NPASS Compound

Structure

NPC282233 OpenBabel07101718292D 33 36 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 -2.5000 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 0.8660 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 2.5981 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -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 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 3 25 1 0 0 0 0 4 25 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 9 1 0 0 0 0 8 19 2 0 0 0 0 9 22 1 0 0 0 0 10 13 1 0 0 0 0 10 21 1 0 0 0 0 11 25 1 0 0 0 0 12 28 1 0 0 0 0 13 26 1 0 0 0 0 14 23 1 0 0 0 0 14 24 1 0 0 0 0 15 20 1 0 0 0 0 15 29 2 0 0 0 0 16 30 1 0 0 0 0 17 19 1 0 0 0 0 17 31 2 0 0 0 0 18 32 2 0 0 0 0 18 33 1 0 0 0 0 19 20 1 0 0 0 0 20 27 1 1 0 0 0 21 25 1 0 0 0 0 21 28 1 1 0 0 0 22 26 1 1 0 0 0 22 27 1 0 0 0 0 23 26 1 1 0 0 0 23 28 1 0 0 0 0 24 27 1 6 0 0 0 24 33 1 0 0 0 0 26 5 1 1 0 0 0 27 6 1 1 0 0 0 28 16 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	458.3
Volume:	492.024
LogP:	3.562
LogD:	3.202
LogS:	-4.006
# Rotatable Bonds:	5
TPSA:	80.67
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.373
Synthetic Accessibility Score:	5.259
Fsp3:	0.821
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.729
MDCK Permeability:	1.5718534996267408e-05
Pgp-inhibitor:	0.961
Pgp-substrate:	0.004
Human Intestinal Absorption (HIA):	0.027
20% Bioavailability (F20%):	0.01
30% Bioavailability (F30%):	0.713

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.982
Plasma Protein Binding (PPB):	40.94753646850586%
Volume Distribution (VD):	1.572
Pgp-substrate:	52.666072845458984%

ADMET: Metabolism

CYP1A2-inhibitor:	0.016
CYP1A2-substrate:	0.092
CYP2C19-inhibitor:	0.013
CYP2C19-substrate:	0.226
CYP2C9-inhibitor:	0.029
CYP2C9-substrate:	0.028
CYP2D6-inhibitor:	0.009
CYP2D6-substrate:	0.145
CYP3A4-inhibitor:	0.719
CYP3A4-substrate:	0.277

ADMET: Excretion

Clearance (CL):	10.626
Half-life (T1/2):	0.267

ADMET: Toxicity

hERG Blockers:	0.012
Human Hepatotoxicity (H-HT):	0.113
Drug-inuced Liver Injury (DILI):	0.153
AMES Toxicity:	0.018
Rat Oral Acute Toxicity:	0.513
Maximum Recommended Daily Dose:	0.965
Skin Sensitization:	0.865
Carcinogencity:	0.224
Eye Corrosion:	0.922
Eye Irritation:	0.131
Respiratory Toxicity:	0.975

Download Data

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

Natural Product: NPC282233

Natural Product ID:	NPC282233
*Common Name:**	12Alpha-Acetoxy-22-Hydroxy-24-Methyl-24-Oxoscalar-16-En-25-Al
IUPAC Name:	[(4aR,4bS,6S,6aS,7R,10aS,10bR,12aS)-8-acetyl-7-formyl-4a-(hydroxymethyl)-1,1,6a,10b-tetramethyl-2,3,4,4b,5,6,7,10,10a,11,12,12a-dodecahydrochrysen-6-yl] acetate
Synonyms:
Standard InCHIKey:	SNBAOVXQQLNVSB-GPWSRLOJSA-N
Standard InCHI:	InChI=1S/C28H42O5/c1-17(31)19-8-9-22-26(5)13-10-21-25(3,4)11-7-12-28(21,16-30)23(26)14-24(33-18(2)32)27(22,6)20(19)15-29/h8,15,20-24,30H,7,9-14,16H2,1-6H3/t20-,21-,22-,23-,24-,26-,27+,28+/m0/s1
SMILES:	CC(=O)C1=CC[C@H]2[C@]3(C)CC[C@H]4C(C)(C)CCC[C@]4(CO)[C@H]3C[C@@H]([C@]2(C)[C@H]1C=O)OC(=O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL250071
PubChem CID:	23424928
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001552] Sesterterpenoids [CHEMONTID:0002883] Scalarane sesterterpenoids

*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
NPO33257	lendenfeldia sp.	Species	Thorectidae	Eukaryota	n.a.	Indonesian	n.a.	PMID[17958396]
NPO33257	lendenfeldia sp.	Species	Thorectidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18989978]
NPO32746	madagascan sponges	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[23623678]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
GI50	58
IC50	1
Others	115

