 99 1 0 0 0 0 98105 1 0 0 0 0 99100 1 0 0 0 0 99108 1 6 0 0 0 100101 1 0 0 0 0 100107 1 1 0 0 0 101102 1 0 0 0 0 101106 1 6 0 0 0 102103 1 1 0 0 0 102105 1 0 0 0 0 103104 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	1585.71
Volume:	1476.879
LogP:	0.317
LogD:	0.52
LogS:	-2.396
# Rotatable Bonds:	24
TPSA:	586.06
# H-Bond Aceptor:	38
# H-Bond Donor:	20
# Rings:	12
# Heavy Atoms:	38

MedChem Properties

QED Drug-Likeness Score:	0.029
Synthetic Accessibility Score:	7.331
Fsp3:	0.931
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:	-6.207
MDCK Permeability:	0.000327597139403224
Pgp-inhibitor:	0.021
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	0.326
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.201
Plasma Protein Binding (PPB):	40.61970901489258%
Volume Distribution (VD):	-0.303
Pgp-substrate:	24.29364776611328%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.02
CYP2C19-inhibitor:	0.0
CYP2C19-substrate:	0.042
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.014
CYP3A4-inhibitor:	0.049
CYP3A4-substrate:	0.001

ADMET: Excretion

Clearance (CL):	-1.337
Half-life (T1/2):	0.816

ADMET: Toxicity

hERG Blockers:	0.235
Human Hepatotoxicity (H-HT):	0.136
Drug-inuced Liver Injury (DILI):	0.236
AMES Toxicity:	0.055
Rat Oral Acute Toxicity:	0.015
Maximum Recommended Daily Dose:	0.218
Skin Sensitization:	0.037
Carcinogencity:	0.011
Eye Corrosion:	0.003
Eye Irritation:	0.003
Respiratory Toxicity:	0.041

Download Data

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

Natural Product: NPC49362

Natural Product ID:	NPC49362
*Common Name:**	MWNYEDALQAWIQT-VXDKBRHYSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	MWNYEDALQAWIQT-VXDKBRHYSA-N
Standard InCHI:	InChI=1S/C72H115NO37/c1-28(76)73-40-44(83)51(108-60-48(87)45(84)42(81)34(19-74)103-60)36(23-99-58-49(88)50(33(79)21-97-58)107-59-47(86)41(80)32(78)20-98-59)105-57(40)106-39-13-14-67(7)37(66(39,5)6)12-15-68(8)38(67)11-10-30-31-18-65(3,4)16-17-72(31,54(90)53(89)69(30,68)9)64(93)110-61-52(46(85)43(82)35(104-61)22-96-29(2)77)109-63-56(92)71(95,27-102-63)26-101-62-55(91)70(94,24-75)25-100-62/h10,31-63,74-75,78-92,94-95H,11-27H2,1-9H3,(H,73,76)/t31-,32+,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-,67-,68+,69-,70+,71+,72+/m0/s1
SMILES:	CC(=N[C@@H]1[C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@H]([C@H](CO2)O)O[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O)O)O[C@H]1O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2CC=C2[C@@H]4CC(C)(C)CC[C@@]4([C@@H]([C@@H]([C@@]32C)O)O)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](COC(=O)C)O2)O)O)O[C@H]2[C@@H]([C@@](CO[C@H]3[C@@H]([C@@](CO)(CO3)O)O)(CO2)O)O)C1(C)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	72737187
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
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11754604]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[12165300]
NPO19240	Ligularia cymbulifera	Species	Asteraceae	Eukaryota	Roots	n.a.	n.a.	PMID[16643057]
NPO8080	Sarcophyton elegans	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18004813]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	Roots	Simao city, Yunnan Province, China	2007-MAY	PMID[19374435]
NPO19832	Gambierdiscus toxicus	Species	Goniodomataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21250701]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	Vietnamese	n.a.	PMID[21458279]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	Vietnamese soft coral	n.a.	PMID[21507644]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9222055]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Leaf Diffusate	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO18599	Pangium edule	Species	Achariaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17749	Jackiella javanica	Species	Jackiellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO19706	Polyzonium rosalbum	Species	Polyzoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12860	Clione antarctica	Species	Clionidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16316	Cylindrospermum muscicola	Species	0stocaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19832	Gambierdiscus toxicus	Species	Goniodomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19086	Nematolepis phebalioides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19010	Elephantopus hirtiflorus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17749	Jackiella javanica	Species	Jackiellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19370	Coprosma areolata	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15119	Aphis graminum	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18672	Senecio adenophyllus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19766	Viguiera linearis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18839	Lilium umbellatum	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21660	Magnolia montana	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17894	Rhus vulgaris	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18599	Pangium edule	Species	Achariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15437	Aspergillus desertorum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17490	Trichophyton mentagrophytes	Species	Arthrodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14249	Diplodia natalensis	Species	Botryosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14214	Sedum obtuso-lineare	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15481	Hypericum balearicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18041	Cladrastis platycarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18925	Artemisia rehan	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4499	Aglaia formosana	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17350	Jatropha macrorhiza	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16776	Euphorbia amygdaloides	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13344	Helichrysum cephaloideum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26532	Gmelina asiatica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19631	Aphis pini	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16132	Bryum argenteum	Species	Bryaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19240	Ligularia cymbulifera	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13727	Hemionitis japonica	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2354	Rhizobium leguminosarum	Species	Rhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO8080	Sarcophyton elegans	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11083	Avrainvillea longicaulis	Species	Udoteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18345	Phora velutina	Species	Phoridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18163	Aulosira fertilissima	Species	Fortieaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18260	Eremanthus seidelii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19571	Oreopteris quelpaertensis	Species	Thelypteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19168	Solidago flexicaulis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17222	Hesperis matronalis	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18422	Stizolobium deeringianum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19306	Cortinarius orellanus	Species	Cortinariaceae	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 NPC49362 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	173
0.1-0.2	1135
0.2-0.3	5120
0.3-0.4	15087
0.4-0.5	11340
0.5-0.6	6104
0.6-0.7	2482
0.7-0.8	1174
0.8-0.85	39
0.85-0.9	17
0.9-0.95	16
0.95-1	10

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 NPC49362 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	131
0.1-0.2	801
0.2-0.3	3658
0.3-0.4	3241
0.4-0.5	911
0.5-0.6	323
0.6-0.7	74
0.7-0.8	11
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

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