NPASS Compound

Structure

CID244543 OpenBabel06191716042D 33 39 0 0 1 0 0 0 0 0999 V2000 7.9295 -0.0986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0340 -1.0932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9522 -2.9376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9559 0.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9504 0.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7192 -1.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4313 -2.1875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7137 -1.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0907 -2.7137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1314 -0.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5382 0.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7334 -1.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1205 -0.6864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5491 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0375 -1.8252 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5596 -1.9435 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5327 0.1226 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 24 1 0 0 0 0 5 9 1 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 10 23 1 0 0 0 0 11 29 1 0 0 0 0 12 16 1 0 0 0 0 12 25 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 15 33 1 0 0 0 0 16 24 1 0 0 0 0 16 26 1 6 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 18 27 1 0 0 0 0 19 24 1 0 0 0 0 19 27 1 0 0 0 0 20 30 2 0 0 0 0 21 25 1 0 0 0 0 21 28 2 0 0 0 0 21 31 1 0 0 0 0 22 26 1 0 0 0 0 22 29 1 0 0 0 0 22 32 2 0 0 0 0 23 33 1 0 0 0 0 25 9 1 6 0 0 0 25 29 1 0 0 0 0 26 20 1 6 0 0 0 26 28 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	445.2
Volume:	445.416
LogP:	4.21
LogD:	4.113
LogS:	-4.613
# Rotatable Bonds:	0
TPSA:	91.5
# H-Bond Aceptor:	7
# H-Bond Donor:	2
# Rings:	8
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.61
Synthetic Accessibility Score:	6.188
Fsp3:	0.5
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.01
MDCK Permeability:	1.9799826986854896e-05
Pgp-inhibitor:	0.993
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.377
20% Bioavailability (F20%):	0.494
30% Bioavailability (F30%):	0.951

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.254
Plasma Protein Binding (PPB):	91.39913177490234%
Volume Distribution (VD):	1.036
Pgp-substrate:	3.7706315517425537%

ADMET: Metabolism

CYP1A2-inhibitor:	0.198
CYP1A2-substrate:	0.748
CYP2C19-inhibitor:	0.85
CYP2C19-substrate:	0.848
CYP2C9-inhibitor:	0.923
CYP2C9-substrate:	0.649
CYP2D6-inhibitor:	0.787
CYP2D6-substrate:	0.139
CYP3A4-inhibitor:	0.961
CYP3A4-substrate:	0.932

ADMET: Excretion

Clearance (CL):	3.85
Half-life (T1/2):	0.126

ADMET: Toxicity

hERG Blockers:	0.019
Human Hepatotoxicity (H-HT):	0.967
Drug-inuced Liver Injury (DILI):	0.967
AMES Toxicity:	0.081
Rat Oral Acute Toxicity:	0.979
Maximum Recommended Daily Dose:	0.954
Skin Sensitization:	0.67
Carcinogencity:	0.939
Eye Corrosion:	0.003
Eye Irritation:	0.007
Respiratory Toxicity:	0.942

Download Data

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

Natural Product: NPC244543

Natural Product ID:	NPC244543
*Common Name:**	Notoamide I
IUPAC Name:	n.a.
Synonyms:	Notoamide I
Standard InCHIKey:	CDJZXTFDGOKTOT-MEMLUFBQSA-N
Standard InCHI:	InChI=1S/C26H27N3O4/c1-23(2)10-8-13-15(33-23)7-6-14-17-19(27-18(13)14)24(3,4)16-12-25-9-5-11-29(25)22(32)26(16,20(17)30)28-21(25)31/h6-8,10,16,27H,5,9,11-12H2,1-4H3,(H,28,31)/t16-,25-,26+/m0/s1
SMILES:	O=C1N2CCC[C@]32C[C@@H]2[C@@]1(N=C3O)C(=O)c1c3ccc4c(c3[nH]c1C2(C)C)C=CC(O4)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL518633
PubChem CID:	25180708
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001253] Quinolines and derivatives [CHEMONTID:0001734] Pyrroloquinolines

