NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	258.09
Volume:	261.669
LogP:	3.435
LogD:	3.307
LogS:	-5.046
# Rotatable Bonds:	2
TPSA:	52.58
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.658
Synthetic Accessibility Score:	2.602
Fsp3:	0.267
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.772
MDCK Permeability:	2.369036701566074e-05
Pgp-inhibitor:	0.404
Pgp-substrate:	0.147
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.017
30% Bioavailability (F30%):	0.959

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.022
Plasma Protein Binding (PPB):	89.6490249633789%
Volume Distribution (VD):	0.682
Pgp-substrate:	8.431114196777344%

ADMET: Metabolism

CYP1A2-inhibitor:	0.978
CYP1A2-substrate:	0.971
CYP2C19-inhibitor:	0.728
CYP2C19-substrate:	0.46
CYP2C9-inhibitor:	0.422
CYP2C9-substrate:	0.848
CYP2D6-inhibitor:	0.715
CYP2D6-substrate:	0.828
CYP3A4-inhibitor:	0.557
CYP3A4-substrate:	0.502

ADMET: Excretion

Clearance (CL):	9.655
Half-life (T1/2):	0.234

ADMET: Toxicity

hERG Blockers:	0.013
Human Hepatotoxicity (H-HT):	0.691
Drug-inuced Liver Injury (DILI):	0.955
AMES Toxicity:	0.061
Rat Oral Acute Toxicity:	0.607
Maximum Recommended Daily Dose:	0.738
Skin Sensitization:	0.117
Carcinogencity:	0.693
Eye Corrosion:	0.003
Eye Irritation:	0.126
Respiratory Toxicity:	0.467

Download Data

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

Natural Product: NPC98028

Natural Product ID:	NPC98028
*Common Name:**	Peucedanin
IUPAC Name:	3-methoxy-2-propan-2-ylfuro[3,2-g]chromen-7-one
Synonyms:
Standard InCHIKey:	YQBNJPACAUPNLV-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H14O4/c1-8(2)14-15(17-3)10-6-9-4-5-13(16)18-11(9)7-12(10)19-14/h4-8H,1-3H3
SMILES:	CC(C)c1c(c2cc3ccc(=O)oc3cc2o1)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1410943
PubChem CID:	8616
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000145] Coumarins and derivatives [CHEMONTID:0000358] Furanocoumarins [CHEMONTID:0002569] Linear furanocoumarins [CHEMONTID:0000202] Psoralens

*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
NPO163	Daucus carota	Species	Apiaceae	Eukaryota		n.a.	n.a.	DOI[10.1016/0045-6535(91)90110-Y]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2004.07.004]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2005.08.001]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	retail stores, supermarkets and market stalls in Forssa and in the Helsinki area	2003–2005	DOI[10.1016/j.jfca.2006.05.007]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	n.a.	retail stores, supermarkets and market stalls in Forssa and in the Helsinki area	2003–2005	DOI[10.1016/j.jfca.2006.05.007]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/jf980687v]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	1996-Sep	PMID[10352947]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15877880]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	Northeastern Regional Plant Introduction Station at Geneva	1966, 1967, and 1968 crop seasons	PMID[18460139]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	exocarp	n.a.	PMID[21800857]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21800857]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[21800857]
NPO15394	Angelica decursiva	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[22784551]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24459770]
NPO30569	Peucedanum tauricum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24660466]
NPO15394	Angelica decursiva	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[25068578]
NPO31043	Opopanax hispidus	Species	Apiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[25179742]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2831703]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6821187]
NPO6997	Anthriscus cerefolium	Species	Apiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	Roots	n.a.		Database[FooDB]
NPO6997	Anthriscus cerefolium	Species	Apiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO6997	Anthriscus cerefolium	Species	Apiaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO6997	Anthriscus cerefolium	Species	Apiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	Tissue Culture	n.a.	n.a.	Database[FooDB]
NPO6997	Anthriscus cerefolium	Species	Apiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO24780	Oppopanax chironium	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO4849	Peucedanum stenocarpum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15394	Angelica decursiva	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24559.1	Cotinus coggygria var. cinerea	Varieties	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO24559.1	Cotinus coggygria var. cinerea	Varieties	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5201	Peucedanum officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6997	Anthriscus cerefolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24780	Oppopanax chironium	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO28932	Myrrhis odorata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15394	Angelica decursiva	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11298	Peucedanum ruthenicum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4849	Peucedanum stenocarpum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6004	Peucedanum morisonii	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15394	Angelica decursiva	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15394	Angelica decursiva	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15394	Angelica decursiva	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28932	Myrrhis odorata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19017	Prangos pabularia	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO163	Daucus carota	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6997	Anthriscus cerefolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5201	Peucedanum officinale	Species	Apiaceae	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
Others	5
Potency	22