Activity Type	# Activity
Cell Line	171
NON-MOLECULAR	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	GI50	=	169.82	nM	PMID[463364]
NPT116	Cell Line	HL-60	Homo sapiens	TGI	=	537.03	nM	PMID[463364]
NPT116	Cell Line	HL-60	Homo sapiens	TGI	=	2630.27	nM	PMID[463364]
NPT111	Cell Line	K562	Homo sapiens	GI50	=	2187.76	nM	PMID[463364]
NPT111	Cell Line	K562	Homo sapiens	TGI	=	7762.47	nM	PMID[463364]
NPT111	Cell Line	K562	Homo sapiens	LC50	=	30199.52	nM	PMID[463364]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	=	194.98	nM	PMID[463364]
NPT112	Cell Line	MOLT-4	Homo sapiens	TGI	=	512.86	nM	PMID[463364]
NPT112	Cell Line	MOLT-4	Homo sapiens	LC50	=	1949.84	nM	PMID[463364]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	=	426.58	nM	PMID[463364]
NPT389	Cell Line	RPMI-8226	Homo sapiens	TGI	=	1819.7	nM	PMID[463364]
NPT389	Cell Line	RPMI-8226	Homo sapiens	LC50	=	8128.31	nM	PMID[463364]
NPT385	Cell Line	SR	Homo sapiens	GI50	=	288.4	nM	PMID[463364]
NPT385	Cell Line	SR	Homo sapiens	TGI	=	758.58	nM	PMID[463364]
NPT385	Cell Line	SR	Homo sapiens	LC50	=	3715.35	nM	PMID[463364]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	562.34	nM	PMID[463364]
NPT81	Cell Line	A549	Homo sapiens	TGI	=	1862.09	nM	PMID[463364]
NPT81	Cell Line	A549	Homo sapiens	LC50	=	4677.35	nM	PMID[463364]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	=	831.76	nM	PMID[463364]
NPT394	Cell Line	EKVX	Homo sapiens	TGI	=	2137.96	nM	PMID[463364]
NPT394	Cell Line	EKVX	Homo sapiens	LC50	=	4897.79	nM	PMID[463364]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	=	295.12	nM	PMID[463364]
NPT379	Cell Line	HOP-62	Homo sapiens	TGI	=	724.44	nM	PMID[463364]
NPT379	Cell Line	HOP-62	Homo sapiens	LC50	=	2454.71	nM	PMID[463364]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	=	1348.96	nM	PMID[463364]
NPT372	Cell Line	HOP-92	Homo sapiens	TGI	=	2754.23	nM	PMID[463364]
NPT372	Cell Line	HOP-92	Homo sapiens	LC50	=	5495.41	nM	PMID[463364]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	=	1380.38	nM	PMID[463364]
NPT405	Cell Line	NCI-H226	Homo sapiens	TGI	=	2818.38	nM	PMID[463364]
NPT405	Cell Line	NCI-H226	Homo sapiens	LC50	=	100000.0	nM	PMID[463364]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	=	1412.54	nM	PMID[463364]
NPT370	Cell Line	NCI-H23	Homo sapiens	TGI	=	2754.23	nM	PMID[463364]
NPT370	Cell Line	NCI-H23	Homo sapiens	LC50	=	5495.41	nM	PMID[463364]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	=	1905.46	nM	PMID[463364]
NPT388	Cell Line	NCI-H322M	Homo sapiens	TGI	=	3801.89	nM	PMID[463364]
NPT388	Cell Line	NCI-H322M	Homo sapiens	LC50	=	7585.78	nM	PMID[463364]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	758.58	nM	PMID[463364]
NPT397	Cell Line	NCI-H460	Homo sapiens	TGI	=	2290.87	nM	PMID[463364]
NPT397	Cell Line	NCI-H460	Homo sapiens	LC50	=	6025.6	nM	PMID[463364]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	=	1047.13	nM	PMID[463364]
NPT455	Cell Line	NCI-H522	Homo sapiens	TGI	=	2570.4	nM	PMID[463364]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	=	295.12	nM	PMID[463364]
NPT407	Cell Line	COLO 205	Homo sapiens	TGI	=	1318.26	nM	PMID[463364]
NPT407	Cell Line	COLO 205	Homo sapiens	LC50	=	4365.16	nM	PMID[463364]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	=	1000.0	nM	PMID[463364]
NPT391	Cell Line	HCC 2998	Homo sapiens	TGI	=	2187.76	nM	PMID[463364]
NPT391	Cell Line	HCC 2998	Homo sapiens	LC50	=	4786.3	nM	PMID[463364]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	=	186.21	nM	PMID[463364]
NPT393	Cell Line	HCT-116	Homo sapiens	TGI	=	354.81	nM	PMID[463364]
NPT393	Cell Line	HCT-116	Homo sapiens	LC50	=	676.08	nM	PMID[463364]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	=	223.87	nM	PMID[463364]
NPT148	Cell Line	HCT-15	Homo sapiens	TGI	=	489.78	nM	PMID[463364]
NPT148	Cell Line	HCT-15	Homo sapiens	LC50	=	1230.27	nM	PMID[463364]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	323.59	nM	PMID[463364]
NPT139	Cell Line	HT-29	Homo sapiens	TGI	=	1148.15	nM	PMID[463364]
NPT139	Cell Line	HT-29	Homo sapiens	LC50	=	4265.8	nM	PMID[463364]
NPT386	Cell Line	KM12	Homo sapiens	GI50	=	501.19	nM	PMID[463364]
NPT386	Cell Line	KM12	Homo sapiens	TGI	=	1698.24	nM	PMID[463364]