*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
NPO21005	Baphia nitida	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/0031-9422(92)80059-N]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	xylem	n.a.	DOI[10.1016/S0040-4039(00)86970-1]
NPO4343	Guanomyces polythrix	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	PMID[10869195]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	rhizosphere	Sonoran desert	n.a.	PMID[15620238]
NPO17256	Kobresia nepalensis	Species	Cyperaceae	Eukaryota	n.a.	stem	n.a.	PMID[16508191]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17340534]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17542490]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17564467]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19053517]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21366228]
NPO19192	Sinocalamus affinis	Species	n.a.	n.a.	skin-removed stems	Pingle Town, Sichuang Province, China	2008-AUG	PMID[21469695]
NPO19192	Sinocalamus affinis	Species	n.a.	n.a.	n.a.	stem	n.a.	PMID[21469695]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21718031]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21854017]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	healthy leaf of Ginkgo biloba	campus of Nanjing University, Nanjing, China	2008-OCT	PMID[22196792]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	isolated from the sponge Xestospongia testudinaria	n.a.	n.a.	PMID[22225637]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	Isolated from a sandy-loam soil sample	50 m inland from Waikiki Beach, Honolulu, Hawaii	2010-JUL	PMID[22400916]
NPO19192	Sinocalamus affinis	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[22690646]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22703109]
NPO19901	Emilia sonchifolia	Species	Asteraceae	Eukaryota	n.a.	aerial part	n.a.	PMID[23397723]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23527875]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24050204]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25001296]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25581396]
NPO20739	Jungermannia hyalina	Species	Jungermanniaceae	Eukaryota	n.a.	Guangxi Zhuang Autonomous Region, China	n.a.	PMID[25856683]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26273902]
NPO21618	Ircinia oros	Species	Irciniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[28840725]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31012585]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31182315]
NPO20212	Callistemon viminalis	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31276403]
NPO31572	Aspergillus sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[33305943]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[3760884]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6736970]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6875576]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6875577]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	xylem	n.a.	PMID[6875577]
NPO20671	Selliguea feei	Species	Polypodiaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[8254348]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO19488	Trifolium subterraneum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19901	Emilia sonchifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8650.1	Perilla frutescens var. arguta	Varieties	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17256	Kobresia nepalensis	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8650.1	Perilla frutescens var. arguta	Varieties	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19488	Trifolium subterraneum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19901	Emilia sonchifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11966	Euphorbia kamerunica	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8678	Trillium camschatcense	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19901	Emilia sonchifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16044	Cupressus lawsoniana	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20408	Ajuga spectabilis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20612	Ursinia abrotanifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14330	Agave aurea	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11966	Euphorbia kamerunica	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19488	Trifolium subterraneum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19773	Xenorhabdus bovienii	Species	Morganellaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO13260	Eria foetida	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21550	Achillea macrophylla	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21005	Baphia nitida	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20340	Pausinystalia mayumbensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8678	Trillium camschatcense	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20739	Jungermannia hyalina	Species	Jungermanniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21426	Alstroemeria revoluta	Species	Alstroemeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14466	Penicillium olsonii	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20872	Melampodium heterophyllum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17256	Kobresia nepalensis	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21231	Astragalus tragacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18096	Excoecaria oppositifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21486	Marrubium alysson	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20546	Cissus pallidiflorus	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22510	Eupatorium havanense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26840	Litsea aciculata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19622	Euphorbia marginata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21289	Teucrium oxylepis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19901	Emilia sonchifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20931	Simaba multiflora	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8650.1	Perilla frutescens var. arguta	Varieties	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21088	Litsea pulchella	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19192	Sinocalamus affinis	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO20671	Selliguea feei	Species	Polypodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20051	Gardenia collinsae	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20813	Myrmica sabuleti	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2854	Gymnosporia senegalensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21365	Ligularia muliensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17515	Pronephrium triphyllum	Species	Thelypteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3777	Stevia chamaedrys	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20212	Callistemon viminalis	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11622.1	Shuteria involucrata var. vestita	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19986	Crataegus davisii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16907	Pentzia incana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21618	Ircinia oros	Species	Irciniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14136	Acherontia atropus	Species	Sphingidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3237	Mytilus edulis	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4343	Guanomyces polythrix	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16454	Crinum erubescens	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18620	Grindelia acutifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15216	Encephalartos altensteinii	Species	Zamiaceae	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
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	21.0	ug.mL-1	PMID[496687]

