NPASS Compound

Structure

CID157783 OpenBabel06191715532D 40 43 0 0 1 0 0 0 0 0999 V2000 10.3923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 3.0000 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 3.4641 2.0000 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 7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 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 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 33 1 0 0 0 0 5 33 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 20 2 0 0 0 0 9 21 1 0 0 0 0 10 13 1 0 0 0 0 10 21 2 0 0 0 0 11 12 2 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 25 1 0 0 0 0 14 22 2 0 0 0 0 14 24 1 0 0 0 0 15 23 2 0 0 0 0 15 26 1 0 0 0 0 16 23 1 0 0 0 0 16 27 2 0 0 0 0 17 22 1 0 0 0 0 17 28 2 0 0 0 0 18 24 1 0 0 0 0 18 30 1 0 0 0 0 19 29 1 0 0 0 0 19 34 1 0 0 0 0 24 31 2 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 26 35 1 0 0 0 0 27 36 1 0 0 0 0 28 31 1 0 0 0 0 28 37 1 0 0 0 0 29 32 1 0 0 0 0 29 38 1 6 0 0 0 30 33 1 0 0 0 0 30 34 1 6 0 0 0 31 40 1 0 0 0 0 32 33 1 0 0 0 0 32 39 1 6 0 0 0 34 6 1 6 0 0 0 34 40 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	548.31
Volume:	591.407
LogP:	6.682
LogD:	4.659
LogS:	-2.288
# Rotatable Bonds:	7
TPSA:	110.38
# H-Bond Aceptor:	6
# H-Bond Donor:	5
# Rings:	4
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.195
Synthetic Accessibility Score:	4.623
Fsp3:	0.471
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.386
MDCK Permeability:	1.2645106835407205e-05
Pgp-inhibitor:	0.974
Pgp-substrate:	0.919
Human Intestinal Absorption (HIA):	0.039
20% Bioavailability (F20%):	0.999
30% Bioavailability (F30%):	0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.024
Plasma Protein Binding (PPB):	99.70807647705078%
Volume Distribution (VD):	0.471
Pgp-substrate:	0.7165945172309875%

ADMET: Metabolism

CYP1A2-inhibitor:	0.535
CYP1A2-substrate:	0.164
CYP2C19-inhibitor:	0.499
CYP2C19-substrate:	0.061
CYP2C9-inhibitor:	0.563
CYP2C9-substrate:	0.932
CYP2D6-inhibitor:	0.811
CYP2D6-substrate:	0.221
CYP3A4-inhibitor:	0.181
CYP3A4-substrate:	0.148

ADMET: Excretion

Clearance (CL):	6.816
Half-life (T1/2):	0.285

ADMET: Toxicity

hERG Blockers:	0.809
Human Hepatotoxicity (H-HT):	0.627
Drug-inuced Liver Injury (DILI):	0.051
AMES Toxicity:	0.007
Rat Oral Acute Toxicity:	0.1
Maximum Recommended Daily Dose:	0.972
Skin Sensitization:	0.947
Carcinogencity:	0.02
Eye Corrosion:	0.003
Eye Irritation:	0.714
Respiratory Toxicity:	0.666

Download Data

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

Natural Product: NPC157783

Natural Product ID:	NPC157783
*Common Name:**	Schweinfurthin A
IUPAC Name:	(2S,3R,4aR,9aR)-7-[(E)-2-[4-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,5-dihydroxyphenyl]ethenyl]-1,1,4a-trimethyl-3,4,9,9a-tetrahydro-2H-xanthene-2,3,5-triol
Synonyms:
Standard InCHIKey:	HSDZWMOBUPRZEU-LXYWBZBZSA-N
Standard InCHI:	InChI=1S/C34H44O6/c1-20(2)8-7-9-21(3)10-13-25-26(35)15-23(16-27(25)36)12-11-22-14-24-18-30-33(4,5)32(39)29(38)19-34(30,6)40-31(24)28(37)17-22/h8,10-12,14-17,29-30,32,35-39H,7,9,13,18-19H2,1-6H3/b12-11+,21-10+/t29-,30-,32-,34-/m1/s1
SMILES:	C/C(=CCc1c(O)cc(cc1O)/C=C/c1cc(O)c2c(c1)C[C@H]1[C@@](O2)(C)C[C@H]([C@H](C1(C)C)O)O)/CCC=C(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL232644
PubChem CID:	643462
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000123] Benzopyrans [CHEMONTID:0003410] 1-benzopyrans [CHEMONTID:0002817] Dibenzopyrans [CHEMONTID:0000200] Xanthenes

*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
NPO10673	Macaranga schweinfurthii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20000454]
NPO10673	Macaranga schweinfurthii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9868152]
NPO8300	Apis mellifera ligustica	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO327	Vertebrata lanosa	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10673	Macaranga schweinfurthii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12494	Bohadschia argus	Species	Holothuriidae	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
GI50	67
IC50	6
Others	121

