NPASS Compound

Structure

CID190461 OpenBabel06191715572D 26 29 0 0 0 0 0 0 0 0999 V2000 1.7002 -3.8618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1888 -2.4933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3953 -0.0518 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0165 1.9208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4354 -0.2711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5178 -1.4439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5220 -2.4065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0068 -2.9109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6683 0.0100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6598 -2.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6956 -0.9851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6755 -0.9576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8247 -2.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8426 -1.4570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 -2.4219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5128 -2.4626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5307 -1.4879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8320 0.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8434 -1.4437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0056 -0.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6899 -2.8926 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3420 -2.9617 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3776 -1.0195 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8219 1.4484 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8343 0.4821 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 26 1 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 7 22 1 0 0 0 0 8 13 2 0 0 0 0 8 15 1 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 16 2 0 0 0 0 11 14 1 0 0 0 0 11 17 2 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 14 20 2 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 21 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	353.16
Volume:	365.249
LogP:	4.616
LogD:	3.542
LogS:	-5.785
# Rotatable Bonds:	4
TPSA:	40.16
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.663
Synthetic Accessibility Score:	2.552
Fsp3:	0.333
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-5.006
MDCK Permeability:	3.5335953725734726e-05
Pgp-inhibitor:	0.978
Pgp-substrate:	0.989
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.025
30% Bioavailability (F30%):	0.551

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.285
Plasma Protein Binding (PPB):	73.1671371459961%
Volume Distribution (VD):	0.955
Pgp-substrate:	13.373546600341797%

ADMET: Metabolism

CYP1A2-inhibitor:	0.763
CYP1A2-substrate:	0.981
CYP2C19-inhibitor:	0.579
CYP2C19-substrate:	0.933
CYP2C9-inhibitor:	0.128
CYP2C9-substrate:	0.911
CYP2D6-inhibitor:	0.243
CYP2D6-substrate:	0.938
CYP3A4-inhibitor:	0.396
CYP3A4-substrate:	0.721

ADMET: Excretion

Clearance (CL):	8.618
Half-life (T1/2):	0.422

ADMET: Toxicity

hERG Blockers:	0.072
Human Hepatotoxicity (H-HT):	0.123
Drug-inuced Liver Injury (DILI):	0.922
AMES Toxicity:	0.476
Rat Oral Acute Toxicity:	0.291
Maximum Recommended Daily Dose:	0.68
Skin Sensitization:	0.94
Carcinogencity:	0.047
Eye Corrosion:	0.012
Eye Irritation:	0.172
Respiratory Toxicity:	0.916

Download Data

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

Natural Product: NPC190461

Natural Product ID:	NPC190461
*Common Name:**	RZUHGAKUNBFQJS-UHFFFAOYSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	RZUHGAKUNBFQJS-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C21H23NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h8-11H,6-7H2,1-5H3
SMILES:	CN1CCc2cc(c(c3c4cc(c(cc4cc1c23)OC)OC)OC)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1412163
PubChem CID:	398788
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0000381] Aporphines

*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
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[18177011]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19271742]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20590154]
NPO12721	Liriodendron tulipifera	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23501116]
NPO20441	Glaucium flavum	Species	Papaveraceae	Eukaryota	n.a.	root	n.a.	PMID[24317429]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[8064299]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8064299]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Rhizome	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12721	Liriodendron tulipifera	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20441	Glaucium flavum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO12721	Liriodendron tulipifera	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20441	Glaucium flavum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12721	Liriodendron tulipifera	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20441	Glaucium flavum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20441	Glaucium flavum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12721	Liriodendron tulipifera	Species	Magnoliaceae	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
GI50	60
Potency	47

