NPASS Compound

Structure

CID83241 OpenBabel06191715422D 37 38 0 0 1 0 0 0 0 0999 V2000 -2.3681 4.7918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1797 0.6165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8529 -0.4969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9245 1.8012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6321 0.1428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7101 3.8521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0673 3.0860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2301 -1.3572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0825 3.2597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3641 -0.8572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0962 -0.8572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5521 1.2088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8282 0.1428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1949 0.4428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9397 1.6276 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7660 0.6428 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3641 0.1428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4397 2.4936 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0962 0.1428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5673 1.0352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7660 0.6428 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.2301 0.6428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9397 1.6276 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4981 0.6428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.8356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9622 0.6428 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6321 0.1428 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6942 0.6428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2253 0.0955 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2301 1.6428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4981 1.6428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 3.8356 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3420 -0.9397 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4397 2.4936 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 -1.9245 1.8012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 14 1 0 0 0 0 3 14 1 0 0 0 0 6 7 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 8 11 1 0 0 0 0 10 17 1 0 0 0 0 11 19 2 0 0 0 0 12 14 1 0 0 0 0 12 20 1 0 0 0 0 13 27 2 3 0 0 0 13 29 1 0 0 0 0 15 4 1 6 0 0 0 15 21 1 0 0 0 0 15 35 1 0 0 0 0 16 5 1 1 0 0 0 16 23 1 0 0 0 0 16 36 1 0 0 0 0 17 22 2 0 0 0 0 17 24 1 0 0 0 0 18 9 1 1 0 0 0 18 23 1 0 0 0 0 18 25 1 0 0 0 0 19 22 1 0 0 0 0 19 27 1 0 0 0 0 20 30 2 0 0 0 0 20 37 1 0 0 0 0 21 26 1 0 0 0 0 21 28 1 6 0 0 0 22 31 1 0 0 0 0 23 37 1 6 0 0 0 24 28 2 3 0 0 0 24 32 1 0 0 0 0 25 33 2 0 0 0 0 25 35 1 0 0 0 0 26 34 2 0 0 0 0 26 36 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	520.24
Volume:	521.153
LogP:	4.673
LogD:	2.359
LogS:	-4.115
# Rotatable Bonds:	12
TPSA:	157.33
# H-Bond Aceptor:	11
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.183
Synthetic Accessibility Score:	4.698
Fsp3:	0.577
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.842
MDCK Permeability:	3.993789141532034e-05
Pgp-inhibitor:	0.403
Pgp-substrate:	0.005
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.007
30% Bioavailability (F30%):	0.985

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.942
Plasma Protein Binding (PPB):	81.1063461303711%
Volume Distribution (VD):	0.574
Pgp-substrate:	14.074419021606445%

ADMET: Metabolism

CYP1A2-inhibitor:	0.146
CYP1A2-substrate:	0.064
CYP2C19-inhibitor:	0.371
CYP2C19-substrate:	0.089
CYP2C9-inhibitor:	0.77
CYP2C9-substrate:	0.944
CYP2D6-inhibitor:	0.148
CYP2D6-substrate:	0.139
CYP3A4-inhibitor:	0.883
CYP3A4-substrate:	0.15

ADMET: Excretion

Clearance (CL):	2.206
Half-life (T1/2):	0.478

ADMET: Toxicity

hERG Blockers:	0.008
Human Hepatotoxicity (H-HT):	0.776
Drug-inuced Liver Injury (DILI):	0.893
AMES Toxicity:	0.012
Rat Oral Acute Toxicity:	0.019
Maximum Recommended Daily Dose:	0.013
Skin Sensitization:	0.071
Carcinogencity:	0.172
Eye Corrosion:	0.003
Eye Irritation:	0.016
Respiratory Toxicity:	0.014

