NPASS Compound

Structure

CID170018 OpenBabel06191715542D 62 69 0 0 1 0 0 0 0 0999 V2000 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -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 8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 0.5000 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 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 8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9282 2.0000 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 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -1.0000 0.0000 C 0 0 2 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 7.7942 1.5000 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 11.2583 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.3923 -1.0000 0.0000 C 0 0 2 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 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 13.8564 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -1.5000 0.0000 O 0 0 0 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 8.6603 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 O 0 0 0 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 4.3301 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 21 2 0 0 0 0 6 22 2 0 0 0 0 7 13 2 0 0 0 0 7 17 1 0 0 0 0 8 14 2 0 0 0 0 8 18 1 0 0 0 0 9 13 1 0 0 0 0 9 19 2 0 0 0 0 10 14 1 0 0 0 0 10 20 2 0 0 0 0 11 43 1 0 0 0 0 12 44 1 0 0 0 0 13 39 1 0 0 0 0 14 40 1 0 0 0 0 15 29 2 0 0 0 0 16 30 2 0 0 0 0 17 25 1 0 0 0 0 17 27 2 0 0 0 0 18 26 1 0 0 0 0 18 28 2 0 0 0 0 19 27 1 0 0 0 0 19 45 1 0 0 0 0 20 28 1 0 0 0 0 20 46 1 0 0 0 0 21 29 1 0 0 0 0 21 59 1 0 0 0 0 22 30 1 0 0 0 0 22 60 1 0 0 0 0 23 11 1 6 0 0 0 23 31 1 0 0 0 0 23 61 1 0 0 0 0 24 12 1 6 0 0 0 24 32 1 0 0 0 0 24 62 1 0 0 0 0 25 15 1 1 0 0 0 25 26 1 0 0 0 0 26 16 1 1 0 0 0 27 33 1 0 0 0 0 28 34 1 0 0 0 0 29 33 1 0 0 0 0 30 34 1 0 0 0 0 31 35 1 0 0 0 0 31 47 1 1 0 0 0 32 36 1 0 0 0 0 32 48 1 1 0 0 0 33 49 2 0 0 0 0 34 50 2 0 0 0 0 35 37 1 0 0 0 0 35 51 1 6 0 0 0 36 38 1 0 0 0 0 36 52 1 6 0 0 0 37 41 1 0 0 0 0 37 53 1 1 0 0 0 38 42 1 0 0 0 0 38 54 1 1 0 0 0 39 55 2 0 0 0 0 39 56 1 0 0 0 0 40 57 2 0 0 0 0 40 58 1 0 0 0 0 41 59 1 6 0 0 0 41 61 1 0 0 0 0 42 60 1 0 0 0 0 42 62 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	862.2
Volume:	800.157
LogP:	2.477
LogD:	0.989
LogS:	-4.525
# Rotatable Bonds:	9
TPSA:	354.28
# H-Bond Aceptor:	20
# H-Bond Donor:	14
# Rings:	8
# Heavy Atoms:	20

MedChem Properties

QED Drug-Likeness Score:	0.088
Synthetic Accessibility Score:	5.249
Fsp3:	0.286
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.969
MDCK Permeability:	2.070100435958011e-06
Pgp-inhibitor:	0.001
Pgp-substrate:	0.093
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	0.045
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.012
Plasma Protein Binding (PPB):	81.17035675048828%
Volume Distribution (VD):	0.787
Pgp-substrate:	25.895225524902344%

ADMET: Metabolism

CYP1A2-inhibitor:	0.075
CYP1A2-substrate:	0.008
CYP2C19-inhibitor:	0.008
CYP2C19-substrate:	0.03
CYP2C9-inhibitor:	0.008
CYP2C9-substrate:	0.01
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.041
CYP3A4-inhibitor:	0.001
CYP3A4-substrate:	0.0

ADMET: Excretion

Clearance (CL):	0.866
Half-life (T1/2):	0.802

ADMET: Toxicity

hERG Blockers:	0.052
Human Hepatotoxicity (H-HT):	0.206
Drug-inuced Liver Injury (DILI):	0.996
AMES Toxicity:	0.174
Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.0
Skin Sensitization:	0.33
Carcinogencity:	0.035
Eye Corrosion:	0.003
Eye Irritation:	0.014
Respiratory Toxicity:	0.017

