NPASS Compound

Structure

CID199428 OpenBabel06191715592D 38 43 0 0 1 0 0 0 0 0999 V2000 6.1493 1.2712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5503 0.5272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 1.9983 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1532 -0.5973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7009 -1.9628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8506 -1.4722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2498 -0.4896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7000 0.9815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6994 0.9806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4001 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8497 1.4721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6991 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3608 3.3017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4006 -1.9623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8101 2.6559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3535 0.3115 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8509 2.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5509 -1.4717 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2500 -1.4713 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8506 1.4716 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7003 0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8503 -0.4906 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0172 4.0302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2868 0.0086 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.7621 -1.6078 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4910 -0.9511 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.8288 -1.3049 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5506 -0.4901 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0003 0.9810 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 -0.8136 4.9895 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0157 0.6653 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9663 -2.5674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4242 -1.2540 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9129 3.6311 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6246 -0.3452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0999 -1.9616 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3 29 1 0 0 0 0 4 35 1 0 0 0 0 5 6 1 0 0 0 0 5 18 1 0 0 0 0 6 22 1 0 0 0 0 7 10 1 0 0 0 0 7 19 1 0 0 0 0 8 11 1 0 0 0 0 8 21 1 0 0 0 0 9 12 1 0 0 0 0 9 20 1 0 0 0 0 10 28 1 0 0 0 0 11 29 1 0 0 0 0 12 30 1 0 0 0 0 13 17 2 0 0 0 0 13 23 1 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 15 36 1 0 0 0 0 16 1 1 6 0 0 0 16 24 1 0 0 0 0 16 37 1 0 0 0 0 17 20 1 0 0 0 0 18 28 1 1 0 0 0 19 38 1 6 0 0 0 20 29 1 6 0 0 0 21 22 1 0 0 0 0 21 28 1 6 0 0 0 22 30 1 1 0 0 0 23 31 2 0 0 0 0 23 36 1 0 0 0 0 24 26 1 0 0 0 0 24 32 1 6 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 25 33 1 1 0 0 0 26 35 1 6 0 0 0 27 37 1 0 0 0 0 27 38 1 6 0 0 0 28 2 1 6 0 0 0 29 30 1 6 0 0 0 30 34 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	534.32
Volume:	541.146
LogP:	4.0
LogD:	3.628
LogS:	-4.374
# Rotatable Bonds:	4
TPSA:	121.75
# H-Bond Aceptor:	8
# H-Bond Donor:	4
# Rings:	6
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.426
Synthetic Accessibility Score:	5.219
Fsp3:	0.867
Lipinski Rule-of-5:	Accepted
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:	-5.364
MDCK Permeability:	2.1390558686107397e-05
Pgp-inhibitor:	0.192
Pgp-substrate:	0.99
Human Intestinal Absorption (HIA):	0.651
20% Bioavailability (F20%):	0.182
30% Bioavailability (F30%):	0.899

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.065
Plasma Protein Binding (PPB):	96.54962921142578%
Volume Distribution (VD):	1.099
Pgp-substrate:	4.381781101226807%

ADMET: Metabolism

CYP1A2-inhibitor:	0.015
CYP1A2-substrate:	0.903
CYP2C19-inhibitor:	0.01
CYP2C19-substrate:	0.521
CYP2C9-inhibitor:	0.105
CYP2C9-substrate:	0.073
CYP2D6-inhibitor:	0.013
CYP2D6-substrate:	0.24
CYP3A4-inhibitor:	0.262
CYP3A4-substrate:	0.2

ADMET: Excretion

Clearance (CL):	4.242
Half-life (T1/2):	0.272

ADMET: Toxicity

hERG Blockers:	0.718
Human Hepatotoxicity (H-HT):	0.3
Drug-inuced Liver Injury (DILI):	0.041
AMES Toxicity:	0.028
Rat Oral Acute Toxicity:	0.823
Maximum Recommended Daily Dose:	0.926
Skin Sensitization:	0.88
Carcinogencity:	0.176
Eye Corrosion:	0.003
Eye Irritation:	0.012
Respiratory Toxicity:	0.965