Activity Type	# Activity
Cell Line	3
Individual Protein	15
NON-MOLECULAR	1
Organism	1
Others	3
PROTEIN COMPLEX	3
PROTEIN-PROTEIN INTERACTION	2
Uncleic Acid	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT149	Individual Protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	25118.9	nM	PMID[497197]
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	39810.7	nM	PMID[497198]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Potency	=	1995.3	nM	PMID[497198]
NPT538	Individual Protein	Niemann-Pick C1 protein	Homo sapiens	Potency	=	2818.4	nM	PMID[497198]
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[497198]
NPT63	Individual Protein	Bromodomain adjacent to zinc finger domain protein 2B	Homo sapiens	Potency	n.a.	89125.1	nM	PMID[497198]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	29081.0	nM	PMID[497198]
NPT65	Cell Line	HepG2	Homo sapiens	Potency	n.a.	398.1	nM	PMID[497198]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	1412.5	nM	PMID[497198]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	31622.8	nM	PMID[497197]
NPT156	Individual Protein	Sphingomyelin phosphodiesterase	Homo sapiens	Potency	n.a.	25118.9	nM	PMID[497198]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	5173.5	nM	PMID[497198]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	2310.9	nM	PMID[497198]
NPT25	Cell Line	MT4	Homo sapiens	CTD50	=	67.0	uM	PMID[497200]
NPT466	Cell Line	U-937	Homo sapiens	CTD50	=	58.0	uM	PMID[497200]
NPT536	Uncleic Acid	microRNA 21	Homo sapiens	Potency	=	11668.1	nM	PMID[497198]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	39810.7	nM	PMID[497198]
NPT21702	PROTEIN-PROTEIN INTERACTION	Importin subunit beta-1/Snurportin-1	Homo sapiens	Potency	n.a.	125892.5	nM	PMID[497198]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	2332.3	nM	PMID[497198]
NPT20798	PROTEIN COMPLEX	GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1	Homo sapiens	Potency	n.a.	6513.1	nM	PMID[497198]
NPT2	Others	Unspecified		Potency	n.a.	6309.6	nM	PMID[497198]
NPT2	Others	Unspecified		Potency	n.a.	1122.0	nM	PMID[497198]
NPT72	Individual Protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	105.23	%	PMID[497199]
NPT73	Individual Protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	101.26	%	PMID[497199]
NPT2	Others	Unspecified		Potency	n.a.	4610.9	nM	PMID[497198]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	CTD50	=	81.0	uM	PMID[497200]

