NPASS Compound

Structure

NPC475462 OpenBabel07101718292D 51 58 0 0 1 0 0 0 0 0999 V2000 -3.1991 3.8712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7454 2.1258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9053 1.8909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7722 -2.7128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3393 0.1189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1263 0.4798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2694 0.2434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8414 3.2384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1521 -0.1687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6744 0.2711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7089 -2.0492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3625 0.4748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6037 -1.3680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2479 0.4156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6145 2.3657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7056 1.4756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2250 -1.3099 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.6723 0.2275 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9862 0.0894 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1537 -1.7868 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2162 -1.8188 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2162 -0.9172 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4354 -2.2696 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2569 1.7329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6545 -0.9172 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.5685 0.3703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3144 -0.9172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2366 -0.6839 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6545 -1.8188 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6814 -0.5905 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4354 -0.4663 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.0738 -0.6385 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8815 -0.7589 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.9844 -0.3138 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.1708 -0.8853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.4655 1.9610 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4354 -3.1713 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1260 1.9728 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5053 1.2698 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5018 -1.7991 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3517 -2.4998 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1269 -0.0352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3790 -0.0247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4568 -0.6385 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1086 -0.0474 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0738 -2.0974 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3512 0.5099 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7461 0.5748 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0300 0.8603 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2241 -1.1414 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 5 30 1 0 0 0 0 6 43 1 0 0 0 0 7 44 1 0 0 0 0 8 15 2 0 0 0 0 9 10 2 0 0 0 0 9 33 1 0 0 0 0 10 45 1 0 0 0 0 11 17 1 0 0 0 0 11 20 1 0 0 0 0 12 18 1 0 0 0 0 12 19 1 0 0 0 0 13 32 1 0 0 0 0 13 46 1 0 0 0 0 14 47 1 0 0 0 0 15 24 1 0 0 0 0 16 36 2 0 0 0 0 16 48 1 0 0 0 0 17 30 1 6 0 0 0 17 33 1 0 0 0 0 18 31 1 6 0 0 0 18 49 1 0 0 0 0 19 32 1 6 0 0 0 19 48 1 0 0 0 0 20 35 1 6 0 0 0 20 50 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 46 1 6 0 0 0 22 31 1 1 0 0 0 22 32 1 0 0 0 0 23 29 1 6 0 0 0 23 37 1 0 0 0 0 24 38 2 0 0 0 0 24 49 1 0 0 0 0 25 29 1 1 0 0 0 25 31 1 0 0 0 0 25 34 1 0 0 0 0 26 39 2 0 0 0 0 26 43 1 0 0 0 0 27 34 1 0 0 0 0 27 40 2 0 0 0 0 27 44 1 0 0 0 0 28 33 1 6 0 0 0 28 45 1 0 0 0 0 28 50 1 0 0 0 0 29 4 1 1 0 0 0 29 35 1 0 0 0 0 30 35 1 6 0 0 0 30 51 1 0 0 0 0 31 14 1 1 0 0 0 32 26 1 1 0 0 0 33 41 1 1 0 0 0 34 42 1 1 0 0 0 34 47 1 0 0 0 0 35 51 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	720.26
Volume:	670.289
LogP:	1.922
LogD:	1.034
LogS:	-4.75
# Rotatable Bonds:	10
TPSA:	215.34
# H-Bond Aceptor:	16
# H-Bond Donor:	3
# Rings:	8
# Heavy Atoms:	16

MedChem Properties

QED Drug-Likeness Score:	0.14
Synthetic Accessibility Score:	7.579
Fsp3:	0.771
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.426
MDCK Permeability:	0.0001555440976517275
Pgp-inhibitor:	0.668
Pgp-substrate:	0.995
Human Intestinal Absorption (HIA):	0.104
20% Bioavailability (F20%):	0.614
30% Bioavailability (F30%):	0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.102
Plasma Protein Binding (PPB):	30.447425842285156%
Volume Distribution (VD):	1.183
Pgp-substrate:	29.574665069580078%

ADMET: Metabolism

CYP1A2-inhibitor:	0.001
CYP1A2-substrate:	0.995
CYP2C19-inhibitor:	0.025
CYP2C19-substrate:	0.306
CYP2C9-inhibitor:	0.041
CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.076
CYP3A4-inhibitor:	0.82
CYP3A4-substrate:	0.708

ADMET: Excretion

Clearance (CL):	1.994
Half-life (T1/2):	0.316

ADMET: Toxicity

hERG Blockers:	0.25
Human Hepatotoxicity (H-HT):	0.953
Drug-inuced Liver Injury (DILI):	0.63
AMES Toxicity:	0.754
Rat Oral Acute Toxicity:	0.76
Maximum Recommended Daily Dose:	0.811
Skin Sensitization:	0.075
Carcinogencity:	0.972
Eye Corrosion:	0.003
Eye Irritation:	0.008
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: NPC475462

Natural Product ID:	NPC475462
*Common Name:**	Azadirachtin A
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	FTNJWQUOZFUQQJ-GEPYADMXSA-N
Standard InCHI:	InChI=1S/C35H44O16/c1-8-15(2)24(38)49-18-12-19(48-16(3)36)32(26(39)43-6)13-46-21-22(32)31(18)14-47-34(42,27(40)44-7)25(31)29(4,23(21)37)35-20-11-17(30(35,5)51-35)33(41)9-10-45-28(33)50-20/h8-10,17-23,25,28,37,41-42H,11-14H2,1-7H3/b15-8+/t17-,18-,19+,20+,21+,22+,23+,25-,28-,29+,30-,31-,32-,33-,34-,35-/m0/s1
SMILES:	C/C=C(C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@@]21CO[C@@]([C@H]2[C@@](C)([C@@H]3O)[C@@]12[C@H]3C[C@@H]([C@]1(C)O2)[C@]1(C=CO[C@H]1O3)O)(C(=O)OC)O)C(=O)OC)OC(=O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL506084
PubChem CID:	44584063
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids [CHEMONTID:0002380] Limonoids