Download Data

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

Natural Product: NPC170018

Natural Product ID:	NPC170018
*Common Name:**	(9R)-9-[(9R)-2-Carboxy-4-Hydroxy-10-Oxo-5-[(3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-9H-Anthracen-9-Yl]-4-Hydroxy-10-Oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-9H-Anthracene-2-Carboxylic Acid
IUPAC Name:	(9R)-9-[(9R)-2-carboxy-4-hydroxy-10-oxo-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid
Synonyms:
Standard InCHIKey:	IPQVTOJGNYVQEO-GTCVFCFLSA-N
Standard InCHI:	InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26-,31-,32-,35+,36+,37-,38-,41-,42?/m1/s1
SMILES:	OC[C@H]1OC(Oc2cccc3c2C(=O)c2c([C@@H]3[C@H]3c4cc(cc(c4C(=O)c4c3cccc4O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)O)C(=O)O)cc(cc2O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1362935
PubChem CID:	16218404
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000018] Anthracenes [CHEMONTID:0001911] Anthracenecarboxylic acids and derivatives [CHEMONTID:0002424] Anthracenecarboxylic acids

*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
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11520216]
NPO28260	Senna alexandrina	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	PMID[17345316]
NPO20881	Rheum officinale	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28024	Rheum palmatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29776	Cassia acutifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30811	Cassia angustifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28260	Senna alexandrina	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4195	Radix et rhizoma rhei	Species	Lymnaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27034	Radix et rhizoma rhei praeparata	Species	Lymnaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20881	Rheum officinale	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28024	Rheum palmatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28024	Rheum palmatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29776	Cassia acutifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30811	Cassia angustifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20881	Rheum officinale	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28024	Rheum palmatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20881	Rheum officinale	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28260	Senna alexandrina	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28260	Senna alexandrina	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28024	Rheum palmatum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20881	Rheum officinale	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
EC50	3
IC50	12
Potency	49