Download Data

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

Natural Product: NPC199428

Natural Product ID:	NPC199428
*Common Name:**	Odoroside H
IUPAC Name:	3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Synonyms:	Odoroside H
Standard InCHIKey:	VPUNMTHWNSJUOG-HYDVPRFCSA-N
Standard InCHI:	InChI=1S/C30H46O8/c1-16-24(32)26(35-4)25(33)27(37-16)38-19-7-10-28(2)18(14-19)5-6-22-21(28)8-11-29(3)20(9-12-30(22,29)34)17-13-23(31)36-15-17/h13,16,18-22,24-27,32-34H,5-12,14-15H2,1-4H3/t16-,18-,19+,20-,21+,22-,24+,25-,26+,27+,28+,29-,30+/m1/s1
SMILES:	CO[C@@H]1[C@@H](O)[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@@H]1O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL504196
PubChem CID:	205840
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001125] Steroid lactones [CHEMONTID:0001555] Cardenolides and derivatives [CHEMONTID:0001559] Cardenolide glycosides 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
NPO26266	Isodon japonicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1039/C39730000707]
NPO1071	Parerythropodium fulvum	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[11277760]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	leaves	Niigata City, Niigata Province, Japan	2000-Nov	PMID[15730243]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	leaves	n.a.	n.a.	PMID[16933868]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17253842]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	stems and twigs	Niigata City, Niigata Province, Japan	2001-NOV	PMID[17595134]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	stems and twigs	n.a.	n.a.	PMID[17595134]
NPO26266	Isodon japonicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18491868]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19731587]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29693393]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	Leaves; Stems	n.a.	n.a.	PMID[9214727]
NPO2747	Hypericum triquetrifolium	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6520	Myrica multiflora	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13325	Plantago lanceolata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3664	Mesembryanthemum anatomicum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24652	Toxicodendron succedaneum	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14048	Cryptotaenia japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14048	Cryptotaenia japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6520	Myrica multiflora	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3664	Mesembryanthemum anatomicum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2518	Crinum kirkii	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2747	Hypericum triquetrifolium	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13325	Plantago lanceolata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24652	Toxicodendron succedaneum	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14048	Cryptotaenia japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24652	Toxicodendron succedaneum	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16314.1	Clematis terniflora var. mandshurica	Varieties	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1607	Croton rhamnifolius	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20132	Scutellaria seleriana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6520	Myrica multiflora	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2747	Hypericum triquetrifolium	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16314.1	Clematis terniflora var. mandshurica	Varieties	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO715	Teucrium pestalozzae	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24652	Toxicodendron succedaneum	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15583	Tripodanthus acutifolius	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5980	Eria subsessilis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8472	Knightia deplanchei	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1071	Parerythropodium fulvum	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO3146	Ammodendron conollyi	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3936	Malva sylvestris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO351	Cirsium dipsacolepis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2518	Crinum kirkii	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5197	Streptomyces eurythermus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO4253	Viguiera annua	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3664	Mesembryanthemum anatomicum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6776	Trifolium apertum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1308	Veronica pectinata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8585	Verpa digitaliformis	Species	Morchellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2361	Aconitum brevicalcaratum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6377	Cocculus diversifolius	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14048	Cryptotaenia japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7097	Rhynchosporium orthosporum	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4082	Ophiarthrum elegans	Species	Ophiocomidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14870	Cytisus austriacus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12987	Rhododendron farrerae	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6974	Solanum racemigerum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8840	Ptilidium ciliare	Species	Ptilidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18054	Curvularia coicis	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26266	Isodon japonicus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13325	Plantago lanceolata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5591	Fucus spiralis	Species	Fucaceae	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	60

