NPASS Compound

Structure

CID38696 OpenBabel06191715372D 42 46 0 0 1 0 0 0 0 0999 V2000 -3.0141 -0.5400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5598 2.7017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9104 -1.9104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4152 -3.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5224 -3.1652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2152 -0.8320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0479 -2.9750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7033 -2.1430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4997 -3.6895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8104 -2.0255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6068 -3.5720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7799 1.3509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0663 -1.3628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9006 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3893 -1.1886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3398 2.2514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0405 -2.1435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2622 -2.7399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6858 -0.9571 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5598 0.9006 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.9006 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6469 -1.8829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8800 -1.0130 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7799 -0.4503 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4297 -0.2331 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5468 -1.3202 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3693 -2.6224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8670 -2.3332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5598 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9971 -2.1001 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1197 2.7017 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5743 -3.8833 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5683 -0.0642 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7729 -0.8955 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9780 0.4814 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8210 -3.3369 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6768 -2.9418 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9006 0.9006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3398 1.3509 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0246 -1.7904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2331 -0.8699 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 3 17 1 0 0 0 0 4 28 1 0 0 0 0 5 28 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 11 2 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 12 21 1 0 0 0 0 13 19 1 0 0 0 0 13 31 1 0 0 0 0 14 30 1 0 0 0 0 14 39 1 0 0 0 0 15 19 1 0 0 0 0 15 22 2 0 0 0 0 16 32 2 0 0 0 0 16 40 1 0 0 0 0 17 33 2 0 0 0 0 17 42 1 0 0 0 0 18 27 1 0 0 0 0 19 34 1 1 0 0 0 20 29 1 1 0 0 0 20 40 1 0 0 0 0 21 30 1 1 0 0 0 21 39 1 0 0 0 0 22 23 1 0 0 0 0 22 28 1 0 0 0 0 23 25 1 0 0 0 0 23 35 1 1 0 0 0 24 26 1 0 0 0 0 24 29 1 1 0 0 0 24 30 1 0 0 0 0 25 29 1 6 0 0 0 25 36 1 0 0 0 0 26 31 1 6 0 0 0 26 41 1 0 0 0 0 27 37 2 0 0 0 0 27 41 1 0 0 0 0 28 31 1 0 0 0 0 29 6 1 1 0 0 0 30 42 1 6 0 0 0 31 38 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	588.26
Volume:	580.187
LogP:	2.248
LogD:	1.43
LogS:	-3.756
# Rotatable Bonds:	7
TPSA:	169.05
# H-Bond Aceptor:	11
# H-Bond Donor:	4
# Rings:	5
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.228
Synthetic Accessibility Score:	5.62
Fsp3:	0.645
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:	-5.536
MDCK Permeability:	8.359295316040516e-05
Pgp-inhibitor:	0.982
Pgp-substrate:	1.0
Human Intestinal Absorption (HIA):	0.681
20% Bioavailability (F20%):	0.926
30% Bioavailability (F30%):	0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.101
Plasma Protein Binding (PPB):	55.48323059082031%
Volume Distribution (VD):	1.185
Pgp-substrate:	21.11717987060547%

ADMET: Metabolism

CYP1A2-inhibitor:	0.006
CYP1A2-substrate:	0.036
CYP2C19-inhibitor:	0.007
CYP2C19-substrate:	0.292
CYP2C9-inhibitor:	0.003
CYP2C9-substrate:	0.031
CYP2D6-inhibitor:	0.01
CYP2D6-substrate:	0.069
CYP3A4-inhibitor:	0.138
CYP3A4-substrate:	0.379

ADMET: Excretion

Clearance (CL):	2.683
Half-life (T1/2):	0.208

ADMET: Toxicity

hERG Blockers:	0.771
Human Hepatotoxicity (H-HT):	0.963
Drug-inuced Liver Injury (DILI):	0.886
AMES Toxicity:	0.029
Rat Oral Acute Toxicity:	0.773
Maximum Recommended Daily Dose:	0.976
Skin Sensitization:	0.186
Carcinogencity:	0.006
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.964

