NPASS Compound

Structure

NPC473299 OpenBabel07101718302D 30 34 0 0 1 0 0 0 0 0999 V2000 0.2788 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7350 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2350 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8690 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8690 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7350 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.8690 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1369 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4049 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7350 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1369 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4049 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 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 14 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 25 1 0 0 0 0 6 26 1 0 0 0 0 7 9 1 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 13 17 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 14 30 1 0 0 0 0 15 20 1 0 0 0 0 15 27 1 1 0 0 0 16 23 1 0 0 0 0 16 24 1 1 0 0 0 17 24 1 1 0 0 0 17 25 1 0 0 0 0 18 25 1 1 0 0 0 18 26 1 0 0 0 0 19 26 1 1 0 0 0 19 28 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 21 26 1 0 0 0 0 22 29 2 0 0 0 0 22 30 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	418.31
Volume:	447.994
LogP:	4.272
LogD:	3.859
LogS:	-4.287
# Rotatable Bonds:	0
TPSA:	66.76
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.566
Synthetic Accessibility Score:	5.005
Fsp3:	0.962
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.795
MDCK Permeability:	3.3860742405522615e-05
Pgp-inhibitor:	0.997
Pgp-substrate:	0.027
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.889
30% Bioavailability (F30%):	0.963

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.215
Plasma Protein Binding (PPB):	84.1084976196289%
Volume Distribution (VD):	1.52
Pgp-substrate:	20.889434814453125%

ADMET: Metabolism

CYP1A2-inhibitor:	0.036
CYP1A2-substrate:	0.312
CYP2C19-inhibitor:	0.028
CYP2C19-substrate:	0.87
CYP2C9-inhibitor:	0.115
CYP2C9-substrate:	0.103
CYP2D6-inhibitor:	0.007
CYP2D6-substrate:	0.364
CYP3A4-inhibitor:	0.402
CYP3A4-substrate:	0.377

ADMET: Excretion

Clearance (CL):	10.953
Half-life (T1/2):	0.063

ADMET: Toxicity

hERG Blockers:	0.077
Human Hepatotoxicity (H-HT):	0.295
Drug-inuced Liver Injury (DILI):	0.045
AMES Toxicity:	0.006
Rat Oral Acute Toxicity:	0.592
Maximum Recommended Daily Dose:	0.567
Skin Sensitization:	0.224
Carcinogencity:	0.059
Eye Corrosion:	0.368
Eye Irritation:	0.021
Respiratory Toxicity:	0.968

Download Data

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

Natural Product: NPC473299

Natural Product ID:	NPC473299
*Common Name:**	12,16-Dihydroxy-24-Methylscalaran-25,24-Olide
IUPAC Name:	(3aS,4S,5aS,5bR,7aS,11aS,11bR,13R,13aS,13bS)-4,13-dihydroxy-3,5b,8,8,11a,13a-hexamethyl-3a,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-3H-phenanthro[1,2-g][2]benzofuran-1-one
Synonyms:
Standard InCHIKey:	BOVSVCDCMFPWKD-MCOKXNSZSA-N
Standard InCHI:	InChI=1S/C26H42O4/c1-14-20-15(27)12-18-25(5)11-8-16-23(2,3)9-7-10-24(16,4)17(25)13-19(28)26(18,6)21(20)22(29)30-14/h14-21,27-28H,7-13H2,1-6H3/t14?,15-,16-,17+,18-,19+,20+,21+,24-,25+,26+/m0/s1
SMILES:	O=C1OC([C@H]2[C@H]1[C@@]1(C)[C@H](O)C[C@H]3[C@@]([C@@H]1C[C@@H]2O)(C)CC[C@@H]1[C@]3(C)CCCC1(C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL398831
PubChem CID:	44445343
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]

