NPASS Compound

Structure

CID167546 OpenBabel06191715542D 25 29 0 0 1 0 0 0 0 0999 V2000 -2.6007 -4.1555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2602 1.4006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8491 1.9000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1984 -3.6878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9984 -4.1489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6140 -2.2932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6091 -2.2892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4257 -0.9159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8188 0.0403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9192 0.0966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1936 -2.7550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6099 -1.3727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8064 -0.8946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8088 -2.7581 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4380 0.0190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6346 0.4971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6082 -1.3661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9940 -2.2929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0012 -1.3594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1922 -0.9040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7988 -3.6868 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2480 0.4724 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6468 1.4253 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2951 -0.7477 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 21 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 21 1 0 0 0 0 6 12 1 0 0 0 0 7 11 2 0 0 0 0 7 17 1 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 24 1 0 0 0 0 10 25 1 0 0 0 0 11 18 1 0 0 0 0 12 13 1 0 0 0 0 13 19 1 0 0 0 0 14 6 1 6 0 0 0 14 18 1 0 0 0 0 14 21 1 0 0 0 0 15 16 2 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 20 2 0 0 0 0 17 24 1 0 0 0 0 18 19 2 0 0 0 0 19 20 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	339.15
Volume:	342.033
LogP:	3.3
LogD:	2.798
LogS:	-3.799
# Rotatable Bonds:	2
TPSA:	40.16
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.84
Synthetic Accessibility Score:	3.117
Fsp3:	0.4
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.983
MDCK Permeability:	3.6372639442561194e-05
Pgp-inhibitor:	0.519
Pgp-substrate:	0.958
Human Intestinal Absorption (HIA):	0.001
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.186

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.975
Plasma Protein Binding (PPB):	92.53020477294922%
Volume Distribution (VD):	2.409
Pgp-substrate:	3.459627628326416%

ADMET: Metabolism

CYP1A2-inhibitor:	0.637
CYP1A2-substrate:	0.956
CYP2C19-inhibitor:	0.283
CYP2C19-substrate:	0.929
CYP2C9-inhibitor:	0.021
CYP2C9-substrate:	0.818
CYP2D6-inhibitor:	0.698
CYP2D6-substrate:	0.938
CYP3A4-inhibitor:	0.741
CYP3A4-substrate:	0.917

ADMET: Excretion

Clearance (CL):	12.682
Half-life (T1/2):	0.311

ADMET: Toxicity

hERG Blockers:	0.457
Human Hepatotoxicity (H-HT):	0.215
Drug-inuced Liver Injury (DILI):	0.524
AMES Toxicity:	0.49
Rat Oral Acute Toxicity:	0.628
Maximum Recommended Daily Dose:	0.963
Skin Sensitization:	0.079
Carcinogencity:	0.68
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.898

Download Data

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

Natural Product: NPC167546

Natural Product ID:	NPC167546
*Common Name:**	YJWBWQWUHVXPNC-CQSZACIVSA-N
IUPAC Name:	n.a.
Synonyms:	(-)-Dicentrine
Standard InCHIKey:	YJWBWQWUHVXPNC-CQSZACIVSA-N
Standard InCHI:	InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/m1/s1
SMILES:	COc1cc2c(cc1OC)C[C@@H]1c3c2c2OCOc2cc3CCN1C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL478754
PubChem CID:	317843
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
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.3987/COM-96-7609.]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16038566]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	stem	n.a.	PMID[16964757]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18081254]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	root	n.a.	PMID[20030508]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[23059629]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3728032]
NPO22151	Stephania pierrei	Species	Menispermaceae	Eukaryota	tubers	n.a.	n.a.	PMID[8254346]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO14105.2	Panax pseudo-ginseng var. notoginseng	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14105.2	Panax pseudo-ginseng var. notoginseng	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO628	Schisandra nigra	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2256	Pseudaxinyssa cantharella	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO628	Schisandra nigra	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22151	Stephania pierrei	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO413	Astragalus prusianus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1315	Sinomenium acutum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8841	Shorea leprosula	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2058	Sideritis discolor	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4921	Brickellia diffusa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23324	Porphyridium purpureum	Species	Porphyridiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3183	Phalaenopsis equestris	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12773	Stephania tetrandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO189	Pachypodium lealii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20755	Ballota hirsuta	Species	Lamiaceae	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
AC50	7
EC50	1
ED50	14
GI50	58
IC50	1
Others	3
Potency	32