Activity Type	# Activity
Cell Line	185
NON-MOLECULAR	8
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	IC50	=	43.0	ug.mL-1	PMID[503902]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	20.0	ug.mL-1	PMID[503902]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	3.7	ug.mL-1	PMID[503902]
NPT399	Cell Line	SF-295	Homo sapiens	IC50	=	47.0	ug.mL-1	PMID[503902]
NPT399	Cell Line	SF-295	Homo sapiens	IC50	=	0.06	ug.mL-1	PMID[503902]
NPT399	Cell Line	SF-295	Homo sapiens	IC50	<	0.00001	ug.mL-1	PMID[503902]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	=	2570.4	nM	PMID[503902]
NPT368	Cell Line	SN12C	Homo sapiens	LC50	=	61659.5	nM	PMID[503902]
NPT368	Cell Line	SN12C	Homo sapiens	TGI	=	25118.86	nM	PMID[503902]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	=	6918.31	nM	PMID[503902]
NPT406	Cell Line	RXF 393	Homo sapiens	LC50	=	54954.09	nM	PMID[503902]
NPT406	Cell Line	RXF 393	Homo sapiens	TGI	=	2089.3	nM	PMID[503902]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	=	10.0	nM	PMID[503902]
NPT308	Cell Line	CAKI-1	Homo sapiens	LC50	=	56234.13	nM	PMID[503902]
NPT308	Cell Line	CAKI-1	Homo sapiens	TGI	=	19054.61	nM	PMID[503902]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	=	128.82	nM	PMID[503902]
NPT369	Cell Line	ACHN	Homo sapiens	LC50	=	39810.72	nM	PMID[503902]
NPT369	Cell Line	ACHN	Homo sapiens	TGI	=	15848.93	nM	PMID[503902]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	=	2089.3	nM	PMID[503902]
NPT376	Cell Line	A498	Homo sapiens	LC50	=	61659.5	nM	PMID[503902]
NPT376	Cell Line	A498	Homo sapiens	TGI	=	22908.68	nM	PMID[503902]
NPT376	Cell Line	A498	Homo sapiens	GI50	=	4168.69	nM	PMID[503902]
NPT146	Cell Line	SK-OV-3	Homo sapiens	LC50	=	39810.72	nM	PMID[503902]
NPT146	Cell Line	SK-OV-3	Homo sapiens	TGI	=	15848.93	nM	PMID[503902]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	=	2691.53	nM	PMID[503902]
NPT381	Cell Line	OVCAR-8	Homo sapiens	LC50	=	57543.99	nM	PMID[503902]
NPT381	Cell Line	OVCAR-8	Homo sapiens	TGI	=	19952.62	nM	PMID[503902]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	=	5128.61	nM	PMID[503902]
NPT382	Cell Line	OVCAR-5	Homo sapiens	LC50	=	45708.82	nM	PMID[503902]
NPT382	Cell Line	OVCAR-5	Homo sapiens	TGI	=	19952.62	nM	PMID[503902]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	=	6456.54	nM	PMID[503902]
NPT456	Cell Line	OVCAR-4	Homo sapiens	LC50	=	81283.05	nM	PMID[503902]
NPT456	Cell Line	OVCAR-4	Homo sapiens	TGI	=	23988.33	nM	PMID[503902]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	=	4265.8	nM	PMID[503902]
NPT377	Cell Line	OVCAR-3	Homo sapiens	LC50	=	21877.62	nM	PMID[503902]
NPT377	Cell Line	OVCAR-3	Homo sapiens	TGI	=	7943.28	nM	PMID[503902]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	=	3090.3	nM	PMID[503902]
NPT458	Cell Line	IGROV-1	Homo sapiens	LC50	=	34673.69	nM	PMID[503902]
NPT458	Cell Line	IGROV-1	Homo sapiens	TGI	=	10964.78	nM	PMID[503902]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	=	1288.25	nM	PMID[503902]
NPT398	Cell Line	UACC-62	Homo sapiens	LC50	=	6309.57	nM	PMID[503902]
NPT398	Cell Line	UACC-62	Homo sapiens	TGI	=	1819.7	nM	PMID[503902]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	=	109.65	nM	PMID[503902]
NPT403	Cell Line	UACC-257	Homo sapiens	LC50	=	43651.58	nM	PMID[503902]
NPT403	Cell Line	UACC-257	Homo sapiens	TGI	=	18197.01	nM	PMID[503902]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	=	4265.8	nM	PMID[503902]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	LC50	=	12022.64	nM	PMID[503902]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	TGI	=	2818.38	nM	PMID[503902]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	=	91.2	nM	PMID[503902]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	LC50	=	60255.96	nM	PMID[503902]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	TGI	=	23988.33	nM	PMID[503902]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	=	4570.88	nM	PMID[503902]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	LC50	=	42657.95	nM	PMID[503902]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	TGI	=	12882.5	nM	PMID[503902]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	=	1698.24	nM	PMID[503902]
NPT387	Cell Line	M14	Homo sapiens	LC50	=	2691.53	nM	PMID[503902]
NPT387	Cell Line	M14	Homo sapiens	TGI	=	323.59	nM	PMID[503902]
NPT387	Cell Line	M14	Homo sapiens	GI50	=	15.85	nM	PMID[503902]
NPT375	Cell Line	Malme-3M	Homo sapiens	LC50	=	53703.18	nM	PMID[503902]
NPT375	Cell Line	Malme-3M	Homo sapiens	TGI	=	19952.62	nM	PMID[503902]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	=	4265.8	nM	PMID[503902]
NPT390	Cell Line	LOX IMVI	Homo sapiens	LC50	=	38904.51	nM	PMID[503902]