☑ 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 NPC98028 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	445
0.1-0.2	1942
0.2-0.3	4926
0.3-0.4	11037
0.4-0.5	7018
0.5-0.6	4611
0.6-0.7	6149
0.7-0.8	4986
0.8-0.85	1203
0.85-0.9	341
0.9-0.95	38
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.947	High Similarity	NPC33320
0.9408	High Similarity	NPC243509
0.9375	High Similarity	NPC254010
0.9346	High Similarity	NPC216092
0.9236	High Similarity	NPC262635
0.9226	High Similarity	NPC179464
0.9211	High Similarity	NPC19860
0.9178	High Similarity	NPC313036
0.9167	High Similarity	NPC179015
0.9167	High Similarity	NPC173149
0.9161	High Similarity	NPC234536
0.9161	High Similarity	NPC78612
0.9108	High Similarity	NPC210460
0.9108	High Similarity	NPC155264
0.9108	High Similarity	NPC67450
0.9108	High Similarity	NPC193881
0.9079	High Similarity	NPC131725
0.9067	High Similarity	NPC88445
0.906	High Similarity	NPC74539
0.906	High Similarity	NPC304443
0.9048	High Similarity	NPC166858
0.9048	High Similarity	NPC51146
0.9034	High Similarity	NPC36414
0.9007	High Similarity	NPC191104
0.9	High Similarity	NPC266743
0.8987	High Similarity	NPC323137
0.8938	High Similarity	NPC51404
0.8926	High Similarity	NPC246903
0.8897	High Similarity	NPC472516
0.8896	High Similarity	NPC278010
0.8896	High Similarity	NPC250769
0.8896	High Similarity	NPC295608
0.8861	High Similarity	NPC15819
0.8854	High Similarity	NPC264293
0.8844	High Similarity	NPC472515
0.8836	High Similarity	NPC253616
0.882	High Similarity	NPC144288
0.8805	High Similarity	NPC204088
0.8805	High Similarity	NPC259007
0.8805	High Similarity	NPC329215
0.88	High Similarity	NPC208584
0.879	High Similarity	NPC169
0.8784	High Similarity	NPC470856
0.8767	High Similarity	NPC268081
0.8767	High Similarity	NPC29638
0.8742	High Similarity	NPC190572
0.8734	High Similarity	NPC14822
0.8733	High Similarity	NPC17262
0.872	High Similarity	NPC107244
0.8716	High Similarity	NPC473209
0.8716	High Similarity	NPC136095
0.8712	High Similarity	NPC233956
0.871	High Similarity	NPC41719
0.8707	High Similarity	NPC103001
0.8704	High Similarity	NPC281835
0.8701	High Similarity	NPC474388
0.8701	High Similarity	NPC472535
0.8701	High Similarity	NPC474170
0.8684	High Similarity	NPC129650
0.8684	High Similarity	NPC117463
0.8671	High Similarity	NPC239270
0.8671	High Similarity	NPC303210
0.8671	High Similarity	NPC49009
0.8671	High Similarity	NPC95472
0.8662	High Similarity	NPC269495
0.8659	High Similarity	NPC53917
0.8659	High Similarity	NPC224165
0.8636	High Similarity	NPC155882
0.8636	High Similarity	NPC177839
0.8627	High Similarity	NPC211811
0.8609	High Similarity	NPC76657
0.859	High Similarity	NPC279930
0.8562	High Similarity	NPC12148
0.8562	High Similarity	NPC299923
0.8562	High Similarity	NPC130581
0.8562	High Similarity	NPC302741
0.8553	High Similarity	NPC294365
0.8553	High Similarity	NPC171656
0.8544	High Similarity	NPC270044
0.8543	High Similarity	NPC53192
0.8535	High Similarity	NPC284353
0.8535	High Similarity	NPC471746
0.8535	High Similarity	NPC276059
0.8535	High Similarity	NPC34725
0.8535	High Similarity	NPC241774
0.8535	High Similarity	NPC122623
0.8533	High Similarity	NPC474037
0.8526	High Similarity	NPC288534
0.8516	High Similarity	NPC148423
0.8516	High Similarity	NPC135303
0.8506	High Similarity	NPC135325
0.8497	Intermediate Similarity	NPC51641
0.8497	Intermediate Similarity	NPC470322
0.8497	Intermediate Similarity	NPC154217
0.8497	Intermediate Similarity	NPC210826
0.8497	Intermediate Similarity	NPC300267
0.8497	Intermediate Similarity	NPC310259
0.8493	Intermediate Similarity	NPC229646
0.8493	Intermediate Similarity	NPC55147
0.8487	Intermediate Similarity	NPC225884
0.8487	Intermediate Similarity	NPC302181
0.8485	Intermediate Similarity	NPC62640
0.8485	Intermediate Similarity	NPC72455
0.8481	Intermediate Similarity	NPC129053
0.8481	Intermediate Similarity	NPC321372