Activity Type	# Activity
Cell Line	66
Individual Protein	29
NON-MOLECULAR	5
Organism	4
Others	11
PROTEIN-PROTEIN INTERACTION	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT453	Cell Line	HT-1080	Homo sapiens	ED50	=	1.7	ug ml-1	PMID[509386]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	ED50	=	3.8	ug ml-1	PMID[509386]
NPT91	Cell Line	KB	Homo sapiens	ED50	=	1.6	ug ml-1	PMID[509386]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.6	ug ml-1	PMID[509386]
NPT762	Cell Line	A-431	Homo sapiens	ED50	=	1.7	ug ml-1	PMID[509386]
NPT858	Cell Line	LNCaP	Homo sapiens	ED50	=	1.9	ug ml-1	PMID[509386]
NPT133	Cell Line	ZR-75-1	Homo sapiens	ED50	=	2.8	ug ml-1	PMID[509386]
NPT483	Individual Protein	Prelamin-A/C	Homo sapiens	Potency	=	11220.2	nM	PMID[509387]
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	31622.8	nM	PMID[509387]
NPT1038	Individual Protein	Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	31622.8	nM	PMID[509387]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	15848.9	nM	PMID[509387]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	12589.3	nM	PMID[509387]
NPT55	Individual Protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	500.0	nM	PMID[509387]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Potency	=	4466.8	nM	PMID[509387]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	35481.3	nM	PMID[509387]
NPT59	Individual Protein	DNA polymerase beta	Homo sapiens	Potency	=	56234.1	nM	PMID[509387]
NPT532	Individual Protein	Lysine-specific demethylase 4A	Homo sapiens	Potency	n.a.	50118.7	nM	PMID[509387]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	16360.1	nM	PMID[509387]
NPT2866	Individual Protein	Replicative DNA helicase	Mycobacterium tuberculosis	AC50	=	26710.0	nM	PMID[509387]
NPT2867	Individual Protein	Protein RecA	Mycobacterium tuberculosis	EC50	=	952.0	nM	PMID[509387]
NPT2866	Individual Protein	Replicative DNA helicase	Mycobacterium tuberculosis	AC50	=	50810.0	nM	PMID[509387]
NPT71	Cell Line	HEK293	Homo sapiens	Potency	n.a.	1458.1	nM	PMID[509387]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	6137.62	nM	PMID[509388]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	10232.93	nM	PMID[509388]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	11830.42	nM	PMID[509388]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	7261.06	nM	PMID[509388]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	6776.42	nM	PMID[509388]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	5942.92	nM	PMID[509388]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	7516.23	nM	PMID[509388]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	9141.13	nM	PMID[509388]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	4688.13	nM	PMID[509388]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	5357.97	nM	PMID[509388]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	3845.92	nM	PMID[509388]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	13551.89	nM	PMID[509388]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	5623.41	nM	PMID[509388]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	3572.73	nM	PMID[509388]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	10789.47	nM	PMID[509388]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	4591.98	nM	PMID[509388]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	9638.29	nM	PMID[509388]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	5741.16	nM	PMID[509388]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	n.a.	3515.6	nM	PMID[509388]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	n.a.	10447.2	nM	PMID[509388]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	3917.42	nM	PMID[509388]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	6698.85	nM	PMID[509388]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	7396.05	nM	PMID[509388]
NPT574	Cell Line	XF498	Homo sapiens	GI50	n.a.	13899.53	nM	PMID[509388]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	2904.02	nM	PMID[509388]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	5741.16	nM	PMID[509388]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	8260.38	nM	PMID[509388]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	3784.43	nM	PMID[509388]
