NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	274.08
Volume:	270.459
LogP:	1.58
LogD:	2.249
LogS:	-2.986
# Rotatable Bonds:	1
TPSA:	90.15
# H-Bond Aceptor:	5
# H-Bond Donor:	4
# Rings:	3
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.598
Synthetic Accessibility Score:	3.055
Fsp3:	0.2
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.979
MDCK Permeability:	8.463339327136055e-06
Pgp-inhibitor:	0.015
Pgp-substrate:	0.007
Human Intestinal Absorption (HIA):	0.842
20% Bioavailability (F20%):	0.998
30% Bioavailability (F30%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.021
Plasma Protein Binding (PPB):	92.9367446899414%
Volume Distribution (VD):	0.735
Pgp-substrate:	4.437068939208984%

ADMET: Metabolism

CYP1A2-inhibitor:	0.078
CYP1A2-substrate:	0.401
CYP2C19-inhibitor:	0.048
CYP2C19-substrate:	0.058
CYP2C9-inhibitor:	0.45
CYP2C9-substrate:	0.642
CYP2D6-inhibitor:	0.132
CYP2D6-substrate:	0.368
CYP3A4-inhibitor:	0.208
CYP3A4-substrate:	0.251

ADMET: Excretion

Clearance (CL):	16.177
Half-life (T1/2):	0.842

ADMET: Toxicity

hERG Blockers:	0.039
Human Hepatotoxicity (H-HT):	0.113
Drug-inuced Liver Injury (DILI):	0.049
AMES Toxicity:	0.732
Rat Oral Acute Toxicity:	0.213
Maximum Recommended Daily Dose:	0.923
Skin Sensitization:	0.965
Carcinogencity:	0.088
Eye Corrosion:	0.003
Eye Irritation:	0.93
Respiratory Toxicity:	0.172

Download Data

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

Natural Product: NPC470414

Natural Product ID:	NPC470414
*Common Name:**	Blapsin B
IUPAC Name:	1-(3,4-dihydroxyphenyl)-3,4-dihydro-1H-isochromene-6,7-diol
Synonyms:	blapsin B
Standard InCHIKey:	OLEHILHKGHOVLE-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H14O5/c16-11-2-1-9(6-12(11)17)15-10-7-14(19)13(18)5-8(10)3-4-20-15/h1-2,5-7,15-19H,3-4H2
SMILES:	Oc1cc(ccc1O)C1OCCc2c1cc(O)c(c2)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2031676
PubChem CID:	60168276
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000123] Benzopyrans [CHEMONTID:0003411] 2-benzopyrans

*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
NPO32791	blaps japanensis	Species	Tenebrionidae	Eukaryota	n.a.	n.a.	n.a.	PMID[22578460]

☑ 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
IC50	2

Activity Type	# Activity
Individual Protein	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT5320	Individual Protein	14-3-3 protein gamma	Homo sapiens	IC50	=	10000.0	nM	PMID[533676]
NPT5320	Individual Protein	14-3-3 protein gamma	Homo sapiens	IC50	=	2500.0	nM	PMID[533676]