☑ 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	7
Others	117

Activity Type	# Activity
Cell Line	177
NON-MOLECULAR	3
PROTEIN FAMILY	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT396	Cell Line	T47D	Homo sapiens	IC50	=	6700.0	nM	PMID[454422]
NPT396	Cell Line	T47D	Homo sapiens	IC50	=	5300.0	nM	PMID[454422]
NPT396	Cell Line	T47D	Homo sapiens	IC50	=	4700.0	nM	PMID[454422]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	5400.0	nM	PMID[454422]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	4900.0	nM	PMID[454422]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	=	11748.98	nM	PMID[454422]
NPT116	Cell Line	HL-60	Homo sapiens	TGI	=	36307.81	nM	PMID[454422]
NPT116	Cell Line	HL-60	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT111	Cell Line	K562	Homo sapiens	GI50	=	29512.09	nM	PMID[454422]
NPT111	Cell Line	K562	Homo sapiens	TGI	=	54954.09	nM	PMID[454422]
NPT111	Cell Line	K562	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	=	4786.3	nM	PMID[454422]
NPT112	Cell Line	MOLT-4	Homo sapiens	TGI	=	20892.96	nM	PMID[454422]
NPT112	Cell Line	MOLT-4	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	=	16218.1	nM	PMID[454422]
NPT389	Cell Line	RPMI-8226	Homo sapiens	TGI	=	51286.14	nM	PMID[454422]
NPT389	Cell Line	RPMI-8226	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT385	Cell Line	SR	Homo sapiens	GI50	=	8511.38	nM	PMID[454422]
NPT385	Cell Line	SR	Homo sapiens	TGI	=	35481.34	nM	PMID[454422]
NPT385	Cell Line	SR	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	15848.93	nM	PMID[454422]
NPT81	Cell Line	A549	Homo sapiens	TGI	=	37153.52	nM	PMID[454422]
NPT81	Cell Line	A549	Homo sapiens	LC50	=	89125.09	nM	PMID[454422]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	=	23442.29	nM	PMID[454422]
NPT394	Cell Line	EKVX	Homo sapiens	TGI	=	45708.82	nM	PMID[454422]
NPT394	Cell Line	EKVX	Homo sapiens	LC50	=	89125.09	nM	PMID[454422]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	=	15135.61	nM	PMID[454422]
NPT379	Cell Line	HOP-62	Homo sapiens	TGI	=	28840.32	nM	PMID[454422]
NPT379	Cell Line	HOP-62	Homo sapiens	LC50	=	54954.09	nM	PMID[454422]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	=	16982.44	nM	PMID[454422]
NPT372	Cell Line	HOP-92	Homo sapiens	TGI	=	39810.72	nM	PMID[454422]
NPT372	Cell Line	HOP-92	Homo sapiens	LC50	=	93325.43	nM	PMID[454422]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	=	19952.62	nM	PMID[454422]
NPT405	Cell Line	NCI-H226	Homo sapiens	TGI	=	41686.94	nM	PMID[454422]
NPT405	Cell Line	NCI-H226	Homo sapiens	LC50	=	87096.36	nM	PMID[454422]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	=	20417.38	nM	PMID[454422]
NPT370	Cell Line	NCI-H23	Homo sapiens	TGI	=	37153.52	nM	PMID[454422]
NPT370	Cell Line	NCI-H23	Homo sapiens	LC50	=	67608.3	nM	PMID[454422]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	=	31622.78	nM	PMID[454422]
NPT388	Cell Line	NCI-H322M	Homo sapiens	TGI	=	93325.43	nM	PMID[454422]
NPT388	Cell Line	NCI-H322M	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	20892.96	nM	PMID[454422]
NPT397	Cell Line	NCI-H460	Homo sapiens	TGI	=	42657.95	nM	PMID[454422]
NPT397	Cell Line	NCI-H460	Homo sapiens	LC50	=	89125.09	nM	PMID[454422]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	=	19498.45	nM	PMID[454422]
NPT455	Cell Line	NCI-H522	Homo sapiens	TGI	=	38904.51	nM	PMID[454422]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	=	15848.93	nM	PMID[454422]
NPT407	Cell Line	COLO 205	Homo sapiens	TGI	=	32359.37	nM	PMID[454422]
NPT407	Cell Line	COLO 205	Homo sapiens	LC50	=	66069.34	nM	PMID[454422]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	=	15488.17	nM	PMID[454422]
NPT391	Cell Line	HCC 2998	Homo sapiens	TGI	=	29512.09	nM	PMID[454422]
NPT391	Cell Line	HCC 2998	Homo sapiens	LC50	=	56234.13	nM	PMID[454422]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	=	11220.18	nM	PMID[454422]
NPT393	Cell Line	HCT-116	Homo sapiens	TGI	=	23442.29	nM	PMID[454422]
NPT393	Cell Line	HCT-116	Homo sapiens	LC50	=	47863.01	nM	PMID[454422]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	=	16218.1	nM	PMID[454422]
NPT148	Cell Line	HCT-15	Homo sapiens	TGI	=	31622.78	nM	PMID[454422]
NPT148	Cell Line	HCT-15	Homo sapiens	LC50	=	60255.96	nM	PMID[454422]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	17378.01	nM	PMID[454422]
