NPASS Compound

Structure

CID131258 OpenBabel06191715492D 54 62 0 0 1 0 0 0 0 0999 V2000 1.4440 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3850 -0.3683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3850 0.6545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3347 -0.5801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6424 -5.0547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2439 0.3045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7329 -0.3683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9728 0.3161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8588 -2.0641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9036 -2.0641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2804 -2.0533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3348 -2.6854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4151 -2.6555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6719 -0.3683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8433 -3.5214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2891 -1.7898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4992 -0.8798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4992 1.1659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5202 -1.3688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3812 -1.7079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5475 -1.6849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5078 -1.8778 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1582 -2.4140 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0677 -3.0537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0949 -3.3698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3340 -1.0774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2724 -1.9026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2724 -0.8798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7975 -0.6474 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0440 -0.8798 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7643 -0.8031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2419 -1.1593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3866 -0.3683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4992 -1.9026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3866 -2.4140 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1582 -0.3683 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9299 -2.4140 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2127 -1.7819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2127 -1.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4489 -1.0915 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0440 -1.9026 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -0.4992 2.1888 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8278 -3.7382 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6879 0.2169 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2182 -3.3954 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7601 -2.0980 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8823 -4.3703 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3203 -0.7155 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6719 -2.4140 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2593 -2.5870 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1739 -3.4145 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3866 0.6545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4151 -0.1269 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 18 1 0 0 0 0 4 41 1 0 0 0 0 5 48 1 0 0 0 0 6 49 1 0 0 0 0 7 8 1 0 0 0 0 7 19 1 0 0 0 0 8 40 1 0 0 0 0 9 16 2 0 0 0 0 9 20 1 0 0 0 0 10 20 1 0 0 0 0 11 19 2 0 0 0 0 11 24 1 0 0 0 0 12 21 2 0 0 0 0 12 25 1 0 0 0 0 13 23 1 0 0 0 0 13 50 1 0 0 0 0 14 54 1 0 0 0 0 15 51 1 0 0 0 0 15 52 1 0 0 0 0 16 32 1 0 0 0 0 17 33 2 0 0 0 0 17 34 1 0 0 0 0 18 43 2 0 0 0 0 18 53 1 0 0 0 0 19 21 1 0 0 0 0 20 26 2 0 0 0 0 21 39 1 0 0 0 0 22 10 1 1 0 0 0 22 37 1 0 0 0 0 22 41 1 0 0 0 0 23 27 1 0 0 0 0 23 42 1 1 0 0 0 24 25 2 0 0 0 0 24 44 1 0 0 0 0 25 48 1 0 0 0 0 26 31 1 0 0 0 0 27 28 2 0 0 0 0 27 35 1 0 0 0 0 28 33 1 0 0 0 0 29 26 1 1 0 0 0 29 30 1 0 0 0 0 29 41 1 0 0 0 0 30 36 1 0 0 0 0 30 42 1 1 0 0 0 31 32 2 0 0 0 0 31 45 1 0 0 0 0 32 49 1 0 0 0 0 33 53 1 0 0 0 0 34 35 2 0 0 0 0 34 51 1 0 0 0 0 35 52 1 0 0 0 0 36 28 1 6 0 0 0 36 54 1 0 0 0 0 37 42 1 6 0 0 0 37 46 1 0 0 0 0 38 39 1 0 0 0 0 38 47 2 0 0 0 0 38 50 1 0 0 0 0 39 14 1 6 0 0 0 39 40 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	761.26
Volume:	725.283
LogP:	1.584
LogD:	1.645
LogS:	-2.622
# Rotatable Bonds:	4
TPSA:	168.72
# H-Bond Aceptor:	14
# H-Bond Donor:	4
# Rings:	10
# Heavy Atoms:	15

MedChem Properties

QED Drug-Likeness Score:	0.226
Synthetic Accessibility Score:	7.218
Fsp3:	0.487
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.819
MDCK Permeability:	1.2917185813421384e-05
Pgp-inhibitor:	0.083
Pgp-substrate:	0.995
Human Intestinal Absorption (HIA):	0.217
20% Bioavailability (F20%):	0.669
30% Bioavailability (F30%):	0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.07
Plasma Protein Binding (PPB):	96.46996307373047%
Volume Distribution (VD):	1.246
Pgp-substrate:	3.049529790878296%