Activity Type	# Activity
Cell Line	60

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	7.674	nM	PMID[485427]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	4.667	nM	PMID[485427]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	3.041	nM	PMID[485427]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	4.624	nM	PMID[485427]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	4.539	nM	PMID[485427]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	3.776	nM	PMID[485427]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	12.65	nM	PMID[485427]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	3.767	nM	PMID[485427]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	4.677	nM	PMID[485427]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	5.093	nM	PMID[485427]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	4.406	nM	PMID[485427]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	8.185	nM	PMID[485427]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	78.7	nM	PMID[485427]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	5.309	nM	PMID[485427]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	2.5	nM	PMID[485427]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	3.606	nM	PMID[485427]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	5.483	nM	PMID[485427]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	6.607	nM	PMID[485427]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	8.356	nM	PMID[485427]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	32.14	nM	PMID[485427]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	21.53	nM	PMID[485427]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	41.3	nM	PMID[485427]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	3.041	nM	PMID[485427]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	3.357	nM	PMID[485427]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	2.5	nM	PMID[485427]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	2.5	nM	PMID[485427]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	11.19	nM	PMID[485427]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	13.74	nM	PMID[485427]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	6.516	nM	PMID[485427]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	11.07	nM	PMID[485427]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	5.834	nM	PMID[485427]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	6.887	nM	PMID[485427]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	5.14	nM	PMID[485427]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	16.9	nM	PMID[485427]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	14.93	nM	PMID[485427]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	2.884	nM	PMID[485427]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	6.012	nM	PMID[485427]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	4.819	nM	PMID[485427]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	7.656	nM	PMID[485427]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	4.742	nM	PMID[485427]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	4.217	nM	PMID[485427]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	4.256	nM	PMID[485427]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	7.727	nM	PMID[485427]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	9.638	nM	PMID[485427]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	33.34	nM	PMID[485427]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	2.999	nM	PMID[485427]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	6.887	nM	PMID[485427]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	4.797	nM	PMID[485427]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	9.078	nM	PMID[485427]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	4.977	nM	PMID[485427]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	5.164	nM	PMID[485427]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	4.529	nM	PMID[485427]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	4.539	nM	PMID[485427]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	10.86	nM	PMID[485427]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	4.217	nM	PMID[485427]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	5.728	nM	PMID[485427]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	48.75	nM	PMID[485427]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	39.36	nM	PMID[485427]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	36.64	nM	PMID[485427]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	3.936	nM	PMID[485427]

☑ 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 NPC199428 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	244
0.1-0.2	1668
0.2-0.3	5066
0.3-0.4	11039
0.4-0.5	10082
0.5-0.6	6495
0.6-0.7	4599
0.7-0.8	2727
0.8-0.85	472
0.85-0.9	139
0.9-0.95	91
0.95-1	75