0.8481	Intermediate Similarity	NPC475797
0.8481	Intermediate Similarity	NPC109967
0.8481	Intermediate Similarity	NPC469936
0.8481	Intermediate Similarity	NPC470625
0.8481	Intermediate Similarity	NPC474609
0.8481	Intermediate Similarity	NPC257277
0.8481	Intermediate Similarity	NPC78554
0.8481	Intermediate Similarity	NPC474738
0.8477	Intermediate Similarity	NPC27220
0.8471	Intermediate Similarity	NPC475895
0.8471	Intermediate Similarity	NPC186507
0.8462	Intermediate Similarity	NPC189773
0.8462	Intermediate Similarity	NPC290671
0.8457	Intermediate Similarity	NPC187923
0.8456	Intermediate Similarity	NPC38153
0.8456	Intermediate Similarity	NPC332594
0.8452	Intermediate Similarity	NPC164299
0.8452	Intermediate Similarity	NPC221868
0.8452	Intermediate Similarity	NPC474648
0.8452	Intermediate Similarity	NPC226644
0.8452	Intermediate Similarity	NPC37208
0.8452	Intermediate Similarity	NPC39929
0.8452	Intermediate Similarity	NPC37226
0.8452	Intermediate Similarity	NPC296030
0.8447	Intermediate Similarity	NPC219861
0.8447	Intermediate Similarity	NPC272722
0.8446	Intermediate Similarity	NPC104796
0.8442	Intermediate Similarity	NPC471285
0.8442	Intermediate Similarity	NPC198427
0.8438	Intermediate Similarity	NPC19554
0.8438	Intermediate Similarity	NPC115432
0.8438	Intermediate Similarity	NPC74749
0.8438	Intermediate Similarity	NPC260296
0.8438	Intermediate Similarity	NPC43971
0.8435	Intermediate Similarity	NPC292998
0.8435	Intermediate Similarity	NPC247743
0.8431	Intermediate Similarity	NPC230943
0.8431	Intermediate Similarity	NPC1886
0.8431	Intermediate Similarity	NPC196137
0.8431	Intermediate Similarity	NPC471590
0.8428	Intermediate Similarity	NPC310206
0.8418	Intermediate Similarity	NPC108937
0.8418	Intermediate Similarity	NPC469934
0.8418	Intermediate Similarity	NPC279218
0.8411	Intermediate Similarity	NPC28337
0.8408	Intermediate Similarity	NPC130015
0.8408	Intermediate Similarity	NPC38361
0.8408	Intermediate Similarity	NPC68882
0.8408	Intermediate Similarity	NPC304954
0.8405	Intermediate Similarity	NPC472895
0.8397	Intermediate Similarity	NPC472406
0.8397	Intermediate Similarity	NPC5840
0.8397	Intermediate Similarity	NPC189270
0.8395	Intermediate Similarity	NPC39305
0.8395	Intermediate Similarity	NPC1706
0.8395	Intermediate Similarity	NPC1755
0.8395	Intermediate Similarity	NPC263092
0.8395	Intermediate Similarity	NPC59295
0.8395	Intermediate Similarity	NPC65846
0.8389	Intermediate Similarity	NPC254741
0.8389	Intermediate Similarity	NPC72452
0.8389	Intermediate Similarity	NPC161196
0.8389	Intermediate Similarity	NPC61546
0.8387	Intermediate Similarity	NPC272194
0.8387	Intermediate Similarity	NPC183236
0.8387	Intermediate Similarity	NPC306788
0.8378	Intermediate Similarity	NPC66705
0.8377	Intermediate Similarity	NPC473927
0.8377	Intermediate Similarity	NPC306488
0.8377	Intermediate Similarity	NPC181388
0.8377	Intermediate Similarity	NPC178343
0.8377	Intermediate Similarity	NPC5820
0.8375	Intermediate Similarity	NPC113055
0.8375	Intermediate Similarity	NPC244750
0.8375	Intermediate Similarity	NPC250076
0.8367	Intermediate Similarity	NPC54503
0.8366	Intermediate Similarity	NPC87609
0.8366	Intermediate Similarity	NPC113089
0.8366	Intermediate Similarity	NPC112791
0.8366	Intermediate Similarity	NPC94794
0.8366	Intermediate Similarity	NPC196459
0.8366	Intermediate Similarity	NPC188632
0.8366	Intermediate Similarity	NPC470216
0.8366	Intermediate Similarity	NPC470296
0.8365	Intermediate Similarity	NPC472461
0.8365	Intermediate Similarity	NPC474983
0.8365	Intermediate Similarity	NPC248299
0.8355	Intermediate Similarity	NPC171870
0.8355	Intermediate Similarity	NPC24075
0.8354	Intermediate Similarity	NPC473664
0.8354	Intermediate Similarity	NPC189130
0.8345	Intermediate Similarity	NPC473894
0.8344	Intermediate Similarity	NPC472407
0.8344	Intermediate Similarity	NPC170169
0.8344	Intermediate Similarity	NPC295650