*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
NPO9112	Maytenus sp.	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10637057]
NPO33100	clerodendron sp.	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12617583]
NPO10033	Turraea pubescens	Species	Meliaceae	Eukaryota	twig	Dongfang, Hainan Province, China	2010-Mar	PMID[23734701]
NPO9112	Maytenus sp.	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10033	Turraea pubescens	Species	Meliaceae	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
EC50	12
ED50	11
IC50	3
LD50	7
Others	243

Activity Type	# Activity
Cell Line	2
Individual Protein	2
NON-MOLECULAR	1
Organism	269
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	>	20000.0	nM	PMID[518863]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	<	10000.0	nM	PMID[518863]
NPT1403	Organism	Felis catus	Felis catus	Reduction	=	53.0	%	PMID[518816]
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	LC50	=	6.1	ug/g	PMID[518817]
NPT4520	Organism	Lymantria dispar	Lymantria dispar	EC50	=	0.6	ug/g	PMID[518817]
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	EC50	=	0.11	ug/g	PMID[518817]
NPT1579	Organism	Heliothis virescens	Heliothis virescens	Activity	=	60.0	%	PMID[518818]
NPT3062	Organism	Spodoptera eridania	Spodoptera eridania	Activity	=	90.0	%	PMID[518818]
NPT3062	Organism	Spodoptera eridania	Spodoptera eridania	Activity	=	60.0	%	PMID[518818]
NPT3062	Organism	Spodoptera eridania	Spodoptera eridania	Activity	=	30.0	%	PMID[518818]
NPT3773	Organism	Epilachna varivestis	Epilachna varivestis	Activity	=	90.0	%	PMID[518818]
NPT3773	Organism	Epilachna varivestis	Epilachna varivestis	Activity	=	30.0	%	PMID[518818]
NPT3773	Organism	Epilachna varivestis	Epilachna varivestis	Activity	=	60.0	%	PMID[518818]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	logEC50	=	0.25	n.a.	PMID[518820]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	20.3	ug.mL-1	PMID[518821]
NPT849	Organism	Plutella xylostella	Plutella xylostella	LD50	=	7.04	mg.kg-1	PMID[518822]
NPT849	Organism	Plutella xylostella	Plutella xylostella	LD50	=	4.12	mg.kg-1	PMID[518822]
NPT849	Organism	Plutella xylostella	Plutella xylostella	LD50	=	1.28	mg.kg-1	PMID[518822]
NPT849	Organism	Plutella xylostella	Plutella xylostella	LD50	=	0.87	mg.kg-1	PMID[518822]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	LD50	>	3540.0	mg.kg-1	PMID[518823]
NPT2747	Organism	Achaea janata	Achaea janata	ED50	=	0.72	microg/cm2	PMID[518824]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	ED50	=	0.89	microg/cm2	PMID[518824]
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	mortality	=	83.5	%	PMID[518825]
NPT1367	Organism	Bemisia tabaci	Bemisia tabaci	mortality	=	82.8	%	PMID[518825]
NPT1769	Organism	Mythimna separata	Mythimna separata	EC50	=	579.43	nM	PMID[518826]
NPT1769	Organism	Mythimna separata	Mythimna separata	EC50	=	0.58	ug.mL-1	PMID[518826]
NPT2747	Organism	Achaea janata	Achaea janata	mortality	=	93.6	%	PMID[518827]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	84.0	%	PMID[518827]
NPT2747	Organism	Achaea janata	Achaea janata	LC50	=	21.3	microg/cm2	PMID[518827]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	LC50	=	18.89	microg/cm2	PMID[518827]
NPT450	Organism	Meloidogyne incognita	Meloidogyne incognita	Activity	=	21.0	%	PMID[518828]
NPT450	Organism	Meloidogyne incognita	Meloidogyne incognita	Activity	=	11.0	%	PMID[518829]
NPT35	Others	n.a.		Activity	=	88.0	%	PMID[518828]
NPT35	Others	n.a.		Activity	=	84.0	%	PMID[518829]
NPT3062	Organism	Spodoptera eridania	Spodoptera eridania	AFI	=	57.3	%	PMID[518830]
NPT3062	Organism	Spodoptera eridania	Spodoptera eridania	AFI	=	91.2	%	PMID[518830]
NPT3062	Organism	Spodoptera eridania	Spodoptera eridania	AFI	=	94.2	%	PMID[518830]
NPT3062	Organism	Spodoptera eridania	Spodoptera eridania	AFI	=	94.0	%	PMID[518830]
NPT1643	Organism	Epilachna	Epilachna	AFI	=	35.7	%	PMID[518830]
NPT1643	Organism	Epilachna	Epilachna	AFI	=	62.2	%	PMID[518830]
NPT1643	Organism	Epilachna	Epilachna	AFI	=	97.6	%	PMID[518830]
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	LC50	=	0.04	ppm	PMID[518831]
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	LC50	=	8.2	ppm	PMID[518831]
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	AFI	=	99.0	%	PMID[518832]
NPT776	Organism	Spodoptera littoralis	Spodoptera littoralis	AFI	=	100.0	%	PMID[518832]
NPT23406	ORGANISM	Pieris rapae	Pieris rapae	FDI	=	100.0	%	PMID[518833]
NPT785	Organism	Pieris brassicae	Pieris brassicae	mortality	=	100.0	%	PMID[518834]
NPT785	Organism	Pieris brassicae	Pieris brassicae	AFI	=	99.5	%	PMID[518834]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	10.1	%	PMID[518837]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	10.1	%	PMID[518835]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	10.1	%	PMID[518836]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	5.1	%	PMID[518837]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	5.1	%	PMID[518835]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	5.1	%	PMID[518836]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	2.1	%	PMID[518837]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	2.1	%	PMID[518835]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	2.1	%	PMID[518836]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	<=	2.0	%	PMID[518837]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	<=	2.0	%	PMID[518835]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	<=	2.0	%	PMID[518836]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	2.0	mm	PMID[518837]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	2.5	mm	PMID[518835]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	2.2	mm	PMID[518836]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	13.5	mm	PMID[518837]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	14.7	mm	PMID[518835]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	14.8	mm	PMID[518836]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	0.013	mg	PMID[518837]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	0.012	mg	PMID[518835]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	0.016	mg	PMID[518836]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Survival	<	60.0	%	PMID[518836]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Survival	<	60.0	%	PMID[518835]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Survival	=	50.0	%	PMID[518836]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Survival	=	50.0	%	PMID[518835]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Survival	<	60.0	%	PMID[518837]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Survival	=	50.0	%	PMID[518837]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	66.2	%	PMID[518835]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	75.2	%	PMID[518837]
NPT849	Organism	Plutella xylostella	Plutella xylostella	Activity	=	61.6	%	PMID[518836]
