NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	244.11
Volume:	261.435
LogP:	3.136
LogD:	3.469
LogS:	-3.169
# Rotatable Bonds:	4
TPSA:	49.69
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.869
Synthetic Accessibility Score:	1.912
Fsp3:	0.2
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.787
MDCK Permeability:	2.0187579139019363e-05
Pgp-inhibitor:	0.013
Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.89
30% Bioavailability (F30%):	0.521

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.104
Plasma Protein Binding (PPB):	97.54027557373047%
Volume Distribution (VD):	1.0
Pgp-substrate:	1.6527560949325562%

ADMET: Metabolism

CYP1A2-inhibitor:	0.985
CYP1A2-substrate:	0.886
CYP2C19-inhibitor:	0.944
CYP2C19-substrate:	0.203
CYP2C9-inhibitor:	0.749
CYP2C9-substrate:	0.908
CYP2D6-inhibitor:	0.929
CYP2D6-substrate:	0.806
CYP3A4-inhibitor:	0.526
CYP3A4-substrate:	0.337

ADMET: Excretion

Clearance (CL):	12.886
Half-life (T1/2):	0.872

ADMET: Toxicity

hERG Blockers:	0.105
Human Hepatotoxicity (H-HT):	0.094
Drug-inuced Liver Injury (DILI):	0.024
AMES Toxicity:	0.1
Rat Oral Acute Toxicity:	0.037
Maximum Recommended Daily Dose:	0.283
Skin Sensitization:	0.956
Carcinogencity:	0.134
Eye Corrosion:	0.226
Eye Irritation:	0.975
Respiratory Toxicity:	0.247

Download Data

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

Natural Product: NPC41562

Natural Product ID:	NPC41562
*Common Name:**	3,5-Dihydroxy-4-Methoxy-Bibenzyl
IUPAC Name:	2-methoxy-5-(2-phenylethyl)benzene-1,3-diol
Synonyms:
Standard InCHIKey:	UXZPELIPQAUZMK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H16O3/c1-18-15-13(16)9-12(10-14(15)17)8-7-11-5-3-2-4-6-11/h2-6,9-10,16-17H,7-8H2,1H3
SMILES:	COc1c(cc(CCc2ccccc2)cc1O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL474797
PubChem CID:	44572212
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000253] Stilbenes

*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
NPO7863	Dioscorea opposita	Species	Dioscoreaceae	Eukaryota	aerial parts	n.a.	n.a.	PMID[16124773]
NPO7863	Dioscorea opposita	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7863	Dioscorea opposita	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7863	Dioscorea opposita	Species	Dioscoreaceae	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
IC50	5

Activity Type	# Activity
Individual Protein	2
NON-MOLECULAR	1
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT324	Individual Protein	Cyclooxygenase-1	Ovis aries	IC50	>	100.0	ug.mL-1	PMID[512922]
NPT325	Individual Protein	Cyclooxygenase-2	Ovis aries	IC50	>	100.0	ug.mL-1	PMID[512922]
NPT1	Others	Radical scavenging activity		IC50	=	37.5	ug.mL-1	PMID[512922]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	100.0	ug.mL-1	PMID[512922]
NPT2	Others	Unspecified		IC50	>	100.0	ug.mL-1	PMID[512922]

☑ 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 NPC41562 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	453
0.1-0.2	1910
0.2-0.3	6127
0.3-0.4	13253
0.4-0.5	3575
0.5-0.6	4488
0.6-0.7	7851
0.7-0.8	3746
0.8-0.85	684
0.85-0.9	446
0.9-0.95	124
0.95-1	40