☑ 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 NPC244543 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	563
0.1-0.2	2537
0.2-0.3	11749
0.3-0.4	8201
0.4-0.5	14482
0.5-0.6	3294
0.6-0.7	1656
0.7-0.8	205
0.8-0.85	5
0.85-0.9	0
0.9-0.95	4
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9286	High Similarity	NPC131486
0.9134	High Similarity	NPC133609
0.9095	High Similarity	NPC189079
0.8355	Intermediate Similarity	NPC194740
0.8122	Intermediate Similarity	NPC303658
0.789	Intermediate Similarity	NPC471762
0.7845	Intermediate Similarity	NPC305984
0.7778	Intermediate Similarity	NPC470785
0.7778	Intermediate Similarity	NPC470784
0.7741	Intermediate Similarity	NPC66777
0.7739	Intermediate Similarity	NPC476651
0.7737	Intermediate Similarity	NPC184680
0.7637	Intermediate Similarity	NPC198503
0.7623	Intermediate Similarity	NPC473187
0.761	Intermediate Similarity	NPC67401
0.7585	Intermediate Similarity	NPC260909
0.7585	Intermediate Similarity	NPC473041
0.7561	Intermediate Similarity	NPC101350
0.7559	Intermediate Similarity	NPC478083
0.755	Intermediate Similarity	NPC81939
0.7521	Intermediate Similarity	NPC323969
0.752	Intermediate Similarity	NPC475666
0.752	Intermediate Similarity	NPC235685
0.752	Intermediate Similarity	NPC6786
0.75	Intermediate Similarity	NPC237901
0.75	Intermediate Similarity	NPC195788
0.7479	Intermediate Similarity	NPC157931
0.7469	Intermediate Similarity	NPC473449
0.746	Intermediate Similarity	NPC91868
0.746	Intermediate Similarity	NPC63971
0.7458	Intermediate Similarity	NPC220851
0.7451	Intermediate Similarity	NPC303374
0.745	Intermediate Similarity	NPC469734
0.7448	Intermediate Similarity	NPC477533
0.7448	Intermediate Similarity	NPC150239
0.7426	Intermediate Similarity	NPC152768
0.7426	Intermediate Similarity	NPC148183
0.7417	Intermediate Similarity	NPC477532
0.7407	Intermediate Similarity	NPC478078
0.7406	Intermediate Similarity	NPC288987
0.7404	Intermediate Similarity	NPC87413
0.7402	Intermediate Similarity	NPC473188
0.7398	Intermediate Similarity	NPC329631
0.7398	Intermediate Similarity	NPC473105
0.7397	Intermediate Similarity	NPC21638
0.7375	Intermediate Similarity	NPC128115
0.7375	Intermediate Similarity	NPC174760
0.7373	Intermediate Similarity	NPC264176
0.7364	Intermediate Similarity	NPC247803
0.7359	Intermediate Similarity	NPC295898
0.7359	Intermediate Similarity	NPC475085
0.7359	Intermediate Similarity	NPC291535
0.7359	Intermediate Similarity	NPC475112
0.7355	Intermediate Similarity	NPC122436
0.7353	Intermediate Similarity	NPC330009
0.735	Intermediate Similarity	NPC470931
0.735	Intermediate Similarity	NPC205926
0.7349	Intermediate Similarity	NPC474183
0.7347	Intermediate Similarity	NPC209174
0.7344	Intermediate Similarity	NPC280799
0.7341	Intermediate Similarity	NPC78609