NPT6597	Organism	Ostrinia furnacalis	Ostrinia furnacalis	Activity	=	1.2	mg	PMID[518838]
NPT6597	Organism	Ostrinia furnacalis	Ostrinia furnacalis	Activity	=	7.8	mg	PMID[518838]
NPT6597	Organism	Ostrinia furnacalis	Ostrinia furnacalis	Activity	=	22.0	mg	PMID[518838]
NPT6597	Organism	Ostrinia furnacalis	Ostrinia furnacalis	FDI	=	59.9	%	PMID[518838]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	33.21	%	PMID[518839]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	40.0	%	PMID[518839]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	235.2	hr	PMID[518839]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	64.0	%	PMID[518839]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	243.36	hr	PMID[518839]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	FDI	=	15.62	%	PMID[518839]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	FDI	=	12.59	%	PMID[518839]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	391.2	hr	PMID[518839]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	360.0	hr	PMID[518839]
NPT1643	Organism	Epilachna	Epilachna	LT50	=	151.91	hr	PMID[518840]
NPT1643	Organism	Epilachna	Epilachna	LT50	=	146.04	hr	PMID[518840]
NPT1643	Organism	Epilachna	Epilachna	LT50	=	115.06	hr	PMID[518840]
NPT1643	Organism	Epilachna	Epilachna	LT50	=	86.98	hr	PMID[518840]
NPT1643	Organism	Epilachna	Epilachna	LD50	=	1.24	microg/cm2	PMID[518840]
NPT1643	Organism	Epilachna	Epilachna	ED50	=	0.72	microg/cm2	PMID[518840]
NPT5473	Organism	Diaprepes abbreviatus	Diaprepes abbreviatus	Activity	=	1.8	cm2	PMID[518841]
NPT5473	Organism	Diaprepes abbreviatus	Diaprepes abbreviatus	Activity	=	0.74	cm2	PMID[518841]
NPT5474	Organism	Schistocerca americana	Schistocerca americana	Activity	=	0.29	cm2	PMID[518841]
NPT5474	Organism	Schistocerca americana	Schistocerca americana	Activity	=	0.4	cm2	PMID[518841]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	Activity	=	12.36	%	PMID[518842]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	ECI	=	6.507	%	PMID[518842]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	Activity	=	52.72	%	PMID[518842]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	Activity	=	0.187	mg/mg/day	PMID[518842]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	Activity	=	0.0277	mg/mg/day	PMID[518842]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	Activity	=	0.427	mg/mg/day	PMID[518842]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	FDI	=	93.2	%	PMID[518842]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	168.0	hr	PMID[518843]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	172.8	hr	PMID[518843]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	28.5	%	PMID[518843]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	42.8	%	PMID[518843]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	28.0	%	PMID[518843]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	247.2	mg	PMID[518843]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	264.0	hr	PMID[518843]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	78.0	%	PMID[518843]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	333.6	hr	PMID[518843]
NPT1194	Organism	Earias vitella	Earias vitella	TIME	=	163.2	hr	PMID[518843]
NPT1194	Organism	Earias vitella	Earias vitella	TIME	=	158.4	hr	PMID[518843]
NPT1194	Organism	Earias vitella	Earias vitella	Activity	=	25.0	%	PMID[518843]
NPT1194	Organism	Earias vitella	Earias vitella	Activity	=	37.0	%	PMID[518843]
NPT1194	Organism	Earias vitella	Earias vitella	mortality	=	37.5	%	PMID[518843]
NPT1194	Organism	Earias vitella	Earias vitella	Activity	=	59.2	mg	PMID[518843]
NPT1194	Organism	Earias vitella	Earias vitella	TIME	=	201.6	hr	PMID[518843]
NPT1194	Organism	Earias vitella	Earias vitella	mortality	=	68.0	%	PMID[518843]
NPT1194	Organism	Earias vitella	Earias vitella	TIME	=	264.0	hr	PMID[518843]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	79.2	%	PMID[518843]
NPT1194	Organism	Earias vitella	Earias vitella	Activity	=	79.2	%	PMID[518843]
NPT5551	Organism	Sogatella furcifera	Sogatella furcifera	AFC50	=	7.0	ug ml-1	PMID[518844]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	AFC50	=	7.5	ug ml-1	PMID[518844]
NPT849	Organism	Plutella xylostella	Plutella xylostella	AFC50	=	9.3	ug ml-1	PMID[518844]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	AFC50	=	9.8	ug ml-1	PMID[518844]
NPT4696	Organism	Brontispa longissima	Brontispa longissima	mortality	=	63.33	%	PMID[518845]
NPT4696	Organism	Brontispa longissima	Brontispa longissima	mortality	=	56.67	%	PMID[518845]
NPT4696	Organism	Brontispa longissima	Brontispa longissima	mortality	=	46.67	%	PMID[518845]
NPT4696	Organism	Brontispa longissima	Brontispa longissima	mortality	=	20.0	%	PMID[518845]
NPT4696	Organism	Brontispa longissima	Brontispa longissima	mortality	=	10.0	%	PMID[518845]
NPT4696	Organism	Brontispa longissima	Brontispa longissima	mortality	=	3.33	%	PMID[518845]
NPT722	Organism	Athelia rolfsii	Athelia rolfsii	ED50	=	93.6	ppm	PMID[518846]
NPT722	Organism	Athelia rolfsii	Athelia rolfsii	ED50	=	121.9	ppm	PMID[518846]
NPT722	Organism	Athelia rolfsii	Athelia rolfsii	ED50	=	140.5	ppm	PMID[518846]
NPT529	Organism	Rhizoctonia solani	Rhizoctonia solani	ED50	=	104.8	ppm	PMID[518846]
NPT529	Organism	Rhizoctonia solani	Rhizoctonia solani	ED50	=	132.2	ppm	PMID[518846]
NPT529	Organism	Rhizoctonia solani	Rhizoctonia solani	ED50	=	165.2	ppm	PMID[518846]
NPT6385	Organism	Rotylenchulus reniformis	Rotylenchulus reniformis	EC50	=	119.1	ppm	PMID[518846]
NPT6385	Organism	Rotylenchulus reniformis	Rotylenchulus reniformis	EC50	=	151.9	ppm	PMID[518846]
NPT530	Organism	Caenorhabditis elegans	Caenorhabditis elegans	mortality	=	50.0	%	PMID[518846]
NPT530	Organism	Caenorhabditis elegans	Caenorhabditis elegans	mortality	=	56.0	%	PMID[518846]
NPT6385	Organism	Rotylenchulus reniformis	Rotylenchulus reniformis	EC50	=	193.9	ppm	PMID[518846]
NPT1643	Organism	Epilachna	Epilachna	ED50	=	0.59	ug	PMID[518847]
NPT2747	Organism	Achaea janata	Achaea janata	Activity	=	98.8	%	PMID[518848]
NPT2747	Organism	Achaea janata	Achaea janata	Activity	=	0.0	%	PMID[518848]
NPT2747	Organism	Achaea janata	Achaea janata	mortality	=	0.0	%	PMID[518848]
NPT2747	Organism	Achaea janata	Achaea janata	Activity	=	696.4	mg	PMID[518848]
NPT2747	Organism	Achaea janata	Achaea janata	TIME	=	247.2	hr	PMID[518848]
NPT2747	Organism	Achaea janata	Achaea janata	mortality	=	100.0	%	PMID[518848]
NPT1769	Organism	Mythimna separata	Mythimna separata	AFI	=	43.8	%	PMID[518849]
NPT1769	Organism	Mythimna separata	Mythimna separata	AFI	=	37.3	%	PMID[518849]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	62.5	%	PMID[518850]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	223.2	hr	PMID[518850]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	386.4	hr	PMID[518850]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	129.6	hr	PMID[518850]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	79.2	hr	PMID[518850]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	98.4	hr	PMID[518850]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	76.8	hr	PMID[518850]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	95.4	%	PMID[518850]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	94.8	%	PMID[518850]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	91.6	%	PMID[518850]
