NPASS Compound

Structure

CID35109 OpenBabel06191715362D 49 56 0 0 1 0 0 0 0 0999 V2000 -8.2018 1.9881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8112 3.1216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2520 1.6358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7202 5.0064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2764 -0.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5570 -2.2982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6047 0.7643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4882 2.6887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -3.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6287 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5977 1.8857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5247 2.4210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9644 0.9340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0511 4.2633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -2.6691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9511 -1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2514 -2.7737 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6342 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2219 0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6831 1.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8171 -0.1910 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7128 -0.0338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0850 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0850 -0.1910 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3331 -0.5596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3087 -1.3724 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.2747 1.4527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9283 1.2000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 0.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6581 -1.8601 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6342 1.6180 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9271 4.4712 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2466 -0.1529 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1963 -1.8330 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9883 0.7521 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1799 2.1679 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1802 2.5090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6407 0.4982 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 3.3122 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3112 1.1851 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 1 8 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 7 46 1 0 0 0 0 8 15 2 0 0 0 0 9 21 1 0 0 0 0 10 19 1 0 0 0 0 10 26 1 0 0 0 0 11 23 1 0 0 0 0 11 24 1 0 0 0 0 12 22 1 0 0 0 0 12 25 1 0 0 0 0 13 20 1 0 0 0 0 13 47 1 0 0 0 0 14 37 1 0 0 0 0 14 48 1 0 0 0 0 15 32 1 0 0 0 0 16 27 2 0 0 0 0 16 33 1 0 0 0 0 17 39 2 0 0 0 0 17 47 1 0 0 0 0 18 9 1 6 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 28 2 0 0 0 0 20 22 2 0 0 0 0 20 34 1 0 0 0 0 21 36 1 6 0 0 0 23 24 1 0 0 0 0 23 35 1 6 0 0 0 24 37 1 6 0 0 0 25 35 1 6 0 0 0 25 37 1 0 0 0 0 26 35 1 1 0 0 0 26 38 1 0 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 28 29 1 0 0 0 0 28 36 1 0 0 0 0 29 38 1 1 0 0 0 30 31 1 0 0 0 0 30 40 2 0 0 0 0 31 36 1 6 0 0 0 31 41 1 0 0 0 0 32 42 2 0 0 0 0 32 48 1 0 0 0 0 33 43 2 0 0 0 0 33 46 1 0 0 0 0 34 44 2 0 0 0 0 34 49 1 0 0 0 0 35 5 1 6 0 0 0 36 6 1 6 0 0 0 37 45 1 6 0 0 0 38 22 1 1 0 0 0 38 49 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	676.29
Volume:	670.317
LogP:	3.439
LogD:	2.437
LogS:	-4.761
# Rotatable Bonds:	10
TPSA:	159.57
# H-Bond Aceptor:	11
# H-Bond Donor:	1
# Rings:	8
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.139
Synthetic Accessibility Score:	6.716
Fsp3:	0.684
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.336
MDCK Permeability:	9.306997526437044e-05
Pgp-inhibitor:	0.999
Pgp-substrate:	0.862
Human Intestinal Absorption (HIA):	0.054
20% Bioavailability (F20%):	0.993
30% Bioavailability (F30%):	0.988

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.879
Plasma Protein Binding (PPB):	64.39659118652344%
Volume Distribution (VD):	0.662
Pgp-substrate:	22.13786506652832%

ADMET: Metabolism

CYP1A2-inhibitor:	0.018
CYP1A2-substrate:	0.898
CYP2C19-inhibitor:	0.392
CYP2C19-substrate:	0.64
CYP2C9-inhibitor:	0.211
CYP2C9-substrate:	0.007
CYP2D6-inhibitor:	0.007
CYP2D6-substrate:	0.022
CYP3A4-inhibitor:	0.93
CYP3A4-substrate:	0.772

ADMET: Excretion

Clearance (CL):	11.507
Half-life (T1/2):	0.005

ADMET: Toxicity

hERG Blockers:	0.27
Human Hepatotoxicity (H-HT):	0.139
Drug-inuced Liver Injury (DILI):	0.37
AMES Toxicity:	0.008
Rat Oral Acute Toxicity:	0.288
Maximum Recommended Daily Dose:	0.947
Skin Sensitization:	0.383
Carcinogencity:	0.217
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.983

