NPASS Compound

Structure

CID219397 OpenBabel06191716012D 34 39 0 0 1 0 0 0 0 0999 V2000 -0.3633 2.9202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4666 0.8198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2747 2.2398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9467 1.8989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4367 2.7823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8299 2.1004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1208 -0.4770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5599 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2741 -0.9634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1004 -0.4864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2741 1.8989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1004 2.3759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5599 -1.2489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8080 -1.4197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2741 0.9448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4479 -0.4864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6525 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1004 0.4677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4479 0.4677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8263 0.4770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8263 -1.4311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3532 1.2864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9267 1.8989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6278 -0.9531 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.9541 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8198 0.4666 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6399 0.9333 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6525 -0.9541 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 0.8263 1.4971 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8263 -2.4512 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1105 -1.8012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9299 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9267 0.9448 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 2 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 23 1 0 0 0 0 5 23 1 0 0 0 0 6 22 1 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 18 1 0 0 0 0 11 12 2 0 0 0 0 11 15 1 0 0 0 0 12 23 1 0 0 0 0 13 28 1 0 0 0 0 14 24 1 0 0 0 0 14 25 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 19 2 0 0 0 0 16 24 1 0 0 0 0 17 8 1 6 0 0 0 17 20 1 0 0 0 0 17 28 1 0 0 0 0 18 34 1 0 0 0 0 19 27 1 0 0 0 0 20 29 1 0 0 0 0 20 30 2 0 0 0 0 21 25 1 0 0 0 0 21 28 1 0 0 0 0 21 31 2 0 0 0 0 23 34 1 0 0 0 0 24 26 1 6 0 0 0 24 32 1 0 0 0 0 25 29 1 0 0 0 0 25 33 1 6 0 0 0 26 22 1 6 0 0 0 26 27 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	465.23
Volume:	465.4
LogP:	3.911
LogD:	3.007
LogS:	-4.183
# Rotatable Bonds:	2
TPSA:	102.34
# H-Bond Aceptor:	8
# H-Bond Donor:	3
# Rings:	6
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.58
Synthetic Accessibility Score:	5.03
Fsp3:	0.538
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:	-4.98
MDCK Permeability:	2.0980207409593277e-05
Pgp-inhibitor:	0.996
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.116
20% Bioavailability (F20%):	0.736
30% Bioavailability (F30%):	0.916

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.522
Plasma Protein Binding (PPB):	90.13101196289062%
Volume Distribution (VD):	1.372
Pgp-substrate:	5.244330883026123%

ADMET: Metabolism

CYP1A2-inhibitor:	0.015
CYP1A2-substrate:	0.084
CYP2C19-inhibitor:	0.767
CYP2C19-substrate:	0.848
CYP2C9-inhibitor:	0.935
CYP2C9-substrate:	0.375
CYP2D6-inhibitor:	0.196
CYP2D6-substrate:	0.117
CYP3A4-inhibitor:	0.971
CYP3A4-substrate:	0.962

ADMET: Excretion

Clearance (CL):	6.232
Half-life (T1/2):	0.078

ADMET: Toxicity

hERG Blockers:	0.001
Human Hepatotoxicity (H-HT):	0.53
Drug-inuced Liver Injury (DILI):	0.98
AMES Toxicity:	0.002
Rat Oral Acute Toxicity:	0.371
Maximum Recommended Daily Dose:	0.938
Skin Sensitization:	0.383
Carcinogencity:	0.959
Eye Corrosion:	0.003
Eye Irritation:	0.008
Respiratory Toxicity:	0.704

Download Data

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

Natural Product: NPC219397

Natural Product ID:	NPC219397
*Common Name:**	Notoamide K
IUPAC Name:	n.a.
Synonyms:	Notoamide K
Standard InCHIKey:	YDQXTEHATGRQDU-RRGUOAIQSA-N
Standard InCHI:	InChI=1S/C26H31N3O5/c1-6-22(2,3)26-24(32,14-25(33)21(31)28-13-7-8-17(28)20(30)29(25)26)16-9-10-18-15(19(16)27-26)11-12-23(4,5)34-18/h6,9-12,17,27,32-33H,1,7-8,13-14H2,2-5H3/t17-,24+,25-,26-/m0/s1
SMILES:	C=CC([C@]12Nc3c([C@]2(O)C[C@]2(N1C(=O)[C@@H]1CCCN1C2=O)O)ccc1c3C=CC(O1)(C)C)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL460140
PubChem CID:	25180896
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000211] Indoles and derivatives [CHEMONTID:0001733] Pyrroloindoles

