NPASS Compound

Structure

CID313504 OpenBabel06191716122D 89 91 0 0 1 0 0 0 0 0999 V2000 11.1360 2.4728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9926 0.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7132 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5698 1.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.4768 -0.6015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2793 0.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.7052 6.0670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5802 -0.8576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8373 2.6544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7095 1.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5661 0.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8529 0.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4227 1.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9963 1.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2831 2.4728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2793 0.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1397 0.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1397 2.9674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4264 2.9674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8566 1.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8529 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -16.7355 3.1066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4264 0.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8129 -1.4783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -17.2802 1.4302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2750 -0.8273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -18.8609 1.6805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1360 1.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7132 0.9891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.8746 0.1832 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -9.4227 1.4837 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -13.7914 5.6885 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -11.5693 -0.8576 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -10.8180 2.5253 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -7.7095 -0.4946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -17.4349 2.4071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2831 1.4837 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8566 2.4728 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.8529 0.9891 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -15.7801 2.8505 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8566 1.4837 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.9963 2.4728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5698 1.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.6623 4.7078 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -12.0639 -0.0010 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -11.1360 3.4620 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -13.9875 -0.2542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4227 3.4620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7132 2.9674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7095 1.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -15.8448 1.8635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8566 2.4728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.5989 4.3899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.7881 4.2056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3202 0.6512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7804 -1.6839 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -18.1615 0.9811 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5698 2.4728 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6131 -0.0922 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -18.4119 2.5619 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.5661 0.9891 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -15.5268 0.9269 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9963 1.4837 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7132 0.9891 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9674 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -15.3426 3.7377 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -12.6753 4.6431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -13.0005 -0.3189 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.2793 3.9565 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -13.0067 6.2906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.0639 -1.7142 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2831 2.4728 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8529 2.9674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5698 2.4728 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -14.2435 -1.2097 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5661 3.9565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7132 3.9565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7095 2.4728 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -16.8254 1.7344 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7132 2.9674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -15.0935 5.2465 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.1860 4.9904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.5355 0.0490 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9891 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9891 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9891 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.8827 1.5383 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 29 1 0 0 0 0 3 30 1 0 0 0 0 4 30 1 0 0 0 0 5 31 1 0 0 0 0 6 32 1 0 0 0 0 7 33 1 0 0 0 0 8 34 1 0 0 0 0 9 35 1 0 0 0 0 10 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 16 29 1 0 0 0 0 17 38 1 0 0 0 0 18 43 1 0 0 0 0 19 59 1 0 0 0 0 20 30 1 0 0 0 0 20 39 1 0 0 0 0 21 36 1 0 0 0 0 21 40 1 0 0 0 0 22 37 1 0 0 0 0 22 41 1 0 0 0 0 23 38 1 0 0 0 0 23 44 1 0 0 0 0 24 36 2 0 0 0 0 24 57 1 0 0 0 0 25 37 2 0 0 0 0 25 58 1 0 0 0 0 26 42 1 0 0 0 0 26 89 1 0 0 0 0 27 57 2 0 0 0 0 27 60 1 0 0 0 0 28 58 2 0 0 0 0 28 61 1 0 0 0 0 31 48 1 0 0 0 0 31 63 1 0 0 0 0 32 49 1 0 0 0 0 32 62 1 0 0 0 0 33 45 1 0 0 0 0 33 71 1 0 0 0 0 34 46 1 0 0 0 0 34 72 1 0 0 0 0 35 47 1 0 0 0 0 35 88 1 0 0 0 0 36 60 1 0 0 0 0 37 61 1 0 0 0 0 38 73 1 0 0 0 0 39 50 1 0 0 0 0 39 66 1 0 0 0 0 40 51 1 0 0 0 0 40 64 1 0 0 0 0 41 52 1 0 0 0 0 41 67 1 0 0 0 0 42 53 1 0 0 0 0 42 65 1 0 0 0 0 43 64 2 3 0 0 0 43 74 1 0 0 0 0 44 65 2 3 0 0 0 44 75 1 0 0 0 0 45 54 1 0 0 0 0 45 68 1 0 0 0 0 46 56 1 0 0 0 0 46 69 1 0 0 0 0 47 55 1 0 0 0 0 47 70 1 0 0 0 0 48 69 2 3 0 0 0 48 76 1 0 0 0 0 49 70 2 3 0 0 0 49 77 1 0 0 0 0 50 59 2 3 0 0 0 50 78 1 0 0 0 0 51 62 2 3 0 0 0 51 79 1 0 0 0 0 52 63 2 3 0 0 0 52 80 1 0 0 0 0 53 66 2 3 0 0 0 53 81 1 0 0 0 0 54 67 2 3 0 0 0 54 82 1 0 0 0 0 55 68 2 3 0 0 0 55 83 1 0 0 0 0 56 84 2 0 0 0 0 56 88 1 0 0 0 0 85 89 1 0 0 0 0 86 89 2 0 0 0 0 87 89 2 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