NPT139	Cell Line	HT-29	Homo sapiens	TGI	=	38018.94	nM	PMID[454422]
NPT139	Cell Line	HT-29	Homo sapiens	LC50	=	83176.38	nM	PMID[454422]
NPT386	Cell Line	KM12	Homo sapiens	GI50	=	25118.86	nM	PMID[454422]
NPT386	Cell Line	KM12	Homo sapiens	TGI	=	69183.1	nM	PMID[454422]
NPT386	Cell Line	KM12	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	=	12022.64	nM	PMID[454422]
NPT323	Cell Line	SW-620	Homo sapiens	TGI	=	25118.86	nM	PMID[454422]
NPT323	Cell Line	SW-620	Homo sapiens	LC50	=	52480.75	nM	PMID[454422]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	22387.21	nM	PMID[454422]
NPT395	Cell Line	SF-268	Homo sapiens	TGI	=	48977.88	nM	PMID[454422]
NPT395	Cell Line	SF-268	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	=	19498.45	nM	PMID[454422]
NPT399	Cell Line	SF-295	Homo sapiens	TGI	=	50118.72	nM	PMID[454422]
NPT399	Cell Line	SF-295	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	=	19054.61	nM	PMID[454422]
NPT374	Cell Line	SF-539	Homo sapiens	TGI	=	36307.81	nM	PMID[454422]
NPT374	Cell Line	SF-539	Homo sapiens	LC50	=	67608.3	nM	PMID[454422]
NPT383	Cell Line	SNB-19	Homo sapiens	LC50	=	16982.44	nM	PMID[454422]
NPT383	Cell Line	SNB-19	Homo sapiens	TGI	=	37153.52	nM	PMID[454422]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	=	81283.05	nM	PMID[454422]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	=	19952.62	nM	PMID[454422]
NPT392	Cell Line	SNB-75	Homo sapiens	TGI	=	47863.01	nM	PMID[454422]
NPT392	Cell Line	SNB-75	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT380	Cell Line	U-251	Homo sapiens	GI50	=	16982.44	nM	PMID[454422]
NPT380	Cell Line	U-251	Homo sapiens	TGI	=	32359.37	nM	PMID[454422]
NPT380	Cell Line	U-251	Homo sapiens	LC50	=	61659.5	nM	PMID[454422]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	=	17378.01	nM	PMID[454422]
NPT390	Cell Line	LOX IMVI	Homo sapiens	TGI	=	30902.95	nM	PMID[454422]
NPT390	Cell Line	LOX IMVI	Homo sapiens	LC50	=	56234.13	nM	PMID[454422]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	=	26915.35	nM	PMID[454422]
NPT375	Cell Line	Malme-3M	Homo sapiens	TGI	=	50118.72	nM	PMID[454422]
NPT375	Cell Line	Malme-3M	Homo sapiens	LC50	=	91201.08	nM	PMID[454422]
NPT387	Cell Line	M14	Homo sapiens	GI50	=	19054.61	nM	PMID[454422]
NPT387	Cell Line	M14	Homo sapiens	TGI	=	36307.81	nM	PMID[454422]
NPT387	Cell Line	M14	Homo sapiens	LC50	=	69183.1	nM	PMID[454422]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	=	25118.86	nM	PMID[454422]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	TGI	=	51286.14	nM	PMID[454422]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	=	19952.62	nM	PMID[454422]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	TGI	=	36307.81	nM	PMID[454422]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	LC50	=	66069.34	nM	PMID[454422]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	=	13489.63	nM	PMID[454422]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	TGI	=	26302.68	nM	PMID[454422]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	LC50	=	52480.75	nM	PMID[454422]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	=	28183.83	nM	PMID[454422]
NPT403	Cell Line	UACC-257	Homo sapiens	TGI	=	83176.38	nM	PMID[454422]
NPT403	Cell Line	UACC-257	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	=	19498.45	nM	PMID[454422]
NPT398	Cell Line	UACC-62	Homo sapiens	TGI	=	43651.58	nM	PMID[454422]
NPT398	Cell Line	UACC-62	Homo sapiens	LC50	=	97723.72	nM	PMID[454422]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	=	30902.95	nM	PMID[454422]
NPT458	Cell Line	IGROV-1	Homo sapiens	TGI	=	81283.05	nM	PMID[454422]
NPT458	Cell Line	IGROV-1	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	=	11481.54	nM	PMID[454422]
NPT377	Cell Line	OVCAR-3	Homo sapiens	TGI	=	26302.68	nM	PMID[454422]
NPT377	Cell Line	OVCAR-3	Homo sapiens	LC50	=	60255.96	nM	PMID[454422]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	=	20892.96	nM	PMID[454422]
NPT456	Cell Line	OVCAR-4	Homo sapiens	TGI	=	60255.96	nM	PMID[454422]
NPT456	Cell Line	OVCAR-4	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	=	20892.96	nM	PMID[454422]
NPT382	Cell Line	OVCAR-5	Homo sapiens	TGI	=	39810.72	nM	PMID[454422]