☑ 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 NPC470414 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	1568
0.2-0.3	4127
0.3-0.4	12039
0.4-0.5	6582
0.5-0.6	5343
0.6-0.7	8742
0.7-0.8	3202
0.8-0.85	569
0.85-0.9	77
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9123	High Similarity	NPC471485
0.9083	High Similarity	NPC473451
0.9008	High Similarity	NPC257682
0.9008	High Similarity	NPC131747
0.9008	High Similarity	NPC146355
0.8871	High Similarity	NPC474178
0.8871	High Similarity	NPC252307
0.8871	High Similarity	NPC245826
0.876	High Similarity	NPC234952
0.875	High Similarity	NPC471942
0.8729	High Similarity	NPC301651
0.8729	High Similarity	NPC473556
0.872	High Similarity	NPC311293
0.872	High Similarity	NPC45774
0.872	High Similarity	NPC282703
0.872	High Similarity	NPC11258
0.872	High Similarity	NPC148366
0.872	High Similarity	NPC72529
0.872	High Similarity	NPC128208
0.872	High Similarity	NPC184733
0.872	High Similarity	NPC129570
0.872	High Similarity	NPC21867
0.8718	High Similarity	NPC120280
0.8651	High Similarity	NPC86030
0.8651	High Similarity	NPC5851
0.864	High Similarity	NPC106511
0.864	High Similarity	NPC165045
0.864	High Similarity	NPC118533
0.8629	High Similarity	NPC148627
0.8626	High Similarity	NPC32630
0.8618	High Similarity	NPC471693
0.8595	High Similarity	NPC472071
0.8594	High Similarity	NPC253105
0.8594	High Similarity	NPC185604
0.8594	High Similarity	NPC126029
0.8594	High Similarity	NPC61477
0.8594	High Similarity	NPC59239
0.8594	High Similarity	NPC219876
0.8594	High Similarity	NPC261619
0.8594	High Similarity	NPC254275
0.8594	High Similarity	NPC201587
0.8594	High Similarity	NPC78770
0.8594	High Similarity	NPC15658
0.8583	High Similarity	NPC187998
0.8583	High Similarity	NPC153739
0.8583	High Similarity	NPC77040
0.8583	High Similarity	NPC42300
0.8583	High Similarity	NPC99795
0.8583	High Similarity	NPC257582
0.8583	High Similarity	NPC174495
0.8583	High Similarity	NPC241522
0.8583	High Similarity	NPC92164
0.8583	High Similarity	NPC145305
0.8583	High Similarity	NPC242807
0.8583	High Similarity	NPC64201
0.856	High Similarity	NPC58607
0.856	High Similarity	NPC178284
0.856	High Similarity	NPC191037
0.8547	High Similarity	NPC290353
0.8547	High Similarity	NPC42911
0.8547	High Similarity	NPC153795
0.8534	High Similarity	NPC174096
0.8534	High Similarity	NPC79793
0.8534	High Similarity	NPC147634
0.8534	High Similarity	NPC226401
0.8534	High Similarity	NPC120982
0.8527	High Similarity	NPC11060
0.8516	High Similarity	NPC228346
0.8516	High Similarity	NPC42760
0.8516	High Similarity	NPC78575
0.8516	High Similarity	NPC277804
0.8516	High Similarity	NPC158079
0.8516	High Similarity	NPC268266
0.8516	High Similarity	NPC7171
0.8516	High Similarity	NPC220825
0.8516	High Similarity	NPC115207
0.8516	High Similarity	NPC27843
0.8516	High Similarity	NPC161557
0.8516	High Similarity	NPC40432
0.8516	High Similarity	NPC268342
0.8512	High Similarity	NPC320987
0.8512	High Similarity	NPC477803
0.8512	High Similarity	NPC181969
0.8504	High Similarity	NPC475875
0.8496	Intermediate Similarity	NPC265075
0.8496	Intermediate Similarity	NPC471511
0.8492	Intermediate Similarity	NPC147821
0.8492	Intermediate Similarity	NPC5428
0.8492	Intermediate Similarity	NPC231607
0.8492	Intermediate Similarity	NPC111247
0.8492	Intermediate Similarity	NPC183181
0.8492	Intermediate Similarity	NPC264900
0.8492	Intermediate Similarity	NPC118787
0.8492	Intermediate Similarity	NPC163332
0.8492	Intermediate Similarity	NPC319625
0.8492	Intermediate Similarity	NPC292056
0.8492	Intermediate Similarity	NPC108659
0.8492	Intermediate Similarity	NPC41706
0.8492	Intermediate Similarity	NPC79715
0.848	Intermediate Similarity	NPC194519
0.8468	Intermediate Similarity	NPC84086
0.8462	Intermediate Similarity	NPC187583
0.8462	Intermediate Similarity	NPC311256
0.8462	Intermediate Similarity	NPC257430
0.8462	Intermediate Similarity	NPC179002