NPT390	Cell Line	LOX IMVI	Homo sapiens	TGI	=	16982.44	nM	PMID[503902]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	=	38.02	nM	PMID[503902]
NPT380	Cell Line	U-251	Homo sapiens	LC50	=	48977.88	nM	PMID[503902]
NPT380	Cell Line	U-251	Homo sapiens	TGI	=	22908.68	nM	PMID[503902]
NPT380	Cell Line	U-251	Homo sapiens	GI50	=	25.12	nM	PMID[503902]
NPT392	Cell Line	SNB-75	Homo sapiens	LC50	=	50118.72	nM	PMID[503902]
NPT392	Cell Line	SNB-75	Homo sapiens	TGI	=	380.19	nM	PMID[503902]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	=	15.14	nM	PMID[503902]
NPT383	Cell Line	SNB-19	Homo sapiens	LC50	=	48977.88	nM	PMID[503902]
NPT383	Cell Line	SNB-19	Homo sapiens	TGI	=	19952.62	nM	PMID[503902]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	=	257.04	nM	PMID[503902]
NPT374	Cell Line	SF-539	Homo sapiens	LC50	=	8128.31	nM	PMID[503902]
NPT374	Cell Line	SF-539	Homo sapiens	TGI	=	1698.24	nM	PMID[503902]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	=	10.0	nM	PMID[503902]
NPT399	Cell Line	SF-295	Homo sapiens	LC50	=	16982.44	nM	PMID[503902]
NPT399	Cell Line	SF-295	Homo sapiens	TGI	=	52.48	nM	PMID[503902]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	=	10.96	nM	PMID[503902]
NPT399	Cell Line	SF-295	Homo sapiens	TGI	=	52.0	nM	PMID[503902]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	=	11.0	nM	PMID[503902]
NPT395	Cell Line	SF-268	Homo sapiens	LC50	=	74131.02	nM	PMID[503902]
NPT395	Cell Line	SF-268	Homo sapiens	TGI	=	20892.96	nM	PMID[503902]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	2398.83	nM	PMID[503902]
NPT323	Cell Line	SW-620	Homo sapiens	LC50	=	44668.36	nM	PMID[503902]
NPT323	Cell Line	SW-620	Homo sapiens	TGI	=	18197.01	nM	PMID[503902]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	=	257.04	nM	PMID[503902]
NPT386	Cell Line	KM12	Homo sapiens	LC50	=	30199.52	nM	PMID[503902]
NPT386	Cell Line	KM12	Homo sapiens	TGI	=	14125.38	nM	PMID[503902]
NPT386	Cell Line	KM12	Homo sapiens	GI50	=	1513.56	nM	PMID[503902]
NPT139	Cell Line	HT-29	Homo sapiens	LC50	=	5495.41	nM	PMID[503902]
NPT139	Cell Line	HT-29	Homo sapiens	TGI	=	2398.83	nM	PMID[503902]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	309.03	nM	PMID[503902]
NPT148	Cell Line	HCT-15	Homo sapiens	LC50	=	25703.96	nM	PMID[503902]
NPT148	Cell Line	HCT-15	Homo sapiens	TGI	=	6025.6	nM	PMID[503902]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	=	1819.7	nM	PMID[503902]
NPT393	Cell Line	HCT-116	Homo sapiens	LC50	=	40738.03	nM	PMID[503902]
NPT393	Cell Line	HCT-116	Homo sapiens	TGI	=	14125.38	nM	PMID[503902]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	=	52.48	nM	PMID[503902]
NPT391	Cell Line	HCC 2998	Homo sapiens	LC50	=	33113.11	nM	PMID[503902]
NPT391	Cell Line	HCC 2998	Homo sapiens	TGI	=	9772.37	nM	PMID[503902]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	=	501.19	nM	PMID[503902]
NPT407	Cell Line	COLO 205	Homo sapiens	LC50	=	7079.46	nM	PMID[503902]
NPT407	Cell Line	COLO 205	Homo sapiens	TGI	=	2818.38	nM	PMID[503902]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	=	1096.48	nM	PMID[503902]
NPT455	Cell Line	NCI-H522	Homo sapiens	LC50	=	26915.35	nM	PMID[503902]
NPT455	Cell Line	NCI-H522	Homo sapiens	TGI	=	10000.0	nM	PMID[503902]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	=	2570.4	nM	PMID[503902]
NPT397	Cell Line	NCI-H460	Homo sapiens	LC50	=	38904.51	nM	PMID[503902]
NPT397	Cell Line	NCI-H460	Homo sapiens	TGI	=	12022.64	nM	PMID[503902]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	12.88	nM	PMID[503902]
NPT388	Cell Line	NCI-H322M	Homo sapiens	LC50	=	47863.01	nM	PMID[503902]
NPT388	Cell Line	NCI-H322M	Homo sapiens	TGI	=	20892.96	nM	PMID[503902]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	=	6165.95	nM	PMID[503902]
NPT370	Cell Line	NCI-H23	Homo sapiens	LC50	=	51286.14	nM	PMID[503902]
NPT370	Cell Line	NCI-H23	Homo sapiens	TGI	=	18197.01	nM	PMID[503902]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	=	3235.94	nM	PMID[503902]
NPT405	Cell Line	NCI-H226	Homo sapiens	LC50	=	70794.58	nM	PMID[503902]
NPT405	Cell Line	NCI-H226	Homo sapiens	TGI	=	15848.93	nM	PMID[503902]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	=	4466.84	nM	PMID[503902]
NPT372	Cell Line	HOP-92	Homo sapiens	LC50	=	46773.51	nM	PMID[503902]
NPT372	Cell Line	HOP-92	Homo sapiens	TGI	=	15135.61	nM	PMID[503902]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	=	2570.4	nM	PMID[503902]
NPT379	Cell Line	HOP-62	Homo sapiens	LC50	=	40738.03	nM	PMID[503902]
NPT379	Cell Line	HOP-62	Homo sapiens	TGI	=	15135.61	nM	PMID[503902]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	=	120.23	nM	PMID[503902]
NPT394	Cell Line	EKVX	Homo sapiens	LC50	=	43651.58	nM	PMID[503902]
NPT394	Cell Line	EKVX	Homo sapiens	TGI	=	15135.61	nM	PMID[503902]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	=	158.49	nM	PMID[503902]
