NPASS Compound

Structure

CID118559 OpenBabel06191715472D 47 50 0 0 1 0 0 0 0 0999 V2000 -6.1545 2.0662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3717 4.5687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2350 -0.3895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2169 6.0628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6740 -1.8358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6973 -0.7168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6053 -0.5409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2325 0.2380 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6172 -0.3872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8715 1.1706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2446 3.6963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3786 5.1963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1106 4.1963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2446 5.6963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0175 3.0842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9631 1.1123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8492 4.6738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4845 0.3542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1232 4.4682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1548 2.0937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5660 3.9765 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4631 0.2462 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.9448 5.1006 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7840 -0.8419 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3786 4.1963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1106 5.1963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2562 0.5454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3217 0.9012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8834 1.3243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5126 3.6963 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5922 0.8058 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9751 4.9919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3712 1.8999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7090 -0.4105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8908 1.7602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8218 -0.5698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5924 2.5271 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -2.7825 -0.7868 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3364 2.1614 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8632 2.7598 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9767 5.6963 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5988 5.9184 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2327 -1.2624 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8813 1.6228 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3950 -1.4742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9509 5.2106 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 6 41 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 27 2 0 0 0 0 10 29 2 0 0 0 0 11 13 1 0 0 0 0 11 25 2 0 0 0 0 12 14 2 0 0 0 0 12 25 1 0 0 0 0 13 26 2 0 0 0 0 14 26 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 16 20 1 0 0 0 0 16 22 1 0 0 0 0 17 21 1 0 0 0 0 17 23 1 0 0 0 0 18 28 1 0 0 0 0 19 30 1 0 0 0 0 19 32 1 0 0 0 0 21 2 1 6 0 0 0 22 3 1 1 0 0 0 22 34 1 0 0 0 0 23 4 1 6 0 0 0 23 47 1 0 0 0 0 24 5 1 6 0 0 0 24 36 1 0 0 0 0 24 38 1 0 0 0 0 26 42 1 0 0 0 0 27 28 1 0 0 0 0 27 29 1 0 0 0 0 28 33 2 0 0 0 0 29 39 1 0 0 0 0 30 25 1 6 0 0 0 30 40 1 0 0 0 0 31 18 1 1 0 0 0 31 35 1 0 0 0 0 31 41 1 0 0 0 0 32 43 2 0 0 0 0 32 47 1 0 0 0 0 33 37 1 0 0 0 0 33 39 1 0 0 0 0 34 38 2 3 0 0 0 34 44 1 0 0 0 0 35 40 2 3 0 0 0 35 45 1 0 0 0 0 36 41 1 0 0 0 0 36 46 2 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	708.25
Volume:	681.361
LogP:	5.571
LogD:	4.554
LogS:	-4.353
# Rotatable Bonds:	3
TPSA:	140.83
# H-Bond Aceptor:	10
# H-Bond Donor:	4
# Rings:	4
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.203
Synthetic Accessibility Score:	5.212
Fsp3:	0.444
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.809
MDCK Permeability:	1.3110925465298351e-05
Pgp-inhibitor:	0.999
Pgp-substrate:	0.066
Human Intestinal Absorption (HIA):	0.025
20% Bioavailability (F20%):	0.004
30% Bioavailability (F30%):	0.871

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.021
Plasma Protein Binding (PPB):	98.08868408203125%
Volume Distribution (VD):	0.359
Pgp-substrate:	2.317056179046631%

ADMET: Metabolism

CYP1A2-inhibitor:	0.031
CYP1A2-substrate:	0.081
CYP2C19-inhibitor:	0.862
CYP2C19-substrate:	0.081
CYP2C9-inhibitor:	0.911
CYP2C9-substrate:	0.951
CYP2D6-inhibitor:	0.143
CYP2D6-substrate:	0.393
CYP3A4-inhibitor:	0.969
CYP3A4-substrate:	0.526

ADMET: Excretion

Clearance (CL):	3.134
Half-life (T1/2):	0.468

ADMET: Toxicity

hERG Blockers:	0.106
Human Hepatotoxicity (H-HT):	0.962
Drug-inuced Liver Injury (DILI):	0.968
AMES Toxicity:	0.007
Rat Oral Acute Toxicity:	0.754
Maximum Recommended Daily Dose:	0.962
Skin Sensitization:	0.189
Carcinogencity:	0.102
Eye Corrosion:	0.003
Eye Irritation:	0.006
Respiratory Toxicity:	0.138