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC310341
1.0	High Similarity	NPC99620
1.0	High Similarity	NPC5311
1.0	High Similarity	NPC193382
0.9907	High Similarity	NPC196429
0.9907	High Similarity	NPC158344
0.9907	High Similarity	NPC474418
0.9907	High Similarity	NPC471355
0.9907	High Similarity	NPC99728
0.9907	High Similarity	NPC471353
0.9907	High Similarity	NPC50305
0.9907	High Similarity	NPC87250
0.9907	High Similarity	NPC142066
0.9907	High Similarity	NPC93883
0.9907	High Similarity	NPC152615
0.9907	High Similarity	NPC27507
0.9907	High Similarity	NPC34390
0.9907	High Similarity	NPC77319
0.9907	High Similarity	NPC84987
0.9907	High Similarity	NPC309034
0.9907	High Similarity	NPC244402
0.9907	High Similarity	NPC157376
0.9907	High Similarity	NPC243196
0.9907	High Similarity	NPC473852
0.9907	High Similarity	NPC471354
0.9907	High Similarity	NPC471351
0.9906	High Similarity	NPC69576
0.9906	High Similarity	NPC84949
0.9906	High Similarity	NPC31354
0.9906	High Similarity	NPC471633
0.9815	High Similarity	NPC83287
0.9725	High Similarity	NPC292467
0.9725	High Similarity	NPC5883
0.9725	High Similarity	NPC30483
0.9725	High Similarity	NPC304260
0.9725	High Similarity	NPC44899
0.9725	High Similarity	NPC470897
0.9725	High Similarity	NPC236973
0.9725	High Similarity	NPC329905
0.9725	High Similarity	NPC55532
0.9725	High Similarity	NPC32177
0.9725	High Similarity	NPC469756
0.9725	High Similarity	NPC29639
0.9722	High Similarity	NPC290693
0.9722	High Similarity	NPC203862
0.9636	High Similarity	NPC475136
0.9636	High Similarity	NPC72260
0.9636	High Similarity	NPC474466
0.9636	High Similarity	NPC475629
0.9636	High Similarity	NPC475556
0.955	High Similarity	NPC475219
0.955	High Similarity	NPC120390
0.955	High Similarity	NPC173555
0.955	High Similarity	NPC475590
0.955	High Similarity	NPC314535
0.955	High Similarity	NPC475419
0.955	High Similarity	NPC474908
0.955	High Similarity	NPC40749
0.955	High Similarity	NPC231518
0.9464	High Similarity	NPC115349
0.9464	High Similarity	NPC264336
0.9464	High Similarity	NPC74259
0.9464	High Similarity	NPC474423
0.9464	High Similarity	NPC193893
0.9455	High Similarity	NPC218093
0.9381	High Similarity	NPC27363
0.9381	High Similarity	NPC117445
0.9381	High Similarity	NPC208193
0.9381	High Similarity	NPC308262
0.9369	High Similarity	NPC291820
0.9369	High Similarity	NPC81222
0.9286	High Similarity	NPC107607
0.9252	High Similarity	NPC475030
0.9217	High Similarity	NPC469750
0.9217	High Similarity	NPC250556
0.9196	High Similarity	NPC268326
0.9196	High Similarity	NPC153085
0.9138	High Similarity	NPC329784
0.9138	High Similarity	NPC471356
0.9138	High Similarity	NPC117702
0.9138	High Similarity	NPC179412
0.9138	High Similarity	NPC146456
0.9138	High Similarity	NPC471357
0.9138	High Similarity	NPC469757
0.9138	High Similarity	NPC240070
0.9115	High Similarity	NPC470312
0.8983	High Similarity	NPC471361
0.8983	High Similarity	NPC219085
0.8983	High Similarity	NPC469751
0.8983	High Similarity	NPC471360
0.8983	High Similarity	NPC180079
0.8983	High Similarity	NPC89514
0.8983	High Similarity	NPC469752
0.8983	High Similarity	NPC284406
0.8983	High Similarity	NPC232785
0.8983	High Similarity	NPC10823
0.8983	High Similarity	NPC329986
0.8983	High Similarity	NPC86159
0.8983	High Similarity	NPC70542
0.8983	High Similarity	NPC276838
