NPASS Compound

Structure

NPC305984 OpenBabel07101719252D 28 32 0 0 1 0 0 0 0 0999 V2000 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0734 -2.5361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0844 -2.3271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0898 -2.2226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2654 -0.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6722 -1.5181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6667 -1.6226 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 28 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 24 1 0 0 0 0 9 12 2 0 0 0 0 10 13 2 0 0 0 0 10 16 1 0 0 0 0 11 15 1 0 0 0 0 13 28 1 0 0 0 0 14 15 1 0 0 0 0 14 16 2 0 0 0 0 15 20 2 0 0 0 0 16 23 1 0 0 0 0 17 5 1 1 0 0 0 17 22 1 0 0 0 0 17 24 1 0 0 0 0 18 9 1 1 0 0 0 18 20 1 0 0 0 0 18 25 1 0 0 0 0 19 11 1 1 0 0 0 19 21 1 0 0 0 0 19 25 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 21 26 2 0 0 0 0 22 25 1 0 0 0 0 22 27 2 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	379.19
Volume:	387.192
LogP:	3.589
LogD:	3.01
LogS:	-3.824
# Rotatable Bonds:	2
TPSA:	65.64
# H-Bond Aceptor:	6
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.816
Synthetic Accessibility Score:	3.811
Fsp3:	0.455
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.748
MDCK Permeability:	1.0869273864955176e-05
Pgp-inhibitor:	0.475
Pgp-substrate:	0.425
Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.011
30% Bioavailability (F30%):	0.971

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.393
Plasma Protein Binding (PPB):	92.78404998779297%
Volume Distribution (VD):	0.753
Pgp-substrate:	5.8258867263793945%

ADMET: Metabolism

CYP1A2-inhibitor:	0.059
CYP1A2-substrate:	0.498
CYP2C19-inhibitor:	0.887
CYP2C19-substrate:	0.665
CYP2C9-inhibitor:	0.793
CYP2C9-substrate:	0.863
CYP2D6-inhibitor:	0.021
CYP2D6-substrate:	0.24
CYP3A4-inhibitor:	0.832
CYP3A4-substrate:	0.846

ADMET: Excretion

Clearance (CL):	10.084
Half-life (T1/2):	0.192

ADMET: Toxicity

hERG Blockers:	0.025
Human Hepatotoxicity (H-HT):	0.971
Drug-inuced Liver Injury (DILI):	0.966
AMES Toxicity:	0.039
Rat Oral Acute Toxicity:	0.802
Maximum Recommended Daily Dose:	0.931
Skin Sensitization:	0.422
Carcinogencity:	0.382
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.984

Download Data

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

Natural Product: NPC305984

Natural Product ID:	NPC305984
*Common Name:**	Fumitremorgin
IUPAC Name:	n.a.
Synonyms:	Fumitremorgin C
Standard InCHIKey:	DBEYVIGIPJSTOR-FHWLQOOXSA-N
Standard InCHI:	InChI=1S/C22H25N3O3/c1-12(2)9-18-20-15(14-7-6-13(28-3)10-16(14)23-20)11-19-21(26)24-8-4-5-17(24)22(27)25(18)19/h6-7,9-10,17-19,23H,4-5,8,11H2,1-3H3/t17-,18-,19-/m0/s1
SMILES:	COc1ccc2c(c1)[nH]c1c2C[C@@H]2N([C@H]1C=C(C)C)C(=O)[C@H]1N(C2=O)CCC1
Synthetic Gene Cluster:	BGC0000356;
ChEMBL Identifier:	CHEMBL410316
PubChem CID:	403923
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000211] Indoles and derivatives [CHEMONTID:0001213] Pyridoindoles [CHEMONTID:0001914] Beta carbolines

*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
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17616609]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17929896]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19113967]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19159274]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19256529]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	isolated from sediment collected using a hand held deep water sampling device at >33 m depth in Vanuatu	2003	PMID[20303767]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21667925]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21954885]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22106303]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	stem bark of Melia azedarach	n.a.	n.a.	PMID[22409377]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23557488]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23563483]
NPO41486	Streptomyces bullii + Aspergillus fumigatus	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[31953204]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7622436]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
EC50	2
GI50	58
IC50	17
Ki	1
MIC	8
Others	30