Download Data

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

Natural Product: NPC118559

Natural Product ID:	NPC118559
*Common Name:**	Jaspamide
IUPAC Name:	(4R,7R,10S,13S,15E,17R,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,13,15,17,19-hexamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
Synonyms:	Jaspamide; Jasplakinolide
Standard InCHIKey:	GQWYWHOHRVVHAP-DHKPLNAMSA-N
Standard InCHI:	InChI=1S/C36H45BrN4O6/c1-20-15-21(2)17-23(4)47-32(43)19-30(25-11-13-26(42)14-12-25)40-35(45)31(18-28-27-9-7-8-10-29(27)39-33(28)37)41(6)36(46)24(5)38-34(44)22(3)16-20/h7-15,21-24,30-31,39,42H,16-19H2,1-6H3,(H,38,44)(H,40,45)/b20-15+/t21-,22-,23-,24-,30+,31+/m0/s1
SMILES:	C[C@@H]1OC(=O)C[C@@H](N=C(O)[C@@H](Cc2c(Br)[nH]c3c2cccc3)N(C)C(=O)[C@@H](N=C([C@H](C/C(=C/[C@@H](C1)C)/C)C)O)C)c1ccc(cc1)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL257166
PubChem CID:	9831636
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0001813] Peptidomimetics [CHEMONTID:0002010] Hybrid peptides

*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
NPO11484	Jaspis splendens	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.tet.2007.03.162]
NPO11484	Jaspis splendens	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.tet.2008.05.037]
NPO11484	Jaspis splendens	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.tet.2008.10.076]
NPO11484	Jaspis splendens	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[10075778]
NPO32842	jaspis spp.	Species	Ancorinidae	Eukaryota	n.a.	east coast of Malaysia	1994	PMID[18327911]
NPO11484	Jaspis splendens	Species	Ancorinidae	Eukaryota	n.a.	Fiji (S 1822.28', E 17758.87')	2000-FEB	PMID[21241058]
NPO11484	Jaspis splendens	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21241058]
NPO33106	pipestela candelabra	Species	n.a.	n.a.	n.a.	Pacific	n.a.	PMID[22364566]
NPO33669	Jaspis johnstoni	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[24020843]
NPO11484	Jaspis splendens	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[26883470]
NPO33669	Jaspis johnstoni	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[2693614]
NPO11484	Jaspis splendens	Species	Ancorinidae	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
EC50	4
GI50	89
IC50	6
MIC	1
Others	8

