NPASS Compound

Structure

CID234933 OpenBabel06191716032D 24 27 0 0 0 0 0 0 0 0999 V2000 -0.2588 -1.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7934 -0.3912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 23 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 12 2 0 0 0 0 8 14 2 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 20 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 14 1 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 18 2 0 0 0 0 14 21 1 0 0 0 0 15 24 1 0 0 0 0 16 17 2 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 21 1 0 0 0 0 19 22 2 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	321.14
Volume:	336.526
LogP:	3.962
LogD:	3.514
LogS:	-4.707
# Rotatable Bonds:	1
TPSA:	40.46
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.639
Synthetic Accessibility Score:	2.666
Fsp3:	0.25
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:	-4.654
MDCK Permeability:	2.171255437133368e-05
Pgp-inhibitor:	0.866
Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.036
20% Bioavailability (F20%):	0.01
30% Bioavailability (F30%):	0.19

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.612
Plasma Protein Binding (PPB):	96.66524505615234%
Volume Distribution (VD):	0.543
Pgp-substrate:	1.7379181385040283%

ADMET: Metabolism

CYP1A2-inhibitor:	0.95
CYP1A2-substrate:	0.936
CYP2C19-inhibitor:	0.94
CYP2C19-substrate:	0.792
CYP2C9-inhibitor:	0.879
CYP2C9-substrate:	0.931
CYP2D6-inhibitor:	0.871
CYP2D6-substrate:	0.868
CYP3A4-inhibitor:	0.853
CYP3A4-substrate:	0.486

ADMET: Excretion

Clearance (CL):	3.26
Half-life (T1/2):	0.16

ADMET: Toxicity

hERG Blockers:	0.052
Human Hepatotoxicity (H-HT):	0.861
Drug-inuced Liver Injury (DILI):	0.496
AMES Toxicity:	0.908
Rat Oral Acute Toxicity:	0.692
Maximum Recommended Daily Dose:	0.894
Skin Sensitization:	0.431
Carcinogencity:	0.959
Eye Corrosion:	0.004
Eye Irritation:	0.743
Respiratory Toxicity:	0.93

Download Data

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

Natural Product: NPC234933

Natural Product ID:	NPC234933
*Common Name:**	Acronine
IUPAC Name:	6-methoxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one
Synonyms:	Acronine; Compound 42339
Standard InCHIKey:	SMPZPKRDRQOOHT-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C20H19NO3/c1-20(2)10-9-13-15(24-20)11-16(23-4)17-18(13)21(3)14-8-6-5-7-12(14)19(17)22/h5-11H,1-4H3
SMILES:	COc1cc2OC(C)(C)C=Cc2c2c1c(=O)c1c(n2C)cccc1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL285852
PubChem CID:	345512
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001253] Quinolines and derivatives [CHEMONTID:0001908] Benzoquinolines [CHEMONTID:0000274] Acridines [CHEMONTID:0001811] Acridones

*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
NPO12980	Acronychia pedunculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12880321]
NPO20468	Sarcomelicope simplicifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19191562]
NPO12980	Acronychia pedunculata	Species	Rutaceae	Eukaryota	n.a.	bark	n.a.	PMID[22708987]
NPO12980	Acronychia pedunculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22708987]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	leaf	n.a.	PMID[24354205]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	twig	n.a.	PMID[24354205]
NPO12980	Acronychia pedunculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2614422]
NPO28126	Cordyceps militaris	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27753	Chrysosplenium tosaense	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12980	Acronychia pedunculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2357	Acronychia baueri	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28830	Acronychia haplophylla	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28126	Cordyceps militaris	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2357	Acronychia baueri	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28830	Acronychia haplophylla	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27753	Chrysosplenium tosaense	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12980	Acronychia pedunculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2357	Acronychia baueri	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28830	Acronychia haplophylla	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12980	Acronychia pedunculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28126	Cordyceps militaris	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2357	Acronychia baueri	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27605	Dipteris conjugata	Species	Dipteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27753	Chrysosplenium tosaense	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28830	Acronychia haplophylla	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12980	Acronychia pedunculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2715	Murraya paniculata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20468	Sarcomelicope simplicifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3659	Limonium bicolor	Species	Plumbaginaceae	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	3
GI50	56
IC50	24
Others	8

