NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	210.09
Volume:	208.951
LogP:	2.332
LogD:	1.237
LogS:	-3.353
# Rotatable Bonds:	3
TPSA:	73.22
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.536
Synthetic Accessibility Score:	3.493
Fsp3:	0.455
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-4.848
MDCK Permeability:	1.6510857676621526e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.004
Human Intestinal Absorption (HIA):	0.015
20% Bioavailability (F20%):	0.006
30% Bioavailability (F30%):	0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.037
Plasma Protein Binding (PPB):	57.921409606933594%
Volume Distribution (VD):	1.529
Pgp-substrate:	22.249164581298828%

ADMET: Metabolism

CYP1A2-inhibitor:	0.734
CYP1A2-substrate:	0.339
CYP2C19-inhibitor:	0.043
CYP2C19-substrate:	0.58
CYP2C9-inhibitor:	0.204
CYP2C9-substrate:	0.816
CYP2D6-inhibitor:	0.114
CYP2D6-substrate:	0.269
CYP3A4-inhibitor:	0.044
CYP3A4-substrate:	0.238

ADMET: Excretion

Clearance (CL):	10.311
Half-life (T1/2):	0.625

ADMET: Toxicity

hERG Blockers:	0.022
Human Hepatotoxicity (H-HT):	0.028
Drug-inuced Liver Injury (DILI):	0.093
AMES Toxicity:	0.22
Rat Oral Acute Toxicity:	0.983
Maximum Recommended Daily Dose:	0.945
Skin Sensitization:	0.947
Carcinogencity:	0.448
Eye Corrosion:	0.004
Eye Irritation:	0.899
Respiratory Toxicity:	0.694

Download Data

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

Natural Product: NPC469809

Natural Product ID:	NPC469809
*Common Name:**	Panepoxydone
IUPAC Name:	(1S,2R,6S)-2-hydroxy-4-[(1S)-1-hydroxy-3-methylbut-2-enyl]-7-oxabicyclo[4.1.0]hept-3-en-5-one
Synonyms:	Panepoxydone
Standard InCHIKey:	MBXKEYXHJAZKBP-GISOBZBCSA-N
Standard InCHI:	InChI=1S/C11H14O4/c1-5(2)3-7(12)6-4-8(13)10-11(15-10)9(6)14/h3-4,7-8,10-13H,1-2H3/t7-,8+,10-,11+/m0/s1
SMILES:	CC(=CC(C1=CC(C2C(C1=O)O2)O)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL119445
PubChem CID:	11148494
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0001831] Carbonyl compounds [CHEMONTID:0000118] Ketones [CHEMONTID:0003487] Cyclic ketones [CHEMONTID:0004325] Cyclohexenones

*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
NPO32883	lentinus connatus bcc 8996	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16309322]
NPO24980	Lentinus crinitus	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO10054	Panus conchatus	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO5647	Panus rudis	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO5647	Panus rudis	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10054	Panus conchatus	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24980	Lentinus crinitus	Species	Lentinaceae	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	6
Others	2

Activity Type	# Activity
Cell Line	5
NON-MOLECULAR	1
Organism	1
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT165	Cell Line	HeLa	Homo sapiens	Inhibitory activity	<=	0.0	n.a.	PMID[533016]
NPT71	Cell Line	HEK293	Homo sapiens	Inhibitory activity	<=	0.0	n.a.	PMID[533016]
NPT639	Cell Line	NCI-H187	Homo sapiens	IC50	=	0.66	ug.mL-1	PMID[533018]
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	0.9	ug.mL-1	PMID[533018]
NPT91	Cell Line	KB	Homo sapiens	IC50	=	1.9	ug.mL-1	PMID[533018]
NPT2	Others	Unspecified		IC50	=	1.5	ug.mL-1	PMID[533017]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	2.9	ug.mL-1	PMID[533018]
NPT485	Organism	Plasmodium falciparum (isolate K1 / Thailand)	Plasmodium falciparum K1	IC50	=	3.4	ug.mL-1	PMID[533018]

