NPASS Compound

Structure

CID5079 OpenBabel06191715322D 32 37 0 0 1 0 0 0 0 0999 V2000 -3.0165 -1.5910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5034 -2.4342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.9211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5297 -1.4605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8432 -2.4342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6865 -3.8947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2624 -0.5777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 -3.4079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 -1.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9140 -1.3012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6865 -0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4747 -1.9420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3729 -0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9474 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6865 -1.9474 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5297 -3.4079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 -0.4868 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5297 -0.4868 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8432 0.4868 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6865 0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5297 -2.4342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 -2.4342 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6865 -0.9737 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.9737 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8432 -0.4868 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3729 -3.8947 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8432 0.4868 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 1.9474 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4271 -2.1445 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5297 0.4868 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 22 1 0 0 0 0 2 22 1 0 0 0 0 4 24 1 0 0 0 0 5 25 1 0 0 0 0 6 10 1 0 0 0 0 6 15 1 0 0 0 0 7 9 2 0 0 0 0 7 17 1 0 0 0 0 8 11 2 0 0 0 0 8 14 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 11 30 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 30 1 0 0 0 0 14 19 1 0 0 0 0 15 23 1 6 0 0 0 15 25 1 0 0 0 0 16 22 1 0 0 0 0 16 23 1 6 0 0 0 17 22 1 0 0 0 0 17 27 2 0 0 0 0 18 25 1 1 0 0 0 18 28 1 0 0 0 0 19 24 1 1 0 0 0 19 31 1 0 0 0 0 20 21 1 0 0 0 0 20 26 1 1 0 0 0 20 32 1 0 0 0 0 21 29 2 0 0 0 0 21 31 1 0 0 0 0 23 3 1 6 0 0 0 24 26 1 1 0 0 0 25 26 1 1 0 0 0 26 32 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	440.22
Volume:	446.472
LogP:	3.435
LogD:	2.656
LogS:	-4.917
# Rotatable Bonds:	1
TPSA:	89.27
# H-Bond Aceptor:	6
# H-Bond Donor:	1
# Rings:	6
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.525
Synthetic Accessibility Score:	5.572
Fsp3:	0.692
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.337
MDCK Permeability:	1.8757162251858972e-05
Pgp-inhibitor:	0.991
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.842
30% Bioavailability (F30%):	0.935

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.178
Plasma Protein Binding (PPB):	88.25625610351562%
Volume Distribution (VD):	2.285
Pgp-substrate:	13.19707202911377%

ADMET: Metabolism

CYP1A2-inhibitor:	0.038
CYP1A2-substrate:	0.244
CYP2C19-inhibitor:	0.128
CYP2C19-substrate:	0.715
CYP2C9-inhibitor:	0.544
CYP2C9-substrate:	0.036
CYP2D6-inhibitor:	0.09
CYP2D6-substrate:	0.086
CYP3A4-inhibitor:	0.781
CYP3A4-substrate:	0.694

ADMET: Excretion

Clearance (CL):	7.212
Half-life (T1/2):	0.333

ADMET: Toxicity

hERG Blockers:	0.047
Human Hepatotoxicity (H-HT):	0.305
Drug-inuced Liver Injury (DILI):	0.129
AMES Toxicity:	0.027
Rat Oral Acute Toxicity:	0.951
Maximum Recommended Daily Dose:	0.94
Skin Sensitization:	0.193
Carcinogencity:	0.235
Eye Corrosion:	0.031
Eye Irritation:	0.176
Respiratory Toxicity:	0.969