Activity Type	# Activity
Cell Line	64
Individual Protein	26
NON-MOLECULAR	1
Organism	19
Others	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	Fluorescence intensity	=	315.0	a.u.	PMID[550180]
NPT393	Cell Line	HCT-116	Homo sapiens	Activity	=	60.0	%	PMID[550180]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	Activity	=	274.5	%	PMID[550181]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	>	11000.0	nM	PMID[550182]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	Inhibition	=	100.0	%	PMID[550182]
NPT111	Cell Line	K562	Homo sapiens	IC50	=	41000.0	nM	PMID[550183]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	Ratio	=	1.9	n.a.	PMID[550184]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	Ratio	=	6.0	n.a.	PMID[550184]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	800.0	nM	PMID[550186]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	Ratio IC50	=	0.83	n.a.	PMID[550188]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	Ratio IC50	=	1.03	n.a.	PMID[550188]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	55975.76	nM	PMID[550189]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	38725.76	nM	PMID[550189]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	29580.12	nM	PMID[550189]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	78342.96	nM	PMID[550189]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	46989.41	nM	PMID[550189]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	73113.91	nM	PMID[550189]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	64416.93	nM	PMID[550189]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	70794.58	nM	PMID[550189]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	29107.17	nM	PMID[550189]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	37153.52	nM	PMID[550189]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	21677.04	nM	PMID[550189]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	43954.16	nM	PMID[550189]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	29580.12	nM	PMID[550189]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	87498.38	nM	PMID[550189]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	51286.14	nM	PMID[550189]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	47973.34	nM	PMID[550189]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	50933.09	nM	PMID[550189]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	22181.96	nM	PMID[550189]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	38106.58	nM	PMID[550189]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[550189]
NPT83	Cell Line	MCF7	Homo sapiens	Activity	=	0.81	%	PMID[550190]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	Ki	=	1300.0	nM	PMID[550196]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	731.0	nM	PMID[550198]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	Imax	=	100.0	%	PMID[550198]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	730.0	nM	PMID[550199]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	960.0	nM	PMID[550200]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	321.0	nM	PMID[550203]
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	=	148.0	nM	PMID[550203]
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	=	168.0	nM	PMID[550203]
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	=	186.0	nM	PMID[550203]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	451.0	nM	PMID[550203]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	612.0	nM	PMID[550203]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	731.0	nM	PMID[550204]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	EC50	=	1000.0	nM	PMID[550206]
NPT1422	Individual Protein	ATP-binding cassette sub-family G member 2	Homo sapiens	IC50	=	1483.0	nM	PMID[550208]
NPT1594	Individual Protein	Multidrug resistance-associated protein 1	Homo sapiens	Inhibition	<=	10.0	%	PMID[550208]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	Inhibition	=	0.8	%	PMID[550182]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	Inhibition	=	22.0	%	PMID[550182]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	IZ	=	0.0	mm	PMID[550185]
NPT1769	Organism	Mythimna separata	Mythimna separata	AFI	=	15.0	%	PMID[550197]
NPT176	Organism	Artemia salina	Artemia salina	LC50	=	40.5	ug.mL-1	PMID[550197]
NPT1203	Organism	Fusarium graminearum	Fusarium graminearum	MIC	=	12.5	ug.mL-1	PMID[550197]
NPT2648	Organism	Fusarium oxysporum f. sp. vasinfectum	Fusarium oxysporum f. sp. vasinfectum	MIC	=	50.0	ug.mL-1	PMID[550197]
NPT5164	Organism	Fusarium oxysporum f. sp. niveum	Fusarium oxysporum f. sp. niveum	MIC	=	25.0	ug.mL-1	PMID[550197]
NPT2600	Organism	Fusarium solani	Fusarium solani	MIC	=	50.0	ug.mL-1	PMID[550197]
NPT562	Organism	Colletotrichum gloeosporioides	Colletotrichum gloeosporioides	MIC	=	12.5	ug.mL-1	PMID[550197]
NPT962	Organism	Alternaria alternata	Alternaria alternata	MIC	=	12.5	ug.mL-1	PMID[550197]
NPT2705	Organism	Alternaria solani	Alternaria solani	MIC	=	25.0	ug.mL-1	PMID[550197]
NPT635	Organism	Botryotinia fuckeliana	Botryotinia fuckeliana	MIC	=	12.5	ug.mL-1	PMID[550197]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	0.82	nM	PMID[550201]
NPT2	Others	Unspecified		IC50	=	5.42	nM	PMID[550201]
NPT2	Others	Unspecified		Ratio	=	7.0	n.a.	PMID[550201]
NPT2	Others	Unspecified		Ratio IC50	=	2.85	n.a.	PMID[550203]
NPT2	Others	Unspecified		Ratio IC50	=	1.49	n.a.	PMID[550203]
NPT2	Others	Unspecified		Ratio IC50	=	2.1	n.a.	PMID[550203]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	=	-0.45	%	PMID[550205]
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	5.9	%	PMID[550205]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	=	5.98	%	PMID[550205]
NPT20	Organism	Candida albicans	Candida albicans	Inhibition	=	1.52	%	PMID[550205]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	Inhibition	=	-5.88	%	PMID[550205]
NPT2922	Organism	Staphylococcus aureus subsp. aureus	Staphylococcus aureus subsp. aureus	Inhibition	=	-0.07	%	PMID[550205]
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	=	0.14	%	PMID[550205]
NPT2	Others	Unspecified		Activity	=	100.0	%	PMID[550207]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	EC50	=	412.0	nM	PMID[550208]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	Emax	=	-20.0	%	PMID[550208]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	IC50	=	1808.0	nM	PMID[550208]