☑ 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 NPC469809 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	201
0.1-0.2	1880
0.2-0.3	6214
0.3-0.4	14180
0.4-0.5	13412
0.5-0.6	5169
0.6-0.7	1496
0.7-0.8	123
0.8-0.85	8
0.85-0.9	7
0.9-0.95	4
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9615	High Similarity	NPC159714
0.9615	High Similarity	NPC221510
0.925	High Similarity	NPC253364
0.9103	High Similarity	NPC272267
0.9012	High Similarity	NPC47450
0.8298	Intermediate Similarity	NPC39996
0.8211	Intermediate Similarity	NPC469980
0.8211	Intermediate Similarity	NPC104161
0.8211	Intermediate Similarity	NPC118902
0.8	Intermediate Similarity	NPC477684
0.7959	Intermediate Similarity	NPC266514
0.7955	Intermediate Similarity	NPC196381
0.7952	Intermediate Similarity	NPC473536
0.7841	Intermediate Similarity	NPC77971
0.7841	Intermediate Similarity	NPC187529
0.7821	Intermediate Similarity	NPC472072
0.7634	Intermediate Similarity	NPC327620
0.7629	Intermediate Similarity	NPC207885
0.7624	Intermediate Similarity	NPC87335
0.759	Intermediate Similarity	NPC24590
0.7551	Intermediate Similarity	NPC478176
0.7529	Intermediate Similarity	NPC47844
0.7529	Intermediate Similarity	NPC141195
0.7527	Intermediate Similarity	NPC476705
0.75	Intermediate Similarity	NPC471916
0.7476	Intermediate Similarity	NPC317107
0.7473	Intermediate Similarity	NPC472007
0.7449	Intermediate Similarity	NPC112613
0.7416	Intermediate Similarity	NPC477785
0.7416	Intermediate Similarity	NPC477786
0.7416	Intermediate Similarity	NPC477784
0.7404	Intermediate Similarity	NPC317687
0.7396	Intermediate Similarity	NPC279722
0.7381	Intermediate Similarity	NPC474545
0.7379	Intermediate Similarity	NPC89408
0.7363	Intermediate Similarity	NPC472009
0.7353	Intermediate Similarity	NPC264819
0.734	Intermediate Similarity	NPC327760
0.734	Intermediate Similarity	NPC114345
0.734	Intermediate Similarity	NPC6099
0.734	Intermediate Similarity	NPC303230
0.7333	Intermediate Similarity	NPC474251
0.732	Intermediate Similarity	NPC20066
0.73	Intermediate Similarity	NPC131366
0.7284	Intermediate Similarity	NPC251429
0.7273	Intermediate Similarity	NPC164598
0.7273	Intermediate Similarity	NPC474339
0.7245	Intermediate Similarity	NPC306908
0.7245	Intermediate Similarity	NPC300584
0.7241	Intermediate Similarity	NPC318481
0.7234	Intermediate Similarity	NPC471399
0.7229	Intermediate Similarity	NPC107848
0.7209	Intermediate Similarity	NPC474197
0.7204	Intermediate Similarity	NPC472008
0.7204	Intermediate Similarity	NPC476707
0.7204	Intermediate Similarity	NPC476706
0.7188	Intermediate Similarity	NPC121825
0.7184	Intermediate Similarity	NPC322903
0.7159	Intermediate Similarity	NPC291260
0.7158	Intermediate Similarity	NPC475441
0.7158	Intermediate Similarity	NPC142838
0.7128	Intermediate Similarity	NPC14901
0.7128	Intermediate Similarity	NPC130359
0.7126	Intermediate Similarity	NPC475711
0.7125	Intermediate Similarity	NPC475221
0.7111	Intermediate Similarity	NPC475046
0.7111	Intermediate Similarity	NPC474959
0.7111	Intermediate Similarity	NPC310450
0.7111	Intermediate Similarity	NPC11383
0.7097	Intermediate Similarity	NPC471738
0.7087	Intermediate Similarity	NPC469853
0.7083	Intermediate Similarity	NPC469692
0.7083	Intermediate Similarity	NPC469645
0.7079	Intermediate Similarity	NPC162741
0.7079	Intermediate Similarity	NPC91332
0.7071	Intermediate Similarity	NPC281608
0.7071	Intermediate Similarity	NPC161855
0.7071	Intermediate Similarity	NPC475284
0.7065	Intermediate Similarity	NPC182383
0.7045	Intermediate Similarity	NPC68119
0.7045	Intermediate Similarity	NPC13823
0.7041	Intermediate Similarity	NPC473291
0.7041	Intermediate Similarity	NPC94337
0.7033	Intermediate Similarity	NPC229799
0.7033	Intermediate Similarity	NPC185256
0.7033	Intermediate Similarity	NPC286770
0.7033	Intermediate Similarity	NPC284472
0.703	Intermediate Similarity	NPC471148
0.7024	Intermediate Similarity	NPC202011