Download Data

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

Natural Product: NPC5079

Natural Product ID:	NPC5079
*Common Name:**	Deacetylgedunin
IUPAC Name:	n.a.
Synonyms:	7-Deacetyl Genudin; 7-Deacetylgedunin; 7-Desacetylgedunin; Deacetylgedunin
Standard InCHIKey:	HCEYJYMNIQHPPK-DXTZDJJUSA-N
Standard InCHI:	InChI=1S/C26H32O6/c1-22(2)16-12-18(28)25(5)15(23(16,3)9-7-17(22)27)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)32-20/h7-9,11,13,15-16,18-20,28H,6,10,12H2,1-5H3/t15-,16+,18-,19+,20-,23-,24+,25+,26-/m1/s1
SMILES:	CC1(C)[C@@H]2C[C@H]([C@]3(C)[C@H](CC[C@@]4(C)[C@H](c5ccoc5)OC(=O)[C@@H]5[C@]34O5)[C@@]2(C)C=CC1=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL465423
PubChem CID:	3034112
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
NPO28813	Xylocarpus granatum	Species	Meliaceae	Eukaryota	n.a.	rind	n.a.	DOI[10.1002/hlca.200800177]
NPO3136	Swietenia macrophylla	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10579863]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12193038]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1593280]
NPO29947	Cedrela sinensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16989525]
NPO29947	Cedrela sinensis	Species	Meliaceae	Eukaryota	n.a.	cortex	n.a.	PMID[16989525]
NPO7664	Pseudocedrela kotschyi	Species	Meliaceae	Eukaryota	roots	n.a.	n.a.	PMID[17253841]
NPO28813	Xylocarpus granatum	Species	Meliaceae	Eukaryota	seeds	n.a.	n.a.	PMID[17323995]
NPO28813	Xylocarpus granatum	Species	Meliaceae	Eukaryota	n.a.	bark	n.a.	PMID[17450509]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18816111]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19299148]
NPO28813	Xylocarpus granatum	Species	Meliaceae	Eukaryota	seed kernels	n.a.	n.a.	PMID[19908853]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20112995]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	seeds	n.a.	n.a.	PMID[20146503]
NPO28813	Xylocarpus granatum	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20411928]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	fruits	n.a.	n.a.	PMID[20669933]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[21381696]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	seed	n.a.	PMID[21381696]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	seeds	Thai	n.a.	PMID[21733687]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	seeds	n.a.	n.a.	PMID[22724531]
NPO3136	Swietenia macrophylla	Species	Meliaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[25330401]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2607354]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	seeds	n.a.	n.a.	PMID[26114936]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2614419]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26339153]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[28493718]
NPO28813	Xylocarpus granatum	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31895570]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[9134742]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	bark	n.a.	PMID[9134742]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	fruit	n.a.	PMID[9134742]
NPO20413	Meliaceae spp.	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9134742]
NPO20413	Meliaceae spp.	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28813	Xylocarpus granatum	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7664	Pseudocedrela kotschyi	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4406	Azadirachta indica	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6445	Xylocarpus moluccensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3136	Swietenia macrophylla	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	2
IC50	21
Others	29
Potency	19