ADMET: Metabolism

CYP1A2-inhibitor:	0.026
CYP1A2-substrate:	0.121
CYP2C19-inhibitor:	0.199
CYP2C19-substrate:	0.673
CYP2C9-inhibitor:	0.306
CYP2C9-substrate:	0.908
CYP2D6-inhibitor:	0.039
CYP2D6-substrate:	0.367
CYP3A4-inhibitor:	0.885
CYP3A4-substrate:	0.949

ADMET: Excretion

Clearance (CL):	3.828
Half-life (T1/2):	0.11

ADMET: Toxicity

hERG Blockers:	0.168
Human Hepatotoxicity (H-HT):	0.099
Drug-inuced Liver Injury (DILI):	0.556
AMES Toxicity:	0.12
Rat Oral Acute Toxicity:	0.129
Maximum Recommended Daily Dose:	0.995
Skin Sensitization:	0.18
Carcinogencity:	0.039
Eye Corrosion:	0.003
Eye Irritation:	0.005
Respiratory Toxicity:	0.659

Download Data

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

Natural Product: NPC131258

Natural Product ID:	NPC131258
*Common Name:**	PKVRCIRHQMSYJX-AIFWHQITSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	PKVRCIRHQMSYJX-AIFWHQITSA-N
Standard InCHI:	InChI=1S/C39H43N3O11S/c1-16-9-20-10-22-37(46)42-23-13-50-38(47)39(21-12-25(48-5)24(44)11-19(21)7-8-40-39)14-54-36(30(42)29(41(22)4)26(20)31(45)32(16)49-6)28-27(23)35-34(51-15-52-35)17(2)33(28)53-18(3)43/h9,11-12,22-23,29-30,36-37,40,44-46H,7-8,10,13-15H2,1-6H3/t22-,23-,29+,30+,36+,37-,39+/m0/s1
SMILES:	COc1cc2c(cc1O)CCN[C@@]12CS[C@@H]2c3c(OC(=O)C)c(C)c4c(c3[C@H](COC1=O)N1[C@@H]2[C@@H]2N([C@H]([C@@H]1O)Cc1c2c(O)c(c(c1)C)OC)C)OCO4
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL450449
PubChem CID:	108150
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0004007] Benzazocines

*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
NPO25273	Ecteinascidia turbinata	Species	Perophoridae	Eukaryota	n.a.	n.a.	n.a.	PMID[24941346]
NPO25273	Ecteinascidia turbinata	Species	Perophoridae	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
GI50	12
IC50	2
Others	47
Potency	70

Activity Type	# Activity
Cell Line	38
Individual Protein	10
NON-MOLECULAR	5
Others	78