NPT168	Cell Line	P388	Mus musculus	GI50	n.a.	8531.0	nM	PMID[509388]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	10914.4	nM	PMID[509388]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	n.a.	3443.5	nM	PMID[509388]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	9354.06	nM	PMID[509388]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	3341.95	nM	PMID[509388]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	7294.58	nM	PMID[509388]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	2870.78	nM	PMID[509388]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	5767.66	nM	PMID[509388]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	7691.3	nM	PMID[509388]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	11376.27	nM	PMID[509388]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	1940.89	nM	PMID[509388]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	n.a.	8433.35	nM	PMID[509388]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	12133.89	nM	PMID[509388]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	2529.3	nM	PMID[509388]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	8375.29	nM	PMID[509388]
NPT552	Cell Line	P388/ADR	Mus musculus	GI50	n.a.	7079.46	nM	PMID[509388]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	6011.74	nM	PMID[509388]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	9616.12	nM	PMID[509388]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	1636.82	nM	PMID[509388]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	n.a.	11561.12	nM	PMID[509388]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	11614.49	nM	PMID[509388]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	3962.78	nM	PMID[509388]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	n.a.	5997.91	nM	PMID[509388]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	6397.35	nM	PMID[509388]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	7063.18	nM	PMID[509388]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	12161.86	nM	PMID[509388]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	4226.69	nM	PMID[509388]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	8035.26	nM	PMID[509388]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	n.a.	18155.16	nM	PMID[509388]
NPT738	Cell Line	SN12K1	Homo sapiens	GI50	n.a.	6095.37	nM	PMID[509388]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[509387]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	20596.2	nM	PMID[509387]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	4610.9	nM	PMID[509387]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	4109.5	nM	PMID[509387]
NPT1274	Individual Protein	DNA repair protein RAD52 homolog	Homo sapiens	AC50	=	1180.0	nM	PMID[509387]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	22387.2	nM	PMID[509387]
NPT4907	Individual Protein	Tyrosyl-DNA phosphodiesterase 2	Homo sapiens	IC50	=	7828.0	nM	PMID[509387]
NPT105	Individual Protein	Muscleblind-like protein 1	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[509387]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	2.2	ug ml-1	PMID[509386]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	6.1	ug ml-1	PMID[509386]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	2.1	ug ml-1	PMID[509386]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	0.9	ug ml-1	PMID[509386]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	1.5	ug ml-1	PMID[509386]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	ED50	=	1260.0	ng/ml	PMID[509386]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	ED50	=	2550.0	ng/ml	PMID[509386]
NPT2	Others	Unspecified		Ratio ED50	=	4.0	n.a.	PMID[509386]
NPT2	Others	Unspecified		Ratio ED50	=	2.0	n.a.	PMID[509386]
NPT2	Others	Unspecified		Potency	=	16360.1	nM	PMID[509387]
NPT21702	PROTEIN-PROTEIN INTERACTION	Importin subunit beta-1/Snurportin-1	Homo sapiens	Potency	n.a.	70794.6	nM	PMID[509387]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	928.5	nM	PMID[509387]
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	2818.4	nM	PMID[509387]
NPT803	Individual Protein	Flap endonuclease 1	Homo sapiens	Potency	n.a.	2511.9	nM	PMID[509387]
NPT84	Individual Protein	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Rattus norvegicus	AC50	=	2087.0	nM	PMID[509387]
NPT2	Others	Unspecified		Potency	n.a.	10000.0	nM	PMID[509387]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	18526.0	nM	PMID[509387]
NPT2	Others	Unspecified		AC50	n.a.	17620.0	nM	PMID[509387]
NPT2	Others	Unspecified		AC50	n.a.	116160.0	nM	PMID[509387]
NPT2	Others	Unspecified		Potency	n.a.	22387.2	nM	PMID[509387]
NPT821	Individual Protein	Werner syndrome ATP-dependent helicase	Homo sapiens	Potency	n.a.	56234.1	nM	PMID[509387]
NPT2	Others	Unspecified		AbsAC26_uM	n.a.	17.6	uM	PMID[509387]
NPT2	Others	Unspecified		Potency	n.a.	29092.9	nM	PMID[509387]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	32642.7	nM	PMID[509387]
NPT2	Others	Unspecified		Potency	n.a.	2511.9	nM	PMID[509387]
NPT867	Individual Protein	Caspase-6	Homo sapiens	AC50	=	5630.0	nM	PMID[509387]
NPT803	Individual Protein	Flap endonuclease 1	Homo sapiens	Potency	n.a.	33807.8	nM	PMID[509387]
NPT2	Others	Unspecified		Potency	n.a.	14125.4	nM	PMID[509387]