Similarity Score	Similarity Level	Natural Product ID
0.9914	High Similarity	NPC197757
0.9914	High Similarity	NPC228922
0.9746	High Similarity	NPC475169
0.9746	High Similarity	NPC472093
0.9746	High Similarity	NPC251855
0.9746	High Similarity	NPC117214
0.9746	High Similarity	NPC116907
0.9746	High Similarity	NPC208950
0.9746	High Similarity	NPC193544
0.9746	High Similarity	NPC57490
0.9746	High Similarity	NPC17943
0.9746	High Similarity	NPC203133
0.9746	High Similarity	NPC233410
0.9746	High Similarity	NPC298757
0.9746	High Similarity	NPC221077
0.9661	High Similarity	NPC5796
0.9661	High Similarity	NPC206487
0.9583	High Similarity	NPC124452
0.9583	High Similarity	NPC74817
0.9583	High Similarity	NPC293054
0.9583	High Similarity	NPC236791
0.9583	High Similarity	NPC82679
0.9583	High Similarity	NPC159968
0.9583	High Similarity	NPC282000
0.9583	High Similarity	NPC169474
0.9583	High Similarity	NPC127587
0.9583	High Similarity	NPC246620
0.9583	High Similarity	NPC324112
0.958	High Similarity	NPC234400
0.958	High Similarity	NPC60885
0.9576	High Similarity	NPC233526
0.9576	High Similarity	NPC121115
0.9576	High Similarity	NPC136319
0.9576	High Similarity	NPC282496
0.9569	High Similarity	NPC247364
0.9569	High Similarity	NPC10932
0.9569	High Similarity	NPC232084
0.9569	High Similarity	NPC61516
0.9504	High Similarity	NPC470213
0.9504	High Similarity	NPC186843
0.9504	High Similarity	NPC98631
0.9504	High Similarity	NPC154866
0.9504	High Similarity	NPC206615
0.95	High Similarity	NPC44748
0.95	High Similarity	NPC103823
0.95	High Similarity	NPC214406
0.95	High Similarity	NPC78974
0.95	High Similarity	NPC223136
0.95	High Similarity	NPC18924
0.95	High Similarity	NPC28730
0.95	High Similarity	NPC76451
0.9492	High Similarity	NPC473411
0.9492	High Similarity	NPC262253
0.9492	High Similarity	NPC71579
0.9483	High Similarity	NPC20674
0.9426	High Similarity	NPC476968
0.9426	High Similarity	NPC170844
0.9426	High Similarity	NPC212015
0.9421	High Similarity	NPC252131
0.9421	High Similarity	NPC210355
0.9421	High Similarity	NPC266555
0.9417	High Similarity	NPC265483
0.9417	High Similarity	NPC299584
0.9417	High Similarity	NPC82483
0.9417	High Similarity	NPC105925
0.9412	High Similarity	NPC84086
0.9402	High Similarity	NPC474565
0.935	High Similarity	NPC299221
0.935	High Similarity	NPC234488
0.935	High Similarity	NPC311680
0.935	High Similarity	NPC126836
0.935	High Similarity	NPC51840
0.9344	High Similarity	NPC28765
0.9339	High Similarity	NPC223953
0.9333	High Similarity	NPC122792
0.9333	High Similarity	NPC228972
0.9322	High Similarity	NPC166759
0.9316	High Similarity	NPC226629
0.931	High Similarity	NPC259638
0.931	High Similarity	NPC293619
0.9274	High Similarity	NPC474356
0.9274	High Similarity	NPC12275
0.9274	High Similarity	NPC45715
0.9274	High Similarity	NPC474017
0.9274	High Similarity	NPC232275
0.9268	High Similarity	NPC58164
0.9268	High Similarity	NPC10225
0.9262	High Similarity	NPC470699
0.9262	High Similarity	NPC236760
0.925	High Similarity	NPC95168
0.9244	High Similarity	NPC49341
0.9231	High Similarity	NPC470626
0.9224	High Similarity	NPC193067
0.9224	High Similarity	NPC141090
0.92	High Similarity	NPC6451
0.92	High Similarity	NPC253105
0.92	High Similarity	NPC201587
0.9194	High Similarity	NPC472338
0.9187	High Similarity	NPC266691