Activity Type	# Activity
Cell Line	60
Individual Protein	37
Others	7
Protein-Protein Interaction	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT46	Individual Protein	Thyroid hormone receptor beta-1	Homo sapiens	Potency	=	6309.6	nM	PMID[452872]
NPT47	Individual Protein	ATP-dependent DNA helicase Q1	Homo sapiens	Potency	=	11220.2	nM	PMID[452872]
NPT149	Individual Protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	25118.9	nM	PMID[452872]
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	28183.8	nM	PMID[452872]
NPT1226	Individual Protein	Caspase-7	Homo sapiens	Potency	=	31622.8	nM	PMID[452872]
NPT210	Individual Protein	Thyroid stimulating hormone receptor	Homo sapiens	Potency	=	39810.7	nM	PMID[452873]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	28183.8	nM	PMID[452872]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	12589.3	nM	PMID[452872]
NPT213	Individual Protein	Cytochrome P450 2C19	Homo sapiens	Potency	=	50.1	nM	PMID[452873]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	10000.0	nM	PMID[452872]
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	70794.6	nM	PMID[452872]
NPT583	Individual Protein	Inositol monophosphatase 1	Rattus norvegicus	Potency	=	28183.8	nM	PMID[452872]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	19952.6	nM	PMID[452872]
NPT1119	Individual Protein	Arachidonate 12-lipoxygenase	Homo sapiens	Potency	=	35481.3	nM	PMID[452872]
NPT282	Individual Protein	MAP kinase ERK2	Homo sapiens	Potency	=	25118.9	nM	PMID[452872]
NPT150	Individual Protein	Anthrax lethal factor	Bacillus anthracis	Potency	=	31622.8	nM	PMID[452873]
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	31622.8	nM	PMID[452872]
NPT539	Individual Protein	Cellular tumor antigen p53	Homo sapiens	Potency	=	31622.8	nM	PMID[452872]
NPT277	Individual Protein	Caspase-1	Homo sapiens	Potency	=	12589.3	nM	PMID[452872]
NPT501	Individual Protein	Alpha-galactosidase A	Homo sapiens	Potency	=	44668.4	nM	PMID[452872]
NPT149	Individual Protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	31622.8	nM	PMID[452873]
NPT58	Individual Protein	Bloom syndrome protein	Homo sapiens	Potency	=	3981.1	nM	PMID[452872]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	3981.1	nM	PMID[452872]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	2818.4	nM	PMID[452872]
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	Potency	=	3981.1	nM	PMID[452873]
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	Potency	=	794.3	nM	PMID[452873]
NPT47	Individual Protein	ATP-dependent DNA helicase Q1	Homo sapiens	Potency	=	15848.9	nM	PMID[452872]
NPT1139	Individual Protein	Arachidonate 15-lipoxygenase, type II	Homo sapiens	Potency	n.a.	12589.3	nM	PMID[452872]
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	1778.3	nM	PMID[452874]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	7379.04	nM	PMID[452875]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	13061.71	nM	PMID[452875]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	12764.39	nM	PMID[452875]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	3664.38	nM	PMID[452875]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	2108.63	nM	PMID[452875]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	9931.16	nM	PMID[452875]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	5296.63	nM	PMID[452875]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	4965.92	nM	PMID[452875]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	9246.98	nM	PMID[452875]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	8531.0	nM	PMID[452875]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	6025.6	nM	PMID[452875]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	6839.12	nM	PMID[452875]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	6194.41	nM	PMID[452875]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	8053.78	nM	PMID[452875]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	2409.91	nM	PMID[452875]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	4197.59	nM	PMID[452875]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	11885.02	nM	PMID[452875]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	3580.96	nM	PMID[452875]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	