Activity Type	# Activity
Cell Line	83
Individual Protein	1
NON-MOLECULAR	2
Organism	1
Others	1
Uncleic Acid	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT137	Cell Line	L1210	Mus musculus	IC50	=	19900.0	nM	PMID[575264]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	27000.0	nM	PMID[575265]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	100000.0	nM	PMID[575265]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	>	100000.0	nM	PMID[575265]
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	>	100000.0	nM	PMID[575265]
NPT5369	Cell Line	HRT-18 cell line		IC50	>	100000.0	nM	PMID[575265]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	100000.0	nM	PMID[575266]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	>	100000.0	nM	PMID[575266]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	27000.0	nM	PMID[575266]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	26200.0	nM	PMID[575267]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	24100.0	nM	PMID[575268]
NPT168	Cell Line	P388	Mus musculus	Activity	=	125.0	%	PMID[575268]
NPT730	Cell Line	MC-38	Mus musculus	Activity	=	4.0	%	PMID[575268]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	26200.0	nM	PMID[575269]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	23000.0	nM	PMID[575270]
NPT1178	Cell Line	KB 3-1	Homo sapiens	IC50	=	3700.0	nM	PMID[575270]
NPT459	Individual Protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC50	>	200.0	ug.mL-1	PMID[575272]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	25000.0	nM	PMID[575273]
NPT168	Cell Line	P388	Mus musculus	T/C	=	125.0	%	PMID[575273]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	23000.0	nM	PMID[575274]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	10400.0	nM	PMID[575275]
NPT168	Cell Line	P388	Mus musculus	T/C	=	125.0	%	PMID[575276]
NPT730	Cell Line	MC-38	Mus musculus	T/C	=	4.0	%	PMID[575276]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	10400.0	nM	PMID[575276]
NPT941	Cell Line	HaCaT	Homo sapiens	IC50	=	3200.0	nM	PMID[575277]
NPT941	Cell Line	HaCaT	Homo sapiens	Activity	=	70.4	mU/ml	PMID[575277]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	45394.16	nM	PMID[575278]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	33419.5	nM	PMID[575278]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	49888.45	nM	PMID[575278]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	60673.63	nM	PMID[575278]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	37844.26	nM	PMID[575278]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	52119.47	nM	PMID[575278]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	16180.8	nM	PMID[575278]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	46881.34	nM	PMID[575278]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	n.a.	23334.58	nM	PMID[575278]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	885.12	nM	PMID[575278]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	n.a.	72276.98	nM	PMID[575278]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	18450.15	nM	PMID[575278]
NPT574	Cell Line	XF498	Homo sapiens	GI50	n.a.	49659.23	nM	PMID[575278]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	27925.44	nM	PMID[575278]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	n.a.	49888.45	nM	PMID[575278]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	82603.79	nM	PMID[575278]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	45289.76	nM	PMID[575278]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT731	Cell Line	LXFL 529	Homo sapiens	GI50	n.a.	93972.33	nM	PMID[575278]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	n.a.	45394.16	nM	PMID[575278]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	43551.19	nM	PMID[575278]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	96161.23	nM	PMID[575278]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	58479.01	nM	PMID[575278]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	32284.94	nM	PMID[575278]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	70957.78	nM	PMID[575278]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	79067.86	nM	PMID[575278]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	56885.29	nM	PMID[575278]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	48640.72	nM	PMID[575278]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	25061.09	nM	PMID[575278]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[575278]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	n.a.	55975.76	nM	PMID[575278]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	23000.0	nM	PMID[575279]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	21000.0	nM	PMID[575280]
NPT32	Organism	Mus musculus	Mus musculus	T/C (survival)	=	125.0	%	PMID[575264]
NPT1881	Uncleic Acid	Calf thymus DNA	Bos taurus	EC50	=	270400.0	nM	PMID[575265]
NPT1881	Uncleic Acid	Calf thymus DNA	Bos taurus	EC50	=	82000.0	nM	PMID[575266]
NPT1881	Uncleic Acid	Calf thymus DNA	Bos taurus	Activity	<	30.0	%	PMID[575271]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	3700.0	nM	PMID[575274]
NPT1	Others	Radical scavenging activity		EC50	>	500000.0	nM	PMID[575277]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	3700.0	nM	PMID[575279]