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 NPC98028 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	395
0.1-0.2	1004
0.2-0.3	1785
0.3-0.4	2744
0.4-0.5	1823
0.5-0.6	989
0.6-0.7	274
0.7-0.8	103
0.8-0.85	25
0.85-0.9	6
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.947	High Similarity	NPD919	Approved
0.9236	High Similarity	NPD1243	Approved
0.906	High Similarity	NPD920	Approved
0.9048	High Similarity	NPD643	Clinical (unspecified phase)
0.8926	High Similarity	NPD642	Clinical (unspecified phase)
0.8854	High Similarity	NPD1247	Approved
0.8609	High Similarity	NPD6799	Approved
0.859	High Similarity	NPD7096	Clinical (unspecified phase)
0.8526	High Similarity	NPD6801	Discontinued
0.8428	Intermediate Similarity	NPD7075	Discontinued
0.8418	Intermediate Similarity	NPD3817	Phase 2
0.8397	Intermediate Similarity	NPD6599	Discontinued
0.8312	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8282	Intermediate Similarity	NPD3926	Phase 2
0.8267	Intermediate Similarity	NPD2796	Approved
0.825	Intermediate Similarity	NPD3882	Suspended
0.821	Intermediate Similarity	NPD5494	Approved
0.8086	Intermediate Similarity	NPD3749	Approved
0.8077	Intermediate Similarity	NPD5401	Approved
0.8012	Intermediate Similarity	NPD7819	Suspended
0.8	Intermediate Similarity	NPD7411	Suspended
0.7975	Intermediate Similarity	NPD5403	Approved
0.7961	Intermediate Similarity	NPD3748	Approved
0.7961	Intermediate Similarity	NPD1510	Phase 2
0.7933	Intermediate Similarity	NPD1240	Approved
0.7922	Intermediate Similarity	NPD1549	Phase 2
0.7922	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7911	Intermediate Similarity	NPD1512	Approved
0.7862	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7848	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.784	Intermediate Similarity	NPD1934	Approved
0.7829	Intermediate Similarity	NPD1607	Approved
0.7826	Intermediate Similarity	NPD4380	Phase 2
0.7791	Intermediate Similarity	NPD2801	Approved
0.7791	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7785	Intermediate Similarity	NPD1511	Approved
0.7765	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7751	Intermediate Similarity	NPD7473	Discontinued
0.7744	Intermediate Similarity	NPD5402	Approved
0.7742	Intermediate Similarity	NPD1471	Phase 3
0.7733	Intermediate Similarity	NPD6559	Discontinued
0.7727	Intermediate Similarity	NPD2799	Discontinued
0.7707	Intermediate Similarity	NPD3750	Approved
0.7706	Intermediate Similarity	NPD3818	Discontinued
0.7697	Intermediate Similarity	NPD7768	Phase 2
0.7692	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7679	Intermediate Similarity	NPD6232	Discontinued
0.7677	Intermediate Similarity	NPD1551	Phase 2
0.7667	Intermediate Similarity	NPD6832	Phase 2
0.7661	Intermediate Similarity	NPD5844	Phase 1
0.7651	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD1933	Approved
0.7643	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7643	Intermediate Similarity	NPD2800	Approved
0.7636	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7628	Intermediate Similarity	NPD2344	Approved
0.7588	Intermediate Similarity	NPD6166	Phase 2