☑ 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 NPC305984 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	454
0.1-0.2	2902
0.2-0.3	13520
0.3-0.4	7273
0.4-0.5	12240
0.5-0.6	3463
0.6-0.7	2113
0.7-0.8	672
0.8-0.85	42
0.85-0.9	12
0.9-0.95	5
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9347	High Similarity	NPC303658
0.9187	High Similarity	NPC184680
0.9143	High Similarity	NPC470785
0.9143	High Similarity	NPC470784
0.9034	High Similarity	NPC194740
0.8867	High Similarity	NPC148183
0.8867	High Similarity	NPC152768
0.8798	High Similarity	NPC21638
0.8676	High Similarity	NPC469592
0.8676	High Similarity	NPC471080
0.8627	High Similarity	NPC264176
0.8599	High Similarity	NPC473041
0.8525	High Similarity	NPC474183
0.851	High Similarity	NPC469594
0.8498	Intermediate Similarity	NPC471762
0.845	Intermediate Similarity	NPC329747
0.8431	Intermediate Similarity	NPC475910
0.8411	Intermediate Similarity	NPC311906
0.8366	Intermediate Similarity	NPC295898
0.8357	Intermediate Similarity	NPC472098
0.8341	Intermediate Similarity	NPC323969
0.8326	Intermediate Similarity	NPC66777
0.8302	Intermediate Similarity	NPC60621
0.8299	Intermediate Similarity	NPC84478
0.8273	Intermediate Similarity	NPC101350
0.8261	Intermediate Similarity	NPC471304
0.8257	Intermediate Similarity	NPC473105
0.8255	Intermediate Similarity	NPC472099
0.8227	Intermediate Similarity	NPC235685
0.8224	Intermediate Similarity	NPC122436
0.8213	Intermediate Similarity	NPC469589
0.8194	Intermediate Similarity	NPC478078
0.8173	Intermediate Similarity	NPC167860
0.8173	Intermediate Similarity	NPC123976
0.817	Intermediate Similarity	NPC81939
0.816	Intermediate Similarity	NPC96321
0.8137	Intermediate Similarity	NPC232727
0.8133	Intermediate Similarity	NPC475666
0.8116	Intermediate Similarity	NPC249583
0.8116	Intermediate Similarity	NPC4687
0.8108	Intermediate Similarity	NPC131486
0.8107	Intermediate Similarity	NPC285558
0.8088	Intermediate Similarity	NPC329793
0.8079	Intermediate Similarity	NPC306376
0.8073	Intermediate Similarity	NPC161861
0.8066	Intermediate Similarity	NPC330009
0.804	Intermediate Similarity	NPC196251
0.804	Intermediate Similarity	NPC102338
0.804	Intermediate Similarity	NPC111602
0.804	Intermediate Similarity	NPC63199
0.8028	Intermediate Similarity	NPC157931
0.8	Intermediate Similarity	NPC472112
0.8	Intermediate Similarity	NPC260434
0.7991	Intermediate Similarity	NPC133609
0.7962	Intermediate Similarity	NPC87413
0.7957	Intermediate Similarity	NPC189079
0.7953	Intermediate Similarity	NPC193267
0.7953	Intermediate Similarity	NPC213530
0.7952	Intermediate Similarity	NPC174758
0.7943	Intermediate Similarity	NPC270918
0.7925	Intermediate Similarity	NPC308137
0.7925	Intermediate Similarity	NPC310211
0.7921	Intermediate Similarity	NPC472113