Download Data

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

Natural Product: NPC38696

Natural Product ID:	NPC38696
*Common Name:**	Taxuspine E
IUPAC Name:	n.a.
Synonyms:	taxuspine E
Standard InCHIKey:	YCZNPMNCGXIWNH-UFJLMRSISA-N
Standard InCHI:	InChI=1S/C31H40O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,25(36)23(35)22(15)28(31,4)5)20(40-16(2)32)12-21-30(24,14-39-21)42-17(3)33/h7-11,19-21,23-26,34-36,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24-,25-,26-,29+,30-,31+/m0/s1
SMILES:	CC(=O)O[C@H]1C[C@H]2OC[C@]2([C@@H]2[C@]1(C)[C@@H](O)[C@H](O)C1=C(C)[C@H](C[C@@]([C@H]2OC(=O)c2ccccc2)(C1(C)C)O)O)OC(=O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL464306
PubChem CID:	5321747
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0000676] Taxanes and derivatives

*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
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	Japan	n.a.	PMID[14987066]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15844936]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15974623]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	Japan	n.a.	PMID[15974623]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24820	Taxus cuspidata	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24820	Taxus cuspidata	Species	Taxaceae	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	78
IC50	1
Others	156

Activity Type	# Activity
Cell Line	205
NON-MOLECULAR	30

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	24000.0	nM	PMID[526705]
NPT83	Cell Line	MCF7	Homo sapiens	TGI	=	93000.0	nM	PMID[526705]
NPT83	Cell Line	MCF7	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	18000.0	nM	PMID[526705]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	TGI	=	5100000.0	nM	PMID[526705]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT380	Cell Line	U-251	Homo sapiens	GI50	=	36000.0	nM	PMID[526705]
NPT380	Cell Line	U-251	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT380	Cell Line	U-251	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	74000.0	nM	PMID[526705]
NPT395	Cell Line	SF-268	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT395	Cell Line	SF-268	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	=	21000.0	nM	PMID[526705]
NPT399	Cell Line	SF-295	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT399	Cell Line	SF-295	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	=	45000.0	nM	PMID[526705]
NPT374	Cell Line	SF-539	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT374	Cell Line	SF-539	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT392	Cell Line	SNB-75	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT392	Cell Line	SNB-75	Homo sapiens	TGI	=	55000.0	nM	PMID[526705]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	=	9000.0	nM	PMID[526705]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	=	50000.0	nM	PMID[526705]
NPT578	Cell Line	SNB-78	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT578	Cell Line	SNB-78	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	=	27000.0	nM	PMID[526705]
NPT391	Cell Line	HCC 2998	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT391	Cell Line	HCC 2998	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT386	Cell Line	KM12	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT386	Cell Line	KM12	Homo sapiens	GI50	=	42000.0	nM	PMID[526705]
NPT386	Cell Line	KM12	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	28000.0	nM	PMID[526705]
NPT139	Cell Line	HT-29	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT139	Cell Line	HT-29	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	=	32000.0	nM	PMID[526705]
NPT148	Cell Line	HCT-15	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT148	Cell Line	HCT-15	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	=	30000.0	nM	PMID[526705]
NPT393	Cell Line	HCT-116	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT393	Cell Line	HCT-116	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT370	Cell Line	NCI-H23	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	=	23000.0	nM	PMID[526705]
NPT370	Cell Line	NCI-H23	Homo sapiens	TGI	=	69000.0	nM	PMID[526705]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	=	32000.0	nM	PMID[526705]
NPT405	Cell Line	NCI-H226	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT405	Cell Line	NCI-H226	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	=	15000.0	nM	PMID[526705]
NPT455	Cell Line	NCI-H522	Homo sapiens	TGI	=	49000.0	nM	PMID[526705]
NPT455	Cell Line	NCI-H522	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT397	Cell Line	NCI-H460	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	36000.0	nM	PMID[526705]
NPT397	Cell Line	NCI-H460	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT81	Cell Line	A549	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	30000.0	nM	PMID[526705]
NPT81	Cell Line	A549	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	=	22000.0	nM	PMID[526705]
NPT572	Cell Line	DMS-273	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT572	Cell Line	DMS-273	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	=	35000.0	nM	PMID[526705]
NPT390	Cell Line	LOX IMVI	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT390	Cell Line	LOX IMVI	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	=	21000.0	nM	PMID[526705]