☑ 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 NPC167546 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	381
0.1-0.2	1768
0.2-0.3	8106
0.3-0.4	10081
0.4-0.5	6426
0.5-0.6	12032
0.6-0.7	2990
0.7-0.8	573
0.8-0.85	185
0.85-0.9	90
0.9-0.95	47
0.95-1	18

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC16805
1.0	High Similarity	NPC302527
0.9935	High Similarity	NPC476432
0.9935	High Similarity	NPC24264
0.987	High Similarity	NPC210918
0.987	High Similarity	NPC247389
0.9869	High Similarity	NPC225774
0.9805	High Similarity	NPC219341
0.9682	High Similarity	NPC149090
0.9682	High Similarity	NPC19520
0.9673	High Similarity	NPC232924
0.9673	High Similarity	NPC160298
0.9673	High Similarity	NPC306902
0.9673	High Similarity	NPC266753
0.9673	High Similarity	NPC477559
0.9618	High Similarity	NPC6152
0.956	High Similarity	NPC199465
0.956	High Similarity	NPC229166
0.956	High Similarity	NPC128560
0.9539	High Similarity	NPC325871
0.9539	High Similarity	NPC99659
0.9441	High Similarity	NPC114364
0.9441	High Similarity	NPC320223
0.9416	High Similarity	NPC476572
0.9367	High Similarity	NPC298979
0.9308	High Similarity	NPC241055
0.9304	High Similarity	NPC86144
0.9304	High Similarity	NPC304659
0.9268	High Similarity	NPC248642
0.9268	High Similarity	NPC116284
0.9264	High Similarity	NPC258695
0.9264	High Similarity	NPC470879
0.9264	High Similarity	NPC126284
0.9241	High Similarity	NPC168409
0.9216	High Similarity	NPC326316
0.9216	High Similarity	NPC81733
0.9212	High Similarity	NPC156576
0.9207	High Similarity	NPC477561
0.9207	High Similarity	NPC474506
0.9207	High Similarity	NPC312918
0.9207	High Similarity	NPC155442
0.9207	High Similarity	NPC32413
0.9207	High Similarity	NPC476574
0.9202	High Similarity	NPC23219
0.9177	High Similarity	NPC189470
0.9146	High Similarity	NPC267408
0.9141	High Similarity	NPC112575
0.9119	High Similarity	NPC13504
0.9119	High Similarity	NPC136508
0.9119	High Similarity	NPC96603
0.9119	High Similarity	NPC253043
0.9119	High Similarity	NPC477563
0.9119	High Similarity	NPC78222
0.9119	High Similarity	NPC196447
0.9119	High Similarity	NPC306843
0.9119	High Similarity	NPC212794
0.9096	High Similarity	NPC135772
0.9085	High Similarity	NPC118633
0.9085	High Similarity	NPC294790
0.9085	High Similarity	NPC148693
0.908	High Similarity	NPC477558
0.9057	High Similarity	NPC324144
0.9048	High Similarity	NPC237579
0.9038	High Similarity	NPC216459
0.9038	High Similarity	NPC41178
0.9038	High Similarity	NPC138487
0.9038	High Similarity	NPC244112
0.902	High Similarity	NPC475959
0.9006	High Similarity	NPC145832
0.9006	High Similarity	NPC474931
0.9006	High Similarity	NPC81218
0.9006	High Similarity	NPC12053
0.9006	High Similarity	NPC158376
0.9006	High Similarity	NPC306555
0.9006	High Similarity	NPC117188
0.9006	High Similarity	NPC205421
0.8994	High Similarity	NPC82763
0.8988	High Similarity	NPC57036
0.8988	High Similarity	NPC214116
0.8981	High Similarity	NPC146288
0.8935	High Similarity	NPC476576
0.8935	High Similarity	NPC312531
0.8935	High Similarity	NPC186546
0.891	High Similarity	NPC210148
0.891	High Similarity	NPC233029
0.8896	High Similarity	NPC152212
0.8889	High Similarity	NPC204947
0.8868	High Similarity	NPC477080
0.8861	High Similarity	NPC203784
0.8861	High Similarity	NPC170503
0.8861	High Similarity	NPC126519
0.8861	High Similarity	NPC31311
0.8861	High Similarity	NPC234392
0.8841	High Similarity	NPC239775
0.8839	High Similarity	NPC211296
0.882	High Similarity	NPC1229
0.8812	High Similarity	NPC27410
0.8812	High Similarity	NPC166014
0.881	High Similarity	NPC476575
0.8797	High Similarity	NPC76079
0.878	High Similarity	NPC26240
0.878	High Similarity	NPC477562