0.7911	Intermediate Similarity	NPC475816
0.7904	Intermediate Similarity	NPC63971
0.7904	Intermediate Similarity	NPC91868
0.7902	Intermediate Similarity	NPC72211
0.7888	Intermediate Similarity	NPC303374
0.7885	Intermediate Similarity	NPC476098
0.788	Intermediate Similarity	NPC198503
0.7876	Intermediate Similarity	NPC477066
0.786	Intermediate Similarity	NPC169402
0.7854	Intermediate Similarity	NPC70956
0.7854	Intermediate Similarity	NPC243834
0.785	Intermediate Similarity	NPC116238
0.7845	Intermediate Similarity	NPC244543
0.7841	Intermediate Similarity	NPC478081
0.7841	Intermediate Similarity	NPC477067
0.7841	Intermediate Similarity	NPC478082
0.7834	Intermediate Similarity	NPC150239
0.7833	Intermediate Similarity	NPC204970
0.7826	Intermediate Similarity	NPC312870
0.7826	Intermediate Similarity	NPC254240
0.7826	Intermediate Similarity	NPC128265
0.7826	Intermediate Similarity	NPC199851
0.7826	Intermediate Similarity	NPC294909
0.7814	Intermediate Similarity	NPC170114
0.7805	Intermediate Similarity	NPC70259
0.7799	Intermediate Similarity	NPC223427
0.7789	Intermediate Similarity	NPC176127
0.7787	Intermediate Similarity	NPC284685
0.7767	Intermediate Similarity	NPC470549
0.7763	Intermediate Similarity	NPC280272
0.7756	Intermediate Similarity	NPC205934
0.7756	Intermediate Similarity	NPC43787
0.7756	Intermediate Similarity	NPC131017
0.7748	Intermediate Similarity	NPC314954
0.7742	Intermediate Similarity	NPC247803
0.7742	Intermediate Similarity	NPC46561
0.7742	Intermediate Similarity	NPC264285
0.774	Intermediate Similarity	NPC249040
0.7739	Intermediate Similarity	NPC469734
0.7738	Intermediate Similarity	NPC319232
0.7738	Intermediate Similarity	NPC24370
0.7736	Intermediate Similarity	NPC39679
0.7731	Intermediate Similarity	NPC183407
0.7731	Intermediate Similarity	NPC274982
0.7731	Intermediate Similarity	NPC322064
0.7729	Intermediate Similarity	NPC100863
0.7723	Intermediate Similarity	NPC475720
0.7723	Intermediate Similarity	NPC474192
0.7714	Intermediate Similarity	NPC162484
0.7713	Intermediate Similarity	NPC326363
0.7706	Intermediate Similarity	NPC208084
0.7706	Intermediate Similarity	NPC17437
0.7703	Intermediate Similarity	NPC476044
0.7703	Intermediate Similarity	NPC261251
0.7703	Intermediate Similarity	NPC304307
0.7703	Intermediate Similarity	NPC257851
0.7703	Intermediate Similarity	NPC118559
0.7703	Intermediate Similarity	NPC34580
0.7703	Intermediate Similarity	NPC124920
0.7702	Intermediate Similarity	NPC53534
0.77	Intermediate Similarity	NPC174672
0.7688	Intermediate Similarity	NPC91179
0.7688	Intermediate Similarity	NPC469896
0.7686	Intermediate Similarity	NPC473540
0.7682	Intermediate Similarity	NPC220851
0.7671	Intermediate Similarity	NPC128115
0.7671	Intermediate Similarity	NPC477533
0.7671	Intermediate Similarity	NPC174760
0.7668	Intermediate Similarity	NPC100547