NPT377	Cell Line	OVCAR-3	Homo sapiens	TGI	=	99000.0	nM	PMID[526705]
NPT377	Cell Line	OVCAR-3	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	=	21000.0	nM	PMID[526705]
NPT456	Cell Line	OVCAR-4	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT456	Cell Line	OVCAR-4	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	=	48000.0	nM	PMID[526705]
NPT382	Cell Line	OVCAR-5	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT382	Cell Line	OVCAR-5	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT381	Cell Line	OVCAR-8	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	=	37000.0	nM	PMID[526705]
NPT381	Cell Line	OVCAR-8	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT146	Cell Line	SK-OV-3	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	=	68000.0	nM	PMID[526705]
NPT146	Cell Line	SK-OV-3	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	=	28000.0	nM	PMID[526705]
NPT369	Cell Line	ACHN	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT369	Cell Line	ACHN	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT2722	Cell Line	St-4	Homo sapiens	GI50	=	33000.0	nM	PMID[526705]
NPT2722	Cell Line	St-4	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT2722	Cell Line	St-4	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT2398	Cell Line	MKN-7	Homo sapiens	GI50	=	18000.0	nM	PMID[526705]
NPT2398	Cell Line	MKN-7	Homo sapiens	TGI	=	93000.0	nM	PMID[526705]
NPT2398	Cell Line	MKN-7	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT1179	Cell Line	MKN-28	Homo sapiens	GI50	=	31000.0	nM	PMID[526705]
NPT1179	Cell Line	MKN-28	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT1179	Cell Line	MKN-28	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT1097	Cell Line	MKN-45	Homo sapiens	GI50	=	27000.0	nM	PMID[526705]
NPT1097	Cell Line	MKN-45	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT1097	Cell Line	MKN-45	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT2723	Cell Line	MKN-74	Homo sapiens	GI50	=	30000.0	nM	PMID[526705]
NPT2723	Cell Line	MKN-74	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT2723	Cell Line	MKN-74	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	33000.0	nM	PMID[526705]
NPT90	Cell Line	DU-145	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT90	Cell Line	DU-145	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	20000.0	nM	PMID[526705]
NPT306	Cell Line	PC-3	Homo sapiens	TGI	>	100000.0	nM	PMID[526705]
NPT306	Cell Line	PC-3	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	=	10000.0	nM	PMID[526705]
NPT576	Cell Line	DMS-114	Homo sapiens	TGI	=	57000.0	nM	PMID[526705]
NPT576	Cell Line	DMS-114	Homo sapiens	LC50	>	100000.0	nM	PMID[526705]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	23988.33	nM	PMID[526705]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	18197.01	nM	PMID[526705]
NPT380	Cell Line	U-251	Homo sapiens	GI50	=	36307.81	nM	PMID[526705]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	74131.02	nM	PMID[526705]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	=	21379.62	nM	PMID[526705]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	=	44668.36	nM	PMID[526705]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	=	8912.51	nM	PMID[526705]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	=	50118.72	nM	PMID[526705]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	=	27542.29	nM	PMID[526705]
NPT386	Cell Line	KM12	Homo sapiens	GI50	=	41686.94	nM	PMID[526705]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	27542.29	nM	PMID[526705]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	=	32359.37	nM	PMID[526705]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	=	30199.52	nM	PMID[526705]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	=	22908.68	nM	PMID[526705]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	=	32359.37	nM	PMID[526705]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	=	15135.61	nM	PMID[526705]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	35481.34	nM	PMID[526705]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	30199.52	nM	PMID[526705]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	=	22387.21	nM	PMID[526705]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	=	34673.69	nM	PMID[526705]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	=	20417.38	nM	PMID[526705]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	=	21379.62	nM	PMID[526705]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	=	47863.01	nM	PMID[526705]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	=	37153.52	nM	PMID[526705]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	=	69183.1	nM	PMID[526705]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	=	28183.83	nM	PMID[526705]
NPT2722	Cell Line	St-4	Homo sapiens	GI50	=	33113.11	nM	PMID[526705]
NPT2398	Cell Line	MKN-7	Homo sapiens	GI50	=	18197.01	nM	PMID[526705]
NPT1179	Cell Line	MKN-28	Homo sapiens	GI50	=	30902.95	nM	PMID[526705]
NPT1097	Cell Line	MKN-45	Homo sapiens	GI50	=	26915.35	nM	PMID[526705]
NPT2723	Cell Line	MKN-74	Homo sapiens	GI50	=	30199.52	nM	PMID[526705]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	32359.37	nM	PMID[526705]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	19952.62	nM	PMID[526705]