☑ 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 NPC234933 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	572
0.1-0.2	3359
0.2-0.3	12365
0.3-0.4	4371
0.4-0.5	9695
0.5-0.6	9731
0.6-0.7	2247
0.7-0.8	296
0.8-0.85	34
0.85-0.9	15
0.9-0.95	10
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9667	High Similarity	NPC15987
0.9609	High Similarity	NPC241263
0.9247	High Similarity	NPC198160
0.9239	High Similarity	NPC288759
0.9218	High Similarity	NPC1820
0.9167	High Similarity	NPC114039
0.9167	High Similarity	NPC206109
0.914	High Similarity	NPC313112
0.914	High Similarity	NPC301292
0.9105	High Similarity	NPC116178
0.9058	High Similarity	NPC30749
0.9058	High Similarity	NPC321166
0.9058	High Similarity	NPC217903
0.9005	High Similarity	NPC305542
0.8743	High Similarity	NPC212123
0.8737	High Similarity	NPC329830
0.866	High Similarity	NPC218303
0.8622	High Similarity	NPC176113
0.8611	High Similarity	NPC298320
0.8522	High Similarity	NPC13249
0.8469	Intermediate Similarity	NPC295479
0.8469	Intermediate Similarity	NPC220241
0.8466	Intermediate Similarity	NPC299582
0.8384	Intermediate Similarity	NPC268223
0.8325	Intermediate Similarity	NPC474366
0.822	Intermediate Similarity	NPC170333
0.8218	Intermediate Similarity	NPC87560
0.8218	Intermediate Similarity	NPC134702
0.8218	Intermediate Similarity	NPC195120
0.8218	Intermediate Similarity	NPC182853
0.8162	Intermediate Similarity	NPC327005
0.8159	Intermediate Similarity	NPC148391
0.8115	Intermediate Similarity	NPC471825
0.8098	Intermediate Similarity	NPC118189
0.8098	Intermediate Similarity	NPC7560
0.8049	Intermediate Similarity	NPC118154
0.8049	Intermediate Similarity	NPC157983
0.802	Intermediate Similarity	NPC114468
0.802	Intermediate Similarity	NPC41216
0.801	Intermediate Similarity	NPC76478
0.8	Intermediate Similarity	NPC204867
0.798	Intermediate Similarity	NPC133156
0.798	Intermediate Similarity	NPC2905
0.7857	Intermediate Similarity	NPC285254
0.7596	Intermediate Similarity	NPC93653
0.7536	Intermediate Similarity	NPC469439
0.7526	Intermediate Similarity	NPC9475
0.7526	Intermediate Similarity	NPC127082
0.7524	Intermediate Similarity	NPC25961
0.75	Intermediate Similarity	NPC45389
0.7458	Intermediate Similarity	NPC472409
0.7448	Intermediate Similarity	NPC85613
0.7386	Intermediate Similarity	NPC157855
0.7358	Intermediate Similarity	NPC5167
0.7348	Intermediate Similarity	NPC144691
0.7345	Intermediate Similarity	NPC17848
0.7333	Intermediate Similarity	NPC59522
0.733	Intermediate Similarity	NPC161196
0.7323	Intermediate Similarity	NPC469437
0.7303	Intermediate Similarity	NPC11566
0.7292	Intermediate Similarity	NPC129578
0.7265	Intermediate Similarity	NPC151171
0.7238	Intermediate Similarity	NPC38219
0.7235	Intermediate Similarity	NPC115588
0.7231	Intermediate Similarity	NPC309692