Activity Type	# Activity
Cell Line	12
Individual Protein	17
NON-MOLECULAR	3
Organism	35
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT839	Cell Line	L6	Rattus norvegicus	IC50	=	13.3	ug.mL-1	PMID[466181]
NPT91	Cell Line	KB	Homo sapiens	Activity	=	39.0	%	PMID[466182]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	28960.0	nM	PMID[466184]
NPT134	Cell Line	SK-BR-3	Homo sapiens	IC50	=	21090.0	nM	PMID[466184]
NPT168	Cell Line	P388	Mus musculus	IC50	=	4.5	ug.mL-1	PMID[466185]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	10260.0	nM	PMID[466186]
NPT483	Individual Protein	Prelamin-A/C	Homo sapiens	Potency	=	17782.8	nM	PMID[466188]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	14125.4	nM	PMID[466188]
NPT54	Individual Protein	Nonstructural protein 1	Influenza A virus	Potency	=	11220.2	nM	PMID[466188]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Potency	=	316.2	nM	PMID[466188]
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	89125.1	nM	PMID[466188]
NPT63	Individual Protein	Bromodomain adjacent to zinc finger domain protein 2B	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[466188]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	25929.0	nM	PMID[466188]
NPT134	Cell Line	SK-BR-3	Homo sapiens	IC50	=	12000.0	nM	PMID[466189]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	20000.0	nM	PMID[466189]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	20000.0	nM	PMID[466189]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	<	10000.0	nM	PMID[466190]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	37580.0	nM	PMID[466190]
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	100000.0	nM	PMID[466188]
NPT71	Cell Line	HEK293	Homo sapiens	Potency	n.a.	20596.2	nM	PMID[466188]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	23109.3	nM	PMID[466188]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[466188]
NPT159	Individual Protein	Aberrant vpr protein	Human immunodeficiency virus 1	Potency	n.a.	63095.7	nM	PMID[466188]
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[466188]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	3981.1	nM	PMID[466188]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	1.36	ug.mL-1	PMID[466181]
NPT633	Organism	Leishmania donovani	Leishmania donovani	IC50	=	1.4	ug.mL-1	PMID[466181]
NPT844	Organism	Trypanosoma brucei rhodesiense	Trypanosoma brucei rhodesiense	IC50	=	3.45	ug.mL-1	PMID[466181]
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	=	5.2	ug.mL-1	PMID[466181]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	2.61	ug.mL-1	PMID[466182]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	1.28	ug.mL-1	PMID[466182]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Activity	=	1.5	%	PMID[466182]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Activity	=	1.56	%	PMID[466182]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	16000.0	nM	PMID[466186]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	5140.0	nM	PMID[466187]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	3290.0	nM	PMID[466187]
NPT93	Individual Protein	Survival motor neuron protein	Homo sapiens	Potency	=	35481.3	nM	PMID[466188]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	16900.0	nM	PMID[466189]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	20000.0	nM	PMID[466189]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	8275.3	nM	PMID[466188]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	39810.7	nM	PMID[466188]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	11689.1	nM	PMID[466188]
NPT2	Others	Unspecified		Potency	n.a.	20596.2	nM	PMID[466188]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	Activity	=	36.13	%	PMID[466191]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	ECI	=	17.51	%	PMID[466191]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	Activity	=	48.46	%	PMID[466191]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	Activity	=	0.927	mg/mg/day	PMID[466191]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	Activity	=	0.3857	mg/mg/day	PMID[466191]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	Activity	=	2.207	mg/mg/day	PMID[466191]
NPT846	Organism	Cnaphalocrocis medinalis	Cnaphalocrocis medinalis	FDI	=	23.6	%	PMID[466191]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	PC95	=	113.7	ug	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Activity	=	7.2	ug	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Activity	=	4.7	ug	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Activity	=	3.2	ug	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Activity	=	3.1	ug	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Activity	=	2.2	ug	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	PC50	=	22.5	ug	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Survival	=	12.0	%	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Survival	=	20.0	%	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Survival	=	45.3	%	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Survival	=	73.3	%	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Survival	=	87.3	%	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Survival	=	91.3	%	PMID[466192]
NPT847	Organism	Reticulitermes speratus	Reticulitermes speratus	Activity	=	80.38	%	PMID[466192]
NPT72	Individual Protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	60.92	%	PMID[466193]
NPT73	Individual Protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	74.35	%	PMID[466193]
NPT194	Organism	Dengue virus 2	Dengue virus 2	EC50	=	12500.0	nM	PMID[466194]
NPT27	Others	Unspecified		CC50	=	105000.0	nM	PMID[466194]
NPT2	Others	Unspecified		Ratio CC50/EC50	=	8.4	n.a.	PMID[466194]
NPT2	Others	Unspecified		EC50	=	1164.0	nM	PMID[466188]

☑ 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 NPC5079 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	359
0.1-0.2	1411
0.2-0.3	3165
0.3-0.4	5422
0.4-0.5	9866
0.5-0.6	10495
0.6-0.7	9262
0.7-0.8	2252
0.8-0.85	270
0.85-0.9	114
0.9-0.95	58
0.95-1	23