0.8983	High Similarity	NPC469753
0.8983	High Similarity	NPC471358
0.8983	High Similarity	NPC125077
0.8983	High Similarity	NPC471359
0.8983	High Similarity	NPC9499
0.8983	High Similarity	NPC188234
0.8983	High Similarity	NPC251866
0.8983	High Similarity	NPC471352
0.8983	High Similarity	NPC469755
0.8983	High Similarity	NPC6108
0.8983	High Similarity	NPC469754
0.8983	High Similarity	NPC140092
0.8983	High Similarity	NPC197707
0.8983	High Similarity	NPC17896
0.8972	High Similarity	NPC473199
0.8962	High Similarity	NPC472821
0.8947	High Similarity	NPC135369
0.8908	High Similarity	NPC253456
0.8908	High Similarity	NPC16569
0.8908	High Similarity	NPC159338
0.8898	High Similarity	NPC311534
0.8889	High Similarity	NPC472820
0.8833	High Similarity	NPC93416
0.8833	High Similarity	NPC42670
0.8833	High Similarity	NPC19124
0.8824	High Similarity	NPC91
0.8807	High Similarity	NPC472988
0.8807	High Similarity	NPC38217
0.8796	High Similarity	NPC220217
0.8796	High Similarity	NPC472818
0.8796	High Similarity	NPC119855
0.8796	High Similarity	NPC186668
0.8785	High Similarity	NPC10232
0.8785	High Similarity	NPC281378
0.8785	High Similarity	NPC189588
0.8785	High Similarity	NPC187302
0.8785	High Similarity	NPC160583
0.8785	High Similarity	NPC97487
0.8785	High Similarity	NPC196471
0.8774	High Similarity	NPC25177
0.8774	High Similarity	NPC268829
0.8774	High Similarity	NPC222875
0.8774	High Similarity	NPC295110
0.8774	High Similarity	NPC247701
0.8761	High Similarity	NPC207637
0.876	High Similarity	NPC225385
0.876	High Similarity	NPC298783
0.876	High Similarity	NPC477709
0.876	High Similarity	NPC157817
0.876	High Similarity	NPC116075
0.876	High Similarity	NPC476221
0.876	High Similarity	NPC247190
0.876	High Similarity	NPC146857
0.876	High Similarity	NPC469749
0.876	High Similarity	NPC32793
0.876	High Similarity	NPC104585
0.875	High Similarity	NPC144068
0.8739	High Similarity	NPC114188
0.8727	High Similarity	NPC154085
0.8727	High Similarity	NPC43976
0.8727	High Similarity	NPC51925
0.8727	High Similarity	NPC473570
0.8727	High Similarity	NPC472901
0.8727	High Similarity	NPC296761
0.8727	High Similarity	NPC206618
0.8727	High Similarity	NPC125361
0.8716	High Similarity	NPC234160
0.8704	High Similarity	NPC472819
0.8692	High Similarity	NPC121423
0.8689	High Similarity	NPC329636
0.8684	High Similarity	NPC476690
0.8684	High Similarity	NPC100048
0.8684	High Similarity	NPC20979
0.8673	High Similarity	NPC477580
0.8661	High Similarity	NPC216595
0.8661	High Similarity	NPC475354
0.8661	High Similarity	NPC473567
0.8649	High Similarity	NPC191439
0.8649	High Similarity	NPC170974
0.8649	High Similarity	NPC103627
0.8649	High Similarity	NPC177047
0.8636	High Similarity	NPC38948
0.8632	High Similarity	NPC471082
0.8624	High Similarity	NPC51719
0.8624	High Similarity	NPC472898
0.8624	High Similarity	NPC472899
0.8624	High Similarity	NPC239961
0.8624	High Similarity	NPC85670
0.8624	High Similarity	NPC472900
0.8621	High Similarity	NPC257610
0.8618	High Similarity	NPC194716
0.8611	High Similarity	NPC213190
0.8609	High Similarity	NPC10366
0.8609	High Similarity	NPC472080
0.8609	High Similarity	NPC475403
0.8609	High Similarity	NPC160888
0.8607	High Similarity	NPC142756
0.8598	High Similarity	NPC4831
0.8598	High Similarity	NPC88000
0.8598	High Similarity	NPC477717