0.7222	Intermediate Similarity	NPC103362
0.7222	Intermediate Similarity	NPC52576
0.7213	Intermediate Similarity	NPC110303
0.7213	Intermediate Similarity	NPC23728
0.7212	Intermediate Similarity	NPC308943
0.7208	Intermediate Similarity	NPC49184
0.72	Intermediate Similarity	NPC229646
0.7198	Intermediate Similarity	NPC179970
0.7195	Intermediate Similarity	NPC476429
0.7191	Intermediate Similarity	NPC259685
0.7188	Intermediate Similarity	NPC73280
0.7182	Intermediate Similarity	NPC147145
0.7182	Intermediate Similarity	NPC11561
0.7182	Intermediate Similarity	NPC226636
0.7176	Intermediate Similarity	NPC198503
0.7175	Intermediate Similarity	NPC46869
0.7174	Intermediate Similarity	NPC160821
0.7174	Intermediate Similarity	NPC132592
0.7167	Intermediate Similarity	NPC150522
0.7167	Intermediate Similarity	NPC475680
0.7167	Intermediate Similarity	NPC305355
0.7159	Intermediate Similarity	NPC292998
0.7158	Intermediate Similarity	NPC312973
0.7158	Intermediate Similarity	NPC83357
0.7158	Intermediate Similarity	NPC246948
0.7158	Intermediate Similarity	NPC54577
0.7158	Intermediate Similarity	NPC142405
0.7158	Intermediate Similarity	NPC67805
0.7158	Intermediate Similarity	NPC475052
0.7158	Intermediate Similarity	NPC470647
0.7158	Intermediate Similarity	NPC176229
0.7158	Intermediate Similarity	NPC88964
0.7158	Intermediate Similarity	NPC267375
0.7158	Intermediate Similarity	NPC301276
0.7158	Intermediate Similarity	NPC111786
0.7158	Intermediate Similarity	NPC195621
0.7158	Intermediate Similarity	NPC20488
0.7158	Intermediate Similarity	NPC214774
0.7157	Intermediate Similarity	NPC112937
0.7157	Intermediate Similarity	NPC100863
0.715	Intermediate Similarity	NPC208890
0.7143	Intermediate Similarity	NPC17262
0.7143	Intermediate Similarity	NPC106985
0.7143	Intermediate Similarity	NPC219915
0.7143	Intermediate Similarity	NPC284424
0.7143	Intermediate Similarity	NPC18585
0.7143	Intermediate Similarity	NPC166138
0.7135	Intermediate Similarity	NPC254741
0.7127	Intermediate Similarity	NPC110969
0.7127	Intermediate Similarity	NPC147688
0.7127	Intermediate Similarity	NPC205006
0.7127	Intermediate Similarity	NPC156590
0.7127	Intermediate Similarity	NPC64908
0.7127	Intermediate Similarity	NPC118840
0.712	Intermediate Similarity	NPC237635
0.712	Intermediate Similarity	NPC283234
0.712	Intermediate Similarity	NPC201731
0.712	Intermediate Similarity	NPC97716
0.712	Intermediate Similarity	NPC296998
0.712	Intermediate Similarity	NPC104406
0.712	Intermediate Similarity	NPC473077
0.712	Intermediate Similarity	NPC79469
0.712	Intermediate Similarity	NPC24673
0.7119	Intermediate Similarity	NPC125269
0.7115	Intermediate Similarity	NPC268077
0.7104	Intermediate Similarity	NPC234629
0.7104	Intermediate Similarity	NPC311741
