NPASS Compound

Structure

CID71726 OpenBabel06191715412D 26 30 0 0 1 0 0 0 0 0999 V2000 2.5136 4.4920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7570 4.4924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6349 2.9709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5130 2.4636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6755 0.9663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6751 -1.9337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3496 -0.0008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6748 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6749 -1.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0005 -0.9662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6351 3.9851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5128 1.4494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8374 -1.4505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6753 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8373 -1.4508 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3498 0.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5123 -0.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8372 -0.4832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5122 -1.4501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5120 -0.4829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8375 -0.4835 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2282 1.4728 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5121 -1.4511 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4321 -1.7489 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4318 -0.1838 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 11 1 0 0 0 0 2 11 1 0 0 0 0 3 4 1 0 0 0 0 3 11 2 0 0 0 0 4 12 1 0 0 0 0 5 12 2 0 0 0 0 5 14 1 0 0 0 0 6 13 2 0 0 0 0 6 19 1 0 0 0 0 7 16 2 0 0 0 0 7 17 1 0 0 0 0 8 18 2 0 0 0 0 8 20 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 10 25 1 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 17 2 0 0 0 0 15 9 1 1 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 14 1 1 0 0 0 21 26 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	352.13
Volume:	354.486
LogP:	5.615
LogD:	3.972
LogS:	-5.83
# Rotatable Bonds:	2
TPSA:	57.15
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.82
Synthetic Accessibility Score:	3.685
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:	-4.87
MDCK Permeability:	1.568305742694065e-05
Pgp-inhibitor:	0.022
Pgp-substrate:	0.008
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.006
30% Bioavailability (F30%):	0.085

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.05
Plasma Protein Binding (PPB):	97.21031951904297%
Volume Distribution (VD):	1.688
Pgp-substrate:	3.050276756286621%

ADMET: Metabolism

CYP1A2-inhibitor:	0.634
CYP1A2-substrate:	0.439
CYP2C19-inhibitor:	0.973
CYP2C19-substrate:	0.286
CYP2C9-inhibitor:	0.908
CYP2C9-substrate:	0.902
CYP2D6-inhibitor:	0.925
CYP2D6-substrate:	0.744
CYP3A4-inhibitor:	0.905
CYP3A4-substrate:	0.42

ADMET: Excretion

Clearance (CL):	18.366
Half-life (T1/2):	0.141

ADMET: Toxicity

hERG Blockers:	0.057
Human Hepatotoxicity (H-HT):	0.922
Drug-inuced Liver Injury (DILI):	0.875
AMES Toxicity:	0.883
Rat Oral Acute Toxicity:	0.23
Maximum Recommended Daily Dose:	0.938
Skin Sensitization:	0.645
Carcinogencity:	0.497
Eye Corrosion:	0.003
Eye Irritation:	0.477
Respiratory Toxicity:	0.703

Download Data

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

Natural Product: NPC71726

Natural Product ID:	NPC71726
*Common Name:**	UFBHHWPUVXVFRG-BTYIYWSLSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	UFBHHWPUVXVFRG-BTYIYWSLSA-N
Standard InCHI:	InChI=1S/C21H20O5/c1-11(2)3-4-12-5-14-17(7-16(12)22)23-9-15-13-6-19-20(25-10-24-19)8-18(13)26-21(14)15/h3,5-8,15,21-22H,4,9-10H2,1-2H3/t15-,21-/m0/s1
SMILES:	CC(=CCc1cc2c(cc1O)OC[C@@H]1[C@H]2Oc2c1cc1c(c2)OCO1)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1976045
PubChem CID:	182148
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002506] Isoflavonoids [CHEMONTID:0002617] Furanoisoflavonoids [CHEMONTID:0001608] Pterocarpans