NPT83	Cell Line	MCF7	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT380	Cell Line	U-251	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT395	Cell Line	SF-268	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT399	Cell Line	SF-295	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT374	Cell Line	SF-539	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT578	Cell Line	SNB-78	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT391	Cell Line	HCC 2998	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT139	Cell Line	HT-29	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT148	Cell Line	HCT-15	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT393	Cell Line	HCT-116	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT405	Cell Line	NCI-H226	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT455	Cell Line	NCI-H522	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT572	Cell Line	DMS-273	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT390	Cell Line	LOX IMVI	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT377	Cell Line	OVCAR-3	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT456	Cell Line	OVCAR-4	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT382	Cell Line	OVCAR-5	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT381	Cell Line	OVCAR-8	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT146	Cell Line	SK-OV-3	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT369	Cell Line	ACHN	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT2722	Cell Line	St-4	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT2398	Cell Line	MKN-7	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT1179	Cell Line	MKN-28	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT1097	Cell Line	MKN-45	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT2723	Cell Line	MKN-74	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT90	Cell Line	DU-145	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT306	Cell Line	PC-3	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT576	Cell Line	DMS-114	Homo sapiens	LC50	=	100000.0	nM	PMID[526705]
NPT83	Cell Line	MCF7	Homo sapiens	TGI	=	93325.43	nM	PMID[526705]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT380	Cell Line	U-251	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT395	Cell Line	SF-268	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT399	Cell Line	SF-295	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT374	Cell Line	SF-539	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT392	Cell Line	SNB-75	Homo sapiens	TGI	=	54954.09	nM	PMID[526705]
NPT578	Cell Line	SNB-78	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT391	Cell Line	HCC 2998	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT386	Cell Line	KM12	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT139	Cell Line	HT-29	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT148	Cell Line	HCT-15	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT393	Cell Line	HCT-116	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT370	Cell Line	NCI-H23	Homo sapiens	TGI	=	69183.1	nM	PMID[526705]
NPT405	Cell Line	NCI-H226	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT455	Cell Line	NCI-H522	Homo sapiens	TGI	=	48977.88	nM	PMID[526705]
NPT397	Cell Line	NCI-H460	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT81	Cell Line	A549	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT572	Cell Line	DMS-273	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT390	Cell Line	LOX IMVI	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT377	Cell Line	OVCAR-3	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT456	Cell Line	OVCAR-4	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT382	Cell Line	OVCAR-5	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT369	Cell Line	ACHN	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT2722	Cell Line	St-4	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT2398	Cell Line	MKN-7	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT1179	Cell Line	MKN-28	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT1097	Cell Line	MKN-45	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT2723	Cell Line	MKN-74	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT90	Cell Line	DU-145	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT306	Cell Line	PC-3	Homo sapiens	TGI	=	100000.0	nM	PMID[526705]
NPT576	Cell Line	DMS-114	Homo sapiens	TGI	=	57543.99	nM	PMID[526705]
NPT91	Cell Line	KB	Homo sapiens	IC50	=	0.08	ug.mL-1	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	72000.0	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	TGI	>	100000.0	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	LC50	>	100000.0	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	30000.0	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	25000.0	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	LC50	=	5100000.0	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	49000.0	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	72443.6	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	30199.52	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	25118.86	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	24547.09	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	48977.88	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	LC50	=	100000.0	nM	PMID[526705]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	TGI	=	100000.0	nM	PMID[526705]