Activity Type	# Activity
Cell Line	96
NON-MOLECULAR	3
Organism	6
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT168	Cell Line	P388	Mus musculus	Activity	=	0.008	ug ml-1	PMID[518928]
NPT1917	Cell Line	CA46	Homo sapiens	IC50	=	30.0	nM	PMID[518931]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	=	100.0	nM	PMID[518933]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	=	150.0	nM	PMID[518933]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	=	690.0	nM	PMID[518933]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	=	300.0	nM	PMID[518933]
NPT387	Cell Line	M14	Homo sapiens	GI50	=	56.0	nM	PMID[518933]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	=	40.0	nM	PMID[518933]
NPT401	Cell Line	786-0	Homo sapiens	GI50	=	20.0	nM	PMID[518933]
NPT1917	Cell Line	CA46	Homo sapiens	IC50	=	10.0	nM	PMID[518934]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	65000.0	nM	PMID[518935]
NPT858	Cell Line	LNCaP	Homo sapiens	GI50	=	41000.0	nM	PMID[518935]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	=	40.0	nM	PMID[518935]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	10.0	nM	PMID[518935]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	=	20.0	nM	PMID[518935]
NPT380	Cell Line	U-251	Homo sapiens	GI50	=	70.0	nM	PMID[518935]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	=	30.0	nM	PMID[518935]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	30.0	nM	PMID[518935]
NPT376	Cell Line	A498	Homo sapiens	GI50	=	30.0	nM	PMID[518935]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	=	10.0	nM	PMID[518935]
NPT393	Cell Line	HCT-116	Homo sapiens	TIME	=	2.0	hr	PMID[518935]
NPT393	Cell Line	HCT-116	Homo sapiens	TIME	=	24.0	hr	PMID[518935]
NPT393	Cell Line	HCT-116	Homo sapiens	TIME	=	168.0	hr	PMID[518935]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	83.37	nM	PMID[518936]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	360.58	nM	PMID[518936]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	199.07	nM	PMID[518936]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	466.66	nM	PMID[518936]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	191.87	nM	PMID[518936]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	236.59	nM	PMID[518936]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	131.52	nM	PMID[518936]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	59.43	nM	PMID[518936]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	158.12	nM	PMID[518936]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	24.95	nM	PMID[518936]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	147.91	nM	PMID[518936]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	666.81	nM	PMID[518936]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	22.44	nM	PMID[518936]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	139.0	nM	PMID[518936]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	682.34	nM	PMID[518936]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	328.85	nM	PMID[518936]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	367.28	nM	PMID[518936]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	381.07	nM	PMID[518936]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	243.22	nM	PMID[518936]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	457.09	nM	PMID[518936]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	212.81	nM	PMID[518936]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	n.a.	307.61	nM	PMID[518936]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	28.71	nM	PMID[518936]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	57.81	nM	PMID[518936]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	293.76	nM	PMID[518936]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	n.a.	788.86	nM	PMID[518936]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	152.41	nM	PMID[518936]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	263.63	nM	PMID[518936]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	203.24	nM	PMID[518936]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	210.86	nM	PMID[518936]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	833.68	nM	PMID[518936]
NPT574	Cell Line	XF498	Homo sapiens	GI50	n.a.	225.94	nM	PMID[518936]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	217.77	nM	PMID[518936]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	173.38	nM	PMID[518936]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	121.62	nM	PMID[518936]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	29.24	nM	PMID[518936]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	25.82	nM	PMID[518936]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	n.a.	339.63	nM	PMID[518936]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	49.89	nM	PMID[518936]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	171.79	nM	PMID[518936]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	83.95	nM	PMID[518936]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	833.68	nM	PMID[518936]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	195.88	nM	PMID[518936]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	138.68	nM	PMID[518936]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	274.79	nM	PMID[518936]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	89.54	nM	PMID[518936]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	66.68	nM	PMID[518936]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	184.93	nM	PMID[518936]
NPT731	Cell Line	LXFL 529	Homo sapiens	GI50	n.a.	293.09	nM	PMID[518936]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	n.a.	516.42	nM	PMID[518936]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	51.17	nM	PMID[518936]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	232.81	nM	PMID[518936]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	218.78	nM	PMID[518936]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	92.04	nM	PMID[518936]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	258.82	nM	PMID[518936]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	62.95	nM	PMID[518936]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	113.76	nM	PMID[518936]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	61.09	nM	PMID[518936]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	127.94	nM	PMID[518936]
NPT577	Cell Line	RXF 631	Homo sapiens	GI50	n.a.	297.85	nM	PMID[518936]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	110.15	nM	PMID[518936]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	n.a.	374.11	nM	PMID[518936]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	20.89	nM	PMID[518936]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	n.a.	843.33	nM	PMID[518936]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	172.58	nM	PMID[518936]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	245.47	nM	PMID[518936]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	124.17	nM	PMID[518936]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	36.9	nM	PMID[518936]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	207.01	nM	PMID[518936]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	n.a.	209.41	nM	PMID[518936]
NPT91	Cell Line	KB	Homo sapiens	Inhibition	=	100.0	%	PMID[518937]
NPT91	Cell Line	KB	Homo sapiens	Inhibition	=	99.0	%	PMID[518937]
NPT91	Cell Line	KB	Homo sapiens	IC50	=	13.0	nM	PMID[518937]
NPT419	Organism	Oryctolagus cuniculus	Oryctolagus cuniculus	IC50	>	500000.0	nM	PMID[518927]
NPT20	Organism	Candida albicans	Candida albicans	Activity	=	50.0	%	PMID[518929]
NPT27	Others	Unspecified		IC50	=	300.0	nM	PMID[518931]
NPT2	Others	Unspecified		EC50	=	1900.0	nM	PMID[518931]
NPT2	Others	Unspecified		EC50	=	6500.0	nM	PMID[518931]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	0.36	ug.mL-1	PMID[518932]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	31.0	nM	PMID[518933]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	170000.0	nM	PMID[518935]
NPT486	Organism	Toxoplasma gondii	Toxoplasma gondii	FC	=	1.5	n.a.	PMID[518938]
NPT486	Organism	Toxoplasma gondii	Toxoplasma gondii	EC50	=	340.0	nM	PMID[518938]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	25.0	ug.mL-1	PMID[518939]
NPT486	Organism	Toxoplasma gondii	Toxoplasma gondii	EC50	=	30.0	nM	PMID[518941]

☑ 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 NPC118559 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	309
0.1-0.2	1815
0.2-0.3	11692
0.3-0.4	10060
0.4-0.5	12641
0.5-0.6	3534
0.6-0.7	2109
0.7-0.8	503
0.8-0.85	10
0.85-0.9	4
0.9-0.95	3
0.95-1	17