NPT386	Cell Line	KM12	Homo sapiens	LC50	=	4570.88	nM	PMID[463364]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	=	162.18	nM	PMID[463364]
NPT323	Cell Line	SW-620	Homo sapiens	TGI	=	331.13	nM	PMID[463364]
NPT323	Cell Line	SW-620	Homo sapiens	LC50	=	676.08	nM	PMID[463364]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	446.68	nM	PMID[463364]
NPT395	Cell Line	SF-268	Homo sapiens	TGI	=	1862.09	nM	PMID[463364]
NPT395	Cell Line	SF-268	Homo sapiens	LC50	=	6165.95	nM	PMID[463364]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	=	478.63	nM	PMID[463364]
NPT399	Cell Line	SF-295	Homo sapiens	TGI	=	1737.8	nM	PMID[463364]
NPT399	Cell Line	SF-295	Homo sapiens	LC50	=	4265.8	nM	PMID[463364]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	=	194.98	nM	PMID[463364]
NPT374	Cell Line	SF-539	Homo sapiens	TGI	=	389.05	nM	PMID[463364]
NPT374	Cell Line	SF-539	Homo sapiens	LC50	=	794.33	nM	PMID[463364]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	=	1122.02	nM	PMID[463364]
NPT383	Cell Line	SNB-19	Homo sapiens	TGI	=	2570.4	nM	PMID[463364]
NPT383	Cell Line	SNB-19	Homo sapiens	LC50	=	5754.4	nM	PMID[463364]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	=	354.81	nM	PMID[463364]
NPT392	Cell Line	SNB-75	Homo sapiens	TGI	=	1122.02	nM	PMID[463364]
NPT392	Cell Line	SNB-75	Homo sapiens	LC50	=	3467.37	nM	PMID[463364]
NPT380	Cell Line	U-251	Homo sapiens	GI50	=	346.74	nM	PMID[463364]
NPT380	Cell Line	U-251	Homo sapiens	TGI	=	1202.26	nM	PMID[463364]
NPT380	Cell Line	U-251	Homo sapiens	LC50	=	3467.37	nM	PMID[463364]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	=	234.42	nM	PMID[463364]
NPT390	Cell Line	LOX IMVI	Homo sapiens	TGI	=	549.54	nM	PMID[463364]
NPT390	Cell Line	LOX IMVI	Homo sapiens	LC50	=	1778.28	nM	PMID[463364]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	=	1288.25	nM	PMID[463364]
NPT375	Cell Line	Malme-3M	Homo sapiens	TGI	=	2754.23	nM	PMID[463364]
NPT375	Cell Line	Malme-3M	Homo sapiens	LC50	=	5888.44	nM	PMID[463364]
NPT387	Cell Line	M14	Homo sapiens	GI50	=	1000.0	nM	PMID[463364]
NPT387	Cell Line	M14	Homo sapiens	TGI	=	2238.72	nM	PMID[463364]
NPT387	Cell Line	M14	Homo sapiens	LC50	=	4897.79	nM	PMID[463364]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	=	1621.81	nM	PMID[463364]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	TGI	=	3630.78	nM	PMID[463364]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	LC50	=	8128.31	nM	PMID[463364]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	=	251.19	nM	PMID[463364]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	TGI	=	630.96	nM	PMID[463364]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	LC50	=	2290.87	nM	PMID[463364]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	=	501.19	nM	PMID[463364]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	TGI	=	1698.24	nM	PMID[463364]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	LC50	=	4073.8	nM	PMID[463364]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	=	1949.84	nM	PMID[463364]
NPT403	Cell Line	UACC-257	Homo sapiens	TGI	=	4365.16	nM	PMID[463364]
NPT403	Cell Line	UACC-257	Homo sapiens	LC50	=	9549.93	nM	PMID[463364]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	=	1479.11	nM	PMID[463364]
NPT398	Cell Line	UACC-62	Homo sapiens	TGI	=	2818.38	nM	PMID[463364]
NPT398	Cell Line	UACC-62	Homo sapiens	LC50	=	5370.32	nM	PMID[463364]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	=	1584.89	nM	PMID[463364]
NPT458	Cell Line	IGROV-1	Homo sapiens	TGI	=	3311.31	nM	PMID[463364]
NPT458	Cell Line	IGROV-1	Homo sapiens	LC50	=	7079.46	nM	PMID[463364]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	=	204.17	nM	PMID[463364]
NPT377	Cell Line	OVCAR-3	Homo sapiens	TGI	=	371.54	nM	PMID[463364]
NPT377	Cell Line	OVCAR-3	Homo sapiens	LC50	=	676.08	nM	PMID[463364]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	=	575.44	nM	PMID[463364]
NPT456	Cell Line	OVCAR-4	Homo sapiens	TGI	=	1905.46	nM	PMID[463364]
NPT456	Cell Line	OVCAR-4	Homo sapiens	LC50	=	5011.87	nM	PMID[463364]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	=	831.76	nM	PMID[463364]
NPT382	Cell Line	OVCAR-5	Homo sapiens	TGI	=	2089.3	nM	PMID[463364]
NPT382	Cell Line	OVCAR-5	Homo sapiens	LC50	=	4677.35	nM	PMID[463364]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	=	263.03	nM	PMID[463364]