0.878	High Similarity	NPC69712
0.8774	High Similarity	NPC130941
0.875	High Similarity	NPC179704
0.8718	High Similarity	NPC219162
0.8698	High Similarity	NPC275132
0.869	High Similarity	NPC220961
0.8683	High Similarity	NPC287588
0.8679	High Similarity	NPC93593
0.8675	High Similarity	NPC477020
0.8675	High Similarity	NPC2314
0.8675	High Similarity	NPC66341
0.8675	High Similarity	NPC192135
0.8671	High Similarity	NPC117717
0.8667	High Similarity	NPC168753
0.8667	High Similarity	NPC118274
0.865	High Similarity	NPC232514
0.865	High Similarity	NPC276944
0.865	High Similarity	NPC238530
0.8634	High Similarity	NPC111485
0.8613	High Similarity	NPC475754
0.859	High Similarity	NPC16107
0.859	High Similarity	NPC253883
0.859	High Similarity	NPC210437
0.859	High Similarity	NPC95075
0.859	High Similarity	NPC476144
0.859	High Similarity	NPC106295
0.859	High Similarity	NPC90844
0.859	High Similarity	NPC51957
0.8588	High Similarity	NPC249405
0.8581	High Similarity	NPC145304
0.8571	High Similarity	NPC128019
0.8571	High Similarity	NPC476567
0.8571	High Similarity	NPC136860
0.8562	High Similarity	NPC188163
0.8562	High Similarity	NPC470925
0.8562	High Similarity	NPC328750
0.8562	High Similarity	NPC474915
0.8562	High Similarity	NPC213206
0.8545	High Similarity	NPC474324
0.8545	High Similarity	NPC57812
0.8545	High Similarity	NPC150879
0.8535	High Similarity	NPC7467
0.8528	High Similarity	NPC60186
0.8521	High Similarity	NPC190461
0.8509	High Similarity	NPC323443
0.8509	High Similarity	NPC180756
0.8503	High Similarity	NPC65403
0.8497	Intermediate Similarity	NPC474904
0.8497	Intermediate Similarity	NPC314682
0.8494	Intermediate Similarity	NPC475845
0.8485	Intermediate Similarity	NPC81247
0.8485	Intermediate Similarity	NPC35627
0.8485	Intermediate Similarity	NPC476573
0.8481	Intermediate Similarity	NPC92541
0.848	Intermediate Similarity	NPC73492
0.848	Intermediate Similarity	NPC233718
0.848	Intermediate Similarity	NPC299990
0.8476	Intermediate Similarity	NPC320104
0.8471	Intermediate Similarity	NPC474507
0.8443	Intermediate Similarity	NPC311991
0.8443	Intermediate Similarity	NPC474708
0.8443	Intermediate Similarity	NPC75958
0.8438	Intermediate Similarity	NPC470924
0.8434	Intermediate Similarity	NPC181653
0.8434	Intermediate Similarity	NPC190332
0.843	Intermediate Similarity	NPC302275
0.8421	Intermediate Similarity	NPC7018
0.8418	Intermediate Similarity	NPC37144
0.8418	Intermediate Similarity	NPC59907
0.8402	Intermediate Similarity	NPC187678
0.8395	Intermediate Similarity	NPC186063
0.8364	Intermediate Similarity	NPC233650
0.8354	Intermediate Similarity	NPC144863
0.8353	Intermediate Similarity	NPC173416
0.8353	Intermediate Similarity	NPC476577
0.8353	Intermediate Similarity	NPC148709
0.8352	Intermediate Similarity	NPC302001
0.8333	Intermediate Similarity	NPC47077
0.8333	Intermediate Similarity	NPC123323
0.8333	Intermediate Similarity	NPC14507
0.8333	Intermediate Similarity	NPC78733
0.8323	Intermediate Similarity	NPC148898
0.8323	Intermediate Similarity	NPC100566
0.8323	Intermediate Similarity	NPC26601
0.8313	Intermediate Similarity	NPC180306
0.8313	Intermediate Similarity	NPC134858
0.8304	Intermediate Similarity	NPC477560
0.8294	Intermediate Similarity	NPC304675
0.8274	Intermediate Similarity	NPC266176
0.8274	Intermediate Similarity	NPC290759
0.8274	Intermediate Similarity	NPC82533
0.8274	Intermediate Similarity	NPC158148
0.8268	Intermediate Similarity	NPC193906
0.8268	Intermediate Similarity	NPC23080
0.8246	Intermediate Similarity	NPC237044
0.8246	Intermediate Similarity	NPC241704
0.8239	Intermediate Similarity	NPC476151
0.8239	Intermediate Similarity	NPC281581