0.7588	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7588	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7586	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7566	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7566	Intermediate Similarity	NPD2313	Discontinued
0.7566	Intermediate Similarity	NPD1296	Phase 2
0.7532	Intermediate Similarity	NPD447	Suspended
0.7516	Intermediate Similarity	NPD2532	Approved
0.7516	Intermediate Similarity	NPD2534	Approved
0.7516	Intermediate Similarity	NPD2533	Approved
0.7516	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD9717	Approved
0.7486	Intermediate Similarity	NPD7808	Phase 3
0.7485	Intermediate Similarity	NPD2403	Approved
0.7484	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD6797	Phase 2
0.747	Intermediate Similarity	NPD1465	Phase 2
0.7467	Intermediate Similarity	NPD3267	Approved
0.7467	Intermediate Similarity	NPD1203	Approved
0.7467	Intermediate Similarity	NPD3266	Approved
0.7452	Intermediate Similarity	NPD2935	Discontinued
0.7438	Intermediate Similarity	NPD2309	Approved
0.7429	Intermediate Similarity	NPD7251	Discontinued
0.7427	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7417	Intermediate Similarity	NPD1019	Discontinued
0.7405	Intermediate Similarity	NPD2355	Clinical (unspecified phase)
0.7405	Intermediate Similarity	NPD2353	Approved
0.7384	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7381	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7375	Intermediate Similarity	NPD4628	Phase 3
0.7371	Intermediate Similarity	NPD5953	Discontinued
0.7356	Intermediate Similarity	NPD7054	Approved
0.7355	Intermediate Similarity	NPD4307	Phase 2
0.7333	Intermediate Similarity	NPD3226	Approved
0.7329	Intermediate Similarity	NPD3887	Approved
0.7315	Intermediate Similarity	NPD422	Phase 1
0.7315	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7314	Intermediate Similarity	NPD7472	Approved
0.7314	Intermediate Similarity	NPD7074	Phase 3
0.7312	Intermediate Similarity	NPD2654	Approved
0.7308	Intermediate Similarity	NPD6355	Discontinued
0.7297	Intermediate Similarity	NPD17	Approved
0.7294	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7283	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD6808	Phase 2
0.7261	Intermediate Similarity	NPD6651	Approved
0.7257	Intermediate Similarity	NPD7286	Phase 2
0.7226	Intermediate Similarity	NPD3268	Approved
0.7222	Intermediate Similarity	NPD8434	Phase 2
0.7222	Intermediate Similarity	NPD2354	Approved
0.7209	Intermediate Similarity	NPD6959	Discontinued
0.7209	Intermediate Similarity	NPD7199	Phase 2
0.7208	Intermediate Similarity	NPD1008	Clinical (unspecified phase)
0.719	Intermediate Similarity	NPD2798	Approved
0.7188	Intermediate Similarity	NPD2346	Discontinued
0.7175	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.717	Intermediate Similarity	NPD4308	Phase 3
0.7152	Intermediate Similarity	NPD5049	Phase 3
0.7152	Intermediate Similarity	NPD1608	Approved
0.7143	Intermediate Similarity	NPD4287	Approved
0.7134	Intermediate Similarity	NPD943	Approved
0.7134	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7124	Intermediate Similarity	NPD2797	Approved
0.7115	Intermediate Similarity	NPD411	Approved
0.7115	Intermediate Similarity	NPD6798	Discontinued
0.7101	Intermediate Similarity	NPD6280	Approved
0.7101	Intermediate Similarity	NPD6279	Approved