Download Data

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

Natural Product: NPC35109

Natural Product ID:	NPC35109
*Common Name:**	WZKZSZYDBUUHLB-IBBKUXAASA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	WZKZSZYDBUUHLB-IBBKUXAASA-N
Standard InCHI:	InChI=1S/C38H44O11/c1-8-15(2)32(42)48-14-37(45)24-11-23(24)35(5)25(37)12-22-20(13-47-17(4)39)34(44)49-38(22)26(35)10-19-18-9-21(18)36(6)28(19)29(38)27(30(40)31(36)41)16(3)33(43)46-7/h8,18,21,23-26,29,31,41,45H,9-14H2,1-7H3/b15-8+,27-16-/t18-,21-,23-,24+,25-,26+,29+,31+,35+,36+,37+,38+/m1/s1
SMILES:	COC(=O)/C(=C/1C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C(=C5C[C@@H]1[C@]4(C)[C@@H]3C[C@@H]3[C@@]1(O)COC(=O)/C(=C/C)/C)COC(=O)C)[C@@H]1[C@H]2C1)C)/C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2229596
PubChem CID:	44207635
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	Spanish		DOI[10.1021/jf00010a019]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	n.a.	Italy		DOI[10.1021/jf00016a013]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		DOI[10.1021/jf00016a013]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	n.a.	Germany		DOI[10.1021/jf00016a013]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	Turkey		DOI[10.1111/j.1745-4557.2003.tb00250.x]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		DOI[10.17660/ActaHortic.2003.610.16]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[10794642]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[10820090]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[11754554]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[15315387]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[16076125]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[16920856]
NPO21178	Chloranthus serratus	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19053511]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[19358604]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[21190690]
NPO21178	Chloranthus serratus	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22372956]
NPO6674	Burkholderia ambifaria	Species	Burkholderiaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22988812]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[23394984]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	n.a.	Germany		PMID[23394984]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	n.a.	New Zealand		PMID[23394984]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[2413754]
NPO17386	Securidaca longepedunculata	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24216090]
NPO21178	Chloranthus serratus	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27588583]
NPO15190	Chloranthus fortunei	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27997206]
NPO11257	Momordica dioica	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30673219]
NPO21178	Chloranthus serratus	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30724564]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	Fruits	n.a.		PMID[9542132]
NPO11097	Lepidium apetalum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21178	Chloranthus serratus	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21178	Chloranthus serratus	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11097	Lepidium apetalum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11257	Momordica dioica	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11097	Lepidium apetalum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11257	Momordica dioica	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21178	Chloranthus serratus	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11097	Lepidium apetalum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11257	Momordica dioica	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9512	Phlomis fruticosa	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21178	Chloranthus serratus	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12891	Minasia alpestris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11097	Lepidium apetalum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1185	Stereocaulon strictum	Species	Stereocaulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6674	Burkholderia ambifaria	Species	Burkholderiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO468	Dryopteris oligophlebia	Species	Dryopteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9928	Cephalaria cilicica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9040	Elsinoe annonae	Species	Elsinoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17386	Securidaca longepedunculata	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11815	Mikania hirsutissima	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19898	Stevia lucida	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15190	Chloranthus fortunei	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16164	Podocarpus urbani	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12998	Salvia rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10399	Manfreda virginica	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO936	Pinalia spicata	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7048	Eucalyptus rariflora	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2300	Actinidia deliciosa	Species	Actinidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12192	Coronilla scorpioides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9307	Ficus indica	Species	Ficidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5013	Loranthus spicatus	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7345	Ptilonia magellanica	Species	Bonnemaisoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5392	Pachycereus pecten-aboriginum	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8484	Codonopsis lanceolata	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5827	Dalea tuberculata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6256	Eucalyptus umbra	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10738	Cotoneaster horizontalis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3740	Trisetum flavescens	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11555	Pterocaulon purpurascens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3385	Cassine transvaalensis	Species	Celastraceae	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	2
MIC	14
Others	20

