NPASS Compound

Natural Product: NPC8210

Natural Product ID	NPC8210
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	YYCNCBZJRSGSGJ-CKQAYQRFSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0001392] Lignans, neolignans and related compounds

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 96102 0 0 0 0 0 0 0 0999 V2000 6.6553 -0.8246 -0.0475 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3198 -1.4256 0.0480 N 0 0 1 0 0 4 0 0 0 0 0 0 5.3185 -2.2998 1.2019 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3962 -1.8914 2.3056 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0512 -1.6311 1.7591 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9111 -2.1255 2.3022 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7241 -1.8176 1.6520 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6937 -1.0555 0.5162 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9088 -0.5651 -0.0127 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0740 -0.8359 0.5887 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4039 -0.3212 0.1872 C 0 0 2 0 0 0 0 0 0 0 0 0 4.4519 0.6293 -0.9357 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4709 1.7433 -0.7473 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9695 2.3529 -1.8890 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9843 3.3148 -1.7696 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5165 3.6556 -0.5453 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0222 3.0512 0.5930 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9995 2.0953 0.4897 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5009 4.6238 -0.4415 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6827 4.1911 0.2028 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0499 2.8682 0.1723 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1859 2.4369 0.7938 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9466 3.3717 1.4486 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6076 4.6969 1.4961 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4381 5.1187 0.8520 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0876 6.4767 0.8989 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8879 7.4118 1.5815 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5835 0.9965 0.7694 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9362 0.4951 -0.5983 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7005 -0.9365 -0.8295 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6973 -1.7781 -1.2773 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0873 -1.2905 -1.5767 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8849 0.1580 -2.0098 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2873 0.9121 -0.9022 N 0 0 1 0 0 4 0 0 0 0 0 0 -5.2083 0.6580 0.2222 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3767 2.3045 -1.2950 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3167 2.5133 -2.8147 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4325 -3.1054 -1.4913 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1898 -3.6645 -1.2800 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1827 -2.8272 -0.8319 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4458 -1.4922 -0.6141 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4287 -0.7101 -0.1732 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1006 -3.3614 -0.6085 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0488 -3.3968 -1.6772 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9377 -5.0137 -1.5017 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0313 -5.8177 -1.9630 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4768 -2.3000 2.1766 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4524 -3.0864 3.3507 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0436 -2.2325 -1.1276 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3767 -3.4234 -1.2695 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.7109 0.1024 0.5710 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4365 -1.4991 0.3120 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8443 -0.4894 -1.1020 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3484 -2.3354 1.6644 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0907 -3.3368 0.8725 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8328 -0.9537 2.7594 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3740 -2.6197 3.1374 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 -2.7389 3.2050 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8613 0.0019 -0.9493 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7803 0.2422 1.1156 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2666 0.1782 -1.9280 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4515 1.1264 -0.9769 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3216 2.1028 -2.8674 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6071 3.7760 -2.6608 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6137 3.3675 1.5410 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3865 1.6329 1.3656 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4041 2.1812 -0.3642 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8518 3.0842 1.9592 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2265 5.4377 2.0261 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4921 8.4396 1.3813 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7699 7.1844 2.6722 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9340 7.3084 1.2933 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4738 0.8950 1.4549 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7837 0.4378 1.2849 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2910 1.0947 -1.3158 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7708 -1.3861 -0.7387 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5216 -1.8182 -2.4490 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2381 0.2150 -2.8839 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8986 0.5879 -2.1450 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9794 -0.2627 0.7612 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2550 0.5073 -0.1825 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2931 1.5702 0.8399 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9924 2.8424 -0.5223 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4096 2.7762 -1.4893 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2285 -3.7577 -1.8429 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1960 -2.4012 -2.1259 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6197 -4.0494 -2.4841 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9785 -3.8354 -1.2806 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7493 -6.8870 -2.0134 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4530 -5.4460 -2.9158 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8476 -5.6813 -1.2063 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2002 -3.9685 3.1294 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0026 -2.5533 4.2141 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4452 -3.5099 3.5879 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0777 -2.7244 -0.9638 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0181 -1.6844 -2.0653 H 0 0 0 0 0 0 0 0 0 0 0 0 2 1 1 6 2 3 1 0 3 4 1 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 2 0 8 9 1 0 9 10 2 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 16 17 1 0 17 18 2 0 16 19 1 0 19 20 1 0 20 21 2 0 21 22 1 0 22 23 2 0 23 24 1 0 24 25 2 0 25 26 1 0 26 27 1 0 22 28 1 0 28 29 1 0 29 30 1 0 30 31 2 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 1 34 36 1 0 36 37 1 0 31 38 1 0 38 39 2 0 39 40 1 0 40 41 2 0 41 42 1 0 40 43 1 0 43 44 1 0 39 45 1 0 45 46 1 0 7 47 1 0 47 48 1 0 2 49 1 0 49 50 1 0 11 2 1 0 18 13 1 0 25 20 1 0 34 29 1 0 10 5 1 0 41 30 1 0 42 8 1 0 1 51 1 0 1 52 1 0 1 53 1 0 3 54 1 0 3 55 1 0 4 56 1 0 4 57 1 0 6 58 1 0 9 59 1 0 11 60 1 1 12 61 1 0 12 62 1 0 14 63 1 0 15 64 1 0 17 65 1 0 18 66 1 0 21 67 1 0 23 68 1 0 24 69 1 0 27 70 1 0 27 71 1 0 27 72 1 0 28 73 1 0 28 74 1 0 29 75 1 6 32 76 1 0 32 77 1 0 33 78 1 0 33 79 1 0 35 80 1 0 35 81 1 0 35 82 1 0 36 83 1 0 36 84 1 0 38 85 1 0 44 86 1 0 44 87 1 0 44 88 1 0 46 89 1 0 46 90 1 0 46 91 1 0 48 92 1 0 48 93 1 0 48 94 1 0 49 95 1 0 49 96 1 0 M CHG 2 2 1 34 1 M END

