NPASS Compound

Structure

CID243677 OpenBabel06191716042D 22 22 0 0 0 0 0 0 0 0999 V2000 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 14 1 0 0 0 0 5 8 1 0 0 0 0 5 13 2 0 0 0 0 6 9 1 0 0 0 0 6 14 2 0 0 0 0 7 10 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 17 2 0 0 0 0 16 19 2 0 0 0 0 17 19 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	300.17
Volume:	336.539
LogP:	5.52
LogD:	3.916
LogS:	-4.699
# Rotatable Bonds:	6
TPSA:	57.53
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.6
Synthetic Accessibility Score:	2.781
Fsp3:	0.316
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:	-4.972
MDCK Permeability:	1.577451803314034e-05
Pgp-inhibitor:	0.022
Pgp-substrate:	0.123
Human Intestinal Absorption (HIA):	0.019
20% Bioavailability (F20%):	0.862
30% Bioavailability (F30%):	0.573

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.048
Plasma Protein Binding (PPB):	92.7042007446289%
Volume Distribution (VD):	0.443
Pgp-substrate:	5.175224304199219%

ADMET: Metabolism

CYP1A2-inhibitor:	0.193
CYP1A2-substrate:	0.122
CYP2C19-inhibitor:	0.043
CYP2C19-substrate:	0.064
CYP2C9-inhibitor:	0.418
CYP2C9-substrate:	0.292
CYP2D6-inhibitor:	0.211
CYP2D6-substrate:	0.131
CYP3A4-inhibitor:	0.039
CYP3A4-substrate:	0.08

ADMET: Excretion

Clearance (CL):	11.621
Half-life (T1/2):	0.83

ADMET: Toxicity

hERG Blockers:	0.027
Human Hepatotoxicity (H-HT):	0.93
Drug-inuced Liver Injury (DILI):	0.068
AMES Toxicity:	0.006
Rat Oral Acute Toxicity:	0.048
Maximum Recommended Daily Dose:	0.283
Skin Sensitization:	0.941
Carcinogencity:	0.122
Eye Corrosion:	0.008
Eye Irritation:	0.26
Respiratory Toxicity:	0.359

Download Data

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

Natural Product: NPC243677

Natural Product ID:	NPC243677
*Common Name:**	Artepillin
IUPAC Name:	(E)-3-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]prop-2-enoic acid
Synonyms:	Artepillin; Artepillin C
Standard InCHIKey:	KABCFARPAMSXCC-JXMROGBWSA-N
Standard InCHI:	InChI=1S/C19H24O3/c1-13(2)5-8-16-11-15(7-10-18(20)21)12-17(19(16)22)9-6-14(3)4/h5-7,10-12,22H,8-9H2,1-4H3,(H,20,21)/p-1/b10-7+
SMILES:	CC(=CCc1cc(/C=C/C(=O)[O-])cc(CC=C(C)C)c1O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL456309
PubChem CID:	5472440
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000476] Cinnamic acids and derivatives [CHEMONTID:0001391] Hydroxycinnamic acids and derivatives [CHEMONTID:0002503] Hydroxycinnamic acids