0.7322	Intermediate Similarity	NPC169402
0.732	Intermediate Similarity	NPC475816
0.7319	Intermediate Similarity	NPC209769
0.7317	Intermediate Similarity	NPC477531
0.7316	Intermediate Similarity	NPC267423
0.7308	Intermediate Similarity	NPC4687
0.7308	Intermediate Similarity	NPC249583
0.7306	Intermediate Similarity	NPC252251
0.7306	Intermediate Similarity	NPC311906
0.73	Intermediate Similarity	NPC308137
0.73	Intermediate Similarity	NPC310211
0.7292	Intermediate Similarity	NPC469594
0.7287	Intermediate Similarity	NPC132329
0.728	Intermediate Similarity	NPC322064
0.7273	Intermediate Similarity	NPC208522
0.7269	Intermediate Similarity	NPC471080
0.7269	Intermediate Similarity	NPC469592
0.7265	Intermediate Similarity	NPC257851
0.7261	Intermediate Similarity	NPC72211
0.7253	Intermediate Similarity	NPC134848
0.7252	Intermediate Similarity	NPC132385
0.7249	Intermediate Similarity	NPC70259
0.7247	Intermediate Similarity	NPC475253
0.7247	Intermediate Similarity	NPC260434
0.7246	Intermediate Similarity	NPC201697
0.7238	Intermediate Similarity	NPC116238
0.7227	Intermediate Similarity	NPC48353
0.7222	Intermediate Similarity	NPC470930
0.722	Intermediate Similarity	NPC96321
0.7218	Intermediate Similarity	NPC49547
0.7218	Intermediate Similarity	NPC196718
0.7218	Intermediate Similarity	NPC102593
0.7216	Intermediate Similarity	NPC17437
0.7209	Intermediate Similarity	NPC329982
0.7205	Intermediate Similarity	NPC43787
0.7205	Intermediate Similarity	NPC205934
0.7204	Intermediate Similarity	NPC207620
0.7203	Intermediate Similarity	NPC39679
0.7198	Intermediate Similarity	NPC11017
0.7194	Intermediate Similarity	NPC473540
0.7191	Intermediate Similarity	NPC476106
0.719	Intermediate Similarity	NPC219397
0.719	Intermediate Similarity	NPC269270
0.719	Intermediate Similarity	NPC37957
0.7188	Intermediate Similarity	NPC270515
0.7184	Intermediate Similarity	NPC115588
0.7184	Intermediate Similarity	NPC179287
0.7181	Intermediate Similarity	NPC478080
0.7179	Intermediate Similarity	NPC169716
0.7167	Intermediate Similarity	NPC476044
0.7166	Intermediate Similarity	NPC274640
0.7164	Intermediate Similarity	NPC471303
0.716	Intermediate Similarity	NPC165964
0.716	Intermediate Similarity	NPC14686
0.716	Intermediate Similarity	NPC39370
0.7154	Intermediate Similarity	NPC53534
0.7154	Intermediate Similarity	NPC202503
0.7154	Intermediate Similarity	NPC475844
0.7149	Intermediate Similarity	NPC475720
0.7149	Intermediate Similarity	NPC473186
0.7149	Intermediate Similarity	NPC474192
0.7149	Intermediate Similarity	NPC46561
0.7143	Intermediate Similarity	NPC472588
0.7143	Intermediate Similarity	NPC471304
0.7137	Intermediate Similarity	NPC3207
0.7137	Intermediate Similarity	NPC89549
0.7131	Intermediate Similarity	NPC475910