Download Data

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

Natural Product: NPC83241

Natural Product ID:	NPC83241
*Common Name:**	Antimycin A3
IUPAC Name:	[(2R,3S,6S,7R,8R)-8-butyl-3-[(3-formamido-2-hydroxybenzoyl)amino]-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
Synonyms:	Antimycin A3
Standard InCHIKey:	PVEVXUMVNWSNIG-PDPGNHKXSA-N
Standard InCHI:	InChI=1S/C26H36N2O9/c1-6-7-9-18-23(37-20(30)12-14(2)3)16(5)36-26(34)21(15(4)35-25(18)33)28-24(32)17-10-8-11-19(22(17)31)27-13-29/h8,10-11,13-16,18,21,23,31H,6-7,9,12H2,1-5H3,(H,27,29)(H,28,32)/t15-,16+,18-,21+,23+/m1/s1
SMILES:	CCCC[C@@H]1[C@H]([C@H](C)OC(=O)[C@H]([C@@H](C)OC1=O)N=C(c1cccc(c1O)N=CO)O)OC(=O)CC(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL436605
PubChem CID:	245869
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000176] Benzoic acids and derivatives [CHEMONTID:0004361] Acylaminobenzoic acid 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
NPO24105	Artemisia iwayomogi	Species	Asteraceae	Eukaryota	n.a.	aerial part	n.a.	DOI[10.1002/hlca.201300170.]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	1996-Sep	PMID[10352947]
NPO17888	Myxococcus xanthus	Species	Myxococcaceae	Bacteria	n.a.	n.a.	n.a.	PMID[12141877]
NPO24105	Artemisia iwayomogi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12735688]
NPO17888	Myxococcus xanthus	Species	Myxococcaceae	Bacteria	n.a.	n.a.	n.a.	PMID[14575429]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15877880]
NPO23720	Taxus wallichiana	Species	Taxaceae	Eukaryota	needles	Himalayan	n.a.	PMID[16480866]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	n.a.	Northeastern Regional Plant Introduction Station at Geneva	1966, 1967, and 1968 crop seasons	PMID[18460139]
NPO24105	Artemisia iwayomogi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23510022]
NPO23720	Taxus wallichiana	Species	Taxaceae	Eukaryota	Stem Bark	n.a.	n.a.	PMID[28240909]
NPO23720	Taxus wallichiana	Species	Taxaceae	Eukaryota	Roots	n.a.	n.a.	PMID[28581744]
NPO17888	Myxococcus xanthus	Species	Myxococcaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31465225]
NPO23720	Taxus wallichiana	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7264680]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	Flower	n.a.	n.a.	Database[FooDB]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO23720	Taxus wallichiana	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21175	Senecio retrorsus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19994	Scutellaria viscidula	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18919	Helenium amarum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21175	Senecio retrorsus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17801	Drimia altissima	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18919	Helenium amarum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23431	Aconitum umbrosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23720	Taxus wallichiana	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19994	Scutellaria viscidula	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19994	Scutellaria viscidula	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23720	Taxus wallichiana	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18919	Helenium amarum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24105	Artemisia iwayomogi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26544	Bolboschoenus maritimus	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23981	Maytenus disticha	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24063	Evasterias retifera	Species	Asteriidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23431	Aconitum umbrosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23175	Streptomyces antibioticus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO19539	Uperoleia rugosa	Species	Myobatrachidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23686	Selinum tenuifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9228.2	Narcissus pseudonarcissus subsp. radinganorum	Subspecies	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18919	Helenium amarum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23781	Lemaireocereus stellatus	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21915	Diospyros chloroxylon	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23688	Lonicera nitida	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22028	Ligularia lankongensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23363	0dulisporium hinnuleum	Species	Xylariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24105	Artemisia iwayomogi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23113	Garcinia neglecta	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23268	Xanthorrhoea reflexa	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21747	Sideritis glacialis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23720	Taxus wallichiana	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20290	Vernonia arkansana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17888	Myxococcus xanthus	Species	Myxococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16976	Phebalium rotundifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22210	Allium ampeloprasum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21175	Senecio retrorsus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23611	Conyza pallidiflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13151.1	Pulsatilla vulgaris subsp. grandis	Subspecies	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19994	Scutellaria viscidula	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17801	Drimia altissima	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6439	Lithospermum carolinense	Species	Boraginaceae	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
IC50	1
Ki	4
MIC	5
Others	11