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

Natural Product: NPC313504

*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	58

Activity Type	# Activity
Cell Line	58

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	17538.81	nM	PMID[510851]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[510851]

☑ 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 NPC313504 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	214
0.1-0.2	5225
0.2-0.3	29248
0.3-0.4	4890
0.4-0.5	2619
0.5-0.6	415
0.6-0.7	65
0.7-0.8	20
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.7514	Intermediate Similarity	NPC327477
0.7225	Intermediate Similarity	NPC286696
0.7126	Intermediate Similarity	NPC185903
0.7052	Intermediate Similarity	NPC18223
0.7052	Intermediate Similarity	NPC237812
0.6978	Remote Similarity	NPC473646
0.6916	Remote Similarity	NPC238945
0.6902	Remote Similarity	NPC60537
0.6875	Remote Similarity	NPC210947
0.6824	Remote Similarity	NPC180462
0.678	Remote Similarity	NPC470139
0.6778	Remote Similarity	NPC174020
0.6763	Remote Similarity	NPC235501
0.6763	Remote Similarity	NPC25465
0.6743	Remote Similarity	NPC126634
0.6705	Remote Similarity	NPC470140
0.6566	Remote Similarity	NPC477119
0.6562	Remote Similarity	NPC472790
0.6535	Remote Similarity	NPC477118
0.6502	Remote Similarity	NPC477120
0.6416	Remote Similarity	NPC323244
0.6398	Remote Similarity	NPC314774
0.6398	Remote Similarity	NPC315126
0.6367	Remote Similarity	NPC125181
0.6367	Remote Similarity	NPC242872
0.6367	Remote Similarity	NPC263117
0.6338	Remote Similarity	NPC54537
0.6304	Remote Similarity	NPC328924
0.6301	Remote Similarity	NPC320968
0.63	Remote Similarity	NPC313897
0.6292	Remote Similarity	NPC470138
0.6288	Remote Similarity	NPC69843
0.6244	Remote Similarity	NPC54744
0.6192	Remote Similarity	NPC324815
0.619	Remote Similarity	NPC321939
0.619	Remote Similarity	NPC201900
0.6163	Remote Similarity	NPC477633
0.614	Remote Similarity	NPC64216
0.6136	Remote Similarity	NPC15566
0.6102	Remote Similarity	NPC477634
0.6034	Remote Similarity	NPC478029
0.6023	Remote Similarity	NPC327613
0.6	Remote Similarity	NPC313514
0.6	Remote Similarity	NPC325906
0.5963	Remote Similarity	NPC475506
0.5957	Remote Similarity	NPC89987
0.595	Remote Similarity	NPC324484
0.5949	Remote Similarity	NPC478028
0.5941	Remote Similarity	NPC290959
0.5938	Remote Similarity	NPC477419
0.5938	Remote Similarity	NPC477417
0.5938	Remote Similarity	NPC54981
0.5936	Remote Similarity	NPC155143
0.5936	Remote Similarity	NPC476874
0.5924	Remote Similarity	NPC144474
0.5924	Remote Similarity	NPC527
0.5924	Remote Similarity	NPC133782
0.5901	Remote Similarity	NPC323927
0.5885	Remote Similarity	NPC477418
0.5885	Remote Similarity	NPC477420
0.5882	Remote Similarity	NPC473376
0.5873	Remote Similarity	NPC74306
0.5873	Remote Similarity	NPC315642
0.586	Remote Similarity	NPC470141
0.5848	Remote Similarity	NPC478158
0.5837	Remote Similarity	NPC125597
0.5826	Remote Similarity	NPC473640
0.5826	Remote Similarity	NPC171393
0.5826	Remote Similarity	NPC295452
0.5815	Remote Similarity	NPC282247
0.5804	Remote Similarity	NPC71238
0.5799	Remote Similarity	NPC100321
0.5792	Remote Similarity	NPC193761
0.5783	Remote Similarity	NPC281049
0.5781	Remote Similarity	NPC478013
0.5778	Remote Similarity	NPC107077
0.5778	Remote Similarity	NPC223791
0.5771	Remote Similarity	NPC75726
0.5771	Remote Similarity	NPC110602
0.5771	Remote Similarity	NPC31385
0.5771	Remote Similarity	NPC75634
0.5755	Remote Similarity	NPC101676
0.5749	Remote Similarity	NPC477635
0.5749	Remote Similarity	NPC477630
0.5721	Remote Similarity	NPC478157
0.5714	Remote Similarity	NPC235866
0.5714	Remote Similarity	NPC150447
0.5708	Remote Similarity	NPC473317
0.5708	Remote Similarity	NPC162860
0.5664	Remote Similarity	NPC314056
0.5662	Remote Similarity	NPC233431
0.5662	Remote Similarity	NPC300139
0.5646	Remote Similarity	NPC189261
0.5628	Remote Similarity	NPC78941
0.5628	Remote Similarity	NPC282458
0.5622	Remote Similarity	NPC195140
0.5619	Remote Similarity	NPC54420
0.5618	Remote Similarity	NPC314882
0.5614	Remote Similarity	NPC155498
0.5606	Remote Similarity	NPC282531