☑ 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 NPC38696 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	315
0.1-0.2	1144
0.2-0.3	2448
0.3-0.4	5346
0.4-0.5	10012
0.5-0.6	11145
0.6-0.7	10814
0.7-0.8	1166
0.8-0.85	200
0.85-0.9	85
0.9-0.95	16
0.95-1	6

Similarity Score	Similarity Level	Natural Product ID
0.9706	High Similarity	NPC34012
0.964	High Similarity	NPC217918
0.9574	High Similarity	NPC197037
0.9504	High Similarity	NPC91730
0.9441	High Similarity	NPC248265
0.9441	High Similarity	NPC134685
0.9441	High Similarity	NPC11588
0.9441	High Similarity	NPC229545
0.9416	High Similarity	NPC472547
0.9375	High Similarity	NPC114357
0.9375	High Similarity	NPC155329
0.9375	High Similarity	NPC259144
0.9348	High Similarity	NPC87448
0.9348	High Similarity	NPC291599
0.9348	High Similarity	NPC27377
0.9348	High Similarity	NPC118080
0.9348	High Similarity	NPC41481
0.9348	High Similarity	NPC97947
0.9348	High Similarity	NPC472576
0.9338	High Similarity	NPC472372
0.9338	High Similarity	NPC472374
0.9306	High Similarity	NPC219419
0.9291	High Similarity	NPC474935
0.9275	High Similarity	NPC171207
0.9275	High Similarity	NPC100913
0.9275	High Similarity	NPC97667
0.9275	High Similarity	NPC90614
0.9275	High Similarity	NPC275592
0.927	High Similarity	NPC39549
0.922	High Similarity	NPC311825
0.922	High Similarity	NPC92867
0.9209	High Similarity	NPC16912
0.9197	High Similarity	NPC472551
0.9197	High Similarity	NPC472545
0.9155	High Similarity	NPC20255
0.9149	High Similarity	NPC470152
0.9149	High Similarity	NPC475759
0.9149	High Similarity	NPC241951
0.9085	High Similarity	NPC472575
0.9085	High Similarity	NPC472571
0.9085	High Similarity	NPC472568
0.9085	High Similarity	NPC158663
0.9085	High Similarity	NPC171525
0.9085	High Similarity	NPC470157
0.9085	High Similarity	NPC200471
0.9085	High Similarity	NPC469349
0.9085	High Similarity	NPC470159
0.9085	High Similarity	NPC70403
0.9085	High Similarity	NPC472556
0.9085	High Similarity	NPC96903
0.9085	High Similarity	NPC125882
0.9085	High Similarity	NPC476973
0.9085	High Similarity	NPC174982
0.9085	High Similarity	NPC472572
0.9085	High Similarity	NPC473088
0.9085	High Similarity	NPC29704
0.9085	High Similarity	NPC471104
0.9085	High Similarity	NPC177940
0.9085	High Similarity	NPC184817
0.9078	High Similarity	NPC477894
0.9078	High Similarity	NPC163087
0.9014	High Similarity	NPC125106
0.9014	High Similarity	NPC188865
0.9014	High Similarity	NPC95810
0.9014	High Similarity	NPC472570
0.9014	High Similarity	NPC475122
0.9014	High Similarity	NPC25768
0.9014	High Similarity	NPC57628
0.9014	High Similarity	NPC11685
0.9014	High Similarity	NPC163719
0.9014	High Similarity	NPC476974
0.9014	High Similarity	NPC472569
0.9014	High Similarity	NPC95265
0.9014	High Similarity	NPC472573
0.9014	High Similarity	NPC34943
0.9014	High Similarity	NPC70716
0.9007	High Similarity	NPC472546
0.8986	High Similarity	NPC291638
0.8986	High Similarity	NPC472577
0.8986	High Similarity	NPC66761
0.8986	High Similarity	NPC17877
0.8986	High Similarity	NPC195647
0.898	High Similarity	NPC132599
0.898	High Similarity	NPC469730
0.898	High Similarity	NPC473632
0.8958	High Similarity	NPC473760
0.8944	High Similarity	NPC91703
0.8936	High Similarity	NPC224491
0.8913	High Similarity	NPC474608
0.8905	High Similarity	NPC80599
0.8904	High Similarity	NPC470153
0.8897	High Similarity	NPC92293
0.8897	High Similarity	NPC471101
0.8897	High Similarity	NPC301556
0.8897	High Similarity	NPC266265