NPT382	Cell Line	OVCAR-5	Homo sapiens	LC50	=	75857.76	nM	PMID[454422]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	=	25118.86	nM	PMID[454422]
NPT381	Cell Line	OVCAR-8	Homo sapiens	TGI	=	63095.73	nM	PMID[454422]
NPT381	Cell Line	OVCAR-8	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	=	38904.51	nM	PMID[454422]
NPT146	Cell Line	SK-OV-3	Homo sapiens	TGI	=	100000.0	nM	PMID[454422]
NPT146	Cell Line	SK-OV-3	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT401	Cell Line	786-0	Homo sapiens	GI50	=	15848.93	nM	PMID[454422]
NPT401	Cell Line	786-0	Homo sapiens	TGI	=	30199.52	nM	PMID[454422]
NPT401	Cell Line	786-0	Homo sapiens	LC50	=	56234.13	nM	PMID[454422]
NPT376	Cell Line	A498	Homo sapiens	GI50	=	18620.87	nM	PMID[454422]
NPT376	Cell Line	A498	Homo sapiens	TGI	=	37153.52	nM	PMID[454422]
NPT376	Cell Line	A498	Homo sapiens	LC50	=	72443.6	nM	PMID[454422]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	=	18197.01	nM	PMID[454422]
NPT369	Cell Line	ACHN	Homo sapiens	TGI	=	31622.78	nM	PMID[454422]
NPT369	Cell Line	ACHN	Homo sapiens	LC50	=	56234.13	nM	PMID[454422]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	=	14791.08	nM	PMID[454422]
NPT406	Cell Line	RXF 393	Homo sapiens	TGI	=	29512.09	nM	PMID[454422]
NPT406	Cell Line	RXF 393	Homo sapiens	LC50	=	58884.37	nM	PMID[454422]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	=	17378.01	nM	PMID[454422]
NPT368	Cell Line	SN12C	Homo sapiens	TGI	=	46773.51	nM	PMID[454422]
NPT368	Cell Line	SN12C	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	=	30199.52	nM	PMID[454422]
NPT384	Cell Line	TK-10	Homo sapiens	TGI	=	79432.82	nM	PMID[454422]
NPT384	Cell Line	TK-10	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	=	20417.38	nM	PMID[454422]
NPT371	Cell Line	UO-31	Homo sapiens	TGI	=	39810.72	nM	PMID[454422]
NPT371	Cell Line	UO-31	Homo sapiens	LC50	=	75857.76	nM	PMID[454422]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	16982.44	nM	PMID[454422]
NPT306	Cell Line	PC-3	Homo sapiens	TGI	=	54954.09	nM	PMID[454422]
NPT306	Cell Line	PC-3	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	16982.44	nM	PMID[454422]
NPT90	Cell Line	DU-145	Homo sapiens	TGI	=	34673.69	nM	PMID[454422]
NPT90	Cell Line	DU-145	Homo sapiens	LC50	=	72443.6	nM	PMID[454422]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	34673.69	nM	PMID[454422]
NPT83	Cell Line	MCF7	Homo sapiens	TGI	=	100000.0	nM	PMID[454422]
NPT83	Cell Line	MCF7	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	=	18620.87	nM	PMID[454422]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	TGI	=	39810.72	nM	PMID[454422]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	LC50	=	83176.38	nM	PMID[454422]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	19054.61	nM	PMID[454422]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	TGI	=	40738.03	nM	PMID[454422]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	LC50	=	87096.36	nM	PMID[454422]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	=	19054.61	nM	PMID[454422]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	TGI	=	51286.14	nM	PMID[454422]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	=	16982.44	nM	PMID[454422]
NPT457	Cell Line	BT-549	Homo sapiens	TGI	=	33113.11	nM	PMID[454422]
NPT457	Cell Line	BT-549	Homo sapiens	LC50	=	64565.42	nM	PMID[454422]
NPT396	Cell Line	T47D	Homo sapiens	GI50	=	24547.09	nM	PMID[454422]
NPT396	Cell Line	T47D	Homo sapiens	TGI	=	63095.73	nM	PMID[454422]
NPT396	Cell Line	T47D	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT455	Cell Line	NCI-H522	Homo sapiens	LC50	=	77624.71	nM	PMID[454422]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	=	30902.95	nM	PMID[454422]
NPT308	Cell Line	CAKI-1	Homo sapiens	TGI	=	56234.13	nM	PMID[454422]
NPT308	Cell Line	CAKI-1	Homo sapiens	LC50	=	100000.0	nM	PMID[454422]
NPT21802	PROTEIN FAMILY	Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha	Homo sapiens	IC50	=	3500.0	nM	PMID[454422]
NPT21802	PROTEIN FAMILY	Hypoxia inducible factors; HIF-1-alpha, HIF-2-alpha	Homo sapiens	IC50	=	2400.0	nM	PMID[454422]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	19054.61	nM	PMID[454422]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	TGI	=	53703.18	nM	PMID[454422]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	LC50	=	100000.0	nM	PMID[454422]