0.7131	Intermediate Similarity	NPC60621
0.7126	Intermediate Similarity	NPC473185
0.7126	Intermediate Similarity	NPC258048
0.7126	Intermediate Similarity	NPC74575
0.7124	Intermediate Similarity	NPC329747
0.7119	Intermediate Similarity	NPC208084
0.7113	Intermediate Similarity	NPC23294
0.7106	Intermediate Similarity	NPC162484
0.7094	Intermediate Similarity	NPC315634
0.7094	Intermediate Similarity	NPC88923
0.7094	Intermediate Similarity	NPC100734
0.7093	Intermediate Similarity	NPC26543
0.7092	Intermediate Similarity	NPC277351
0.7089	Intermediate Similarity	NPC270918
0.7088	Intermediate Similarity	NPC472589
0.7087	Intermediate Similarity	NPC477066
0.7085	Intermediate Similarity	NPC470018
0.7075	Intermediate Similarity	NPC151171
0.7072	Intermediate Similarity	NPC185197
0.7071	Intermediate Similarity	NPC303951
0.7069	Intermediate Similarity	NPC70956
0.7069	Intermediate Similarity	NPC243834
0.7059	Intermediate Similarity	NPC478081
0.7059	Intermediate Similarity	NPC478082
0.7059	Intermediate Similarity	NPC477067
0.7057	Intermediate Similarity	NPC152620
0.7049	Intermediate Similarity	NPC473179
0.7049	Intermediate Similarity	NPC153923
0.7043	Intermediate Similarity	NPC178858
0.704	Intermediate Similarity	NPC474688
0.7039	Intermediate Similarity	NPC306376
0.7039	Intermediate Similarity	NPC100863
0.7034	Intermediate Similarity	NPC284685
0.7033	Intermediate Similarity	NPC144452
0.702	Intermediate Similarity	NPC225279
0.7016	Intermediate Similarity	NPC24370
0.7016	Intermediate Similarity	NPC319232
0.7012	Intermediate Similarity	NPC110182
0.7008	Intermediate Similarity	NPC264285
0.7004	Intermediate Similarity	NPC160898
0.7	Intermediate Similarity	NPC326363
0.7	Intermediate Similarity	NPC11464
0.6996	Remote Similarity	NPC469928
0.6996	Remote Similarity	NPC470001
0.6996	Remote Similarity	NPC470002
0.6996	Remote Similarity	NPC477549
0.6996	Remote Similarity	NPC183407
0.6988	Remote Similarity	NPC304307
0.6988	Remote Similarity	NPC118559
0.6988	Remote Similarity	NPC124920
0.6988	Remote Similarity	NPC34580
0.6987	Remote Similarity	NPC210828
0.6987	Remote Similarity	NPC86834
0.6984	Remote Similarity	NPC284888
0.6983	Remote Similarity	NPC478074
0.698	Remote Similarity	NPC41501
0.6964	Remote Similarity	NPC16352
0.696	Remote Similarity	NPC100547
0.6958	Remote Similarity	NPC469589
0.6958	Remote Similarity	NPC61038
0.6953	Remote Similarity	NPC148889
0.6951	Remote Similarity	NPC472099
0.6949	Remote Similarity	NPC471944
0.6946	Remote Similarity	NPC193777
0.6943	Remote Similarity	NPC191489
0.6942	Remote Similarity	NPC472098
0.6939	Remote Similarity	NPC184408
0.6935	Remote Similarity	NPC51388
0.6933	Remote Similarity	NPC285558
0.6932	Remote Similarity	NPC322135
0.6932	Remote Similarity	NPC223409
0.6932	Remote Similarity	NPC95240