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	19.0	nM	PMID[455633]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	22.0	nM	PMID[455633]
NPT165	Cell Line	HeLa	Homo sapiens	Activity	=	50.0	%	PMID[455634]
NPT4592	Cell Line	CHO-AA8	Cricetulus griseus	Activity	=	20.0	%	PMID[455634]
NPT4592	Cell Line	CHO-AA8	Cricetulus griseus	Activity	=	140.0	nM	PMID[455634]
NPT3171	Cell Line	V79	Cricetulus griseus	Activity	=	1.0	n.a.	PMID[455634]
NPT3171	Cell Line	V79	Cricetulus griseus	Activity	=	50.0	n.a.	PMID[455634]
NPT3171	Cell Line	V79	Cricetulus griseus	Activity	=	57.0	n.a.	PMID[455634]
NPT3171	Cell Line	V79	Cricetulus griseus	Activity	=	0.0	n.a.	PMID[455634]
NPT3171	Cell Line	V79	Cricetulus griseus	Activity	=	27.0	n.a.	PMID[455634]
NPT3171	Cell Line	V79	Cricetulus griseus	Activity	=	24.0	n.a.	PMID[455634]
NPT139	Cell Line	HT-29	Homo sapiens	LC50	>	100000000.0	nM	PMID[455635]
NPT81	Cell Line	A549	Homo sapiens	LC50	=	171.0	nM	PMID[455635]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	LC50	=	64.3	nM	PMID[455635]
NPT139	Cell Line	HT-29	Homo sapiens	TGI	=	63.0	nM	PMID[455635]
NPT81	Cell Line	A549	Homo sapiens	TGI	=	131.0	nM	PMID[455635]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	TGI	=	57.8	nM	PMID[455635]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	51.7	nM	PMID[455635]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	125.0	nM	PMID[455635]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	55.1	nM	PMID[455635]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	0.0005	ug.mL-1	PMID[455636]
NPT168	Cell Line	P388	Mus musculus	T/C	=	167.0	%	PMID[455636]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	26300.0	nM	PMID[455637]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	19700.0	nM	PMID[455637]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	18400.0	nM	PMID[455637]
NPT168	Cell Line	P388	Mus musculus	T/C	=	213.0	%	PMID[455638]
NPT319	Cell Line	B16	Mus musculus	T/C	=	241.0	%	PMID[455638]
NPT4326	Cell Line	M5076	Mus musculus	T/C	=	210.0	%	PMID[455638]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	2.81	nM	PMID[455639]
NPT81	Cell Line	A549	Homo sapiens	TGI	=	3.15	nM	PMID[455639]
NPT81	Cell Line	A549	Homo sapiens	LC50	=	3.89	nM	PMID[455639]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	2470.0	nM	PMID[455639]
NPT139	Cell Line	HT-29	Homo sapiens	TGI	=	2930.0	nM	PMID[455639]
NPT139	Cell Line	HT-29	Homo sapiens	LC50	=	3550.0	nM	PMID[455639]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	TGI	=	1.01	nM	PMID[455639]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	LC50	=	1.7	nM	PMID[455639]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	0.396	nM	PMID[455639]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	4.3	nM	PMID[455642]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	3.3	nM	PMID[455643]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	6.7	nM	PMID[455643]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	21.9	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	15.4	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	21.3	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	21.1	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	61644.8	nM	PubChem BioAssay data set
NPT27	Others	Unspecified		GI50	=	46.0	nM	PMID[455633]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Fold change	=	23.0	n.a.	PMID[455634]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Fold change	=	18.0	n.a.	PMID[455634]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Fold change	=	8.0	n.a.	PMID[455634]
NPT2	Others	Unspecified		Activity	=	65.0	%	PMID[455634]
NPT2	Others	Unspecified		Activity	=	35.0	%	PMID[455634]
NPT27	Others	Unspecified		IC50	=	6.0	nM	PMID[455634]
NPT2	Others	Unspecified		Activity	=	19.0	%	PMID[455634]
NPT2	Others	Unspecified		Activity	=	14.0	n.a.	PMID[455634]
NPT2	Others	Unspecified		Activity	=	42.0	n.a.	PMID[455634]
NPT2	Others	Unspecified		Activity	=	90.0	n.a.	PMID[455634]
NPT2	Others	Unspecified		Activity	=	100.0	n.a.	PMID[455634]
NPT2	Others	Unspecified		Activity	=	1.0	n.a.	PMID[455634]
NPT27	Others	Unspecified		Activity	=	1.0	n.a.	PMID[455634]
NPT2	Others	Unspecified		Activity	=	2.0	n.a.	PMID[455634]
NPT2	Others	Unspecified		Activity	=	3.0	n.a.	PMID[455634]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	T/C	=	0.0	%	PMID[455638]
NPT27	Others	Unspecified		T1/2	=	44.0	hr	PMID[455640]
NPT27	Others	Unspecified		CL	=	12.0	mL.min-1.kg-1	PMID[455640]
NPT27	Others	Unspecified		Vdss	=	25.0	L.kg-1	PMID[455640]
NPT27	Others	Unspecified		MRT	=	35.0	hr	PMID[455640]
NPT2	Others	Unspecified		Potency	n.a.	39810.7	nM	PMID[455642]
NPT2	Others	Unspecified		Potency	n.a.	28183.8	nM	PMID[455642]
NPT2	Others	Unspecified		Potency	n.a.	2818.4	nM	PMID[455643]
NPT2	Others	Unspecified		Potency	n.a.	39810.7	nM	PMID[455643]
NPT2	Others	Unspecified		Potency	n.a.	100000.0	nM	PMID[455642]
NPT668	Individual Protein	P-glycoprotein 1	Homo sapiens	FC	=	16.0	n.a.	PMID[455644]
NPT2	Others	Unspecified		Potency	n.a.	15.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	16.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	34.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	118.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	12.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	17.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	8.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	60.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	4771.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	39810.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	4.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	4327.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	8412.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	26.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	385.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	43.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	6007	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	9.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	66.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	77	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	26.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	87.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	42.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	15848.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	9520.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	35481.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	48.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	48966.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	33.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	49	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	0.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	616.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	24336.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	0.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	26603.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	243.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	13685.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	29.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	0.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	14960.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	306.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	3.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	167.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	42.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	24541.2	nM	PubChem BioAssay data set