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC124920
1.0	High Similarity	NPC304307
1.0	High Similarity	NPC34580
0.995	High Similarity	NPC100547
0.9901	High Similarity	NPC261251
0.9901	High Similarity	NPC322135
0.9901	High Similarity	NPC223409
0.9901	High Similarity	NPC95240
0.9853	High Similarity	NPC14288
0.9851	High Similarity	NPC214142
0.9805	High Similarity	NPC321592
0.9805	High Similarity	NPC54803
0.9757	High Similarity	NPC284888
0.971	High Similarity	NPC245055
0.971	High Similarity	NPC33064
0.9571	High Similarity	NPC82472
0.9502	High Similarity	NPC74969
0.9187	High Similarity	NPC319232
0.9187	High Similarity	NPC24370
0.9023	High Similarity	NPC272549
0.893	High Similarity	NPC323198
0.893	High Similarity	NPC323752
0.8879	High Similarity	NPC181081
0.8317	Intermediate Similarity	NPC243716
0.8198	Intermediate Similarity	NPC326363
0.8077	Intermediate Similarity	NPC314882
0.8077	Intermediate Similarity	NPC306376
0.8073	Intermediate Similarity	NPC303658
0.8065	Intermediate Similarity	NPC330009
0.8053	Intermediate Similarity	NPC325976
0.8018	Intermediate Similarity	NPC125597
0.7972	Intermediate Similarity	NPC476098
0.7964	Intermediate Similarity	NPC473317
0.7953	Intermediate Similarity	NPC478158
0.7936	Intermediate Similarity	NPC478157
0.793	Intermediate Similarity	NPC220852
0.7904	Intermediate Similarity	NPC28945
0.79	Intermediate Similarity	NPC469928
0.7893	Intermediate Similarity	NPC315467
0.7866	Intermediate Similarity	NPC478006
0.7832	Intermediate Similarity	NPC194740
0.7826	Intermediate Similarity	NPC285343
0.7792	Intermediate Similarity	NPC470784
0.7787	Intermediate Similarity	NPC478009
0.7762	Intermediate Similarity	NPC276517
0.7753	Intermediate Similarity	NPC33949
0.7749	Intermediate Similarity	NPC184680
0.7748	Intermediate Similarity	NPC281049
0.7731	Intermediate Similarity	NPC153400
0.7716	Intermediate Similarity	NPC470785
0.7705	Intermediate Similarity	NPC314056
0.7703	Intermediate Similarity	NPC305984
0.7682	Intermediate Similarity	NPC207020
0.7642	Intermediate Similarity	NPC478010
0.7631	Intermediate Similarity	NPC478011
0.7621	Intermediate Similarity	NPC21638
0.7615	Intermediate Similarity	NPC270918
0.7611	Intermediate Similarity	NPC478013
0.7607	Intermediate Similarity	NPC475816
0.7602	Intermediate Similarity	NPC75634
0.76	Intermediate Similarity	NPC314176
0.7597	Intermediate Similarity	NPC184225
0.7593	Intermediate Similarity	NPC476874
0.7589	Intermediate Similarity	NPC473041
0.7581	Intermediate Similarity	NPC45459
0.7581	Intermediate Similarity	NPC315491
0.7581	Intermediate Similarity	NPC249040
0.758	Intermediate Similarity	NPC39679
0.7578	Intermediate Similarity	NPC148183
0.7578	Intermediate Similarity	NPC322064
0.7578	Intermediate Similarity	NPC152768
0.7568	Intermediate Similarity	NPC54744
0.756	Intermediate Similarity	NPC321939
0.7556	Intermediate Similarity	NPC313804
0.7556	Intermediate Similarity	NPC315804
0.7545	Intermediate Similarity	NPC162860
0.7543	Intermediate Similarity	NPC473105
0.7533	Intermediate Similarity	NPC220851
0.75	Intermediate Similarity	NPC474192
0.75	Intermediate Similarity	NPC475720
0.749	Intermediate Similarity	NPC478012
0.7489	Intermediate Similarity	NPC471080
0.7489	Intermediate Similarity	NPC469592
0.7476	Intermediate Similarity	NPC72980
0.7465	Intermediate Similarity	NPC471944
0.7465	Intermediate Similarity	NPC475506
0.7456	Intermediate Similarity	NPC470501
0.7455	Intermediate Similarity	NPC88008
0.7455	Intermediate Similarity	NPC54420
0.7454	Intermediate Similarity	NPC293917
0.7446	Intermediate Similarity	NPC311906
0.7434	Intermediate Similarity	NPC469594
0.7434	Intermediate Similarity	NPC96321
0.7431	Intermediate Similarity	NPC193761
0.7431	Intermediate Similarity	NPC155143
0.7429	Intermediate Similarity	NPC216369
0.7429	Intermediate Similarity	NPC94752
0.7427	Intermediate Similarity	NPC477630
0.7427	Intermediate Similarity	NPC477635
0.7425	Intermediate Similarity	NPC89987
0.7424	Intermediate Similarity	NPC64216
0.7422	Intermediate Similarity	NPC183407