NPT785	Organism	Pieris brassicae	Pieris brassicae	mortality	=	100.0	%	PMID[518851]
NPT785	Organism	Pieris brassicae	Pieris brassicae	Activity	=	99.5	%	PMID[518851]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	GI	<=	80.0	%	PMID[518852]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	Inhibition	<=	76.0	%	PMID[518852]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	EC50	=	0.4	ppm	PMID[518852]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	EC95	=	1.46	ppm	PMID[518852]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	EC50	=	0.26	ppm	PMID[518852]
NPT2747	Organism	Achaea janata	Achaea janata	LD50	=	0.67	microg/cm2	PMID[518848]
NPT2747	Organism	Achaea janata	Achaea janata	Activity	=	100.0	%	PMID[518848]
NPT2747	Organism	Achaea janata	Achaea janata	ED50	=	0.72	microg/cm2	PMID[518848]
NPT2747	Organism	Achaea janata	Achaea janata	AFI	=	100.0	%	PMID[518848]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	83.3	%	PMID[518853]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	85.5	%	PMID[518853]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	100.0	%	PMID[518853]
NPT1419	Organism	Tribolium castaneum	Tribolium castaneum	EC50	=	1.0	ppm	PMID[518854]
NPT1419	Organism	Tribolium castaneum	Tribolium castaneum	EC50	=	3.0	ppm	PMID[518854]
NPT780	Organism	Sitophilus zeamais	Sitophilus zeamais	EC50	=	57.0	ppm	PMID[518854]
NPT1637	Organism	Cydia pomonella	Cydia pomonella	Activity	=	0.0	n.a.	PMID[518855]
NPT1637	Organism	Cydia pomonella	Cydia pomonella	Activity	=	0.3	n.a.	PMID[518855]
NPT1637	Organism	Cydia pomonella	Cydia pomonella	Activity	=	100.0	%	PMID[518855]
NPT1637	Organism	Cydia pomonella	Cydia pomonella	mortality	=	100.0	%	PMID[518855]
NPT1637	Organism	Cydia pomonella	Cydia pomonella	Activity	=	70.0	%	PMID[518855]
NPT1637	Organism	Cydia pomonella	Cydia pomonella	mortality	=	50.0	%	PMID[518855]
NPT1637	Organism	Cydia pomonella	Cydia pomonella	Activity	=	76.7	%	PMID[518855]
NPT1637	Organism	Cydia pomonella	Cydia pomonella	mortality	=	66.7	%	PMID[518855]
NPT454	Organism	Tenebrio molitor	Tenebrio molitor	Inhibition	=	29.57	%	PMID[518857]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	98.28	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	85.33	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	LC90	=	412.78	ppm	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	LC50	=	118.8	ppm	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	100.0	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	LC90	=	3278.46	ppm	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	LC50	=	133.89	ppm	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	28.0	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	57.33	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	93.55	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	70.21	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	AFI	=	79.41	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	AFI	=	70.49	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	AFI	=	49.67	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	AFI	=	61.31	%	PMID[518858]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	LC50	=	127.5	ppm	PMID[518859]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	100.0	%	PMID[518859]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	73.75	%	PMID[518859]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	52.5	%	PMID[518859]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	LC50	=	186.16	ppm	PMID[518859]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	mortality	=	100.0	%	PMID[518859]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	mortality	=	95.0	%	PMID[518859]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	mortality	=	61.25	%	PMID[518859]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	mortality	=	38.75	%	PMID[518859]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	AFI	=	88.02	%	PMID[518859]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	AFI	=	78.66	%	PMID[518859]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	AFI	=	70.08	%	PMID[518859]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	AFI	=	60.12	%	PMID[518859]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	AFI	=	86.47	%	PMID[518859]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	AFI	=	75.88	%	PMID[518859]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	AFI	=	64.13	%	PMID[518859]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	AFI	=	53.5	%	PMID[518859]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	TIME	=	0.5593	hr	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	TIME	=	0.6453	hr	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	Ratio	=	1.96	n.a.	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	Ratio	=	1.8	n.a.	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	Ratio	=	1.65	n.a.	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	LC90	=	32.71	mgAi/L	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	LC90	=	64.06	mgAi/L	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	LC50	=	5.62	mgAi/L	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	LC50	=	10.09	mgAi/L	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	LC10	=	0.97	mgAi/L	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	LC10	=	1.59	mgAi/L	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	Survival	<	4.0	%	PMID[518860]
NPT4388	Organism	Tuta absoluta	Tuta absoluta	Survival	=	25.0	%	PMID[518860]
NPT6307	Organism	Amphimallon majalis	Amphimallon majalis	Activity	=	4.0	%	PMID[518862]
NPT6307	Organism	Amphimallon majalis	Amphimallon majalis	Activity	=	1.1	%	PMID[518862]
NPT6307	Organism	Amphimallon majalis	Amphimallon majalis	Activity	=	15.8	%	PMID[518862]
NPT6276	Organism	Popillia japonica	Popillia japonica	Activity	=	74.3	%	PMID[518862]
NPT6276	Organism	Popillia japonica	Popillia japonica	Activity	=	64.1	%	PMID[518862]
NPT6276	Organism	Popillia japonica	Popillia japonica	Activity	=	87.2	%	PMID[518862]
NPT176	Organism	Artemia salina	Artemia salina	mortality	=	12.5	%	PMID[518863]
NPT176	Organism	Artemia salina	Artemia salina	mortality	=	59.6	%	PMID[518863]
NPT176	Organism	Artemia salina	Artemia salina	mortality	=	81.7	%	PMID[518863]
NPT73	Individual Protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	51.12	%	PMID[518864]
NPT72	Individual Protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	74.42	%	PMID[518864]
NPT26957	ORGANISM	Macrosteles quadripunctulatus	Macrosteles quadripunctulatus	mortality	=	30.0	%	PMID[518825]
NPT26961	ORGANISM	Spilarctia obliqua	Spilarctia obliqua	FDI	=	100.0	%	PMID[518856]