*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]
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]
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]
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]
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]
NPO18096	Excoecaria oppositifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20546	Cissus pallidiflorus	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21486	Marrubium alysson	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22510	Eupatorium havanense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21231	Astragalus tragacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26840	Litsea aciculata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21289	Teucrium oxylepis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19622	Euphorbia marginata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19901	Emilia sonchifolia	Species	Asteraceae	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]
NPO20931	Simaba multiflora	Species	Simaroubaceae	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]
NPO20051	Gardenia collinsae	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20671	Selliguea feei	Species	Polypodiaceae	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]
NPO11622.1	Shuteria involucrata var. vestita	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20212	Callistemon viminalis	Species	Myrtaceae	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]
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]
NPO16454	Crinum erubescens	Species	Amaryllidaceae	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]
NPO20408	Ajuga spectabilis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16044	Cupressus lawsoniana	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19488	Trifolium subterraneum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11966	Euphorbia kamerunica	Species	Euphorbiaceae	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	>	50.0	ug.mL-1	PMID[511231]

☑ 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 NPC219397 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	384
0.1-0.2	1778
0.2-0.3	7291
0.3-0.4	10631
0.4-0.5	14714
0.5-0.6	6902
0.6-0.7	891
0.7-0.8	102
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.7756	Intermediate Similarity	NPC204970
0.7746	Intermediate Similarity	NPC205926
0.7674	Intermediate Similarity	NPC476651
0.7671	Intermediate Similarity	NPC77777
0.7636	Intermediate Similarity	NPC37957
0.7623	Intermediate Similarity	NPC122886
0.7571	Intermediate Similarity	NPC100863
0.7488	Intermediate Similarity	NPC473569
0.7477	Intermediate Similarity	NPC153923
0.7468	Intermediate Similarity	NPC469722
0.7465	Intermediate Similarity	NPC477160
0.7443	Intermediate Similarity	NPC127996
0.7442	Intermediate Similarity	NPC87714
0.743	Intermediate Similarity	NPC471436
0.7421	Intermediate Similarity	NPC234772
0.7403	Intermediate Similarity	NPC291173
0.7389	Intermediate Similarity	NPC231924
0.7383	Intermediate Similarity	NPC232600
0.7364	Intermediate Similarity	NPC189079
0.7339	Intermediate Similarity	NPC131486
0.7333	Intermediate Similarity	NPC128476
0.7322	Intermediate Similarity	NPC133609
0.7321	Intermediate Similarity	NPC174629
0.7311	Intermediate Similarity	NPC303214