NPT81	Cell Line	A549	Homo sapiens	LC50	=	40738.03	nM	PMID[503902]
NPT81	Cell Line	A549	Homo sapiens	TGI	=	14125.38	nM	PMID[503902]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	141.25	nM	PMID[503902]
NPT385	Cell Line	SR	Homo sapiens	LC50	=	74131.02	nM	PMID[503902]
NPT385	Cell Line	SR	Homo sapiens	TGI	=	18197.01	nM	PMID[503902]
NPT385	Cell Line	SR	Homo sapiens	GI50	=	70.79	nM	PMID[503902]
NPT389	Cell Line	RPMI-8226	Homo sapiens	LC50	=	75857.76	nM	PMID[503902]
NPT389	Cell Line	RPMI-8226	Homo sapiens	TGI	=	20.89	nM	PMID[503902]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	=	10.0	nM	PMID[503902]
NPT112	Cell Line	MOLT-4	Homo sapiens	LC50	=	57543.99	nM	PMID[503902]
NPT112	Cell Line	MOLT-4	Homo sapiens	TGI	=	1288.25	nM	PMID[503902]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	=	15.14	nM	PMID[503902]
NPT111	Cell Line	K562	Homo sapiens	LC50	=	72443.6	nM	PMID[503902]
NPT111	Cell Line	K562	Homo sapiens	TGI	=	14125.38	nM	PMID[503902]
NPT111	Cell Line	K562	Homo sapiens	GI50	=	64.57	nM	PMID[503902]
NPT116	Cell Line	HL-60	Homo sapiens	LC50	=	38904.51	nM	PMID[503902]
NPT116	Cell Line	HL-60	Homo sapiens	TGI	=	128.82	nM	PMID[503902]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	=	15.85	nM	PMID[503902]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	LC50	=	74131.02	nM	PMID[503902]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	TGI	=	2089.3	nM	PMID[503902]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	=	10.0	nM	PMID[503902]
NPT384	Cell Line	TK-10	Homo sapiens	TGI	=	16982.44	nM	PMID[503902]
NPT384	Cell Line	TK-10	Homo sapiens	LC50	=	41686.94	nM	PMID[503902]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	=	10.0	nM	PMID[503902]
NPT371	Cell Line	UO-31	Homo sapiens	TGI	=	208.93	nM	PMID[503902]
NPT371	Cell Line	UO-31	Homo sapiens	LC50	=	3630.78	nM	PMID[503902]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	169.82	nM	PMID[503902]
NPT306	Cell Line	PC-3	Homo sapiens	TGI	=	12882.5	nM	PMID[503902]
NPT306	Cell Line	PC-3	Homo sapiens	LC50	=	36307.81	nM	PMID[503902]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	1202.26	nM	PMID[503902]
NPT90	Cell Line	DU-145	Homo sapiens	TGI	=	15135.61	nM	PMID[503902]
NPT90	Cell Line	DU-145	Homo sapiens	LC50	=	53703.18	nM	PMID[503902]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	26.92	nM	PMID[503902]
NPT83	Cell Line	MCF7	Homo sapiens	TGI	=	8128.31	nM	PMID[503902]
NPT83	Cell Line	MCF7	Homo sapiens	LC50	=	85113.8	nM	PMID[503902]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	3801.89	nM	PMID[503902]
NPT83	Cell Line	MCF7	Homo sapiens	TGI	=	12882.5	nM	PMID[503902]
NPT83	Cell Line	MCF7	Homo sapiens	LC50	=	41686.94	nM	PMID[503902]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	4168.69	nM	PMID[503902]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	TGI	=	25118.86	nM	PMID[503902]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	LC50	=	70794.58	nM	PMID[503902]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	=	3801.89	nM	PMID[503902]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	TGI	=	33113.11	nM	PMID[503902]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	LC50	=	74131.02	nM	PMID[503902]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	=	2818.38	nM	PMID[503902]
NPT367	Cell Line	MDA-N	Homo sapiens	TGI	=	25703.96	nM	PMID[503902]
NPT367	Cell Line	MDA-N	Homo sapiens	LC50	=	61659.5	nM	PMID[503902]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	=	12882.5	nM	PMID[503902]
NPT457	Cell Line	BT-549	Homo sapiens	TGI	=	32359.37	nM	PMID[503902]
NPT457	Cell Line	BT-549	Homo sapiens	LC50	=	74131.02	nM	PMID[503902]
NPT396	Cell Line	T47D	Homo sapiens	GI50	=	3235.94	nM	PMID[503902]
NPT396	Cell Line	T47D	Homo sapiens	TGI	=	21877.62	nM	PMID[503902]
NPT396	Cell Line	T47D	Homo sapiens	LC50	=	97723.72	nM	PMID[503902]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	=	11.0	nM	PMID[503903]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	=	10.0	nM	PMID[503903]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	=	15.0	nM	PMID[503903]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	360.0	nM	PMID[503901]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	LC50	=	19054.61	nM	PMID[503902]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	TGI	=	3019.95	nM	PMID[503902]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	10.0	nM	PMID[503902]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	TGI	=	758.58	nM	PMID[503902]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	LC50	=	87096.36	nM	PMID[503902]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	1000.0	nM	PMID[503904]
NPT2	Others	Unspecified		GI50	=	360.0	nM	PMID[503905]