Activity Type	# Activity
Cell Line	60
Individual Protein	4
Organism	16
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3720	Individual Protein	Apoptosis regulator Bcl-W	Homo sapiens	Ki	=	127000.0	nM	PMID[548025]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	2426.61	nM	PMID[548029]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	14190.58	nM	PMID[548029]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	294.44	nM	PMID[548029]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	4943.11	nM	PMID[548029]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	1153.45	nM	PMID[548029]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	5357.97	nM	PMID[548029]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	96.83	nM	PMID[548029]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	12823.31	nM	PMID[548029]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	3548.13	nM	PMID[548029]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	10.0	nM	PMID[548029]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	7277.8	nM	PMID[548029]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	12.33	nM	PMID[548029]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	2382.32	nM	PMID[548029]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	4226.69	nM	PMID[548029]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	8413.95	nM	PMID[548029]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	10.0	nM	PMID[548029]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	149.28	nM	PMID[548029]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	5321.08	nM	PMID[548029]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	2051.16	nM	PMID[548029]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	16982.44	nM	PMID[548029]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	2910.72	nM	PMID[548029]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	34.67	nM	PMID[548029]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	4365.16	nM	PMID[548029]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	8184.65	nM	PMID[548029]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	6792.04	nM	PMID[548029]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	5929.25	nM	PMID[548029]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	14927.94	nM	PMID[548029]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	443.61	nM	PMID[548029]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	109.4	nM	PMID[548029]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	11721.95	nM	PMID[548029]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	2365.92	nM	PMID[548029]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	10.0	nM	PMID[548029]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	1682.67	nM	PMID[548029]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	1972.42	nM	PMID[548029]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	44.06	nM	PMID[548029]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	21428.91	nM	PMID[548029]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	10864.26	nM	PMID[548029]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	10.0	nM	PMID[548029]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	10.0	nM	PMID[548029]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	6561.45	nM	PMID[548029]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	44.16	nM	PMID[548029]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	321.37	nM	PMID[548029]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	277.97	nM	PMID[548029]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	2192.8	nM	PMID[548029]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	12022.64	nM	PMID[548029]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	10.0	nM	PMID[548029]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	160.32	nM	PMID[548029]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	1111.73	nM	PMID[548029]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	11857.69	nM	PMID[548029]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	3944.57	nM	PMID[548029]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	42.07	nM	PMID[548029]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	13031.67	nM	PMID[548029]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	9078.21	nM	PMID[548029]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	39.99	nM	PMID[548029]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	22.91	nM	PMID[548029]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	883.08	nM	PMID[548029]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	1595.88	nM	PMID[548029]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	6729.77	nM	PMID[548029]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	3341.95	nM	PMID[548029]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	6486.34	nM	PMID[548029]
NPT980	Individual Protein	Apoptosis regulator Bcl-2	Homo sapiens	IC50	=	2000.0	nM	PMID[548022]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IZ	=	16.0	mm	PMID[548023]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IZ	=	18.0	mm	PMID[548023]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IZ	=	19.0	mm	PMID[548023]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IZ	=	26.0	mm	PMID[548023]
NPT2593	Organism	Rhodotorula mucilaginosa	Rhodotorula mucilaginosa	MIC	=	0.39	ug.mL-1	PMID[548024]
NPT875	Organism	Bos taurus	Bos taurus	Log I50	=	7.4	n.a.	PMID[548024]
NPT980	Individual Protein	Apoptosis regulator Bcl-2	Homo sapiens	Ki	=	124000.0	nM	PMID[548025]
NPT2	Others	Unspecified		Ki	=	127000.0	nM	PMID[548025]
NPT980	Individual Protein	Apoptosis regulator Bcl-2	Homo sapiens	Ki	=	831.76	nM	PMID[548026]
NPT20	Organism	Candida albicans	Candida albicans	LD99	=	50.0	mg/ml	PMID[548027]
NPT828	Organism	Phaeosphaeria nodorum	Phaeosphaeria nodorum	LD99	=	0.2	mg/ml	PMID[548027]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	50.0	ppm	PMID[548028]
NPT19	Organism	Escherichia coli	Escherichia coli	IZ	=	7.0	mm	PMID[548028]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	250.0	ppm	PMID[548028]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	IZ	=	8.5	mm	PMID[548028]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	250.0	ppm	PMID[548028]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	IZ	=	8.0	mm	PMID[548028]
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	50.0	ppm	PMID[548028]
NPT20	Organism	Candida albicans	Candida albicans	IZ	=	10.0	mm	PMID[548028]