☑ 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 NPC131258 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	372
0.1-0.2	1839
0.2-0.3	7090
0.3-0.4	11178
0.4-0.5	7331
0.5-0.6	11245
0.6-0.7	3497
0.7-0.8	142
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9732	High Similarity	NPC133864
0.9561	High Similarity	NPC473786
0.7689	Intermediate Similarity	NPC315914
0.7611	Intermediate Similarity	NPC473660
0.7568	Intermediate Similarity	NPC24260
0.7534	Intermediate Similarity	NPC256124
0.7523	Intermediate Similarity	NPC60295
0.7523	Intermediate Similarity	NPC191132
0.7522	Intermediate Similarity	NPC475654
0.7489	Intermediate Similarity	NPC46990
0.7477	Intermediate Similarity	NPC11296
0.7477	Intermediate Similarity	NPC48490
0.7477	Intermediate Similarity	NPC175890
0.7477	Intermediate Similarity	NPC274661
0.7477	Intermediate Similarity	NPC82457
0.7477	Intermediate Similarity	NPC281581
0.746	Intermediate Similarity	NPC319774
0.7458	Intermediate Similarity	NPC82056
0.7407	Intermediate Similarity	NPC211215
0.7387	Intermediate Similarity	NPC116465
0.7387	Intermediate Similarity	NPC212237
0.7381	Intermediate Similarity	NPC314743
0.7373	Intermediate Similarity	NPC38964
0.7364	Intermediate Similarity	NPC44040
0.7354	Intermediate Similarity	NPC186546
0.7354	Intermediate Similarity	NPC275680
0.7354	Intermediate Similarity	NPC476576
0.7354	Intermediate Similarity	NPC22115
0.7347	Intermediate Similarity	NPC316292
0.7321	Intermediate Similarity	NPC206900
0.7309	Intermediate Similarity	NPC139783
0.7309	Intermediate Similarity	NPC65312
0.7309	Intermediate Similarity	NPC57036
0.7303	Intermediate Similarity	NPC252156
0.7297	Intermediate Similarity	NPC274716
0.7297	Intermediate Similarity	NPC254441
0.7297	Intermediate Similarity	NPC167116
0.7288	Intermediate Similarity	NPC315253
0.7276	Intermediate Similarity	NPC185031
0.7265	Intermediate Similarity	NPC302245
0.7265	Intermediate Similarity	NPC95426
0.7265	Intermediate Similarity	NPC16357
0.7257	Intermediate Similarity	NPC473746
0.7257	Intermediate Similarity	NPC117717
0.7252	Intermediate Similarity	NPC104196
0.7252	Intermediate Similarity	NPC239824
0.7252	Intermediate Similarity	NPC54654
0.7252	Intermediate Similarity	NPC299990
0.7252	Intermediate Similarity	NPC285931
0.7252	Intermediate Similarity	NPC181796
0.7252	Intermediate Similarity	NPC229373
0.7252	Intermediate Similarity	NPC279228
0.7252	Intermediate Similarity	NPC15414
0.7252	Intermediate Similarity	NPC8836
0.7252	Intermediate Similarity	NPC185639
0.7252	Intermediate Similarity	NPC271013
0.7252	Intermediate Similarity	NPC311973
0.7252	Intermediate Similarity	NPC30779
0.7252	Intermediate Similarity	NPC258657
0.7252	Intermediate Similarity	NPC222661
0.7252	Intermediate Similarity	NPC49075
0.7252	Intermediate Similarity	NPC182052
0.7252	Intermediate Similarity	NPC42663
0.7252	Intermediate Similarity	NPC90998
0.7252	Intermediate Similarity	NPC223690
0.7252	Intermediate Similarity	NPC217748
0.7252	Intermediate Similarity	NPC290005
0.7252	Intermediate Similarity	NPC73492
0.7252	Intermediate Similarity	NPC290582
0.7252	Intermediate Similarity	NPC251735
0.7252	Intermediate Similarity	NPC328155
0.7252	Intermediate Similarity	NPC7715
0.7225	Intermediate Similarity	NPC478092
0.7225	Intermediate Similarity	NPC478091
0.7225	Intermediate Similarity	NPC30182
0.7225	Intermediate Similarity	NPC473589
0.7212	Intermediate Similarity	NPC473716
0.7212	Intermediate Similarity	NPC475754
0.7212	Intermediate Similarity	NPC475597
0.7207	Intermediate Similarity	NPC286119
0.7207	Intermediate Similarity	NPC239584
0.7197	Intermediate Similarity	NPC475180
0.7191	Intermediate Similarity	NPC153365
0.7181	Intermediate Similarity	NPC478093
0.7168	Intermediate Similarity	NPC82763
0.7162	Intermediate Similarity	NPC475479
0.7162	Intermediate Similarity	NPC243454
0.7149	Intermediate Similarity	NPC257728
0.7143	Intermediate Similarity	NPC135772
0.7137	Intermediate Similarity	NPC314946
0.713	Intermediate Similarity	NPC477561