☑ 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 NPC475462 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	2182
0.2-0.3	5568
0.3-0.4	9070
0.4-0.5	12443
0.5-0.6	7719
0.6-0.7	4193
0.7-0.8	1112
0.8-0.85	9
0.85-0.9	5
0.9-0.95	5
0.95-1	7

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC16729
0.9925	High Similarity	NPC48813
0.9925	High Similarity	NPC194854
0.9701	High Similarity	NPC471172
0.9699	High Similarity	NPC48414
0.9699	High Similarity	NPC5153
0.9481	High Similarity	NPC471171
0.9248	High Similarity	NPC256618
0.9248	High Similarity	NPC219058
0.9173	High Similarity	NPC475376
0.9023	High Similarity	NPC42206
0.8889	High Similarity	NPC470117
0.875	High Similarity	NPC471234
0.8406	Intermediate Similarity	NPC88668
0.8333	Intermediate Similarity	NPC471855
0.8298	Intermediate Similarity	NPC140045
0.8298	Intermediate Similarity	NPC596
0.8298	Intermediate Similarity	NPC295885
0.8227	Intermediate Similarity	NPC251998
0.8227	Intermediate Similarity	NPC141215
0.8227	Intermediate Similarity	NPC471089
0.8227	Intermediate Similarity	NPC190065
0.8188	Intermediate Similarity	NPC471407
0.8188	Intermediate Similarity	NPC470851
0.8175	Intermediate Similarity	NPC469757
0.8175	Intermediate Similarity	NPC42399
0.8175	Intermediate Similarity	NPC471357
0.8175	Intermediate Similarity	NPC146456
0.8175	Intermediate Similarity	NPC117702
0.8156	Intermediate Similarity	NPC262813
0.8129	Intermediate Similarity	NPC213634
0.8129	Intermediate Similarity	NPC476852
0.8129	Intermediate Similarity	NPC473838
0.8129	Intermediate Similarity	NPC475389
0.8116	Intermediate Similarity	NPC470850
0.8116	Intermediate Similarity	NPC473620
0.8116	Intermediate Similarity	NPC311534
0.8112	Intermediate Similarity	NPC79250
0.8112	Intermediate Similarity	NPC75616
0.8112	Intermediate Similarity	NPC290746
0.8099	Intermediate Similarity	NPC59288
0.8085	Intermediate Similarity	NPC478072
0.8071	Intermediate Similarity	NPC475139
0.8071	Intermediate Similarity	NPC231240
0.8071	Intermediate Similarity	NPC472769
0.8071	Intermediate Similarity	NPC180902
0.8058	Intermediate Similarity	NPC471352
0.8058	Intermediate Similarity	NPC471359
0.8058	Intermediate Similarity	NPC476851
0.8058	Intermediate Similarity	NPC17896
0.8058	Intermediate Similarity	NPC473593
0.8058	Intermediate Similarity	NPC469751
0.8058	Intermediate Similarity	NPC469755
0.8058	Intermediate Similarity	NPC10823
0.8058	Intermediate Similarity	NPC197707
0.8058	Intermediate Similarity	NPC180079
0.8058	Intermediate Similarity	NPC251866
0.8058	Intermediate Similarity	NPC469754
0.8058	Intermediate Similarity	NPC471358
0.8058	Intermediate Similarity	NPC284406
0.8058	Intermediate Similarity	NPC89514
0.8058	Intermediate Similarity	NPC469752
0.8058	Intermediate Similarity	NPC86159
0.8058	Intermediate Similarity	NPC471361
0.8058	Intermediate Similarity	NPC9499
0.8058	Intermediate Similarity	NPC471360
0.8058	Intermediate Similarity	NPC70542
0.8058	Intermediate Similarity	NPC6108
0.8058	Intermediate Similarity	NPC470880
0.8058	Intermediate Similarity	NPC219085
0.8058	Intermediate Similarity	NPC469753
0.8043	Intermediate Similarity	NPC287423
0.8043	Intermediate Similarity	NPC298841
0.8028	Intermediate Similarity	NPC194716
0.8028	Intermediate Similarity	NPC171619
0.8014	Intermediate Similarity	NPC157817
0.8014	Intermediate Similarity	NPC316915
0.8014	Intermediate Similarity	NPC104585
0.8014	Intermediate Similarity	NPC225385
0.8014	Intermediate Similarity	NPC298783
0.8014	Intermediate Similarity	NPC247190
0.8014	Intermediate Similarity	NPC469749
0.8014	Intermediate Similarity	NPC142756
0.8014	Intermediate Similarity	NPC116075
0.8014	Intermediate Similarity	NPC146857
0.8014	Intermediate Similarity	NPC478151
0.8014	Intermediate Similarity	NPC32793
0.8	Intermediate Similarity	NPC477493
0.8	Intermediate Similarity	NPC471170
0.8	Intermediate Similarity	NPC173347
0.8	Intermediate Similarity	NPC25887
0.7986	Intermediate Similarity	NPC114306
0.7986	Intermediate Similarity	NPC476091
0.7986	Intermediate Similarity	NPC476078
0.7986	Intermediate Similarity	NPC476859
0.7986	Intermediate Similarity	NPC477490
0.7972	Intermediate Similarity	NPC329675
0.7972	Intermediate Similarity	NPC62172