*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
NPO30782	Brazilian propolis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[10.1248/cpb.47.1521]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10654410]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[10843587]
NPO30782	Brazilian propolis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[11000036]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[15568770]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16392664]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16933887]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	roots	Hualien Hsien, Taiwan	2003-JUL	PMID[16933887]
NPO12006	Apis mellifera	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17548953]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[17951038]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18175961]
NPO13379	Schizanthus tricolor	Species	Solanaceae	Eukaryota	Aerial parts	n.a.	n.a.	PMID[20166702]
NPO11266	Garcinia cambogia	Species	Clusiaceae	Eukaryota	n.a.	exocarp	n.a.	PMID[21114277]
NPO13379	Schizanthus tricolor	Species	Solanaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[21171571]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	whole plant	n.a.	PMID[21428416]
NPO32851	brazilian green propolis	Species	n.a.	n.a.	n.a.	Brazilian green propolis	n.a.	PMID[21865046]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22870812]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23435948]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24295087]
NPO12006	Apis mellifera	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	PMID[24675423]
NPO12006	Apis mellifera	Species	Apidae	Eukaryota	n.a.	Bako, Ethiopia		PMID[24926420]
NPO12006	Apis mellifera	Species	Apidae	Eukaryota	n.a.	Enemore, Ethiopia		PMID[24926420]
NPO12006	Apis mellifera	Species	Apidae	Eukaryota	n.a.	Gedo, Ethiopia		PMID[24926420]
NPO12006	Apis mellifera	Species	Apidae	Eukaryota	n.a.	Holleta, Ethiopia		PMID[24926420]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25737008]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27575476]
NPO3013	Clathria basilana	Species	Microcionidae	Eukaryota	n.a.	n.a.	n.a.	PMID[29094598]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[30298740]
NPO30782	Brazilian propolis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[8951168]
NPO30782	Brazilian propolis	n.a.	n.a.	n.a.	n.a.	Brazilian propolis	n.a.	PMID[9677271]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[9868163]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO12006	Apis mellifera	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11842	Petasites laevigatus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13473	Anodendron affine	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7541	Ormosia hosiei	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11266	Garcinia cambogia	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7541	Ormosia hosiei	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11842	Petasites laevigatus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13473	Anodendron affine	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11266	Garcinia cambogia	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO31579	Artemisia capillaries	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12006	Apis mellifera	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7541	Ormosia hosiei	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11842	Petasites laevigatus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7541	Ormosia hosiei	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14470	Polypodium decumanum	Species	Polypodiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14169	Acrocarpia paniculata	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11266	Garcinia cambogia	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13669	Hertia cheirifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13178	Ornithoglossum viride	Species	Colchicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5280	Rubia tetragona	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12006	Apis mellifera	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13876	Cedrela salvadorensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14369	Pocillopora eydouxi	Species	Pocilloporidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13473	Anodendron affine	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9569	Licaria chrysophylla	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4700	Pertusaria truncata	Species	Pertusariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13379	Schizanthus tricolor	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12521	Sphaeranthus confertifolius	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3013	Clathria basilana	Species	Microcionidae	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
ED50	2
GI50	53
IC50	6
Ki	2
Others	7

Activity Type	# Activity
Cell Line	57
Individual Protein	9
NON-MOLECULAR	2
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT453	Cell Line	HT-1080	Homo sapiens	ED50	=	45.47	ug ml-1	PMID[465873]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	7.0	ug.mL-1	PMID[465874]
NPT393	Cell Line	HCT-116	Homo sapiens	Activity	=	53.3	%	PMID[465875]
NPT41	Individual Protein	Aldose reductase	Homo sapiens	IC50	=	23000.0	nM	PMID[465876]
NPT1270	Individual Protein	Aldo-keto reductase family 1 member B10	Homo sapiens	IC50	=	53000.0	nM	PMID[465876]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	87498.38	nM	PMID[465877]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	19678.86	nM	PMID[465877]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	76032.63	nM	PMID[465877]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	31332.86	nM	PMID[465877]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	76032.63	nM	PMID[465877]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	76559.66	nM	PMID[465877]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	43651.58	nM	PMID[465877]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	76032.63	nM	PMID[465877]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	81658.24	nM	PMID[465877]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	66834.39	nM	PMID[465877]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	73451.39	nM	PMID[465877]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	47315.13	nM	PMID[465877]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[465877]
NPT3504	Individual Protein	Aldo-keto-reductase family 1 member C3	Homo sapiens	IC50	=	1000.0	nM	PMID[465878]
NPT3506	Individual Protein	Aldo-keto reductase family 1 member C4	Homo sapiens	Inhibition	=	19.0	%	PMID[465878]
NPT3507	Individual Protein	Aldo-keto reductase family 1 member C2	Homo sapiens	Inhibition	=	13.0	%	PMID[465878]
NPT3504	Individual Protein	Aldo-keto-reductase family 1 member C3	Homo sapiens	Ki	=	680.0	nM	PMID[465878]
NPT3505	Individual Protein	Aldo-keto reductase family 1 member C1	Homo sapiens	Inhibition	=	29.0	%	PMID[465878]
NPT3120	Individual Protein	Serine/threonine-protein kinase PAK 1	Homo sapiens	IC50	=	25000.0	nM	PMID[465879]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	25000.0	nM	PMID[465879]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	59.32	ug ml-1	PMID[465873]
NPT2	Others	Unspecified		Ratio	=	1.09	n.a.	PMID[465875]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	80.9	%	PMID[465875]
NPT2	Others	Unspecified		ED	=	20.0	uM	PMID[465879]