0.8897	High Similarity	NPC270590
0.8897	High Similarity	NPC476975
0.8889	High Similarity	NPC240115
0.8889	High Similarity	NPC478263
0.8889	High Similarity	NPC48599
0.8889	High Similarity	NPC209592
0.8882	High Similarity	NPC471493
0.8873	High Similarity	NPC192658
0.8851	High Similarity	NPC473670
0.8851	High Similarity	NPC21410
0.8851	High Similarity	NPC473611
0.8849	High Similarity	NPC477893
0.8849	High Similarity	NPC477896
0.8836	High Similarity	NPC470245
0.8836	High Similarity	NPC473214
0.8828	High Similarity	NPC327031
0.8828	High Similarity	NPC281717
0.8819	High Similarity	NPC127857
0.8819	High Similarity	NPC478264
0.8794	High Similarity	NPC9905
0.8776	High Similarity	NPC469415
0.8776	High Similarity	NPC471103
0.8768	High Similarity	NPC472394
0.8767	High Similarity	NPC60509
0.8767	High Similarity	NPC473215
0.8767	High Similarity	NPC81698
0.8767	High Similarity	NPC250046
0.8759	High Similarity	NPC312393
0.8759	High Similarity	NPC473602
0.8741	High Similarity	NPC182869
0.8732	High Similarity	NPC473112
0.8732	High Similarity	NPC162613
0.8732	High Similarity	NPC48017
0.8732	High Similarity	NPC473085
0.8732	High Similarity	NPC4341
0.8732	High Similarity	NPC476094
0.8732	High Similarity	NPC473613
0.8732	High Similarity	NPC43241
0.8732	High Similarity	NPC473060
0.8732	High Similarity	NPC473081
0.8732	High Similarity	NPC473758
0.8732	High Similarity	NPC184747
0.8732	High Similarity	NPC183270
0.8732	High Similarity	NPC200592
0.8732	High Similarity	NPC147880
0.8732	High Similarity	NPC477904
0.8732	High Similarity	NPC473109
0.8732	High Similarity	NPC211137
0.8732	High Similarity	NPC87934
0.8725	High Similarity	NPC34066
0.8725	High Similarity	NPC469422
0.8723	High Similarity	NPC183122
0.8723	High Similarity	NPC283375
0.8716	High Similarity	NPC472548
0.8707	High Similarity	NPC161239
0.8707	High Similarity	NPC476173
0.8707	High Similarity	NPC198455
0.8707	High Similarity	NPC7095
0.8707	High Similarity	NPC222102
0.8707	High Similarity	NPC303429
0.8707	High Similarity	NPC469448
0.8707	High Similarity	NPC165260
0.8707	High Similarity	NPC31829
0.8699	High Similarity	NPC132652
0.8662	High Similarity	NPC475652
0.8662	High Similarity	NPC210591
0.8662	High Similarity	NPC214550
0.8658	High Similarity	NPC133430
0.8658	High Similarity	NPC469477
0.8649	High Similarity	NPC306799
0.8649	High Similarity	NPC101043
0.8649	High Similarity	NPC51602
0.8639	High Similarity	NPC76103
0.8623	High Similarity	NPC473443
0.8623	High Similarity	NPC472388
0.8623	High Similarity	NPC147561
0.8609	High Similarity	NPC472393
0.8603	High Similarity	NPC275576
0.8603	High Similarity	NPC45821
0.86	High Similarity	NPC469398
0.86	High Similarity	NPC26033
0.86	High Similarity	NPC472549
0.86	High Similarity	NPC228204
0.8591	High Similarity	NPC477905
0.8591	High Similarity	NPC469648
0.8591	High Similarity	NPC469647
0.8591	High Similarity	NPC138641
0.8591	High Similarity	NPC145649
0.8591	High Similarity	NPC283875
0.8591	High Similarity	NPC22571
0.8591	High Similarity	NPC233581
0.8581	High Similarity	NPC112216
0.8562	High Similarity	NPC476077
0.8553	High Similarity	NPC469399
0.8552	High Similarity	NPC270498
0.8552	High Similarity	NPC246480
0.8552	High Similarity	NPC177340
0.8552	High Similarity	NPC473673
0.8552	High Similarity	NPC191082
0.8552	High Similarity	NPC475429
0.8552	High Similarity	NPC139067
0.8552	High Similarity	NPC147217
0.8552	High Similarity	NPC95449
0.8551	High Similarity	NPC225103
0.8551	High Similarity	NPC93632