0.7419	Intermediate Similarity	NPC79129
0.7419	Intermediate Similarity	NPC249150
0.7419	Intermediate Similarity	NPC49196
0.7419	Intermediate Similarity	NPC313985
0.7419	Intermediate Similarity	NPC195461
0.7419	Intermediate Similarity	NPC81654
0.7412	Intermediate Similarity	NPC470502
0.7412	Intermediate Similarity	NPC60621
0.7409	Intermediate Similarity	NPC277350
0.7404	Intermediate Similarity	NPC477549
0.7403	Intermediate Similarity	NPC186351
0.7399	Intermediate Similarity	NPC87413
0.7399	Intermediate Similarity	NPC23294
0.7397	Intermediate Similarity	NPC165599
0.7391	Intermediate Similarity	NPC219336
0.7389	Intermediate Similarity	NPC312645
0.7381	Intermediate Similarity	NPC94943
0.738	Intermediate Similarity	NPC478141
0.7378	Intermediate Similarity	NPC477979
0.7378	Intermediate Similarity	NPC50562
0.7376	Intermediate Similarity	NPC53344
0.7371	Intermediate Similarity	NPC471762
0.7364	Intermediate Similarity	NPC470500
0.7364	Intermediate Similarity	NPC473376
0.7361	Intermediate Similarity	NPC262898
0.7361	Intermediate Similarity	NPC156704
0.7358	Intermediate Similarity	NPC213629
0.7358	Intermediate Similarity	NPC175474
0.7357	Intermediate Similarity	NPC264285
0.7356	Intermediate Similarity	NPC91179
0.7356	Intermediate Similarity	NPC469896
0.7354	Intermediate Similarity	NPC303951
0.7354	Intermediate Similarity	NPC5145
0.7354	Intermediate Similarity	NPC471304
0.735	Intermediate Similarity	NPC279189
0.735	Intermediate Similarity	NPC200553
0.7348	Intermediate Similarity	NPC470503
0.7348	Intermediate Similarity	NPC51388
0.7345	Intermediate Similarity	NPC3207
0.7345	Intermediate Similarity	NPC67658
0.7343	Intermediate Similarity	NPC183662
0.7343	Intermediate Similarity	NPC15573
0.7343	Intermediate Similarity	NPC217372
0.7342	Intermediate Similarity	NPC474183
0.7339	Intermediate Similarity	NPC213308
0.7336	Intermediate Similarity	NPC99666
0.7336	Intermediate Similarity	NPC55493
0.7333	Intermediate Similarity	NPC190007
0.7333	Intermediate Similarity	NPC477610
0.7327	Intermediate Similarity	NPC473640
0.7327	Intermediate Similarity	NPC52557
0.7327	Intermediate Similarity	NPC50503
0.7317	Intermediate Similarity	NPC475746
0.7315	Intermediate Similarity	NPC179701
0.7309	Intermediate Similarity	NPC223791
0.7309	Intermediate Similarity	NPC476116
0.7309	Intermediate Similarity	NPC107077
0.7308	Intermediate Similarity	NPC474701
0.7303	Intermediate Similarity	NPC469734
0.7301	Intermediate Similarity	NPC118228
0.73	Intermediate Similarity	NPC15801
0.7297	Intermediate Similarity	NPC244741
0.7294	Intermediate Similarity	NPC241024
0.7293	Intermediate Similarity	NPC472099
0.729	Intermediate Similarity	NPC473763
0.729	Intermediate Similarity	NPC117244
0.7288	Intermediate Similarity	NPC97902
0.7286	Intermediate Similarity	NPC212535
0.7281	Intermediate Similarity	NPC70956
0.7281	Intermediate Similarity	NPC243834
0.728	Intermediate Similarity	NPC242872
0.728	Intermediate Similarity	NPC263117
0.728	Intermediate Similarity	NPC125181
0.7277	Intermediate Similarity	NPC196251
0.7277	Intermediate Similarity	NPC63199
0.7277	Intermediate Similarity	NPC111602
0.7277	Intermediate Similarity	NPC102338
0.7265	Intermediate Similarity	NPC86834
0.7265	Intermediate Similarity	NPC210828
0.7265	Intermediate Similarity	NPC475910
0.7261	Intermediate Similarity	NPC81939
0.7261	Intermediate Similarity	NPC474896
0.7257	Intermediate Similarity	NPC162002
0.7257	Intermediate Similarity	NPC151781
0.7257	Intermediate Similarity	NPC316181
0.7257	Intermediate Similarity	NPC89508
0.7257	Intermediate Similarity	NPC74562
0.7248	Intermediate Similarity	NPC102008
0.7248	Intermediate Similarity	NPC171317
0.7243	Intermediate Similarity	NPC329858
0.724	Intermediate Similarity	NPC223427
0.7237	Intermediate Similarity	NPC293151
0.7234	Intermediate Similarity	NPC260434
0.7231	Intermediate Similarity	NPC475666
0.723	Intermediate Similarity	NPC46580
0.7229	Intermediate Similarity	NPC31097
0.7229	Intermediate Similarity	NPC16352
0.7229	Intermediate Similarity	NPC280272