0.7309	Intermediate Similarity	NPC126556
0.7301	Intermediate Similarity	NPC71539
0.7301	Intermediate Similarity	NPC250960
0.7289	Intermediate Similarity	NPC318525
0.7289	Intermediate Similarity	NPC10653
0.7286	Intermediate Similarity	NPC22476
0.7281	Intermediate Similarity	NPC266994
0.7265	Intermediate Similarity	NPC470784
0.7264	Intermediate Similarity	NPC243626
0.7256	Intermediate Similarity	NPC67904
0.7237	Intermediate Similarity	NPC19175
0.722	Intermediate Similarity	NPC189661
0.7217	Intermediate Similarity	NPC74216
0.7217	Intermediate Similarity	NPC470485
0.7212	Intermediate Similarity	NPC476069
0.7204	Intermediate Similarity	NPC203628
0.7202	Intermediate Similarity	NPC470484
0.7196	Intermediate Similarity	NPC161804
0.7195	Intermediate Similarity	NPC269449
0.7191	Intermediate Similarity	NPC470785
0.719	Intermediate Similarity	NPC244543
0.7185	Intermediate Similarity	NPC477393
0.7183	Intermediate Similarity	NPC230313
0.7181	Intermediate Similarity	NPC46259
0.7174	Intermediate Similarity	NPC471513
0.7174	Intermediate Similarity	NPC473458
0.7173	Intermediate Similarity	NPC477395
0.717	Intermediate Similarity	NPC473004
0.7169	Intermediate Similarity	NPC195787
0.7169	Intermediate Similarity	NPC246140
0.7168	Intermediate Similarity	NPC288110
0.7156	Intermediate Similarity	NPC195636
0.7149	Intermediate Similarity	NPC475133
0.7149	Intermediate Similarity	NPC184680
0.713	Intermediate Similarity	NPC119722
0.7129	Intermediate Similarity	NPC473007
0.7125	Intermediate Similarity	NPC477396
0.7124	Intermediate Similarity	NPC303658
0.7123	Intermediate Similarity	NPC470483
0.7119	Intermediate Similarity	NPC151171
0.7117	Intermediate Similarity	NPC197125
0.7101	Intermediate Similarity	NPC39822
0.7098	Intermediate Similarity	NPC473006
0.7093	Intermediate Similarity	NPC222046
0.7085	Intermediate Similarity	NPC471122
0.7075	Intermediate Similarity	NPC473008
0.7074	Intermediate Similarity	NPC148124
0.7046	Intermediate Similarity	NPC474183
0.7045	Intermediate Similarity	NPC475147
0.7039	Intermediate Similarity	NPC470821
0.7031	Intermediate Similarity	NPC99724
0.703	Intermediate Similarity	NPC471124
0.7018	Intermediate Similarity	NPC127178
0.7017	Intermediate Similarity	NPC49583
0.7014	Intermediate Similarity	NPC477161
0.7013	Intermediate Similarity	NPC115588
0.7004	Intermediate Similarity	NPC305984
0.6996	Remote Similarity	NPC194740
0.6995	Remote Similarity	NPC474059
0.6978	Remote Similarity	NPC305542
0.6978	Remote Similarity	NPC159815
0.6966	Remote Similarity	NPC477397
0.6962	Remote Similarity	NPC154922
0.696	Remote Similarity	NPC470002
0.696	Remote Similarity	NPC470001
0.6958	Remote Similarity	NPC469452
0.6955	Remote Similarity	NPC1464
0.6953	Remote Similarity	NPC470480
0.6953	Remote Similarity	NPC248903
0.695	Remote Similarity	NPC469428
0.6947	Remote Similarity	NPC30749
0.6946	Remote Similarity	NPC469450
0.6941	Remote Similarity	NPC138830
0.6933	Remote Similarity	NPC218303
0.6933	Remote Similarity	NPC82541
0.6916	Remote Similarity	NPC176113
0.691	Remote Similarity	NPC26928
0.6906	Remote Similarity	NPC198160
0.6904	Remote Similarity	NPC301501
0.6903	Remote Similarity	NPC116178
0.6901	Remote Similarity	NPC329932
0.6888	Remote Similarity	NPC469451
0.6878	Remote Similarity	NPC15987