*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
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	seed	n.a.	DOI[10.1007/s11418-005-0009-z]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10691704]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16378371]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16643065]
NPO8025	Aaptos ciliata	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18257536]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19177635]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19433363]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	n.a.	Sunan County, Gansu Province, China	2006-JUN	PMID[20684529]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	stem	n.a.	PMID[22032651]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[22032651]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	whole plant	Guide County, Qinghai Province, China	2008-AUG	PMID[22775441]
NPO8257	Carpha glomerata	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30219526]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32705864]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8790	Cyanostegia angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2131	Dactylorhiza viridis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO373	Viburnum erubescens	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8025	Aaptos ciliata	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9998	Abies excelsa	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3838	Chrysosporum ovalisporum	Species	Aphanizomenonaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7418	Eucalyptus resinifera	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6807	Ranunculus asiaticus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1293	Streptomyces matensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5857	Achlya heterosexualis	Species	Saprolegniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2670	Maytenus chuchuhuasha	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4123	Trididemnum cyanophorum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9091	Orthosiphon spicatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4901	Arnica mollis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO373	Viburnum erubescens	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2439	Diplopterygium glaucum	Species	Gleicheniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9594	Lysimachia fordiana	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3151	Solanum lanceolatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10038.1	Abies pinsapo var. marocana	Varieties	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2131	Dactylorhiza viridis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9737	Ampelocera edentula	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6065	Brassica carinata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8257	Carpha glomerata	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5086	Alternaria macrospora	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9867	Ixeris debilis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8790	Cyanostegia angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7032	Marasmiellus troyanus	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8938	Halobacillus litoralis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO4536	Remirea maritima	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21472	Pterolobium hexapetalum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13474	Euphrasia genargentea	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10132	Schizophyllum lobatum	Species	Schizophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO593	Wikstroemia viridiflora	Species	Thymelaeaceae	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	56

Activity Type	# Activity
Cell Line	56

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[500868]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	20558.91	nM	PMID[500868]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	33189.45	nM	PMID[500868]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	31550.05	nM	PMID[500868]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	42364.3	nM	PMID[500868]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	23768.4	nM	PMID[500868]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	22961.49	nM	PMID[500868]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	36728.23	nM	PMID[500868]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	38815.04	nM	PMID[500868]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	20323.57	nM	PMID[500868]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	36728.23	nM	PMID[500868]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	37239.17	nM	PMID[500868]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	22080.05	nM	PMID[500868]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	91622.05	nM	PMID[500868]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	37497.3	nM	PMID[500868]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	29785.16	nM	PMID[500868]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	61659.5	nM	PMID[500868]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[500868]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	66069.34	nM	PMID[500868]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	40271.7	nM	PMID[500868]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	33573.76	nM	PMID[500868]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	39810.72	nM	PMID[500868]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	36475.39	nM	PMID[500868]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	32583.67	nM	PMID[500868]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	39627.8	nM	PMID[500868]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	62086.9	nM	PMID[500868]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	63679.55	nM	PMID[500868]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	37411.06	nM	PMID[500868]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	17258.38	nM	PMID[500868]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	23388.37	nM	PMID[500868]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	80352.61	nM	PMID[500868]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[500868]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	78704.58	nM	PMID[500868]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	35809.64	nM	PMID[500868]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	17100.15	nM	PMID[500868]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	56623.93	nM	PMID[500868]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	25292.98	nM	PMID[500868]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	22181.96	nM	PMID[500868]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	23280.91	nM	PMID[500868]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[500868]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	21232.44	nM	PMID[500868]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	34355.79	nM	PMID[500868]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[500868]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	32583.67	nM	PMID[500868]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	25118.86	nM	PMID[500868]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[500868]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[500868]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	18155.16	nM	PMID[500868]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	45289.76	nM	PMID[500868]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	42072.66	nM	PMID[500868]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	26363.31	nM	PMID[500868]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	23823.19	nM	PMID[500868]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	83368.12	nM	PMID[500868]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[500868]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[500868]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	21428.91	nM	PMID[500868]

☑ 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 NPC71726 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	437
0.1-0.2	1629
0.2-0.3	4196
0.3-0.4	11075
0.4-0.5	7577
0.5-0.6	4166
0.6-0.7	6766
0.7-0.8	5288
0.8-0.85	1071
0.85-0.9	417
0.9-0.95	61
0.95-1	14