12676.52	nM	PMID[452875]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	21037.78	nM	PMID[452875]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	7726.81	nM	PMID[452875]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	12473.84	nM	PMID[452875]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	4415.7	nM	PMID[452875]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	1250.26	nM	PMID[452875]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	7362.07	nM	PMID[452875]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	2576.32	nM	PMID[452875]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	10990.06	nM	PMID[452875]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	6902.4	nM	PMID[452875]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	35727.28	nM	PMID[452875]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	2722.7	nM	PMID[452875]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	5248.07	nM	PMID[452875]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	2506.11	nM	PMID[452875]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	6456.54	nM	PMID[452875]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	10303.86	nM	PMID[452875]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	9527.96	nM	PMID[452875]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	7413.1	nM	PMID[452875]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	8128.31	nM	PMID[452875]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	6839.12	nM	PMID[452875]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	5956.62	nM	PMID[452875]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	8531.0	nM	PMID[452875]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	15346.17	nM	PMID[452875]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	3515.6	nM	PMID[452875]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	2630.27	nM	PMID[452875]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	9183.33	nM	PMID[452875]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	2654.61	nM	PMID[452875]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	1671.09	nM	PMID[452875]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	4864.07	nM	PMID[452875]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	4830.59	nM	PMID[452875]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	5559.04	nM	PMID[452875]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	4207.27	nM	PMID[452875]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	3069.02	nM	PMID[452875]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	2630.27	nM	PMID[452875]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	4285.49	nM	PMID[452875]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	9120.11	nM	PMID[452875]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	1361.44	nM	PMID[452875]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	7345.14	nM	PMID[452875]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	6886.52	nM	PMID[452875]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	18071.74	nM	PMID[452875]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	1832.31	nM	PMID[452875]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	7638.36	nM	PMID[452875]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	11885.6	nM	PMID[452874]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	10593.1	nM	PMID[452874]
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[452872]
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	39810.7	nM	PMID[452872]
NPT2	Others	Unspecified		Potency	=	25118.9	nM	PMID[452872]
NPT2	Others	Unspecified		Potency	=	31622.8	nM	PMID[452872]
NPT2	Others	Unspecified		Potency	=	12589.3	nM	PMID[452872]
NPT791	Individual Protein	Cruzipain	Trypanosoma cruzi	Potency	=	39810.7	nM	PMID[452872]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	25118.9	nM	PMID[452872]
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	14125.4	nM	PMID[452872]
NPT2	Others	Unspecified		Potency	=	501.2	nM	PMID[452872]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	5623.4	nM	PMID[452872]
NPT2	Others	Unspecified		Potency	n.a.	28183.8	nM	PMID[452874]
NPT2	Others	Unspecified		Potency	n.a.	14125.4	nM	PMID[452874]