0.7667	Intermediate Similarity	NPC291535
0.7667	Intermediate Similarity	NPC475085
0.7667	Intermediate Similarity	NPC475112
0.7658	Intermediate Similarity	NPC214142
0.7656	Intermediate Similarity	NPC176538
0.7655	Intermediate Similarity	NPC39370
0.765	Intermediate Similarity	NPC469928
0.7644	Intermediate Similarity	NPC473186
0.7642	Intermediate Similarity	NPC45190
0.7642	Intermediate Similarity	NPC472111
0.7642	Intermediate Similarity	NPC300156
0.7639	Intermediate Similarity	NPC478074
0.7638	Intermediate Similarity	NPC72980
0.7636	Intermediate Similarity	NPC310118
0.7634	Intermediate Similarity	NPC322135
0.7634	Intermediate Similarity	NPC223409
0.7634	Intermediate Similarity	NPC95240
0.7633	Intermediate Similarity	NPC245916
0.7633	Intermediate Similarity	NPC13880
0.7627	Intermediate Similarity	NPC478083
0.7626	Intermediate Similarity	NPC288987
0.7625	Intermediate Similarity	NPC88923
0.7625	Intermediate Similarity	NPC100734
0.7625	Intermediate Similarity	NPC315634
0.7623	Intermediate Similarity	NPC473185
0.7621	Intermediate Similarity	NPC473187
0.7619	Intermediate Similarity	NPC267423
0.7619	Intermediate Similarity	NPC78609
0.761	Intermediate Similarity	NPC92111
0.7602	Intermediate Similarity	NPC16352
0.76	Intermediate Similarity	NPC14288
0.7598	Intermediate Similarity	NPC175474
0.7593	Intermediate Similarity	NPC94157
0.7583	Intermediate Similarity	NPC152620
0.7577	Intermediate Similarity	NPC325976
0.7574	Intermediate Similarity	NPC258480
0.7566	Intermediate Similarity	NPC54803
0.7566	Intermediate Similarity	NPC321592
0.7566	Intermediate Similarity	NPC469554
0.7561	Intermediate Similarity	NPC76748
0.7559	Intermediate Similarity	NPC476106
0.7546	Intermediate Similarity	NPC146418
0.7545	Intermediate Similarity	NPC473179
0.7536	Intermediate Similarity	NPC307963
0.7534	Intermediate Similarity	NPC179287
0.7533	Intermediate Similarity	NPC323198
0.7533	Intermediate Similarity	NPC284888
0.7533	Intermediate Similarity	NPC323752
0.7523	Intermediate Similarity	NPC477979
0.7523	Intermediate Similarity	NPC321428
0.7523	Intermediate Similarity	NPC193777
0.7523	Intermediate Similarity	NPC50562
0.7522	Intermediate Similarity	NPC475253
0.7512	Intermediate Similarity	NPC296527
0.7511	Intermediate Similarity	NPC478080
0.75	Intermediate Similarity	NPC199277
0.75	Intermediate Similarity	NPC220151
0.75	Intermediate Similarity	NPC135887
0.75	Intermediate Similarity	NPC19692
0.75	Intermediate Similarity	NPC33064
0.75	Intermediate Similarity	NPC245055
0.75	Intermediate Similarity	NPC66210
0.7489	Intermediate Similarity	NPC26543
0.7489	Intermediate Similarity	NPC67658
0.7489	Intermediate Similarity	NPC3207
0.7489	Intermediate Similarity	NPC196718
0.7489	Intermediate Similarity	NPC101543
0.7488	Intermediate Similarity	NPC82548