Similarity Score	Similarity Level	Natural Product ID
0.965	High Similarity	NPC240521
0.9645	High Similarity	NPC42716
0.9645	High Similarity	NPC178014
0.9645	High Similarity	NPC474749
0.9645	High Similarity	NPC11422
0.9645	High Similarity	NPC180953
0.9589	High Similarity	NPC159922
0.958	High Similarity	NPC166584
0.958	High Similarity	NPC301961
0.9577	High Similarity	NPC226540
0.9507	High Similarity	NPC205316
0.9507	High Similarity	NPC307466
0.9441	High Similarity	NPC162193
0.9433	High Similarity	NPC80326
0.9433	High Similarity	NPC472562
0.9375	High Similarity	NPC116019
0.9366	High Similarity	NPC47633
0.9366	High Similarity	NPC474808
0.9366	High Similarity	NPC102044
0.9366	High Similarity	NPC85264
0.9362	High Similarity	NPC300798
0.9362	High Similarity	NPC58137
0.9357	High Similarity	NPC9068
0.9315	High Similarity	NPC472709
0.9315	High Similarity	NPC472710
0.9301	High Similarity	NPC93323
0.9301	High Similarity	NPC280092
0.9301	High Similarity	NPC12641
0.9301	High Similarity	NPC63879
0.9301	High Similarity	NPC45257
0.9296	High Similarity	NPC174522
0.9291	High Similarity	NPC27495
0.9225	High Similarity	NPC247291
0.922	High Similarity	NPC292487
0.9214	High Similarity	NPC197166
0.9184	High Similarity	NPC238140
0.9178	High Similarity	NPC248132
0.9178	High Similarity	NPC130449
0.9178	High Similarity	NPC270751
0.9172	High Similarity	NPC33832
0.9161	High Similarity	NPC107161
0.9155	High Similarity	NPC177868
0.9155	High Similarity	NPC259519
0.9116	High Similarity	NPC51328
0.9116	High Similarity	NPC55158
0.9116	High Similarity	NPC286235
0.911	High Similarity	NPC16269
0.911	High Similarity	NPC101376
0.911	High Similarity	NPC21776
0.9097	High Similarity	NPC81638
0.9085	High Similarity	NPC6369
0.9085	High Similarity	NPC471388
0.9085	High Similarity	NPC30951
0.9078	High Similarity	NPC173660
0.9078	High Similarity	NPC78047
0.9054	High Similarity	NPC98624
0.9048	High Similarity	NPC175976
0.9028	High Similarity	NPC41782
0.9021	High Similarity	NPC226547
0.9021	High Similarity	NPC309124
0.9021	High Similarity	NPC184797
0.9021	High Similarity	NPC160283
0.9021	High Similarity	NPC284464
0.9021	High Similarity	NPC254759
0.9014	High Similarity	NPC477938
0.9007	High Similarity	NPC195022
0.898	High Similarity	NPC193473
0.898	High Similarity	NPC39657
0.898	High Similarity	NPC15956
0.898	High Similarity	NPC275284
0.898	High Similarity	NPC227902
0.898	High Similarity	NPC224674
0.898	High Similarity	NPC213074
0.898	High Similarity	NPC114505
0.898	High Similarity	NPC31325
0.8973	High Similarity	NPC43508
0.8973	High Similarity	NPC469557
0.8973	High Similarity	NPC476301
0.8966	High Similarity	NPC12728
0.8966	High Similarity	NPC255566
0.8966	High Similarity	NPC298317
0.8966	High Similarity	NPC185071
0.8958	High Similarity	NPC471389
0.8958	High Similarity	NPC263261
0.8958	High Similarity	NPC87725
0.8958	High Similarity	NPC311530
0.8951	High Similarity	NPC70682
0.8951	High Similarity	NPC232164
0.8951	High Similarity	NPC236306
0.8951	High Similarity	NPC245207
0.8951	High Similarity	NPC292882
0.8951	High Similarity	NPC473739
0.8951	High Similarity	NPC260741
0.8951	High Similarity	NPC127218
0.8951	High Similarity	NPC319647
0.8951	High Similarity	NPC25966
0.8936	High Similarity	NPC90083
0.8936	High Similarity	NPC170779
0.8936	High Similarity	NPC474478