0.918	High Similarity	NPC181361
0.9153	High Similarity	NPC15805
0.9153	High Similarity	NPC310338
0.9153	High Similarity	NPC475961
0.9153	High Similarity	NPC254625
0.9153	High Similarity	NPC281298
0.9145	High Similarity	NPC474933
0.9127	High Similarity	NPC158331
0.9127	High Similarity	NPC475840
0.9127	High Similarity	NPC32778
0.912	High Similarity	NPC470096
0.912	High Similarity	NPC470095
0.912	High Similarity	NPC472597
0.9113	High Similarity	NPC190144
0.9091	High Similarity	NPC471693
0.9091	High Similarity	NPC220598
0.9091	High Similarity	NPC165375
0.9083	High Similarity	NPC113865
0.9083	High Similarity	NPC343720
0.9083	High Similarity	NPC54872
0.9083	High Similarity	NPC312675
0.9083	High Similarity	NPC324571
0.9083	High Similarity	NPC75713
0.9083	High Similarity	NPC184651
0.9083	High Similarity	NPC262156
0.9083	High Similarity	NPC470212
0.9083	High Similarity	NPC473853
0.9083	High Similarity	NPC145780
0.9076	High Similarity	NPC242885
0.9076	High Similarity	NPC227217
0.9076	High Similarity	NPC95614
0.9076	High Similarity	NPC56214
0.9076	High Similarity	NPC232316
0.9076	High Similarity	NPC165133
0.9076	High Similarity	NPC229401
0.9076	High Similarity	NPC117780
0.9055	High Similarity	NPC317380
0.9055	High Similarity	NPC287745
0.9052	High Similarity	NPC22610
0.9052	High Similarity	NPC276737
0.9048	High Similarity	NPC204215
0.9048	High Similarity	NPC86655
0.9048	High Similarity	NPC14224
0.9048	High Similarity	NPC35932
0.9048	High Similarity	NPC7903
0.9048	High Similarity	NPC161958
0.9048	High Similarity	NPC202762
0.9048	High Similarity	NPC160991
0.9048	High Similarity	NPC127624
0.9048	High Similarity	NPC175067
0.9048	High Similarity	NPC184447
0.9048	High Similarity	NPC470752
0.9048	High Similarity	NPC16208
0.904	High Similarity	NPC192687
0.904	High Similarity	NPC224157
0.904	High Similarity	NPC63574
0.9016	High Similarity	NPC183446
0.9008	High Similarity	NPC135414
0.9	High Similarity	NPC207613
0.8984	High Similarity	NPC99572
0.8984	High Similarity	NPC10314
0.8984	High Similarity	NPC94750
0.8984	High Similarity	NPC474206
0.8984	High Similarity	NPC470356
0.8984	High Similarity	NPC126409
0.8984	High Similarity	NPC69029
0.8984	High Similarity	NPC313081
0.8984	High Similarity	NPC121812
0.8984	High Similarity	NPC112246
0.8984	High Similarity	NPC112939
0.8984	High Similarity	NPC158142
0.8984	High Similarity	NPC294884
0.8984	High Similarity	NPC200557
0.8984	High Similarity	NPC108198
0.8984	High Similarity	NPC256262
0.8983	High Similarity	NPC195466
0.8976	High Similarity	NPC229442
0.8976	High Similarity	NPC471391
0.8976	High Similarity	NPC471390
0.8976	High Similarity	NPC168059
0.8974	High Similarity	NPC53906
0.8974	High Similarity	NPC808
0.8968	High Similarity	NPC15543
0.8968	High Similarity	NPC309787
0.8966	High Similarity	NPC204120
0.896	High Similarity	NPC202582
0.896	High Similarity	NPC273295
0.896	High Similarity	NPC470258
0.896	High Similarity	NPC285339
0.896	High Similarity	NPC470633
0.896	High Similarity	NPC469963
0.896	High Similarity	NPC45824
0.896	High Similarity	NPC226788
0.896	High Similarity	NPC190629
0.896	High Similarity	NPC222004
0.896	High Similarity	NPC469951
0.896	High Similarity	NPC3439
0.896	High Similarity	NPC228769
0.896	High Similarity	NPC218856
0.896	High Similarity	NPC210623
0.8957	High Similarity	NPC156840