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 NPC305984 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	246
0.1-0.2	600
0.2-0.3	855
0.3-0.4	1159
0.4-0.5	2458
0.5-0.6	2542
0.6-0.7	1118
0.7-0.8	169
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8905	High Similarity	NPD4885	Approved
0.8341	Intermediate Similarity	NPD5658	Approved
0.8178	Intermediate Similarity	NPD6824	Clinical (unspecified phase)
0.8048	Intermediate Similarity	NPD6567	Clinical (unspecified phase)
0.8028	Intermediate Similarity	NPD7823	Clinical (unspecified phase)
0.7951	Intermediate Similarity	NPD4118	Clinical (unspecified phase)
0.7911	Intermediate Similarity	NPD2921	Clinical (unspecified phase)
0.7826	Intermediate Similarity	NPD4501	Approved
0.7826	Intermediate Similarity	NPD4558	Phase 2
0.7826	Intermediate Similarity	NPD4500	Approved
0.782	Intermediate Similarity	NPD2916	Discontinued
0.7797	Intermediate Similarity	NPD6790	Phase 1
0.7787	Intermediate Similarity	NPD7955	Approved
0.7787	Intermediate Similarity	NPD7956	Approved
0.7767	Intermediate Similarity	NPD5293	Phase 2
0.7742	Intermediate Similarity	NPD8405	Clinical (unspecified phase)
0.7725	Intermediate Similarity	NPD3003	Approved
0.7716	Intermediate Similarity	NPD5482	Discontinued
0.7713	Intermediate Similarity	NPD5479	Discontinued
0.7706	Intermediate Similarity	NPD8358	Approved
0.7692	Intermediate Similarity	NPD4926	Clinical (unspecified phase)
0.7675	Intermediate Similarity	NPD8016	Phase 3
0.7675	Intermediate Similarity	NPD8017	Clinical (unspecified phase)
0.767	Intermediate Similarity	NPD6861	Clinical (unspecified phase)
0.7661	Intermediate Similarity	NPD5632	Approved
0.7658	Intermediate Similarity	NPD7426	Phase 1
0.7626	Intermediate Similarity	NPD7194	Discontinued
0.7625	Intermediate Similarity	NPD7803	Approved
0.7619	Intermediate Similarity	NPD5483	Clinical (unspecified phase)
0.7608	Intermediate Similarity	NPD1768	Approved
0.7594	Intermediate Similarity	NPD4795	Phase 2
0.7591	Intermediate Similarity	NPD6242	Discontinued
0.7585	Intermediate Similarity	NPD3324	Clinical (unspecified phase)
0.7578	Intermediate Similarity	NPD7603	Discontinued
0.7559	Intermediate Similarity	NPD8403	Phase 1
0.7556	Intermediate Similarity	NPD4952	Phase 3
0.7546	Intermediate Similarity	NPD7470	Discontinued
0.7536	Intermediate Similarity	NPD1038	Approved
0.7536	Intermediate Similarity	NPD1304	Clinical (unspecified phase)
0.7512	Intermediate Similarity	NPD3946	Clinical (unspecified phase)
0.7511	Intermediate Similarity	NPD5559	Phase 2
0.7511	Intermediate Similarity	NPD4958	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6568	Discontinued
0.7488	Intermediate Similarity	NPD6376	Discontinued
0.7488	Intermediate Similarity	NPD1739	Approved
0.7488	Intermediate Similarity	NPD1740	Approved
0.7488	Intermediate Similarity	NPD4600	Approved
0.7488	Intermediate Similarity	NPD4601	Approved
0.7458	Intermediate Similarity	NPD7708	Approved
0.7456	Intermediate Similarity	NPD4373	Phase 2
0.7446	Intermediate Similarity	NPD7025	Clinical (unspecified phase)
0.7444	Intermediate Similarity	NPD6160	Clinical (unspecified phase)
0.7443	Intermediate Similarity	NPD5902	Approved
0.7443	Intermediate Similarity	NPD5903	Approved
0.7435	Intermediate Similarity	NPD4368	Phase 2
0.7416	Intermediate Similarity	NPD4418	Discontinued
0.7406	Intermediate Similarity	NPD8255	Phase 2
0.7391	Intermediate Similarity	NPD4499	Approved
0.7389	Intermediate Similarity	NPD3259	Approved
0.7389	Intermediate Similarity	NPD4203	Approved
0.7389	Intermediate Similarity	NPD4204	Approved
0.7388	Intermediate Similarity	NPD8364	Approved
0.7388	Intermediate Similarity	NPD8363	Approved