0.7972	Intermediate Similarity	NPC289700
0.7958	Intermediate Similarity	NPC473548
0.7958	Intermediate Similarity	NPC329636
0.7958	Intermediate Similarity	NPC475154
0.7958	Intermediate Similarity	NPC471137
0.7958	Intermediate Similarity	NPC476823
0.7958	Intermediate Similarity	NPC182266
0.7958	Intermediate Similarity	NPC100017
0.7958	Intermediate Similarity	NPC223356
0.7958	Intermediate Similarity	NPC475500
0.7958	Intermediate Similarity	NPC471136
0.7956	Intermediate Similarity	NPC27363
0.7945	Intermediate Similarity	NPC470426
0.7943	Intermediate Similarity	NPC478152
0.7943	Intermediate Similarity	NPC93416
0.7943	Intermediate Similarity	NPC42670
0.7943	Intermediate Similarity	NPC478150
0.7943	Intermediate Similarity	NPC478154
0.7943	Intermediate Similarity	NPC19124
0.7943	Intermediate Similarity	NPC478153
0.7929	Intermediate Similarity	NPC231529
0.7929	Intermediate Similarity	NPC472770
0.7929	Intermediate Similarity	NPC475371
0.7929	Intermediate Similarity	NPC162495
0.7929	Intermediate Similarity	NPC175186
0.7929	Intermediate Similarity	NPC104382
0.7929	Intermediate Similarity	NPC476966
0.7926	Intermediate Similarity	NPC19028
0.7926	Intermediate Similarity	NPC9674
0.7914	Intermediate Similarity	NPC470882
0.7914	Intermediate Similarity	NPC473265
0.7914	Intermediate Similarity	NPC152091
0.7914	Intermediate Similarity	NPC471356
0.7914	Intermediate Similarity	NPC473253
0.7914	Intermediate Similarity	NPC240070
0.7914	Intermediate Similarity	NPC179412
0.7914	Intermediate Similarity	NPC329784
0.7902	Intermediate Similarity	NPC158350
0.7899	Intermediate Similarity	NPC75856
0.7899	Intermediate Similarity	NPC475194
0.7899	Intermediate Similarity	NPC470922
0.7899	Intermediate Similarity	NPC469379
0.7899	Intermediate Similarity	NPC86346
0.7887	Intermediate Similarity	NPC475487
0.7887	Intermediate Similarity	NPC477709
0.7887	Intermediate Similarity	NPC476221
0.7887	Intermediate Similarity	NPC58029
0.7887	Intermediate Similarity	NPC469673
0.7872	Intermediate Similarity	NPC159338
0.7872	Intermediate Similarity	NPC478065
0.7872	Intermediate Similarity	NPC476863
0.7872	Intermediate Similarity	NPC477197
0.7872	Intermediate Similarity	NPC475167
0.7872	Intermediate Similarity	NPC172374
0.7872	Intermediate Similarity	NPC478064
0.7872	Intermediate Similarity	NPC475377
0.7872	Intermediate Similarity	NPC173435
0.7872	Intermediate Similarity	NPC476855
0.7872	Intermediate Similarity	NPC25998
0.7872	Intermediate Similarity	NPC478155
0.7872	Intermediate Similarity	NPC196921
0.7872	Intermediate Similarity	NPC16569
0.7872	Intermediate Similarity	NPC301639
0.7872	Intermediate Similarity	NPC45346
0.7872	Intermediate Similarity	NPC253456
0.7872	Intermediate Similarity	NPC476862
0.7872	Intermediate Similarity	NPC241008
0.7872	Intermediate Similarity	NPC264566
0.7872	Intermediate Similarity	NPC262796
0.7872	Intermediate Similarity	NPC476074
0.7872	Intermediate Similarity	NPC329993
0.7872	Intermediate Similarity	NPC134914
0.7872	Intermediate Similarity	NPC220757
0.7868	Intermediate Similarity	NPC472004
0.7868	Intermediate Similarity	NPC281840
0.7857	Intermediate Similarity	NPC473888
0.7857	Intermediate Similarity	NPC293623
0.7857	Intermediate Similarity	NPC69273
0.7857	Intermediate Similarity	NPC168899
0.7847	Intermediate Similarity	NPC477236
0.7847	Intermediate Similarity	NPC68282
0.7842	Intermediate Similarity	NPC273962
0.7842	Intermediate Similarity	NPC174367
0.7842	Intermediate Similarity	NPC93368
0.7842	Intermediate Similarity	NPC473635
0.7842	Intermediate Similarity	NPC250556
0.7842	Intermediate Similarity	NPC293112
0.7842	Intermediate Similarity	NPC469750
0.7842	Intermediate Similarity	NPC47113
0.7826	Intermediate Similarity	NPC469382
0.7826	Intermediate Similarity	NPC67251
0.782	Intermediate Similarity	NPC477126
0.782	Intermediate Similarity	NPC285086
0.7817	Intermediate Similarity	NPC34963
0.7817	Intermediate Similarity	NPC473485
0.7817	Intermediate Similarity	NPC474508
0.7808	Intermediate Similarity	NPC476825
0.7801	Intermediate Similarity	NPC470913
0.7801	Intermediate Similarity	NPC54614
0.7801	Intermediate Similarity	NPC91
0.7801	Intermediate Similarity	NPC125077
0.7801	Intermediate Similarity	NPC232785

