NPASS Compound

Structure

CID315126 OpenBabel06191716132D 99104 0 0 1 0 0 0 0 0999 V2000 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9541 -2.9317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8201 -3.4317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8201 -6.4317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9541 -1.9317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8201 -4.4317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6862 -5.9317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9541 -5.9317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0475 -1.0933 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 -0.0000 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1175 -5.9262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -4.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2167 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 -7.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.6603 2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 3 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 10.2221 -4.9317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 -5.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0881 -4.4317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -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 8.6394 -5.2681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0881 -1.4317 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 13.6862 -4.9317 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 -1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.9541 -4.9317 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7615 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 -5.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.3085 -4.5250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0881 -3.4317 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 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 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -4.5055 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.1394 -6.1341 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 34 1 0 0 0 0 9 58 1 0 0 0 0 10 64 1 0 0 0 0 11 64 1 0 0 0 0 12 66 1 0 0 0 0 13 67 1 0 0 0 0 14 27 1 0 0 0 0 14 33 1 0 0 0 0 15 26 1 0 0 0 0 15 68 1 0 0 0 0 16 28 2 0 0 0 0 16 65 1 0 0 0 0 17 31 1 0 0 0 0 17 77 1 0 0 0 0 18 32 1 0 0 0 0 18 78 1 0 0 0 0 19 29 2 0 0 0 0 19 99 1 0 0 0 0 20 30 2 0 0 0 0 20 98 1 0 0 0 0 21 65 2 0 0 0 0 21 69 1 0 0 0 0 22 35 2 0 0 0 0 22 46 1 0 0 0 0 23 38 1 0 0 0 0 23 49 1 0 0 0 0 24 38 1 0 0 0 0 24 70 1 0 0 0 0 25 36 1 0 0 0 0 25 79 1 0 0 0 0 26 47 1 0 0 0 0 26 59 1 0 0 0 0 27 48 1 0 0 0 0 27 68 1 0 0 0 0 28 43 1 0 0 0 0 28 69 1 0 0 0 0 29 50 1 0 0 0 0 29 72 1 0 0 0 0 30 54 1 0 0 0 0 30 71 1 0 0 0 0 31 39 1 0 0 0 0 31 94 1 0 0 0 0 32 40 1 0 0 0 0 32 93 1 0 0 0 0 33 60 2 0 0 0 0 33 80 1 0 0 0 0 34 71 2 0 0 0 0 34 98 1 0 0 0 0 35 52 1 0 0 0 0 35 73 1 0 0 0 0 36 51 1 0 0 0 0 36 74 1 0 0 0 0 37 43 1 0 0 0 0 37 53 1 0 0 0 0 37 75 1 0 0 0 0 38 81 1 0 0 0 0 39 41 1 0 0 0 0 39 82 1 0 0 0 0 40 44 1 0 0 0 0 40 83 1 0 0 0 0 41 45 1 0 0 0 0 41 84 1 0 0 0 0 42 44 1 0 0 0 0 42 55 1 0 0 0 0 42 85 1 0 0 0 0 43 95 1 0 0 0 0 44 97 1 0 0 0 0 45 56 1 0 0 0 0 45 96 1 0 0 0 0 46 61 2 0 0 0 0 46 76 1 0 0 0 0 47 62 2 0 0 0 0 47 86 1 0 0 0 0 48 73 2 0 0 0 0 48 76 1 0 0 0 0 49 74 2 3 0 0 0 49 87 1 0 0 0 0 50 66 2 3 0 0 0 50 88 1 0 0 0 0 51 67 2 3 0 0 0 51 89 1 0 0 0 0 52 75 2 3 0 0 0 52 90 1 0 0 0 0 53 70 2 3 0 0 0 53 91 1 0 0 0 0 54 72 2 0 0 0 0 54 99 1 0 0 0 0 55 93 1 0 0 0 0 55 96 1 0 0 0 0 56 94 1 0 0 0 0 56 95 1 0 0 0 0 57 63 2 0 0 0 0 57 92 1 0 0 0 0 57 97 1 0 0 0 0 M END $$$$