0.7371	Intermediate Similarity	NPD8459	Approved
0.7371	Intermediate Similarity	NPD8460	Approved
0.7362	Intermediate Similarity	NPD8359	Phase 2
0.7361	Intermediate Similarity	NPD6838	Clinical (unspecified phase)
0.7361	Intermediate Similarity	NPD1392	Approved
0.7342	Intermediate Similarity	NPD6985	Discontinued
0.7336	Intermediate Similarity	NPD6263	Clinical (unspecified phase)
0.7336	Intermediate Similarity	NPD5450	Discontinued
0.7328	Intermediate Similarity	NPD8365	Clinical (unspecified phase)
0.7327	Intermediate Similarity	NPD2510	Approved
0.7327	Intermediate Similarity	NPD2509	Approved
0.7315	Intermediate Similarity	NPD5601	Phase 2
0.7308	Intermediate Similarity	NPD6517	Phase 3
0.7299	Intermediate Similarity	NPD5512	Phase 3
0.7295	Intermediate Similarity	NPD6393	Clinical (unspecified phase)
0.7285	Intermediate Similarity	NPD5417	Clinical (unspecified phase)
0.7281	Intermediate Similarity	NPD7222	Phase 2
0.728	Intermediate Similarity	NPD8466	Approved
0.728	Intermediate Similarity	NPD8467	Approved
0.728	Intermediate Similarity	NPD8465	Approved
0.7277	Intermediate Similarity	NPD5930	Phase 3
0.7261	Intermediate Similarity	NPD7796	Approved
0.7261	Intermediate Similarity	NPD7797	Approved
0.7253	Intermediate Similarity	NPD7729	Clinical (unspecified phase)
0.7252	Intermediate Similarity	NPD3389	Approved
0.7252	Intermediate Similarity	NPD3394	Approved
0.7252	Intermediate Similarity	NPD3393	Approved
0.725	Intermediate Similarity	NPD8463	Approved
0.7249	Intermediate Similarity	NPD7589	Clinical (unspecified phase)
0.7246	Intermediate Similarity	NPD5256	Discontinued
0.7243	Intermediate Similarity	NPD484	Approved
0.7241	Intermediate Similarity	NPD3006	Discontinued
0.7237	Intermediate Similarity	NPD7994	Phase 2
0.7235	Intermediate Similarity	NPD3507	Phase 2
0.7231	Intermediate Similarity	NPD8091	Phase 3
0.723	Intermediate Similarity	NPD4987	Clinical (unspecified phase)
0.7229	Intermediate Similarity	NPD7558	Phase 2
0.7229	Intermediate Similarity	NPD6741	Clinical (unspecified phase)
0.7217	Intermediate Similarity	NPD7284	Clinical (unspecified phase)
0.7212	Intermediate Similarity	NPD6209	Approved
0.7212	Intermediate Similarity	NPD7221	Approved
0.7212	Intermediate Similarity	NPD6995	Phase 1
0.7212	Intermediate Similarity	NPD6141	Clinical (unspecified phase)
0.7212	Intermediate Similarity	NPD7219	Approved
0.7207	Intermediate Similarity	NPD3257	Approved
0.7206	Intermediate Similarity	NPD7393	Clinical (unspecified phase)
0.7204	Intermediate Similarity	NPD802	Phase 2
0.72	Intermediate Similarity	NPD5070	Clinical (unspecified phase)
0.7198	Intermediate Similarity	NPD6344	Clinical (unspecified phase)
0.7198	Intermediate Similarity	NPD6964	Approved
0.7198	Intermediate Similarity	NPD6963	Approved
0.7195	Intermediate Similarity	NPD8284	Discontinued
0.7183	Intermediate Similarity	NPD5003	Discontinued
0.7176	Intermediate Similarity	NPD7690	Clinical (unspecified phase)
0.7175	Intermediate Similarity	NPD5612	Discontinued
0.7167	Intermediate Similarity	NPD7853	Phase 2
0.7165	Intermediate Similarity	NPD8425	Approved
0.7165	Intermediate Similarity	NPD8426	Approved
0.7164	Intermediate Similarity	NPD5183	Approved
0.7164	Intermediate Similarity	NPD5186	Approved
0.7162	Intermediate Similarity	NPD3945	Discontinued
0.7161	Intermediate Similarity	NPD6716	Phase 1
0.7156	Intermediate Similarity	NPD4862	Clinical (unspecified phase)
0.7156	Intermediate Similarity	NPD5530	Phase 1
0.7156	Intermediate Similarity	NPD3258	Approved
0.7155	Intermediate Similarity	NPD5040	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7688	Phase 1
0.7143	Intermediate Similarity	NPD8427	Approved