☑ 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 NPC243677 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	210
0.1-0.2	1428
0.2-0.3	3885
0.3-0.4	11979
0.4-0.5	7736
0.5-0.6	9665
0.6-0.7	6423
0.7-0.8	1206
0.8-0.85	126
0.85-0.9	33
0.9-0.95	2
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9796	High Similarity	NPC303141
0.97	High Similarity	NPC470039
0.9592	High Similarity	NPC470202
0.9412	High Similarity	NPC75272
0.9412	High Similarity	NPC471954
0.898	High Similarity	NPC246679
0.8878	High Similarity	NPC32977
0.8878	High Similarity	NPC81010
0.8818	High Similarity	NPC474890
0.8818	High Similarity	NPC161943
0.8818	High Similarity	NPC273282
0.8807	High Similarity	NPC83718
0.8785	High Similarity	NPC199462
0.8713	High Similarity	NPC128723
0.8673	High Similarity	NPC204210
0.866	High Similarity	NPC70436
0.8627	High Similarity	NPC253746
0.8627	High Similarity	NPC225506
0.8624	High Similarity	NPC114918
0.8614	High Similarity	NPC77492
0.8611	High Similarity	NPC228988
0.86	High Similarity	NPC144682
0.86	High Similarity	NPC8392
0.8598	High Similarity	NPC473809
0.8586	High Similarity	NPC181709
0.8559	High Similarity	NPC263754
0.8559	High Similarity	NPC183154
0.8532	High Similarity	NPC242136
0.8529	High Similarity	NPC122005
0.8529	High Similarity	NPC252821
0.8519	High Similarity	NPC139946
0.8519	High Similarity	NPC228609
0.85	High Similarity	NPC289769
0.8491	Intermediate Similarity	NPC228737
0.8476	Intermediate Similarity	NPC138942
0.8469	Intermediate Similarity	NPC123273
0.8469	Intermediate Similarity	NPC177420
0.8469	Intermediate Similarity	NPC242240
0.8469	Intermediate Similarity	NPC318325
0.8469	Intermediate Similarity	NPC280347
0.8462	Intermediate Similarity	NPC135784
0.8462	Intermediate Similarity	NPC304638
0.8462	Intermediate Similarity	NPC168829
0.8431	Intermediate Similarity	NPC201967
0.8426	Intermediate Similarity	NPC183700
0.8416	Intermediate Similarity	NPC26244
0.8416	Intermediate Similarity	NPC257182
0.8411	Intermediate Similarity	NPC279887
0.8411	Intermediate Similarity	NPC68260
0.8384	Intermediate Similarity	NPC55561
0.8381	Intermediate Similarity	NPC288411
0.8381	Intermediate Similarity	NPC93831
0.8367	Intermediate Similarity	NPC113460
0.8367	Intermediate Similarity	NPC25493
0.8365	Intermediate Similarity	NPC472585
0.8364	Intermediate Similarity	NPC211421
0.8362	Intermediate Similarity	NPC174991
0.835	Intermediate Similarity	NPC130193
0.835	Intermediate Similarity	NPC245561
0.8333	Intermediate Similarity	NPC473388
0.8333	Intermediate Similarity	NPC26013
0.8333	Intermediate Similarity	NPC283711
0.8333	Intermediate Similarity	NPC282855
0.8318	Intermediate Similarity	NPC260952
0.8317	Intermediate Similarity	NPC128062
0.8317	Intermediate Similarity	NPC151715
0.8304	Intermediate Similarity	NPC471936
0.8302	Intermediate Similarity	NPC99557
0.8302	Intermediate Similarity	NPC219286
0.8288	Intermediate Similarity	NPC197513
0.8288	Intermediate Similarity	NPC41851
0.8286	Intermediate Similarity	NPC108497
0.8283	Intermediate Similarity	NPC258219
0.8276	Intermediate Similarity	NPC475192
0.8276	Intermediate Similarity	NPC67300
0.8269	Intermediate Similarity	NPC52472
0.8265	Intermediate Similarity	NPC407
0.8265	Intermediate Similarity	NPC23167
0.8265	Intermediate Similarity	NPC307235
0.8257	Intermediate Similarity	NPC63345
0.8257	Intermediate Similarity	NPC208229
0.8252	Intermediate Similarity	NPC140619
0.8241	Intermediate Similarity	NPC61885
0.8241	Intermediate Similarity	NPC206341
0.8241	Intermediate Similarity	NPC31274
0.8241	Intermediate Similarity	NPC63698
0.8235	Intermediate Similarity	NPC286006
0.823	Intermediate Similarity	NPC122117
0.8224	Intermediate Similarity	NPC69332
0.8224	Intermediate Similarity	NPC95178
0.8224	Intermediate Similarity	NPC29989
0.8224	Intermediate Similarity	NPC271274
0.819	Intermediate Similarity	NPC51015
0.819	Intermediate Similarity	NPC94343
0.8182	Intermediate Similarity	NPC470355
0.8173	Intermediate Similarity	NPC171843
0.8165	Intermediate Similarity	NPC88141
0.8165	Intermediate Similarity	NPC98392
0.8165	Intermediate Similarity	NPC95172
