NPASS Compound

Structure

CID299590 OpenBabel06191716102D 26 32 0 0 1 0 0 0 0 0999 V2000 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 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 -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 3.5491 0.8090 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 2.5981 -0.5000 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 1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 3.5491 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 3.8581 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 8 1 0 0 0 0 2 8 1 0 0 0 0 3 17 1 0 0 0 0 4 5 1 0 0 0 0 4 9 1 0 0 0 0 5 17 1 0 0 0 0 6 11 1 0 0 0 0 6 12 1 0 0 0 0 7 10 1 0 0 0 0 7 23 1 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 11 17 1 1 0 0 0 12 19 1 1 0 0 0 12 24 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 1 0 0 0 13 25 1 0 0 0 0 14 20 1 6 0 0 0 14 26 1 0 0 0 0 15 21 2 0 0 0 0 15 23 1 0 0 0 0 16 18 1 1 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 20 1 6 0 0 0 18 8 1 1 0 0 0 18 25 1 0 0 0 0 19 20 1 1 0 0 0 19 24 1 0 0 0 0 20 26 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	360.16
Volume:	342.049
LogP:	3.038
LogD:	2.381
LogS:	-4.541
# Rotatable Bonds:	1
TPSA:	91.19
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	7
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.743
Synthetic Accessibility Score:	6.296
Fsp3:	0.8
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-5.638
MDCK Permeability:	1.0371099051553756e-05
Pgp-inhibitor:	0.007
Pgp-substrate:	0.788
Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.006
30% Bioavailability (F30%):	0.284

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.515
Plasma Protein Binding (PPB):	94.74266815185547%
Volume Distribution (VD):	1.991
Pgp-substrate:	6.356375694274902%

ADMET: Metabolism

CYP1A2-inhibitor:	0.051
CYP1A2-substrate:	0.898
CYP2C19-inhibitor:	0.012
CYP2C19-substrate:	0.463
CYP2C9-inhibitor:	0.039
CYP2C9-substrate:	0.052
CYP2D6-inhibitor:	0.023
CYP2D6-substrate:	0.549
CYP3A4-inhibitor:	0.028
CYP3A4-substrate:	0.233

ADMET: Excretion

Clearance (CL):	11.648
Half-life (T1/2):	0.412

ADMET: Toxicity

hERG Blockers:	0.764
Human Hepatotoxicity (H-HT):	0.962
Drug-inuced Liver Injury (DILI):	0.265
AMES Toxicity:	0.075
Rat Oral Acute Toxicity:	0.974
Maximum Recommended Daily Dose:	0.943
Skin Sensitization:	0.673
Carcinogencity:	0.903
Eye Corrosion:	0.003
Eye Irritation:	0.01
Respiratory Toxicity:	0.989

Download Data

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

Natural Product: NPC299590

Natural Product ID:	NPC299590
*Common Name:**	Triptolide
IUPAC Name:	n.a.
Synonyms:	Triptolide
Standard InCHIKey:	DFBIRQPKNDILPW-CIVMWXNOSA-N
Standard InCHI:	InChI=1S/C20H24O6/c1-8(2)18-13(25-18)14-20(26-14)17(3)5-4-9-10(7-23-15(9)21)11(17)6-12-19(20,24-12)16(18)22/h8,11-14,16,22H,4-7H2,1-3H3/t11-,12-,13-,14-,16+,17-,18-,19+,20+/m0/s1
SMILES:	CC(C)[C@]12[C@H]([C@H]3[C@]4([C@@]5(C)CCC6=C(COC6=O)[C@@H]5C[C@H]5[C@]4([C@@H]1O)O5)O3)O2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL463763
PubChem CID:	107985
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001729] Oxepanes

*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
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	DOI[10.1016/S0040-4039(99)00339-1]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[10746886]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[10757718]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757718]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	root bark	Kunming, Yunnan, China	n.a.	PMID[10757718]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22256754]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[22256754]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[23252270]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2534610]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Europe PMC[535601]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8328267]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	Database[Article]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[Phytochemistry, 2000, 53, 715-722.]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	root bark	Kunming, Yunnan, China	n.a.	Database[Title]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	Eukaryota	root bark	n.a.	n.a.	Database[Title]
NPO1152	Tripterygium hypoglaucum	Species	Celastraceae	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	4
ED50	1
GI50	60
IC50	73
LD50	1
Others	36
Potency	23