Activity Type	# Activity
Cell Line	1
Individual Protein	48
Organism	1
Others	11
Protein Complex	4
PROTEIN-PROTEIN INTERACTION	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT45	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 2	Homo sapiens	Potency	=	4466.8	nM	PMID[476890]
NPT3	Individual Protein	Thioredoxin glutathione reductase	Schistosoma mansoni	Potency	=	56234.1	nM	PMID[476890]
NPT532	Individual Protein	Lysine-specific demethylase 4A	Homo sapiens	Potency	n.a.	316.2	nM	PMID[476891]
NPT62	Individual Protein	6-phospho-1-fructokinase	Trypanosoma brucei	Potency	n.a.	4775.5	nM	PMID[476890]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	18356.4	nM	PMID[476891]
NPT4034	Individual Protein	Putative hexokinase HKDC1	Homo sapiens	IC50	=	1610.0	nM	PMID[476891]
NPT443	Individual Protein	Histone acetyltransferase GCN5	Homo sapiens	Potency	n.a.	707.9	nM	PMID[476890]
NPT62	Individual Protein	6-phospho-1-fructokinase	Trypanosoma brucei	Potency	n.a.	169.4	nM	PMID[476890]
NPT4034	Individual Protein	Putative hexokinase HKDC1	Homo sapiens	IC50	>	80000.0	nM	PMID[476891]
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	1258.9	nM	PMID[476890]
NPT63	Individual Protein	Bromodomain adjacent to zinc finger domain protein 2B	Homo sapiens	Potency	n.a.	794.3	nM	PMID[476890]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	17782.8	nM	PMID[476890]
NPT62	Individual Protein	6-phospho-1-fructokinase	Trypanosoma brucei	Potency	n.a.	42.6	nM	PMID[476890]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	56234.1	nM	PMID[476891]
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	631.0	nM	PMID[476891]
NPT65	Cell Line	HepG2	Homo sapiens	Potency	n.a.	3162.3	nM	PMID[476891]
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	707.9	nM	PMID[476891]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	15848.9	nM	PMID[476891]
NPT484	Individual Protein	Luciferin 4-monooxygenase	Photinus pyralis	Potency	n.a.	21331.3	nM	PMID[476890]
NPT534	Individual Protein	Phosphoglycerate kinase, glycosomal	Trypanosoma brucei brucei	Potency	n.a.	1000.0	nM	PMID[476891]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	730.8	nM	PMID[476891]
NPT1417	Individual Protein	Transcriptional regulator ERG	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[476891]
NPT100	Individual Protein	Glutaminase kidney isoform, mitochondrial	Homo sapiens	Potency	n.a.	446.7	nM	PMID[476891]
NPT156	Individual Protein	Sphingomyelin phosphodiesterase	Homo sapiens	Potency	n.a.	50118.7	nM	PMID[476891]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	1258.9	nM	PMID[476891]
NPT478	Individual Protein	Ataxin-2	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[476891]
NPT1853	Individual Protein	Putative uncharacterized protein	Trypanosoma brucei brucei (strain 927/4 GUTat10.1)	Potency	n.a.	39810.7	nM	PMID[476891]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	14581.0	nM	PMID[476891]
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency	n.a.	12589.3	nM	PMID[476891]