0.8933	High Similarity	NPC302610
0.8929	High Similarity	NPC65183
0.8929	High Similarity	NPC261812
0.8929	High Similarity	NPC72046
0.8912	High Similarity	NPC154971
0.8912	High Similarity	NPC252286
0.8912	High Similarity	NPC99515
0.8912	High Similarity	NPC190714
0.8904	High Similarity	NPC50250
0.8904	High Similarity	NPC472712
0.8904	High Similarity	NPC118385
0.8904	High Similarity	NPC471667
0.8904	High Similarity	NPC473046
0.8904	High Similarity	NPC472713
0.8904	High Similarity	NPC239254
0.8904	High Similarity	NPC172171
0.8904	High Similarity	NPC79429
0.8904	High Similarity	NPC187774
0.8904	High Similarity	NPC217635
0.8897	High Similarity	NPC253878
0.8889	High Similarity	NPC46591
0.8881	High Similarity	NPC474687
0.8881	High Similarity	NPC276490
0.8881	High Similarity	NPC326797
0.8881	High Similarity	NPC103976
0.8881	High Similarity	NPC474282
0.8881	High Similarity	NPC474039
0.8881	High Similarity	NPC107551
0.8881	High Similarity	NPC185908
0.8881	High Similarity	NPC102904
0.8881	High Similarity	NPC176051
0.8881	High Similarity	NPC283949
0.8873	High Similarity	NPC150534
0.8865	High Similarity	NPC266848
0.8865	High Similarity	NPC136750
0.8859	High Similarity	NPC95392
0.8859	High Similarity	NPC35877
0.8859	High Similarity	NPC55715
0.8844	High Similarity	NPC22150
0.8844	High Similarity	NPC477702
0.8844	High Similarity	NPC38041
0.8844	High Similarity	NPC277867
0.8844	High Similarity	NPC475096
0.8844	High Similarity	NPC161700
0.8844	High Similarity	NPC475868
0.8844	High Similarity	NPC279298
0.8836	High Similarity	NPC472451
0.8836	High Similarity	NPC252169
0.8836	High Similarity	NPC477616
0.8828	High Similarity	NPC471414
0.8828	High Similarity	NPC35216
0.8811	High Similarity	NPC162659
0.8811	High Similarity	NPC265433
0.8811	High Similarity	NPC248727
0.8811	High Similarity	NPC470802
0.8811	High Similarity	NPC3049
0.8811	High Similarity	NPC25695
0.8811	High Similarity	NPC172818
0.8811	High Similarity	NPC270456
0.8808	High Similarity	NPC160196
0.8803	High Similarity	NPC31530
0.8794	High Similarity	NPC7744
0.8786	High Similarity	NPC470225
0.8786	High Similarity	NPC27187
0.8784	High Similarity	NPC317053
0.8784	High Similarity	NPC324492
0.8784	High Similarity	NPC112861
0.8784	High Similarity	NPC125755
0.8784	High Similarity	NPC212890
0.8784	High Similarity	NPC260397
0.8776	High Similarity	NPC25292
0.8776	High Similarity	NPC473108
0.8776	High Similarity	NPC73467
0.8776	High Similarity	NPC121661
0.8776	High Similarity	NPC473045
0.8767	High Similarity	NPC204347
0.8767	High Similarity	NPC311057
0.8767	High Similarity	NPC36531
0.8767	High Similarity	NPC475891
0.8767	High Similarity	NPC246947
0.8767	High Similarity	NPC229172
0.8767	High Similarity	NPC59841
0.8767	High Similarity	NPC475084
0.8767	High Similarity	NPC191231
0.8767	High Similarity	NPC287124
0.8767	High Similarity	NPC103637
0.8767	High Similarity	NPC5262
0.8767	High Similarity	NPC230538
0.8767	High Similarity	NPC2613
0.8767	High Similarity	NPC189115
0.8767	High Similarity	NPC472714
0.8759	High Similarity	NPC56091
0.8759	High Similarity	NPC216434
0.8759	High Similarity	NPC103448
0.875	High Similarity	NPC78809
0.8741	High Similarity	NPC99572
0.8741	High Similarity	NPC474206
0.8741	High Similarity	NPC473413
0.8741	High Similarity	NPC112939
0.8741	High Similarity	NPC189474
0.8741	High Similarity	NPC34103