Activity Type	# Activity
Cell Line	116
CELL-LINE	5
Individual Protein	19
NON-MOLECULAR	13
Organism	15
Others	25
Protein-Protein Interaction	1
SINGLE PROTEIN	2
Uncleic Acid	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	IC50	=	0.0013	ug.mL-1	PMID[481497]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	0.0001	ug.mL-1	PMID[481497]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	0.0013	ug.mL-1	PMID[481498]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	0.0001	ug.mL-1	PMID[481498]
NPT31	Individual Protein	Cyclooxygenase-2	Homo sapiens	IC50	=	40.0	nM	PMID[481500]
NPT91	Cell Line	KB	Homo sapiens	ED50	=	2.6	ug ml-1	PMID[481501]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	20.0	nM	PMID[481502]
NPT784	Cell Line	MDA-MB-468	Homo sapiens	IC50	=	10.0	nM	PMID[481502]
NPT146	Cell Line	SK-OV-3	Homo sapiens	IC50	=	9.0	nM	PMID[481502]
NPT112	Cell Line	MOLT-4	Homo sapiens	IC50	=	17.0	nM	PMID[481502]
NPT111	Cell Line	K562	Homo sapiens	IC50	=	50.0	nM	PMID[481502]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	59.0	nM	PMID[481502]
NPT515	Cell Line	SGC-7901	Homo sapiens	IC50	=	15.0	nM	PMID[481502]
NPT1179	Cell Line	MKN-28	Homo sapiens	IC50	=	200.0	nM	PMID[481502]
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	10.0	nM	PMID[481502]
NPT148	Cell Line	HCT-15	Homo sapiens	IC50	=	29.0	nM	PMID[481502]
NPT659	Cell Line	SMMC-7721	Homo sapiens	IC50	=	18.0	nM	PMID[481502]
NPT181	Cell Line	Bel-7402	Homo sapiens	IC50	=	20.0	nM	PMID[481502]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	24.0	nM	PMID[481502]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	19.0	nM	PMID[481502]
NPT146	Cell Line	SK-OV-3	Homo sapiens	IC50	=	10.0	nM	PMID[481502]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	43.0	nM	PMID[481502]
NPT90	Cell Line	DU-145	Homo sapiens	IC50	=	24.0	nM	PMID[481502]
NPT91	Cell Line	KB	Homo sapiens	IC50	=	43.0	nM	PMID[481502]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	47.0	nM	PMID[481502]
NPT380	Cell Line	U-251	Homo sapiens	IC50	=	49.0	nM	PMID[481502]
NPT1893	Cell Line	MEF	Mus musculus	IC50	=	9200.0	nM	PMID[481503]
NPT146	Cell Line	SK-OV-3	Homo sapiens	IC50	=	6.0	nM	PMID[481504]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	20.0	nM	PMID[481504]
NPT483	Individual Protein	Prelamin-A/C	Homo sapiens	Potency	=	89.1	nM	PMID[481505]
NPT537	Individual Protein	Ras-related protein Rab-9A	Homo sapiens	Potency	=	1000.0	nM	PMID[481505]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	398.1	nM	PMID[481505]
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	14125.4	nM	PMID[481507]
NPT538	Individual Protein	Niemann-Pick C1 protein	Homo sapiens	Potency	=	89.1	nM	PMID[481505]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	316.2	nM	PMID[481505]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	19.0	nM	PMID[481508]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	2.1	nM	PMID[481508]
NPT1160	Cell Line	BJ	Homo sapiens	EC50	<	104.0	nM	PMID[481506]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	8.61	nM	PMID[481509]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	7.586	nM	PMID[481509]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	3.221	nM	PMID[481509]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	6.792	nM	PMID[481509]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	12.39	nM	PMID[481509]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	23.01	nM	PMID[481509]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	6.668	nM	PMID[481509]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	7.447	nM	PMID[481509]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	24.38	nM	PMID[481509]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	6.966	nM	PMID[481509]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	11.19	nM	PMID[481509]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	17.02	nM	PMID[481509]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	5.861	nM	PMID[481509]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	18.03	nM	PMID[481509]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	7.638	nM	PMID[481509]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	7.015	nM	PMID[481509]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	26.06	nM	PMID[481509]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	60.95	nM	PMID[481509]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	20.32	nM	PMID[481509]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	21.38	nM	PMID[481509]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	103.51	nM	PMID[481509]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	17.34	nM	PMID[481509]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	14.49	nM	