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 NPC475462 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	362
0.1-0.2	2333
0.2-0.3	3878
0.3-0.4	1688
0.4-0.5	533
0.5-0.6	235
0.6-0.7	97
0.7-0.8	24
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
0.8058	Intermediate Similarity	NPD7319	Approved
0.7986	Intermediate Similarity	NPD7736	Approved
0.7883	Intermediate Similarity	NPD6370	Approved
0.7842	Intermediate Similarity	NPD7507	Approved
0.7786	Intermediate Similarity	NPD8293	Discontinued
0.7786	Intermediate Similarity	NPD7078	Approved
0.777	Intermediate Similarity	NPD7492	Approved
0.7737	Intermediate Similarity	NPD6054	Approved
0.7714	Intermediate Similarity	NPD6616	Approved
0.7554	Intermediate Similarity	NPD8033	Approved
0.7554	Intermediate Similarity	NPD6016	Approved
0.7554	Intermediate Similarity	NPD6015	Approved
0.7536	Intermediate Similarity	NPD7516	Approved
0.75	Intermediate Similarity	NPD5988	Approved
0.7482	Intermediate Similarity	NPD6319	Approved
0.7482	Intermediate Similarity	NPD6059	Approved
0.7464	Intermediate Similarity	NPD7328	Approved
0.7464	Intermediate Similarity	NPD7327	Approved
0.7429	Intermediate Similarity	NPD8296	Approved
0.7429	Intermediate Similarity	NPD8380	Approved
0.7429	Intermediate Similarity	NPD8335	Approved
0.7429	Intermediate Similarity	NPD8379	Approved
0.7429	Intermediate Similarity	NPD8378	Approved
0.7357	Intermediate Similarity	NPD8377	Approved
0.7357	Intermediate Similarity	NPD8294	Approved
0.7324	Intermediate Similarity	NPD8328	Phase 3
0.7305	Intermediate Similarity	NPD7503	Approved
0.7266	Intermediate Similarity	NPD7115	Discovery
0.7226	Intermediate Similarity	NPD8297	Approved
0.7226	Intermediate Similarity	NPD6882	Approved
0.7185	Intermediate Similarity	NPD6686	Approved
0.7185	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD8133	Approved
0.7143	Intermediate Similarity	NPD6009	Approved
0.7063	Intermediate Similarity	NPD8513	Phase 3
0.7063	Intermediate Similarity	NPD8516	Approved
0.7063	Intermediate Similarity	NPD8515	Approved
0.7063	Intermediate Similarity	NPD8517	Approved
0.7029	Intermediate Similarity	NPD6650	Approved
0.7029	Intermediate Similarity	NPD6649	Approved
0.7021	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7007	Intermediate Similarity	NPD6033	Approved
0.6934	Remote Similarity	NPD6899	Approved
0.6934	Remote Similarity	NPD6881	Approved
0.6929	Remote Similarity	NPD4632	Approved
0.6906	Remote Similarity	NPD8130	Phase 1
0.6884	Remote Similarity	NPD6373	Approved
0.6884	Remote Similarity	NPD6372	Approved
0.6866	Remote Similarity	NPD1700	Approved
0.6861	Remote Similarity	NPD5697	Approved
0.6849	Remote Similarity	NPD7604	Phase 2
0.6835	Remote Similarity	NPD7290	Approved
0.6835	Remote Similarity	NPD4634	Approved
0.6835	Remote Similarity	NPD6883	Approved
0.6835	Remote Similarity	NPD7102	Approved
0.6812	Remote Similarity	NPD7320	Approved
0.6788	Remote Similarity	NPD5739	Approved
0.6788	Remote Similarity	NPD6008	Approved
0.6788	Remote Similarity	NPD6675	Approved
0.6788	Remote Similarity	NPD7128	Approved
0.6788	Remote Similarity	NPD6402	Approved
0.6786	Remote Similarity	NPD6869	Approved
0.6786	Remote Similarity	NPD6617	Approved
0.6786	Remote Similarity	NPD6847	Approved
0.6763	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6763	Remote Similarity	NPD6014	Approved
0.6763	Remote Similarity	NPD7799	Discontinued
0.6763	Remote Similarity	NPD6012	Approved
0.6763	Remote Similarity	NPD6013	Approved
0.6739	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD6412	Phase 2
0.6738	Remote Similarity	NPD6053	Discontinued
0.6714	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD6921	Approved
0.6712	Remote Similarity	NPD5983	Phase 2
0.6691	Remote Similarity	NPD6011	Approved
0.6644	Remote Similarity	NPD6336	Discontinued
0.6619	Remote Similarity	NPD5701	Approved
0.66	Remote Similarity	NPD8074	Phase 3
0.6594	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.6594	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.6593	Remote Similarity	NPD4225	Approved
0.6579	Remote Similarity	NPD5956	Approved
0.6569	Remote Similarity	NPD5211	Phase 2
0.6549	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6544	Remote Similarity	NPD7640	Approved
0.6544	Remote Similarity	NPD7639	Approved
0.6525	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.65	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6479	Remote Similarity	NPD6371	Approved
0.6475	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6475	Remote Similarity	NPD5141	Approved
0.6471	Remote Similarity	NPD7638	Approved
0.6463	Remote Similarity	NPD7100	Approved
0.6463	Remote Similarity	NPD7101	Approved