☑ 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 NPC157783 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	503
0.1-0.2	1554
0.2-0.3	3735
0.3-0.4	8835
0.4-0.5	9709
0.5-0.6	4148
0.6-0.7	7237
0.7-0.8	5708
0.8-0.85	857
0.85-0.9	355
0.9-0.95	48
0.95-1	8

Similarity Score	Similarity Level	Natural Product ID
0.9931	High Similarity	NPC2745
0.9931	High Similarity	NPC302915
0.9861	High Similarity	NPC195561
0.9861	High Similarity	NPC158784
0.9726	High Similarity	NPC325860
0.9722	High Similarity	NPC212142
0.9452	High Similarity	NPC473876
0.9384	High Similarity	NPC474397
0.9379	High Similarity	NPC90645
0.9379	High Similarity	NPC472457
0.9329	High Similarity	NPC160196
0.9315	High Similarity	NPC233980
0.931	High Similarity	NPC473845
0.9236	High Similarity	NPC35216
0.9205	High Similarity	NPC188578
0.9205	High Similarity	NPC80918
0.9195	High Similarity	NPC477612
0.9178	High Similarity	NPC473108
0.9178	High Similarity	NPC50250
0.9172	High Similarity	NPC2613
0.9172	High Similarity	NPC475891
0.9172	High Similarity	NPC323126
0.9172	High Similarity	NPC59841
0.9172	High Similarity	NPC204347
0.9122	High Similarity	NPC21776
0.9122	High Similarity	NPC101376
0.9122	High Similarity	NPC16269
0.9116	High Similarity	NPC469557
0.9103	High Similarity	NPC265075
0.9103	High Similarity	NPC471389
0.9097	High Similarity	NPC260741
0.9097	High Similarity	NPC70682
0.9054	High Similarity	NPC260397
0.9048	High Similarity	NPC469795
0.9048	High Similarity	NPC63879
0.9048	High Similarity	NPC280092
0.9048	High Similarity	NPC45257
0.9048	High Similarity	NPC93323
0.9048	High Similarity	NPC12641
0.9034	High Similarity	NPC259519
0.9034	High Similarity	NPC198038
0.9	High Similarity	NPC211561
0.8986	High Similarity	NPC181615
0.898	High Similarity	NPC85264
0.898	High Similarity	NPC102044
0.898	High Similarity	NPC47633
0.898	High Similarity	NPC474104
0.898	High Similarity	NPC477616
0.8973	High Similarity	NPC178054
0.8973	High Similarity	NPC263261
0.8973	High Similarity	NPC87725
0.8966	High Similarity	NPC471388
0.8966	High Similarity	NPC32630
0.8966	High Similarity	NPC127218
0.8966	High Similarity	NPC319647
0.8966	High Similarity	NPC25966
0.8966	High Similarity	NPC184613
0.8966	High Similarity	NPC245207
0.8958	High Similarity	NPC248727
0.8958	High Similarity	NPC472800
0.8958	High Similarity	NPC302701
0.8958	High Similarity	NPC470802
0.8958	High Similarity	NPC306441
0.8958	High Similarity	NPC16435
0.8958	High Similarity	NPC265433
0.8958	High Similarity	NPC269091
0.8958	High Similarity	NPC474639
0.8958	High Similarity	NPC162659
0.8958	High Similarity	NPC227503
0.8958	High Similarity	NPC270456
0.8958	High Similarity	NPC230734
0.8926	High Similarity	NPC112251
0.8912	High Similarity	NPC107161
0.8904	High Similarity	NPC184797
0.8904	High Similarity	NPC309124
0.8904	High Similarity	NPC291101
0.8904	High Similarity	NPC266197
0.8904	High Similarity	NPC234568
0.8897	High Similarity	NPC211549
0.8897	High Similarity	NPC326797
0.8897	High Similarity	NPC102904
0.8897	High Similarity	NPC107551
0.8897	High Similarity	NPC176051
0.8897	High Similarity	NPC474282
0.8897	High Similarity	NPC276490
0.8897	High Similarity	NPC103976
0.8889	High Similarity	NPC164787
0.8889	High Similarity	NPC474206
0.8889	High Similarity	NPC112246
0.8889	High Similarity	NPC121812
0.8889	High Similarity	NPC112939
0.8889	High Similarity	NPC151224
0.8889	High Similarity	NPC470356
0.8889	High Similarity	NPC94750
0.8889	High Similarity	NPC234333