0.8462	Intermediate Similarity	NPC478085
0.8455	Intermediate Similarity	NPC470804
0.8455	Intermediate Similarity	NPC147654
0.845	Intermediate Similarity	NPC207400
0.845	Intermediate Similarity	NPC181049
0.845	Intermediate Similarity	NPC4940
0.8448	Intermediate Similarity	NPC55617
0.8448	Intermediate Similarity	NPC265211
0.8448	Intermediate Similarity	NPC62258
0.8448	Intermediate Similarity	NPC306045
0.8443	Intermediate Similarity	NPC35071
0.8443	Intermediate Similarity	NPC177475
0.8443	Intermediate Similarity	NPC148615
0.8438	Intermediate Similarity	NPC143483
0.8433	Intermediate Similarity	NPC48309
0.843	Intermediate Similarity	NPC255675
0.8425	Intermediate Similarity	NPC46274
0.8425	Intermediate Similarity	NPC307050
0.8425	Intermediate Similarity	NPC277458
0.8425	Intermediate Similarity	NPC226331
0.8425	Intermediate Similarity	NPC470084
0.8421	Intermediate Similarity	NPC239291
0.8413	Intermediate Similarity	NPC94179
0.8409	Intermediate Similarity	NPC94994
0.84	Intermediate Similarity	NPC94276
0.84	Intermediate Similarity	NPC109822
0.8397	Intermediate Similarity	NPC474206
0.8397	Intermediate Similarity	NPC112939
0.8397	Intermediate Similarity	NPC121812
0.8397	Intermediate Similarity	NPC164787
0.8397	Intermediate Similarity	NPC112246
0.8397	Intermediate Similarity	NPC151224
0.8397	Intermediate Similarity	NPC470356
0.8397	Intermediate Similarity	NPC473413
0.8397	Intermediate Similarity	NPC94750
0.8387	Intermediate Similarity	NPC85488
0.8387	Intermediate Similarity	NPC209567
0.8385	Intermediate Similarity	NPC158331
0.8374	Intermediate Similarity	NPC207613
0.8372	Intermediate Similarity	NPC312341
0.8372	Intermediate Similarity	NPC474017
0.8362	Intermediate Similarity	NPC233835
0.8359	Intermediate Similarity	NPC476968
0.8359	Intermediate Similarity	NPC470747
0.8359	Intermediate Similarity	NPC170844
0.8359	Intermediate Similarity	NPC184092
0.8347	Intermediate Similarity	NPC200988
0.8347	Intermediate Similarity	NPC476266
0.8347	Intermediate Similarity	NPC293619
0.8347	Intermediate Similarity	NPC145023
0.8347	Intermediate Similarity	NPC175799
0.8347	Intermediate Similarity	NPC610
0.8346	Intermediate Similarity	NPC5447
0.8346	Intermediate Similarity	NPC250432
0.8346	Intermediate Similarity	NPC232164
0.8346	Intermediate Similarity	NPC473739
0.8346	Intermediate Similarity	NPC21563
0.8346	Intermediate Similarity	NPC236306
0.8333	Intermediate Similarity	NPC230734
0.8333	Intermediate Similarity	NPC199459
0.8333	Intermediate Similarity	NPC265433
0.8333	Intermediate Similarity	NPC266705
0.8333	Intermediate Similarity	NPC77861
0.8333	Intermediate Similarity	NPC302701
0.8333	Intermediate Similarity	NPC52277
0.8333	Intermediate Similarity	NPC269091
0.8333	Intermediate Similarity	NPC228771
0.8333	Intermediate Similarity	NPC9067
0.8333	Intermediate Similarity	NPC474639
0.8333	Intermediate Similarity	NPC270456
0.8333	Intermediate Similarity	NPC306441
0.8333	Intermediate Similarity	NPC177035
0.8333	Intermediate Similarity	NPC12278
0.8333	Intermediate Similarity	NPC248727
0.8333	Intermediate Similarity	NPC29008
0.8333	Intermediate Similarity	NPC16435
0.8333	Intermediate Similarity	NPC162659
0.8333	Intermediate Similarity	NPC227503
0.8333	Intermediate Similarity	NPC472893
0.8321	Intermediate Similarity	NPC193026
0.8321	Intermediate Similarity	NPC67247
0.8321	Intermediate Similarity	NPC287745
0.8321	Intermediate Similarity	NPC160697
0.8321	Intermediate Similarity	NPC49603
0.8321	Intermediate Similarity	NPC170694
0.8321	Intermediate Similarity	NPC187616
0.832	Intermediate Similarity	NPC31344
0.832	Intermediate Similarity	NPC280704
0.832	Intermediate Similarity	NPC136319
0.832	Intermediate Similarity	NPC317769
0.8319	Intermediate Similarity	NPC123175
0.8319	Intermediate Similarity	NPC176730
0.8319	Intermediate Similarity	NPC264558
0.8309	Intermediate Similarity	NPC50250
0.8309	Intermediate Similarity	NPC473108