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 NPC313504 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	116
0.1-0.2	675
0.2-0.3	3045
0.3-0.4	3018
0.4-0.5	1932
0.5-0.6	325
0.6-0.7	31
0.7-0.8	8
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
0.7886	Intermediate Similarity	NPD3697	Discontinued
0.7611	Intermediate Similarity	NPD5768	Phase 2
0.7602	Intermediate Similarity	NPD5342	Clinical (unspecified phase)
0.7442	Intermediate Similarity	NPD1451	Approved
0.7282	Intermediate Similarity	NPD8261	Discontinued
0.7234	Intermediate Similarity	NPD3105	Discontinued
0.7184	Intermediate Similarity	NPD7981	Discontinued
0.7158	Intermediate Similarity	NPD3108	Clinical (unspecified phase)
0.7136	Intermediate Similarity	NPD7834	Approved
0.713	Intermediate Similarity	NPD8075	Discontinued
0.7052	Intermediate Similarity	NPD9133	Approved
0.7045	Intermediate Similarity	NPD9183	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD9628	Approved
0.6952	Remote Similarity	NPD3130	Discontinued
0.6919	Remote Similarity	NPD2604	Approved
0.6902	Remote Similarity	NPD2180	Approved
0.6837	Remote Similarity	NPD8271	Discontinued
0.6836	Remote Similarity	NPD875	Clinical (unspecified phase)
0.6757	Remote Similarity	NPD1731	Clinical (unspecified phase)
0.673	Remote Similarity	NPD8410	Clinical (unspecified phase)
0.6722	Remote Similarity	NPD567	Approved
0.6722	Remote Similarity	NPD568	Approved
0.6722	Remote Similarity	NPD566	Approved
0.6714	Remote Similarity	NPD7465	Suspended
0.6685	Remote Similarity	NPD9627	Approved
0.6651	Remote Similarity	NPD8629	Discontinued
0.6532	Remote Similarity	NPD300	Approved
0.652	Remote Similarity	NPD8119	Discontinued
0.6442	Remote Similarity	NPD8641	Approved
0.6416	Remote Similarity	NPD8292	Phase 2
0.6364	Remote Similarity	NPD8113	Phase 2
0.6296	Remote Similarity	NPD7842	Phase 2
0.627	Remote Similarity	NPD3706	Clinical (unspecified phase)
0.625	Remote Similarity	NPD8105	Discontinued
0.6233	Remote Similarity	NPD7980	Clinical (unspecified phase)
0.6199	Remote Similarity	NPD8458	Clinical (unspecified phase)
0.6171	Remote Similarity	NPD8488	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD576	Discontinued
0.6047	Remote Similarity	NPD9132	Discontinued
0.6	Remote Similarity	NPD7971	Clinical (unspecified phase)
0.6	Remote Similarity	NPD1807	Clinical (unspecified phase)
0.6	Remote Similarity	NPD1776	Approved
0.6	Remote Similarity	NPD7970	Approved
0.6	Remote Similarity	NPD7138	Phase 2
0.6	Remote Similarity	NPD1777	Approved
0.5955	Remote Similarity	NPD1388	Phase 1
0.5955	Remote Similarity	NPD1390	Phase 1
0.5955	Remote Similarity	NPD1389	Clinical (unspecified phase)
0.5952	Remote Similarity	NPD5682	Phase 3