☑ 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 NPC83241 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	204
0.1-0.2	1055
0.2-0.3	5537
0.3-0.4	11936
0.4-0.5	14921
0.5-0.6	8489
0.6-0.7	515
0.7-0.8	33
0.8-0.85	0
0.85-0.9	3
0.9-0.95	0
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9872	High Similarity	NPC95412
0.8869	High Similarity	NPC315934
0.8869	High Similarity	NPC477392
0.8596	High Similarity	NPC477391
0.7458	Intermediate Similarity	NPC225381
0.7453	Intermediate Similarity	NPC6570
0.7378	Intermediate Similarity	NPC91953
0.7317	Intermediate Similarity	NPC197921
0.7273	Intermediate Similarity	NPC469360
0.7257	Intermediate Similarity	NPC475983
0.7246	Intermediate Similarity	NPC323798
0.7125	Intermediate Similarity	NPC296712
0.7108	Intermediate Similarity	NPC181526
0.7066	Intermediate Similarity	NPC314113
0.7	Intermediate Similarity	NPC70340
0.6984	Remote Similarity	NPC295287
0.6982	Remote Similarity	NPC106183
0.6966	Remote Similarity	NPC72291
0.6962	Remote Similarity	NPC474862
0.6949	Remote Similarity	NPC476194
0.6946	Remote Similarity	NPC471201
0.6946	Remote Similarity	NPC322526
0.6943	Remote Similarity	NPC190663
0.6939	Remote Similarity	NPC472330
0.6939	Remote Similarity	NPC472329
0.6919	Remote Similarity	NPC315829
0.689	Remote Similarity	NPC45191
0.689	Remote Similarity	NPC313466
0.6886	Remote Similarity	NPC473052
0.6886	Remote Similarity	NPC473055
0.6855	Remote Similarity	NPC160493
0.6852	Remote Similarity	NPC476353
0.6851	Remote Similarity	NPC314861
0.6848	Remote Similarity	NPC158277
0.6848	Remote Similarity	NPC279871
0.6848	Remote Similarity	NPC328070
0.6845	Remote Similarity	NPC314270
0.6835	Remote Similarity	NPC80150
0.6833	Remote Similarity	NPC292143
0.6833	Remote Similarity	NPC139506
0.6825	Remote Similarity	NPC132751
0.681	Remote Similarity	NPC101372
0.6778	Remote Similarity	NPC289776
0.6778	Remote Similarity	NPC133470
0.6778	Remote Similarity	NPC191863
0.6758	Remote Similarity	NPC238430
0.6744	Remote Similarity	NPC81026
0.6742	Remote Similarity	NPC212699
0.6742	Remote Similarity	NPC207675
0.6742	Remote Similarity	NPC56635
0.6739	Remote Similarity	NPC310894
0.6738	Remote Similarity	NPC274002
0.6738	Remote Similarity	NPC472331
0.6738	Remote Similarity	NPC269750
0.6738	Remote Similarity	NPC126515
0.6738	Remote Similarity	NPC194671
0.6737	Remote Similarity	NPC315542
0.6731	Remote Similarity	NPC315804
0.6731	Remote Similarity	NPC313804
0.6728	Remote Similarity	NPC4974
0.6724	Remote Similarity	NPC132771
0.6723	Remote Similarity	NPC256689
0.6723	Remote Similarity	NPC123011
0.6703	Remote Similarity	NPC248670
0.6702	Remote Similarity	NPC288854
0.6687	Remote Similarity	NPC326966
0.6686	Remote Similarity	NPC266741
0.6686	Remote Similarity	NPC316574
0.6685	Remote Similarity	NPC199737
0.6685	Remote Similarity	NPC196091
0.6685	Remote Similarity	NPC40234
0.6684	Remote Similarity	NPC471050
0.6684	Remote Similarity	NPC294951
0.6684	Remote Similarity	NPC469829
0.6684	Remote Similarity	NPC471048
0.6684	Remote Similarity	NPC471049
0.6683	Remote Similarity	NPC214368
0.6667	Remote Similarity	NPC127362
0.6667	Remote Similarity	NPC26108
0.6667	Remote Similarity	NPC184161
0.6667	Remote Similarity	NPC319950
0.6667	Remote Similarity	NPC39431
0.6667	Remote Similarity	NPC478147
0.665	Remote Similarity	NPC311357
0.6648	Remote Similarity	NPC241392
0.6647	Remote Similarity	NPC244866
0.6646	Remote Similarity	NPC142577
0.6646	Remote Similarity	NPC169328
0.663	Remote Similarity	NPC231862
0.6627	Remote Similarity	NPC122542
0.6626	Remote Similarity	NPC47667
0.6625	Remote Similarity	NPC478014
0.6625	Remote Similarity	NPC477061
0.6625	Remote Similarity	NPC476183
0.6625	Remote Similarity	NPC478016