0.7021	Intermediate Similarity	NPC287089
0.7021	Intermediate Similarity	NPC119740
0.7021	Intermediate Similarity	NPC150063
0.7011	Intermediate Similarity	NPC16279
0.7011	Intermediate Similarity	NPC256640
0.7011	Intermediate Similarity	NPC205615
0.7	Intermediate Similarity	NPC67254
0.7	Intermediate Similarity	NPC475949
0.6989	Remote Similarity	NPC308412
0.6989	Remote Similarity	NPC134807
0.6989	Remote Similarity	NPC219498
0.6989	Remote Similarity	NPC473687
0.6989	Remote Similarity	NPC134885
0.6989	Remote Similarity	NPC47937
0.6989	Remote Similarity	NPC210218
0.6989	Remote Similarity	NPC204686
0.6979	Remote Similarity	NPC146852
0.6977	Remote Similarity	NPC326504
0.697	Remote Similarity	NPC236176
0.6961	Remote Similarity	NPC472755
0.6961	Remote Similarity	NPC473624
0.6957	Remote Similarity	NPC316819
0.6952	Remote Similarity	NPC77089
0.6944	Remote Similarity	NPC80650
0.6932	Remote Similarity	NPC471061
0.6931	Remote Similarity	NPC46998
0.6931	Remote Similarity	NPC133907
0.6931	Remote Similarity	NPC128733
0.6931	Remote Similarity	NPC185141
0.6931	Remote Similarity	NPC110443
0.6931	Remote Similarity	NPC476270
0.6931	Remote Similarity	NPC201718
0.6923	Remote Similarity	NPC477513
0.6915	Remote Similarity	NPC178215
0.6915	Remote Similarity	NPC23622
0.6907	Remote Similarity	NPC273579
0.6907	Remote Similarity	NPC61275
0.6907	Remote Similarity	NPC288240
0.6907	Remote Similarity	NPC162205
0.6907	Remote Similarity	NPC295204
0.6905	Remote Similarity	NPC94488
0.69	Remote Similarity	NPC35717
0.6897	Remote Similarity	NPC473582
0.6893	Remote Similarity	NPC474741
0.6889	Remote Similarity	NPC470947
0.6889	Remote Similarity	NPC470945
0.6889	Remote Similarity	NPC470946
0.6887	Remote Similarity	NPC161816
0.6887	Remote Similarity	NPC115257
0.6882	Remote Similarity	NPC473651
0.6882	Remote Similarity	NPC223871
0.6882	Remote Similarity	NPC307126
0.6882	Remote Similarity	NPC110710
0.6882	Remote Similarity	NPC231009
0.6882	Remote Similarity	NPC68303
0.6882	Remote Similarity	NPC66346
0.6882	Remote Similarity	NPC283085
0.6882	Remote Similarity	NPC286338
0.6882	Remote Similarity	NPC1083
0.6882	Remote Similarity	NPC132496
0.6882	Remote Similarity	NPC103284
0.6882	Remote Similarity	NPC473478
0.6882	Remote Similarity	NPC82795
0.6882	Remote Similarity	NPC107986
0.6882	Remote Similarity	NPC473669
0.6875	Remote Similarity	NPC469464
0.6875	Remote Similarity	NPC274075
0.6857	Remote Similarity	NPC14862
0.6857	Remote Similarity	NPC233379
0.6857	Remote Similarity	NPC474664
0.6854	Remote Similarity	NPC248775
0.6854	Remote Similarity	NPC478122
0.6854	Remote Similarity	NPC231739
0.6842	Remote Similarity	NPC48338
0.6842	Remote Similarity	NPC40376
0.6842	Remote Similarity	NPC21208
0.6842	Remote Similarity	NPC87189
0.6842	Remote Similarity	NPC20339
0.6842	Remote Similarity	NPC228415
0.6842	Remote Similarity	NPC233551
0.6842	Remote Similarity	NPC280621
0.6837	Remote Similarity	NPC217624
0.6837	Remote Similarity	NPC181393
0.6832	Remote Similarity	NPC324667
0.6832	Remote Similarity	NPC288876
0.6827	Remote Similarity	NPC469852
0.6827	Remote Similarity	NPC314244
0.6822	Remote Similarity	NPC476023
0.6818	Remote Similarity	NPC27999
0.6818	Remote Similarity	NPC301207
0.6818	Remote Similarity	NPC49392
0.6818	Remote Similarity	NPC477116
0.6818	Remote Similarity	NPC477708
0.6818	Remote Similarity	NPC190400
0.6813	Remote Similarity	NPC280367
0.6813	Remote Similarity	NPC150502
0.6813	Remote Similarity	NPC297440
0.6809	Remote Similarity	NPC114694
0.6809	Remote Similarity	NPC475581
0.6809	Remote Similarity	NPC103523
0.6809	Remote Similarity	NPC112685
0.6809	Remote Similarity	NPC142117
0.6809	Remote Similarity	NPC171174
0.6809	Remote Similarity	NPC240695
0.6809	Remote Similarity	NPC279267
0.6809	Remote Similarity	NPC232555
0.6809	Remote Similarity	NPC62118
0.6809	Remote Similarity	NPC69082
0.6809	Remote Similarity	NPC477015
0.6809	Remote Similarity	NPC231096
0.6809	Remote Similarity	NPC107717