Similarity Score	Similarity Level	Natural Product ID
0.9934	High Similarity	NPC234660
0.9934	High Similarity	NPC51568
0.9803	High Similarity	NPC335761
0.9735	High Similarity	NPC209364
0.9675	High Similarity	NPC39986
0.9675	High Similarity	NPC134254
0.9675	High Similarity	NPC302369
0.9671	High Similarity	NPC286722
0.9613	High Similarity	NPC476856
0.9613	High Similarity	NPC476857
0.9613	High Similarity	NPC476858
0.961	High Similarity	NPC96443
0.961	High Similarity	NPC290400
0.9608	High Similarity	NPC475295
0.9608	High Similarity	NPC473473
0.9605	High Similarity	NPC107646
0.9554	High Similarity	NPC471397
0.9545	High Similarity	NPC472653
0.9545	High Similarity	NPC25255
0.949	High Similarity	NPC472282
0.949	High Similarity	NPC476853
0.949	High Similarity	NPC476850
0.949	High Similarity	NPC476861
0.949	High Similarity	NPC173516
0.9487	High Similarity	NPC276551
0.9487	High Similarity	NPC123088
0.9484	High Similarity	NPC69028
0.9484	High Similarity	NPC193798
0.9484	High Similarity	NPC117986
0.9477	High Similarity	NPC60973
0.943	High Similarity	NPC271235
0.9427	High Similarity	NPC23387
0.9427	High Similarity	NPC470875
0.9423	High Similarity	NPC477405
0.9423	High Similarity	NPC469338
0.9423	High Similarity	NPC292389
0.9419	High Similarity	NPC475381
0.9367	High Similarity	NPC472651
0.9363	High Similarity	NPC476860
0.9363	High Similarity	NPC469849
0.9363	High Similarity	NPC470940
0.9359	High Similarity	NPC149896
0.9359	High Similarity	NPC82851
0.9359	High Similarity	NPC470939
0.9355	High Similarity	NPC477403
0.9351	High Similarity	NPC126723
0.9346	High Similarity	NPC178932
0.9308	High Similarity	NPC472652
0.9308	High Similarity	NPC160651
0.9295	High Similarity	NPC477402
0.929	High Similarity	NPC187149
0.929	High Similarity	NPC249021
0.929	High Similarity	NPC472283
0.9286	High Similarity	NPC469336
0.9286	High Similarity	NPC44675
0.9286	High Similarity	NPC214541
0.9281	High Similarity	NPC469503
0.9245	High Similarity	NPC473766
0.9245	High Similarity	NPC473753
0.9241	High Similarity	NPC271657
0.9236	High Similarity	NPC18347
0.9236	High Similarity	NPC263432
0.9231	High Similarity	NPC237155
0.9231	High Similarity	NPC475967
0.9226	High Similarity	NPC263265
0.9221	High Similarity	NPC57998
0.9177	High Similarity	NPC469846
0.9172	High Similarity	NPC305016
0.9167	High Similarity	NPC299038
0.9167	High Similarity	NPC261597
0.9167	High Similarity	NPC45101
0.9161	High Similarity	NPC469850
0.9161	High Similarity	NPC35000
0.913	High Similarity	NPC302392
0.913	High Similarity	NPC470995
0.9125	High Similarity	NPC472774
0.9125	High Similarity	NPC472775
0.9114	High Similarity	NPC200782
0.9114	High Similarity	NPC472771
0.9114	High Similarity	NPC329938
0.9108	High Similarity	NPC307383
0.9097	High Similarity	NPC282445
0.9097	High Similarity	NPC30222
0.9074	High Similarity	NPC160818
0.9074	High Similarity	NPC169299
0.9062	High Similarity	NPC475779
0.9057	High Similarity	NPC472773
0.9045	High Similarity	NPC36655
0.9045	High Similarity	NPC472772
0.9038	High Similarity	NPC281258
0.9038	High Similarity	NPC264943
0.9032	High Similarity	NPC75906
0.9032	High Similarity	NPC476201
0.9032	High Similarity	NPC44577
0.9026	High Similarity	NPC159927
0.9026	High Similarity	NPC196864
0.9026	High Similarity	NPC469335
0.9026	High Similarity	NPC477404
0.9024	High Similarity	NPC262386