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 NPC470414 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	389
0.1-0.2	866
0.2-0.3	1620
0.3-0.4	2804
0.4-0.5	1780
0.5-0.6	989
0.6-0.7	615
0.7-0.8	81
0.8-0.85	4
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8594	High Similarity	NPD1612	Clinical (unspecified phase)
0.8594	High Similarity	NPD1613	Approved
0.8485	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.8425	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8359	Intermediate Similarity	NPD3027	Phase 3
0.8346	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.8291	Intermediate Similarity	NPD3022	Approved
0.8291	Intermediate Similarity	NPD3021	Approved
0.8062	Intermediate Similarity	NPD2861	Phase 2
0.8	Intermediate Similarity	NPD228	Approved
0.7941	Intermediate Similarity	NPD7266	Discontinued
0.7929	Intermediate Similarity	NPD4160	Clinical (unspecified phase)
0.7874	Intermediate Similarity	NPD1610	Phase 2
0.7761	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7761	Intermediate Similarity	NPD3620	Phase 2
0.7724	Intermediate Similarity	NPD5283	Phase 1
0.7698	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7634	Intermediate Similarity	NPD3094	Phase 2
0.7597	Intermediate Similarity	NPD3705	Approved
0.7597	Intermediate Similarity	NPD3092	Approved
0.7594	Intermediate Similarity	NPD4908	Phase 1
0.7578	Intermediate Similarity	NPD9381	Approved
0.7578	Intermediate Similarity	NPD9384	Approved
0.7559	Intermediate Similarity	NPD1548	Phase 1
0.7521	Intermediate Similarity	NPD3020	Approved
0.75	Intermediate Similarity	NPD1558	Phase 1
0.75	Intermediate Similarity	NPD4060	Phase 1
0.7481	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7481	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7481	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.748	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7465	Intermediate Similarity	NPD6190	Approved
0.7458	Intermediate Similarity	NPD1242	Phase 1
0.7442	Intermediate Similarity	NPD5125	Phase 3
0.7442	Intermediate Similarity	NPD5126	Approved
0.7438	Intermediate Similarity	NPD968	Approved
0.7432	Intermediate Similarity	NPD1934	Approved
0.7422	Intermediate Similarity	NPD3091	Approved
0.7414	Intermediate Similarity	NPD2859	Approved
0.7414	Intermediate Similarity	NPD2860	Approved
0.7407	Intermediate Similarity	NPD4625	Phase 3
0.7383	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7372	Intermediate Similarity	NPD3061	Approved
0.7372	Intermediate Similarity	NPD3062	Approved
0.7372	Intermediate Similarity	NPD3059	Approved
0.7353	Intermediate Similarity	NPD3764	Approved
0.7348	Intermediate Similarity	NPD9622	Approved
0.7328	Intermediate Similarity	NPD2934	Approved
0.7328	Intermediate Similarity	NPD2933	Approved
0.7324	Intermediate Similarity	NPD6674	Discontinued
0.7319	Intermediate Similarity	NPD230	Phase 1
0.7319	Intermediate Similarity	NPD5735	Approved
0.7303	Intermediate Similarity	NPD6234	Discontinued
0.7273	Intermediate Similarity	NPD8166	Discontinued
0.7266	Intermediate Similarity	NPD5314	Approved
0.7241	Intermediate Similarity	NPD1511	Approved
0.7236	Intermediate Similarity	NPD2342	Discontinued
0.7222	Intermediate Similarity	NPD9379	Approved
0.7222	Intermediate Similarity	NPD9377	Approved
0.7214	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7214	Intermediate Similarity	NPD4536	Approved