0.6878	Remote Similarity	NPC469505
0.6875	Remote Similarity	NPC285192
0.6872	Remote Similarity	NPC321166
0.6872	Remote Similarity	NPC217903
0.6862	Remote Similarity	NPC131977
0.6853	Remote Similarity	NPC251071
0.6847	Remote Similarity	NPC473460
0.6837	Remote Similarity	NPC283207
0.6837	Remote Similarity	NPC5630
0.6828	Remote Similarity	NPC470481
0.6828	Remote Similarity	NPC470482
0.6818	Remote Similarity	NPC113455
0.6816	Remote Similarity	NPC14339
0.6802	Remote Similarity	NPC473005
0.6802	Remote Similarity	NPC288759
0.6796	Remote Similarity	NPC33507
0.6782	Remote Similarity	NPC260909
0.678	Remote Similarity	NPC469479
0.6779	Remote Similarity	NPC285622
0.6778	Remote Similarity	NPC476220
0.6778	Remote Similarity	NPC160113
0.6773	Remote Similarity	NPC138615
0.6773	Remote Similarity	NPC218733
0.6773	Remote Similarity	NPC265642
0.6773	Remote Similarity	NPC132874
0.6765	Remote Similarity	NPC139373
0.6762	Remote Similarity	NPC127082
0.6759	Remote Similarity	NPC105055
0.6759	Remote Similarity	NPC22689
0.6758	Remote Similarity	NPC472539
0.6758	Remote Similarity	NPC472540
0.6758	Remote Similarity	NPC470787
0.6756	Remote Similarity	NPC212123
0.6754	Remote Similarity	NPC10732
0.6751	Remote Similarity	NPC223242
0.6744	Remote Similarity	NPC21425
0.6741	Remote Similarity	NPC301292
0.6741	Remote Similarity	NPC313112
0.6735	Remote Similarity	NPC120239
0.6728	Remote Similarity	NPC28510
0.6727	Remote Similarity	NPC472542
0.6727	Remote Similarity	NPC472541
0.6727	Remote Similarity	NPC90967
0.6697	Remote Similarity	NPC234933
0.6696	Remote Similarity	NPC477179
0.6692	Remote Similarity	NPC195788
0.6692	Remote Similarity	NPC237901
0.6681	Remote Similarity	NPC469594
0.6667	Remote Similarity	NPC477178
0.6667	Remote Similarity	NPC304837
0.6667	Remote Similarity	NPC25961
0.6667	Remote Similarity	NPC477181
0.6667	Remote Similarity	NPC476258
0.6667	Remote Similarity	NPC254850
0.6667	Remote Similarity	NPC477180
0.6667	Remote Similarity	NPC474366
0.6667	Remote Similarity	NPC241263
0.6667	Remote Similarity	NPC329830
0.6653	Remote Similarity	NPC477394
0.6652	Remote Similarity	NPC66909
0.6638	Remote Similarity	NPC471197
0.6637	Remote Similarity	NPC477173
0.6637	Remote Similarity	NPC470490
0.6637	Remote Similarity	NPC477174
0.6635	Remote Similarity	NPC129624
0.6622	Remote Similarity	NPC41216
0.662	Remote Similarity	NPC166169
0.6609	Remote Similarity	NPC471198
0.6608	Remote Similarity	NPC478075
0.6608	Remote Similarity	NPC470488
0.6607	Remote Similarity	NPC64576
0.6607	Remote Similarity	NPC201055
0.6607	Remote Similarity	NPC254045
0.6607	Remote Similarity	NPC471489
0.6607	Remote Similarity	NPC151470
0.6606	Remote Similarity	NPC473298
0.6602	Remote Similarity	NPC315498
0.6602	Remote Similarity	NPC230942
0.6597	Remote Similarity	NPC13249
0.6593	Remote Similarity	NPC473422
0.659	Remote Similarity	NPC181928
0.6589	Remote Similarity	NPC327005
0.6587	Remote Similarity	NPC472114
0.6587	Remote Similarity	NPC472115
0.6581	Remote Similarity	NPC475609
0.6579	Remote Similarity	NPC471945
0.6579	Remote Similarity	NPC475259
0.6579	Remote Similarity	NPC471950
0.6579	Remote Similarity	NPC470491
0.6574	Remote Similarity	NPC102760
0.6564	Remote Similarity	NPC225400
0.6559	Remote Similarity	NPC78609
0.6557	Remote Similarity	NPC225857