PMID[481509]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	13.96	nM	PMID[481509]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	14.09	nM	PMID[481509]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	8.81	nM	PMID[481509]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	13.55	nM	PMID[481509]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	27.35	nM	PMID[481509]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	11.35	nM	PMID[481509]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	4.699	nM	PMID[481509]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	7.925	nM	PMID[481509]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	5.14	nM	PMID[481509]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	10.86	nM	PMID[481509]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	6.427	nM	PMID[481509]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	20.14	nM	PMID[481509]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	10.09	nM	PMID[481509]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	18.28	nM	PMID[481509]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	13.96	nM	PMID[481509]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	2.582	nM	PMID[481509]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	24.89	nM	PMID[481509]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	4.266	nM	PMID[481509]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	20.99	nM	PMID[481509]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	18.11	nM	PMID[481509]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	18.71	nM	PMID[481509]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	47.42	nM	PMID[481509]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	4.207	nM	PMID[481509]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	5.272	nM	PMID[481509]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	6.934	nM	PMID[481509]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	6.026	nM	PMID[481509]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	7.129	nM	PMID[481509]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	27.86	nM	PMID[481509]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	14.96	nM	PMID[481509]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	16.94	nM	PMID[481509]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	10.96	nM	PMID[481509]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	12.65	nM	PMID[481509]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	21.63	nM	PMID[481509]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	8.299	nM	PMID[481509]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	6.368	nM	PMID[481509]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	7.762	nM	PMID[481509]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	7.87	nM	PMID[481509]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	152.8	nM	PMID[481507]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	121.4	nM	PMID[481507]
NPT4559	Individual Protein	Proteinase-activated receptor 2	Homo sapiens	IC50	=	23.0	nM	PMID[481512]
NPT4559	Individual Protein	Proteinase-activated receptor 2	Homo sapiens	IC50	=	14.0	nM	PMID[481512]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	20.0	nM	PMID[481513]
NPT146	Cell Line	SK-OV-3	Homo sapiens	IC50	=	6.0	nM	PMID[481513]
NPT380	Cell Line	U-251	Homo sapiens	IC50	=	33.0	nM	PMID[481514]
NPT1583	Individual Protein	Heat shock factor protein 1	Homo sapiens	Activity	=	45.0	%	PMID[481515]
NPT1583	Individual Protein	Heat shock factor protein 1	Homo sapiens	Activity	=	35.0	%	PMID[481515]
NPT1583	Individual Protein	Heat shock factor protein 1	Homo sapiens	Activity	=	40.0	%	PMID[481515]
NPT5825	Individual Protein	dCTP pyrophosphatase 1	Homo sapiens	IC50	=	30900.0	nM	PMID[481517]
NPT146	Cell Line	SK-OV-3	Homo sapiens	IC50	=	7.2	nM	PMID[481519]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	18.3	nM	PMID[481519]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	17.5	nM	PMID[481519]
NPT5825	Individual Protein	dCTP pyrophosphatase 1	Homo sapiens	IC50	=	30900.0	nM	PMID[481520]
NPT5825	Individual Protein	dCTP pyrophosphatase 1	Homo sapiens	IC50	=	30900.0	nM	PMID[481521]
NPT5825	Individual Protein	dCTP pyrophosphatase 1	Homo sapiens	IC50	=	30900.0	nM	PMID[481522]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	30.0	nM	PMID[481524]
NPT2316	Cell Line	CFPAC-1	Homo sapiens	Activity	<	0.4	g	PMID[481526]
NPT461	Cell Line	PANC-1	Homo sapiens	Activity	<	0.4	g	PMID[481526]
NPT2316	Cell Line	CFPAC-1	Homo sapiens	Activity	<	10.0	%	PMID[481526]
NPT461	Cell Line	PANC-1	Homo sapiens	Activity	<	10.0	%	PMID[481526]
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	4.7	nM	PMID[481527]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	87.0	nM	PMID[481527]