0.6625	Remote Similarity	NPC45777
0.6625	Remote Similarity	NPC478015
0.6618	Remote Similarity	NPC314817
0.6618	Remote Similarity	NPC316297
0.6618	Remote Similarity	NPC66191
0.6612	Remote Similarity	NPC204179
0.6604	Remote Similarity	NPC310467
0.6604	Remote Similarity	NPC237420
0.6596	Remote Similarity	NPC315631
0.6593	Remote Similarity	NPC57105
0.6587	Remote Similarity	NPC275538
0.6584	Remote Similarity	NPC476184
0.6584	Remote Similarity	NPC476281
0.6581	Remote Similarity	NPC227553
0.6578	Remote Similarity	NPC473354
0.6578	Remote Similarity	NPC471165
0.6576	Remote Similarity	NPC294516
0.6576	Remote Similarity	NPC107938
0.6575	Remote Similarity	NPC291359
0.6574	Remote Similarity	NPC227033
0.6566	Remote Similarity	NPC325651
0.6564	Remote Similarity	NPC476260
0.6564	Remote Similarity	NPC476241
0.6559	Remote Similarity	NPC112336
0.6559	Remote Similarity	NPC474814
0.6548	Remote Similarity	NPC470392
0.6545	Remote Similarity	NPC210950
0.6545	Remote Similarity	NPC199738
0.6543	Remote Similarity	NPC27581
0.6543	Remote Similarity	NPC50016
0.6524	Remote Similarity	NPC306804
0.6524	Remote Similarity	NPC476179
0.6524	Remote Similarity	NPC273755
0.6524	Remote Similarity	NPC476125
0.6524	Remote Similarity	NPC137627
0.652	Remote Similarity	NPC316403
0.6513	Remote Similarity	NPC163961
0.6513	Remote Similarity	NPC473305
0.6512	Remote Similarity	NPC244536
0.6512	Remote Similarity	NPC314252
0.651	Remote Similarity	NPC320394
0.6508	Remote Similarity	NPC315406
0.6506	Remote Similarity	NPC477839
0.6505	Remote Similarity	NPC46009
0.6505	Remote Similarity	NPC475123
0.6505	Remote Similarity	NPC257354
0.6505	Remote Similarity	NPC475204
0.6503	Remote Similarity	NPC469927
0.6503	Remote Similarity	NPC476278
0.6497	Remote Similarity	NPC328763
0.6489	Remote Similarity	NPC476227
0.6489	Remote Similarity	NPC159767
0.6489	Remote Similarity	NPC155506
0.6486	Remote Similarity	NPC19555
0.648	Remote Similarity	NPC28510
0.6477	Remote Similarity	NPC313886
0.6474	Remote Similarity	NPC475421
0.6474	Remote Similarity	NPC474815
0.6471	Remote Similarity	NPC230611
0.6458	Remote Similarity	NPC272375
0.6458	Remote Similarity	NPC469831
0.645	Remote Similarity	NPC323662
0.6448	Remote Similarity	NPC19023
0.6448	Remote Similarity	NPC306366
0.6443	Remote Similarity	NPC262725
0.6441	Remote Similarity	NPC254798
0.6435	Remote Similarity	NPC186351
0.6433	Remote Similarity	NPC64205
0.6432	Remote Similarity	NPC108804
0.6432	Remote Similarity	NPC108847
0.6432	Remote Similarity	NPC476218
0.6429	Remote Similarity	NPC316224
0.6425	Remote Similarity	NPC477816
0.6421	Remote Similarity	NPC9475
0.6417	Remote Similarity	NPC471568
0.6417	Remote Similarity	NPC473693
0.6417	Remote Similarity	NPC471778
0.6415	Remote Similarity	NPC317254
0.641	Remote Similarity	NPC232872
0.6406	Remote Similarity	NPC476321
0.6404	Remote Similarity	NPC476743
0.6402	Remote Similarity	NPC473402
0.6402	Remote Similarity	NPC227778
0.64	Remote Similarity	NPC314287
0.6398	Remote Similarity	NPC209463
0.6398	Remote Similarity	NPC5932
0.6395	Remote Similarity	NPC287358
0.6387	Remote Similarity	NPC45037
0.6387	Remote Similarity	NPC316161
0.6383	Remote Similarity	NPC89831
0.6382	Remote Similarity	NPC259791
0.6382	Remote Similarity	NPC476205
0.6382	Remote Similarity	NPC476256
0.6382	Remote Similarity	NPC476206
0.6382	Remote Similarity	NPC476129
0.6382	Remote Similarity	NPC476257
0.6382	Remote Similarity	NPC476212
0.6382	Remote Similarity	NPC476207
0.6379	Remote Similarity	NPC477838
0.6379	Remote Similarity	NPC477837
0.6373	Remote Similarity	NPC471526
0.6373	Remote Similarity	NPC167763
0.6373	Remote Similarity	NPC470112
0.6373	Remote Similarity	NPC470903
0.6369	Remote Similarity	NPC476744