NPT381	Cell Line	OVCAR-8	Homo sapiens	TGI	=	691.83	nM	PMID[463364]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	=	1202.26	nM	PMID[463364]
NPT146	Cell Line	SK-OV-3	Homo sapiens	TGI	=	2754.23	nM	PMID[463364]
NPT146	Cell Line	SK-OV-3	Homo sapiens	LC50	=	6309.57	nM	PMID[463364]
NPT401	Cell Line	786-0	Homo sapiens	GI50	=	223.87	nM	PMID[463364]
NPT401	Cell Line	786-0	Homo sapiens	TGI	=	489.78	nM	PMID[463364]
NPT401	Cell Line	786-0	Homo sapiens	LC50	=	1174.9	nM	PMID[463364]
NPT376	Cell Line	A498	Homo sapiens	GI50	=	1479.11	nM	PMID[463364]
NPT376	Cell Line	A498	Homo sapiens	TGI	=	2951.21	nM	PMID[463364]
NPT376	Cell Line	A498	Homo sapiens	LC50	=	5888.44	nM	PMID[463364]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	=	281.84	nM	PMID[463364]
NPT369	Cell Line	ACHN	Homo sapiens	TGI	=	1071.52	nM	PMID[463364]
NPT369	Cell Line	ACHN	Homo sapiens	LC50	=	3235.94	nM	PMID[463364]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	=	295.12	nM	PMID[463364]
NPT406	Cell Line	RXF 393	Homo sapiens	TGI	=	1122.02	nM	PMID[463364]
NPT406	Cell Line	RXF 393	Homo sapiens	LC50	=	3630.78	nM	PMID[463364]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	=	1202.26	nM	PMID[463364]
NPT368	Cell Line	SN12C	Homo sapiens	TGI	=	2454.71	nM	PMID[463364]
NPT368	Cell Line	SN12C	Homo sapiens	LC50	=	5011.87	nM	PMID[463364]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	=	302.0	nM	PMID[463364]
NPT384	Cell Line	TK-10	Homo sapiens	TGI	=	891.25	nM	PMID[463364]
NPT384	Cell Line	TK-10	Homo sapiens	LC50	=	3388.44	nM	PMID[463364]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	=	416.87	nM	PMID[463364]
NPT371	Cell Line	UO-31	Homo sapiens	TGI	=	1445.44	nM	PMID[463364]
NPT371	Cell Line	UO-31	Homo sapiens	LC50	=	3981.07	nM	PMID[463364]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	380.19	nM	PMID[463364]
NPT306	Cell Line	PC-3	Homo sapiens	TGI	=	1348.96	nM	PMID[463364]
NPT306	Cell Line	PC-3	Homo sapiens	LC50	=	3801.89	nM	PMID[463364]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	457.09	nM	PMID[463364]
NPT90	Cell Line	DU-145	Homo sapiens	TGI	=	1584.89	nM	PMID[463364]
NPT90	Cell Line	DU-145	Homo sapiens	LC50	=	3981.07	nM	PMID[463364]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	776.25	nM	PMID[463364]
NPT83	Cell Line	MCF7	Homo sapiens	TGI	=	3467.37	nM	PMID[463364]
NPT83	Cell Line	MCF7	Homo sapiens	LC50	=	25703.96	nM	PMID[463364]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	=	1071.52	nM	PMID[463364]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	TGI	=	2570.4	nM	PMID[463364]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	LC50	=	6165.95	nM	PMID[463364]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	891.25	nM	PMID[463364]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	TGI	=	2089.3	nM	PMID[463364]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	LC50	=	4570.88	nM	PMID[463364]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	=	524.81	nM	PMID[463364]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	TGI	=	1737.8	nM	PMID[463364]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	LC50	=	4265.8	nM	PMID[463364]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	=	213.8	nM	PMID[463364]
NPT457	Cell Line	BT-549	Homo sapiens	TGI	=	457.09	nM	PMID[463364]
NPT457	Cell Line	BT-549	Homo sapiens	LC50	=	977.24	nM	PMID[463364]
NPT396	Cell Line	T47D	Homo sapiens	GI50	=	1023.29	nM	PMID[463364]
NPT396	Cell Line	T47D	Homo sapiens	TGI	=	3019.95	nM	PMID[463364]
NPT396	Cell Line	T47D	Homo sapiens	LC50	=	8912.51	nM	PMID[463364]
NPT455	Cell Line	NCI-H522	Homo sapiens	LC50	=	6456.54	nM	PMID[463364]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	=	346.74	nM	PMID[463364]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	TGI	=	1174.9	nM	PMID[463364]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	LC50	=	4466.84	nM	PMID[463364]
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	650.0	nM	PMID[463365]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	239.88	nM	PMID[463364]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	TGI	=	645.65	nM	PMID[463364]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	LC50	=	3235.94	nM	PMID[463364]