NPT616	Cell Line	MDCK	Canis lupus familiaris	IC50	=	1200.0	nM	PMID[481527]
NPT15	Cell Line	Jurkat	Homo sapiens	IC50	=	140.0	nM	PMID[481527]
NPT886	Cell Line	NIH3T3	Mus musculus	IC50	=	50.0	nM	PMID[481527]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	43.3	nM	PMID[481528]
NPT984	Cell Line	Hepatocyte		IC50	=	37.7	nM	PMID[481528]
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	3.0	nM	PMID[481534]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	14.0	nM	PMID[481534]
NPT547	Cell Line	BGC-823	Homo sapiens	IC50	=	2.0	nM	PMID[481534]
NPT1820	Cell Line	NCI-H1650	Homo sapiens	IC50	=	15.0	nM	PMID[481534]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	14.0	nM	PMID[481534]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	23.0	nM	PMID[481534]
NPT461	Cell Line	PANC-1	Homo sapiens	IC50	=	200.0	nM	PMID[481535]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	>	90.0	%	PMID[481499]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	>	50.0	%	PMID[481499]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	>	80.0	%	PMID[481499]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	52.0	nM	PMID[481502]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	22.0	nM	PMID[481502]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	28.0	nM	PMID[481502]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	14.0	nM	PMID[481502]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	34.0	nM	PMID[481503]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	32.0	nM	PMID[481503]
NPT27	Others	Unspecified		IC50	=	8800.0	nM	PMID[481503]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	8.3	nM	PMID[481503]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	10.3	nM	PMID[481503]
NPT2	Others	Unspecified		EC50	<	100.0	nM	PMID[481506]
NPT536	Uncleic Acid	microRNA 21	Homo sapiens	Potency	=	18.5	nM	PMID[481505]
NPT2	Others	Unspecified		Potency	=	819.9	nM	PMID[481505]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[481507]
NPT2	Others	Unspecified		Potency	n.a.	13.2	nM	PMID[481510]
NPT2	Others	Unspecified		Potency	n.a.	33.5	nM	PMID[481510]
NPT2	Others	Unspecified		Potency	n.a.	14.8	nM	PMID[481510]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	n.a.	33.2	nM	PMID[481510]
NPT2	Others	Unspecified		Potency	n.a.	132.1	nM	PMID[481510]
NPT2	Others	Unspecified		Potency	n.a.	2818.4	nM	PMID[481507]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	20.0	nM	PMID[481514]
NPT2	Others	Unspecified		Potency	n.a.	3.7	nM	PMID[481510]
NPT2	Others	Unspecified		Potency	n.a.	2.1	nM	PMID[481510]
NPT2	Others	Unspecified		Potency	n.a.	7.4	nM	PMID[481510]
NPT2	Others	Unspecified		Potency	n.a.	66.2	nM	PMID[481510]
NPT2	Others	Unspecified		Potency	n.a.	4.2	nM	PMID[481510]
NPT35	Others	n.a.		Solubility	=	17.0	ug.mL-1	PMID[481516]
NPT21789	CELL-LINE	Cortical neurones	n.a.	Activity	=	100.0	%	PMID[481523]
NPT21789	CELL-LINE	Cortical neurones	n.a.	Activity	=	27.2	%	PMID[481523]
NPT21789	CELL-LINE	Cortical neurones	n.a.	Activity	=	62.8	%	PMID[481523]
NPT21789	CELL-LINE	Cortical neurones	n.a.	Activity	=	76.5	%	PMID[481523]
NPT35	Others	n.a.		Drug degradation	=	13.0	%	PMID[481523]
NPT530	Organism	Caenorhabditis elegans	Caenorhabditis elegans	ILS	=	20.0	%	PMID[481524]
NPT35	Others	n.a.		Solubility	=	17.0	ug.mL-1	PMID[481524]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	90.67	%	PMID[481525]
NPT2	Others	Unspecified		IC50	=	0.04	ug.mL-1	PMID[481527]
NPT2	Others	Unspecified		IC50	=	0.02	ug.mL-1	PMID[481527]
NPT2	Others	Unspecified		IC50	=	0.006	ug.mL-1	PMID[481527]
NPT2	Others	Unspecified		IC50	=	0.03	ug.mL-1	PMID[481527]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	6.6	%	PMID[481529]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-6.471	%	PMID[481530]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	2.1	%	PMID[481531]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	1.32	%	PMID[481532]
NPT20	Organism	Candida albicans	Candida albicans	Inhibition	=	1.65	%	PMID[481533]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	Inhibition	=	-8.43	%	PMID[481533]
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	-9.75	%	PMID[481533]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	=	7.24	%	PMID[481533]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	=	24.45	%	PMID[481533]
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	=	17.86	%	PMID[481533]
NPT2922	Organism	Staphylococcus aureus subsp. aureus	Staphylococcus aureus subsp. aureus	Inhibition	=	14.16	%	PMID[481533]
NPT2	Others	Unspecified		IC50	=	5.0	nM	PMID[481534]
NPT27	Others	Unspecified		LD50	=	0.788	mg.kg-1	PMID[481534]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	19.3	%	PMID[481534]