0.8165	Intermediate Similarity	NPC79543
0.8163	Intermediate Similarity	NPC155393
0.8163	Intermediate Similarity	NPC197783
0.8151	Intermediate Similarity	NPC473751
0.8137	Intermediate Similarity	NPC316301
0.8137	Intermediate Similarity	NPC27323
0.8137	Intermediate Similarity	NPC152415
0.8136	Intermediate Similarity	NPC184219
0.8131	Intermediate Similarity	NPC127676
0.8131	Intermediate Similarity	NPC227255
0.8119	Intermediate Similarity	NPC304541
0.8119	Intermediate Similarity	NPC270547
0.8119	Intermediate Similarity	NPC306074
0.8119	Intermediate Similarity	NPC45040
0.8113	Intermediate Similarity	NPC13426
0.8113	Intermediate Similarity	NPC68269
0.8108	Intermediate Similarity	NPC286222
0.8103	Intermediate Similarity	NPC131868
0.8103	Intermediate Similarity	NPC241001
0.8103	Intermediate Similarity	NPC164852
0.81	Intermediate Similarity	NPC98772
0.8095	Intermediate Similarity	NPC248396
0.8095	Intermediate Similarity	NPC129373
0.8095	Intermediate Similarity	NPC48730
0.8091	Intermediate Similarity	NPC222905
0.8091	Intermediate Similarity	NPC296683
0.8087	Intermediate Similarity	NPC473767
0.8083	Intermediate Similarity	NPC243688
0.8081	Intermediate Similarity	NPC184169
0.8077	Intermediate Similarity	NPC260000
0.8077	Intermediate Similarity	NPC152097
0.8073	Intermediate Similarity	NPC262365
0.807	Intermediate Similarity	NPC278652
0.807	Intermediate Similarity	NPC160199
0.807	Intermediate Similarity	NPC174087
0.8061	Intermediate Similarity	NPC248817
0.8061	Intermediate Similarity	NPC286904
0.8061	Intermediate Similarity	NPC175313
0.8056	Intermediate Similarity	NPC70843
0.8056	Intermediate Similarity	NPC1786
0.8056	Intermediate Similarity	NPC1075
0.8056	Intermediate Similarity	NPC294902
0.8039	Intermediate Similarity	NPC138117
0.8039	Intermediate Similarity	NPC162314
0.8039	Intermediate Similarity	NPC3358
0.8039	Intermediate Similarity	NPC325292
0.8039	Intermediate Similarity	NPC94139
0.8039	Intermediate Similarity	NPC210497
0.8039	Intermediate Similarity	NPC147284
0.8039	Intermediate Similarity	NPC306884
0.8037	Intermediate Similarity	NPC2518
0.8037	Intermediate Similarity	NPC261573
0.8037	Intermediate Similarity	NPC120693
0.8037	Intermediate Similarity	NPC8931
0.8036	Intermediate Similarity	NPC296144
0.8036	Intermediate Similarity	NPC28784
0.8034	Intermediate Similarity	NPC251259
0.802	Intermediate Similarity	NPC300017
0.802	Intermediate Similarity	NPC192
0.8018	Intermediate Similarity	NPC225679
0.8018	Intermediate Similarity	NPC4493
0.8018	Intermediate Similarity	NPC165770
0.8018	Intermediate Similarity	NPC95716
0.8018	Intermediate Similarity	NPC476632
0.8017	Intermediate Similarity	NPC478121
0.8017	Intermediate Similarity	NPC193203
0.8017	Intermediate Similarity	NPC229894
0.8	Intermediate Similarity	NPC80027
0.8	Intermediate Similarity	NPC132078
0.8	Intermediate Similarity	NPC92730
0.8	Intermediate Similarity	NPC280869
0.8	Intermediate Similarity	NPC216468
0.8	Intermediate Similarity	NPC51333
0.8	Intermediate Similarity	NPC260775
0.8	Intermediate Similarity	NPC309434
0.8	Intermediate Similarity	NPC203124
0.8	Intermediate Similarity	NPC78119
0.7983	Intermediate Similarity	NPC89630
0.7983	Intermediate Similarity	NPC265413
0.7983	Intermediate Similarity	NPC10154
0.7982	Intermediate Similarity	NPC226699
0.7982	Intermediate Similarity	NPC151477
0.7981	Intermediate Similarity	NPC216520
0.7981	Intermediate Similarity	NPC82664
0.7981	Intermediate Similarity	NPC292730
0.7981	Intermediate Similarity	NPC132271
0.7966	Intermediate Similarity	NPC121168
0.7965	Intermediate Similarity	NPC473931
0.7965	Intermediate Similarity	NPC474050
0.7965	Intermediate Similarity	NPC474114
0.7963	Intermediate Similarity	NPC13495
0.7963	Intermediate Similarity	NPC474839
0.7959	Intermediate Similarity	NPC265146
0.7959	Intermediate Similarity	NPC124436
0.7951	Intermediate Similarity	NPC117899
0.7946	Intermediate Similarity	NPC26615
0.7946	Intermediate Similarity	NPC43525
0.7946	Intermediate Similarity	NPC17693
0.7946	Intermediate Similarity	NPC46940
0.7946	Intermediate Similarity	NPC228425
0.7944	Intermediate Similarity	NPC269212