☑ 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 NPC190461 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	527
0.1-0.2	2561
0.2-0.3	12096
0.3-0.4	5362
0.4-0.5	9647
0.5-0.6	10327
0.6-0.7	1521
0.7-0.8	549
0.8-0.85	79
0.85-0.9	16
0.9-0.95	9
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9691	High Similarity	NPC285941
0.9583	High Similarity	NPC312531
0.9524	High Similarity	NPC320088
0.929	High Similarity	NPC33902
0.929	High Similarity	NPC276674
0.9231	High Similarity	NPC249405
0.9191	High Similarity	NPC78284
0.9059	High Similarity	NPC179704
0.8994	High Similarity	NPC287588
0.8908	High Similarity	NPC474904
0.8889	High Similarity	NPC325871
0.8889	High Similarity	NPC99659
0.878	High Similarity	NPC476572
0.8652	High Similarity	NPC302001
0.8589	High Similarity	NPC81733
0.8589	High Similarity	NPC326316
0.8587	High Similarity	NPC156728
0.8587	High Similarity	NPC244606
0.8521	High Similarity	NPC302527
0.8521	High Similarity	NPC78222
0.8521	High Similarity	NPC253043
0.8521	High Similarity	NPC212794
0.8521	High Similarity	NPC477563
0.8521	High Similarity	NPC167546
0.8521	High Similarity	NPC306843
0.8521	High Similarity	NPC16805
0.8521	High Similarity	NPC96603
0.8521	High Similarity	NPC136508
0.8521	High Similarity	NPC196447
0.8521	High Similarity	NPC13504
0.8516	High Similarity	NPC212163
0.8471	Intermediate Similarity	NPC476432
0.8471	Intermediate Similarity	NPC24264
0.8462	Intermediate Similarity	NPC23080
0.8462	Intermediate Similarity	NPC324144
0.8462	Intermediate Similarity	NPC193906
0.8462	Intermediate Similarity	NPC17677
0.8453	Intermediate Similarity	NPC162653
0.8434	Intermediate Similarity	NPC244112
0.8424	Intermediate Similarity	NPC295676
0.8421	Intermediate Similarity	NPC210918
0.8421	Intermediate Similarity	NPC81218
0.8421	Intermediate Similarity	NPC306555
0.8421	Intermediate Similarity	NPC158376
0.8421	Intermediate Similarity	NPC117188
0.8421	Intermediate Similarity	NPC205421
0.8421	Intermediate Similarity	NPC12053
0.8421	Intermediate Similarity	NPC247389
0.8421	Intermediate Similarity	NPC145832
0.8421	Intermediate Similarity	NPC474931
0.8412	Intermediate Similarity	NPC225774
0.8402	Intermediate Similarity	NPC24954
0.8363	Intermediate Similarity	NPC219341
0.8314	Intermediate Similarity	NPC204947
0.8298	Intermediate Similarity	NPC308943
0.8295	Intermediate Similarity	NPC260118
0.8294	Intermediate Similarity	NPC60186
0.8276	Intermediate Similarity	NPC239775
0.8276	Intermediate Similarity	NPC149090
0.8276	Intermediate Similarity	NPC19520
0.8274	Intermediate Similarity	NPC126519
0.8274	Intermediate Similarity	NPC170503
0.8274	Intermediate Similarity	NPC203784
0.8249	Intermediate Similarity	NPC192939
0.8249	Intermediate Similarity	NPC215747
0.8246	Intermediate Similarity	NPC1229
0.8239	Intermediate Similarity	NPC265383
0.8235	Intermediate Similarity	NPC306902
0.8235	Intermediate Similarity	NPC477559
0.8235	Intermediate Similarity	NPC232924
0.8235	Intermediate Similarity	NPC27410
0.8235	Intermediate Similarity	NPC166014
0.8235	Intermediate Similarity	NPC266753
0.8235	Intermediate Similarity	NPC160298
0.8226	Intermediate Similarity	NPC471489
0.8218	Intermediate Similarity	NPC26240
0.8218	Intermediate Similarity	NPC6152
0.8218	Intermediate Similarity	NPC69712
0.8218	Intermediate Similarity	NPC477562
0.8182	Intermediate Similarity	NPC199465
0.8182	Intermediate Similarity	NPC229166
0.8182	Intermediate Similarity	NPC130941
0.8182	Intermediate Similarity	NPC128560
0.8156	Intermediate Similarity	NPC28425
0.8148	Intermediate Similarity	NPC261388
0.8133	Intermediate Similarity	NPC219162
0.8133	Intermediate Similarity	NPC92541
0.8125	Intermediate Similarity	NPC66341
0.8125	Intermediate Similarity	NPC192135
0.8125	Intermediate Similarity	NPC477020
0.8122	Intermediate Similarity	NPC477186
0.8114	Intermediate Similarity	NPC118274
0.8114	Intermediate Similarity	NPC168753
0.8101	Intermediate Similarity	NPC119579
0.809	Intermediate Similarity	NPC320223
0.809	Intermediate Similarity	NPC114364
0.8066	Intermediate Similarity	NPC180253
0.8066	Intermediate Similarity	NPC219170
0.8056	Intermediate Similarity	NPC276060