0.713	Intermediate Similarity	NPC257269
0.713	Intermediate Similarity	NPC312918
0.713	Intermediate Similarity	NPC230276
0.713	Intermediate Similarity	NPC155442
0.713	Intermediate Similarity	NPC476574
0.7107	Intermediate Similarity	NPC170101
0.7106	Intermediate Similarity	NPC257266
0.7085	Intermediate Similarity	NPC40496
0.7085	Intermediate Similarity	NPC119068
0.7085	Intermediate Similarity	NPC258695
0.7085	Intermediate Similarity	NPC470879
0.7082	Intermediate Similarity	NPC119818
0.7082	Intermediate Similarity	NPC328700
0.7082	Intermediate Similarity	NPC202771
0.7082	Intermediate Similarity	NPC2173
0.708	Intermediate Similarity	NPC230098
0.708	Intermediate Similarity	NPC14507
0.708	Intermediate Similarity	NPC47077
0.708	Intermediate Similarity	NPC214116
0.7072	Intermediate Similarity	NPC293093
0.7069	Intermediate Similarity	NPC242728
0.7059	Intermediate Similarity	NPC2314
0.7054	Intermediate Similarity	NPC474506
0.7054	Intermediate Similarity	NPC32413
0.7034	Intermediate Similarity	NPC11708
0.7026	Intermediate Similarity	NPC267414
0.7021	Intermediate Similarity	NPC477666
0.7013	Intermediate Similarity	NPC234318
0.7009	Intermediate Similarity	NPC474507
0.7	Intermediate Similarity	NPC471563
0.7	Intermediate Similarity	NPC469816
0.7	Intermediate Similarity	NPC469815
0.6992	Remote Similarity	NPC80472
0.6991	Remote Similarity	NPC156576
0.6983	Remote Similarity	NPC314914
0.6983	Remote Similarity	NPC50548
0.6983	Remote Similarity	NPC328856
0.6983	Remote Similarity	NPC478046
0.6983	Remote Similarity	NPC478047
0.6983	Remote Similarity	NPC321226
0.6983	Remote Similarity	NPC180210
0.6982	Remote Similarity	NPC152680
0.6982	Remote Similarity	NPC190783
0.6982	Remote Similarity	NPC251580
0.6982	Remote Similarity	NPC232386
0.6982	Remote Similarity	NPC129518
0.6982	Remote Similarity	NPC12424
0.6982	Remote Similarity	NPC41376
0.6968	Remote Similarity	NPC109925
0.6966	Remote Similarity	NPC316164
0.6964	Remote Similarity	NPC114364
0.6964	Remote Similarity	NPC23219
0.6964	Remote Similarity	NPC320223
0.6955	Remote Similarity	NPC284236
0.6955	Remote Similarity	NPC316368
0.6951	Remote Similarity	NPC229166
0.6951	Remote Similarity	NPC199465
0.6951	Remote Similarity	NPC128560
0.6947	Remote Similarity	NPC248642
0.6947	Remote Similarity	NPC116284
0.6947	Remote Similarity	NPC476575
0.6942	Remote Similarity	NPC478048
0.6941	Remote Similarity	NPC24465
0.694	Remote Similarity	NPC144314
0.694	Remote Similarity	NPC204580
0.6937	Remote Similarity	NPC108434
0.6937	Remote Similarity	NPC115284
0.6937	Remote Similarity	NPC10908
0.6937	Remote Similarity	NPC317145
0.6937	Remote Similarity	NPC276890
0.6937	Remote Similarity	NPC76682
0.6937	Remote Similarity	NPC475215
0.6937	Remote Similarity	NPC227060
0.6937	Remote Similarity	NPC63646
0.6937	Remote Similarity	NPC198498
0.6937	Remote Similarity	NPC317439
0.6933	Remote Similarity	NPC32154
0.692	Remote Similarity	NPC173416
0.692	Remote Similarity	NPC112575
0.692	Remote Similarity	NPC148709
0.692	Remote Similarity	NPC476577
0.6917	Remote Similarity	NPC3921
0.6916	Remote Similarity	NPC302275
0.691	Remote Similarity	NPC124302
0.691	Remote Similarity	NPC83019
0.691	Remote Similarity	NPC215098
0.691	Remote Similarity	NPC46744
0.691	Remote Similarity	NPC73020
0.691	Remote Similarity	NPC70290
0.691	Remote Similarity	NPC14622
0.6909	Remote Similarity	NPC13916
0.6909	Remote Similarity	NPC264850
0.6907	Remote Similarity	NPC254581
0.6897	Remote Similarity	NPC149962
0.6897	Remote Similarity	NPC470646
0.6897	Remote Similarity	NPC125924
0.6894	Remote Similarity	NPC201055
0.6894	Remote Similarity	NPC64576
0.6894	Remote Similarity	NPC254045
0.6894	Remote Similarity	NPC151470
0.6889	Remote Similarity	NPC329816
0.688	Remote Similarity	NPC123859
0.6875	Remote Similarity	NPC477558
0.6872	Remote Similarity	NPC275132
0.6864	Remote Similarity	NPC121275
0.6864	Remote Similarity	NPC238530
0.6864	Remote Similarity	NPC286135
0.6864	Remote Similarity	NPC232514
0.6864	Remote Similarity	NPC276944