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 NPC38696 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	257
0.1-0.2	763
0.2-0.3	1613
0.3-0.4	2833
0.4-0.5	2257
0.5-0.6	1127
0.6-0.7	280
0.7-0.8	15
0.8-0.85	5
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8428	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.8272	Intermediate Similarity	NPD8368	Discontinued
0.8133	Intermediate Similarity	NPD8434	Phase 2
0.8121	Intermediate Similarity	NPD8407	Phase 2
0.8036	Intermediate Similarity	NPD8360	Approved
0.8036	Intermediate Similarity	NPD8361	Approved
0.7947	Intermediate Similarity	NPD7236	Approved
0.7929	Intermediate Similarity	NPD8435	Approved
0.7811	Intermediate Similarity	NPD8424	Clinical (unspecified phase)
0.7806	Intermediate Similarity	NPD7239	Suspended
0.7759	Intermediate Similarity	NPD8485	Approved
0.7724	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7627	Intermediate Similarity	NPD8486	Clinical (unspecified phase)
0.7591	Intermediate Similarity	NPD2629	Approved
0.759	Intermediate Similarity	NPD7799	Discontinued
0.7582	Intermediate Similarity	NPD4628	Phase 3
0.7397	Intermediate Similarity	NPD6007	Clinical (unspecified phase)
0.7365	Intermediate Similarity	NPD7008	Discontinued
0.7362	Intermediate Similarity	NPD7057	Phase 3
0.7362	Intermediate Similarity	NPD7058	Phase 2
0.7355	Intermediate Similarity	NPD8166	Discontinued
0.7308	Intermediate Similarity	NPD6190	Approved
0.7299	Intermediate Similarity	NPD8150	Discontinued
0.7286	Intermediate Similarity	NPD4198	Discontinued
0.7279	Intermediate Similarity	NPD6831	Clinical (unspecified phase)
0.7254	Intermediate Similarity	NPD7741	Discontinued
0.7244	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7235	Intermediate Similarity	NPD5844	Phase 1
0.7214	Intermediate Similarity	NPD5951	Approved
0.7186	Intermediate Similarity	NPD8127	Discontinued
0.7143	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD7075	Discontinued
0.7105	Intermediate Similarity	NPD7966	Clinical (unspecified phase)
0.709	Intermediate Similarity	NPD8462	Phase 1
0.7089	Intermediate Similarity	NPD7274	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD3764	Approved
0.7073	Intermediate Similarity	NPD37	Approved
0.7055	Intermediate Similarity	NPD4380	Phase 2
0.705	Intermediate Similarity	NPD2181	Clinical (unspecified phase)
0.705	Intermediate Similarity	NPD4141	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD4967	Phase 2
0.7048	Intermediate Similarity	NPD4965	Approved
0.7048	Intermediate Similarity	NPD4966	Approved
0.7039	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD5125	Phase 3
0.7034	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD7163	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD5126	Approved
0.7031	Intermediate Similarity	NPD8404	Phase 2
0.703	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.703	Intermediate Similarity	NPD7819	Suspended
0.7029	Intermediate Similarity	NPD2182	Approved
0.7019	Intermediate Similarity	NPD6273	Approved
0.7018	Intermediate Similarity	NPD7473	Discontinued
0.6994	Remote Similarity	NPD7458	Discontinued
0.6988	Remote Similarity	NPD5402	Approved
0.697	Remote Similarity	NPD6801	Discontinued
0.6964	Remote Similarity	NPD6234	Discontinued
0.6951	Remote Similarity	NPD6599	Discontinued
0.6948	Remote Similarity	NPD230	Phase 1
0.6943	Remote Similarity	NPD7266	Discontinued
0.6941	Remote Similarity	NPD6232	Discontinued
0.6932	Remote Similarity	NPD8313	Approved
0.6932	Remote Similarity	NPD8312	Approved
0.6928	Remote Similarity	NPD7961	Discontinued
0.6927	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6918	Remote Similarity	NPD7003	Approved
0.6918	Remote Similarity	NPD3750	Approved
0.689	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.689	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD2935	Discontinued
0.6879	Remote Similarity	NPD7228	Approved
0.6871	Remote Similarity	NPD5403	Approved
0.6871	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.6855	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6853	Remote Similarity	NPD690	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6826	Remote Similarity	NPD5760	Phase 2
0.6826	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6826	Remote Similarity	NPD5761	Phase 2
0.6824	Remote Similarity	NPD6287	Discontinued
0.6818	Remote Similarity	NPD6764	Approved
0.6818	Remote Similarity	NPD7685	Pre-registration
0.6818	Remote Similarity	NPD6663	Approved
0.6818	Remote Similarity	NPD6765	Approved
0.6818	Remote Similarity	NPD6559	Discontinued
0.6815	Remote Similarity	NPD7305	Phase 1
0.6805	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6788	Remote Similarity	NPD3226	Approved