☑ 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 NPC299590 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	272
0.1-0.2	1719
0.2-0.3	4958
0.3-0.4	8350
0.4-0.5	13123
0.5-0.6	7282
0.6-0.7	5570
0.7-0.8	1365
0.8-0.85	45
0.85-0.9	9
0.9-0.95	0
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9709	High Similarity	NPC42658
0.8909	High Similarity	NPC240509
0.8818	High Similarity	NPC58662
0.875	High Similarity	NPC474822
0.8716	High Similarity	NPC33360
0.8704	High Similarity	NPC469656
0.8704	High Similarity	NPC474846
0.8704	High Similarity	NPC469655
0.8654	High Similarity	NPC295791
0.86	High Similarity	NPC110022
0.8598	High Similarity	NPC469916
0.8598	High Similarity	NPC472439
0.8571	High Similarity	NPC159533
0.8571	High Similarity	NPC165608
0.8544	High Similarity	NPC222303
0.8505	High Similarity	NPC67321
0.8505	High Similarity	NPC187435
0.8482	Intermediate Similarity	NPC13713
0.8476	Intermediate Similarity	NPC165250
0.8455	Intermediate Similarity	NPC472002
0.844	Intermediate Similarity	NPC472214
0.844	Intermediate Similarity	NPC472215
0.8411	Intermediate Similarity	NPC477090
0.8393	Intermediate Similarity	NPC471816
0.8333	Intermediate Similarity	NPC180744
0.8319	Intermediate Similarity	NPC53396
0.8319	Intermediate Similarity	NPC469684
0.8319	Intermediate Similarity	NPC98249
0.8302	Intermediate Similarity	NPC476081
0.8302	Intermediate Similarity	NPC472552
0.8291	Intermediate Similarity	NPC469790
0.8286	Intermediate Similarity	NPC79303
0.8273	Intermediate Similarity	NPC253906
0.8269	Intermediate Similarity	NPC199099
0.8261	Intermediate Similarity	NPC268530
0.8261	Intermediate Similarity	NPC154491
0.8261	Intermediate Similarity	NPC251226
0.8257	Intermediate Similarity	NPC181994
0.8257	Intermediate Similarity	NPC306265
0.8252	Intermediate Similarity	NPC111273
0.8252	Intermediate Similarity	NPC471915
0.8246	Intermediate Similarity	NPC284707
0.8241	Intermediate Similarity	NPC471206
0.8224	Intermediate Similarity	NPC61442
0.8208	Intermediate Similarity	NPC472554
0.8208	Intermediate Similarity	NPC11974
0.819	Intermediate Similarity	NPC159456
0.819	Intermediate Similarity	NPC4021
0.8182	Intermediate Similarity	NPC173905
0.8182	Intermediate Similarity	NPC284828
0.8182	Intermediate Similarity	NPC469370
0.8182	Intermediate Similarity	NPC5475
0.8182	Intermediate Similarity	NPC472216
0.8165	Intermediate Similarity	NPC471205
0.8165	Intermediate Similarity	NPC122816
0.8158	Intermediate Similarity	NPC478204
0.8148	Intermediate Similarity	NPC65523
0.8148	Intermediate Similarity	NPC283850
0.8131	Intermediate Similarity	NPC162973
0.8131	Intermediate Similarity	NPC109195
0.8131	Intermediate Similarity	NPC475038
0.8125	Intermediate Similarity	NPC269530
0.8125	Intermediate Similarity	NPC470063
0.8113	Intermediate Similarity	NPC16601
0.8113	Intermediate Similarity	NPC38855
0.8113	Intermediate Similarity	NPC271295
0.8113	Intermediate Similarity	NPC188968
0.8095	Intermediate Similarity	NPC121402
0.8095	Intermediate Similarity	NPC175351
0.8095	Intermediate Similarity	NPC151681
0.8095	Intermediate Similarity	NPC132753
0.8095	Intermediate Similarity	NPC224356
0.8091	Intermediate Similarity	NPC50124
0.8091	Intermediate Similarity	NPC325054
0.8087	Intermediate Similarity	NPC478206
0.8087	Intermediate Similarity	NPC478205
0.8087	Intermediate Similarity	NPC108581
0.8073	Intermediate Similarity	NPC34768
0.8073	Intermediate Similarity	NPC51719
0.8073	Intermediate Similarity	NPC111952
0.807	Intermediate Similarity	NPC179626
0.8067	Intermediate Similarity	NPC293112
0.8058	Intermediate Similarity	NPC472640
0.8058	Intermediate Similarity	NPC472641
0.8056	Intermediate Similarity	NPC23584
0.8056	Intermediate Similarity	NPC72842
0.8056	Intermediate Similarity	NPC471208
0.8056	Intermediate Similarity	NPC99510
0.8056	Intermediate Similarity	NPC120321
0.8053	Intermediate Similarity	NPC477126
0.8053	Intermediate Similarity	NPC475966
0.8051	Intermediate Similarity	NPC11895
0.8051	Intermediate Similarity	NPC473979
0.8039	Intermediate Similarity	NPC472307
0.8037	Intermediate Similarity	NPC471412
0.8034	Intermediate Similarity	NPC67569
0.8018	Intermediate Similarity	NPC31522