☑ 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 NPC473299 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	381
0.1-0.2	2962
0.2-0.3	8127
0.3-0.4	14558
0.4-0.5	5906
0.5-0.6	4716
0.6-0.7	4024
0.7-0.8	1808
0.8-0.85	161
0.85-0.9	51
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9167	High Similarity	NPC471459
0.9167	High Similarity	NPC67653
0.8889	High Similarity	NPC475743
0.8889	High Similarity	NPC280781
0.8889	High Similarity	NPC48756
0.8837	High Similarity	NPC470114
0.8837	High Similarity	NPC18536
0.8837	High Similarity	NPC50443
0.881	High Similarity	NPC83242
0.8795	High Similarity	NPC219535
0.8795	High Similarity	NPC237938
0.878	High Similarity	NPC208912
0.878	High Similarity	NPC2096
0.8764	High Similarity	NPC235109
0.875	High Similarity	NPC472608
0.8736	High Similarity	NPC475878
0.869	High Similarity	NPC477445
0.869	High Similarity	NPC62572
0.8675	High Similarity	NPC474253
0.8675	High Similarity	NPC15091
0.8675	High Similarity	NPC213737
0.8675	High Similarity	NPC474346
0.8675	High Similarity	NPC475820
0.8675	High Similarity	NPC474284
0.8667	High Similarity	NPC472145
0.8659	High Similarity	NPC474870
0.8659	High Similarity	NPC271572
0.8652	High Similarity	NPC82633
0.8642	High Similarity	NPC80891
0.8642	High Similarity	NPC201276
0.8625	High Similarity	NPC307865
0.8621	High Similarity	NPC88337
0.8621	High Similarity	NPC185529
0.8621	High Similarity	NPC472146
0.8621	High Similarity	NPC475211
0.8605	High Similarity	NPC471221
0.8605	High Similarity	NPC131104
0.8605	High Similarity	NPC3032
0.8605	High Similarity	NPC473319
0.8571	High Similarity	NPC34984
0.8571	High Similarity	NPC471044
0.8571	High Similarity	NPC25037
0.8571	High Similarity	NPC473336
0.8571	High Similarity	NPC472144
0.8571	High Similarity	NPC477434
0.8556	High Similarity	NPC163685
0.8554	High Similarity	NPC289486
0.8554	High Similarity	NPC61107
0.8537	High Similarity	NPC261616
0.8519	High Similarity	NPC324700
0.8519	High Similarity	NPC224802
0.8519	High Similarity	NPC34046
0.8519	High Similarity	NPC80089
0.8519	High Similarity	NPC171426
0.8519	High Similarity	NPC243594
0.8519	High Similarity	NPC31031
0.8481	Intermediate Similarity	NPC55508
0.8434	Intermediate Similarity	NPC73515
0.8434	Intermediate Similarity	NPC58631
0.8434	Intermediate Similarity	NPC476071
0.8427	Intermediate Similarity	NPC476189
0.8415	Intermediate Similarity	NPC73013
0.8409	Intermediate Similarity	NPC77756
0.8395	Intermediate Similarity	NPC143133
0.8395	Intermediate Similarity	NPC317913
0.8395	Intermediate Similarity	NPC207010
0.8395	Intermediate Similarity	NPC298168
0.8391	Intermediate Similarity	NPC236459
0.8391	Intermediate Similarity	NPC476379
0.8372	Intermediate Similarity	NPC248216
0.8352	Intermediate Similarity	NPC116683
0.8352	Intermediate Similarity	NPC475765
0.8352	Intermediate Similarity	NPC475785
0.8333	Intermediate Similarity	NPC121121
0.8313	Intermediate Similarity	NPC125366
0.8295	Intermediate Similarity	NPC477443
0.8295	Intermediate Similarity	NPC477440
0.8276	Intermediate Similarity	NPC470920
0.8272	Intermediate Similarity	NPC4209
0.8256	Intermediate Similarity	NPC131350
0.8242	Intermediate Similarity	NPC62407
0.8242	Intermediate Similarity	NPC287354
0.8214	Intermediate Similarity	NPC50658
0.8202	Intermediate Similarity	NPC477444
0.8202	Intermediate Similarity	NPC477442
0.8202	Intermediate Similarity	NPC477433
0.8193	Intermediate Similarity	NPC220379
0.8182	Intermediate Similarity	NPC476435
0.8171	Intermediate Similarity	NPC143250
0.8148	Intermediate Similarity	NPC212733
0.814	Intermediate Similarity	NPC181871
0.814	Intermediate Similarity	NPC9060
0.814	Intermediate Similarity	NPC65133
0.814	Intermediate Similarity	NPC105895
0.8125	Intermediate Similarity	NPC109510
0.8118	Intermediate Similarity	NPC30583
0.8111	Intermediate Similarity	NPC52756
0.8095	Intermediate Similarity	NPC134227
0.8095	Intermediate Similarity	NPC475456
0.8095	Intermediate Similarity	NPC472943
0.8095	Intermediate Similarity	NPC472951
0.809	Intermediate Similarity	NPC200580