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 NPC71726 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	361
0.1-0.2	932
0.2-0.3	1947
0.3-0.4	2752
0.4-0.5	1591
0.5-0.6	895
0.6-0.7	566
0.7-0.8	92
0.8-0.85	14
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8471	Intermediate Similarity	NPD6234	Discontinued
0.8462	Intermediate Similarity	NPD4967	Phase 2
0.8462	Intermediate Similarity	NPD4965	Approved
0.8462	Intermediate Similarity	NPD4966	Approved
0.8403	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.8403	Intermediate Similarity	NPD1613	Approved
0.831	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.8269	Intermediate Similarity	NPD37	Approved
0.8264	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.8252	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8221	Intermediate Similarity	NPD7228	Approved
0.82	Intermediate Similarity	NPD6674	Discontinued
0.8194	Intermediate Similarity	NPD3027	Phase 3
0.8182	Intermediate Similarity	NPD2861	Phase 2
0.8129	Intermediate Similarity	NPD1653	Approved
0.8125	Intermediate Similarity	NPD4908	Phase 1
0.8025	Intermediate Similarity	NPD7199	Phase 2
0.8014	Intermediate Similarity	NPD1610	Phase 2
0.7927	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7887	Intermediate Similarity	NPD3705	Approved
0.7853	Intermediate Similarity	NPD5494	Approved
0.7823	Intermediate Similarity	NPD4625	Phase 3
0.7811	Intermediate Similarity	NPD7240	Approved
0.7784	Intermediate Similarity	NPD3818	Discontinued
0.7778	Intermediate Similarity	NPD4749	Approved
0.777	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7764	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7738	Intermediate Similarity	NPD5844	Phase 1
0.7702	Intermediate Similarity	NPD1934	Approved
0.7692	Intermediate Similarity	NPD7074	Phase 3
0.7639	Intermediate Similarity	NPD1091	Approved
0.7633	Intermediate Similarity	NPD7054	Approved
0.7606	Intermediate Similarity	NPD1548	Phase 1
0.7602	Intermediate Similarity	NPD6559	Discontinued
0.7588	Intermediate Similarity	NPD7472	Approved
0.758	Intermediate Similarity	NPD5058	Phase 3
0.7561	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7558	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.755	Intermediate Similarity	NPD4060	Phase 1
0.7546	Intermediate Similarity	NPD2801	Approved
0.7532	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7457	Intermediate Similarity	NPD7808	Phase 3
0.745	Intermediate Similarity	NPD3018	Phase 2
0.7442	Intermediate Similarity	NPD6797	Phase 2
0.7431	Intermediate Similarity	NPD1357	Approved
0.7429	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7399	Intermediate Similarity	NPD7251	Discontinued
0.7386	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD5124	Phase 1
0.7378	Intermediate Similarity	NPD3382	Approved
0.7378	Intermediate Similarity	NPD3384	Approved
0.7378	Intermediate Similarity	NPD3383	Approved
0.7376	Intermediate Similarity	NPD5283	Phase 1
0.7372	Intermediate Similarity	NPD7266	Discontinued
0.7365	Intermediate Similarity	NPD6696	Suspended
0.7363	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7356	Intermediate Similarity	NPD7549	Discontinued
0.7353	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7353	Intermediate Similarity	NPD6166	Phase 2
0.7353	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7349	Intermediate Similarity	NPD3882	Suspended
0.7326	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD3620	Phase 2
0.7305	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7297	Intermediate Similarity	NPD2983	Phase 2
0.7297	Intermediate Similarity	NPD2982	Phase 2
0.7284	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD6671	Approved
0.7267	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7244	Intermediate Similarity	NPD5588	Approved
0.7235	Intermediate Similarity	NPD6232	Discontinued
0.7233	Intermediate Similarity	NPD6331	Phase 2
0.7233	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.723	Intermediate Similarity	NPD2981	Phase 2
0.7229	Intermediate Similarity	NPD8455	Phase 2
0.7222	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7212	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD7473	Discontinued
0.7204	Intermediate Similarity	NPD7680	Approved
0.7202	Intermediate Similarity	NPD7075	Discontinued
0.7197	Intermediate Similarity	NPD6100	Approved
0.7197	Intermediate Similarity	NPD6099	Approved
0.7195	Intermediate Similarity	NPD6055	Clinical (unspecified phase)
0.719	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7186	Intermediate Similarity	NPD6374	Clinical (unspecified phase)
0.7186	Intermediate Similarity	NPD3817	Phase 2
0.7186	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7181	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD4538	Approved