0.8017	Intermediate Similarity	NPC42673
0.8	Intermediate Similarity	NPC472363
0.8	Intermediate Similarity	NPC469318
0.8	Intermediate Similarity	NPC473173
0.8	Intermediate Similarity	NPC134072
0.8	Intermediate Similarity	NPC234993
0.8	Intermediate Similarity	NPC143609
0.8	Intermediate Similarity	NPC472362
0.8	Intermediate Similarity	NPC9457
0.8	Intermediate Similarity	NPC296822
0.8	Intermediate Similarity	NPC154526
0.8	Intermediate Similarity	NPC471601
0.8	Intermediate Similarity	NPC91439
0.8	Intermediate Similarity	NPC473590
0.8	Intermediate Similarity	NPC471783
0.8	Intermediate Similarity	NPC473968
0.7983	Intermediate Similarity	NPC81736
0.7983	Intermediate Similarity	NPC8374
0.7983	Intermediate Similarity	NPC172154
0.7982	Intermediate Similarity	NPC146731
0.7982	Intermediate Similarity	NPC296950
0.7981	Intermediate Similarity	NPC105490
0.7966	Intermediate Similarity	NPC312833
0.7966	Intermediate Similarity	NPC23786
0.7966	Intermediate Similarity	NPC170538
0.7966	Intermediate Similarity	NPC470265
0.7965	Intermediate Similarity	NPC222834
0.7965	Intermediate Similarity	NPC474516
0.7963	Intermediate Similarity	NPC471914
0.7963	Intermediate Similarity	NPC11956
0.7963	Intermediate Similarity	NPC469316
0.7961	Intermediate Similarity	NPC78594
0.7949	Intermediate Similarity	NPC472004
0.7946	Intermediate Similarity	NPC177047
0.7946	Intermediate Similarity	NPC474567
0.7944	Intermediate Similarity	NPC471413
0.7944	Intermediate Similarity	NPC47024
0.7931	Intermediate Similarity	NPC251310
0.7931	Intermediate Similarity	NPC124676
0.7931	Intermediate Similarity	NPC146280
0.7928	Intermediate Similarity	NPC90946
0.7928	Intermediate Similarity	NPC472217
0.7928	Intermediate Similarity	NPC472219
0.7928	Intermediate Similarity	NPC88701
0.7928	Intermediate Similarity	NPC94942
0.7928	Intermediate Similarity	NPC300614
0.7928	Intermediate Similarity	NPC472218
0.7925	Intermediate Similarity	NPC205143
0.7925	Intermediate Similarity	NPC473963
0.7925	Intermediate Similarity	NPC100912
0.7925	Intermediate Similarity	NPC136781
0.7917	Intermediate Similarity	NPC203702
0.7917	Intermediate Similarity	NPC225049
0.7917	Intermediate Similarity	NPC473635
0.7917	Intermediate Similarity	NPC120994
0.7917	Intermediate Similarity	NPC477745
0.7913	Intermediate Similarity	NPC471127
0.7913	Intermediate Similarity	NPC154363
0.7913	Intermediate Similarity	NPC474333
0.7913	Intermediate Similarity	NPC234858
0.7909	Intermediate Similarity	NPC181357
0.7909	Intermediate Similarity	NPC102352
0.7909	Intermediate Similarity	NPC477877
0.7909	Intermediate Similarity	NPC81630
0.7905	Intermediate Similarity	NPC276110
0.7899	Intermediate Similarity	NPC105926
0.7899	Intermediate Similarity	NPC67251
0.7899	Intermediate Similarity	NPC265557
0.7899	Intermediate Similarity	NPC469789
0.7899	Intermediate Similarity	NPC18945
0.7899	Intermediate Similarity	NPC91693
0.7895	Intermediate Similarity	NPC478212
0.7895	Intermediate Similarity	NPC208998
0.7895	Intermediate Similarity	NPC7921
0.7895	Intermediate Similarity	NPC471204
0.7895	Intermediate Similarity	NPC49451
0.7895	Intermediate Similarity	NPC317210
0.789	Intermediate Similarity	NPC99266
0.789	Intermediate Similarity	NPC471938
0.789	Intermediate Similarity	NPC281378
0.7885	Intermediate Similarity	NPC7349
0.7885	Intermediate Similarity	NPC139692
0.7881	Intermediate Similarity	NPC102822
0.7881	Intermediate Similarity	NPC477046
0.7876	Intermediate Similarity	NPC97939
0.7876	Intermediate Similarity	NPC100329
0.7876	Intermediate Similarity	NPC132790
0.7876	Intermediate Similarity	NPC247031
0.7876	Intermediate Similarity	NPC317107
0.7876	Intermediate Similarity	NPC171888
0.7876	Intermediate Similarity	NPC146945
0.787	Intermediate Similarity	NPC475958
0.787	Intermediate Similarity	NPC475617
0.7869	Intermediate Similarity	NPC231529
0.7864	Intermediate Similarity	NPC472642
0.7863	Intermediate Similarity	NPC230513
0.7863	Intermediate Similarity	NPC473636
0.7863	Intermediate Similarity	NPC77689
0.7863	Intermediate Similarity	NPC475775
0.7863	Intermediate Similarity	NPC476529
0.7863	Intermediate Similarity	NPC475041
0.7857	Intermediate Similarity	NPC472534
0.7857	Intermediate Similarity	NPC143706