☑ 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 NPC282233 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	231
0.1-0.2	1418
0.2-0.3	4635
0.3-0.4	8791
0.4-0.5	12531
0.5-0.6	6830
0.6-0.7	4883
0.7-0.8	3008
0.8-0.85	312
0.85-0.9	49
0.9-0.95	7
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC95585
0.9368	High Similarity	NPC469545
0.9368	High Similarity	NPC5532
0.9368	High Similarity	NPC61369
0.9263	High Similarity	NPC274417
0.9158	High Similarity	NPC269729
0.9	High Similarity	NPC478057
0.898	High Similarity	NPC471966
0.8889	High Similarity	NPC475202
0.8889	High Similarity	NPC475385
0.8889	High Similarity	NPC475392
0.8842	High Similarity	NPC328141
0.8835	High Similarity	NPC275539
0.8835	High Similarity	NPC189075
0.8812	High Similarity	NPC95899
0.8812	High Similarity	NPC275583
0.8776	High Similarity	NPC219353
0.8776	High Similarity	NPC471039
0.875	High Similarity	NPC310546
0.8738	High Similarity	NPC110496
0.8687	High Similarity	NPC473456
0.8673	High Similarity	NPC474727
0.8673	High Similarity	NPC139570
0.866	High Similarity	NPC295643
0.866	High Similarity	NPC214756
0.866	High Similarity	NPC272075
0.8654	High Similarity	NPC89171
0.8654	High Similarity	NPC476802
0.8641	High Similarity	NPC102352
0.8632	High Similarity	NPC474925
0.86	High Similarity	NPC475876
0.86	High Similarity	NPC478056
0.86	High Similarity	NPC260149
0.86	High Similarity	NPC58942
0.8586	High Similarity	NPC200054
0.8586	High Similarity	NPC29410
0.8571	High Similarity	NPC471207
0.8571	High Similarity	NPC471040
0.8571	High Similarity	NPC74751
0.8557	High Similarity	NPC145067
0.8557	High Similarity	NPC4036
0.8557	High Similarity	NPC233455
0.8557	High Similarity	NPC230064
0.8557	High Similarity	NPC158030
0.8557	High Similarity	NPC65120
0.8542	High Similarity	NPC477973
0.8515	High Similarity	NPC293890
0.8515	High Similarity	NPC293866
0.8515	High Similarity	NPC472972
0.8515	High Similarity	NPC471041
0.8505	High Similarity	NPC194951
0.8505	High Similarity	NPC12046
0.85	High Similarity	NPC476879
0.85	High Similarity	NPC476878
0.85	High Similarity	NPC89225
0.8491	Intermediate Similarity	NPC197428
0.8485	Intermediate Similarity	NPC473240
0.8485	Intermediate Similarity	NPC98639
0.8485	Intermediate Similarity	NPC139459
0.8476	Intermediate Similarity	NPC154608
0.8476	Intermediate Similarity	NPC192813
0.8476	Intermediate Similarity	NPC277017
0.8469	Intermediate Similarity	NPC151722
0.8462	Intermediate Similarity	NPC278628
0.8462	Intermediate Similarity	NPC231530
0.8454	Intermediate Similarity	NPC291028
0.8447	Intermediate Similarity	NPC254202
0.8438	Intermediate Similarity	NPC206060
0.8438	Intermediate Similarity	NPC473229
0.8431	Intermediate Similarity	NPC471412
0.8426	Intermediate Similarity	NPC157441
0.8416	Intermediate Similarity	NPC38296
0.8416	Intermediate Similarity	NPC471038
0.8416	Intermediate Similarity	NPC38471
0.8416	Intermediate Similarity	NPC20479
0.8416	Intermediate Similarity	NPC98837
0.8416	Intermediate Similarity	NPC114274
0.8416	Intermediate Similarity	NPC162459
0.8416	Intermediate Similarity	NPC194196
0.8416	Intermediate Similarity	NPC28864
0.8416	Intermediate Similarity	NPC89099
0.84	Intermediate Similarity	NPC476327
0.84	Intermediate Similarity	NPC329910
0.84	Intermediate Similarity	NPC476318
0.84	Intermediate Similarity	NPC167193
0.84	Intermediate Similarity	NPC472806
0.84	Intermediate Similarity	NPC98874
0.8396	Intermediate Similarity	NPC27814
0.8384	Intermediate Similarity	NPC474529
0.8384	Intermediate Similarity	NPC169751
0.8384	Intermediate Similarity	NPC272635
0.8381	Intermediate Similarity	NPC144854
0.8381	Intermediate Similarity	NPC3316
0.8367	Intermediate Similarity	NPC105189
0.8365	Intermediate Similarity	NPC96268
0.8351	Intermediate Similarity	NPC184663
0.8351	Intermediate Similarity	NPC469546
0.835	Intermediate Similarity	NPC136289
0.8333	Intermediate Similarity	NPC104861
0.8333	Intermediate Similarity	NPC90952
0.8333	Intermediate Similarity	NPC277769
0.8333	Intermediate Similarity	NPC476801