NPT1854	Individual Protein	Phosphoglycerate kinase	Trypanosoma brucei brucei (strain 927/4 GUTat10.1)	Potency	n.a.	2906.3	nM	PMID[476891]
NPT161	Individual Protein	Rap guanine nucleotide exchange factor 4	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[476891]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	7079.5	nM	PMID[476891]
NPT4907	Individual Protein	Tyrosyl-DNA phosphodiesterase 2	Homo sapiens	IC50	>	128309.0	nM	PMID[476892]
NPT535	Individual Protein	Parathyroid hormone receptor	Homo sapiens	Potency	n.a.	44668.4	nM	PMID[476891]
NPT4581	Individual Protein	Phospholipase C-gamma-1	Homo sapiens	IC50	=	18791.0	nM	PMID[476892]
NPT3910	Individual Protein	ADAM17	Homo sapiens	IC50	=	30390.0	nM	PMID[476892]
NPT4920	Individual Protein	Phospholipase C-beta-3	Homo sapiens	IC50	=	108765.0	nM	PMID[476892]
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	67.0	nM	PMID[476890]
NPT446	Individual Protein	Rap guanine nucleotide exchange factor 3	Homo sapiens	Potency	n.a.	3548.1	nM	PMID[476891]
NPT795	Individual Protein	Zinc finger protein mex-5	Caenorhabditis elegans	EC50	=	7249.0	nM	PMID[476890]
NPT2	Others	Unspecified		EC50	>	110000.0	nM	PMID[476890]
NPT864	Individual Protein	Lethal(3)malignant brain tumor-like protein 1	Homo sapiens	Potency	=	158.5	nM	PMID[476890]
NPT797	Individual Protein	Cytoplasmic zinc-finger protein	Caenorhabditis elegans	EC50	>	300000.0	nM	PMID[476890]
NPT2	Others	Unspecified		Potency	n.a.	16360.1	nM	PMID[476891]
NPT4919	Protein Complex	Troponin, cardiac muscle	Homo sapiens	IC50	=	2724.0	nM	PMID[476891]
NPT21702	PROTEIN-PROTEIN INTERACTION	Importin subunit beta-1/Snurportin-1	Homo sapiens	Potency	n.a.	4466.8	nM	PMID[476891]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	14715.7	nM	PMID[476890]
NPT20798	PROTEIN COMPLEX	GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1	Homo sapiens	Potency	n.a.	18356.4	nM	PMID[476891]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	79432.8	nM	PMID[476891]
NPT803	Individual Protein	Flap endonuclease 1	Homo sapiens	Potency	n.a.	1258.9	nM	PMID[476891]
NPT2	Others	Unspecified		Potency	n.a.	354.8	nM	PMID[476891]
NPT821	Individual Protein	Werner syndrome ATP-dependent helicase	Homo sapiens	Potency	n.a.	3981.1	nM	PMID[476891]
NPT755	Individual Protein	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Homo sapiens	Potency	n.a.	707.9	nM	PMID[476891]
NPT2	Others	Unspecified		Potency	n.a.	18356.4	nM	PMID[476891]
NPT2	Others	Unspecified		IC50	=	833.7	nM	PMID[476892]
NPT2	Others	Unspecified		Potency	n.a.	891.3	nM	PMID[476891]
NPT2	Others	Unspecified		IC50	>	23168.0	nM	PMID[476892]
NPT2	Others	Unspecified		IC50	=	7676.0	nM	PMID[476892]
NPT831	Individual Protein	Serine/threonine-protein kinase PLK1	Homo sapiens	Potency	n.a.	1683.4	nM	PMID[476891]
NPT2	Others	Unspecified		IC50	=	6472.0	nM	PMID[476892]
NPT2	Others	Unspecified		IC50	=	1052.0	nM	PMID[476892]
NPT2	Others	Unspecified		Potency	n.a.	31622.8	nM	PMID[476891]