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 NPC299590 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	253
0.1-0.2	2060
0.2-0.3	3764
0.3-0.4	2033
0.4-0.5	636
0.5-0.6	234
0.6-0.7	153
0.7-0.8	14
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD4061	Clinical (unspecified phase)
0.9515	High Similarity	NPD5955	Clinical (unspecified phase)
0.9223	High Similarity	NPD5954	Clinical (unspecified phase)
0.787	Intermediate Similarity	NPD5344	Discontinued
0.7768	Intermediate Similarity	NPD6686	Approved
0.7692	Intermediate Similarity	NPD7115	Discovery
0.7685	Intermediate Similarity	NPD7638	Approved
0.7615	Intermediate Similarity	NPD7640	Approved
0.7615	Intermediate Similarity	NPD7639	Approved
0.7611	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7563	Intermediate Similarity	NPD7516	Approved
0.748	Intermediate Similarity	NPD7507	Approved
0.7479	Intermediate Similarity	NPD7327	Approved
0.7479	Intermediate Similarity	NPD7328	Approved
0.7477	Intermediate Similarity	NPD7632	Discontinued
0.7455	Intermediate Similarity	NPD6648	Approved
0.744	Intermediate Similarity	NPD7319	Approved
0.7391	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7364	Intermediate Similarity	NPD4225	Approved
0.7288	Intermediate Similarity	NPD4632	Approved
0.7213	Intermediate Similarity	NPD6319	Approved
0.7196	Intermediate Similarity	NPD6698	Approved
0.7196	Intermediate Similarity	NPD46	Approved
0.7154	Intermediate Similarity	NPD8296	Approved
0.7154	Intermediate Similarity	NPD8380	Approved
0.7154	Intermediate Similarity	NPD8335	Approved
0.7154	Intermediate Similarity	NPD8379	Approved
0.7154	Intermediate Similarity	NPD8378	Approved
0.713	Intermediate Similarity	NPD7128	Approved
0.713	Intermediate Similarity	NPD6402	Approved
0.713	Intermediate Similarity	NPD6675	Approved
0.713	Intermediate Similarity	NPD5739	Approved
0.713	Intermediate Similarity	NPD6008	Approved
0.7073	Intermediate Similarity	NPD8294	Approved
0.7073	Intermediate Similarity	NPD8377	Approved
0.7069	Intermediate Similarity	NPD6412	Phase 2
0.7069	Intermediate Similarity	NPD5697	Approved
0.7069	Intermediate Similarity	NPD5701	Approved
0.7059	Intermediate Similarity	NPD8297	Approved
0.7016	Intermediate Similarity	NPD8033	Approved
0.7009	Intermediate Similarity	NPD6899	Approved
0.7009	Intermediate Similarity	NPD7320	Approved
0.7009	Intermediate Similarity	NPD6881	Approved
0.7	Intermediate Similarity	NPD8133	Approved
0.7	Intermediate Similarity	NPD7748	Approved
0.6972	Remote Similarity	NPD7515	Phase 2
0.6967	Remote Similarity	NPD6009	Approved
0.6964	Remote Similarity	NPD7902	Approved
0.6949	Remote Similarity	NPD6012	Approved
0.6949	Remote Similarity	NPD6013	Approved
0.6949	Remote Similarity	NPD6372	Approved
0.6949	Remote Similarity	NPD6373	Approved
0.6949	Remote Similarity	NPD6014	Approved
0.693	Remote Similarity	NPD4159	Approved
0.6923	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD7604	Phase 2
0.6891	Remote Similarity	NPD7102	Approved
0.6891	Remote Similarity	NPD6883	Approved
0.6891	Remote Similarity	NPD7290	Approved
0.688	Remote Similarity	NPD5983	Phase 2
0.688	Remote Similarity	NPD7503	Approved
0.688	Remote Similarity	NPD6921	Approved
0.6864	Remote Similarity	NPD6011	Approved
0.685	Remote Similarity	NPD7492	Approved
0.6833	Remote Similarity	NPD6847	Approved
0.6833	Remote Similarity	NPD6617	Approved
0.6833	Remote Similarity	NPD6869	Approved
0.6833	Remote Similarity	NPD8130	Phase 1
0.6833	Remote Similarity	NPD6650	Approved
0.6833	Remote Similarity	NPD6649	Approved
0.6829	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD3618	Phase 1
0.6814	Remote Similarity	NPD6084	Phase 2
0.6814	Remote Similarity	NPD4755	Approved
0.6814	Remote Similarity	NPD6083	Phase 2
0.68	Remote Similarity	NPD6059	Approved
0.68	Remote Similarity	NPD6054	Approved
0.6797	Remote Similarity	NPD6616	Approved
0.6777	Remote Similarity	NPD6053	Discontinued
0.6777	Remote Similarity	NPD6882	Approved
0.6772	Remote Similarity	NPD8328	Phase 3
0.6757	Remote Similarity	NPD4202	Approved
0.6757	Remote Similarity	NPD6399	Phase 3
0.675	Remote Similarity	NPD6371	Approved
0.675	Remote Similarity	NPD4634	Approved
0.6746	Remote Similarity	NPD6015	Approved
0.6746	Remote Similarity	NPD6016	Approved
0.6744	Remote Similarity	NPD8293	Discontinued
0.6744	Remote Similarity	NPD7078	Approved
0.6729	Remote Similarity	NPD1694	Approved
0.6724	Remote Similarity	NPD5211	Phase 2
0.6696	Remote Similarity	NPD5285	Approved
0.6696	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6696	Remote Similarity	NPD7900	Approved
0.6696	Remote Similarity	NPD4700	Approved