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 NPC41562 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	419
0.1-0.2	998
0.2-0.3	1765
0.3-0.4	2740
0.4-0.5	1601
0.5-0.6	905
0.6-0.7	591
0.7-0.8	115
0.8-0.85	12
0.85-0.9	3
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9426	High Similarity	NPD3027	Phase 3
0.8957	High Similarity	NPD228	Approved
0.888	High Similarity	NPD1529	Clinical (unspecified phase)
0.88	High Similarity	NPD1530	Clinical (unspecified phase)
0.875	High Similarity	NPD1612	Clinical (unspecified phase)
0.875	High Similarity	NPD1613	Approved
0.8487	Intermediate Similarity	NPD5283	Phase 1
0.848	Intermediate Similarity	NPD2983	Phase 2
0.848	Intermediate Similarity	NPD2982	Phase 2
0.84	Intermediate Similarity	NPD2981	Phase 2
0.8359	Intermediate Similarity	NPD3018	Phase 2
0.8333	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.8175	Intermediate Similarity	NPD1610	Phase 2
0.8151	Intermediate Similarity	NPD3021	Approved
0.8151	Intermediate Similarity	NPD3022	Approved
0.8145	Intermediate Similarity	NPD1548	Phase 1
0.8087	Intermediate Similarity	NPD1242	Phase 1
0.8045	Intermediate Similarity	NPD1558	Phase 1
0.8015	Intermediate Similarity	NPD4908	Phase 1
0.791	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.791	Intermediate Similarity	NPD3620	Phase 2
0.7895	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7863	Intermediate Similarity	NPD846	Approved
0.7863	Intermediate Similarity	NPD940	Approved
0.782	Intermediate Similarity	NPD4625	Phase 3
0.7808	Intermediate Similarity	NPD1934	Approved
0.7795	Intermediate Similarity	NPD1357	Approved
0.7778	Intermediate Similarity	NPD5536	Phase 2
0.7769	Intermediate Similarity	NPD4749	Approved
0.7769	Intermediate Similarity	NPD2684	Approved
0.7755	Intermediate Similarity	NPD2801	Approved
0.7704	Intermediate Similarity	NPD2674	Phase 3
0.7698	Intermediate Similarity	NPD3540	Phase 1
0.7652	Intermediate Similarity	NPD9296	Approved
0.7651	Intermediate Similarity	NPD3882	Suspended
0.7635	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7634	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7626	Intermediate Similarity	NPD3539	Phase 1
0.7622	Intermediate Similarity	NPD1511	Approved
0.7622	Intermediate Similarity	NPD4357	Discontinued
0.7615	Intermediate Similarity	NPD422	Phase 1
0.7606	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7594	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7589	Intermediate Similarity	NPD3060	Approved
0.7586	Intermediate Similarity	NPD2859	Approved
0.7586	Intermediate Similarity	NPD2860	Approved
0.7561	Intermediate Similarity	NPD4750	Phase 3
0.7552	Intermediate Similarity	NPD7124	Phase 2
0.755	Intermediate Similarity	NPD6234	Discontinued
0.7542	Intermediate Similarity	NPD3020	Approved
0.7537	Intermediate Similarity	NPD2861	Phase 2
0.7537	Intermediate Similarity	NPD9494	Approved
0.7534	Intermediate Similarity	NPD1653	Approved
0.752	Intermediate Similarity	NPD7843	Approved
0.7518	Intermediate Similarity	NPD1240	Approved
0.7518	Intermediate Similarity	NPD4060	Phase 1
0.7517	Intermediate Similarity	NPD1512	Approved
0.75	Intermediate Similarity	NPD3144	Approved
0.75	Intermediate Similarity	NPD2934	Approved
0.75	Intermediate Similarity	NPD3145	Approved
0.75	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD2933	Approved
0.7483	Intermediate Similarity	NPD4005	Discontinued
0.7482	Intermediate Similarity	NPD6111	Discontinued
0.7481	Intermediate Similarity	NPD3705	Approved
0.748	Intermediate Similarity	NPD6671	Approved
0.748	Intermediate Similarity	NPD7157	Approved
0.7463	Intermediate Similarity	NPD6584	Phase 3
0.7459	Intermediate Similarity	NPD968	Approved
0.745	Intermediate Similarity	NPD37	Approved
0.7432	Intermediate Similarity	NPD4675	Approved
0.7432	Intermediate Similarity	NPD4678	Approved
0.7419	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD6166	Phase 2
0.7419	Intermediate Similarity	NPD5451	Approved
0.7417	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD1607	Approved
0.7398	Intermediate Similarity	NPD290	Approved
0.7391	Intermediate Similarity	NPD943	Approved
0.7379	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7372	Intermediate Similarity	NPD5111	Phase 2
0.7372	Intermediate Similarity	NPD5110	Phase 2
0.7372	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7372	Intermediate Similarity	NPD5109	Approved
0.7361	Intermediate Similarity	NPD2219	Phase 1
0.7353	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.7347	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7343	Intermediate Similarity	NPD5177	Phase 3
0.7338	Intermediate Similarity	NPD230	Phase 1
0.7328	Intermediate Similarity	NPD6516	Phase 2
0.7328	Intermediate Similarity	NPD5846	Approved
0.7324	Intermediate Similarity	NPD7266	Discontinued
0.7305	Intermediate Similarity	NPD1510	Phase 2
0.7303	Intermediate Similarity	NPD4965	Approved
0.7303	Intermediate Similarity	NPD4967	Phase 2
0.7303	Intermediate Similarity	NPD4966	Approved