☑ 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 NPC170018 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	411
0.1-0.2	1542
0.2-0.3	3202
0.3-0.4	7151
0.4-0.5	9855
0.5-0.6	6491
0.6-0.7	6578
0.7-0.8	6447
0.8-0.85	827
0.85-0.9	150
0.9-0.95	39
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC76112
1.0	High Similarity	NPC66820
1.0	High Similarity	NPC92403
0.9302	High Similarity	NPC229817
0.9302	High Similarity	NPC473686
0.9302	High Similarity	NPC475220
0.9302	High Similarity	NPC221140
0.9302	High Similarity	NPC475352
0.929	High Similarity	NPC289876
0.9286	High Similarity	NPC203751
0.9273	High Similarity	NPC178281
0.924	High Similarity	NPC85316
0.924	High Similarity	NPC197357
0.9186	High Similarity	NPC293227
0.9186	High Similarity	NPC473631
0.9186	High Similarity	NPC475662
0.9186	High Similarity	NPC473717
0.9181	High Similarity	NPC58538
0.9176	High Similarity	NPC102053
0.9162	High Similarity	NPC63470
0.9152	High Similarity	NPC101116
0.9152	High Similarity	NPC146837
0.9152	High Similarity	NPC278329
0.9152	High Similarity	NPC212099
0.9133	High Similarity	NPC292706
0.9133	High Similarity	NPC224557
0.9118	High Similarity	NPC307754
0.9118	High Similarity	NPC470667
0.9118	High Similarity	NPC223735
0.908	High Similarity	NPC87583
0.9059	High Similarity	NPC85368
0.9036	High Similarity	NPC187934
0.9036	High Similarity	NPC97637
0.9017	High Similarity	NPC475161
0.9017	High Similarity	NPC477860
0.9006	High Similarity	NPC186800
0.9	High Similarity	NPC315619
0.8994	High Similarity	NPC246274
0.8983	High Similarity	NPC264302
0.8966	High Similarity	NPC476203
0.8953	High Similarity	NPC198893
0.8953	High Similarity	NPC232818
0.8953	High Similarity	NPC314489
0.892	High Similarity	NPC65489
0.8895	High Similarity	NPC3718
0.8869	High Similarity	NPC17432
0.8864	High Similarity	NPC241847
0.8862	High Similarity	NPC132737
0.8855	High Similarity	NPC53139
0.8851	High Similarity	NPC153578
0.8851	High Similarity	NPC299149
0.8851	High Similarity	NPC114257
0.8851	High Similarity	NPC277710
0.8844	High Similarity	NPC46958
0.8844	High Similarity	NPC475246
0.8837	High Similarity	NPC168789
0.8814	High Similarity	NPC105591
0.8807	High Similarity	NPC231254
0.8786	High Similarity	NPC68381
0.878	High Similarity	NPC474534
0.878	High Similarity	NPC474533
0.8764	High Similarity	NPC205721
0.875	High Similarity	NPC132111
0.8735	High Similarity	NPC148323
0.8735	High Similarity	NPC283480
0.8728	High Similarity	NPC199357
0.8727	High Similarity	NPC474621
0.8727	High Similarity	NPC474622
0.8721	High Similarity	NPC280385
0.8721	High Similarity	NPC298778
0.8715	High Similarity	NPC93065
0.8715	High Similarity	NPC31208
0.8715	High Similarity	NPC472721
0.8715	High Similarity	NPC160543
0.8715	High Similarity	NPC472724
0.8715	High Similarity	NPC469652
0.8715	High Similarity	NPC472720
0.8706	High Similarity	NPC99216
0.8701	High Similarity	NPC318119
0.8698	High Similarity	NPC216752
0.8693	High Similarity	NPC470448
0.8693	High Similarity	NPC470452
0.8693	High Similarity	NPC164047
0.8693	High Similarity	NPC470453
0.869	High Similarity	NPC328093
0.8689	High Similarity	NPC174140
0.8683	High Similarity	NPC208651
0.8683	High Similarity	NPC206641
0.8678	High Similarity	NPC474345
0.8678	High Similarity	NPC63105
0.8675	High Similarity	NPC174599
0.8675	High Similarity	NPC192219
0.8675	High Similarity	NPC82190
0.8671	High Similarity	NPC5029
0.8671	High Similarity	NPC30432
0.8671	High Similarity	NPC271385
0.8671	High Similarity	NPC76128
0.8671	High Similarity	NPC111536
0.8671	High Similarity	NPC183441