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 NPC469809 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	182
0.1-0.2	2530
0.2-0.3	3945
0.3-0.4	1785
0.4-0.5	540
0.5-0.6	149
0.6-0.7	17
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7033	Intermediate Similarity	NPD6110	Phase 1
0.6875	Remote Similarity	NPD46	Approved
0.6875	Remote Similarity	NPD6698	Approved
0.6742	Remote Similarity	NPD4756	Discovery
0.6569	Remote Similarity	NPD4225	Approved
0.6548	Remote Similarity	NPD3704	Approved
0.6531	Remote Similarity	NPD7838	Discovery
0.6465	Remote Similarity	NPD7983	Approved
0.6444	Remote Similarity	NPD819	Approved
0.6444	Remote Similarity	NPD818	Approved
0.6442	Remote Similarity	NPD5344	Discontinued
0.6422	Remote Similarity	NPD6371	Approved
0.6386	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.6372	Remote Similarity	NPD7115	Discovery
0.6354	Remote Similarity	NPD1696	Phase 3
0.6337	Remote Similarity	NPD5282	Discontinued
0.6296	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6238	Remote Similarity	NPD5778	Approved
0.6238	Remote Similarity	NPD5779	Approved
0.6163	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.6095	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6071	Remote Similarity	NPD7601	Clinical (unspecified phase)
0.6068	Remote Similarity	NPD6319	Approved
0.6038	Remote Similarity	NPD6648	Approved
0.602	Remote Similarity	NPD5363	Approved
0.6	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.5982	Remote Similarity	NPD4634	Approved
0.5962	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5932	Remote Similarity	NPD6054	Approved
0.5917	Remote Similarity	NPD8328	Phase 3
0.5882	Remote Similarity	NPD6016	Approved
0.5882	Remote Similarity	NPD6015	Approved
0.5882	Remote Similarity	NPD5785	Approved
0.5859	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD5988	Approved
0.5833	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD6370	Approved
0.58	Remote Similarity	NPD4249	Approved
0.5798	Remote Similarity	NPD6059	Approved
0.5789	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.578	Remote Similarity	NPD5211	Phase 2
0.5765	Remote Similarity	NPD9120	Clinical (unspecified phase)
0.5755	Remote Similarity	NPD7839	Suspended
0.5752	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.575	Remote Similarity	NPD8515	Approved
0.575	Remote Similarity	NPD8517	Approved
0.575	Remote Similarity	NPD8513	Phase 3
0.575	Remote Similarity	NPD8516	Approved
0.5747	Remote Similarity	NPD3197	Phase 1
0.5743	Remote Similarity	NPD4251	Approved
0.5743	Remote Similarity	NPD4250	Approved
0.5739	Remote Similarity	NPD8297	Approved
0.5738	Remote Similarity	NPD7492	Approved
0.5714	Remote Similarity	NPD585	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD4269	Approved
0.5714	Remote Similarity	NPD5697	Approved
0.5714	Remote Similarity	NPD4270	Approved
0.5691	Remote Similarity	NPD6616	Approved
0.569	Remote Similarity	NPD4632	Approved
0.5676	Remote Similarity	NPD5141	Approved
0.5673	Remote Similarity	NPD7637	Suspended
0.567	Remote Similarity	NPD4252	Approved
0.5664	Remote Similarity	NPD6686	Approved
0.5664	Remote Similarity	NPD6881	Approved
0.5664	Remote Similarity	NPD6899	Approved
0.5657	Remote Similarity	NPD7154	Phase 3
0.5656	Remote Similarity	NPD7642	Approved
0.5652	Remote Similarity	NPD6649	Approved
0.5652	Remote Similarity	NPD6650	Approved
0.5645	Remote Similarity	NPD7078	Approved
0.5644	Remote Similarity	NPD5786	Approved
0.5631	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5631	Remote Similarity	NPD6101	Approved
0.5625	Remote Similarity	NPD5739	Approved
0.5625	Remote Similarity	NPD6402	Approved
0.5625	Remote Similarity	NPD4268	Approved
0.5625	Remote Similarity	NPD6675	Approved
0.5625	Remote Similarity	NPD4271	Approved
0.5625	Remote Similarity	NPD7128	Approved
0.5614	Remote Similarity	NPD6014	Approved
0.5614	Remote Similarity	NPD6373	Approved
0.5614	Remote Similarity	NPD6372	Approved
0.5614	Remote Similarity	NPD6012	Approved
0.5614	Remote Similarity	NPD6013	Approved
0.56	Remote Similarity	NPD7736	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