0.8889	High Similarity	NPC61946
0.8889	High Similarity	NPC260898
0.8889	High Similarity	NPC473413
0.8889	High Similarity	NPC47398
0.8874	High Similarity	NPC476969
0.8867	High Similarity	NPC70409
0.8867	High Similarity	NPC18185
0.8867	High Similarity	NPC262911
0.8867	High Similarity	NPC327412
0.8867	High Similarity	NPC263940
0.8867	High Similarity	NPC320970
0.8867	High Similarity	NPC170103
0.8867	High Similarity	NPC108811
0.8867	High Similarity	NPC328567
0.8867	High Similarity	NPC202742
0.8867	High Similarity	NPC294558
0.8867	High Similarity	NPC236202
0.8867	High Similarity	NPC58190
0.8867	High Similarity	NPC82917
0.8867	High Similarity	NPC320671
0.8867	High Similarity	NPC204770
0.8859	High Similarity	NPC221318
0.8844	High Similarity	NPC71046
0.8844	High Similarity	NPC247291
0.8836	High Similarity	NPC236306
0.8836	High Similarity	NPC114171
0.8836	High Similarity	NPC19869
0.8836	High Similarity	NPC232164
0.8836	High Similarity	NPC473739
0.8836	High Similarity	NPC6300
0.8836	High Similarity	NPC230124
0.8828	High Similarity	NPC68292
0.8828	High Similarity	NPC472336
0.8828	High Similarity	NPC234952
0.8828	High Similarity	NPC472334
0.8828	High Similarity	NPC173660
0.8824	High Similarity	NPC21902
0.8824	High Similarity	NPC279406
0.8824	High Similarity	NPC226809
0.8819	High Similarity	NPC317380
0.8819	High Similarity	NPC478085
0.8816	High Similarity	NPC185955
0.8816	High Similarity	NPC469706
0.8816	High Similarity	NPC225815
0.8816	High Similarity	NPC218041
0.8816	High Similarity	NPC214326
0.8816	High Similarity	NPC182368
0.8816	High Similarity	NPC183380
0.8816	High Similarity	NPC9933
0.8816	High Similarity	NPC145979
0.8816	High Similarity	NPC260781
0.8816	High Similarity	NPC469707
0.8808	High Similarity	NPC227516
0.8808	High Similarity	NPC281549
0.8808	High Similarity	NPC20757
0.88	High Similarity	NPC317053
0.88	High Similarity	NPC96576
0.88	High Similarity	NPC324492
0.88	High Similarity	NPC471608
0.8784	High Similarity	NPC175838
0.8776	High Similarity	NPC295719
0.8776	High Similarity	NPC27495
0.8776	High Similarity	NPC254759
0.8776	High Similarity	NPC165026
0.8776	High Similarity	NPC12668
0.8776	High Similarity	NPC22317
0.8776	High Similarity	NPC34431
0.8776	High Similarity	NPC73505
0.8776	High Similarity	NPC308768
0.8776	High Similarity	NPC160283
0.8767	High Similarity	NPC56329
0.8767	High Similarity	NPC242715
0.8767	High Similarity	NPC477938
0.8766	High Similarity	NPC106669
0.8766	High Similarity	NPC475227
0.8766	High Similarity	NPC200645
0.8766	High Similarity	NPC78809
0.8766	High Similarity	NPC224161
0.8759	High Similarity	NPC256262
0.8759	High Similarity	NPC195022
0.8759	High Similarity	NPC313081
0.8759	High Similarity	NPC472337
0.8758	High Similarity	NPC321972
0.8758	High Similarity	NPC329343
0.8758	High Similarity	NPC324517
0.875	High Similarity	NPC44452
0.875	High Similarity	NPC318373
0.875	High Similarity	NPC263064
0.875	High Similarity	NPC11060
0.875	High Similarity	NPC321657
0.875	High Similarity	NPC475840
0.8725	High Similarity	NPC258083
0.8725	High Similarity	NPC469630
0.8716	High Similarity	NPC311530
0.8716	High Similarity	NPC472089
0.871	High Similarity	NPC159922
0.871	High Similarity	NPC157333
0.871	High Similarity	NPC46335
0.8707	High Similarity	NPC212942
0.8707	High Similarity	NPC22517
0.8707	High Similarity	NPC220344
0.8707	High Similarity	NPC79622
0.8707	High Similarity	NPC292882
0.8707	High Similarity	NPC105847
0.8707	High Similarity	NPC132804