0.8667	High Similarity	NPC48474
0.8663	High Similarity	NPC222455
0.8663	High Similarity	NPC472133
0.8659	High Similarity	NPC158214
0.8659	High Similarity	NPC240200
0.8659	High Similarity	NPC290289
0.8659	High Similarity	NPC223534
0.8655	High Similarity	NPC475174
0.8644	High Similarity	NPC321916
0.8636	High Similarity	NPC84494
0.8636	High Similarity	NPC275690
0.8636	High Similarity	NPC161609
0.8636	High Similarity	NPC245059
0.8629	High Similarity	NPC176246
0.8626	High Similarity	NPC470196
0.8626	High Similarity	NPC470193
0.8626	High Similarity	NPC470200
0.8626	High Similarity	NPC470197
0.8626	High Similarity	NPC470194
0.8626	High Similarity	NPC316274
0.8626	High Similarity	NPC282474
0.8626	High Similarity	NPC470198
0.8626	High Similarity	NPC470195
0.8621	High Similarity	NPC213052
0.8614	High Similarity	NPC92153
0.8614	High Similarity	NPC209393
0.8614	High Similarity	NPC230439
0.8614	High Similarity	NPC185103
0.8614	High Similarity	NPC299761
0.8614	High Similarity	NPC205172
0.8614	High Similarity	NPC279281
0.8613	High Similarity	NPC472129
0.8613	High Similarity	NPC43434
0.8613	High Similarity	NPC52598
0.8613	High Similarity	NPC76047
0.8611	High Similarity	NPC187632
0.8611	High Similarity	NPC314672
0.8603	High Similarity	NPC260521
0.8603	High Similarity	NPC469649
0.8596	High Similarity	NPC478022
0.8596	High Similarity	NPC280923
0.8596	High Similarity	NPC75574
0.8596	High Similarity	NPC478020
0.8587	High Similarity	NPC131405
0.8579	High Similarity	NPC3474
0.8571	High Similarity	NPC477082
0.8571	High Similarity	NPC473630
0.8571	High Similarity	NPC177742
0.8571	High Similarity	NPC193377
0.8564	High Similarity	NPC97924
0.8564	High Similarity	NPC40078
0.8564	High Similarity	NPC471091
0.8563	High Similarity	NPC3449
0.8563	High Similarity	NPC13989
0.8563	High Similarity	NPC478002
0.8547	High Similarity	NPC261623
0.8547	High Similarity	NPC260504
0.8547	High Similarity	NPC89809
0.8547	High Similarity	NPC112380
0.8547	High Similarity	NPC111490
0.8547	High Similarity	NPC469650
0.8547	High Similarity	NPC473278
0.8539	High Similarity	NPC478001
0.8538	High Similarity	NPC475183
0.8531	High Similarity	NPC179862
0.8523	High Similarity	NPC475233
0.8516	High Similarity	NPC470199
0.8516	High Similarity	NPC314459
0.8514	High Similarity	NPC98583
0.8514	High Similarity	NPC470438
0.8514	High Similarity	NPC65118
0.8514	High Similarity	NPC316539
0.8514	High Similarity	NPC472054
0.8508	High Similarity	NPC201814
0.8506	High Similarity	NPC241874
0.85	High Similarity	NPC179947
0.8497	Intermediate Similarity	NPC249977
0.8492	Intermediate Similarity	NPC167045
0.8492	Intermediate Similarity	NPC114120
0.8488	Intermediate Similarity	NPC472131
0.8488	Intermediate Similarity	NPC472130
0.8483	Intermediate Similarity	NPC469371
0.8483	Intermediate Similarity	NPC8940
0.848	Intermediate Similarity	NPC472876
0.8475	Intermediate Similarity	NPC478000
0.847	Intermediate Similarity	NPC476358
0.8466	Intermediate Similarity	NPC199533
0.8466	Intermediate Similarity	NPC470454
0.8457	Intermediate Similarity	NPC257011
0.8457	Intermediate Similarity	NPC47140
0.8457	Intermediate Similarity	NPC9002
0.8457	Intermediate Similarity	NPC65333
0.8457	Intermediate Similarity	NPC100251
0.8457	Intermediate Similarity	NPC67134
0.8457	Intermediate Similarity	NPC137871
0.8457	Intermediate Similarity	NPC288152
0.8453	Intermediate Similarity	NPC142291
0.8453	Intermediate Similarity	NPC477081
0.8453	Intermediate Similarity	NPC477083
0.8453	Intermediate Similarity	NPC269046
0.8453	Intermediate Similarity	NPC7839