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 NPC199428 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	212
0.1-0.2	1795
0.2-0.3	4072
0.3-0.4	2051
0.4-0.5	537
0.5-0.6	271
0.6-0.7	166
0.7-0.8	31
0.8-0.85	2
0.85-0.9	0
0.9-0.95	8
0.95-1	5

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9815	High Similarity	NPD7328	Approved
0.9815	High Similarity	NPD7327	Approved
0.9725	High Similarity	NPD7516	Approved
0.9636	High Similarity	NPD8294	Approved
0.9636	High Similarity	NPD8377	Approved
0.955	High Similarity	NPD8335	Approved
0.955	High Similarity	NPD8296	Approved
0.955	High Similarity	NPD8380	Approved
0.955	High Similarity	NPD8378	Approved
0.955	High Similarity	NPD8379	Approved
0.955	High Similarity	NPD8033	Approved
0.9217	High Similarity	NPD7507	Approved
0.8983	High Similarity	NPD7319	Approved
0.887	High Similarity	NPD7503	Approved
0.8304	Intermediate Similarity	NPD6686	Approved
0.8103	Intermediate Similarity	NPD8133	Approved
0.8073	Intermediate Similarity	NPD7638	Approved
0.8053	Intermediate Similarity	NPD6412	Phase 2
0.8	Intermediate Similarity	NPD7640	Approved
0.8	Intermediate Similarity	NPD7639	Approved
0.784	Intermediate Similarity	NPD7736	Approved
0.7778	Intermediate Similarity	NPD7625	Phase 1
0.7619	Intermediate Similarity	NPD8293	Discontinued
0.7581	Intermediate Similarity	NPD6370	Approved
0.746	Intermediate Similarity	NPD7492	Approved
0.7419	Intermediate Similarity	NPD6059	Approved
0.7419	Intermediate Similarity	NPD6054	Approved
0.7417	Intermediate Similarity	NPD6882	Approved
0.7402	Intermediate Similarity	NPD6616	Approved
0.7391	Intermediate Similarity	NPD7632	Discontinued
0.7381	Intermediate Similarity	NPD8328	Phase 3
0.7344	Intermediate Similarity	NPD7078	Approved
0.7317	Intermediate Similarity	NPD6009	Approved
0.7317	Intermediate Similarity	NPD7115	Discovery
0.7311	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7311	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7297	Intermediate Similarity	NPD8171	Discontinued
0.728	Intermediate Similarity	NPD6319	Approved
0.7273	Intermediate Similarity	NPD8297	Approved
0.7227	Intermediate Similarity	NPD7320	Approved
0.7222	Intermediate Similarity	NPD6016	Approved
0.7222	Intermediate Similarity	NPD6015	Approved
0.7213	Intermediate Similarity	NPD4632	Approved
0.7203	Intermediate Similarity	NPD7128	Approved
0.7203	Intermediate Similarity	NPD5739	Approved
0.7203	Intermediate Similarity	NPD6675	Approved
0.7203	Intermediate Similarity	NPD6402	Approved
0.7167	Intermediate Similarity	NPD6373	Approved
0.7167	Intermediate Similarity	NPD6372	Approved
0.7165	Intermediate Similarity	NPD5988	Approved
0.713	Intermediate Similarity	NPD4225	Approved
0.7109	Intermediate Similarity	NPD6067	Discontinued
0.7107	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD6899	Approved
0.7083	Intermediate Similarity	NPD6881	Approved
0.7049	Intermediate Similarity	NPD6649	Approved
0.7049	Intermediate Similarity	NPD6650	Approved
0.704	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD6051	Approved
0.7009	Intermediate Similarity	NPD5344	Discontinued
0.7	Intermediate Similarity	NPD5701	Approved
0.7	Intermediate Similarity	NPD5697	Approved
0.6992	Remote Similarity	NPD6053	Discontinued
0.6981	Remote Similarity	NPD7525	Registered
0.6975	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6967	Remote Similarity	NPD7102	Approved
0.6967	Remote Similarity	NPD6883	Approved
0.6967	Remote Similarity	NPD7290	Approved
0.6953	Remote Similarity	NPD8516	Approved
0.6953	Remote Similarity	NPD8515	Approved
0.6953	Remote Similarity	NPD8513	Phase 3
0.6953	Remote Similarity	NPD8517	Approved
0.6917	Remote Similarity	NPD6008	Approved
0.6911	Remote Similarity	NPD8130	Phase 1
0.6911	Remote Similarity	NPD6617	Approved
0.6911	Remote Similarity	NPD6869	Approved
0.6911	Remote Similarity	NPD6847	Approved
0.6897	Remote Similarity	NPD6083	Phase 2
0.6897	Remote Similarity	NPD6084	Phase 2
0.6894	Remote Similarity	NPD6033	Approved
0.6885	Remote Similarity	NPD6012	Approved
0.6885	Remote Similarity	NPD6014	Approved
0.6885	Remote Similarity	NPD6013	Approved
0.686	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD7604	Phase 2
0.6822	Remote Similarity	NPD6928	Phase 2
0.6822	Remote Similarity	NPD5983	Phase 2
0.6803	Remote Similarity	NPD6011	Approved
0.6774	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6752	Remote Similarity	NPD4755	Approved
0.6742	Remote Similarity	NPD6336	Discontinued
0.6727	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6696	Remote Similarity	NPD7524	Approved
0.6696	Remote Similarity	NPD4202	Approved
0.6695	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6694	Remote Similarity	NPD4634	Approved