0.7104	Intermediate Similarity	NPC209040
0.7102	Intermediate Similarity	NPC473655
0.7102	Intermediate Similarity	NPC101294
0.7094	Intermediate Similarity	NPC264938
0.7092	Intermediate Similarity	NPC283810
0.7088	Intermediate Similarity	NPC62840
0.7088	Intermediate Similarity	NPC299080
0.7088	Intermediate Similarity	NPC144499
0.7088	Intermediate Similarity	NPC293852
0.7088	Intermediate Similarity	NPC217083
0.7088	Intermediate Similarity	NPC78803
0.7088	Intermediate Similarity	NPC59739
0.7088	Intermediate Similarity	NPC214236
0.7083	Intermediate Similarity	NPC298436
0.7081	Intermediate Similarity	NPC161191
0.7081	Intermediate Similarity	NPC266572
0.7081	Intermediate Similarity	NPC6511
0.7081	Intermediate Similarity	NPC296869
0.7079	Intermediate Similarity	NPC99854
0.7079	Intermediate Similarity	NPC473004
0.7073	Intermediate Similarity	NPC193906
0.7073	Intermediate Similarity	NPC83019
0.7073	Intermediate Similarity	NPC17677
0.7073	Intermediate Similarity	NPC23080
0.7073	Intermediate Similarity	NPC71124
0.7072	Intermediate Similarity	NPC261227
0.7072	Intermediate Similarity	NPC159275
0.7072	Intermediate Similarity	NPC241100
0.7072	Intermediate Similarity	NPC171094
0.7072	Intermediate Similarity	NPC69769
0.7072	Intermediate Similarity	NPC235239
0.7072	Intermediate Similarity	NPC270883
0.7072	Intermediate Similarity	NPC172986
0.7065	Intermediate Similarity	NPC477955
0.7064	Intermediate Similarity	NPC251071
0.7049	Intermediate Similarity	NPC149026
0.7049	Intermediate Similarity	NPC39329
0.7049	Intermediate Similarity	NPC214166
0.7049	Intermediate Similarity	NPC164980
0.7049	Intermediate Similarity	NPC221432
0.7049	Intermediate Similarity	NPC91560
0.7049	Intermediate Similarity	NPC150408
0.7049	Intermediate Similarity	NPC175504
0.7049	Intermediate Similarity	NPC143896
0.7049	Intermediate Similarity	NPC316816
0.7049	Intermediate Similarity	NPC478086
0.7049	Intermediate Similarity	NPC75049
0.7049	Intermediate Similarity	NPC310130
0.7049	Intermediate Similarity	NPC68104
0.7049	Intermediate Similarity	NPC169591
0.7049	Intermediate Similarity	NPC257097
0.7048	Intermediate Similarity	NPC119134
0.7048	Intermediate Similarity	NPC478075
0.7045	Intermediate Similarity	NPC476436
0.7045	Intermediate Similarity	NPC278556
0.7044	Intermediate Similarity	NPC254957
0.7043	Intermediate Similarity	NPC164299
0.7039	Intermediate Similarity	NPC5374
0.7033	Intermediate Similarity	NPC87714
0.7033	Intermediate Similarity	NPC282300
0.7033	Intermediate Similarity	NPC3188
0.7033	Intermediate Similarity	NPC22467
0.703	Intermediate Similarity	NPC22476
0.7027	Intermediate Similarity	NPC218300
0.7027	Intermediate Similarity	NPC471285
0.7027	Intermediate Similarity	NPC282335
0.7024	Intermediate Similarity	NPC204580
0.7023	Intermediate Similarity	NPC470001