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 NPC83241 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	140
0.1-0.2	454
0.2-0.3	991
0.3-0.4	1762
0.4-0.5	3337
0.5-0.6	2294
0.6-0.7	170
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7283	Intermediate Similarity	NPD6045	Phase 3
0.7066	Intermediate Similarity	NPD7978	Discontinued
0.7041	Intermediate Similarity	NPD3400	Discontinued
0.7037	Intermediate Similarity	NPD3136	Phase 2
0.6968	Remote Similarity	NPD3153	Approved
0.6968	Remote Similarity	NPD3154	Approved
0.6951	Remote Similarity	NPD5729	Clinical (unspecified phase)
0.6947	Remote Similarity	NPD7630	Phase 3
0.6947	Remote Similarity	NPD7628	Phase 3
0.6947	Remote Similarity	NPD7629	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD6913	Approved
0.6923	Remote Similarity	NPD1759	Phase 1
0.691	Remote Similarity	NPD3560	Approved
0.691	Remote Similarity	NPD3556	Approved
0.691	Remote Similarity	NPD3559	Clinical (unspecified phase)
0.691	Remote Similarity	NPD3557	Approved
0.691	Remote Similarity	NPD3558	Approved
0.6895	Remote Similarity	NPD1898	Discontinued
0.6859	Remote Similarity	NPD1758	Phase 1
0.6842	Remote Similarity	NPD1196	Approved
0.6829	Remote Similarity	NPD4738	Phase 2
0.6821	Remote Similarity	NPD1543	Discontinued
0.6818	Remote Similarity	NPD1634	Approved
0.6791	Remote Similarity	NPD6184	Discontinued
0.6784	Remote Similarity	NPD1195	Approved
0.678	Remote Similarity	NPD3684	Discontinued
0.6761	Remote Similarity	NPD1633	Approved
0.6758	Remote Similarity	NPD7129	Suspended
0.6686	Remote Similarity	NPD9279	Approved
0.6667	Remote Similarity	NPD6283	Phase 2
0.6667	Remote Similarity	NPD2162	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7972	Discontinued
0.6667	Remote Similarity	NPD6104	Discontinued
0.6648	Remote Similarity	NPD3453	Discontinued
0.6648	Remote Similarity	NPD2366	Approved
0.6648	Remote Similarity	NPD9509	Clinical (unspecified phase)
0.66	Remote Similarity	NPD7566	Clinical (unspecified phase)
0.6598	Remote Similarity	NPD4258	Approved
0.6598	Remote Similarity	NPD4259	Approved
0.6595	Remote Similarity	NPD4606	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD1048	Approved
0.6583	Remote Similarity	NPD6874	Approved
0.6575	Remote Similarity	NPD4335	Clinical (unspecified phase)
0.6574	Remote Similarity	NPD8067	Phase 3
0.6573	Remote Similarity	NPD4003	Phase 3
0.6566	Remote Similarity	NPD4605	Approved
0.6566	Remote Similarity	NPD4604	Approved
0.6556	Remote Similarity	NPD2672	Discontinued
0.6554	Remote Similarity	NPD4186	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD3253	Clinical (unspecified phase)
0.6533	Remote Similarity	NPD4668	Phase 2
0.6526	Remote Similarity	NPD6211	Clinical (unspecified phase)
0.6519	Remote Similarity	NPD3812	Clinical (unspecified phase)
0.6517	Remote Similarity	NPD8330	Clinical (unspecified phase)
0.6512	Remote Similarity	NPD4086	Phase 1
0.6508	Remote Similarity	NPD3965	Phase 1
0.65	Remote Similarity	NPD6502	Phase 2
0.6485	Remote Similarity	NPD2579	Approved
0.6479	Remote Similarity	NPD8356	Approved
0.6471	Remote Similarity	NPD6807	Phase 3
0.6471	Remote Similarity	NPD6905	Phase 2
0.6464	Remote Similarity	NPD980	Clinical (unspecified phase)