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

Download Data

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

Natural Product: NPC315126

*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

☑ 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	59

Activity Type	# Activity
Cell Line	59

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	3564.51	nM	PMID[507411]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	1794.73	nM	PMID[507411]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	2355.05	nM	PMID[507411]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	6.223	nM	PMID[507411]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	72.44	nM	PMID[507411]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	65.46	nM	PMID[507411]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	2426.61	nM	PMID[507411]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	2074.91	nM	PMID[507411]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	6280.58	nM	PMID[507411]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	2937.65	nM	PMID[507411]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	320.63	nM	PMID[507411]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	n.a.	957.19	nM	PMID[507411]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	2098.94	nM	PMID[507411]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT574	Cell Line	XF498	Homo sapiens	GI50	n.a.	41.3	nM	PMID[507411]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	1674.94	nM	PMID[507411]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	6456.54	nM	PMID[507411]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	461.32	nM	PMID[507411]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	4808.39	nM	PMID[507411]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	202.3	nM	PMID[507411]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	5636.38	nM	PMID[507411]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	1180.32	nM	PMID[507411]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	1291.22	nM	PMID[507411]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	n.a.	1849.27	nM	PMID[507411]
NPT731	Cell Line	LXFL 529	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	142.56	nM	PMID[507411]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	2710.19	nM	PMID[507411]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	1.778	nM	PMID[507411]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	73.11	nM	PMID[507411]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT577	Cell Line	RXF 631	Homo sapiens	GI50	n.a.	27.42	nM	PMID[507411]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	4008.67	nM	PMID[507411]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	233.35	nM	PMID[507411]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	289.73	nM	PMID[507411]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[507411]

☑ 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 NPC315126 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	713
0.1-0.2	7023
0.2-0.3	25874
0.3-0.4	5685
0.4-0.5	2805
0.5-0.6	549
0.6-0.7	44
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC314774
0.9727	High Similarity	NPC324815
0.6398	Remote Similarity	NPC313504
0.6368	Remote Similarity	NPC313514
0.6288	Remote Similarity	NPC313897
0.6287	Remote Similarity	NPC150447
0.6281	Remote Similarity	NPC197881
0.6265	Remote Similarity	NPC107160
0.6214	Remote Similarity	NPC314254
0.6214	Remote Similarity	NPC313966
0.6206	Remote Similarity	NPC235866
0.6192	Remote Similarity	NPC21461
0.6167	Remote Similarity	NPC477633
0.6097	Remote Similarity	NPC470901
0.6077	Remote Similarity	NPC115282
0.6045	Remote Similarity	NPC39092
0.6029	Remote Similarity	NPC478030
0.5978	Remote Similarity	NPC477418
0.5978	Remote Similarity	NPC477420
0.5977	Remote Similarity	NPC238945
0.5944	Remote Similarity	NPC477634
0.5914	Remote Similarity	NPC41982
0.5909	Remote Similarity	NPC69843
0.5903	Remote Similarity	NPC195140
0.5887	Remote Similarity	NPC160666
0.5859	Remote Similarity	NPC239737
0.5847	Remote Similarity	NPC189261
0.5843	Remote Similarity	NPC477419
0.5843	Remote Similarity	NPC477417
0.5841	Remote Similarity	NPC216507
0.5837	Remote Similarity	NPC470146
0.5837	Remote Similarity	NPC97078
0.5837	Remote Similarity	NPC101980
0.583	Remote Similarity	NPC314056
0.5817	Remote Similarity	NPC157821
0.5816	Remote Similarity	NPC140284
0.5816	Remote Similarity	NPC75609
0.5793	Remote Similarity	NPC470900
0.5788	Remote Similarity	NPC316756
0.5777	Remote Similarity	NPC5802
0.5774	Remote Similarity	NPC476492
0.5769	Remote Similarity	NPC478013
0.5761	Remote Similarity	NPC471564
0.5752	Remote Similarity	NPC328479
0.5752	Remote Similarity	NPC207633
0.5751	Remote Similarity	NPC325906
0.5747	Remote Similarity	NPC250178
0.5744	Remote Similarity	NPC478011
0.5744	Remote Similarity	NPC478012
0.5737	Remote Similarity	NPC276373
0.5724	Remote Similarity	NPC314176
0.5708	Remote Similarity	NPC324484
0.5704	Remote Similarity	NPC158055
0.5699	Remote Similarity	NPC478029
0.5699	Remote Similarity	NPC476493
0.5692	Remote Similarity	NPC103388
0.5688	Remote Similarity	NPC89987
0.5673	Remote Similarity	NPC477796
0.5673	Remote Similarity	NPC477795
0.5673	Remote Similarity	NPC477805
0.5673	Remote Similarity	NPC477806
0.5672	Remote Similarity	NPC326529
0.567	Remote Similarity	NPC79386
0.5665	Remote Similarity	NPC323091
0.5649	Remote Similarity	NPC324198
0.5649	Remote Similarity	NPC319100
0.5644	Remote Similarity	NPC471506
0.5636	Remote Similarity	NPC321939
0.5625	Remote Similarity	NPC478028
0.5623	Remote Similarity	NPC314882
0.5622	Remote Similarity	NPC14590
0.5619	Remote Similarity	NPC136349