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 NPC157783 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	400
0.1-0.2	874
0.2-0.3	1865
0.3-0.4	2728
0.4-0.5	1687
0.5-0.6	904
0.6-0.7	542
0.7-0.8	140
0.8-0.85	8
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8681	High Similarity	NPD1613	Approved
0.8681	High Similarity	NPD1612	Clinical (unspecified phase)
0.8472	Intermediate Similarity	NPD3027	Phase 3
0.8414	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.8414	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.8403	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8344	Intermediate Similarity	NPD6674	Discontinued
0.8333	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.8276	Intermediate Similarity	NPD4908	Phase 1
0.8219	Intermediate Similarity	NPD4625	Phase 3
0.8084	Intermediate Similarity	NPD5844	Phase 1
0.7987	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7933	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7933	Intermediate Similarity	NPD3620	Phase 2
0.7931	Intermediate Similarity	NPD4749	Approved
0.7917	Intermediate Similarity	NPD1610	Phase 2
0.7917	Intermediate Similarity	NPD7228	Approved
0.7901	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7891	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.784	Intermediate Similarity	NPD1934	Approved
0.7838	Intermediate Similarity	NPD2861	Phase 2
0.7818	Intermediate Similarity	NPD6234	Discontinued
0.7798	Intermediate Similarity	NPD6166	Phase 2
0.7798	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7798	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7792	Intermediate Similarity	NPD6100	Approved
0.7792	Intermediate Similarity	NPD6099	Approved
0.7771	Intermediate Similarity	NPD7906	Approved
0.7755	Intermediate Similarity	NPD8651	Approved
0.773	Intermediate Similarity	NPD37	Approved
0.7714	Intermediate Similarity	NPD4663	Approved
0.7702	Intermediate Similarity	NPD1653	Approved
0.7697	Intermediate Similarity	NPD4965	Approved
0.7697	Intermediate Similarity	NPD4966	Approved
0.7697	Intermediate Similarity	NPD4967	Phase 2
0.7697	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD5735	Approved
0.7635	Intermediate Similarity	NPD6696	Suspended
0.7616	Intermediate Similarity	NPD7074	Phase 3
0.7595	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7582	Intermediate Similarity	NPD4060	Phase 1
0.7576	Intermediate Similarity	NPD2801	Approved
0.756	Intermediate Similarity	NPD5494	Approved
0.7558	Intermediate Similarity	NPD7054	Approved
0.7557	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7544	Intermediate Similarity	NPD7473	Discontinued
0.7543	Intermediate Similarity	NPD7313	Approved
0.7543	Intermediate Similarity	NPD4577	Approved
0.7543	Intermediate Similarity	NPD4578	Approved
0.7543	Intermediate Similarity	NPD7311	Approved
0.7543	Intermediate Similarity	NPD7312	Approved
0.7543	Intermediate Similarity	NPD7310	Approved
0.7532	Intermediate Similarity	NPD5124	Phase 1
0.7532	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.753	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7517	Intermediate Similarity	NPD1548	Phase 1
0.7516	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7515	Intermediate Similarity	NPD7199	Phase 2
0.7515	Intermediate Similarity	NPD8127	Discontinued
0.7514	Intermediate Similarity	NPD7472	Approved
0.75	Intermediate Similarity	NPD7309	Approved
0.7485	Intermediate Similarity	NPD2489	Approved
0.7485	Intermediate Similarity	NPD27	Approved
0.7471	Intermediate Similarity	NPD6232	Discontinued
0.7471	Intermediate Similarity	NPD3051	Approved
0.7429	Intermediate Similarity	NPD7240	Approved
0.7427	Intermediate Similarity	NPD2970	Approved
0.7427	Intermediate Similarity	NPD2969	Approved
0.7412	Intermediate Similarity	NPD6959	Discontinued
0.7407	Intermediate Similarity	NPD4160	Clinical (unspecified phase)
0.7401	Intermediate Similarity	NPD8053	Approved
0.7401	Intermediate Similarity	NPD8054	Approved
0.7394	Intermediate Similarity	NPD4380	Phase 2
0.7386	Intermediate Similarity	NPD7549	Discontinued
0.7386	Intermediate Similarity	NPD7808	Phase 3
0.7371	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD3018	Phase 2
0.7337	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD5327	Phase 3
0.733	Intermediate Similarity	NPD7251	Discontinued
0.7326	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7325	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7325	Intermediate Similarity	NPD4536	Approved
0.7325	Intermediate Similarity	NPD4538	Approved
0.731	Intermediate Similarity	NPD6671	Approved
0.731	Intermediate Similarity	NPD7157	Approved
0.7301	Intermediate Similarity	NPD7447	Phase 1
0.7299	Intermediate Similarity	NPD3818	Discontinued
0.7296	Intermediate Similarity	NPD5762	Approved
0.7296	Intermediate Similarity	NPD5763	Approved
0.7296	Intermediate Similarity	NPD7266	Discontinued
0.7292	Intermediate Similarity	NPD5283	Phase 1
0.7288	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7278	Intermediate Similarity	NPD3882	Suspended