Activity Type	# Activity
Cell Line	2
Organism	33
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1374	Cell Line	WI-38	Homo sapiens	IC50	=	160.0	nM	PMID[559037]
NPT113	Cell Line	RAW264.7	Mus musculus	Activity	<	50.0	%	PMID[559038]
NPT2564	Organism	Blumeria graminis	Blumeria graminis	Efficacy	=	17.0	%	PMID[559036]
NPT2564	Organism	Blumeria graminis	Blumeria graminis	Efficacy	=	0.0	%	PMID[559036]
NPT829	Organism	Puccinia recondita	Puccinia recondita	Efficacy	=	100.0	%	PMID[559036]
NPT829	Organism	Puccinia recondita	Puccinia recondita	Efficacy	=	87.0	%	PMID[559036]
NPT829	Organism	Puccinia recondita	Puccinia recondita	Efficacy	=	80.0	%	PMID[559036]
NPT825	Organism	Phytophthora infestans	Phytophthora infestans	Efficacy	=	93.0	%	PMID[559036]
NPT825	Organism	Phytophthora infestans	Phytophthora infestans	Efficacy	=	91.0	%	PMID[559036]
NPT825	Organism	Phytophthora infestans	Phytophthora infestans	Efficacy	=	29.0	%	PMID[559036]
NPT635	Organism	Botryotinia fuckeliana	Botryotinia fuckeliana	Efficacy	=	36.0	%	PMID[559036]
NPT635	Organism	Botryotinia fuckeliana	Botryotinia fuckeliana	Efficacy	=	14.0	%	PMID[559036]
NPT635	Organism	Botryotinia fuckeliana	Botryotinia fuckeliana	Efficacy	=	7.2	%	PMID[559036]
NPT724	Organism	Corticium	Corticium	Efficacy	=	69.0	%	PMID[559036]
NPT724	Organism	Corticium	Corticium	Efficacy	=	50.0	%	PMID[559036]
NPT1198	Organism	Magnaporthe grisea	Magnaporthe grisea	Efficacy	=	72.0	%	PMID[559036]
NPT1198	Organism	Magnaporthe grisea	Magnaporthe grisea	Efficacy	=	50.0	%	PMID[559036]
NPT1198	Organism	Magnaporthe grisea	Magnaporthe grisea	Efficacy	=	67.0	%	PMID[559036]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	MIC	=	16.0	ug.mL-1	PMID[559036]
NPT186	Organism	Candida tropicalis	Candida tropicalis	MIC	>	128.0	ug.mL-1	PMID[559036]
NPT187	Organism	Issatchenkia orientalis	Pichia kudriavzevii	MIC	=	128.0	ug.mL-1	PMID[559036]
NPT820	Organism	Clavispora lusitaniae	Clavispora lusitaniae	MIC	=	128.0	ug.mL-1	PMID[559036]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	8.0	ug.mL-1	PMID[559036]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	64.0	ug.mL-1	PMID[559036]
NPT529	Organism	Rhizoctonia solani	Rhizoctonia solani	MIC	=	16.0	ug.mL-1	PMID[559036]
NPT2527	Organism	Pythium ultimum	Pythium ultimum	MIC	=	1.0	ug.mL-1	PMID[559036]
NPT825	Organism	Phytophthora infestans	Phytophthora infestans	MIC	=	32.0	ug.mL-1	PMID[559036]
NPT1198	Organism	Magnaporthe grisea	Magnaporthe grisea	MIC	=	4.0	ug.mL-1	PMID[559036]
NPT637	Organism	Fusarium oxysporum	Fusarium oxysporum	MIC	=	16.0	ug.mL-1	PMID[559036]
NPT2637	Organism	Colletotrichum lagenarium	Colletotrichum lagenarium	MIC	=	8.0	ug.mL-1	PMID[559036]
NPT635	Organism	Botryotinia fuckeliana	Botryotinia fuckeliana	MIC	=	8.0	ug.mL-1	PMID[559036]
NPT2638	Organism	Alternaria kikuchiana	Alternaria kikuchiana	MIC	=	8.0	ug.mL-1	PMID[559036]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	13.0	nM	PMID[559037]
NPT2	Others	Unspecified		Ratio IC50	=	12.0	n.a.	PMID[559037]

☑ 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 NPC35109 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	293
0.1-0.2	1628
0.2-0.3	4803
0.3-0.4	8543
0.4-0.5	12420
0.5-0.6	7038
0.6-0.7	5879
0.7-0.8	1909
0.8-0.85	132
0.85-0.9	24
0.9-0.95	5
0.95-1	23