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 NPC118559 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	180
0.1-0.2	522
0.2-0.3	810
0.3-0.4	1333
0.4-0.5	2528
0.5-0.6	2761
0.6-0.7	917
0.7-0.8	98
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8498	Intermediate Similarity	NPD8405	Clinical (unspecified phase)
0.8091	Intermediate Similarity	NPD6824	Clinical (unspecified phase)
0.788	Intermediate Similarity	NPD7470	Discontinued
0.7822	Intermediate Similarity	NPD7603	Discontinued
0.7689	Intermediate Similarity	NPD7948	Phase 1
0.7581	Intermediate Similarity	NPD484	Approved
0.7577	Intermediate Similarity	NPD7717	Approved
0.7577	Intermediate Similarity	NPD7716	Approved
0.756	Intermediate Similarity	NPD6141	Clinical (unspecified phase)
0.7523	Intermediate Similarity	NPD5003	Discontinued
0.75	Intermediate Similarity	NPD4885	Approved
0.7467	Intermediate Similarity	NPD7823	Clinical (unspecified phase)
0.7456	Intermediate Similarity	NPD8356	Approved
0.7454	Intermediate Similarity	NPD7621	Clinical (unspecified phase)
0.7421	Intermediate Similarity	NPD2916	Discontinued
0.7419	Intermediate Similarity	NPD4601	Approved
0.7419	Intermediate Similarity	NPD4600	Approved
0.7411	Intermediate Similarity	NPD3243	Approved
0.7403	Intermediate Similarity	NPD8430	Approved
0.7371	Intermediate Similarity	NPD7710	Clinical (unspecified phase)
0.7357	Intermediate Similarity	NPD5632	Approved
0.7349	Intermediate Similarity	NPD7944	Discontinued
0.7347	Intermediate Similarity	NPD8255	Phase 2
0.7342	Intermediate Similarity	NPD6376	Discontinued
0.7336	Intermediate Similarity	NPD8463	Approved
0.7331	Intermediate Similarity	NPD7853	Phase 2
0.733	Intermediate Similarity	NPD4862	Clinical (unspecified phase)
0.733	Intermediate Similarity	NPD3003	Approved
0.7318	Intermediate Similarity	NPD6176	Phase 1
0.7313	Intermediate Similarity	NPD8406	Clinical (unspecified phase)
0.7311	Intermediate Similarity	NPD8017	Clinical (unspecified phase)
0.7311	Intermediate Similarity	NPD8016	Phase 3
0.7301	Intermediate Similarity	NPD4897	Phase 2
0.7301	Intermediate Similarity	NPD8112	Clinical (unspecified phase)
0.7299	Intermediate Similarity	NPD6344	Clinical (unspecified phase)
0.7297	Intermediate Similarity	NPD8322	Phase 2
0.7297	Intermediate Similarity	NPD6838	Clinical (unspecified phase)
0.7289	Intermediate Similarity	NPD8093	Discontinued
0.7281	Intermediate Similarity	NPD7878	Phase 2
0.7269	Intermediate Similarity	NPD5612	Discontinued
0.7265	Intermediate Similarity	NPD7947	Clinical (unspecified phase)
0.7253	Intermediate Similarity	NPD7268	Clinical (unspecified phase)
0.7252	Intermediate Similarity	NPD7958	Clinical (unspecified phase)
0.7252	Intermediate Similarity	NPD7957	Phase 1
0.7248	Intermediate Similarity	NPD7778	Approved
0.7248	Intermediate Similarity	NPD7777	Approved
0.7248	Intermediate Similarity	NPD53	Approved
0.7244	Intermediate Similarity	NPD8013	Clinical (unspecified phase)
0.7235	Intermediate Similarity	NPD6449	Clinical (unspecified phase)
0.7235	Intermediate Similarity	NPD5512	Phase 3
0.722	Intermediate Similarity	NPD8493	Clinical (unspecified phase)
0.7212	Intermediate Similarity	NPD7594	Clinical (unspecified phase)
0.7207	Intermediate Similarity	NPD8272	Phase 2
0.7204	Intermediate Similarity	NPD5728	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD7998	Clinical (unspecified phase)
0.7194	Intermediate Similarity	NPD8364	Approved
0.7194	Intermediate Similarity	NPD8363	Approved
0.7191	Intermediate Similarity	NPD7589	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD4500	Approved