0.7299	Intermediate Similarity	NPD7095	Approved
0.729	Intermediate Similarity	NPD6232	Discontinued
0.7266	Intermediate Similarity	NPD2238	Phase 2
0.7255	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7252	Intermediate Similarity	NPD1651	Approved
0.7246	Intermediate Similarity	NPD5718	Phase 2
0.7239	Intermediate Similarity	NPD1669	Approved
0.7239	Intermediate Similarity	NPD6582	Phase 2
0.7239	Intermediate Similarity	NPD6583	Phase 3
0.7237	Intermediate Similarity	NPD3817	Phase 2
0.7234	Intermediate Similarity	NPD4536	Approved
0.7234	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD4538	Approved
0.7233	Intermediate Similarity	NPD7074	Phase 3
0.7226	Intermediate Similarity	NPD7199	Phase 2
0.7222	Intermediate Similarity	NPD4236	Phase 3
0.7222	Intermediate Similarity	NPD4237	Approved
0.7218	Intermediate Similarity	NPD1091	Approved
0.7215	Intermediate Similarity	NPD3818	Discontinued
0.7215	Intermediate Similarity	NPD7228	Approved
0.7203	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7203	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7197	Intermediate Similarity	NPD2668	Approved
0.7197	Intermediate Similarity	NPD4626	Approved
0.7197	Intermediate Similarity	NPD2667	Approved
0.7185	Intermediate Similarity	NPD1283	Approved
0.7185	Intermediate Similarity	NPD2922	Phase 1
0.7172	Intermediate Similarity	NPD6331	Phase 2
0.7171	Intermediate Similarity	NPD2977	Approved
0.7171	Intermediate Similarity	NPD2978	Approved
0.7171	Intermediate Similarity	NPD1465	Phase 2
0.717	Intermediate Similarity	NPD7054	Approved
0.7164	Intermediate Similarity	NPD2233	Approved
0.7164	Intermediate Similarity	NPD1608	Approved
0.7164	Intermediate Similarity	NPD2232	Approved
0.7164	Intermediate Similarity	NPD2230	Approved
0.7162	Intermediate Similarity	NPD5261	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD7473	Discontinued
0.7143	Intermediate Similarity	NPD844	Approved
0.7143	Intermediate Similarity	NPD4055	Discovery
0.7143	Intermediate Similarity	NPD3847	Discontinued
0.7134	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD7261	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD2935	Discontinued
0.7133	Intermediate Similarity	NPD6055	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD6099	Approved
0.7133	Intermediate Similarity	NPD6100	Approved
0.7131	Intermediate Similarity	NPD291	Approved
0.713	Intermediate Similarity	NPD9094	Approved
0.7125	Intermediate Similarity	NPD7472	Approved
0.7124	Intermediate Similarity	NPD6374	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD5241	Discontinued
0.7113	Intermediate Similarity	NPD6895	Approved
0.7113	Intermediate Similarity	NPD6896	Approved
0.7109	Intermediate Similarity	NPD9379	Approved
0.7109	Intermediate Similarity	NPD5535	Approved
0.7109	Intermediate Similarity	NPD9377	Approved
0.7109	Intermediate Similarity	NPD821	Approved
0.7103	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD4162	Approved
0.7095	Intermediate Similarity	NPD4123	Phase 3
0.7095	Intermediate Similarity	NPD7447	Phase 1
0.7095	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7092	Intermediate Similarity	NPD5735	Approved
0.7087	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD4380	Phase 2
0.7083	Intermediate Similarity	NPD1375	Discontinued
0.7083	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.708	Intermediate Similarity	NPD4624	Approved
0.7077	Intermediate Similarity	NPD709	Approved
0.7071	Intermediate Similarity	NPD1726	Clinical (unspecified phase)
0.7068	Intermediate Similarity	NPD9381	Approved
0.7068	Intermediate Similarity	NPD9384	Approved
0.7063	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD5960	Phase 3
0.7063	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD5588	Approved
0.7059	Intermediate Similarity	NPD8651	Approved
0.7055	Intermediate Similarity	NPD4110	Phase 3
0.7055	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7047	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD4097	Suspended
0.7034	Intermediate Similarity	NPD1549	Phase 2
0.7034	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD7213	Phase 3
0.7027	Intermediate Similarity	NPD7212	Phase 2
0.7021	Intermediate Similarity	NPD5837	Clinical (unspecified phase)
0.7014	Intermediate Similarity	NPD2161	Phase 2
0.7012	Intermediate Similarity	NPD8053	Approved
0.7012	Intermediate Similarity	NPD8054	Approved
0.7007	Intermediate Similarity	NPD3055	Approved
0.7007	Intermediate Similarity	NPD3053	Approved
0.7007	Intermediate Similarity	NPD6190	Approved
0.7	Intermediate Similarity	NPD6798	Discontinued
0.6986	Remote Similarity	NPD6674	Discontinued
0.6986	Remote Similarity	NPD1652	Phase 2
0.6985	Remote Similarity	NPD9622	Approved
0.6984	Remote Similarity	NPD1358	Approved
0.698	Remote Similarity	NPD1424	Approved
0.698	Remote Similarity	NPD1754	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD6797	Phase 2
0.6972	Remote Similarity	NPD3657	Discovery

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