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 NPC219397 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	213
0.1-0.2	578
0.2-0.3	754
0.3-0.4	1966
0.4-0.5	3003
0.5-0.6	2354
0.6-0.7	282
0.7-0.8	0
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
0.6842	Remote Similarity	NPD5600	Discontinued
0.6833	Remote Similarity	NPD6238	Discontinued
0.6816	Remote Similarity	NPD3298	Approved
0.6787	Remote Similarity	NPD6519	Phase 2
0.6782	Remote Similarity	NPD8460	Approved
0.6782	Remote Similarity	NPD8459	Approved
0.6752	Remote Similarity	NPD3912	Discontinued
0.6745	Remote Similarity	NPD7149	Clinical (unspecified phase)
0.6741	Remote Similarity	NPD6644	Discontinued
0.6728	Remote Similarity	NPD6656	Clinical (unspecified phase)
0.6709	Remote Similarity	NPD6824	Clinical (unspecified phase)
0.6696	Remote Similarity	NPD3591	Approved
0.6696	Remote Similarity	NPD3592	Approved
0.6695	Remote Similarity	NPD3437	Discontinued
0.6692	Remote Similarity	NPD8465	Approved
0.6692	Remote Similarity	NPD8466	Approved
0.6692	Remote Similarity	NPD8467	Approved
0.6682	Remote Similarity	NPD6321	Discontinued
0.6681	Remote Similarity	NPD7178	Clinical (unspecified phase)
0.6681	Remote Similarity	NPD4981	Phase 2
0.6667	Remote Similarity	NPD814	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4465	Phase 2
0.6667	Remote Similarity	NPD4467	Phase 2
0.6667	Remote Similarity	NPD3297	Approved
0.6652	Remote Similarity	NPD2975	Approved
0.6652	Remote Similarity	NPD2973	Approved
0.6652	Remote Similarity	NPD2974	Approved
0.6637	Remote Similarity	NPD7174	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD5620	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD6608	Clinical (unspecified phase)
0.6635	Remote Similarity	NPD3984	Clinical (unspecified phase)
0.6635	Remote Similarity	NPD6457	Approved
0.6635	Remote Similarity	NPD3983	Phase 3
0.662	Remote Similarity	NPD6297	Approved
0.6618	Remote Similarity	NPD4796	Discontinued
0.6607	Remote Similarity	NPD3450	Approved
0.6607	Remote Similarity	NPD2493	Approved
0.6607	Remote Similarity	NPD3452	Approved
0.6607	Remote Similarity	NPD2494	Approved
0.6605	Remote Similarity	NPD4078	Clinical (unspecified phase)
0.6603	Remote Similarity	NPD5186	Approved
0.6603	Remote Similarity	NPD5183	Approved
0.6602	Remote Similarity	NPD1743	Approved
0.6602	Remote Similarity	NPD19	Approved
0.6602	Remote Similarity	NPD1742	Approved
0.6591	Remote Similarity	NPD8425	Approved
0.6591	Remote Similarity	NPD8426	Approved
0.6589	Remote Similarity	NPD8363	Approved
0.6589	Remote Similarity	NPD8364	Approved
0.6584	Remote Similarity	NPD4846	Phase 2
0.6583	Remote Similarity	NPD3442	Approved
0.6583	Remote Similarity	NPD3441	Approved
0.6577	Remote Similarity	NPD7238	Clinical (unspecified phase)
0.6574	Remote Similarity	NPD6851	Approved
0.6574	Remote Similarity	NPD6853	Approved
0.6571	Remote Similarity	NPD7432	Phase 2
0.6567	Remote Similarity	NPD3940	Clinical (unspecified phase)
0.6565	Remote Similarity	NPD8429	Approved
0.6565	Remote Similarity	NPD8427	Approved
0.6565	Remote Similarity	NPD8428	Approved
0.6562	Remote Similarity	NPD4580	Approved
0.6538	Remote Similarity	NPD8365	Clinical (unspecified phase)
0.6532	Remote Similarity	NPD5582	Discontinued
0.6532	Remote Similarity	NPD3964	Approved
0.6529	Remote Similarity	NPD6625	Approved