0.7089	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7089	Intermediate Similarity	NPD230	Phase 1
0.7089	Intermediate Similarity	NPD5124	Phase 1
0.7069	Intermediate Similarity	NPD7229	Phase 3
0.7063	Intermediate Similarity	NPD7033	Discontinued
0.7055	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD1241	Discontinued
0.7041	Intermediate Similarity	NPD5890	Approved
0.7041	Intermediate Similarity	NPD5889	Approved
0.7029	Intermediate Similarity	NPD5242	Approved
0.7024	Intermediate Similarity	NPD7458	Discontinued
0.7022	Intermediate Similarity	NPD1729	Discontinued
0.7018	Intermediate Similarity	NPD4288	Approved
0.7018	Intermediate Similarity	NPD5353	Approved
0.7006	Intermediate Similarity	NPD2163	Approved
0.6982	Remote Similarity	NPD6585	Discontinued
0.6974	Remote Similarity	NPD1281	Approved
0.6973	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6971	Remote Similarity	NPD5710	Approved
0.6971	Remote Similarity	NPD5711	Approved
0.6957	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6948	Remote Similarity	NPD3225	Approved
0.6948	Remote Similarity	NPD1876	Approved
0.6933	Remote Similarity	NPD9545	Approved
0.6928	Remote Similarity	NPD3972	Approved
0.6919	Remote Similarity	NPD2296	Approved
0.6918	Remote Similarity	NPD4060	Phase 1
0.6913	Remote Similarity	NPD9493	Approved
0.691	Remote Similarity	NPD3751	Discontinued
0.6903	Remote Similarity	NPD1164	Approved
0.6901	Remote Similarity	NPD37	Approved
0.689	Remote Similarity	NPD1652	Phase 2
0.6886	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6886	Remote Similarity	NPD3688	Clinical (unspecified phase)
0.6886	Remote Similarity	NPD3146	Approved
0.6885	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD5019	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD4967	Phase 2
0.6879	Remote Similarity	NPD4966	Approved
0.6879	Remote Similarity	NPD4965	Approved
0.6865	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6862	Remote Similarity	NPD4362	Clinical (unspecified phase)
0.6862	Remote Similarity	NPD4361	Phase 2
0.6855	Remote Similarity	NPD6233	Phase 2
0.6852	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6848	Remote Similarity	NPD7003	Approved
0.6842	Remote Similarity	NPD6386	Approved
0.6842	Remote Similarity	NPD6385	Approved
0.6842	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6839	Remote Similarity	NPD1283	Approved
0.6824	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.681	Remote Similarity	NPD2438	Suspended
0.6806	Remote Similarity	NPD4107	Approved
0.68	Remote Similarity	NPD6234	Discontinued
0.6798	Remote Similarity	NPD4575	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD3764	Approved
0.678	Remote Similarity	NPD3787	Discontinued
0.6771	Remote Similarity	NPD4482	Phase 3
0.6768	Remote Similarity	NPD6002	Phase 3
0.6768	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD6005	Phase 3
0.6768	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD6004	Phase 3
0.6765	Remote Similarity	NPD957	Approved
0.6765	Remote Similarity	NPD1653	Approved
0.6758	Remote Similarity	NPD6764	Approved
0.6758	Remote Similarity	NPD6765	Approved
0.6753	Remote Similarity	NPD1610	Phase 2
0.675	Remote Similarity	NPD4062	Phase 3
0.6746	Remote Similarity	NPD1940	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