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 NPC243677 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	202
0.1-0.2	991
0.2-0.3	1280
0.3-0.4	2836
0.4-0.5	2097
0.5-0.6	1205
0.6-0.7	454
0.7-0.8	74
0.8-0.85	9
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.86	High Similarity	NPD1809	Phase 2
0.8586	High Similarity	NPD845	Approved
0.8416	Intermediate Similarity	NPD2859	Approved
0.8416	Intermediate Similarity	NPD2860	Approved
0.8317	Intermediate Similarity	NPD2933	Approved
0.8317	Intermediate Similarity	NPD2934	Approved
0.819	Intermediate Similarity	NPD846	Approved
0.819	Intermediate Similarity	NPD940	Approved
0.8174	Intermediate Similarity	NPD4626	Approved
0.8173	Intermediate Similarity	NPD3020	Approved
0.8137	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.8087	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.8058	Intermediate Similarity	NPD844	Approved
0.7959	Intermediate Similarity	NPD111	Approved
0.7857	Intermediate Similarity	NPD6124	Clinical (unspecified phase)
0.7818	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.781	Intermediate Similarity	NPD288	Approved
0.7778	Intermediate Similarity	NPD5691	Approved
0.7769	Intermediate Similarity	NPD1164	Approved
0.7757	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7748	Intermediate Similarity	NPD9266	Approved
0.7748	Intermediate Similarity	NPD74	Approved
0.7727	Intermediate Similarity	NPD3134	Approved
0.7719	Intermediate Similarity	NPD7159	Clinical (unspecified phase)
0.7672	Intermediate Similarity	NPD9493	Approved
0.7658	Intermediate Similarity	NPD9267	Approved
0.7658	Intermediate Similarity	NPD9264	Approved
0.7658	Intermediate Similarity	NPD9263	Approved
0.7632	Intermediate Similarity	NPD7635	Approved
0.7589	Intermediate Similarity	NPD6831	Clinical (unspecified phase)
0.7586	Intermediate Similarity	NPD256	Approved
0.7586	Intermediate Similarity	NPD255	Approved
0.7583	Intermediate Similarity	NPD422	Phase 1
0.7542	Intermediate Similarity	NPD9545	Approved
0.7522	Intermediate Similarity	NPD3022	Approved
0.7522	Intermediate Similarity	NPD3021	Approved
0.75	Intermediate Similarity	NPD1358	Approved
0.75	Intermediate Similarity	NPD2342	Discontinued
0.75	Intermediate Similarity	NPD4208	Discontinued
0.75	Intermediate Similarity	NPD4212	Discontinued
0.7462	Intermediate Similarity	NPD2935	Discontinued
0.744	Intermediate Similarity	NPD4207	Discontinued
0.7426	Intermediate Similarity	NPD5734	Clinical (unspecified phase)
0.7395	Intermediate Similarity	NPD5304	Approved
0.7395	Intermediate Similarity	NPD5303	Approved
0.7368	Intermediate Similarity	NPD4750	Phase 3
0.7355	Intermediate Similarity	NPD3496	Discontinued
0.7344	Intermediate Similarity	NPD4060	Phase 1
0.7339	Intermediate Similarity	NPD2797	Approved
0.7333	Intermediate Similarity	NPD4235	Clinical (unspecified phase)
0.7328	Intermediate Similarity	NPD5406	Approved
0.7328	Intermediate Similarity	NPD5408	Approved
0.7328	Intermediate Similarity	NPD5535	Approved
0.7328	Intermediate Similarity	NPD5405	Approved
0.7328	Intermediate Similarity	NPD5404	Approved
0.7321	Intermediate Similarity	NPD9697	Approved
0.7297	Intermediate Similarity	NPD9261	Approved
0.7273	Intermediate Similarity	NPD3019	Approved
0.7273	Intermediate Similarity	NPD3028	Approved