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 NPC170018 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	365
0.1-0.2	893
0.2-0.3	1696
0.3-0.4	2605
0.4-0.5	2060
0.5-0.6	1006
0.6-0.7	370
0.7-0.8	138
0.8-0.85	13
0.85-0.9	2
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD8312	Approved
1.0	High Similarity	NPD8313	Approved
0.8708	High Similarity	NPD7879	Clinical (unspecified phase)
0.8614	High Similarity	NPD8455	Phase 2
0.8596	High Similarity	NPD8397	Clinical (unspecified phase)
0.8316	Intermediate Similarity	NPD8151	Discontinued
0.8305	Intermediate Similarity	NPD6559	Discontinued
0.8239	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8208	Intermediate Similarity	NPD6959	Discontinued
0.8148	Intermediate Similarity	NPD7435	Discontinued
0.814	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8105	Intermediate Similarity	NPD7871	Phase 2
0.8105	Intermediate Similarity	NPD7870	Phase 2
0.809	Intermediate Similarity	NPD7074	Phase 3
0.809	Intermediate Similarity	NPD7472	Approved
0.8056	Intermediate Similarity	NPD7808	Phase 3
0.8053	Intermediate Similarity	NPD7698	Approved
0.8053	Intermediate Similarity	NPD7697	Approved
0.8053	Intermediate Similarity	NPD7696	Phase 3
0.8047	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.8047	Intermediate Similarity	NPD3226	Approved
0.8045	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8041	Intermediate Similarity	NPD7783	Phase 2
0.8041	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.8034	Intermediate Similarity	NPD7054	Approved
0.801	Intermediate Similarity	NPD8319	Approved
0.801	Intermediate Similarity	NPD8320	Phase 1
0.8	Intermediate Similarity	NPD6823	Phase 2
0.8	Intermediate Similarity	NPD7251	Discontinued
0.799	Intermediate Similarity	NPD7874	Approved
0.799	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7989	Intermediate Similarity	NPD6777	Approved
0.7989	Intermediate Similarity	NPD6780	Approved
0.7989	Intermediate Similarity	NPD6781	Approved
0.7989	Intermediate Similarity	NPD6776	Approved
0.7989	Intermediate Similarity	NPD6782	Approved
0.7989	Intermediate Similarity	NPD6778	Approved
0.7989	Intermediate Similarity	NPD6779	Approved
0.7979	Intermediate Similarity	NPD7701	Phase 2
0.7978	Intermediate Similarity	NPD8150	Discontinued
0.7965	Intermediate Similarity	NPD7819	Suspended
0.7944	Intermediate Similarity	NPD6797	Phase 2
0.7941	Intermediate Similarity	NPD7458	Discontinued
0.7927	Intermediate Similarity	NPD2346	Discontinued
0.7921	Intermediate Similarity	NPD7473	Discontinued
0.7884	Intermediate Similarity	NPD7700	Phase 2
0.7884	Intermediate Similarity	NPD7699	Phase 2
0.7877	Intermediate Similarity	NPD3818	Discontinued
0.7877	Intermediate Similarity	NPD7228	Approved
0.7874	Intermediate Similarity	NPD7768	Phase 2
0.7865	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD7801	Approved
0.7833	Intermediate Similarity	NPD5844	Phase 1
0.7829	Intermediate Similarity	NPD7075	Discontinued
0.7816	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7816	Intermediate Similarity	NPD5402	Approved
0.7791	Intermediate Similarity	NPD4380	Phase 2
0.7772	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7771	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD6166	Phase 2
0.7765	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7753	Intermediate Similarity	NPD6232	Discontinued
0.7725	Intermediate Similarity	NPD6534	Approved
0.7725	Intermediate Similarity	NPD6535	Approved
0.7672	Intermediate Similarity	NPD6213	Phase 3
0.7672	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7672	Intermediate Similarity	NPD6212	Phase 3
0.7657	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7644	Intermediate Similarity	NPD7411	Suspended
0.7634	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7616	Intermediate Similarity	NPD5403	Approved
0.7609	Intermediate Similarity	NPD7240	Approved
0.7602	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7582	Intermediate Similarity	NPD3751	Discontinued
0.7574	Intermediate Similarity	NPD7003	Approved
0.7557	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7556	Intermediate Similarity	NPD3787	Discontinued
0.7545	Intermediate Similarity	NPD5405	Approved
0.7545	Intermediate Similarity	NPD5404	Approved
0.7545	Intermediate Similarity	NPD5408	Approved
0.7545	Intermediate Similarity	NPD5406	Approved
0.7528	Intermediate Similarity	NPD3749	Approved
0.7514	Intermediate Similarity	NPD7685	Pre-registration
0.75	Intermediate Similarity	NPD5401	Approved
0.75	Intermediate Similarity	NPD6801	Discontinued
0.75	Intermediate Similarity	NPD37	Approved
0.75	Intermediate Similarity	NPD8434	Phase 2
0.7486	Intermediate Similarity	NPD6234	Discontinued
0.7472	Intermediate Similarity	NPD4965	Approved
0.7472	Intermediate Similarity	NPD4967	Phase 2
0.7472	Intermediate Similarity	NPD4966	Approved
0.7471	Intermediate Similarity	NPD4628	Phase 3