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 NPC234933 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	364
0.1-0.2	709
0.2-0.3	999
0.3-0.4	1495
0.4-0.5	2669
0.5-0.6	2130
0.6-0.7	705
0.7-0.8	75
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8205	Intermediate Similarity	NPD7064	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD2899	Discontinued
0.799	Intermediate Similarity	NPD3949	Clinical (unspecified phase)
0.7817	Intermediate Similarity	NPD3297	Approved
0.773	Intermediate Similarity	NPD5183	Approved
0.773	Intermediate Similarity	NPD5186	Approved
0.7711	Intermediate Similarity	NPD3298	Approved
0.7562	Intermediate Similarity	NPD7566	Clinical (unspecified phase)
0.755	Intermediate Similarity	NPD6874	Approved
0.7538	Intermediate Similarity	NPD6608	Clinical (unspecified phase)
0.7488	Intermediate Similarity	NPD5496	Approved
0.7434	Intermediate Similarity	NPD6525	Clinical (unspecified phase)
0.7371	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD6198	Phase 1
0.7344	Intermediate Similarity	NPD5521	Clinical (unspecified phase)
0.7306	Intermediate Similarity	NPD5900	Clinical (unspecified phase)
0.7277	Intermediate Similarity	NPD2246	Approved
0.7277	Intermediate Similarity	NPD2248	Approved
0.725	Intermediate Similarity	NPD5937	Approved
0.7231	Intermediate Similarity	NPD6104	Discontinued
0.7212	Intermediate Similarity	NPD7584	Approved
0.7202	Intermediate Similarity	NPD5940	Clinical (unspecified phase)
0.7189	Intermediate Similarity	NPD6585	Discontinued
0.7186	Intermediate Similarity	NPD5620	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD6654	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD8461	Discontinued
0.7165	Intermediate Similarity	NPD3793	Phase 3
0.7151	Intermediate Similarity	NPD5889	Approved
0.7151	Intermediate Similarity	NPD5890	Approved
0.7135	Intermediate Similarity	NPD2796	Approved
0.7121	Intermediate Similarity	NPD6021	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD7238	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD6621	Clinical (unspecified phase)
0.7104	Intermediate Similarity	NPD4981	Phase 2
0.7094	Intermediate Similarity	NPD4360	Phase 2
0.7094	Intermediate Similarity	NPD4363	Phase 3
0.7085	Intermediate Similarity	NPD6625	Approved
0.708	Intermediate Similarity	NPD4613	Phase 2
0.7053	Intermediate Similarity	NPD6533	Clinical (unspecified phase)
0.7024	Intermediate Similarity	NPD4979	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD956	Clinical (unspecified phase)
0.7017	Intermediate Similarity	NPD2654	Approved
0.7011	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD6293	Clinical (unspecified phase)
0.6982	Remote Similarity	NPD7654	Discontinued
0.6976	Remote Similarity	NPD4362	Clinical (unspecified phase)
0.6976	Remote Similarity	NPD4361	Phase 2
0.6974	Remote Similarity	NPD3446	Phase 1
0.6974	Remote Similarity	NPD6790	Phase 1
0.6971	Remote Similarity	NPD6321	Discontinued
0.6965	Remote Similarity	NPD4515	Suspended
0.6963	Remote Similarity	NPD955	Approved
0.6961	Remote Similarity	NPD4539	Phase 1
0.6952	Remote Similarity	NPD6357	Discontinued
0.6949	Remote Similarity	NPD3140	Approved
0.6949	Remote Similarity	NPD3142	Approved
0.6948	Remote Similarity	NPD5860	Discontinued
0.6948	Remote Similarity	NPD5726	Clinical (unspecified phase)
0.694	Remote Similarity	NPD3295	Clinical (unspecified phase)
0.6938	Remote Similarity	NPD7627	Approved