Similarity Score	Similarity Level	Natural Product ID
0.9916	High Similarity	NPC220757
0.9916	High Similarity	NPC196921
0.9833	High Similarity	NPC34963
0.9752	High Similarity	NPC469673
0.9752	High Similarity	NPC58029
0.975	High Similarity	NPC279478
0.975	High Similarity	NPC241935
0.9746	High Similarity	NPC15095
0.9672	High Similarity	NPC476823
0.916	High Similarity	NPC17938
0.8968	High Similarity	NPC469674
0.8779	High Similarity	NPC25887
0.8595	High Similarity	NPC239273
0.8583	High Similarity	NPC231529
0.8571	High Similarity	NPC470063
0.8571	High Similarity	NPC470426
0.8561	High Similarity	NPC476825
0.856	High Similarity	NPC8374
0.8548	High Similarity	NPC470265
0.8548	High Similarity	NPC23786
0.8527	High Similarity	NPC327664
0.8527	High Similarity	NPC476097
0.8527	High Similarity	NPC470427
0.8527	High Similarity	NPC24599
0.8525	High Similarity	NPC257457
0.8525	High Similarity	NPC311554
0.8492	Intermediate Similarity	NPC63186
0.848	Intermediate Similarity	NPC120724
0.8468	Intermediate Similarity	NPC67569
0.8462	Intermediate Similarity	NPC60150
0.8462	Intermediate Similarity	NPC192334
0.8455	Intermediate Similarity	NPC264954
0.845	Intermediate Similarity	NPC476824
0.8438	Intermediate Similarity	NPC471407
0.8438	Intermediate Similarity	NPC470880
0.8438	Intermediate Similarity	NPC134902
0.8425	Intermediate Similarity	NPC473265
0.8425	Intermediate Similarity	NPC473253
0.8425	Intermediate Similarity	NPC287423
0.8425	Intermediate Similarity	NPC470882
0.8413	Intermediate Similarity	NPC8369
0.8403	Intermediate Similarity	NPC179642
0.84	Intermediate Similarity	NPC153700
0.84	Intermediate Similarity	NPC88326
0.84	Intermediate Similarity	NPC269642
0.8387	Intermediate Similarity	NPC474370
0.8372	Intermediate Similarity	NPC254823
0.8361	Intermediate Similarity	NPC148458
0.8359	Intermediate Similarity	NPC311534
0.8359	Intermediate Similarity	NPC236999
0.8346	Intermediate Similarity	NPC473635
0.8333	Intermediate Similarity	NPC11895
0.8333	Intermediate Similarity	NPC129992
0.8333	Intermediate Similarity	NPC469789
0.8308	Intermediate Similarity	NPC471855
0.8293	Intermediate Similarity	NPC284068
0.8293	Intermediate Similarity	NPC470493
0.8293	Intermediate Similarity	NPC140055
0.8293	Intermediate Similarity	NPC312824
0.8293	Intermediate Similarity	NPC470492
0.8293	Intermediate Similarity	NPC471854
0.8293	Intermediate Similarity	NPC286528
0.8293	Intermediate Similarity	NPC183580
0.8293	Intermediate Similarity	NPC20302
0.8293	Intermediate Similarity	NPC167606
0.8281	Intermediate Similarity	NPC42399
0.8268	Intermediate Similarity	NPC172154
0.8268	Intermediate Similarity	NPC81736
0.8268	Intermediate Similarity	NPC473255
0.8264	Intermediate Similarity	NPC100267
0.8264	Intermediate Similarity	NPC475524
0.8264	Intermediate Similarity	NPC280782
0.8254	Intermediate Similarity	NPC162009
0.8254	Intermediate Similarity	NPC170538
0.8254	Intermediate Similarity	NPC222688
0.8254	Intermediate Similarity	NPC257017
0.825	Intermediate Similarity	NPC475134
0.825	Intermediate Similarity	NPC475563
0.8244	Intermediate Similarity	NPC88668
0.824	Intermediate Similarity	NPC472004
0.8226	Intermediate Similarity	NPC709
0.8226	Intermediate Similarity	NPC118638
0.8226	Intermediate Similarity	NPC475372
0.8226	Intermediate Similarity	NPC50774
0.8211	Intermediate Similarity	NPC270958
0.8203	Intermediate Similarity	NPC293112
0.8197	Intermediate Similarity	NPC202889
0.8189	Intermediate Similarity	NPC472399
0.8189	Intermediate Similarity	NPC473979
0.8182	Intermediate Similarity	NPC473921
0.8182	Intermediate Similarity	NPC475668
0.8182	Intermediate Similarity	NPC475480
0.8182	Intermediate Similarity	NPC471234
0.8175	Intermediate Similarity	NPC471999
0.8175	Intermediate Similarity	NPC46570
0.8175	Intermediate Similarity	NPC472000
0.8175	Intermediate Similarity	NPC52839
0.8168	Intermediate Similarity	NPC231240
0.816	Intermediate Similarity	NPC475041
0.816	Intermediate Similarity	NPC312536
0.816	Intermediate Similarity	NPC475520
0.816	Intermediate Similarity	NPC472933