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 NPC131258 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	204
0.1-0.2	648
0.2-0.3	1360
0.3-0.4	2595
0.4-0.5	2639
0.5-0.6	1374
0.6-0.7	312
0.7-0.8	16
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD8153	Approved
1.0	High Similarity	NPD8152	Approved
0.7556	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7783	Phase 2
0.7468	Intermediate Similarity	NPD7827	Phase 1
0.7364	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7269	Intermediate Similarity	NPD7667	Clinical (unspecified phase)
0.7252	Intermediate Similarity	NPD8054	Approved
0.7252	Intermediate Similarity	NPD8053	Approved
0.7175	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7172	Intermediate Similarity	NPD7224	Discontinued
0.7172	Intermediate Similarity	NPD7223	Discontinued
0.7149	Intermediate Similarity	NPD7585	Approved
0.7106	Intermediate Similarity	NPD7583	Approved
0.7098	Intermediate Similarity	NPD6851	Approved
0.7098	Intermediate Similarity	NPD6853	Approved
0.7085	Intermediate Similarity	NPD8453	Clinical (unspecified phase)
0.7082	Intermediate Similarity	NPD5005	Approved
0.7082	Intermediate Similarity	NPD5006	Approved
0.7004	Intermediate Similarity	NPD7701	Phase 2
0.6982	Remote Similarity	NPD8156	Discontinued
0.6937	Remote Similarity	NPD8252	Approved
0.6937	Remote Similarity	NPD8099	Discontinued
0.6937	Remote Similarity	NPD8251	Approved
0.6932	Remote Similarity	NPD6625	Approved
0.6932	Remote Similarity	NPD6723	Discontinued
0.693	Remote Similarity	NPD7906	Approved
0.692	Remote Similarity	NPD6297	Approved
0.691	Remote Similarity	NPD4420	Approved
0.6894	Remote Similarity	NPD2493	Approved
0.6894	Remote Similarity	NPD3452	Approved
0.6894	Remote Similarity	NPD3450	Approved
0.6894	Remote Similarity	NPD2494	Approved
0.6849	Remote Similarity	NPD7999	Approved
0.6835	Remote Similarity	NPD7680	Approved
0.6835	Remote Similarity	NPD7696	Phase 3
0.6835	Remote Similarity	NPD7697	Approved
0.6835	Remote Similarity	NPD7698	Approved
0.6831	Remote Similarity	NPD7930	Approved
0.682	Remote Similarity	NPD6973	Clinical (unspecified phase)
0.682	Remote Similarity	NPD7584	Approved
0.6818	Remote Similarity	NPD5677	Discontinued
0.6814	Remote Similarity	NPD7038	Approved
0.6814	Remote Similarity	NPD7039	Approved
0.6807	Remote Similarity	NPD4582	Approved
0.6807	Remote Similarity	NPD4040	Phase 1
0.6807	Remote Similarity	NPD4583	Approved
0.6807	Remote Similarity	NPD7871	Phase 2
0.6807	Remote Similarity	NPD7870	Phase 2
0.68	Remote Similarity	NPD8058	Clinical (unspecified phase)
0.68	Remote Similarity	NPD8059	Phase 3
0.6789	Remote Similarity	NPD8318	Clinical (unspecified phase)
0.6787	Remote Similarity	NPD6107	Approved
0.6774	Remote Similarity	NPD6997	Phase 2
0.6765	Remote Similarity	NPD4002	Approved
0.6765	Remote Similarity	NPD4004	Approved
0.6763	Remote Similarity	NPD8151	Discontinued
0.6736	Remote Similarity	NPD8319	Approved
0.6736	Remote Similarity	NPD8320	Phase 1
0.6732	Remote Similarity	NPD7942	Clinical (unspecified phase)
0.6723	Remote Similarity	NPD2975	Approved
0.6723	Remote Similarity	NPD2974	Approved