0.6691	Remote Similarity	NPD8449	Approved
0.6667	Remote Similarity	NPD46	Approved
0.6667	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5211	Phase 2
0.6667	Remote Similarity	NPD6698	Approved
0.6642	Remote Similarity	NPD8450	Suspended
0.664	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6639	Remote Similarity	NPD4696	Approved
0.6639	Remote Similarity	NPD5285	Approved
0.6639	Remote Similarity	NPD6648	Approved
0.6639	Remote Similarity	NPD5286	Approved
0.6639	Remote Similarity	NPD4700	Approved
0.6638	Remote Similarity	NPD7748	Approved
0.6637	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.661	Remote Similarity	NPD7902	Approved
0.6609	Remote Similarity	NPD8035	Phase 2
0.6609	Remote Similarity	NPD8034	Phase 2
0.6609	Remote Similarity	NPD7515	Phase 2
0.6585	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6581	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6581	Remote Similarity	NPD5695	Phase 3
0.6577	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6562	Remote Similarity	NPD6274	Approved
0.656	Remote Similarity	NPD6371	Approved
0.6557	Remote Similarity	NPD5141	Approved
0.6555	Remote Similarity	NPD5696	Approved
0.6552	Remote Similarity	NPD6399	Phase 3
0.6549	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD7100	Approved
0.6538	Remote Similarity	NPD7101	Approved
0.6529	Remote Similarity	NPD5225	Approved
0.6529	Remote Similarity	NPD4633	Approved
0.6529	Remote Similarity	NPD5224	Approved
0.6529	Remote Similarity	NPD5226	Approved
0.6522	Remote Similarity	NPD7838	Discovery
0.6518	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6504	Remote Similarity	NPD4767	Approved
0.6504	Remote Similarity	NPD4768	Approved
0.6491	Remote Similarity	NPD6903	Approved
0.6486	Remote Similarity	NPD6695	Phase 3
0.6475	Remote Similarity	NPD5174	Approved
0.6475	Remote Similarity	NPD5175	Approved
0.6466	Remote Similarity	NPD7637	Suspended
0.6466	Remote Similarity	NPD5693	Phase 1
0.6462	Remote Similarity	NPD6335	Approved
0.646	Remote Similarity	NPD6684	Approved
0.646	Remote Similarity	NPD7521	Approved
0.646	Remote Similarity	NPD5330	Approved
0.646	Remote Similarity	NPD7334	Approved
0.646	Remote Similarity	NPD7146	Approved
0.646	Remote Similarity	NPD6409	Approved
0.6446	Remote Similarity	NPD5223	Approved
0.6446	Remote Similarity	NPD4159	Approved
0.6439	Remote Similarity	NPD6909	Approved
0.6439	Remote Similarity	NPD6908	Approved
0.6438	Remote Similarity	NPD7799	Discontinued
0.6435	Remote Similarity	NPD4753	Phase 2
0.6435	Remote Similarity	NPD5328	Approved
0.6423	Remote Similarity	NPD5956	Approved
0.6422	Remote Similarity	NPD7645	Phase 2
0.64	Remote Similarity	NPD4729	Approved
0.64	Remote Similarity	NPD4730	Approved
0.6385	Remote Similarity	NPD6317	Approved
0.6372	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6356	Remote Similarity	NPD7900	Approved
0.6356	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD4754	Approved
0.6336	Remote Similarity	NPD6313	Approved
0.6336	Remote Similarity	NPD6314	Approved
0.6325	Remote Similarity	NPD6079	Approved
0.6324	Remote Similarity	NPD8074	Phase 3
0.6316	Remote Similarity	NPD3618	Phase 1
0.6316	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6299	Remote Similarity	NPD5250	Approved
0.6299	Remote Similarity	NPD5251	Approved
0.6299	Remote Similarity	NPD5248	Approved
0.6299	Remote Similarity	NPD5249	Phase 3
0.6299	Remote Similarity	NPD5247	Approved
0.6296	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6293	Remote Similarity	NPD6080	Approved
0.6293	Remote Similarity	NPD6673	Approved
0.6293	Remote Similarity	NPD6904	Approved
0.6283	Remote Similarity	NPD3665	Phase 1
0.6283	Remote Similarity	NPD3133	Approved
0.6283	Remote Similarity	NPD3666	Approved
0.6273	Remote Similarity	NPD4195	Approved
0.627	Remote Similarity	NPD5128	Approved
0.6261	Remote Similarity	NPD7750	Discontinued
0.625	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6218	Remote Similarity	NPD6001	Approved
0.6216	Remote Similarity	NPD6931	Approved
0.6216	Remote Similarity	NPD6930	Phase 2
0.6207	Remote Similarity	NPD6672	Approved
0.6207	Remote Similarity	NPD5737	Approved
0.6204	Remote Similarity	NPD7339	Approved
0.6204	Remote Similarity	NPD6942	Approved
0.6194	Remote Similarity	NPD6921	Approved
0.6186	Remote Similarity	NPD5284	Approved
0.6186	Remote Similarity	NPD5281	Approved
0.6183	Remote Similarity	NPD6940	Discontinued
0.6167	Remote Similarity	NPD5210	Approved
0.6167	Remote Similarity	NPD4629	Approved
0.6159	Remote Similarity	NPD8337	Approved
0.6159	Remote Similarity	NPD8336	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