0.7214	Intermediate Similarity	NPD4538	Approved
0.7197	Intermediate Similarity	NPD1091	Approved
0.7188	Intermediate Similarity	NPD6671	Approved
0.7188	Intermediate Similarity	NPD7157	Approved
0.7185	Intermediate Similarity	NPD9621	Approved
0.7185	Intermediate Similarity	NPD9620	Approved
0.7185	Intermediate Similarity	NPD9619	Approved
0.7185	Intermediate Similarity	NPD6584	Phase 3
0.7179	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7177	Intermediate Similarity	NPD2684	Approved
0.7176	Intermediate Similarity	NPD3095	Discontinued
0.7171	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7167	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7163	Intermediate Similarity	NPD5588	Approved
0.7163	Intermediate Similarity	NPD1753	Discontinued
0.7163	Intermediate Similarity	NPD5960	Phase 3
0.7162	Intermediate Similarity	NPD1653	Approved
0.7143	Intermediate Similarity	NPD823	Approved
0.7143	Intermediate Similarity	NPD1512	Approved
0.7143	Intermediate Similarity	NPD817	Approved
0.7143	Intermediate Similarity	NPD1840	Phase 2
0.7132	Intermediate Similarity	NPD5736	Approved
0.7113	Intermediate Similarity	NPD1632	Clinical (unspecified phase)
0.7111	Intermediate Similarity	NPD4339	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD2677	Approved
0.7101	Intermediate Similarity	NPD2028	Clinical (unspecified phase)
0.7099	Intermediate Similarity	NPD1357	Approved
0.709	Intermediate Similarity	NPD4749	Approved
0.709	Intermediate Similarity	NPD5327	Phase 3
0.709	Intermediate Similarity	NPD2982	Phase 2
0.709	Intermediate Similarity	NPD2983	Phase 2
0.7089	Intermediate Similarity	NPD7228	Approved
0.7087	Intermediate Similarity	NPD7635	Approved
0.7087	Intermediate Similarity	NPD7843	Approved
0.7086	Intermediate Similarity	NPD37	Approved
0.7083	Intermediate Similarity	NPD3060	Approved
0.7059	Intermediate Similarity	NPD4967	Phase 2
0.7059	Intermediate Similarity	NPD4966	Approved
0.7059	Intermediate Similarity	NPD288	Approved
0.7059	Intermediate Similarity	NPD4965	Approved
0.7045	Intermediate Similarity	NPD5846	Approved
0.7045	Intermediate Similarity	NPD2286	Discontinued
0.7045	Intermediate Similarity	NPD6516	Phase 2
0.7045	Intermediate Similarity	NPD5238	Clinical (unspecified phase)
0.7039	Intermediate Similarity	NPD1465	Phase 2
0.7037	Intermediate Similarity	NPD8651	Approved
0.7037	Intermediate Similarity	NPD1283	Approved
0.7031	Intermediate Similarity	NPD4869	Clinical (unspecified phase)
0.7029	Intermediate Similarity	NPD7095	Approved
0.7027	Intermediate Similarity	NPD5261	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD2981	Phase 2
0.7015	Intermediate Similarity	NPD1608	Approved
0.7007	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7007	Intermediate Similarity	NPD3018	Phase 2
0.7	Intermediate Similarity	NPD2238	Phase 2
0.7	Intermediate Similarity	NPD4140	Approved
0.7	Intermediate Similarity	NPD943	Approved
0.6986	Remote Similarity	NPD5241	Discontinued
0.6978	Remote Similarity	NPD598	Approved
0.6978	Remote Similarity	NPD597	Approved
0.6978	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6978	Remote Similarity	NPD5111	Phase 2
0.6978	Remote Similarity	NPD5110	Phase 2
0.6978	Remote Similarity	NPD601	Approved
0.6978	Remote Similarity	NPD5109	Approved
0.6975	Remote Similarity	NPD844	Approved