0.8045	Intermediate Similarity	NPC311936
0.8045	Intermediate Similarity	NPC220961
0.8012	Intermediate Similarity	NPC95075
0.8012	Intermediate Similarity	NPC90844
0.8012	Intermediate Similarity	NPC476144
0.8012	Intermediate Similarity	NPC144863
0.8012	Intermediate Similarity	NPC16107
0.8012	Intermediate Similarity	NPC253883
0.8012	Intermediate Similarity	NPC51957
0.8012	Intermediate Similarity	NPC106295
0.8012	Intermediate Similarity	NPC210437
0.8011	Intermediate Similarity	NPC302275
0.801	Intermediate Similarity	NPC222561
0.8	Intermediate Similarity	NPC123323
0.8	Intermediate Similarity	NPC298979
0.8	Intermediate Similarity	NPC55470
0.8	Intermediate Similarity	NPC471604
0.8	Intermediate Similarity	NPC150879
0.7989	Intermediate Similarity	NPC79213
0.7988	Intermediate Similarity	NPC476567
0.7988	Intermediate Similarity	NPC128019
0.7988	Intermediate Similarity	NPC136860
0.7978	Intermediate Similarity	NPC296742
0.7975	Intermediate Similarity	NPC474915
0.7975	Intermediate Similarity	NPC470925
0.7975	Intermediate Similarity	NPC328750
0.7975	Intermediate Similarity	NPC188163
0.7975	Intermediate Similarity	NPC213206
0.7964	Intermediate Similarity	NPC7467
0.7956	Intermediate Similarity	NPC248642
0.7956	Intermediate Similarity	NPC116284
0.7955	Intermediate Similarity	NPC241055
0.7944	Intermediate Similarity	NPC474507
0.7944	Intermediate Similarity	NPC126284
0.7944	Intermediate Similarity	NPC470879
0.7944	Intermediate Similarity	NPC258695
0.7943	Intermediate Similarity	NPC304659
0.7943	Intermediate Similarity	NPC86144
0.7943	Intermediate Similarity	NPC476573
0.7943	Intermediate Similarity	NPC35627
0.7943	Intermediate Similarity	NPC81247
0.7923	Intermediate Similarity	NPC224293
0.7923	Intermediate Similarity	NPC47077
0.7923	Intermediate Similarity	NPC14507
0.7923	Intermediate Similarity	NPC22928
0.7914	Intermediate Similarity	NPC314682
0.7912	Intermediate Similarity	NPC156576
0.7901	Intermediate Similarity	NPC474506
0.7901	Intermediate Similarity	NPC155442
0.7901	Intermediate Similarity	NPC476574
0.7901	Intermediate Similarity	NPC477561
0.7901	Intermediate Similarity	NPC312918
0.7901	Intermediate Similarity	NPC32413
0.7889	Intermediate Similarity	NPC23219
0.7886	Intermediate Similarity	NPC168409
0.7886	Intermediate Similarity	NPC169743
0.7882	Intermediate Similarity	NPC470924
0.788	Intermediate Similarity	NPC112676
0.7876	Intermediate Similarity	NPC100573
0.7876	Intermediate Similarity	NPC207873
0.7869	Intermediate Similarity	NPC69213
0.7849	Intermediate Similarity	NPC186063
0.7845	Intermediate Similarity	NPC267408
0.7833	Intermediate Similarity	NPC476577
0.7833	Intermediate Similarity	NPC173416
0.7833	Intermediate Similarity	NPC148709
0.7833	Intermediate Similarity	NPC112575
0.7829	Intermediate Similarity	NPC189470
0.7829	Intermediate Similarity	NPC233650
0.7816	Intermediate Similarity	NPC205255
0.7816	Intermediate Similarity	NPC271388
0.7816	Intermediate Similarity	NPC235143
0.7816	Intermediate Similarity	NPC230956
0.7816	Intermediate Similarity	NPC119649
0.7814	Intermediate Similarity	NPC135772
0.7811	Intermediate Similarity	NPC211296
0.7807	Intermediate Similarity	NPC29472
0.7791	Intermediate Similarity	NPC93593
0.779	Intermediate Similarity	NPC294790
0.779	Intermediate Similarity	NPC118633
0.779	Intermediate Similarity	NPC148693
0.7784	Intermediate Similarity	NPC134858
0.7784	Intermediate Similarity	NPC237579
0.7778	Intermediate Similarity	NPC477558
0.7778	Intermediate Similarity	NPC26601
0.7771	Intermediate Similarity	NPC79402
0.7771	Intermediate Similarity	NPC80759
0.7759	Intermediate Similarity	NPC221864
0.7759	Intermediate Similarity	NPC7393
0.7754	Intermediate Similarity	NPC478093
0.7746	Intermediate Similarity	NPC180756
0.7746	Intermediate Similarity	NPC323443
0.7742	Intermediate Similarity	NPC82763
0.773	Intermediate Similarity	NPC57036
0.773	Intermediate Similarity	NPC214116
0.7727	Intermediate Similarity	NPC298449
0.7713	Intermediate Similarity	NPC478092
0.7713	Intermediate Similarity	NPC30182
0.7713	Intermediate Similarity	NPC478091
0.7713	Intermediate Similarity	NPC473589
0.7701	Intermediate Similarity	NPC294244