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 NPC167546 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	221
0.1-0.2	787
0.2-0.3	1085
0.3-0.4	2187
0.4-0.5	2622
0.5-0.6	1609
0.6-0.7	493
0.7-0.8	133
0.8-0.85	11
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.859	High Similarity	NPD4584	Approved
0.8562	High Similarity	NPD4664	Clinical (unspecified phase)
0.8383	Intermediate Similarity	NPD4481	Phase 3
0.8373	Intermediate Similarity	NPD3051	Approved
0.828	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.8214	Intermediate Similarity	NPD2970	Approved
0.8214	Intermediate Similarity	NPD2969	Approved
0.807	Intermediate Similarity	NPD8099	Discontinued
0.807	Intermediate Similarity	NPD8252	Approved
0.807	Intermediate Similarity	NPD8251	Approved
0.8063	Intermediate Similarity	NPD2420	Approved
0.8063	Intermediate Similarity	NPD2421	Approved
0.8059	Intermediate Similarity	NPD2489	Approved
0.8059	Intermediate Similarity	NPD27	Approved
0.8023	Intermediate Similarity	NPD8156	Discontinued
0.8	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD7298	Approved
0.7964	Intermediate Similarity	NPD6788	Approved
0.7927	Intermediate Similarity	NPD4017	Approved
0.7921	Intermediate Similarity	NPD7906	Approved
0.7898	Intermediate Similarity	NPD2968	Approved
0.7898	Intermediate Similarity	NPD2971	Approved
0.7824	Intermediate Similarity	NPD7201	Clinical (unspecified phase)
0.7805	Intermediate Similarity	NPD3640	Phase 3
0.7805	Intermediate Similarity	NPD3639	Approved
0.7805	Intermediate Similarity	NPD3641	Approved
0.7797	Intermediate Similarity	NPD4578	Approved
0.7797	Intermediate Similarity	NPD4577	Approved
0.7797	Intermediate Similarity	NPD7313	Approved
0.7797	Intermediate Similarity	NPD7312	Approved
0.7797	Intermediate Similarity	NPD7310	Approved
0.7797	Intermediate Similarity	NPD7311	Approved
0.7772	Intermediate Similarity	NPD4420	Approved
0.7765	Intermediate Similarity	NPD4663	Approved
0.7756	Intermediate Similarity	NPD3109	Approved
0.7756	Intermediate Similarity	NPD3110	Approved
0.7753	Intermediate Similarity	NPD8054	Approved
0.7753	Intermediate Similarity	NPD8053	Approved
0.7753	Intermediate Similarity	NPD7309	Approved
0.7738	Intermediate Similarity	NPD6818	Clinical (unspecified phase)
0.7716	Intermediate Similarity	NPD5241	Discontinued
0.7697	Intermediate Similarity	NPD6031	Approved
0.7697	Intermediate Similarity	NPD6030	Approved
0.7697	Intermediate Similarity	NPD4727	Phase 1
0.7677	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.7673	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7673	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7644	Intermediate Similarity	NPD2898	Approved
0.763	Intermediate Similarity	NPD6071	Discontinued
0.7619	Intermediate Similarity	NPD4772	Phase 2
0.7619	Intermediate Similarity	NPD4773	Phase 2
0.7606	Intermediate Similarity	NPD5005	Approved
0.7606	Intermediate Similarity	NPD5006	Approved
0.7602	Intermediate Similarity	NPD7831	Phase 2
0.7602	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.7602	Intermediate Similarity	NPD7833	Phase 2
0.7588	Intermediate Similarity	NPD2560	Approved
0.7588	Intermediate Similarity	NPD2563	Approved
0.7546	Intermediate Similarity	NPD5754	Discontinued
0.7541	Intermediate Similarity	NPD2488	Approved
0.7541	Intermediate Similarity	NPD2490	Approved
0.7529	Intermediate Similarity	NPD4010	Discontinued
0.7527	Intermediate Similarity	NPD2973	Approved