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 NPC244543 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	275
0.1-0.2	631
0.2-0.3	848
0.3-0.4	1816
0.4-0.5	2919
0.5-0.6	2031
0.6-0.7	580
0.7-0.8	50
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	NPD6790	Phase 1
0.7679	Intermediate Similarity	NPD6824	Clinical (unspecified phase)
0.7585	Intermediate Similarity	NPD8459	Approved
0.7585	Intermediate Similarity	NPD8460	Approved
0.7541	Intermediate Similarity	NPD4373	Phase 2
0.7538	Intermediate Similarity	NPD8363	Approved
0.7538	Intermediate Similarity	NPD8364	Approved
0.75	Intermediate Similarity	NPD8465	Approved
0.75	Intermediate Similarity	NPD6376	Discontinued
0.75	Intermediate Similarity	NPD8467	Approved
0.75	Intermediate Similarity	NPD8466	Approved
0.749	Intermediate Similarity	NPD4952	Phase 3
0.7489	Intermediate Similarity	NPD3507	Phase 2
0.7481	Intermediate Similarity	NPD8365	Clinical (unspecified phase)
0.7434	Intermediate Similarity	NPD8428	Approved
0.7434	Intermediate Similarity	NPD8429	Approved
0.7434	Intermediate Similarity	NPD8427	Approved
0.7404	Intermediate Similarity	NPD6567	Clinical (unspecified phase)
0.7398	Intermediate Similarity	NPD6741	Clinical (unspecified phase)
0.7388	Intermediate Similarity	NPD8425	Approved
0.7388	Intermediate Similarity	NPD8426	Approved
0.7366	Intermediate Similarity	NPD7393	Clinical (unspecified phase)
0.735	Intermediate Similarity	NPD2916	Discontinued
0.7347	Intermediate Similarity	NPD5479	Discontinued
0.7325	Intermediate Similarity	NPD6247	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD2921	Clinical (unspecified phase)
0.7309	Intermediate Similarity	NPD4368	Phase 2
0.7294	Intermediate Similarity	NPD5482	Discontinued
0.7292	Intermediate Similarity	NPD5632	Approved
0.7289	Intermediate Similarity	NPD8279	Clinical (unspecified phase)
0.7287	Intermediate Similarity	NPD4885	Approved
0.7262	Intermediate Similarity	NPD6716	Phase 1
0.7251	Intermediate Similarity	NPD8016	Phase 3
0.7251	Intermediate Similarity	NPD8017	Clinical (unspecified phase)
0.7238	Intermediate Similarity	NPD5417	Clinical (unspecified phase)
0.7224	Intermediate Similarity	NPD7426	Phase 1
0.7216	Intermediate Similarity	NPD8358	Approved
0.7203	Intermediate Similarity	NPD6530	Approved
0.7203	Intermediate Similarity	NPD6531	Approved
0.7195	Intermediate Similarity	NPD3259	Approved
0.7195	Intermediate Similarity	NPD7268	Clinical (unspecified phase)
0.7183	Intermediate Similarity	NPD7025	Clinical (unspecified phase)
0.7176	Intermediate Similarity	NPD5488	Discontinued
0.7172	Intermediate Similarity	NPD6995	Phase 1
0.7171	Intermediate Similarity	NPD4958	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD5293	Phase 2
0.7131	Intermediate Similarity	NPD7853	Phase 2
0.7114	Intermediate Similarity	NPD3925	Approved
0.7105	Intermediate Similarity	NPD7925	Phase 2
0.7105	Intermediate Similarity	NPD7924	Phase 2
0.7097	Intermediate Similarity	NPD8489	Phase 1
0.7094	Intermediate Similarity	NPD7803	Approved
0.7087	Intermediate Similarity	NPD7417	Discontinued
0.7085	Intermediate Similarity	NPD3263	Phase 3
0.7078	Intermediate Similarity	NPD7395	Discontinued
0.707	Intermediate Similarity	NPD5483	Clinical (unspecified phase)
0.7068	Intermediate Similarity	NPD5801	Clinical (unspecified phase)
0.7068	Intermediate Similarity	NPD7589	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD7181	Phase 3