0.6526	Remote Similarity	NPD3793	Phase 3
0.6526	Remote Similarity	NPD3050	Clinical (unspecified phase)
0.6524	Remote Similarity	NPD8149	Discontinued
0.6522	Remote Similarity	NPD8255	Phase 2
0.652	Remote Similarity	NPD5102	Clinical (unspecified phase)
0.652	Remote Similarity	NPD4582	Approved
0.652	Remote Similarity	NPD4583	Approved
0.6516	Remote Similarity	NPD7048	Phase 3
0.6516	Remote Similarity	NPD5610	Approved
0.6507	Remote Similarity	NPD2042	Clinical (unspecified phase)
0.6507	Remote Similarity	NPD2904	Discontinued
0.6507	Remote Similarity	NPD2041	Clinical (unspecified phase)
0.6507	Remote Similarity	NPD4859	Phase 1
0.6507	Remote Similarity	NPD8027	Approved
0.6504	Remote Similarity	NPD6795	Clinical (unspecified phase)
0.6504	Remote Similarity	NPD3106	Clinical (unspecified phase)
0.6498	Remote Similarity	NPD6021	Clinical (unspecified phase)
0.6498	Remote Similarity	NPD6997	Phase 2
0.6495	Remote Similarity	NPD5900	Clinical (unspecified phase)
0.6494	Remote Similarity	NPD1945	Phase 1
0.6483	Remote Similarity	NPD3783	Clinical (unspecified phase)
0.6479	Remote Similarity	NPD5940	Clinical (unspecified phase)
0.6476	Remote Similarity	NPD4002	Approved
0.6476	Remote Similarity	NPD4004	Approved
0.6473	Remote Similarity	NPD5071	Phase 2
0.6457	Remote Similarity	NPD7667	Clinical (unspecified phase)
0.6453	Remote Similarity	NPD5561	Approved
0.6453	Remote Similarity	NPD5562	Approved
0.6452	Remote Similarity	NPD7280	Phase 3
0.6452	Remote Similarity	NPD7281	Phase 3
0.6452	Remote Similarity	NPD4946	Phase 2
0.6449	Remote Similarity	NPD5334	Clinical (unspecified phase)
0.6449	Remote Similarity	NPD5521	Clinical (unspecified phase)
0.6447	Remote Similarity	NPD4040	Phase 1
0.6441	Remote Similarity	NPD4539	Phase 1
0.6438	Remote Similarity	NPD8103	Clinical (unspecified phase)
0.6438	Remote Similarity	NPD3863	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD6037	Discontinued
0.6425	Remote Similarity	NPD6668	Clinical (unspecified phase)
0.6425	Remote Similarity	NPD5294	Clinical (unspecified phase)
0.6425	Remote Similarity	NPD8240	Discontinued
0.642	Remote Similarity	NPD4885	Approved
0.6419	Remote Similarity	NPD7479	Phase 2
0.6414	Remote Similarity	NPD5433	Clinical (unspecified phase)
0.6411	Remote Similarity	NPD6533	Clinical (unspecified phase)
0.6409	Remote Similarity	NPD4157	Discontinued
0.6406	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6405	Remote Similarity	NPD6199	Discontinued
0.6404	Remote Similarity	NPD7064	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD4492	Approved
0.6395	Remote Similarity	NPD4494	Approved
0.6394	Remote Similarity	NPD5967	Approved
0.6389	Remote Similarity	NPD5482	Discontinued
0.6389	Remote Similarity	NPD6654	Clinical (unspecified phase)
0.6382	Remote Similarity	NPD6982	Phase 2
0.638	Remote Similarity	NPD5896	Clinical (unspecified phase)
0.6376	Remote Similarity	NPD3946	Clinical (unspecified phase)
0.6372	Remote Similarity	NPD5547	Clinical (unspecified phase)
0.6372	Remote Similarity	NPD42	Phase 2
0.6372	Remote Similarity	NPD6042	Phase 2
0.6372	Remote Similarity	NPD6874	Approved
0.6371	Remote Similarity	NPD2899	Discontinued
0.6367	Remote Similarity	NPD8461	Discontinued
0.6364	Remote Similarity	NPD4154	Approved
0.636	Remote Similarity	NPD8311	Discontinued
0.6356	Remote Similarity	NPD3949	Clinical (unspecified phase)