0.8154	Intermediate Similarity	NPC473593
0.8154	Intermediate Similarity	NPC476966
0.8145	Intermediate Similarity	NPC475323
0.8145	Intermediate Similarity	NPC473656
0.814	Intermediate Similarity	NPC298841
0.813	Intermediate Similarity	NPC147912
0.813	Intermediate Similarity	NPC67259
0.813	Intermediate Similarity	NPC178289
0.8125	Intermediate Similarity	NPC469790
0.8125	Intermediate Similarity	NPC3381
0.8125	Intermediate Similarity	NPC226049
0.8115	Intermediate Similarity	NPC71348
0.8115	Intermediate Similarity	NPC317687
0.811	Intermediate Similarity	NPC19464
0.811	Intermediate Similarity	NPC107493
0.8106	Intermediate Similarity	NPC316915
0.8095	Intermediate Similarity	NPC157252
0.8095	Intermediate Similarity	NPC109973
0.8095	Intermediate Similarity	NPC471128
0.8095	Intermediate Similarity	NPC476961
0.8095	Intermediate Similarity	NPC145182
0.8095	Intermediate Similarity	NPC471126
0.8092	Intermediate Similarity	NPC173347
0.8083	Intermediate Similarity	NPC472825
0.808	Intermediate Similarity	NPC475401
0.808	Intermediate Similarity	NPC329736
0.808	Intermediate Similarity	NPC473720
0.808	Intermediate Similarity	NPC186525
0.8077	Intermediate Similarity	NPC473620
0.8065	Intermediate Similarity	NPC49492
0.8065	Intermediate Similarity	NPC469794
0.8065	Intermediate Similarity	NPC196931
0.8065	Intermediate Similarity	NPC266728
0.8065	Intermediate Similarity	NPC470075
0.8065	Intermediate Similarity	NPC72772
0.8062	Intermediate Similarity	NPC222307
0.8049	Intermediate Similarity	NPC250109
0.8049	Intermediate Similarity	NPC962
0.8049	Intermediate Similarity	NPC52634
0.8049	Intermediate Similarity	NPC474937
0.8049	Intermediate Similarity	NPC472926
0.8049	Intermediate Similarity	NPC477126
0.8049	Intermediate Similarity	NPC122056
0.8047	Intermediate Similarity	NPC84865
0.8047	Intermediate Similarity	NPC204812
0.8047	Intermediate Similarity	NPC473802
0.8033	Intermediate Similarity	NPC317107
0.8031	Intermediate Similarity	NPC470921
0.8031	Intermediate Similarity	NPC470878
0.8031	Intermediate Similarity	NPC472001
0.8031	Intermediate Similarity	NPC472401
0.8031	Intermediate Similarity	NPC473256
0.8017	Intermediate Similarity	NPC472216
0.8017	Intermediate Similarity	NPC475065
0.8017	Intermediate Similarity	NPC284828
0.8017	Intermediate Similarity	NPC173905
0.8017	Intermediate Similarity	NPC5475
0.8016	Intermediate Similarity	NPC255081
0.8016	Intermediate Similarity	NPC473203
0.8016	Intermediate Similarity	NPC275696
0.8016	Intermediate Similarity	NPC471108
0.8016	Intermediate Similarity	NPC476960
0.8016	Intermediate Similarity	NPC477092
0.8016	Intermediate Similarity	NPC42673
0.8016	Intermediate Similarity	NPC61520
0.8016	Intermediate Similarity	NPC5989
0.8016	Intermediate Similarity	NPC9674
0.8016	Intermediate Similarity	NPC5991
0.8016	Intermediate Similarity	NPC5292
0.8016	Intermediate Similarity	NPC469380
0.8016	Intermediate Similarity	NPC22628
0.8016	Intermediate Similarity	NPC19028
0.8015	Intermediate Similarity	NPC221414
0.8	Intermediate Similarity	NPC117702
0.8	Intermediate Similarity	NPC475305
0.8	Intermediate Similarity	NPC243065
0.8	Intermediate Similarity	NPC472927
0.8	Intermediate Similarity	NPC131665
0.8	Intermediate Similarity	NPC146456
0.8	Intermediate Similarity	NPC255387
0.8	Intermediate Similarity	NPC471357
0.8	Intermediate Similarity	NPC472934
0.8	Intermediate Similarity	NPC469757
0.7984	Intermediate Similarity	NPC473709
0.7984	Intermediate Similarity	NPC473919
0.7984	Intermediate Similarity	NPC474872
0.7984	Intermediate Similarity	NPC470494
0.7984	Intermediate Similarity	NPC241456
0.7984	Intermediate Similarity	NPC470922
0.7984	Intermediate Similarity	NPC24651
0.7984	Intermediate Similarity	NPC32868
0.7984	Intermediate Similarity	NPC145238
0.7967	Intermediate Similarity	NPC89227
0.7967	Intermediate Similarity	NPC265499
0.7967	Intermediate Similarity	NPC221144
0.7967	Intermediate Similarity	NPC269530
0.7967	Intermediate Similarity	NPC101825
0.7967	Intermediate Similarity	NPC475391