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 NPC190461 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	280
0.1-0.2	824
0.2-0.3	1010
0.3-0.4	1595
0.4-0.5	2837
0.5-0.6	1962
0.6-0.7	561
0.7-0.8	81
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
0.8012	Intermediate Similarity	NPD4584	Approved
0.7975	Intermediate Similarity	NPD4664	Clinical (unspecified phase)
0.7946	Intermediate Similarity	NPD7262	Phase 1
0.7901	Intermediate Similarity	NPD5917	Clinical (unspecified phase)
0.7809	Intermediate Similarity	NPD5602	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD7479	Phase 2
0.7725	Intermediate Similarity	NPD3301	Approved
0.7667	Intermediate Similarity	NPD8251	Approved
0.7667	Intermediate Similarity	NPD8252	Approved
0.7667	Intermediate Similarity	NPD8099	Discontinued
0.764	Intermediate Similarity	NPD3051	Approved
0.7624	Intermediate Similarity	NPD8156	Discontinued
0.7602	Intermediate Similarity	NPD6031	Approved
0.7602	Intermediate Similarity	NPD6030	Approved
0.7582	Intermediate Similarity	NPD3920	Phase 2
0.7574	Intermediate Similarity	NPD3763	Approved
0.7557	Intermediate Similarity	NPD6788	Approved
0.7556	Intermediate Similarity	NPD4481	Phase 3
0.7529	Intermediate Similarity	NPD2420	Approved
0.7529	Intermediate Similarity	NPD2421	Approved
0.7528	Intermediate Similarity	NPD6037	Discontinued
0.7528	Intermediate Similarity	NPD7201	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD5938	Phase 3
0.7513	Intermediate Similarity	NPD3921	Approved
0.7513	Intermediate Similarity	NPD3923	Approved
0.7513	Intermediate Similarity	NPD3922	Approved
0.7513	Intermediate Similarity	NPD4859	Phase 1
0.7513	Intermediate Similarity	NPD3924	Approved
0.75	Intermediate Similarity	NPD2970	Approved
0.75	Intermediate Similarity	NPD2969	Approved
0.7486	Intermediate Similarity	NPD5900	Clinical (unspecified phase)
0.7486	Intermediate Similarity	NPD7298	Approved
0.7459	Intermediate Similarity	NPD6607	Clinical (unspecified phase)
0.7446	Intermediate Similarity	NPD6496	Clinical (unspecified phase)
0.7436	Intermediate Similarity	NPD3516	Approved
0.7436	Intermediate Similarity	NPD3515	Approved
0.7432	Intermediate Similarity	NPD5521	Clinical (unspecified phase)
0.7432	Intermediate Similarity	NPD5810	Discontinued
0.7423	Intermediate Similarity	NPD6612	Phase 2
0.7418	Intermediate Similarity	NPD5966	Clinical (unspecified phase)
0.7414	Intermediate Similarity	NPD4017	Approved
0.7414	Intermediate Similarity	NPD6357	Discontinued
0.7403	Intermediate Similarity	NPD4083	Discontinued
0.738	Intermediate Similarity	NPD8053	Approved
0.738	Intermediate Similarity	NPD8054	Approved
0.7368	Intermediate Similarity	NPD6656	Clinical (unspecified phase)
0.7363	Intermediate Similarity	NPD2489	Approved
0.7363	Intermediate Similarity	NPD27	Approved
0.7358	Intermediate Similarity	NPD7034	Discontinued
0.7345	Intermediate Similarity	NPD6818	Clinical (unspecified phase)
0.7316	Intermediate Similarity	NPD5896	Clinical (unspecified phase)
0.7299	Intermediate Similarity	NPD3640	Phase 3
0.7299	Intermediate Similarity	NPD3641	Approved
0.7299	Intermediate Similarity	NPD3639	Approved
0.7282	Intermediate Similarity	NPD7858	Clinical (unspecified phase)
0.7277	Intermediate Similarity	NPD3815	Phase 1
0.7277	Intermediate Similarity	NPD3816	Phase 1
0.7268	Intermediate Similarity	NPD7238	Clinical (unspecified phase)
0.7263	Intermediate Similarity	NPD7906	Approved