0.809	Intermediate Similarity	NPC61688
0.8072	Intermediate Similarity	NPC26029
0.8068	Intermediate Similarity	NPC239938
0.8068	Intermediate Similarity	NPC252714
0.8065	Intermediate Similarity	NPC253586
0.8065	Intermediate Similarity	NPC471241
0.8065	Intermediate Similarity	NPC472273
0.8049	Intermediate Similarity	NPC108840
0.8049	Intermediate Similarity	NPC474020
0.8046	Intermediate Similarity	NPC473350
0.8046	Intermediate Similarity	NPC474572
0.8025	Intermediate Similarity	NPC168511
0.8025	Intermediate Similarity	NPC167702
0.8025	Intermediate Similarity	NPC159325
0.8025	Intermediate Similarity	NPC280026
0.8023	Intermediate Similarity	NPC269684
0.8022	Intermediate Similarity	NPC161035
0.8022	Intermediate Similarity	NPC472148
0.8022	Intermediate Similarity	NPC472147
0.7979	Intermediate Similarity	NPC28864
0.7979	Intermediate Similarity	NPC20479
0.7979	Intermediate Similarity	NPC38296
0.7979	Intermediate Similarity	NPC164349
0.7979	Intermediate Similarity	NPC162459
0.7979	Intermediate Similarity	NPC474724
0.7979	Intermediate Similarity	NPC38471
0.7979	Intermediate Similarity	NPC98837
0.7976	Intermediate Similarity	NPC476176
0.7976	Intermediate Similarity	NPC320144
0.7957	Intermediate Similarity	NPC200054
0.7957	Intermediate Similarity	NPC256227
0.7957	Intermediate Similarity	NPC193785
0.7957	Intermediate Similarity	NPC29410
0.7955	Intermediate Similarity	NPC472272
0.7955	Intermediate Similarity	NPC302111
0.7955	Intermediate Similarity	NPC155531
0.7955	Intermediate Similarity	NPC215968
0.7955	Intermediate Similarity	NPC120395
0.7952	Intermediate Similarity	NPC23884
0.7938	Intermediate Similarity	NPC327093
0.7935	Intermediate Similarity	NPC470424
0.7935	Intermediate Similarity	NPC309127
0.7935	Intermediate Similarity	NPC247877
0.7935	Intermediate Similarity	NPC277399
0.7931	Intermediate Similarity	NPC319909
0.7931	Intermediate Similarity	NPC97505
0.7927	Intermediate Similarity	NPC179858
0.7927	Intermediate Similarity	NPC174964
0.7927	Intermediate Similarity	NPC97534
0.7927	Intermediate Similarity	NPC195155
0.7917	Intermediate Similarity	NPC244969
0.7917	Intermediate Similarity	NPC80640
0.7917	Intermediate Similarity	NPC165250
0.7917	Intermediate Similarity	NPC213528
0.7912	Intermediate Similarity	NPC198054
0.7912	Intermediate Similarity	NPC160506
0.7907	Intermediate Similarity	NPC154043
0.7907	Intermediate Similarity	NPC60018
0.7907	Intermediate Similarity	NPC477447
0.7907	Intermediate Similarity	NPC13494
0.7907	Intermediate Similarity	NPC268040
0.7907	Intermediate Similarity	NPC202688
0.7907	Intermediate Similarity	NPC477446
0.7907	Intermediate Similarity	NPC470155
0.7901	Intermediate Similarity	NPC68426
0.7901	Intermediate Similarity	NPC477229
0.7901	Intermediate Similarity	NPC474755
0.7901	Intermediate Similarity	NPC282905
0.7895	Intermediate Similarity	NPC108371
0.7895	Intermediate Similarity	NPC293866
0.7895	Intermediate Similarity	NPC80417
0.7889	Intermediate Similarity	NPC194642
0.7882	Intermediate Similarity	NPC477851
0.7879	Intermediate Similarity	NPC207693
0.7872	Intermediate Similarity	NPC476879
0.7872	Intermediate Similarity	NPC476878
0.7865	Intermediate Similarity	NPC33768
0.7865	Intermediate Similarity	NPC269360
0.7865	Intermediate Similarity	NPC264005
0.7857	Intermediate Similarity	NPC185465
0.7857	Intermediate Similarity	NPC252483
0.7857	Intermediate Similarity	NPC191345
0.7857	Intermediate Similarity	NPC471045
0.7849	Intermediate Similarity	NPC259042
0.7849	Intermediate Similarity	NPC157686
0.7849	Intermediate Similarity	NPC474727
0.7849	Intermediate Similarity	NPC305808
0.7849	Intermediate Similarity	NPC98639
0.7841	Intermediate Similarity	NPC476715
0.7841	Intermediate Similarity	NPC477205
0.7841	Intermediate Similarity	NPC266651
0.7835	Intermediate Similarity	NPC225238
0.7831	Intermediate Similarity	NPC475742
0.7831	Intermediate Similarity	NPC471046
0.7831	Intermediate Similarity	NPC5767
0.7831	Intermediate Similarity	NPC477933
0.7831	Intermediate Similarity	NPC477932
0.7826	Intermediate Similarity	NPC49776