0.7056	Intermediate Similarity	NPD7994	Phase 2
0.7043	Intermediate Similarity	NPD8359	Phase 2
0.704	Intermediate Similarity	NPD6962	Phase 2
0.704	Intermediate Similarity	NPD7688	Phase 1
0.7034	Intermediate Similarity	NPD7955	Approved
0.7034	Intermediate Similarity	NPD7956	Approved
0.7033	Intermediate Similarity	NPD6160	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD6525	Clinical (unspecified phase)
0.7024	Intermediate Similarity	NPD2951	Discontinued
0.7021	Intermediate Similarity	NPD7690	Clinical (unspecified phase)
0.7012	Intermediate Similarity	NPD3746	Discontinued
0.7011	Intermediate Similarity	NPD8463	Approved
0.7004	Intermediate Similarity	NPD3946	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6503	Clinical (unspecified phase)
0.6996	Remote Similarity	NPD3006	Discontinued
0.6996	Remote Similarity	NPD8091	Phase 3
0.6992	Remote Similarity	NPD6456	Discontinued
0.698	Remote Similarity	NPD7194	Discontinued
0.6975	Remote Similarity	NPD3003	Approved
0.6967	Remote Similarity	NPD7823	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD5450	Discontinued
0.6965	Remote Similarity	NPD4946	Phase 2
0.6951	Remote Similarity	NPD6242	Discontinued
0.6947	Remote Similarity	NPD4926	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD7031	Phase 1
0.6943	Remote Similarity	NPD7708	Approved
0.6939	Remote Similarity	NPD8405	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD4981	Phase 2
0.6923	Remote Similarity	NPD4923	Phase 1
0.6917	Remote Similarity	NPD5040	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD7558	Phase 2
0.6917	Remote Similarity	NPD5658	Approved
0.6901	Remote Similarity	NPD5416	Discontinued
0.6894	Remote Similarity	NPD8255	Phase 2
0.6892	Remote Similarity	NPD7710	Clinical (unspecified phase)
0.6885	Remote Similarity	NPD5903	Approved
0.6885	Remote Similarity	NPD5902	Approved
0.6883	Remote Similarity	NPD7180	Phase 3
0.688	Remote Similarity	NPD5867	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD5429	Discontinued
0.686	Remote Similarity	NPD4900	Clinical (unspecified phase)
0.686	Remote Similarity	NPD6517	Phase 3
0.6855	Remote Similarity	NPD5506	Approved
0.6855	Remote Similarity	NPD5507	Approved
0.6832	Remote Similarity	NPD3986	Discontinued
0.6831	Remote Similarity	NPD8524	Approved
0.6809	Remote Similarity	NPD5512	Phase 3
0.6798	Remote Similarity	NPD5022	Discontinued
0.6797	Remote Similarity	NPD5861	Clinical (unspecified phase)
0.6794	Remote Similarity	NPD8102	Discontinued
0.6793	Remote Similarity	NPD1768	Approved
0.6789	Remote Similarity	NPD2433	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD1867	Approved
0.6766	Remote Similarity	NPD6861	Clinical (unspecified phase)
0.6763	Remote Similarity	NPD7174	Clinical (unspecified phase)
0.676	Remote Similarity	NPD6209	Approved
0.6753	Remote Similarity	NPD6773	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD5937	Approved
0.6748	Remote Similarity	NPD4897	Phase 2
0.6748	Remote Similarity	NPD7538	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD7603	Discontinued
0.6745	Remote Similarity	NPD7797	Approved
0.6745	Remote Similarity	NPD7796	Approved
0.6736	Remote Similarity	NPD7222	Phase 2
0.6736	Remote Similarity	NPD6321	Discontinued
0.6735	Remote Similarity	NPD5866	Approved
0.6735	Remote Similarity	NPD7069	Discontinued
0.6734	Remote Similarity	NPD6568	Discontinued