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 NPC35109 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	248
0.1-0.2	1854
0.2-0.3	3864
0.3-0.4	2085
0.4-0.5	630
0.5-0.6	229
0.6-0.7	156
0.7-0.8	83
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8293	Intermediate Similarity	NPD7115	Discovery
0.8095	Intermediate Similarity	NPD6319	Approved
0.7967	Intermediate Similarity	NPD8297	Approved
0.7879	Intermediate Similarity	NPD7319	Approved
0.7863	Intermediate Similarity	NPD7078	Approved
0.7846	Intermediate Similarity	NPD7492	Approved
0.7812	Intermediate Similarity	NPD6054	Approved
0.7803	Intermediate Similarity	NPD7736	Approved
0.7786	Intermediate Similarity	NPD6616	Approved
0.7786	Intermediate Similarity	NPD7507	Approved
0.776	Intermediate Similarity	NPD4632	Approved
0.7742	Intermediate Similarity	NPD6649	Approved
0.7742	Intermediate Similarity	NPD6650	Approved
0.7727	Intermediate Similarity	NPD8293	Discontinued
0.7724	Intermediate Similarity	NPD6372	Approved
0.7724	Intermediate Similarity	NPD6373	Approved
0.7705	Intermediate Similarity	NPD7899	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD6370	Approved
0.7674	Intermediate Similarity	NPD6059	Approved
0.7661	Intermediate Similarity	NPD6371	Approved
0.7642	Intermediate Similarity	NPD7320	Approved
0.7642	Intermediate Similarity	NPD6899	Approved
0.7642	Intermediate Similarity	NPD6881	Approved
0.7634	Intermediate Similarity	NPD7604	Phase 2
0.7623	Intermediate Similarity	NPD5739	Approved
0.7623	Intermediate Similarity	NPD6675	Approved
0.7623	Intermediate Similarity	NPD7128	Approved
0.7623	Intermediate Similarity	NPD6402	Approved
0.7615	Intermediate Similarity	NPD8033	Approved
0.7615	Intermediate Similarity	NPD6016	Approved
0.7615	Intermediate Similarity	NPD6015	Approved
0.76	Intermediate Similarity	NPD8130	Phase 1
0.7581	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7563	Intermediate Similarity	NPD7638	Approved
0.7561	Intermediate Similarity	NPD5697	Approved
0.7557	Intermediate Similarity	NPD5988	Approved
0.754	Intermediate Similarity	NPD6882	Approved
0.7538	Intermediate Similarity	NPD8377	Approved
0.7538	Intermediate Similarity	NPD8294	Approved
0.752	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.752	Intermediate Similarity	NPD6883	Approved
0.752	Intermediate Similarity	NPD7102	Approved
0.752	Intermediate Similarity	NPD7290	Approved
0.752	Intermediate Similarity	NPD4634	Approved
0.7519	Intermediate Similarity	NPD7327	Approved
0.7519	Intermediate Similarity	NPD7328	Approved
0.75	Intermediate Similarity	NPD7640	Approved
0.75	Intermediate Similarity	NPD7639	Approved
0.7481	Intermediate Similarity	NPD8380	Approved
0.7481	Intermediate Similarity	NPD8296	Approved
0.7481	Intermediate Similarity	NPD8378	Approved
0.7481	Intermediate Similarity	NPD8379	Approved
0.7481	Intermediate Similarity	NPD8335	Approved
0.748	Intermediate Similarity	NPD6008	Approved
0.7479	Intermediate Similarity	NPD6084	Phase 2
0.7479	Intermediate Similarity	NPD6083	Phase 2
0.7462	Intermediate Similarity	NPD7516	Approved
0.746	Intermediate Similarity	NPD6847	Approved
0.746	Intermediate Similarity	NPD6869	Approved