0.6786	Remote Similarity	NPD3817	Phase 2
0.6781	Remote Similarity	NPD9545	Approved
0.6776	Remote Similarity	NPD5736	Approved
0.6766	Remote Similarity	NPD1934	Approved
0.6755	Remote Similarity	NPD7497	Discontinued
0.6748	Remote Similarity	NPD2532	Approved
0.6748	Remote Similarity	NPD2534	Approved
0.6748	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6748	Remote Similarity	NPD5401	Approved
0.6748	Remote Similarity	NPD2533	Approved
0.6746	Remote Similarity	NPD7768	Phase 2
0.6739	Remote Similarity	NPD164	Approved
0.6731	Remote Similarity	NPD6355	Discontinued
0.673	Remote Similarity	NPD2346	Discontinued
0.6726	Remote Similarity	NPD8455	Phase 2
0.6713	Remote Similarity	NPD7094	Approved
0.6713	Remote Similarity	NPD6858	Approved
0.6711	Remote Similarity	NPD4807	Approved
0.6711	Remote Similarity	NPD4806	Approved
0.6709	Remote Similarity	NPD3748	Approved
0.6707	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD7411	Suspended
0.6705	Remote Similarity	NPD7074	Phase 3
0.6691	Remote Similarity	NPD1238	Approved
0.6689	Remote Similarity	NPD5305	Approved
0.6689	Remote Similarity	NPD5306	Approved
0.6687	Remote Similarity	NPD6799	Approved
0.6687	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD3818	Discontinued
0.6686	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6685	Remote Similarity	NPD6535	Approved
0.6685	Remote Similarity	NPD6534	Approved
0.6667	Remote Similarity	NPD1929	Approved
0.6667	Remote Similarity	NPD6647	Phase 2
0.6667	Remote Similarity	NPD6785	Approved
0.6667	Remote Similarity	NPD5408	Approved
0.6667	Remote Similarity	NPD7435	Discontinued
0.6667	Remote Similarity	NPD1930	Approved
0.6667	Remote Similarity	NPD6099	Approved
0.6667	Remote Similarity	NPD6166	Phase 2
0.6667	Remote Similarity	NPD2438	Suspended
0.6667	Remote Similarity	NPD5404	Approved
0.6667	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5405	Approved
0.6667	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6010	Discontinued
0.6667	Remote Similarity	NPD6784	Approved
0.6667	Remote Similarity	NPD7699	Phase 2
0.6667	Remote Similarity	NPD5406	Approved
0.6667	Remote Similarity	NPD7700	Phase 2
0.6667	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6100	Approved
0.6667	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD7054	Approved
0.6646	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.6632	Remote Similarity	NPD8320	Phase 1
0.6632	Remote Similarity	NPD8319	Approved
0.6629	Remote Similarity	NPD7240	Approved
0.6628	Remote Similarity	NPD5494	Approved
0.6627	Remote Similarity	NPD2801	Approved
0.6627	Remote Similarity	NPD1465	Phase 2
0.6625	Remote Similarity	NPD6002	Phase 3
0.6625	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6625	Remote Similarity	NPD6005	Phase 3
0.6625	Remote Similarity	NPD5762	Approved
0.6625	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6625	Remote Similarity	NPD5763	Approved
0.6625	Remote Similarity	NPD6004	Phase 3
0.6619	Remote Similarity	NPD1237	Approved
0.6619	Remote Similarity	NPD5909	Discontinued
0.661	Remote Similarity	NPD7472	Approved
0.6605	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6605	Remote Similarity	NPD4110	Phase 3
0.6604	Remote Similarity	NPD2799	Discontinued
0.6604	Remote Similarity	NPD4308	Phase 3
0.6603	Remote Similarity	NPD7714	Approved
0.6603	Remote Similarity	NPD6233	Phase 2
0.6603	Remote Similarity	NPD7715	Approved
0.6601	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6599	Remote Similarity	NPD7610	Discontinued
0.6592	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD3751	Discontinued
0.659	Remote Similarity	NPD7199	Phase 2
0.6585	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6581	Remote Similarity	NPD7095	Approved
0.6571	Remote Similarity	NPD5048	Discontinued
0.657	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6569	Remote Similarity	NPD2066	Phase 3
0.6566	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD1551	Phase 2
0.6552	Remote Similarity	NPD4869	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6541	Remote Similarity	NPD7097	Phase 1
0.6538	Remote Similarity	NPD6798	Discontinued
0.6538	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD2313	Discontinued
0.6538	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6536	Remote Similarity	NPD2797	Approved
0.6536	Remote Similarity	NPD7251	Discontinued
0.6533	Remote Similarity	NPD4106	Approved
0.6533	Remote Similarity	NPD4136	Approved
0.6533	Remote Similarity	NPD4135	Approved
0.6526	Remote Similarity	NPD6823	Phase 2
0.6525	Remote Similarity	NPD6685	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