0.5952	Remote Similarity	NPD5684	Clinical (unspecified phase)
0.5952	Remote Similarity	NPD5683	Clinical (unspecified phase)
0.5947	Remote Similarity	NPD8257	Approved
0.5947	Remote Similarity	NPD8256	Approved
0.5947	Remote Similarity	NPD8258	Clinical (unspecified phase)
0.5936	Remote Similarity	NPD3497	Clinical (unspecified phase)
0.5914	Remote Similarity	NPD1808	Phase 1
0.5904	Remote Similarity	NPD1431	Approved
0.5904	Remote Similarity	NPD1430	Approved
0.5885	Remote Similarity	NPD5679	Clinical (unspecified phase)
0.5885	Remote Similarity	NPD8375	Approved
0.5873	Remote Similarity	NPD582	Approved
0.5872	Remote Similarity	NPD5665	Clinical (unspecified phase)
0.5844	Remote Similarity	NPD6381	Phase 2
0.584	Remote Similarity	NPD7502	Clinical (unspecified phase)
0.5837	Remote Similarity	NPD8371	Clinical (unspecified phase)
0.5825	Remote Similarity	NPD3708	Phase 2
0.5822	Remote Similarity	NPD7809	Clinical (unspecified phase)
0.582	Remote Similarity	NPD8291	Clinical (unspecified phase)
0.5809	Remote Similarity	NPD8421	Discontinued
0.5802	Remote Similarity	NPD6417	Clinical (unspecified phase)
0.5796	Remote Similarity	NPD8250	Phase 2
0.5767	Remote Similarity	NPD459	Clinical (unspecified phase)
0.5759	Remote Similarity	NPD8493	Clinical (unspecified phase)
0.5758	Remote Similarity	NPD534	Phase 2
0.5758	Remote Similarity	NPD537	Phase 2
0.5751	Remote Similarity	NPD6036	Suspended
0.5748	Remote Similarity	NPD2152	Clinical (unspecified phase)
0.574	Remote Similarity	NPD8272	Phase 2
0.5728	Remote Similarity	NPD3347	Clinical (unspecified phase)
0.5722	Remote Similarity	NPD1121	Approved
0.5722	Remote Similarity	NPD1120	Approved
0.5722	Remote Similarity	NPD775	Approved
0.5699	Remote Similarity	NPD209	Clinical (unspecified phase)
0.5695	Remote Similarity	NPD8072	Approved
0.5685	Remote Similarity	NPD536	Clinical (unspecified phase)
0.5676	Remote Similarity	NPD4459	Clinical (unspecified phase)
0.5676	Remote Similarity	NPD4458	Phase 2
0.5667	Remote Similarity	NPD1327	Discontinued
0.566	Remote Similarity	NPD3586	Phase 2
0.5658	Remote Similarity	NPD8013	Clinical (unspecified phase)
0.5657	Remote Similarity	NPD8442	Discontinued
0.565	Remote Similarity	NPD2646	Discontinued
0.5649	Remote Similarity	NPD8317	Phase 2
0.5649	Remote Similarity	NPD8316	Phase 2
0.5641	Remote Similarity	NPD4414	Discontinued
0.5628	Remote Similarity	NPD3002	Clinical (unspecified phase)
0.5622	Remote Similarity	NPD4555	Clinical (unspecified phase)
0.5615	Remote Similarity	NPD2893	Phase 3
0.5611	Remote Similarity	NPD1249	Clinical (unspecified phase)
0.5603	Remote Similarity	NPD8406	Clinical (unspecified phase)
0.56	Remote Similarity	NPD8169	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