0.9012	High Similarity	NPC82602
0.9007	High Similarity	NPC86935
0.9	High Similarity	NPC470182
0.8994	High Similarity	NPC211777
0.8994	High Similarity	NPC207978
0.8987	High Similarity	NPC473368
0.8981	High Similarity	NPC469485
0.8968	High Similarity	NPC18135
0.8944	High Similarity	NPC478178
0.8938	High Similarity	NPC476197
0.8938	High Similarity	NPC663
0.8938	High Similarity	NPC198047
0.8938	High Similarity	NPC224394
0.8924	High Similarity	NPC173544
0.8917	High Similarity	NPC476262
0.8903	High Similarity	NPC46551
0.8903	High Similarity	NPC476122
0.8882	High Similarity	NPC476944
0.8875	High Similarity	NPC197596
0.8868	High Similarity	NPC262872
0.8868	High Similarity	NPC474611
0.8848	High Similarity	NPC236004
0.8841	High Similarity	NPC159232
0.8839	High Similarity	NPC195325
0.8839	High Similarity	NPC125182
0.8839	High Similarity	NPC472654
0.8839	High Similarity	NPC69647
0.8831	High Similarity	NPC221809
0.8831	High Similarity	NPC255414
0.8831	High Similarity	NPC250228
0.8827	High Similarity	NPC97574
0.8827	High Similarity	NPC93172
0.8824	High Similarity	NPC41182
0.8816	High Similarity	NPC243577
0.8812	High Similarity	NPC470789
0.8812	High Similarity	NPC191828
0.8805	High Similarity	NPC472777
0.8805	High Similarity	NPC472778
0.8805	High Similarity	NPC472776
0.8805	High Similarity	NPC167142
0.879	High Similarity	NPC268905
0.8773	High Similarity	NPC478179
0.8773	High Similarity	NPC100333
0.8766	High Similarity	NPC262198
0.8766	High Similarity	NPC346
0.8765	High Similarity	NPC146991
0.8758	High Similarity	NPC188649
0.8758	High Similarity	NPC137295
0.875	High Similarity	NPC121158
0.8743	High Similarity	NPC478177
0.8735	High Similarity	NPC94763
0.8734	High Similarity	NPC114880
0.872	High Similarity	NPC296558
0.871	High Similarity	NPC471174
0.871	High Similarity	NPC470941
0.8706	High Similarity	NPC247563
0.8706	High Similarity	NPC242068
0.8704	High Similarity	NPC419
0.8704	High Similarity	NPC88841
0.8704	High Similarity	NPC288602
0.8704	High Similarity	NPC165218
0.8688	High Similarity	NPC194499
0.8679	High Similarity	NPC75310
0.8679	High Similarity	NPC155939
0.8679	High Similarity	NPC296807
0.8679	High Similarity	NPC141538
0.8679	High Similarity	NPC92979
0.8671	High Similarity	NPC246164
0.8671	High Similarity	NPC33938
0.8662	High Similarity	NPC470997
0.865	High Similarity	NPC261184
0.8642	High Similarity	NPC18986
0.8636	High Similarity	NPC142113
0.8636	High Similarity	NPC251865
0.8634	High Similarity	NPC475226
0.8623	High Similarity	NPC471437
0.8618	High Similarity	NPC67003
0.8618	High Similarity	NPC90296
0.8614	High Similarity	NPC285227
0.8609	High Similarity	NPC476943
0.8608	High Similarity	NPC272590
0.8606	High Similarity	NPC327922
0.8606	High Similarity	NPC242334
0.8599	High Similarity	NPC234494
0.8599	High Similarity	NPC211625
0.8598	High Similarity	NPC472141
0.8598	High Similarity	NPC214600
0.8598	High Similarity	NPC121995
0.8596	High Similarity	NPC105395
0.859	High Similarity	NPC216755
0.8589	High Similarity	NPC472139
0.8581	High Similarity	NPC5676
0.858	High Similarity	NPC287559
0.8571	High Similarity	NPC195954
0.8571	High Similarity	NPC470118
0.8571	High Similarity	NPC476946
0.8571	High Similarity	NPC88007
0.8563	High Similarity	NPC469848
0.8554	High Similarity	NPC472659
0.8553	High Similarity	NPC147168
0.8553	High Similarity	NPC476940