0.6734	Remote Similarity	NPD1926	Approved
0.6734	Remote Similarity	NPD4429	Discontinued
0.6723	Remote Similarity	NPD4118	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD8149	Discontinued
0.6707	Remote Similarity	NPD6770	Approved
0.6707	Remote Similarity	NPD3258	Approved
0.6706	Remote Similarity	NPD7284	Clinical (unspecified phase)
0.6694	Remote Similarity	NPD6220	Phase 3
0.6694	Remote Similarity	NPD7470	Discontinued
0.6693	Remote Similarity	NPD2285	Clinical (unspecified phase)
0.6693	Remote Similarity	NPD5559	Phase 2
0.6667	Remote Similarity	NPD7824	Approved
0.6667	Remote Similarity	NPD2564	Approved
0.6667	Remote Similarity	NPD4558	Phase 2
0.6667	Remote Similarity	NPD6985	Discontinued
0.6667	Remote Similarity	NPD2565	Phase 2
0.6655	Remote Similarity	NPD7689	Approved
0.6655	Remote Similarity	NPD8349	Phase 1
0.6654	Remote Similarity	NPD7789	Approved
0.6654	Remote Similarity	NPD7790	Approved
0.6654	Remote Similarity	NPD4561	Discontinued
0.6654	Remote Similarity	NPD7953	Approved
0.6654	Remote Similarity	NPD7951	Approved
0.6654	Remote Similarity	NPD7791	Approved
0.6654	Remote Similarity	NPD7952	Approved
0.6654	Remote Similarity	NPD4845	Discontinued
0.6654	Remote Similarity	NPD7950	Approved
0.6653	Remote Similarity	NPD7556	Discontinued
0.6653	Remote Similarity	NPD5901	Discontinued
0.6641	Remote Similarity	NPD1505	Phase 2
0.664	Remote Similarity	NPD3945	Discontinued
0.6639	Remote Similarity	NPD2510	Approved
0.6639	Remote Similarity	NPD2509	Approved
0.6632	Remote Similarity	NPD6745	Discontinued
0.6631	Remote Similarity	NPD8107	Approved
0.663	Remote Similarity	NPD6228	Discontinued
0.6627	Remote Similarity	NPD7780	Approved
0.6627	Remote Similarity	NPD7781	Approved
0.6627	Remote Similarity	NPD5164	Discontinued
0.6626	Remote Similarity	NPD4901	Clinical (unspecified phase)
0.6619	Remote Similarity	NPD6153	Approved
0.6616	Remote Similarity	NPD7921	Approved
0.6615	Remote Similarity	NPD6263	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD5151	Clinical (unspecified phase)
0.6614	Remote Similarity	NPD5850	Phase 3
0.6614	Remote Similarity	NPD5433	Clinical (unspecified phase)
0.6612	Remote Similarity	NPD2920	Discontinued
0.6611	Remote Similarity	NPD4987	Clinical (unspecified phase)
0.6607	Remote Similarity	NPD7416	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD8246	Approved
0.6604	Remote Similarity	NPD8247	Approved
0.6598	Remote Similarity	NPD1392	Approved
0.6593	Remote Similarity	NPD8284	Discontinued
0.6588	Remote Similarity	NPD7730	Approved
0.6588	Remote Similarity	NPD7731	Approved
0.6586	Remote Similarity	NPD8310	Clinical (unspecified phase)
0.6586	Remote Similarity	NPD3389	Approved
0.6586	Remote Similarity	NPD3393	Approved
0.6586	Remote Similarity	NPD3394	Approved
0.6584	Remote Similarity	NPD3947	Discontinued
0.6584	Remote Similarity	NPD3298	Approved
0.6581	Remote Similarity	NPD4948	Discontinued
0.6575	Remote Similarity	NPD7271	Approved
0.6574	Remote Similarity	NPD6974	Phase 3
0.657	Remote Similarity	NPD2779	Approved
0.6569	Remote Similarity	NPD5003	Discontinued
0.6568	Remote Similarity	NPD5592	Clinical (unspecified phase)
0.6568	Remote Similarity	NPD5116	Phase 1
0.6564	Remote Similarity	NPD6963	Approved
0.6564	Remote Similarity	NPD6964	Approved
0.6561	Remote Similarity	NPD8311	Discontinued
0.6559	Remote Similarity	NPD8108	Approved

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