0.6723	Remote Similarity	NPD2973	Approved
0.6711	Remote Similarity	NPD7228	Approved
0.6709	Remote Similarity	NPD6777	Approved
0.6709	Remote Similarity	NPD6779	Approved
0.6709	Remote Similarity	NPD6781	Approved
0.6709	Remote Similarity	NPD6780	Approved
0.6709	Remote Similarity	NPD6778	Approved
0.6709	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.6709	Remote Similarity	NPD6782	Approved
0.6709	Remote Similarity	NPD6776	Approved
0.6708	Remote Similarity	NPD7801	Approved
0.668	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7907	Approved
0.6667	Remote Similarity	NPD4663	Approved
0.6653	Remote Similarity	NPD6823	Phase 2
0.6652	Remote Similarity	NPD2490	Approved
0.6652	Remote Similarity	NPD2488	Approved
0.6639	Remote Similarity	NPD4580	Approved
0.6629	Remote Similarity	NPD8461	Discontinued
0.6624	Remote Similarity	NPD7700	Phase 2
0.6624	Remote Similarity	NPD7699	Phase 2
0.6609	Remote Similarity	NPD7280	Phase 3
0.6609	Remote Similarity	NPD7235	Clinical (unspecified phase)
0.6609	Remote Similarity	NPD7281	Phase 3
0.6608	Remote Similarity	NPD5844	Phase 1
0.6606	Remote Similarity	NPD4581	Clinical (unspecified phase)
0.6599	Remote Similarity	NPD7047	Phase 3
0.6589	Remote Similarity	NPD7048	Phase 3
0.6567	Remote Similarity	NPD6842	Approved
0.6567	Remote Similarity	NPD6843	Phase 3
0.6567	Remote Similarity	NPD6841	Approved
0.6565	Remote Similarity	NPD7549	Discontinued
0.6556	Remote Similarity	NPD7435	Discontinued
0.6552	Remote Similarity	NPD5087	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD7298	Approved
0.6537	Remote Similarity	NPD4578	Approved
0.6537	Remote Similarity	NPD4577	Approved
0.6535	Remote Similarity	NPD8469	Approved
0.6531	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6531	Remote Similarity	NPD7874	Approved
0.6518	Remote Similarity	NPD4666	Phase 3
0.6516	Remote Similarity	NPD6818	Clinical (unspecified phase)
0.6516	Remote Similarity	NPD2977	Approved
0.6516	Remote Similarity	NPD2978	Approved
0.6513	Remote Similarity	NPD6621	Clinical (unspecified phase)
0.6504	Remote Similarity	NPD5676	Approved
0.6504	Remote Similarity	NPD5242	Approved
0.6498	Remote Similarity	NPD6535	Approved
0.6498	Remote Similarity	NPD6534	Approved
0.6494	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6489	Remote Similarity	NPD7199	Phase 2
0.6473	Remote Similarity	NPD5709	Phase 3
0.6473	Remote Similarity	NPD6234	Discontinued
0.6473	Remote Similarity	NPD7922	Phase 1
0.6466	Remote Similarity	NPD7312	Approved
0.6466	Remote Similarity	NPD7311	Approved
0.6466	Remote Similarity	NPD7310	Approved
0.6466	Remote Similarity	NPD7313	Approved
0.6463	Remote Similarity	NPD42	Phase 2
0.6463	Remote Similarity	NPD6042	Phase 2
0.6458	Remote Similarity	NPD7811	Phase 3
0.6458	Remote Similarity	NPD7810	Phase 3
0.6458	Remote Similarity	NPD8285	Discontinued
0.6456	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6456	Remote Similarity	NPD6212	Phase 3
0.6456	Remote Similarity	NPD6213	Phase 3
0.6454	Remote Similarity	NPD4665	Approved
0.6454	Remote Similarity	NPD4111	Phase 1
0.644	Remote Similarity	NPD5980	Discovery
0.6438	Remote Similarity	NPD7309	Approved