0.8333	Intermediate Similarity	NPC471413
0.8317	Intermediate Similarity	NPC189880
0.8317	Intermediate Similarity	NPC26413
0.8317	Intermediate Similarity	NPC10864
0.8317	Intermediate Similarity	NPC108078
0.8302	Intermediate Similarity	NPC293850
0.8302	Intermediate Similarity	NPC94529
0.83	Intermediate Similarity	NPC148523
0.83	Intermediate Similarity	NPC470232
0.83	Intermediate Similarity	NPC470229
0.8286	Intermediate Similarity	NPC96377
0.8283	Intermediate Similarity	NPC63118
0.8283	Intermediate Similarity	NPC170220
0.8283	Intermediate Similarity	NPC49776
0.8283	Intermediate Similarity	NPC86368
0.8283	Intermediate Similarity	NPC294263
0.8283	Intermediate Similarity	NPC474436
0.8283	Intermediate Similarity	NPC141497
0.8283	Intermediate Similarity	NPC474185
0.8283	Intermediate Similarity	NPC107674
0.8283	Intermediate Similarity	NPC298554
0.8269	Intermediate Similarity	NPC140723
0.8269	Intermediate Similarity	NPC159442
0.8269	Intermediate Similarity	NPC179208
0.8269	Intermediate Similarity	NPC264048
0.8265	Intermediate Similarity	NPC232202
0.8265	Intermediate Similarity	NPC120840
0.8265	Intermediate Similarity	NPC474728
0.8265	Intermediate Similarity	NPC193750
0.8265	Intermediate Similarity	NPC120968
0.8265	Intermediate Similarity	NPC290614
0.8265	Intermediate Similarity	NPC18872
0.8265	Intermediate Similarity	NPC227467
0.8265	Intermediate Similarity	NPC477872
0.8265	Intermediate Similarity	NPC210037
0.8265	Intermediate Similarity	NPC7260
0.8265	Intermediate Similarity	NPC113989
0.8265	Intermediate Similarity	NPC273621
0.8257	Intermediate Similarity	NPC25909
0.8257	Intermediate Similarity	NPC52634
0.8252	Intermediate Similarity	NPC163963
0.8252	Intermediate Similarity	NPC289148
0.8252	Intermediate Similarity	NPC46848
0.8252	Intermediate Similarity	NPC252614
0.8252	Intermediate Similarity	NPC52899
0.8252	Intermediate Similarity	NPC81530
0.8247	Intermediate Similarity	NPC52169
0.8247	Intermediate Similarity	NPC472802
0.8247	Intermediate Similarity	NPC182797
0.8247	Intermediate Similarity	NPC40552
0.8247	Intermediate Similarity	NPC246708
0.8241	Intermediate Similarity	NPC34315
0.8235	Intermediate Similarity	NPC188833
0.8229	Intermediate Similarity	NPC73038
0.8229	Intermediate Similarity	NPC325594
0.8218	Intermediate Similarity	NPC58052
0.8218	Intermediate Similarity	NPC327179
0.8218	Intermediate Similarity	NPC192428
0.8218	Intermediate Similarity	NPC111684
0.8211	Intermediate Similarity	NPC470812
0.8208	Intermediate Similarity	NPC202524
0.8208	Intermediate Similarity	NPC230541
0.82	Intermediate Similarity	NPC470386
0.82	Intermediate Similarity	NPC103527
0.82	Intermediate Similarity	NPC159410
0.82	Intermediate Similarity	NPC209868
0.82	Intermediate Similarity	NPC159365
0.82	Intermediate Similarity	NPC47853
0.82	Intermediate Similarity	NPC470385
0.82	Intermediate Similarity	NPC474963
0.82	Intermediate Similarity	NPC222047
0.82	Intermediate Similarity	NPC475118
0.819	Intermediate Similarity	NPC475036
0.819	Intermediate Similarity	NPC98603
0.819	Intermediate Similarity	NPC255309
0.819	Intermediate Similarity	NPC65523
0.819	Intermediate Similarity	NPC470297
0.819	Intermediate Similarity	NPC29705
0.8182	Intermediate Similarity	NPC475708
0.8182	Intermediate Similarity	NPC285184
0.8182	Intermediate Similarity	NPC474525
0.8182	Intermediate Similarity	NPC60755
0.8182	Intermediate Similarity	NPC470590
0.8182	Intermediate Similarity	NPC473798
0.8182	Intermediate Similarity	NPC86266
0.8182	Intermediate Similarity	NPC77099
0.8182	Intermediate Similarity	NPC187722
0.8182	Intermediate Similarity	NPC212301
0.8182	Intermediate Similarity	NPC110657
0.8182	Intermediate Similarity	NPC297265
0.8182	Intermediate Similarity	NPC38754
0.8182	Intermediate Similarity	NPC198054
0.8173	Intermediate Similarity	NPC88203
0.8173	Intermediate Similarity	NPC275990
0.8173	Intermediate Similarity	NPC22388
0.8173	Intermediate Similarity	NPC76866
0.8173	Intermediate Similarity	NPC304832
0.8173	Intermediate Similarity	NPC162973