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 NPC5079 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	304
0.1-0.2	1022
0.2-0.3	2159
0.3-0.4	2589
0.4-0.5	1871
0.5-0.6	886
0.6-0.7	278
0.7-0.8	38
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8562	High Similarity	NPD5760	Phase 2
0.8562	High Similarity	NPD5761	Phase 2
0.843	Intermediate Similarity	NPD8434	Phase 2
0.8133	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.8035	Intermediate Similarity	NPD6764	Approved
0.8035	Intermediate Similarity	NPD6765	Approved
0.7853	Intermediate Similarity	NPD6785	Approved
0.7853	Intermediate Similarity	NPD6784	Approved
0.7784	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD7075	Discontinued
0.7605	Intermediate Similarity	NPD6599	Discontinued
0.7485	Intermediate Similarity	NPD4628	Phase 3
0.7471	Intermediate Similarity	NPD7819	Suspended
0.7446	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.743	Intermediate Similarity	NPD6559	Discontinued
0.7412	Intermediate Similarity	NPD6801	Discontinued
0.7401	Intermediate Similarity	NPD3751	Discontinued
0.7394	Intermediate Similarity	NPD7236	Approved
0.7356	Intermediate Similarity	NPD5494	Approved
0.7349	Intermediate Similarity	NPD6799	Approved
0.7341	Intermediate Similarity	NPD3749	Approved
0.7326	Intermediate Similarity	NPD5402	Approved
0.7323	Intermediate Similarity	NPD8404	Phase 2
0.7305	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7303	Intermediate Similarity	NPD7799	Discontinued
0.7299	Intermediate Similarity	NPD919	Approved
0.7273	Intermediate Similarity	NPD3787	Discontinued
0.7268	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7263	Intermediate Similarity	NPD5844	Phase 1
0.7263	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7228	Intermediate Similarity	NPD8150	Discontinued
0.7225	Intermediate Similarity	NPD3817	Phase 2
0.7219	Intermediate Similarity	NPD5403	Approved
0.7219	Intermediate Similarity	NPD920	Approved
0.7202	Intermediate Similarity	NPD5401	Approved
0.7195	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7195	Intermediate Similarity	NPD1471	Phase 3
0.7193	Intermediate Similarity	NPD4380	Phase 2
0.7184	Intermediate Similarity	NPD3882	Suspended
0.7176	Intermediate Similarity	NPD7239	Suspended
0.7169	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD6273	Approved
0.7158	Intermediate Similarity	NPD8313	Approved
0.7158	Intermediate Similarity	NPD8312	Approved
0.7151	Intermediate Similarity	NPD7411	Suspended
0.7143	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD8127	Discontinued
0.7119	Intermediate Similarity	NPD1247	Approved
0.7104	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD6166	Phase 2
0.7091	Intermediate Similarity	NPD2346	Discontinued
0.7086	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7069	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD7435	Discontinued
0.7056	Intermediate Similarity	NPD7473	Discontinued
0.7049	Intermediate Similarity	NPD7251	Discontinued
0.7035	Intermediate Similarity	NPD3226	Approved
0.7035	Intermediate Similarity	NPD7458	Discontinued
0.7035	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD8407	Phase 2
0.7017	Intermediate Similarity	NPD3818	Discontinued
0.7011	Intermediate Similarity	NPD7808	Phase 3
0.7011	Intermediate Similarity	NPD1934	Approved
0.7006	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD2533	Approved
0.7	Intermediate Similarity	NPD2534	Approved
0.7	Intermediate Similarity	NPD2532	Approved
0.6995	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6995	Remote Similarity	NPD6797	Phase 2
0.6994	Remote Similarity	NPD6355	Discontinued
0.6982	Remote Similarity	NPD643	Clinical (unspecified phase)
0.697	Remote Similarity	NPD2799	Discontinued
0.6964	Remote Similarity	NPD3750	Approved
0.6957	Remote Similarity	NPD8368	Discontinued
0.6957	Remote Similarity	NPD7685	Pre-registration
0.6946	Remote Similarity	NPD1549	Phase 2
0.694	Remote Similarity	NPD7074	Phase 3
0.6928	Remote Similarity	NPD6100	Approved
0.6928	Remote Similarity	NPD6099	Approved
0.6928	Remote Similarity	NPD2796	Approved
0.6927	Remote Similarity	NPD6959	Discontinued
0.6912	Remote Similarity	NPD4111	Phase 1
0.6907	Remote Similarity	NPD4107	Approved
0.6906	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD2800	Approved
0.6893	Remote Similarity	NPD7768	Phase 2
0.6889	Remote Similarity	NPD6232	Discontinued
0.6886	Remote Similarity	NPD5762	Approved
0.6886	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6886	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6886	Remote Similarity	NPD5763	Approved