0.7273	Intermediate Similarity	NPD4589	Approved
0.7273	Intermediate Similarity	NPD2932	Approved
0.7265	Intermediate Similarity	NPD2228	Approved
0.7265	Intermediate Similarity	NPD2229	Approved
0.7265	Intermediate Similarity	NPD2234	Approved
0.7252	Intermediate Similarity	NPD2799	Discontinued
0.725	Intermediate Similarity	NPD1759	Phase 1
0.7238	Intermediate Similarity	NPD9256	Approved
0.7238	Intermediate Similarity	NPD9258	Approved
0.7232	Intermediate Similarity	NPD9608	Approved
0.7232	Intermediate Similarity	NPD9610	Approved
0.7227	Intermediate Similarity	NPD9568	Approved
0.7222	Intermediate Similarity	NPD5736	Approved
0.7213	Intermediate Similarity	NPD3143	Discontinued
0.7213	Intermediate Similarity	NPD3847	Discontinued
0.7203	Intermediate Similarity	NPD5951	Approved
0.7203	Intermediate Similarity	NPD9281	Approved
0.7182	Intermediate Similarity	NPD2066	Phase 3
0.7177	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD1758	Phase 1
0.7164	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD5124	Phase 1
0.7154	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD1929	Approved
0.7143	Intermediate Similarity	NPD6671	Approved
0.7143	Intermediate Similarity	NPD1930	Approved
0.7143	Intermediate Similarity	NPD1931	Clinical (unspecified phase)
0.713	Intermediate Similarity	NPD2684	Approved
0.7117	Intermediate Similarity	NPD1242	Phase 1
0.7113	Intermediate Similarity	NPD9716	Approved
0.7111	Intermediate Similarity	NPD7003	Approved
0.7107	Intermediate Similarity	NPD7330	Discontinued
0.7107	Intermediate Similarity	NPD3091	Approved
0.7105	Intermediate Similarity	NPD1445	Approved
0.7105	Intermediate Similarity	NPD1444	Approved
0.7097	Intermediate Similarity	NPD9717	Approved
0.7097	Intermediate Similarity	NPD3070	Discontinued
0.7091	Intermediate Similarity	NPD9273	Approved
0.7083	Intermediate Similarity	NPD7325	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD2688	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD3971	Phase 1
0.7054	Intermediate Similarity	NPD3268	Approved
0.7054	Intermediate Similarity	NPD3764	Approved
0.7054	Intermediate Similarity	NPD2313	Discontinued
0.7037	Intermediate Similarity	NPD5122	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD1138	Approved
0.7016	Intermediate Similarity	NPD1201	Approved
0.7	Intermediate Similarity	NPD6663	Approved
0.7	Intermediate Similarity	NPD4248	Discontinued
0.6992	Remote Similarity	NPD4059	Approved
0.6991	Remote Similarity	NPD6647	Phase 2
0.6991	Remote Similarity	NPD9500	Approved
0.6984	Remote Similarity	NPD1283	Approved
0.6981	Remote Similarity	NPD800	Approved
0.6967	Remote Similarity	NPD1894	Discontinued
0.6949	Remote Similarity	NPD228	Approved
0.6949	Remote Similarity	NPD1137	Approved
0.6949	Remote Similarity	NPD1139	Approved
0.6942	Remote Similarity	NPD7636	Approved
0.6937	Remote Similarity	NPD9495	Approved
0.693	Remote Similarity	NPD5909	Discontinued
0.6929	Remote Similarity	NPD1135	Approved
0.6929	Remote Similarity	NPD1203	Approved
0.6929	Remote Similarity	NPD1134	Approved
0.6929	Remote Similarity	NPD1470	Approved
0.6929	Remote Similarity	NPD1133	Approved
0.6929	Remote Similarity	NPD1129	Approved
0.6929	Remote Similarity	NPD1131	Approved