0.6938	Remote Similarity	NPD7626	Approved
0.6919	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6916	Remote Similarity	NPD4846	Phase 2
0.6908	Remote Similarity	NPD5071	Phase 2
0.6897	Remote Similarity	NPD5896	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD7583	Approved
0.6878	Remote Similarity	NPD7411	Suspended
0.6878	Remote Similarity	NPD2366	Approved
0.6872	Remote Similarity	NPD6250	Discontinued
0.687	Remote Similarity	NPD1483	Discontinued
0.6869	Remote Similarity	NPD4997	Clinical (unspecified phase)
0.6856	Remote Similarity	NPD2247	Approved
0.6856	Remote Similarity	NPD6457	Approved
0.6856	Remote Similarity	NPD2249	Approved
0.6854	Remote Similarity	NPD7585	Approved
0.6847	Remote Similarity	NPD3925	Approved
0.6847	Remote Similarity	NPD1898	Discontinued
0.6842	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.6834	Remote Similarity	NPD6211	Clinical (unspecified phase)
0.6826	Remote Similarity	NPD7417	Discontinued
0.6825	Remote Similarity	NPD7597	Clinical (unspecified phase)
0.682	Remote Similarity	NPD5417	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD3965	Phase 1
0.6818	Remote Similarity	NPD6020	Phase 2
0.6818	Remote Similarity	NPD3783	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD7858	Clinical (unspecified phase)
0.6816	Remote Similarity	NPD7186	Phase 3
0.68	Remote Similarity	NPD4952	Phase 3
0.6792	Remote Similarity	NPD4467	Phase 2
0.6792	Remote Similarity	NPD4465	Phase 2
0.6792	Remote Similarity	NPD5102	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD3899	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD5242	Approved
0.6779	Remote Similarity	NPD5515	Phase 2
0.6777	Remote Similarity	NPD5006	Approved
0.6777	Remote Similarity	NPD5005	Approved
0.6777	Remote Similarity	NPD7803	Approved
0.6776	Remote Similarity	NPD1549	Phase 2
0.677	Remote Similarity	NPD6962	Phase 2
0.6768	Remote Similarity	NPD5603	Clinical (unspecified phase)
0.6762	Remote Similarity	NPD7255	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD1945	Phase 1
0.6759	Remote Similarity	NPD6567	Clinical (unspecified phase)
0.6754	Remote Similarity	NPD6844	Discontinued
0.6754	Remote Similarity	NPD7577	Discontinued
0.6737	Remote Similarity	NPD4380	Phase 2
0.6735	Remote Similarity	NPD4724	Clinical (unspecified phase)
0.6729	Remote Similarity	NPD7043	Discontinued
0.6728	Remote Similarity	NPD7225	Discontinued
0.6727	Remote Similarity	NPD1926	Approved
0.6721	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.672	Remote Similarity	NPD814	Clinical (unspecified phase)
0.6719	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6719	Remote Similarity	NPD7819	Suspended
0.6714	Remote Similarity	NPD8285	Discontinued
0.6711	Remote Similarity	NPD4373	Phase 2
0.6711	Remote Similarity	NPD6741	Clinical (unspecified phase)
0.67	Remote Similarity	NPD7479	Phase 2
0.6698	Remote Similarity	NPD4642	Clinical (unspecified phase)
0.6698	Remote Similarity	NPD8027	Approved
0.6698	Remote Similarity	NPD6593	Clinical (unspecified phase)
0.6698	Remote Similarity	NPD2906	Approved
0.6698	Remote Similarity	NPD6795	Clinical (unspecified phase)
0.6698	Remote Similarity	NPD2907	Approved
0.6696	Remote Similarity	NPD8067	Phase 3
0.6696	Remote Similarity	NPD2300	Clinical (unspecified phase)
0.6684	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6683	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.6682	Remote Similarity	NPD683	Approved