0.6885	Remote Similarity	NPD7054	Approved
0.6867	Remote Similarity	NPD7033	Discontinued
0.6867	Remote Similarity	NPD3748	Approved
0.686	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6851	Remote Similarity	NPD3926	Phase 2
0.685	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.685	Remote Similarity	NPD7874	Approved
0.6848	Remote Similarity	NPD7472	Approved
0.6845	Remote Similarity	NPD7907	Approved
0.6837	Remote Similarity	NPD3057	Approved
0.6831	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD4665	Approved
0.6826	Remote Similarity	NPD1551	Phase 2
0.6821	Remote Similarity	NPD6782	Approved
0.6821	Remote Similarity	NPD6777	Approved
0.6821	Remote Similarity	NPD6781	Approved
0.6821	Remote Similarity	NPD6780	Approved
0.6821	Remote Similarity	NPD6778	Approved
0.6821	Remote Similarity	NPD6779	Approved
0.6821	Remote Similarity	NPD6776	Approved
0.6818	Remote Similarity	NPD37	Approved
0.681	Remote Similarity	NPD2313	Discontinued
0.6805	Remote Similarity	NPD1243	Approved
0.6802	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6802	Remote Similarity	NPD7697	Approved
0.6802	Remote Similarity	NPD7696	Phase 3
0.6802	Remote Similarity	NPD7698	Approved
0.6798	Remote Similarity	NPD7058	Phase 2
0.6798	Remote Similarity	NPD4965	Approved
0.6798	Remote Similarity	NPD4966	Approved
0.6798	Remote Similarity	NPD7057	Phase 3
0.6798	Remote Similarity	NPD4967	Phase 2
0.6789	Remote Similarity	NPD8435	Approved
0.6789	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD4482	Phase 3
0.6786	Remote Similarity	NPD2344	Approved
0.678	Remote Similarity	NPD2801	Approved
0.6772	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD8285	Discontinued
0.6768	Remote Similarity	NPD7870	Phase 2
0.6768	Remote Similarity	NPD7871	Phase 2
0.6768	Remote Similarity	NPD8319	Approved
0.6768	Remote Similarity	NPD8320	Phase 1
0.6758	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6751	Remote Similarity	NPD3533	Approved
0.6751	Remote Similarity	NPD2972	Approved
0.6748	Remote Similarity	NPD7095	Approved
0.6746	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD7228	Approved
0.6727	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD2935	Discontinued
0.6725	Remote Similarity	NPD3887	Approved
0.6708	Remote Similarity	NPD1049	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD6798	Discontinued
0.6707	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD7097	Phase 1
0.6703	Remote Similarity	NPD7229	Phase 3
0.6702	Remote Similarity	NPD8361	Approved
0.6702	Remote Similarity	NPD8360	Approved
0.6687	Remote Similarity	NPD6832	Phase 2
0.6685	Remote Similarity	NPD8455	Phase 2
0.6685	Remote Similarity	NPD1465	Phase 2
0.6667	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7003	Approved
0.6667	Remote Similarity	NPD1510	Phase 2
0.6667	Remote Similarity	NPD6233	Phase 2
0.6667	Remote Similarity	NPD7701	Phase 2
0.6667	Remote Similarity	NPD1512	Approved
0.665	Remote Similarity	NPD4580	Approved
0.665	Remote Similarity	NPD7801	Approved
0.6648	Remote Similarity	NPD7199	Phase 2
0.6633	Remote Similarity	NPD7497	Discontinued
0.663	Remote Similarity	NPD6234	Discontinued
0.663	Remote Similarity	NPD2403	Approved
0.6629	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6628	Remote Similarity	NPD2354	Approved
0.6628	Remote Similarity	NPD2309	Approved
0.6628	Remote Similarity	NPD6190	Approved
0.6625	Remote Similarity	NPD1608	Approved
0.6613	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6612	Remote Similarity	NPD5711	Approved
0.6612	Remote Similarity	NPD5710	Approved
0.6606	Remote Similarity	NPD3268	Approved
0.6606	Remote Similarity	NPD3764	Approved
0.6596	Remote Similarity	NPD7240	Approved
0.6588	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6588	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6588	Remote Similarity	NPD6004	Phase 3
0.6588	Remote Similarity	NPD6005	Phase 3
0.6588	Remote Similarity	NPD6002	Phase 3
0.6587	Remote Similarity	NPD447	Suspended
0.6583	Remote Similarity	NPD2491	Approved
0.6582	Remote Similarity	NPD2975	Approved
0.6582	Remote Similarity	NPD2973	Approved
0.6582	Remote Similarity	NPD2974	Approved
0.6582	Remote Similarity	NPD8485	Approved
0.6573	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.657	Remote Similarity	NPD8166	Discontinued
0.657	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.657	Remote Similarity	NPD4110	Phase 3
0.657	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6569	Remote Similarity	NPD7783	Phase 2
0.6569	Remote Similarity	NPD5676	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