0.746	Intermediate Similarity	NPD6617	Approved
0.7442	Intermediate Similarity	NPD6009	Approved
0.744	Intermediate Similarity	NPD6013	Approved
0.744	Intermediate Similarity	NPD6012	Approved
0.744	Intermediate Similarity	NPD6014	Approved
0.7419	Intermediate Similarity	NPD5701	Approved
0.7417	Intermediate Similarity	NPD4225	Approved
0.736	Intermediate Similarity	NPD6011	Approved
0.736	Intermediate Similarity	NPD6686	Approved
0.7348	Intermediate Similarity	NPD5983	Phase 2
0.7311	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.728	Intermediate Similarity	NPD5954	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD5696	Approved
0.7259	Intermediate Similarity	NPD6336	Discontinued
0.7239	Intermediate Similarity	NPD8328	Phase 3
0.7236	Intermediate Similarity	NPD5211	Phase 2
0.7227	Intermediate Similarity	NPD6001	Approved
0.7222	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7218	Intermediate Similarity	NPD7503	Approved
0.7213	Intermediate Similarity	NPD5286	Approved
0.7213	Intermediate Similarity	NPD5285	Approved
0.7213	Intermediate Similarity	NPD4696	Approved
0.719	Intermediate Similarity	NPD4755	Approved
0.7188	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD5695	Phase 3
0.7153	Intermediate Similarity	NPD6033	Approved
0.7143	Intermediate Similarity	NPD6412	Phase 2
0.7132	Intermediate Similarity	NPD6053	Discontinued
0.712	Intermediate Similarity	NPD5141	Approved
0.7099	Intermediate Similarity	NPD6274	Approved
0.7097	Intermediate Similarity	NPD4633	Approved
0.7097	Intermediate Similarity	NPD5226	Approved
0.7097	Intermediate Similarity	NPD5224	Approved
0.7097	Intermediate Similarity	NPD5225	Approved
0.7073	Intermediate Similarity	NPD4700	Approved
0.7068	Intermediate Similarity	NPD7100	Approved
0.7068	Intermediate Similarity	NPD7101	Approved
0.7059	Intermediate Similarity	NPD5693	Phase 1
0.704	Intermediate Similarity	NPD5174	Approved
0.704	Intermediate Similarity	NPD5175	Approved
0.7034	Intermediate Similarity	NPD4753	Phase 2
0.7025	Intermediate Similarity	NPD5210	Approved
0.7025	Intermediate Similarity	NPD4629	Approved
0.7016	Intermediate Similarity	NPD5223	Approved
0.7	Intermediate Similarity	NPD6399	Phase 3
0.6992	Remote Similarity	NPD6335	Approved
0.6963	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.696	Remote Similarity	NPD7632	Discontinued
0.6953	Remote Similarity	NPD4730	Approved
0.6953	Remote Similarity	NPD4729	Approved
0.6947	Remote Similarity	NPD8133	Approved
0.6929	Remote Similarity	NPD4768	Approved
0.6929	Remote Similarity	NPD4767	Approved
0.6917	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD6317	Approved
0.6891	Remote Similarity	NPD6080	Approved
0.6891	Remote Similarity	NPD6673	Approved
0.6891	Remote Similarity	NPD6904	Approved
0.6866	Remote Similarity	NPD6313	Approved
0.6866	Remote Similarity	NPD6314	Approved
0.686	Remote Similarity	NPD4202	Approved
0.6846	Remote Similarity	NPD5248	Approved
0.6846	Remote Similarity	NPD5247	Approved
0.6846	Remote Similarity	NPD5249	Phase 3
0.6846	Remote Similarity	NPD5251	Approved
0.6846	Remote Similarity	NPD5250	Approved
0.6838	Remote Similarity	NPD6908	Approved
0.6838	Remote Similarity	NPD6909	Approved