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 NPC473299 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	402
0.1-0.2	3231
0.2-0.3	3569
0.3-0.4	1188
0.4-0.5	364
0.5-0.6	236
0.6-0.7	122
0.7-0.8	30
0.8-0.85	4
0.85-0.9	4
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8519	High Similarity	NPD6115	Approved
0.8519	High Similarity	NPD6697	Approved
0.8519	High Similarity	NPD6118	Approved
0.8519	High Similarity	NPD6114	Approved
0.8395	Intermediate Similarity	NPD6116	Phase 1
0.8272	Intermediate Similarity	NPD6117	Approved
0.8025	Intermediate Similarity	NPD6113	Clinical (unspecified phase)
0.7912	Intermediate Similarity	NPD8034	Phase 2
0.7912	Intermediate Similarity	NPD8035	Phase 2
0.7711	Intermediate Similarity	NPD3703	Phase 2
0.764	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7561	Intermediate Similarity	NPD4808	Clinical (unspecified phase)
0.7561	Intermediate Similarity	NPD4809	Clinical (unspecified phase)
0.7531	Intermediate Similarity	NPD3699	Clinical (unspecified phase)
0.7531	Intermediate Similarity	NPD3700	Clinical (unspecified phase)
0.7349	Intermediate Similarity	NPD5777	Approved
0.732	Intermediate Similarity	NPD7902	Approved
0.7273	Intermediate Similarity	NPD6928	Phase 2
0.7229	Intermediate Similarity	NPD4245	Approved
0.7229	Intermediate Similarity	NPD4244	Approved
0.7228	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD7748	Approved
0.716	Intermediate Similarity	NPD4224	Phase 2
0.7158	Intermediate Similarity	NPD7515	Phase 2
0.7143	Intermediate Similarity	NPD6081	Approved
0.7115	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD3698	Phase 2
0.7093	Intermediate Similarity	NPD3702	Approved
0.7071	Intermediate Similarity	NPD7638	Approved
0.7024	Intermediate Similarity	NPD4789	Approved
0.7019	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.701	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.701	Intermediate Similarity	NPD7900	Approved
0.7	Intermediate Similarity	NPD7640	Approved
0.7	Intermediate Similarity	NPD7639	Approved
0.6988	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.6988	Remote Similarity	NPD5360	Phase 3
0.6972	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD6399	Phase 3
0.6905	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD7632	Discontinued
0.6854	Remote Similarity	NPD3671	Phase 1
0.6852	Remote Similarity	NPD8133	Approved
0.6832	Remote Similarity	NPD8418	Phase 2
0.6829	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD1700	Approved
0.6735	Remote Similarity	NPD8171	Discontinued
0.6729	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD6940	Discontinued
0.6667	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6402	Approved
0.6667	Remote Similarity	NPD7128	Approved
0.6667	Remote Similarity	NPD5739	Approved
0.6667	Remote Similarity	NPD6675	Approved
0.6667	Remote Similarity	NPD3669	Approved
0.6636	Remote Similarity	NPD6372	Approved
0.6636	Remote Similarity	NPD6373	Approved
0.663	Remote Similarity	NPD1779	Approved
0.663	Remote Similarity	NPD1780	Approved
0.6609	Remote Similarity	NPD8328	Phase 3
0.6588	Remote Similarity	NPD229	Approved
0.6552	Remote Similarity	NPD4758	Discontinued
0.6542	Remote Similarity	NPD6899	Approved
0.6542	Remote Similarity	NPD7320	Approved
0.6542	Remote Similarity	NPD6881	Approved
0.6514	Remote Similarity	NPD6649	Approved
0.6514	Remote Similarity	NPD6650	Approved
0.6509	Remote Similarity	NPD6008	Approved
0.6484	Remote Similarity	NPD5364	Discontinued
0.6458	Remote Similarity	NPD3618	Phase 1
0.6449	Remote Similarity	NPD5697	Approved
0.6449	Remote Similarity	NPD5701	Approved
0.6449	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6449	Remote Similarity	NPD6412	Phase 2
0.6422	Remote Similarity	NPD6883	Approved
0.6422	Remote Similarity	NPD7290	Approved
0.6422	Remote Similarity	NPD7102	Approved
0.6413	Remote Similarity	NPD7645	Phase 2
0.641	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.6389	Remote Similarity	NPD6686	Approved
0.6387	Remote Similarity	NPD7736	Approved
0.6364	Remote Similarity	NPD6869	Approved
0.6364	Remote Similarity	NPD6847	Approved
0.6364	Remote Similarity	NPD6617	Approved
0.6364	Remote Similarity	NPD8130	Phase 1
0.6356	Remote Similarity	NPD7507	Approved
0.633	Remote Similarity	NPD6012	Approved
0.633	Remote Similarity	NPD6014	Approved
0.633	Remote Similarity	NPD6013	Approved
0.6327	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6311	Remote Similarity	NPD6083	Phase 2
0.6311	Remote Similarity	NPD6084	Phase 2
0.6306	Remote Similarity	NPD8297	Approved
0.6306	Remote Similarity	NPD6882	Approved
0.6304	Remote Similarity	NPD4238	Approved