0.697	Remote Similarity	NPD1651	Approved
0.697	Remote Similarity	NPD4093	Discontinued
0.6967	Remote Similarity	NPD940	Approved
0.6967	Remote Similarity	NPD846	Approved
0.6966	Remote Similarity	NPD4237	Approved
0.6966	Remote Similarity	NPD4236	Phase 3
0.6963	Remote Similarity	NPD6583	Phase 3
0.6963	Remote Similarity	NPD6582	Phase 2
0.6963	Remote Similarity	NPD1669	Approved
0.6962	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6962	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6962	Remote Similarity	NPD6166	Phase 2
0.696	Remote Similarity	NPD290	Approved
0.6959	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.695	Remote Similarity	NPD3657	Discovery
0.6947	Remote Similarity	NPD5536	Phase 2
0.6944	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD5762	Approved
0.6944	Remote Similarity	NPD5763	Approved
0.6944	Remote Similarity	NPD1375	Discontinued
0.6944	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.694	Remote Similarity	NPD1201	Approved
0.6939	Remote Similarity	NPD5058	Phase 3
0.6934	Remote Similarity	NPD4624	Approved
0.6929	Remote Similarity	NPD1136	Approved
0.6929	Remote Similarity	NPD6663	Approved
0.6929	Remote Similarity	NPD1132	Approved
0.6929	Remote Similarity	NPD1130	Approved
0.6928	Remote Similarity	NPD2801	Approved
0.6923	Remote Similarity	NPD709	Approved
0.6923	Remote Similarity	NPD4108	Discontinued
0.6918	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.6918	Remote Similarity	NPD6331	Phase 2
0.6918	Remote Similarity	NPD4628	Phase 3
0.6917	Remote Similarity	NPD4626	Approved
0.6917	Remote Similarity	NPD2932	Approved
0.6917	Remote Similarity	NPD3019	Approved
0.6917	Remote Similarity	NPD4059	Approved
0.6912	Remote Similarity	NPD5311	Approved
0.6912	Remote Similarity	NPD6696	Suspended
0.6912	Remote Similarity	NPD5310	Approved
0.6901	Remote Similarity	NPD6353	Approved
0.6897	Remote Similarity	NPD7037	Approved
0.6897	Remote Similarity	NPD1549	Phase 2
0.6894	Remote Similarity	NPD7741	Discontinued
0.6894	Remote Similarity	NPD9545	Approved
0.6894	Remote Similarity	NPD1182	Approved
0.6892	Remote Similarity	NPD7041	Phase 2
0.6892	Remote Similarity	NPD7040	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD2235	Phase 2
0.6889	Remote Similarity	NPD2232	Approved
0.6889	Remote Similarity	NPD2230	Approved
0.6889	Remote Similarity	NPD2231	Phase 2
0.6889	Remote Similarity	NPD2233	Approved
0.6887	Remote Similarity	NPD4005	Discontinued
0.6884	Remote Similarity	NPD9494	Approved
0.6879	Remote Similarity	NPD825	Approved
0.6879	Remote Similarity	NPD826	Approved
0.6879	Remote Similarity	NPD5837	Clinical (unspecified phase)
0.6871	Remote Similarity	NPD5307	Clinical (unspecified phase)
0.6861	Remote Similarity	NPD3055	Approved
0.6861	Remote Similarity	NPD4103	Phase 2
0.6861	Remote Similarity	NPD4104	Clinical (unspecified phase)
0.6861	Remote Similarity	NPD3053	Approved
0.6861	Remote Similarity	NPD1470	Approved
0.6857	Remote Similarity	NPD6798	Discontinued
0.6855	Remote Similarity	NPD27	Approved
0.6855	Remote Similarity	NPD2489	Approved
0.6853	Remote Similarity	NPD4978	Clinical (unspecified phase)
0.685	Remote Similarity	NPD5451	Approved
0.685	Remote Similarity	NPD1792	Phase 2
0.685	Remote Similarity	NPD9380	Clinical (unspecified phase)
0.685	Remote Similarity	NPD4750	Phase 3

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