0.7262	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7262	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7255	Intermediate Similarity	NPD8149	Discontinued
0.7236	Intermediate Similarity	NPD5530	Phase 1
0.7234	Intermediate Similarity	NPD2968	Approved
0.7234	Intermediate Similarity	NPD2971	Approved
0.7231	Intermediate Similarity	NPD5071	Phase 2
0.723	Intermediate Similarity	NPD7922	Phase 1
0.7229	Intermediate Similarity	NPD3110	Approved
0.7229	Intermediate Similarity	NPD3109	Approved
0.7216	Intermediate Similarity	NPD5582	Discontinued
0.7216	Intermediate Similarity	NPD7261	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD5241	Discontinued
0.7202	Intermediate Similarity	NPD6526	Approved
0.7198	Intermediate Similarity	NPD7802	Discontinued
0.7192	Intermediate Similarity	NPD7225	Discontinued
0.7189	Intermediate Similarity	NPD4498	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD6621	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD4581	Clinical (unspecified phase)
0.7166	Intermediate Similarity	NPD6996	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD5600	Discontinued
0.7143	Intermediate Similarity	NPD7313	Approved
0.7143	Intermediate Similarity	NPD4577	Approved
0.7143	Intermediate Similarity	NPD7311	Approved
0.7143	Intermediate Similarity	NPD7312	Approved
0.7143	Intermediate Similarity	NPD7310	Approved
0.7143	Intermediate Similarity	NPD4578	Approved
0.7135	Intermediate Similarity	NPD4773	Phase 2
0.7135	Intermediate Similarity	NPD4772	Phase 2
0.7127	Intermediate Similarity	NPD7833	Phase 2
0.7127	Intermediate Similarity	NPD7831	Phase 2
0.7127	Intermediate Similarity	NPD6533	Clinical (unspecified phase)
0.7127	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.712	Intermediate Similarity	NPD4663	Approved
0.7113	Intermediate Similarity	NPD6046	Clinical (unspecified phase)
0.711	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD5718	Phase 2
0.7105	Intermediate Similarity	NPD7309	Approved
0.7104	Intermediate Similarity	NPD4986	Clinical (unspecified phase)
0.7098	Intermediate Similarity	NPD5641	Discontinued
0.7094	Intermediate Similarity	NPD4997	Clinical (unspecified phase)
0.7092	Intermediate Similarity	NPD6527	Approved
0.709	Intermediate Similarity	NPD8453	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD3398	Discontinued
0.7081	Intermediate Similarity	NPD2898	Approved
0.7079	Intermediate Similarity	NPD5658	Approved
0.7071	Intermediate Similarity	NPD7255	Clinical (unspecified phase)
0.707	Intermediate Similarity	NPD6494	Phase 2
0.7065	Intermediate Similarity	NPD6071	Discontinued
0.7065	Intermediate Similarity	NPD4010	Discontinued
0.7062	Intermediate Similarity	NPD2883	Discontinued
0.7048	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD7667	Clinical (unspecified phase)
0.7033	Intermediate Similarity	NPD5930	Phase 3
0.7027	Intermediate Similarity	NPD3975	Discontinued
0.7027	Intermediate Similarity	NPD5680	Clinical (unspecified phase)
0.7017	Intermediate Similarity	NPD2560	Approved
0.7017	Intermediate Similarity	NPD2563	Approved
0.7011	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD6284	Clinical (unspecified phase)
0.6989	Remote Similarity	NPD1424	Approved
0.6971	Remote Similarity	NPD3845	Phase 1
0.6971	Remote Similarity	NPD6783	Clinical (unspecified phase)
0.6964	Remote Similarity	NPD4474	Approved
0.6964	Remote Similarity	NPD4475	Approved
0.6961	Remote Similarity	NPD6738	Phase 2
0.6961	Remote Similarity	NPD6737	Phase 2
0.6959	Remote Similarity	NPD2843	Phase 2
0.6959	Remote Similarity	NPD2845	Phase 2