Standard InCHIKey	YYCNCBZJRSGSGJ-CKQAYQRFSA-N
Standard InCHI	InChI=1S/C40H46Cl2N2O6/c1-43(23-41)15-13-27-20-34(46-4)36-22-30(27)31(43)17-25-7-10-29(11-8-25)49-35-19-26(9-12-33(35)45-3)18-32-38-28(14-16-44(32,2)24-42)21-37(47-5)39(48-6)40(38)50-36/h7-12,19-22,31-32H,13-18,23-24H2,1-6H3/q+2/t31-,32-,43-,44+/m0/s1
SMILES	C[N@+]1(CCc2cc(c3cc2[C@@H]1Cc1ccc(cc1)Oc1cc(ccc1OC)C[C@H]1c2c(CC[N@+]1(C)CCl)cc(c(c2O3)OC)OC)OC)CCl

Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO1179	Anaxagorea luzonensis	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10959592]
NPO755	Phoradendron reichenbachianum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[11488459]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	root	n.a.	PMID[20030508]
NPO3148	Melianthus major	Species	Melianthaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[32663024]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3728032]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38868673]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38999684]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO2679	Dictyota bartayresiana	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2690	Carapichea ipecacuanha	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11802	Physeter catodon	Species	Physeteridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12183	Argyreia nervosa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28111	Lathyrus aphaca	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3148	Melianthus major	Species	Melianthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5783	Acronychia muelleri	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO12183	Argyreia nervosa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11802	Physeter catodon	Species	Physeteridae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO2690	Carapichea ipecacuanha	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12183	Argyreia nervosa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11802	Physeter catodon	Species	Physeteridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12183	Argyreia nervosa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11802	Physeter catodon	Species	Physeteridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2690	Carapichea ipecacuanha	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21826	Vulpicida juniperinus	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7698	Elettaria cardamomum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28111	Lathyrus aphaca	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3148	Melianthus major	Species	Melianthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5377	Tapinoma erraticum	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2690	Carapichea ipecacuanha	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO755	Phoradendron reichenbachianum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12882	Clitocybe fasciculata	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1179	Anaxagorea luzonensis	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12430	Erythrina chiriquensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18003	Leptolyngbya lurida	Species	Leptolyngbyaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO2679	Dictyota bartayresiana	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11802	Physeter catodon	Species	Physeteridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22389	Phelipanche arenaria	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12183	Argyreia nervosa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5783	Acronychia muelleri	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15367	Croton regelianus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12663	Penicillium implicatum	Species	Aspergillaceae	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	Organism Name	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

Molecular-level activity

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

In vitro activity

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

In vivo activity

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

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC8210 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	33530
0.1-0.2	15686
0.2-0.3	557
0.3-0.4	80
0.4-0.5	5
0.5-0.6	1
0.6-0.7	0
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.5349	Remote Similarity	NPC216252

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC8210 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5627
0.1-0.2	3479
0.2-0.3	37
0.3-0.4	4
0.4-0.5	1
0.5-0.6	0
0.6-0.7	0
0.7-0.8	2
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
0.7714	Intermediate Similarity	NPD8251	Approved
0.7571	Intermediate Similarity	NPD8252	Phase 4

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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