0.6923	Remote Similarity	NPD9380	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD6798	Discontinued
0.6923	Remote Similarity	NPD1792	Phase 2
0.6916	Remote Similarity	NPD1086	Approved
0.6916	Remote Similarity	NPD1089	Approved
0.6916	Remote Similarity	NPD1090	Approved
0.6911	Remote Similarity	NPD4093	Discontinued
0.6905	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6893	Remote Similarity	NPD9491	Approved
0.6891	Remote Similarity	NPD7843	Approved
0.688	Remote Similarity	NPD3092	Approved
0.688	Remote Similarity	NPD1535	Discovery
0.6875	Remote Similarity	NPD257	Approved
0.6875	Remote Similarity	NPD2798	Approved
0.6875	Remote Similarity	NPD258	Approved
0.6861	Remote Similarity	NPD8166	Discontinued
0.686	Remote Similarity	NPD6387	Discontinued
0.6857	Remote Similarity	NPD9257	Approved
0.6857	Remote Similarity	NPD9259	Approved
0.6855	Remote Similarity	NPD2286	Discontinued
0.6855	Remote Similarity	NPD5238	Clinical (unspecified phase)
0.6855	Remote Similarity	NPD1778	Approved
0.6855	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.685	Remote Similarity	NPD3225	Approved
0.6846	Remote Similarity	NPD3136	Phase 2
0.6837	Remote Similarity	NPD9087	Approved
0.6833	Remote Similarity	NPD1241	Discontinued
0.6825	Remote Similarity	NPD1481	Phase 2
0.6822	Remote Similarity	NPD5347	Phase 2
0.6822	Remote Similarity	NPD5346	Phase 2
0.6818	Remote Similarity	NPD1693	Approved
0.6818	Remote Similarity	NPD6048	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD2203	Discontinued
0.6818	Remote Similarity	NPD1240	Approved
0.6818	Remote Similarity	NPD6049	Phase 2
0.6815	Remote Similarity	NPD4477	Approved
0.6815	Remote Similarity	NPD4476	Approved
0.68	Remote Similarity	NPD9294	Approved
0.6794	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6794	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD4793	Discontinued
0.6789	Remote Similarity	NPD1088	Approved
0.6783	Remote Similarity	NPD1237	Approved
0.678	Remote Similarity	NPD5451	Approved
0.6777	Remote Similarity	NPD2629	Approved
0.6777	Remote Similarity	NPD1476	Clinical (unspecified phase)
0.6777	Remote Similarity	NPD690	Clinical (unspecified phase)
0.6767	Remote Similarity	NPD6355	Discontinued
0.6765	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD7266	Discontinued
0.6765	Remote Similarity	NPD2346	Discontinued
0.6752	Remote Similarity	NPD290	Approved
0.675	Remote Similarity	NPD9379	Approved
0.675	Remote Similarity	NPD821	Approved
0.675	Remote Similarity	NPD5277	Phase 2
0.675	Remote Similarity	NPD9377	Approved
0.6748	Remote Similarity	NPD16	Approved
0.6748	Remote Similarity	NPD856	Approved
0.6746	Remote Similarity	NPD1281	Approved
0.6746	Remote Similarity	NPD1611	Approved
0.6744	Remote Similarity	NPD3691	Phase 2
0.6744	Remote Similarity	NPD3690	Phase 2
0.6742	Remote Similarity	NPD5729	Clinical (unspecified phase)
0.6741	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6741	Remote Similarity	NPD4308	Phase 3
0.6739	Remote Similarity	NPD3400	Discontinued
0.6739	Remote Similarity	NPD3750	Approved
0.6739	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD5049	Phase 3
0.6733	Remote Similarity	NPD9088	Approved
0.6727	Remote Similarity	NPD1202	Approved
0.6723	Remote Similarity	NPD2181	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