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 NPC315126 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	243
0.1-0.2	999
0.2-0.3	2476
0.3-0.4	2611
0.4-0.5	2036
0.5-0.6	753
0.6-0.7	32
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6448	Remote Similarity	NPD8421	Discontinued
0.6415	Remote Similarity	NPD5171	Clinical (unspecified phase)
0.6368	Remote Similarity	NPD7138	Phase 2
0.6301	Remote Similarity	NPD8260	Approved
0.6268	Remote Similarity	NPD7929	Approved
0.6268	Remote Similarity	NPD7928	Approved
0.626	Remote Similarity	NPD8410	Clinical (unspecified phase)
0.6194	Remote Similarity	NPD8071	Approved
0.6181	Remote Similarity	NPD4555	Clinical (unspecified phase)
0.6178	Remote Similarity	NPD5768	Phase 2
0.6169	Remote Similarity	NPD7981	Discontinued
0.6163	Remote Similarity	NPD8075	Discontinued
0.6135	Remote Similarity	NPD8458	Clinical (unspecified phase)
0.6134	Remote Similarity	NPD8250	Phase 2
0.6122	Remote Similarity	NPD7502	Clinical (unspecified phase)
0.612	Remote Similarity	NPD4495	Phase 1
0.6111	Remote Similarity	NPD8488	Clinical (unspecified phase)
0.6102	Remote Similarity	NPD5080	Phase 2
0.6085	Remote Similarity	NPD4744	Clinical (unspecified phase)
0.6079	Remote Similarity	NPD1122	Clinical (unspecified phase)
0.607	Remote Similarity	NPD6381	Phase 2
0.6069	Remote Similarity	NPD1504	Discontinued
0.6064	Remote Similarity	NPD7834	Approved
0.6063	Remote Similarity	NPD5079	Phase 2
0.6058	Remote Similarity	NPD8442	Discontinued
0.6053	Remote Similarity	NPD5172	Phase 2
0.6043	Remote Similarity	NPD4716	Approved
0.6037	Remote Similarity	NPD5342	Clinical (unspecified phase)
0.6034	Remote Similarity	NPD1692	Approved
0.6008	Remote Similarity	NPD2062	Phase 2
0.6007	Remote Similarity	NPD7226	Phase 3
0.6007	Remote Similarity	NPD7227	Phase 3
0.6	Remote Similarity	NPD5047	Clinical (unspecified phase)
0.6	Remote Similarity	NPD8284	Discontinued
0.5992	Remote Similarity	NPD537	Phase 2
0.5992	Remote Similarity	NPD534	Phase 2
0.5983	Remote Similarity	NPD6417	Clinical (unspecified phase)
0.5978	Remote Similarity	NPD8375	Approved
0.5978	Remote Similarity	NPD8484	Phase 2
0.597	Remote Similarity	NPD7242	Phase 3
0.597	Remote Similarity	NPD7241	Phase 3
0.597	Remote Similarity	NPD2893	Phase 3
0.5963	Remote Similarity	NPD5534	Clinical (unspecified phase)
0.5946	Remote Similarity	NPD4187	Clinical (unspecified phase)
0.5934	Remote Similarity	NPD8371	Clinical (unspecified phase)
0.5925	Remote Similarity	NPD5627	Approved
0.5919	Remote Similarity	NPD8291	Clinical (unspecified phase)
0.5897	Remote Similarity	NPD6450	Phase 2
0.5896	Remote Similarity	NPD2877	Clinical (unspecified phase)
0.5896	Remote Similarity	NPD2876	Phase 3
0.5889	Remote Similarity	NPD7816	Clinical (unspecified phase)
0.5887	Remote Similarity	NPD5935	Discontinued
0.5878	Remote Similarity	NPD2954	Approved
0.5878	Remote Similarity	NPD2955	Approved
0.5873	Remote Similarity	NPD796	Phase 2
0.5872	Remote Similarity	NPD3108	Clinical (unspecified phase)
0.5868	Remote Similarity	NPD2631	Clinical (unspecified phase)
0.5868	Remote Similarity	NPD2630	Approved
0.5868	Remote Similarity	NPD2632	Approved
0.5859	Remote Similarity	NPD3697	Discontinued
0.5859	Remote Similarity	NPD2646	Discontinued