0.6304	Remote Similarity	NPD4802	Phase 2
0.6293	Remote Similarity	NPD6921	Approved
0.6275	Remote Similarity	NPD7991	Discontinued
0.6271	Remote Similarity	NPD7492	Approved
0.6263	Remote Similarity	NPD5328	Approved
0.625	Remote Similarity	NPD4225	Approved
0.625	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.625	Remote Similarity	NPD4632	Approved
0.625	Remote Similarity	NPD4786	Approved
0.625	Remote Similarity	NPD4787	Phase 1
0.6239	Remote Similarity	NPD6011	Approved
0.6235	Remote Similarity	NPD9496	Clinical (unspecified phase)
0.6228	Remote Similarity	NPD7115	Discovery
0.622	Remote Similarity	NPD3198	Approved
0.6218	Remote Similarity	NPD6616	Approved
0.6216	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6211	Remote Similarity	NPD3667	Approved
0.6207	Remote Similarity	NPD6054	Approved
0.6207	Remote Similarity	NPD6059	Approved
0.6207	Remote Similarity	NPD6319	Approved
0.6198	Remote Similarity	NPD7319	Approved
0.617	Remote Similarity	NPD7525	Registered
0.6167	Remote Similarity	NPD7078	Approved
0.6167	Remote Similarity	NPD8293	Discontinued
0.6154	Remote Similarity	NPD4755	Approved
0.6146	Remote Similarity	NPD4788	Approved
0.6139	Remote Similarity	NPD6079	Approved
0.6139	Remote Similarity	NPD6411	Approved
0.6122	Remote Similarity	NPD7521	Approved
0.6122	Remote Similarity	NPD5330	Approved
0.6122	Remote Similarity	NPD7334	Approved
0.6122	Remote Similarity	NPD6409	Approved
0.6122	Remote Similarity	NPD6684	Approved
0.6122	Remote Similarity	NPD7146	Approved
0.6118	Remote Similarity	NPD7909	Approved
0.6118	Remote Similarity	NPD371	Approved
0.6117	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6102	Remote Similarity	NPD6370	Approved
0.6095	Remote Similarity	NPD5696	Approved
0.6087	Remote Similarity	NPD6009	Approved
0.6078	Remote Similarity	NPD4202	Approved
0.6058	Remote Similarity	NPD4697	Phase 3
0.6055	Remote Similarity	NPD6920	Discontinued
0.605	Remote Similarity	NPD7604	Phase 2
0.6044	Remote Similarity	NPD1810	Approved
0.6044	Remote Similarity	NPD1811	Approved
0.6038	Remote Similarity	NPD5285	Approved
0.6038	Remote Similarity	NPD4700	Approved
0.6038	Remote Similarity	NPD4696	Approved
0.6038	Remote Similarity	NPD5286	Approved
0.6034	Remote Similarity	NPD7327	Approved
0.6034	Remote Similarity	NPD7328	Approved
0.6017	Remote Similarity	NPD6016	Approved
0.6017	Remote Similarity	NPD5983	Phase 2
0.6017	Remote Similarity	NPD6015	Approved
0.6	Remote Similarity	NPD5737	Approved
0.6	Remote Similarity	NPD6274	Approved
0.6	Remote Similarity	NPD6672	Approved
0.6	Remote Similarity	NPD6903	Approved
0.6	Remote Similarity	NPD615	Clinical (unspecified phase)
0.5983	Remote Similarity	NPD7101	Approved
0.5983	Remote Similarity	NPD7100	Approved
0.5983	Remote Similarity	NPD7516	Approved
0.5966	Remote Similarity	NPD5988	Approved
0.5965	Remote Similarity	NPD8298	Phase 2
0.5962	Remote Similarity	NPD5695	Phase 3
0.595	Remote Similarity	NPD6336	Discontinued
0.5941	Remote Similarity	NPD6101	Approved
0.5941	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.5941	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5932	Remote Similarity	NPD8377	Approved
0.5932	Remote Similarity	NPD8294	Approved
0.5926	Remote Similarity	NPD5226	Approved
0.5926	Remote Similarity	NPD5224	Approved
0.5926	Remote Similarity	NPD5225	Approved
0.5926	Remote Similarity	NPD5211	Phase 2
0.5926	Remote Similarity	NPD4633	Approved
0.5922	Remote Similarity	NPD5778	Approved
0.5922	Remote Similarity	NPD5779	Approved
0.5918	Remote Similarity	NPD3665	Phase 1
0.5918	Remote Similarity	NPD3666	Approved
0.5918	Remote Similarity	NPD3133	Approved
0.5917	Remote Similarity	NPD6067	Discontinued
0.5905	Remote Similarity	NPD5221	Approved
0.5905	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.5905	Remote Similarity	NPD5222	Approved
0.59	Remote Similarity	NPD3573	Approved
0.5897	Remote Similarity	NPD6335	Approved
0.5882	Remote Similarity	NPD8379	Approved
0.5882	Remote Similarity	NPD8378	Approved
0.5882	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD8296	Approved
0.5882	Remote Similarity	NPD6909	Approved
0.5882	Remote Similarity	NPD8335	Approved
0.5882	Remote Similarity	NPD6908	Approved
0.5882	Remote Similarity	NPD8380	Approved
0.5882	Remote Similarity	NPD8033	Approved
0.5872	Remote Similarity	NPD5175	Approved
0.5872	Remote Similarity	NPD5174	Approved
0.5862	Remote Similarity	NPD6868	Approved
0.5859	Remote Similarity	NPD1694	Approved
0.5849	Remote Similarity	NPD5173	Approved
0.5841	Remote Similarity	NPD4634	Approved
0.5833	Remote Similarity	NPD5223	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