0.7179	Intermediate Similarity	NPD4536	Approved
0.716	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD1375	Discontinued
0.7152	Intermediate Similarity	NPD4380	Phase 2
0.7143	Intermediate Similarity	NPD5125	Phase 3
0.7143	Intermediate Similarity	NPD5126	Approved
0.7135	Intermediate Similarity	NPD3787	Discontinued
0.7135	Intermediate Similarity	NPD7229	Phase 3
0.7134	Intermediate Similarity	NPD4108	Discontinued
0.7133	Intermediate Similarity	NPD8651	Approved
0.7126	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD7819	Suspended
0.7126	Intermediate Similarity	NPD1465	Phase 2
0.7099	Intermediate Similarity	NPD7212	Phase 2
0.7099	Intermediate Similarity	NPD7213	Phase 3
0.7099	Intermediate Similarity	NPD1511	Approved
0.7081	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7076	Intermediate Similarity	NPD6959	Discontinued
0.707	Intermediate Similarity	NPD7097	Phase 1
0.7063	Intermediate Similarity	NPD5177	Phase 3
0.7063	Intermediate Similarity	NPD1652	Phase 2
0.7055	Intermediate Similarity	NPD7447	Phase 1
0.7055	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD5735	Approved
0.7051	Intermediate Similarity	NPD6355	Discontinued
0.7048	Intermediate Similarity	NPD4678	Approved
0.7048	Intermediate Similarity	NPD4675	Approved
0.7047	Intermediate Similarity	NPD422	Phase 1
0.7045	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD6002	Phase 3
0.7044	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD5762	Approved
0.7044	Intermediate Similarity	NPD5763	Approved
0.7044	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD6004	Phase 3
0.7044	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD6005	Phase 3
0.7025	Intermediate Similarity	NPD5960	Phase 3
0.7025	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7025	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7024	Intermediate Similarity	NPD5929	Approved
0.7024	Intermediate Similarity	NPD2978	Approved
0.7024	Intermediate Similarity	NPD2977	Approved
0.7019	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD4110	Phase 3
0.7019	Intermediate Similarity	NPD3892	Phase 2
0.7019	Intermediate Similarity	NPD7466	Approved
0.7012	Intermediate Similarity	NPD1512	Approved
0.7	Intermediate Similarity	NPD4663	Approved
0.7	Intermediate Similarity	NPD1549	Phase 2
0.6994	Remote Similarity	NPD2970	Approved
0.6994	Remote Similarity	NPD2969	Approved
0.6993	Remote Similarity	NPD228	Approved
0.6988	Remote Similarity	NPD4005	Discontinued
0.6986	Remote Similarity	NPD7340	Approved
0.6981	Remote Similarity	NPD3454	Phase 3
0.6981	Remote Similarity	NPD2935	Discontinued
0.6977	Remote Similarity	NPD1247	Approved
0.6971	Remote Similarity	NPD3751	Discontinued
0.6961	Remote Similarity	NPD6841	Approved
0.6961	Remote Similarity	NPD6843	Phase 3
0.6961	Remote Similarity	NPD6842	Approved
0.6961	Remote Similarity	NPD7906	Approved
0.6961	Remote Similarity	NPD7243	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD2489	Approved
0.6954	Remote Similarity	NPD27	Approved
0.6951	Remote Similarity	NPD2533	Approved
0.6951	Remote Similarity	NPD2532	Approved
0.6951	Remote Similarity	NPD2534	Approved
0.6946	Remote Similarity	NPD7028	Phase 2
0.6941	Remote Similarity	NPD7768	Phase 2
0.6937	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6937	Remote Similarity	NPD3540	Phase 1
0.6936	Remote Similarity	NPD3051	Approved
0.6927	Remote Similarity	NPD7313	Approved
0.6927	Remote Similarity	NPD4578	Approved
0.6927	Remote Similarity	NPD7311	Approved
0.6927	Remote Similarity	NPD7310	Approved
0.6927	Remote Similarity	NPD7312	Approved
0.6927	Remote Similarity	NPD4577	Approved
0.6923	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD6233	Phase 2
0.6914	Remote Similarity	NPD3750	Approved
0.691	Remote Similarity	NPD7685	Pre-registration
0.6909	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD7411	Suspended
0.6897	Remote Similarity	NPD1398	Phase 1
0.6894	Remote Similarity	NPD2424	Discontinued
0.6889	Remote Similarity	NPD7309	Approved
0.6882	Remote Similarity	NPD5402	Approved
0.6882	Remote Similarity	NPD2563	Approved
0.6882	Remote Similarity	NPD2560	Approved
0.6879	Remote Similarity	NPD8127	Discontinued
0.6879	Remote Similarity	NPD4140	Approved
0.6879	Remote Similarity	NPD1558	Phase 1
0.6879	Remote Similarity	NPD968	Approved
0.6875	Remote Similarity	NPD2161	Phase 2
0.6875	Remote Similarity	NPD3539	Phase 1
0.6867	Remote Similarity	NPD3496	Discontinued
0.6864	Remote Similarity	NPD6801	Discontinued
0.686	Remote Similarity	NPD919	Approved
0.6859	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6859	Remote Similarity	NPD6798	Discontinued
0.6855	Remote Similarity	NPD4978	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