0.6435	Remote Similarity	NPD7074	Phase 3
0.6434	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.6432	Remote Similarity	NPD5457	Discontinued
0.6431	Remote Similarity	NPD8491	Approved
0.6431	Remote Similarity	NPD8492	Approved
0.6422	Remote Similarity	NPD7132	Clinical (unspecified phase)
0.6414	Remote Similarity	NPD7296	Approved
0.6404	Remote Similarity	NPD27	Approved
0.6404	Remote Similarity	NPD8367	Approved
0.6404	Remote Similarity	NPD2489	Approved
0.6404	Remote Similarity	NPD4481	Phase 3
0.6403	Remote Similarity	NPD8366	Approved
0.6397	Remote Similarity	NPD7708	Approved
0.6396	Remote Similarity	NPD37	Approved
0.6395	Remote Similarity	NPD2971	Approved
0.6395	Remote Similarity	NPD2968	Approved
0.639	Remote Similarity	NPD8095	Phase 1
0.6388	Remote Similarity	NPD3051	Approved
0.6388	Remote Similarity	NPD7229	Phase 3
0.6388	Remote Similarity	NPD5711	Approved
0.6388	Remote Similarity	NPD5710	Approved
0.6384	Remote Similarity	NPD4966	Approved
0.6384	Remote Similarity	NPD4965	Approved
0.6384	Remote Similarity	NPD4967	Phase 2
0.6384	Remote Similarity	NPD6788	Approved
0.6379	Remote Similarity	NPD7240	Approved
0.6371	Remote Similarity	NPD3808	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD7803	Approved
0.636	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.636	Remote Similarity	NPD2969	Approved
0.636	Remote Similarity	NPD2970	Approved
0.6356	Remote Similarity	NPD4435	Approved
0.6348	Remote Similarity	NPD6620	Discovery
0.6329	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.632	Remote Similarity	NPD5313	Approved
0.632	Remote Similarity	NPD7054	Approved
0.632	Remote Similarity	NPD5312	Approved
0.6316	Remote Similarity	NPD6071	Discontinued
0.6314	Remote Similarity	NPD7862	Clinical (unspecified phase)
0.6314	Remote Similarity	NPD4434	Approved
0.6311	Remote Similarity	NPD7590	Clinical (unspecified phase)
0.631	Remote Similarity	NPD8404	Phase 2
0.6307	Remote Similarity	NPD5564	Approved
0.6301	Remote Similarity	NPD7607	Clinical (unspecified phase)
0.6301	Remote Similarity	NPD8161	Suspended
0.63	Remote Similarity	NPD7956	Approved
0.63	Remote Similarity	NPD7955	Approved
0.6293	Remote Similarity	NPD7472	Approved
0.6286	Remote Similarity	NPD7497	Discontinued
0.6278	Remote Similarity	NPD4773	Phase 2
0.6278	Remote Similarity	NPD4772	Phase 2
0.6277	Remote Similarity	NPD5940	Clinical (unspecified phase)
0.6273	Remote Similarity	NPD6090	Discontinued
0.6273	Remote Similarity	NPD2675	Approved
0.6273	Remote Similarity	NPD2676	Approved
0.6271	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.627	Remote Similarity	NPD8149	Discontinued
0.6269	Remote Similarity	NPD8067	Phase 3
0.6261	Remote Similarity	NPD3451	Clinical (unspecified phase)
0.626	Remote Similarity	NPD2899	Discontinued
0.625	Remote Similarity	NPD3384	Approved
0.625	Remote Similarity	NPD3382	Approved
0.625	Remote Similarity	NPD3383	Approved
0.6245	Remote Similarity	NPD2491	Approved
0.6245	Remote Similarity	NPD4166	Phase 2
0.6245	Remote Similarity	NPD3057	Approved
0.6245	Remote Similarity	NPD3863	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data