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 NPC282233 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	205
0.1-0.2	1737
0.2-0.3	3743
0.3-0.4	2242
0.4-0.5	737
0.5-0.6	231
0.6-0.7	141
0.7-0.8	107
0.8-0.85	6
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8687	High Similarity	NPD7902	Approved
0.8571	High Similarity	NPD7748	Approved
0.8557	High Similarity	NPD7515	Phase 2
0.8384	Intermediate Similarity	NPD7900	Approved
0.8384	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.8218	Intermediate Similarity	NPD4697	Phase 3
0.8073	Intermediate Similarity	NPD6650	Approved
0.8073	Intermediate Similarity	NPD6649	Approved
0.8058	Intermediate Similarity	NPD7638	Approved
0.8056	Intermediate Similarity	NPD6372	Approved
0.8056	Intermediate Similarity	NPD6373	Approved
0.8	Intermediate Similarity	NPD6079	Approved
0.7981	Intermediate Similarity	NPD7640	Approved
0.7981	Intermediate Similarity	NPD7639	Approved
0.798	Intermediate Similarity	NPD5328	Approved
0.7963	Intermediate Similarity	NPD6899	Approved
0.7963	Intermediate Similarity	NPD6881	Approved
0.7959	Intermediate Similarity	NPD3573	Approved
0.7944	Intermediate Similarity	NPD6402	Approved
0.7944	Intermediate Similarity	NPD6675	Approved
0.7944	Intermediate Similarity	NPD7128	Approved
0.7944	Intermediate Similarity	NPD5739	Approved
0.7921	Intermediate Similarity	NPD6399	Phase 3
0.787	Intermediate Similarity	NPD5697	Approved
0.7857	Intermediate Similarity	NPD3618	Phase 1
0.7818	Intermediate Similarity	NPD7290	Approved
0.7818	Intermediate Similarity	NPD7102	Approved
0.7818	Intermediate Similarity	NPD6883	Approved
0.7798	Intermediate Similarity	NPD7320	Approved
0.7798	Intermediate Similarity	NPD6011	Approved
0.7778	Intermediate Similarity	NPD8328	Phase 3
0.7778	Intermediate Similarity	NPD6008	Approved
0.7768	Intermediate Similarity	NPD4632	Approved
0.7748	Intermediate Similarity	NPD6847	Approved
0.7748	Intermediate Similarity	NPD8130	Phase 1
0.7748	Intermediate Similarity	NPD6617	Approved
0.7748	Intermediate Similarity	NPD6869	Approved
0.7727	Intermediate Similarity	NPD6012	Approved
0.7727	Intermediate Similarity	NPD6013	Approved
0.7727	Intermediate Similarity	NPD6014	Approved
0.7706	Intermediate Similarity	NPD5701	Approved
0.77	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD5221	Approved
0.7692	Intermediate Similarity	NPD5222	Approved
0.7692	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7679	Intermediate Similarity	NPD6882	Approved
0.7679	Intermediate Similarity	NPD8297	Approved
0.7647	Intermediate Similarity	NPD8034	Phase 2
0.7647	Intermediate Similarity	NPD8035	Phase 2
0.7619	Intermediate Similarity	NPD5173	Approved
0.7589	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7568	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7565	Intermediate Similarity	NPD6009	Approved
0.7521	Intermediate Similarity	NPD6319	Approved
0.7521	Intermediate Similarity	NPD7736	Approved
0.75	Intermediate Similarity	NPD6684	Approved
0.75	Intermediate Similarity	NPD7334	Approved
0.75	Intermediate Similarity	NPD7146	Approved
0.75	Intermediate Similarity	NPD7521	Approved
0.75	Intermediate Similarity	NPD6409	Approved
0.75	Intermediate Similarity	NPD7507	Approved
0.75	Intermediate Similarity	NPD5330	Approved
0.7479	Intermediate Similarity	NPD7604	Phase 2
0.7478	Intermediate Similarity	NPD6868	Approved
0.7477	Intermediate Similarity	NPD5285	Approved
0.7477	Intermediate Similarity	NPD5286	Approved
0.7477	Intermediate Similarity	NPD4696	Approved
0.7458	Intermediate Similarity	NPD5983	Phase 2
0.7453	Intermediate Similarity	NPD6083	Phase 2
0.7453	Intermediate Similarity	NPD4755	Approved
0.7453	Intermediate Similarity	NPD6084	Phase 2
0.7417	Intermediate Similarity	NPD7492	Approved
0.7414	Intermediate Similarity	NPD7115	Discovery
0.7407	Intermediate Similarity	NPD5223	Approved
0.74	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7387	Intermediate Similarity	NPD6412	Phase 2
0.7373	Intermediate Similarity	NPD6054	Approved
0.7355	Intermediate Similarity	NPD6336	Discontinued
0.7355	Intermediate Similarity	NPD6616	Approved
0.7353	Intermediate Similarity	NPD6903	Approved
0.7353	Intermediate Similarity	NPD6672	Approved
0.7353	Intermediate Similarity	NPD5737	Approved
0.735	Intermediate Similarity	NPD6335	Approved
0.7339	Intermediate Similarity	NPD5226	Approved
0.7339	Intermediate Similarity	NPD5225	Approved
0.7339	Intermediate Similarity	NPD5224	Approved
0.7339	Intermediate Similarity	NPD4633	Approved
0.7339	Intermediate Similarity	NPD5211	Phase 2
0.7339	Intermediate Similarity	NPD7632	Discontinued
0.7328	Intermediate Similarity	NPD6274	Approved
0.7317	Intermediate Similarity	NPD7319	Approved
0.7315	Intermediate Similarity	NPD4700	Approved
0.7308	Intermediate Similarity	NPD6411	Approved
0.73	Intermediate Similarity	NPD3665	Phase 1