0.7182	Intermediate Similarity	NPD4501	Approved
0.7181	Intermediate Similarity	NPD8460	Approved
0.7181	Intermediate Similarity	NPD8459	Approved
0.7179	Intermediate Similarity	NPD7994	Phase 2
0.7178	Intermediate Similarity	NPD6517	Phase 3
0.7173	Intermediate Similarity	NPD5040	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD2921	Clinical (unspecified phase)
0.7163	Intermediate Similarity	NPD4499	Approved
0.7163	Intermediate Similarity	NPD2564	Approved
0.7163	Intermediate Similarity	NPD2565	Phase 2
0.7162	Intermediate Similarity	NPD8072	Approved
0.715	Intermediate Similarity	NPD2383	Phase 1
0.7149	Intermediate Similarity	NPD7955	Approved
0.7149	Intermediate Similarity	NPD7956	Approved
0.7143	Intermediate Similarity	NPD7452	Approved
0.7143	Intermediate Similarity	NPD5575	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7453	Approved
0.7143	Intermediate Similarity	NPD7222	Phase 2
0.7137	Intermediate Similarity	NPD8365	Clinical (unspecified phase)
0.713	Intermediate Similarity	NPD8115	Approved
0.713	Intermediate Similarity	NPD8114	Approved
0.713	Intermediate Similarity	NPD7712	Clinical (unspecified phase)
0.713	Intermediate Similarity	NPD8109	Clinical (unspecified phase)
0.7124	Intermediate Similarity	NPD4900	Clinical (unspecified phase)
0.7124	Intermediate Similarity	NPD7547	Clinical (unspecified phase)
0.7124	Intermediate Similarity	NPD7809	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD5483	Clinical (unspecified phase)
0.7112	Intermediate Similarity	NPD5507	Approved
0.7112	Intermediate Similarity	NPD5506	Approved
0.7111	Intermediate Similarity	NPD5658	Approved
0.711	Intermediate Similarity	NPD4418	Discontinued
0.7107	Intermediate Similarity	NPD6716	Phase 1
0.7106	Intermediate Similarity	NPD3259	Approved
0.7105	Intermediate Similarity	NPD8094	Discontinued
0.7101	Intermediate Similarity	NPD7951	Approved
0.7101	Intermediate Similarity	NPD7953	Approved
0.7101	Intermediate Similarity	NPD7790	Approved
0.7101	Intermediate Similarity	NPD7952	Approved
0.7101	Intermediate Similarity	NPD4373	Phase 2
0.7101	Intermediate Similarity	NPD7950	Approved
0.7101	Intermediate Similarity	NPD7791	Approved
0.7101	Intermediate Similarity	NPD7789	Approved
0.71	Intermediate Similarity	NPD7194	Discontinued
0.7097	Intermediate Similarity	NPD6665	Discontinued
0.7093	Intermediate Similarity	NPD8429	Approved
0.7093	Intermediate Similarity	NPD8466	Approved
0.7093	Intermediate Similarity	NPD8467	Approved
0.7093	Intermediate Similarity	NPD8427	Approved
0.7093	Intermediate Similarity	NPD8428	Approved
0.7093	Intermediate Similarity	NPD8465	Approved
0.709	Intermediate Similarity	NPD8359	Phase 2
0.7089	Intermediate Similarity	NPD8106	Phase 2
0.7089	Intermediate Similarity	NPD7688	Phase 1
0.7082	Intermediate Similarity	NPD6160	Clinical (unspecified phase)
0.7074	Intermediate Similarity	NPD5417	Clinical (unspecified phase)
0.7074	Intermediate Similarity	NPD5902	Approved
0.7074	Intermediate Similarity	NPD5903	Approved
0.7072	Intermediate Similarity	NPD7727	Phase 2
0.7072	Intermediate Similarity	NPD7903	Clinical (unspecified phase)
0.7072	Intermediate Similarity	NPD4511	Phase 1
0.7072	Intermediate Similarity	NPD7817	Phase 1
0.707	Intermediate Similarity	NPD4948	Discontinued
0.7061	Intermediate Similarity	NPD8358	Approved
0.7059	Intermediate Similarity	NPD7797	Approved
0.7059	Intermediate Similarity	NPD2175	Phase 3
0.7059	Intermediate Similarity	NPD2177	Approved
0.7059	Intermediate Similarity	NPD7796	Approved
0.7059	Intermediate Similarity	NPD1768	Approved