0.7444	Intermediate Similarity	NPD5494	Approved
0.7439	Intermediate Similarity	NPD2313	Discontinued
0.7412	Intermediate Similarity	NPD6674	Discontinued
0.7412	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7401	Intermediate Similarity	NPD1934	Approved
0.7399	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7391	Intermediate Similarity	NPD7177	Discontinued
0.7381	Intermediate Similarity	NPD2799	Discontinued
0.7368	Intermediate Similarity	NPD3750	Approved
0.736	Intermediate Similarity	NPD1465	Phase 2
0.7356	Intermediate Similarity	NPD6273	Approved
0.7341	Intermediate Similarity	NPD7390	Discontinued
0.7337	Intermediate Similarity	NPD1551	Phase 2
0.7337	Intermediate Similarity	NPD2935	Discontinued
0.7308	Intermediate Similarity	NPD7199	Phase 2
0.7308	Intermediate Similarity	NPD8127	Discontinued
0.7299	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7299	Intermediate Similarity	NPD2533	Approved
0.7299	Intermediate Similarity	NPD2534	Approved
0.7299	Intermediate Similarity	NPD2532	Approved
0.7296	Intermediate Similarity	NPD8285	Discontinued
0.7294	Intermediate Similarity	NPD7266	Discontinued
0.7288	Intermediate Similarity	NPD6599	Discontinued
0.7267	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7251	Intermediate Similarity	NPD1549	Phase 2
0.7251	Intermediate Similarity	NPD8058	Clinical (unspecified phase)
0.7251	Intermediate Similarity	NPD8059	Phase 3
0.7236	Intermediate Similarity	NPD7680	Approved
0.7222	Intermediate Similarity	NPD3817	Phase 2
0.7219	Intermediate Similarity	NPD7097	Phase 1
0.72	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7168	Intermediate Similarity	NPD8166	Discontinued
0.7167	Intermediate Similarity	NPD2801	Approved
0.7164	Intermediate Similarity	NPD7211	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6799	Approved
0.7136	Intermediate Similarity	NPD7930	Approved
0.7135	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD1470	Approved
0.7121	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7108	Intermediate Similarity	NPD6832	Phase 2
0.7107	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD1933	Approved
0.7093	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD2798	Approved
0.7088	Intermediate Similarity	NPD3882	Suspended
0.7079	Intermediate Similarity	NPD1653	Approved
0.7076	Intermediate Similarity	NPD3748	Approved
0.7052	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7045	Intermediate Similarity	NPD1511	Approved
0.7045	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD7584	Approved
0.7041	Intermediate Similarity	NPD4060	Phase 1
0.703	Intermediate Similarity	NPD1203	Approved
0.7024	Intermediate Similarity	NPD3764	Approved
0.7022	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD7799	Discontinued
0.7017	Intermediate Similarity	NPD6844	Discontinued
0.7	Intermediate Similarity	NPD447	Suspended
0.6994	Remote Similarity	NPD5763	Approved
0.6994	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD5762	Approved
0.6994	Remote Similarity	NPD1201	Approved
0.6977	Remote Similarity	NPD1510	Phase 2
0.6966	Remote Similarity	NPD1512	Approved
0.6964	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD8005	Clinical (unspecified phase)
0.6948	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6936	Remote Similarity	NPD6099	Approved
0.6936	Remote Similarity	NPD2796	Approved
0.6936	Remote Similarity	NPD2438	Suspended
0.6936	Remote Similarity	NPD6100	Approved
0.6931	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7985	Registered
0.6923	Remote Similarity	NPD6798	Discontinued
0.6914	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6912	Remote Similarity	NPD7999	Approved
0.691	Remote Similarity	NPD7446	Clinical (unspecified phase)
0.6901	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6901	Remote Similarity	NPD6355	Discontinued
0.6898	Remote Similarity	NPD5711	Approved
0.6898	Remote Similarity	NPD5710	Approved
0.6898	Remote Similarity	NPD7229	Phase 3
0.689	Remote Similarity	NPD1091	Approved
0.6879	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD7033	Discontinued
0.6879	Remote Similarity	NPD4308	Phase 3
0.686	Remote Similarity	NPD1607	Approved
0.6845	Remote Similarity	NPD7585	Approved
0.6836	Remote Similarity	NPD6190	Approved
0.6826	Remote Similarity	NPD2797	Approved
0.6824	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD411	Approved
0.6824	Remote Similarity	NPD3268	Approved
0.6823	Remote Similarity	NPD5953	Discontinued
0.6806	Remote Similarity	NPD7286	Phase 2
0.68	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.68	Remote Similarity	NPD6004	Phase 3
0.68	Remote Similarity	NPD6005	Phase 3
0.68	Remote Similarity	NPD2344	Approved
0.68	Remote Similarity	NPD6002	Phase 3
0.68	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6796	Remote Similarity	NPD7583	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