0.73	Intermediate Similarity	NPD4786	Approved
0.73	Intermediate Similarity	NPD3133	Approved
0.73	Intermediate Similarity	NPD3666	Approved
0.7295	Intermediate Similarity	NPD7078	Approved
0.7288	Intermediate Similarity	NPD7101	Approved
0.7288	Intermediate Similarity	NPD7100	Approved
0.7282	Intermediate Similarity	NPD7285	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD5175	Approved
0.7273	Intermediate Similarity	NPD5174	Approved
0.7273	Intermediate Similarity	NPD3667	Approved
0.7265	Intermediate Similarity	NPD6317	Approved
0.7265	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7264	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.725	Intermediate Similarity	NPD6370	Approved
0.7238	Intermediate Similarity	NPD4202	Approved
0.7227	Intermediate Similarity	NPD6059	Approved
0.7222	Intermediate Similarity	NPD5696	Approved
0.7207	Intermediate Similarity	NPD5141	Approved
0.7203	Intermediate Similarity	NPD6313	Approved
0.7203	Intermediate Similarity	NPD6314	Approved
0.7196	Intermediate Similarity	NPD7614	Phase 1
0.7193	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD4634	Approved
0.7168	Intermediate Similarity	NPD6686	Approved
0.7168	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD6291	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD6016	Approved
0.7167	Intermediate Similarity	NPD6015	Approved
0.7157	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD8293	Discontinued
0.7143	Intermediate Similarity	NPD7645	Phase 2
0.7117	Intermediate Similarity	NPD4754	Approved
0.7115	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD6101	Approved
0.7107	Intermediate Similarity	NPD5988	Approved
0.7105	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD5695	Phase 3
0.7075	Intermediate Similarity	NPD5778	Approved
0.7075	Intermediate Similarity	NPD5779	Approved
0.7071	Intermediate Similarity	NPD4695	Discontinued
0.7064	Intermediate Similarity	NPD4225	Approved
0.7059	Intermediate Similarity	NPD1694	Approved
0.7037	Intermediate Similarity	NPD7732	Phase 3
0.7025	Intermediate Similarity	NPD6909	Approved
0.7025	Intermediate Similarity	NPD6908	Approved
0.7018	Intermediate Similarity	NPD4729	Approved
0.7018	Intermediate Similarity	NPD4730	Approved
0.7018	Intermediate Similarity	NPD5128	Approved
0.7018	Intermediate Similarity	NPD5168	Approved
0.6991	Remote Similarity	NPD4767	Approved
0.6991	Remote Similarity	NPD4768	Approved
0.6952	Remote Similarity	NPD4753	Phase 2
0.6952	Remote Similarity	NPD6904	Approved
0.6952	Remote Similarity	NPD6673	Approved
0.6952	Remote Similarity	NPD6080	Approved
0.6944	Remote Similarity	NPD5210	Approved
0.6944	Remote Similarity	NPD4629	Approved
0.6931	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.693	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD5248	Approved
0.6897	Remote Similarity	NPD5249	Phase 3
0.6897	Remote Similarity	NPD5251	Approved
0.6897	Remote Similarity	NPD5169	Approved
0.6897	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD5250	Approved
0.6897	Remote Similarity	NPD5247	Approved
0.6897	Remote Similarity	NPD5135	Approved
0.6869	Remote Similarity	NPD6115	Approved
0.6869	Remote Similarity	NPD6697	Approved
0.6869	Remote Similarity	NPD6118	Approved
0.6869	Remote Similarity	NPD6114	Approved
0.6852	Remote Similarity	NPD6001	Approved
0.6838	Remote Similarity	NPD5217	Approved
0.6838	Remote Similarity	NPD5216	Approved
0.6838	Remote Similarity	NPD5215	Approved
0.6838	Remote Similarity	NPD5127	Approved
0.6827	Remote Similarity	NPD5279	Phase 3
0.6825	Remote Similarity	NPD6033	Approved
0.6822	Remote Similarity	NPD5281	Approved
0.6822	Remote Similarity	NPD5284	Approved
0.6796	Remote Similarity	NPD3668	Phase 3
0.678	Remote Similarity	NPD6053	Discontinued
0.6774	Remote Similarity	NPD6067	Discontinued
0.6765	Remote Similarity	NPD4223	Phase 3
0.6765	Remote Similarity	NPD4221	Approved
0.6735	Remote Similarity	NPD3703	Phase 2
0.6733	Remote Similarity	NPD7525	Registered
0.6731	Remote Similarity	NPD5329	Approved
0.6699	Remote Similarity	NPD4788	Approved
0.6698	Remote Similarity	NPD5208	Approved
0.6667	Remote Similarity	NPD5167	Approved
0.6667	Remote Similarity	NPD6117	Approved
0.6667	Remote Similarity	NPD5693	Phase 1
0.6667	Remote Similarity	NPD6050	Approved
0.6667	Remote Similarity	NPD6098	Approved
0.6639	Remote Similarity	NPD7327	Approved
0.6639	Remote Similarity	NPD7328	Approved
0.6636	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6635	Remote Similarity	NPD4197	Approved
0.6617	Remote Similarity	NPD6333	Approved
0.6617	Remote Similarity	NPD6334	Approved
0.66	Remote Similarity	NPD6116	Phase 1
0.6585	Remote Similarity	NPD7516	Approved
0.6583	Remote Similarity	NPD8133	Approved
0.6574	Remote Similarity	NPD5692	Phase 3
0.6574	Remote Similarity	NPD5207	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data