0.5859	Remote Similarity	NPD2624	Phase 2
0.585	Remote Similarity	NPD2824	Phase 2
0.5843	Remote Similarity	NPD2471	Approved
0.5843	Remote Similarity	NPD2472	Approved
0.5833	Remote Similarity	NPD6170	Phase 2
0.583	Remote Similarity	NPD703	Discontinued
0.5816	Remote Similarity	NPD5461	Discontinued
0.5815	Remote Similarity	NPD3331	Phase 3
0.581	Remote Similarity	NPD6023	Discontinued
0.5804	Remote Similarity	NPD8321	Discontinued
0.5802	Remote Similarity	NPD2152	Clinical (unspecified phase)
0.58	Remote Similarity	NPD4459	Clinical (unspecified phase)
0.58	Remote Similarity	NPD4458	Phase 2
0.5796	Remote Similarity	NPD1369	Phase 2
0.5794	Remote Similarity	NPD2965	Clinical (unspecified phase)
0.5788	Remote Similarity	NPD1941	Approved
0.5787	Remote Similarity	NPD5687	Phase 2
0.5778	Remote Similarity	NPD5920	Clinical (unspecified phase)
0.5775	Remote Similarity	NPD3848	Phase 2
0.5768	Remote Similarity	NPD2456	Phase 2
0.5768	Remote Similarity	NPD2457	Phase 2
0.5756	Remote Similarity	NPD1412	Clinical (unspecified phase)
0.5751	Remote Similarity	NPD1776	Approved
0.5751	Remote Similarity	NPD1777	Approved
0.5745	Remote Similarity	NPD5435	Phase 1
0.5738	Remote Similarity	NPD207	Discontinued
0.5731	Remote Similarity	NPD7980	Clinical (unspecified phase)
0.5725	Remote Similarity	NPD5884	Clinical (unspecified phase)
0.5719	Remote Similarity	NPD7273	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD1910	Approved
0.5714	Remote Similarity	NPD1911	Approved
0.5704	Remote Similarity	NPD6840	Approved
0.5698	Remote Similarity	NPD1258	Discontinued
0.5687	Remote Similarity	NPD8105	Discontinued
0.5683	Remote Similarity	NPD536	Clinical (unspecified phase)
0.5682	Remote Similarity	NPD6036	Suspended
0.5681	Remote Similarity	NPD8261	Discontinued
0.568	Remote Similarity	NPD3469	Phase 3
0.5678	Remote Similarity	NPD6992	Phase 2
0.5677	Remote Similarity	NPD8253	Phase 3
0.5672	Remote Similarity	NPD5666	Phase 2
0.5665	Remote Similarity	NPD245	Suspended
0.5664	Remote Similarity	NPD3343	Phase 3
0.566	Remote Similarity	NPD5094	Approved
0.566	Remote Similarity	NPD2647	Phase 3
0.5658	Remote Similarity	NPD1750	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD3015	Discontinued
0.565	Remote Similarity	NPD3474	Discovery
0.5649	Remote Similarity	NPD4171	Clinical (unspecified phase)
0.5646	Remote Similarity	NPD7416	Clinical (unspecified phase)
0.563	Remote Similarity	NPD8119	Discontinued
0.5628	Remote Similarity	NPD4074	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD4654	Phase 1
0.562	Remote Similarity	NPD412	Approved
0.562	Remote Similarity	NPD4990	Clinical (unspecified phase)
0.5619	Remote Similarity	NPD548	Clinical (unspecified phase)
0.5618	Remote Similarity	NPD6207	Discovery
0.5613	Remote Similarity	NPD8629	Discontinued
0.5611	Remote Similarity	NPD8256	Approved
0.5611	Remote Similarity	NPD549	Approved
0.5611	Remote Similarity	NPD8258	Clinical (unspecified phase)
0.5611	Remote Similarity	NPD8257	Approved
0.5611	Remote Similarity	NPD8271	Discontinued
0.5608	Remote Similarity	NPD1915	Phase 1
0.5604	Remote Similarity	NPD8525	Approved
0.5603	Remote Similarity	NPD4612	Discontinued

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