0.6833	Remote Similarity	NPD5785	Approved
0.6829	Remote Similarity	NPD4697	Phase 3
0.6829	Remote Similarity	NPD5221	Approved
0.6829	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD5222	Approved
0.6822	Remote Similarity	NPD5128	Approved
0.6809	Remote Similarity	NPD5956	Approved
0.6807	Remote Similarity	NPD5737	Approved
0.6807	Remote Similarity	NPD6672	Approved
0.6807	Remote Similarity	NPD6903	Approved
0.6803	Remote Similarity	NPD7748	Approved
0.678	Remote Similarity	NPD7521	Approved
0.678	Remote Similarity	NPD7146	Approved
0.678	Remote Similarity	NPD6684	Approved
0.678	Remote Similarity	NPD3618	Phase 1
0.678	Remote Similarity	NPD7334	Approved
0.678	Remote Similarity	NPD5330	Approved
0.678	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.678	Remote Similarity	NPD6409	Approved
0.6777	Remote Similarity	NPD6079	Approved
0.6774	Remote Similarity	NPD5173	Approved
0.6774	Remote Similarity	NPD7902	Approved
0.6772	Remote Similarity	NPD4754	Approved
0.6769	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6761	Remote Similarity	NPD7260	Phase 2
0.675	Remote Similarity	NPD5328	Approved
0.6746	Remote Similarity	NPD5344	Discontinued
0.6716	Remote Similarity	NPD6868	Approved
0.6715	Remote Similarity	NPD6921	Approved
0.6715	Remote Similarity	NPD8513	Phase 3
0.6715	Remote Similarity	NPD8516	Approved
0.6715	Remote Similarity	NPD8517	Approved
0.6715	Remote Similarity	NPD8515	Approved
0.6712	Remote Similarity	NPD6334	Approved
0.6712	Remote Similarity	NPD6333	Approved
0.6695	Remote Similarity	NPD5329	Approved
0.6694	Remote Similarity	NPD46	Approved
0.6694	Remote Similarity	NPD6698	Approved
0.6691	Remote Similarity	NPD4522	Approved
0.6667	Remote Similarity	NPD5215	Approved
0.6667	Remote Similarity	NPD5216	Approved
0.6667	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5217	Approved
0.6639	Remote Similarity	NPD7515	Phase 2
0.6639	Remote Similarity	NPD6098	Approved
0.6639	Remote Similarity	NPD6050	Approved
0.6619	Remote Similarity	NPD6067	Discontinued
0.661	Remote Similarity	NPD3133	Approved
0.661	Remote Similarity	NPD4197	Approved
0.661	Remote Similarity	NPD3665	Phase 1
0.661	Remote Similarity	NPD3666	Approved
0.661	Remote Similarity	NPD4786	Approved
0.6597	Remote Similarity	NPD6845	Suspended
0.6591	Remote Similarity	NPD5169	Approved
0.6591	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD5135	Approved
0.6566	Remote Similarity	NPD7799	Discontinued
0.6557	Remote Similarity	NPD5692	Phase 3
0.6541	Remote Similarity	NPD5127	Approved
0.6541	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6532	Remote Similarity	NPD5282	Discontinued
0.6532	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6532	Remote Similarity	NPD7900	Approved
0.6504	Remote Similarity	NPD5694	Approved
0.6504	Remote Similarity	NPD5284	Approved
0.6504	Remote Similarity	NPD5281	Approved
0.6504	Remote Similarity	NPD8034	Phase 2
0.6504	Remote Similarity	NPD7637	Suspended
0.6504	Remote Similarity	NPD8035	Phase 2
0.65	Remote Similarity	NPD5690	Phase 2
0.648	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6479	Remote Similarity	NPD8074	Phase 3
0.6475	Remote Similarity	NPD6051	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