0.6434	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6423	Remote Similarity	NPD5286	Approved
0.6423	Remote Similarity	NPD5285	Approved
0.6423	Remote Similarity	NPD4696	Approved
0.64	Remote Similarity	NPD6067	Discontinued
0.6395	Remote Similarity	NPD6335	Approved
0.6377	Remote Similarity	NPD5344	Discontinued
0.6376	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.637	Remote Similarity	NPD6274	Approved
0.6331	Remote Similarity	NPD5224	Approved
0.6331	Remote Similarity	NPD5226	Approved
0.6331	Remote Similarity	NPD4633	Approved
0.6331	Remote Similarity	NPD5225	Approved
0.6329	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD6317	Approved
0.6323	Remote Similarity	NPD7260	Phase 2
0.6286	Remote Similarity	NPD5175	Approved
0.6286	Remote Similarity	NPD5174	Approved
0.6284	Remote Similarity	NPD6313	Approved
0.6284	Remote Similarity	NPD6314	Approved
0.628	Remote Similarity	NPD7625	Phase 1
0.6277	Remote Similarity	NPD6084	Phase 2
0.6277	Remote Similarity	NPD4755	Approved
0.6277	Remote Similarity	NPD6083	Phase 2
0.6259	Remote Similarity	NPD5223	Approved
0.6224	Remote Similarity	NPD4729	Approved
0.6224	Remote Similarity	NPD4730	Approved
0.6188	Remote Similarity	NPD6334	Approved
0.6188	Remote Similarity	NPD6333	Approved
0.6187	Remote Similarity	NPD4700	Approved
0.6184	Remote Similarity	NPD7830	Approved
0.6184	Remote Similarity	NPD7829	Approved
0.6178	Remote Similarity	NPD6845	Suspended
0.6178	Remote Similarity	NPD8338	Approved
0.6159	Remote Similarity	NPD6909	Approved
0.6159	Remote Similarity	NPD6908	Approved
0.6154	Remote Similarity	NPD7685	Pre-registration
0.6141	Remote Similarity	NPD8407	Phase 2
0.6138	Remote Similarity	NPD5247	Approved
0.6138	Remote Similarity	NPD5249	Phase 3
0.6138	Remote Similarity	NPD5248	Approved
0.6138	Remote Similarity	NPD5251	Approved
0.6138	Remote Similarity	NPD5250	Approved
0.6127	Remote Similarity	NPD5760	Phase 2
0.6127	Remote Similarity	NPD5761	Phase 2
0.6118	Remote Similarity	NPD8080	Discontinued
0.6115	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6115	Remote Similarity	NPD5696	Approved
0.6108	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6099	Remote Similarity	NPD7632	Discontinued
0.6084	Remote Similarity	NPD4767	Approved
0.6084	Remote Similarity	NPD4768	Approved
0.6078	Remote Similarity	NPD7642	Approved
0.6074	Remote Similarity	NPD46	Approved
0.6074	Remote Similarity	NPD6698	Approved
0.6071	Remote Similarity	NPD6648	Approved
0.6066	Remote Similarity	NPD8368	Discontinued
0.6058	Remote Similarity	NPD5282	Discontinued
0.604	Remote Similarity	NPD6868	Approved
0.6014	Remote Similarity	NPD5695	Phase 3
0.6014	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6	Remote Similarity	NPD5128	Approved
0.5989	Remote Similarity	NPD8434	Phase 2
0.5986	Remote Similarity	NPD5215	Approved
0.5986	Remote Similarity	NPD5216	Approved
0.5986	Remote Similarity	NPD5217	Approved
0.5971	Remote Similarity	NPD5221	Approved
0.5971	Remote Similarity	NPD5222	Approved
0.5971	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.5962	Remote Similarity	NPD8448	Approved
0.5956	Remote Similarity	NPD5785	Approved
0.5948	Remote Similarity	NPD8274	Clinical (unspecified phase)
0.5944	Remote Similarity	NPD4754	Approved
0.5929	Remote Similarity	NPD5173	Approved
0.5924	Remote Similarity	NPD8336	Approved
0.5924	Remote Similarity	NPD8337	Approved
0.5921	Remote Similarity	NPD4522	Approved
0.5918	Remote Similarity	NPD5135	Approved
0.5918	Remote Similarity	NPD5169	Approved
0.5918	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.5917	Remote Similarity	NPD7236	Approved
0.5912	Remote Similarity	NPD6079	Approved
0.5912	Remote Similarity	NPD7637	Suspended
0.5912	Remote Similarity	NPD7983	Approved
0.5912	Remote Similarity	NPD5693	Phase 1
0.5912	Remote Similarity	NPD8034	Phase 2
0.5912	Remote Similarity	NPD8035	Phase 2
0.5899	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5899	Remote Similarity	NPD5210	Approved
0.5899	Remote Similarity	NPD4629	Approved
0.5897	Remote Similarity	NPD8451	Approved
0.5878	Remote Similarity	NPD5127	Approved
0.587	Remote Similarity	NPD8171	Discontinued
0.587	Remote Similarity	NPD6399	Phase 3
0.5864	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.5864	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.5857	Remote Similarity	NPD4697	Phase 3
0.5852	Remote Similarity	NPD4251	Approved
0.5852	Remote Similarity	NPD4250	Approved
0.5849	Remote Similarity	NPD8391	Approved
0.5849	Remote Similarity	NPD8390	Approved
0.5849	Remote Similarity	NPD8392	Approved
0.5844	Remote Similarity	NPD8268	Approved
0.5844	Remote Similarity	NPD8269	Approved
0.5844	Remote Similarity	NPD8266	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