0.6667	Remote Similarity	NPD6801	Discontinued
0.6667	Remote Similarity	NPD4668	Phase 2
0.6667	Remote Similarity	NPD7559	Phase 2
0.6667	Remote Similarity	NPD1240	Approved
0.6652	Remote Similarity	NPD7279	Phase 2
0.6652	Remote Similarity	NPD6199	Discontinued
0.6652	Remote Similarity	NPD7278	Phase 2
0.6651	Remote Similarity	NPD5143	Clinical (unspecified phase)
0.6651	Remote Similarity	NPD3964	Approved
0.665	Remote Similarity	NPD7546	Discontinued
0.665	Remote Similarity	NPD3050	Clinical (unspecified phase)
0.665	Remote Similarity	NPD5928	Phase 1
0.6649	Remote Similarity	NPD1243	Approved
0.6638	Remote Similarity	NPD5488	Discontinued
0.6638	Remote Similarity	NPD7922	Phase 1
0.6636	Remote Similarity	NPD5914	Approved
0.6636	Remote Similarity	NPD6644	Discontinued
0.6636	Remote Similarity	NPD3946	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD6744	Clinical (unspecified phase)
0.6635	Remote Similarity	NPD7811	Phase 3
0.6635	Remote Similarity	NPD7810	Phase 3
0.6634	Remote Similarity	NPD5637	Discontinued
0.6634	Remote Similarity	NPD3863	Clinical (unspecified phase)
0.6633	Remote Similarity	NPD5494	Approved
0.6632	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.662	Remote Similarity	NPD4082	Approved
0.662	Remote Similarity	NPD7071	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD7075	Discontinued
0.6615	Remote Similarity	NPD1307	Phase 2
0.6615	Remote Similarity	NPD1309	Phase 2
0.6614	Remote Similarity	NPD2737	Clinical (unspecified phase)
0.6612	Remote Similarity	NPD7708	Approved
0.6612	Remote Similarity	NPD1510	Phase 2
0.6606	Remote Similarity	NPD6719	Approved
0.6605	Remote Similarity	NPD7174	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD2339	Phase 3
0.6603	Remote Similarity	NPD6861	Clinical (unspecified phase)
0.6601	Remote Similarity	NPD7190	Clinical (unspecified phase)
0.6599	Remote Similarity	NPD2821	Approved
0.6599	Remote Similarity	NPD4986	Clinical (unspecified phase)
0.6598	Remote Similarity	NPD5977	Approved
0.6598	Remote Similarity	NPD5978	Approved
0.6596	Remote Similarity	NPD6799	Approved
0.6593	Remote Similarity	NPD7224	Discontinued
0.6593	Remote Similarity	NPD7223	Discontinued
0.6593	Remote Similarity	NPD1607	Approved
0.6592	Remote Similarity	NPD5433	Clinical (unspecified phase)
0.6589	Remote Similarity	NPD3802	Phase 3
0.6589	Remote Similarity	NPD6478	Clinical (unspecified phase)
0.6588	Remote Similarity	NPD4420	Approved
0.6584	Remote Similarity	NPD6496	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD3252	Approved
0.6578	Remote Similarity	NPD3912	Discontinued
0.6577	Remote Similarity	NPD5632	Approved
0.6574	Remote Similarity	NPD6296	Discontinued
0.657	Remote Similarity	NPD7955	Approved
0.657	Remote Similarity	NPD7956	Approved
0.6567	Remote Similarity	NPD7560	Approved
0.6564	Remote Similarity	NPD3259	Approved
0.6561	Remote Similarity	NPD2335	Discontinued
0.6555	Remote Similarity	NPD8367	Approved
0.6552	Remote Similarity	NPD3386	Phase 2
0.6549	Remote Similarity	NPD7545	Clinical (unspecified phase)
0.6546	Remote Similarity	NPD2842	Clinical (unspecified phase)
0.6544	Remote Similarity	NPD4859	Phase 1
0.6543	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6542	Remote Similarity	NPD3515	Approved
0.6542	Remote Similarity	NPD3516	Approved
0.6538	Remote Similarity	NPD6656	Clinical (unspecified phase)
0.6531	Remote Similarity	NPD4381	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