0.6352	Remote Similarity	NPD4206	Approved
0.6351	Remote Similarity	NPD3808	Clinical (unspecified phase)
0.6351	Remote Similarity	NPD2490	Approved
0.6351	Remote Similarity	NPD2488	Approved
0.6349	Remote Similarity	NPD3263	Phase 3
0.6339	Remote Similarity	NPD4771	Phase 2
0.6338	Remote Similarity	NPD2215	Approved
0.6338	Remote Similarity	NPD2216	Approved
0.6338	Remote Similarity	NPD8051	Clinical (unspecified phase)
0.6333	Remote Similarity	NPD7278	Phase 2
0.6333	Remote Similarity	NPD7279	Phase 2
0.6332	Remote Similarity	NPD7597	Clinical (unspecified phase)
0.6331	Remote Similarity	NPD7025	Clinical (unspecified phase)
0.633	Remote Similarity	NPD7132	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD8489	Phase 1
0.6327	Remote Similarity	NPD4373	Phase 2
0.6326	Remote Similarity	NPD5603	Clinical (unspecified phase)
0.6323	Remote Similarity	NPD3601	Discontinued
0.6323	Remote Similarity	NPD5937	Approved
0.632	Remote Similarity	NPD7583	Approved
0.6316	Remote Similarity	NPD7566	Clinical (unspecified phase)
0.6313	Remote Similarity	NPD6211	Clinical (unspecified phase)
0.6307	Remote Similarity	NPD7821	Clinical (unspecified phase)
0.6301	Remote Similarity	NPD2971	Approved
0.6301	Remote Similarity	NPD2968	Approved
0.63	Remote Similarity	NPD7811	Phase 3
0.63	Remote Similarity	NPD7810	Phase 3
0.6298	Remote Similarity	NPD4455	Discontinued
0.6293	Remote Similarity	NPD2907	Approved
0.6293	Remote Similarity	NPD2916	Discontinued
0.6293	Remote Similarity	NPD7585	Approved
0.6293	Remote Similarity	NPD2906	Approved
0.6293	Remote Similarity	NPD3472	Approved
0.6293	Remote Similarity	NPD4022	Approved
0.6293	Remote Similarity	NPD4082	Approved
0.629	Remote Similarity	NPD3120	Approved
0.629	Remote Similarity	NPD3119	Phase 1
0.6281	Remote Similarity	NPD7186	Phase 3
0.6279	Remote Similarity	NPD7449	Clinical (unspecified phase)
0.6273	Remote Similarity	NPD8167	Discontinued
0.6272	Remote Similarity	NPD6612	Phase 2
0.627	Remote Similarity	NPD7589	Clinical (unspecified phase)
0.627	Remote Similarity	NPD4952	Phase 3
0.627	Remote Similarity	NPD8359	Phase 2
0.6266	Remote Similarity	NPD7820	Phase 3
0.6265	Remote Similarity	NPD8017	Clinical (unspecified phase)
0.6265	Remote Similarity	NPD8016	Phase 3
0.6262	Remote Similarity	NPD2388	Discontinued
0.6261	Remote Similarity	NPD1339	Discontinued
0.6261	Remote Similarity	NPD6835	Approved
0.6256	Remote Similarity	NPD3141	Discontinued
0.6256	Remote Similarity	NPD7190	Clinical (unspecified phase)
0.6255	Remote Similarity	NPD3888	Discontinued
0.625	Remote Similarity	NPD4596	Phase 1
0.625	Remote Similarity	NPD4923	Phase 1
0.625	Remote Similarity	NPD6072	Discontinued
0.625	Remote Similarity	NPD7584	Approved
0.625	Remote Similarity	NPD3479	Discontinued
0.6245	Remote Similarity	NPD7047	Phase 3
0.6245	Remote Similarity	NPD7284	Clinical (unspecified phase)
0.6245	Remote Similarity	NPD3416	Discontinued
0.6244	Remote Similarity	NPD4986	Clinical (unspecified phase)
0.6244	Remote Similarity	NPD6340	Approved
0.6244	Remote Similarity	NPD6339	Approved
0.6239	Remote Similarity	NPD3372	Discontinued
0.6239	Remote Similarity	NPD5645	Phase 3
0.6237	Remote Similarity	NPD8310	Clinical (unspecified phase)
0.6234	Remote Similarity	NPD5496	Approved
0.6233	Remote Similarity	NPD2845	Phase 2

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data