0.7059	Intermediate Similarity	NPD3814	Phase 1
0.7059	Intermediate Similarity	NPD2176	Approved
0.7054	Intermediate Similarity	NPD5901	Discontinued
0.7054	Intermediate Similarity	NPD3946	Clinical (unspecified phase)
0.7053	Intermediate Similarity	NPD2844	Phase 3
0.7052	Intermediate Similarity	NPD7708	Approved
0.7046	Intermediate Similarity	NPD4952	Phase 3
0.7042	Intermediate Similarity	NPD2092	Phase 2
0.7042	Intermediate Similarity	NPD5596	Phase 2
0.7042	Intermediate Similarity	NPD2095	Phase 2
0.7042	Intermediate Similarity	NPD2094	Phase 2
0.704	Intermediate Similarity	NPD8073	Approved
0.7037	Intermediate Similarity	NPD6965	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD7731	Approved
0.7034	Intermediate Similarity	NPD7730	Approved
0.7032	Intermediate Similarity	NPD3324	Clinical (unspecified phase)
0.7029	Intermediate Similarity	NPD7558	Phase 2
0.7028	Intermediate Similarity	NPD8246	Approved
0.7028	Intermediate Similarity	NPD6452	Discontinued
0.7028	Intermediate Similarity	NPD8247	Approved
0.7026	Intermediate Similarity	NPD6770	Approved
0.7022	Intermediate Similarity	NPD8403	Phase 1
0.7022	Intermediate Similarity	NPD7001	Phase 3
0.7022	Intermediate Similarity	NPD4901	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD1326	Approved
0.7019	Intermediate Similarity	NPD1325	Approved
0.7017	Intermediate Similarity	NPD7284	Clinical (unspecified phase)
0.7014	Intermediate Similarity	NPD7946	Pre-registration
0.7014	Intermediate Similarity	NPD7889	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD2096	Phase 2
0.7009	Intermediate Similarity	NPD2091	Phase 2
0.7008	Intermediate Similarity	NPD7803	Approved
0.7004	Intermediate Similarity	NPD4520	Approved
0.7004	Intermediate Similarity	NPD7781	Approved
0.7004	Intermediate Similarity	NPD5482	Discontinued
0.7004	Intermediate Similarity	NPD7780	Approved
0.7004	Intermediate Similarity	NPD5559	Phase 2
0.7	Intermediate Similarity	NPD7971	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD482	Approved
0.7	Intermediate Similarity	NPD7970	Approved
0.6992	Remote Similarity	NPD8289	Discontinued
0.6992	Remote Similarity	NPD3263	Phase 3
0.6992	Remote Similarity	NPD7426	Phase 1
0.6992	Remote Similarity	NPD7711	Discontinued
0.6991	Remote Similarity	NPD6290	Phase 2
0.6987	Remote Similarity	NPD6657	Clinical (unspecified phase)
0.6985	Remote Similarity	NPD8425	Approved
0.6985	Remote Similarity	NPD8426	Approved
0.6982	Remote Similarity	NPD8395	Approved
0.6982	Remote Similarity	NPD6248	Phase 2
0.6982	Remote Similarity	NPD4118	Clinical (unspecified phase)
0.6982	Remote Similarity	NPD6249	Phase 2
0.6982	Remote Similarity	NPD8396	Approved
0.6978	Remote Similarity	NPD8098	Approved
0.6975	Remote Similarity	NPD7824	Approved
0.6973	Remote Similarity	NPD7181	Phase 3
0.6967	Remote Similarity	NPD749	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD7726	Phase 1
0.6962	Remote Similarity	NPD4086	Phase 1
0.696	Remote Similarity	NPD2509	Approved
0.696	Remote Similarity	NPD2510	Approved
0.6959	Remote Similarity	NPD4334	Discontinued
0.6955	Remote Similarity	NPD7619	Phase 3
0.6955	Remote Similarity	NPD7618	Phase 3
0.6949	Remote Similarity	NPD7271	Approved
0.6948	Remote Similarity	NPD5445	Approved
0.6943	Remote Similarity	NPD5936	Approved
0.6943	Remote Similarity	NPD5939	Approved
0.6943	Remote Similarity	NPD4502	Phase 2
0.6943	Remote Similarity	NPD5416	Discontinued
0.694	Remote Similarity	NPD5164	Discontinued
0.6933	Remote Similarity	NPD2121	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD6991	Approved

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