0.6952	Remote Similarity	NPD5070	Clinical (unspecified phase)
0.694	Remote Similarity	NPD4055	Discovery
0.6936	Remote Similarity	NPD4597	Approved
0.6936	Remote Similarity	NPD4598	Approved
0.6935	Remote Similarity	NPD8095	Phase 1
0.6934	Remote Similarity	NPD7279	Phase 2
0.6934	Remote Similarity	NPD7278	Phase 2
0.6927	Remote Similarity	NPD6021	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD2488	Approved
0.6923	Remote Similarity	NPD2490	Approved
0.6923	Remote Similarity	NPD6063	Approved
0.6919	Remote Similarity	NPD3984	Clinical (unspecified phase)
0.6919	Remote Similarity	NPD2973	Approved
0.6919	Remote Similarity	NPD6107	Approved
0.6919	Remote Similarity	NPD2974	Approved
0.6919	Remote Similarity	NPD3983	Phase 3
0.6919	Remote Similarity	NPD2975	Approved
0.6912	Remote Similarity	NPD6723	Discontinued
0.6907	Remote Similarity	NPD3349	Phase 2
0.6905	Remote Similarity	NPD6812	Clinical (unspecified phase)
0.6904	Remote Similarity	NPD6493	Phase 3
0.6901	Remote Similarity	NPD6895	Approved
0.6901	Remote Similarity	NPD6896	Approved
0.6886	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.6882	Remote Similarity	NPD5183	Approved
0.6882	Remote Similarity	NPD5186	Approved
0.6882	Remote Similarity	NPD5847	Phase 1
0.6875	Remote Similarity	NPD3534	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD7124	Phase 2
0.6875	Remote Similarity	NPD2422	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD7263	Phase 2
0.6858	Remote Similarity	NPD6503	Clinical (unspecified phase)
0.6845	Remote Similarity	NPD6687	Approved
0.6845	Remote Similarity	NPD6688	Approved
0.6836	Remote Similarity	NPD3124	Discontinued
0.6836	Remote Similarity	NPD7598	Phase 2
0.6818	Remote Similarity	NPD7686	Clinical (unspecified phase)
0.6816	Remote Similarity	NPD5976	Discontinued
0.6816	Remote Similarity	NPD4580	Approved
0.6813	Remote Similarity	NPD1769	Discontinued
0.6812	Remote Similarity	NPD4502	Phase 2
0.6811	Remote Similarity	NPD7400	Phase 3
0.6806	Remote Similarity	NPD6211	Clinical (unspecified phase)
0.6796	Remote Similarity	NPD3296	Phase 1
0.6791	Remote Similarity	NPD4166	Phase 2
0.6786	Remote Similarity	NPD3408	Clinical (unspecified phase)
0.6782	Remote Similarity	NPD2494	Approved
0.6782	Remote Similarity	NPD3450	Approved
0.6782	Remote Similarity	NPD2493	Approved
0.6782	Remote Similarity	NPD3452	Approved
0.678	Remote Similarity	NPD7222	Phase 2
0.6778	Remote Similarity	NPD814	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD2842	Clinical (unspecified phase)
0.6776	Remote Similarity	NPD6060	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD6257	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD7125	Discontinued
0.6766	Remote Similarity	NPD6874	Approved
0.6761	Remote Similarity	NPD5754	Discontinued
0.6761	Remote Similarity	NPD6748	Discontinued
0.676	Remote Similarity	NPD3647	Clinical (unspecified phase)
0.676	Remote Similarity	NPD6090	Discontinued
0.6739	Remote Similarity	NPD5978	Approved
0.6739	Remote Similarity	NPD5977	Approved
0.6739	Remote Similarity	NPD2358	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD6457	Approved
0.6735	Remote Similarity	NPD5188	Clinical (unspecified phase)
0.6734	Remote Similarity	NPD4418	Discontinued
0.6722	Remote Similarity	NPD4727	Phase 1
0.672	Remote Similarity	NPD4796	Discontinued
0.672	Remote Similarity	NPD6365	Clinical (unspecified phase)
0.6719	Remote Similarity	NPD6297	Approved
0.6719	Remote Similarity	NPD6293	Clinical (unspecified phase)

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