0.6461	Remote Similarity	NPD6390	Discontinued
0.6452	Remote Similarity	NPD2249	Approved
0.6452	Remote Similarity	NPD2247	Approved
0.6448	Remote Similarity	NPD2996	Approved
0.6435	Remote Similarity	NPD8430	Approved
0.6425	Remote Similarity	NPD7523	Phase 3
0.6417	Remote Similarity	NPD7608	Discontinued
0.6383	Remote Similarity	NPD1913	Phase 1
0.6382	Remote Similarity	NPD7256	Discontinued
0.6378	Remote Similarity	NPD8025	Phase 2
0.6373	Remote Similarity	NPD2802	Phase 3
0.6373	Remote Similarity	NPD7883	Discontinued
0.6368	Remote Similarity	NPD2361	Approved
0.6364	Remote Similarity	NPD2681	Approved
0.6364	Remote Similarity	NPD2680	Approved
0.6358	Remote Similarity	NPD5788	Clinical (unspecified phase)
0.6355	Remote Similarity	NPD7476	Discontinued
0.6354	Remote Similarity	NPD5445	Approved
0.6349	Remote Similarity	NPD3951	Phase 3
0.6349	Remote Similarity	NPD2248	Approved
0.6349	Remote Similarity	NPD3953	Clinical (unspecified phase)
0.6349	Remote Similarity	NPD3952	Approved
0.6349	Remote Similarity	NPD2246	Approved
0.6348	Remote Similarity	NPD6682	Clinical (unspecified phase)
0.6337	Remote Similarity	NPD5609	Approved
0.6337	Remote Similarity	NPD5608	Approved
0.6329	Remote Similarity	NPD6593	Clinical (unspecified phase)
0.6328	Remote Similarity	NPD5595	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD6793	Clinical (unspecified phase)
0.6322	Remote Similarity	NPD9570	Approved
0.6316	Remote Similarity	NPD2359	Approved
0.6313	Remote Similarity	NPD1664	Clinical (unspecified phase)
0.631	Remote Similarity	NPD6746	Phase 2
0.6308	Remote Similarity	NPD8167	Discontinued
0.6305	Remote Similarity	NPD2339	Phase 3
0.6304	Remote Similarity	NPD6060	Clinical (unspecified phase)
0.6302	Remote Similarity	NPD5557	Phase 1
0.6296	Remote Similarity	NPD4083	Discontinued
0.6294	Remote Similarity	NPD5558	Clinical (unspecified phase)
0.6292	Remote Similarity	NPD3141	Discontinued
0.6289	Remote Similarity	NPD4954	Approved
0.6289	Remote Similarity	NPD5026	Approved
0.6289	Remote Similarity	NPD36	Approved
0.6289	Remote Similarity	NPD5034	Approved
0.6289	Remote Similarity	NPD5028	Approved
0.6289	Remote Similarity	NPD4955	Approved
0.6284	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6284	Remote Similarity	NPD7105	Phase 1
0.6283	Remote Similarity	NPD3909	Discontinued
0.628	Remote Similarity	NPD7043	Discontinued
0.6279	Remote Similarity	NPD555	Phase 2
0.6277	Remote Similarity	NPD2821	Approved
0.6272	Remote Similarity	NPD6359	Clinical (unspecified phase)
0.627	Remote Similarity	NPD7318	Phase 3
0.6269	Remote Similarity	NPD6833	Clinical (unspecified phase)
0.6264	Remote Similarity	NPD6867	Clinical (unspecified phase)
0.6264	Remote Similarity	NPD6866	Clinical (unspecified phase)
0.6256	Remote Similarity	NPD7565	Approved
0.6256	Remote Similarity	NPD5035	Approved
0.625	Remote Similarity	NPD9277	Approved
0.625	Remote Similarity	NPD7596	Clinical (unspecified phase)
0.625	Remote Similarity	NPD8019	Approved
0.625	Remote Similarity	NPD75	Approved
0.6244	Remote Similarity	NPD4951	Discontinued
0.6244	Remote Similarity	NPD2498	Approved
0.6243	Remote Similarity	NPD7131	Phase 3
0.6243	Remote Similarity	NPD1839	Phase 1
0.6237	Remote Similarity	NPD5030	Phase 2