0.6696	Remote Similarity	NPD5286	Approved
0.6696	Remote Similarity	NPD4696	Approved
0.6694	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6693	Remote Similarity	NPD6370	Approved
0.6693	Remote Similarity	NPD5988	Approved
0.6692	Remote Similarity	NPD7736	Approved
0.6667	Remote Similarity	NPD6336	Discontinued
0.6637	Remote Similarity	NPD5695	Phase 3
0.6636	Remote Similarity	NPD5328	Approved
0.6613	Remote Similarity	NPD6274	Approved
0.661	Remote Similarity	NPD5141	Approved
0.6609	Remote Similarity	NPD5696	Approved
0.6581	Remote Similarity	NPD5224	Approved
0.6581	Remote Similarity	NPD5225	Approved
0.6581	Remote Similarity	NPD4633	Approved
0.6581	Remote Similarity	NPD5226	Approved
0.6577	Remote Similarity	NPD7838	Discovery
0.6525	Remote Similarity	NPD5174	Approved
0.6525	Remote Similarity	NPD5175	Approved
0.6518	Remote Similarity	NPD8034	Phase 2
0.6518	Remote Similarity	NPD5693	Phase 1
0.6518	Remote Similarity	NPD8035	Phase 2
0.6518	Remote Similarity	NPD6079	Approved
0.6514	Remote Similarity	NPD7334	Approved
0.6514	Remote Similarity	NPD6409	Approved
0.6514	Remote Similarity	NPD5330	Approved
0.6514	Remote Similarity	NPD7146	Approved
0.6514	Remote Similarity	NPD7521	Approved
0.6514	Remote Similarity	NPD6684	Approved
0.6496	Remote Similarity	NPD5223	Approved
0.6491	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6486	Remote Similarity	NPD4753	Phase 2
0.6484	Remote Similarity	NPD8513	Phase 3
0.6484	Remote Similarity	NPD8515	Approved
0.6484	Remote Similarity	NPD8516	Approved
0.6484	Remote Similarity	NPD8517	Approved
0.6481	Remote Similarity	NPD3666	Approved
0.6481	Remote Similarity	NPD3133	Approved
0.6481	Remote Similarity	NPD3665	Phase 1
0.6457	Remote Similarity	NPD7101	Approved
0.6457	Remote Similarity	NPD7100	Approved
0.6455	Remote Similarity	NPD3573	Approved
0.6449	Remote Similarity	NPD3667	Approved
0.6435	Remote Similarity	NPD5221	Approved
0.6435	Remote Similarity	NPD4697	Phase 3
0.6435	Remote Similarity	NPD5222	Approved
0.6435	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD3168	Discontinued
0.6429	Remote Similarity	NPD6317	Approved
0.6422	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6417	Remote Similarity	NPD4768	Approved
0.6417	Remote Similarity	NPD4767	Approved
0.6404	Remote Similarity	NPD6001	Approved
0.6396	Remote Similarity	NPD6903	Approved
0.6396	Remote Similarity	NPD5737	Approved
0.6396	Remote Similarity	NPD6672	Approved
0.6396	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6387	Remote Similarity	NPD4754	Approved
0.6385	Remote Similarity	NPD6067	Discontinued
0.6381	Remote Similarity	NPD6115	Approved
0.6381	Remote Similarity	NPD6118	Approved
0.6381	Remote Similarity	NPD6114	Approved
0.6381	Remote Similarity	NPD6697	Approved
0.6379	Remote Similarity	NPD5173	Approved
0.6378	Remote Similarity	NPD6313	Approved
0.6378	Remote Similarity	NPD6314	Approved
0.6378	Remote Similarity	NPD6335	Approved
0.6364	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6357	Remote Similarity	NPD6909	Approved
0.6357	Remote Similarity	NPD6908	Approved
0.6356	Remote Similarity	NPD1700	Approved
0.633	Remote Similarity	NPD4786	Approved
0.6316	Remote Similarity	NPD6033	Approved
0.6316	Remote Similarity	NPD5778	Approved
0.6316	Remote Similarity	NPD5779	Approved
0.6311	Remote Similarity	NPD4729	Approved
0.6311	Remote Similarity	NPD4730	Approved
0.6311	Remote Similarity	NPD5128	Approved
0.6306	Remote Similarity	NPD7524	Approved
0.629	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6286	Remote Similarity	NPD6116	Phase 1
0.6241	Remote Similarity	NPD8074	Phase 3
0.6231	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6228	Remote Similarity	NPD5281	Approved
0.6228	Remote Similarity	NPD5284	Approved
0.6228	Remote Similarity	NPD7637	Suspended
0.6228	Remote Similarity	NPD6411	Approved
0.6226	Remote Similarity	NPD3617	Approved
0.622	Remote Similarity	NPD6868	Approved
0.6216	Remote Similarity	NPD4623	Approved
0.6216	Remote Similarity	NPD4519	Discontinued
0.621	Remote Similarity	NPD5251	Approved
0.621	Remote Similarity	NPD5247	Approved
0.621	Remote Similarity	NPD5248	Approved
0.621	Remote Similarity	NPD5249	Phase 3
0.621	Remote Similarity	NPD5250	Approved
0.6207	Remote Similarity	NPD5210	Approved
0.6207	Remote Similarity	NPD4629	Approved
0.6195	Remote Similarity	NPD6080	Approved
0.6195	Remote Similarity	NPD6673	Approved
0.6195	Remote Similarity	NPD6051	Approved
0.6195	Remote Similarity	NPD6904	Approved
0.619	Remote Similarity	NPD6117	Approved
0.6176	Remote Similarity	NPD7260	Phase 2

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