0.7143	Intermediate Similarity	NPD8429	Approved
0.7143	Intermediate Similarity	NPD8428	Approved
0.7136	Intermediate Similarity	NPD6449	Clinical (unspecified phase)
0.713	Intermediate Similarity	NPD4897	Phase 2
0.7123	Intermediate Similarity	NPD7452	Approved
0.7123	Intermediate Similarity	NPD7453	Approved
0.7122	Intermediate Similarity	NPD3920	Phase 2
0.7117	Intermediate Similarity	NPD3815	Phase 1
0.7117	Intermediate Similarity	NPD3816	Phase 1
0.7116	Intermediate Similarity	NPD3825	Phase 3
0.7111	Intermediate Similarity	NPD4429	Discontinued
0.711	Intermediate Similarity	NPD5426	Phase 3
0.7109	Intermediate Similarity	NPD5913	Phase 3
0.7109	Intermediate Similarity	NPD5912	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD7547	Clinical (unspecified phase)
0.7104	Intermediate Similarity	NPD4900	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD6769	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD7948	Phase 1
0.71	Intermediate Similarity	NPD6969	Phase 2
0.71	Intermediate Similarity	NPD6968	Phase 2
0.71	Intermediate Similarity	NPD1659	Phase 1
0.7095	Intermediate Similarity	NPD5620	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD6608	Clinical (unspecified phase)
0.7094	Intermediate Similarity	NPD5861	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD2189	Approved
0.7091	Intermediate Similarity	NPD2187	Approved
0.7089	Intermediate Similarity	NPD4602	Approved
0.7087	Intermediate Similarity	NPD7268	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD7174	Clinical (unspecified phase)
0.7075	Intermediate Similarity	NPD4372	Phase 1
0.7075	Intermediate Similarity	NPD6569	Phase 2
0.7072	Intermediate Similarity	NPD4502	Phase 2
0.7064	Intermediate Similarity	NPD6176	Phase 1
0.7056	Intermediate Similarity	NPD7710	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD6525	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD6243	Phase 3
0.7054	Intermediate Similarity	NPD6244	Phase 3
0.7051	Intermediate Similarity	NPD2951	Discontinued
0.7049	Intermediate Similarity	NPD6961	Discontinued
0.7043	Intermediate Similarity	NPD3263	Phase 3
0.704	Intermediate Similarity	NPD7594	Clinical (unspecified phase)
0.704	Intermediate Similarity	NPD7069	Discontinued
0.7037	Intermediate Similarity	NPD4548	Discontinued
0.7033	Intermediate Similarity	NPD6530	Approved
0.7033	Intermediate Similarity	NPD6531	Approved
0.703	Intermediate Similarity	NPD2844	Phase 3
0.7022	Intermediate Similarity	NPD2433	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD5669	Clinical (unspecified phase)
0.7014	Intermediate Similarity	NPD7665	Phase 2
0.7014	Intermediate Similarity	NPD7666	Phase 3
0.7013	Intermediate Similarity	NPD7731	Approved
0.7013	Intermediate Similarity	NPD7730	Approved
0.7012	Intermediate Similarity	NPD8102	Discontinued
0.7009	Intermediate Similarity	NPD3810	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD7953	Approved
0.7009	Intermediate Similarity	NPD7951	Approved
0.7009	Intermediate Similarity	NPD7790	Approved
0.7009	Intermediate Similarity	NPD3243	Approved
0.7009	Intermediate Similarity	NPD7952	Approved
0.7009	Intermediate Similarity	NPD7571	Clinical (unspecified phase)
0.7009	Intermediate Similarity	NPD7950	Approved
0.7009	Intermediate Similarity	NPD7789	Approved
0.7009	Intermediate Similarity	NPD7791	Approved
0.7008	Intermediate Similarity	NPD8247	Approved
0.7008	Intermediate Similarity	NPD8246	Approved
0.7	Intermediate Similarity	NPD6247	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7271	Approved
0.7	Intermediate Similarity	NPD5488	Discontinued
0.7	Intermediate Similarity	NPD4901	Clinical (unspecified phase)

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