0.6231	Remote Similarity	NPD5871	Discontinued
0.6231	Remote Similarity	NPD5076	Approved
0.6231	Remote Similarity	NPD5077	Approved
0.6226	Remote Similarity	NPD181	Approved
0.6221	Remote Similarity	NPD756	Suspended
0.6216	Remote Similarity	NPD7599	Phase 2
0.6215	Remote Similarity	NPD7292	Approved
0.6211	Remote Similarity	NPD2216	Approved
0.6211	Remote Similarity	NPD2215	Approved
0.6211	Remote Similarity	NPD4150	Clinical (unspecified phase)
0.6211	Remote Similarity	NPD9342	Approved
0.6207	Remote Similarity	NPD3552	Approved
0.6207	Remote Similarity	NPD3553	Approved
0.6207	Remote Similarity	NPD3554	Approved
0.6207	Remote Similarity	NPD3555	Approved
0.6205	Remote Similarity	NPD5108	Clinical (unspecified phase)
0.6204	Remote Similarity	NPD6298	Discontinued
0.6196	Remote Similarity	NPD3778	Approved
0.6196	Remote Similarity	NPD2218	Phase 2
0.6196	Remote Similarity	NPD2217	Approved
0.6196	Remote Similarity	NPD7118	Clinical (unspecified phase)
0.6193	Remote Similarity	NPD9275	Approved
0.6193	Remote Similarity	NPD9276	Approved
0.6193	Remote Similarity	NPD9278	Suspended
0.6193	Remote Similarity	NPD9274	Approved
0.6193	Remote Similarity	NPD7083	Clinical (unspecified phase)
0.6186	Remote Similarity	NPD3823	Discontinued
0.6186	Remote Similarity	NPD7959	Clinical (unspecified phase)
0.6184	Remote Similarity	NPD4465	Phase 2
0.6184	Remote Similarity	NPD4467	Phase 2
0.6175	Remote Similarity	NPD5811	Approved
0.6173	Remote Similarity	NPD9568	Approved
0.6172	Remote Similarity	NPD7302	Phase 3
0.6172	Remote Similarity	NPD7300	Phase 3
0.6171	Remote Similarity	NPD1169	Approved
0.6169	Remote Similarity	NPD7125	Discontinued
0.6169	Remote Similarity	NPD5150	Phase 2
0.6163	Remote Similarity	NPD259	Phase 1
0.6163	Remote Similarity	NPD840	Approved
0.6163	Remote Similarity	NPD7477	Discontinued
0.6163	Remote Similarity	NPD839	Approved
0.6163	Remote Similarity	NPD520	Approved
0.6162	Remote Similarity	NPD7317	Phase 3
0.6162	Remote Similarity	NPD5038	Approved
0.6162	Remote Similarity	NPD7495	Discontinued
0.6162	Remote Similarity	NPD5037	Approved
0.6158	Remote Similarity	NPD6162	Approved
0.6158	Remote Similarity	NPD4168	Approved
0.6158	Remote Similarity	NPD6161	Approved
0.6154	Remote Similarity	NPD8014	Clinical (unspecified phase)
0.615	Remote Similarity	NPD2995	Approved
0.6147	Remote Similarity	NPD8367	Approved
0.6145	Remote Similarity	NPD1835	Phase 1
0.6141	Remote Similarity	NPD3296	Phase 1
0.6138	Remote Similarity	NPD3251	Approved
0.6136	Remote Similarity	NPD7450	Phase 2
0.6134	Remote Similarity	NPD7695	Clinical (unspecified phase)
0.6131	Remote Similarity	NPD2792	Approved
0.6131	Remote Similarity	NPD9587	Clinical (unspecified phase)
0.6127	Remote Similarity	NPD825	Approved
0.6127	Remote Similarity	NPD1393	Approved
0.6127	Remote Similarity	NPD826	Approved
0.6127	Remote Similarity	NPD2203	Discontinued
0.612	Remote Similarity	NPD950	Clinical (unspecified phase)
0.6119	Remote Similarity	NPD4740	Approved
0.6117	Remote Similarity	NPD6604	Discontinued
0.6117	Remote Similarity	NPD7975	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD1348	Approved
0.6111	Remote Similarity	NPD8492	Approved
0.6111	Remote Similarity	NPD5036	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