0.7273	Intermediate Similarity	NPD6797	Phase 2
0.7273	Intermediate Similarity	NPD7095	Approved
0.7267	Intermediate Similarity	NPD3787	Discontinued
0.7262	Intermediate Similarity	NPD1465	Phase 2
0.7262	Intermediate Similarity	NPD7819	Suspended
0.7262	Intermediate Similarity	NPD8455	Phase 2
0.7261	Intermediate Similarity	NPD6353	Approved
0.7261	Intermediate Similarity	NPD4097	Suspended
0.726	Intermediate Similarity	NPD7340	Approved
0.7257	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7244	Intermediate Similarity	NPD4140	Approved
0.7239	Intermediate Similarity	NPD7212	Phase 2
0.7239	Intermediate Similarity	NPD1511	Approved
0.7239	Intermediate Similarity	NPD7213	Phase 3
0.7238	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7237	Intermediate Similarity	NPD3094	Phase 2
0.7235	Intermediate Similarity	NPD7075	Discontinued
0.7235	Intermediate Similarity	NPD7833	Phase 2
0.7235	Intermediate Similarity	NPD7831	Phase 2
0.7235	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.7232	Intermediate Similarity	NPD6559	Discontinued
0.7219	Intermediate Similarity	NPD2983	Phase 2
0.7219	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7219	Intermediate Similarity	NPD2982	Phase 2
0.72	Intermediate Similarity	NPD1091	Approved
0.7188	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7178	Intermediate Similarity	NPD5058	Phase 3
0.7176	Intermediate Similarity	NPD7768	Phase 2
0.717	Intermediate Similarity	NPD5588	Approved
0.717	Intermediate Similarity	NPD5960	Phase 3
0.7162	Intermediate Similarity	NPD7741	Discontinued
0.716	Intermediate Similarity	NPD7466	Approved
0.716	Intermediate Similarity	NPD8166	Discontinued
0.716	Intermediate Similarity	NPD5929	Approved
0.716	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD4628	Phase 3
0.7158	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7153	Intermediate Similarity	NPD228	Approved
0.7152	Intermediate Similarity	NPD5261	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD2981	Phase 2
0.7152	Intermediate Similarity	NPD1512	Approved
0.7151	Intermediate Similarity	NPD8313	Approved
0.7151	Intermediate Similarity	NPD8312	Approved
0.7143	Intermediate Similarity	NPD7680	Approved
0.7143	Intermediate Similarity	NPD6072	Discontinued
0.7143	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD7041	Phase 2
0.7134	Intermediate Similarity	NPD7040	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7118	Intermediate Similarity	NPD3817	Phase 2
0.7115	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD7985	Registered
0.7112	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD7097	Phase 1
0.7103	Intermediate Similarity	NPD7843	Approved
0.7102	Intermediate Similarity	NPD3751	Discontinued
0.7099	Intermediate Similarity	NPD1652	Phase 2
0.7099	Intermediate Similarity	NPD5177	Phase 3
0.7091	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7089	Intermediate Similarity	NPD3657	Discovery
0.7086	Intermediate Similarity	NPD3092	Approved
0.7073	Intermediate Similarity	NPD7124	Phase 2
0.7069	Intermediate Similarity	NPD7229	Phase 3
0.7069	Intermediate Similarity	NPD6071	Discontinued
0.7063	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD8156	Discontinued
0.7055	Intermediate Similarity	NPD4110	Phase 3
0.7055	Intermediate Similarity	NPD6331	Phase 2
0.7055	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD3892	Phase 2
0.7055	Intermediate Similarity	NPD1398	Phase 1
0.7048	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD2494	Approved
0.7037	Intermediate Similarity	NPD2424	Discontinued
0.7037	Intermediate Similarity	NPD2493	Approved
0.7025	Intermediate Similarity	NPD1558	Phase 1
0.7025	Intermediate Similarity	NPD2238	Phase 2
0.7024	Intermediate Similarity	NPD4005	Discontinued
0.7018	Intermediate Similarity	NPD6374	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD2560	Approved
0.7018	Intermediate Similarity	NPD2563	Approved
0.7017	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7016	Intermediate Similarity	NPD4582	Approved
0.7016	Intermediate Similarity	NPD4583	Approved
0.7014	Intermediate Similarity	NPD3021	Approved
0.7014	Intermediate Similarity	NPD3022	Approved
0.7012	Intermediate Similarity	NPD6190	Approved
0.7012	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7012	Intermediate Similarity	NPD2677	Approved
0.7006	Intermediate Similarity	NPD8099	Discontinued
0.7006	Intermediate Similarity	NPD8252	Approved
0.7006	Intermediate Similarity	NPD8251	Approved
0.6993	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6988	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6988	Remote Similarity	NPD7446	Clinical (unspecified phase)
0.6982	Remote Similarity	NPD6599	Discontinued
0.6982	Remote Similarity	NPD4675	Approved
0.6982	Remote Similarity	NPD4678	Approved
0.6981	Remote Similarity	NPD6355	Discontinued
0.6975	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD3705	Approved
0.6968	Remote Similarity	NPD4624	Approved
0.6963	Remote Similarity	NPD4002	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