0.7527	Intermediate Similarity	NPD2974	Approved
0.7527	Intermediate Similarity	NPD2975	Approved
0.7516	Intermediate Similarity	NPD5718	Phase 2
0.75	Intermediate Similarity	NPD7261	Clinical (unspecified phase)
0.7473	Intermediate Similarity	NPD7667	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD6107	Approved
0.7471	Intermediate Similarity	NPD7802	Discontinued
0.7468	Intermediate Similarity	NPD554	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD4166	Phase 2
0.7427	Intermediate Similarity	NPD2978	Approved
0.7427	Intermediate Similarity	NPD2977	Approved
0.7418	Intermediate Similarity	NPD5087	Clinical (unspecified phase)
0.7407	Intermediate Similarity	NPD4580	Approved
0.7399	Intermediate Similarity	NPD5604	Discontinued
0.7399	Intermediate Similarity	NPD4055	Discovery
0.7394	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7381	Intermediate Similarity	NPD5976	Discontinued
0.7368	Intermediate Similarity	NPD2494	Approved
0.7368	Intermediate Similarity	NPD2493	Approved
0.7368	Intermediate Similarity	NPD3452	Approved
0.7368	Intermediate Similarity	NPD3450	Approved
0.7365	Intermediate Similarity	NPD1424	Approved
0.7358	Intermediate Similarity	NPD4474	Approved
0.7358	Intermediate Similarity	NPD4475	Approved
0.7356	Intermediate Similarity	NPD7400	Phase 3
0.7349	Intermediate Similarity	NPD2422	Clinical (unspecified phase)
0.7349	Intermediate Similarity	NPD3845	Phase 1
0.7348	Intermediate Similarity	NPD8453	Clinical (unspecified phase)
0.7341	Intermediate Similarity	NPD4581	Clinical (unspecified phase)
0.7321	Intermediate Similarity	NPD3647	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD4859	Phase 1
0.7316	Intermediate Similarity	NPD4107	Approved
0.7308	Intermediate Similarity	NPD7280	Phase 3
0.7308	Intermediate Similarity	NPD3534	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD5917	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD7281	Phase 3
0.7305	Intermediate Similarity	NPD3124	Discontinued
0.7303	Intermediate Similarity	NPD5602	Clinical (unspecified phase)
0.73	Intermediate Similarity	NPD3763	Approved
0.7284	Intermediate Similarity	NPD6896	Approved
0.7284	Intermediate Similarity	NPD6895	Approved
0.7278	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.7268	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7263	Intermediate Similarity	NPD8095	Phase 1
0.7254	Intermediate Similarity	NPD4583	Approved
0.7254	Intermediate Similarity	NPD4582	Approved
0.7246	Intermediate Similarity	NPD7124	Phase 2
0.7238	Intermediate Similarity	NPD6297	Approved
0.7222	Intermediate Similarity	NPD2492	Phase 1
0.7222	Intermediate Similarity	NPD5312	Approved
0.7222	Intermediate Similarity	NPD5313	Approved
0.7202	Intermediate Similarity	NPD4004	Approved
0.7202	Intermediate Similarity	NPD7598	Phase 2
0.7202	Intermediate Similarity	NPD4002	Approved
0.7191	Intermediate Similarity	NPD6688	Approved
0.7191	Intermediate Similarity	NPD6687	Approved
0.7188	Intermediate Similarity	NPD4482	Phase 3
0.7184	Intermediate Similarity	NPD5977	Approved
0.7184	Intermediate Similarity	NPD5978	Approved
0.7172	Intermediate Similarity	NPD7827	Phase 1
0.7169	Intermediate Similarity	NPD4236	Phase 3
0.7169	Intermediate Similarity	NPD4237	Approved
0.7161	Intermediate Similarity	NPD3705	Approved
0.716	Intermediate Similarity	NPD1754	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD7243	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6996	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD4108	Discontinued
0.7126	Intermediate Similarity	NPD6748	Discontinued
0.7119	Intermediate Similarity	NPD6037	Discontinued
0.7119	Intermediate Similarity	NPD5677	Discontinued
0.7105	Intermediate Similarity	NPD5582	Discontinued
0.7093	Intermediate Similarity	NPD4005	Discontinued
0.7085	Intermediate Similarity	NPD3815	Phase 1
0.7085	Intermediate Similarity	NPD3816	Phase 1
0.7081	Intermediate Similarity	NPD6812	Clinical (unspecified phase)
0.7081	Intermediate Similarity	NPD6851	Approved
0.7081	Intermediate Similarity	NPD6853	Approved
0.7069	Intermediate Similarity	NPD7945	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD5177	Phase 3
0.7065	Intermediate Similarity	NPD7047	Phase 3
0.7062	Intermediate Similarity	NPD3057	Approved
0.7059	Intermediate Similarity	NPD3349	Phase 2
0.7035	Intermediate Similarity	NPD4210	Discontinued
0.7029	Intermediate Similarity	NPD4585	Approved
0.7024	Intermediate Similarity	NPD6997	Phase 2
0.7021	Intermediate Similarity	NPD7235	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD5156	Approved
0.7019	Intermediate Similarity	NPD5155	Approved
0.7018	Intermediate Similarity	NPD6090	Discontinued
0.7012	Intermediate Similarity	NPD4579	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD7109	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD7110	Phase 1
0.6995	Remote Similarity	NPD3885	Approved
0.6994	Remote Similarity	NPD6523	Clinical (unspecified phase)
0.699	Remote Similarity	NPD4040	Phase 1
0.6977	Remote Similarity	NPD1914	Approved
0.6974	Remote Similarity	NPD2972	Approved
0.6974	Remote Similarity	NPD3533	Approved
0.6971	Remote Similarity	NPD3384	Approved
0.6971	Remote Similarity	NPD3382	Approved
0.6971	Remote Similarity	NPD3383	Approved
0.6968	Remote Similarity	NPD7291	Discontinued
0.6964	Remote Similarity	NPD3060	Approved
0.6964	Remote Similarity	NPD6674	Discontinued
0.6959	Remote Similarity	NPD5457	Discontinued
0.6957	Remote Similarity	NPD2605	Approved
0.6957	Remote Similarity	NPD2606	Approved
0.6957	Remote Similarity	NPD3594	Approved
0.6957	Remote Similarity	NPD3595	Approved
0.6946	Remote Similarity	NPD4725	Approved
0.6946	Remote Similarity	NPD1375	Discontinued
0.6946	Remote Similarity	NPD4726	Approved
0.6946	Remote Similarity	NPD4721	Approved
0.6944	Remote Similarity	NPD6747	Phase 1
0.6941	Remote Similarity	NPD6667	Approved
0.6941	Remote Similarity	NPD6666	Approved
0.694	Remote Similarity	NPD42	Phase 2
0.694	Remote Similarity	NPD6042	Phase 2
0.6937	Remote Similarity	NPD7247	Discontinued
0.6932	Remote Similarity	NPD5772	Approved
0.6932	Remote Similarity	NPD5773	Approved
0.6931	Remote Similarity	NPD3408	Clinical (unspecified phase)
0.6928	Remote Similarity	NPD1753	Discontinued
0.6923	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD3977	Clinical (unspecified phase)
0.6918	Remote Similarity	NPD7258	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD6386	Approved
0.6914	Remote Similarity	NPD6385	Approved
0.691	Remote Similarity	NPD7975	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD7045	Clinical (unspecified phase)
0.6894	Remote Similarity	NPD3636	Approved
0.6894	Remote Similarity	NPD3635	Approved
0.6894	Remote Similarity	NPD3637	Approved
0.6888	Remote Similarity	NPD2491	Approved
0.6888	Remote Similarity	NPD3448	Approved
0.6886	Remote Similarity	NPD1632	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