NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	270.18
Volume:	289.328
LogP:	0.796
LogD:	0.63
LogS:	-1.283
# Rotatable Bonds:	1
TPSA:	80.92
# H-Bond Aceptor:	4
# H-Bond Donor:	4
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.536
Synthetic Accessibility Score:	4.967
Fsp3:	0.733
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:	-5.024
MDCK Permeability:	4.427515705174301e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.886
Human Intestinal Absorption (HIA):	0.028
20% Bioavailability (F20%):	0.755
30% Bioavailability (F30%):	0.022

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.386
Plasma Protein Binding (PPB):	71.7876968383789%
Volume Distribution (VD):	1.078
Pgp-substrate:	22.824256896972656%

ADMET: Metabolism

CYP1A2-inhibitor:	0.042
CYP1A2-substrate:	0.061
CYP2C19-inhibitor:	0.01
CYP2C19-substrate:	0.279
CYP2C9-inhibitor:	0.003
CYP2C9-substrate:	0.636
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.124
CYP3A4-inhibitor:	0.005
CYP3A4-substrate:	0.198

ADMET: Excretion

Clearance (CL):	3.105
Half-life (T1/2):	0.838

ADMET: Toxicity

hERG Blockers:	0.031
Human Hepatotoxicity (H-HT):	0.147
Drug-inuced Liver Injury (DILI):	0.149
AMES Toxicity:	0.054
Rat Oral Acute Toxicity:	0.492
Maximum Recommended Daily Dose:	0.244
Skin Sensitization:	0.266
Carcinogencity:	0.035
Eye Corrosion:	0.011
Eye Irritation:	0.553
Respiratory Toxicity:	0.584

Download Data

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

Natural Product: NPC163290

Natural Product ID:	NPC163290
*Common Name:**	(1R,2R,5R,6R,10S)-10-Isopropyl-7-Methyl-3-Methylenecyclodec-7-Ene-1,2,5,6-Tetraol
IUPAC Name:	(1R,2R,5R,6R,7Z,10S)-7-methyl-3-methylidene-10-propan-2-ylcyclodec-7-ene-1,2,5,6-tetrol
Synonyms:
Standard InCHIKey:	PTFYPQCJYOKIDY-BUMDVPOKSA-N
Standard InCHI:	InChI=1S/C15H26O4/c1-8(2)11-6-5-9(3)13(17)12(16)7-10(4)14(18)15(11)19/h5,8,11-19H,4,6-7H2,1-3H3/b9-5-/t11-,12+,13+,14+,15+/m0/s1
SMILES:	CC([C@@H]1C/C=C(/C)[C@@H](O)[C@@H](CC(=C)[C@H]([C@@H]1O)O)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL457808
PubChem CID:	44583979
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002456] Germacrane sesquiterpenoids

*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
NPO29822	Santolina insularis	Species	Asteraceae	Eukaryota	aerial parts	n.a.	n.a.	PMID[15974607]
NPO29822	Santolina insularis	Species	Asteraceae	Eukaryota	n.a.	aerial part	n.a.	PMID[15974607]

☑ 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	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT27	Others	Unspecified		IC50	>=	10.0	ug.mL-1	PMID[475297]

☑ 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 NPC163290 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	175
0.1-0.2	1726
0.2-0.3	6405
0.3-0.4	17423
0.4-0.5	10261
0.5-0.6	5422
0.6-0.7	1125
0.7-0.8	138
0.8-0.85	14
0.85-0.9	5
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9839	High Similarity	NPC311736
0.9355	High Similarity	NPC473508
0.9032	High Similarity	NPC99487
0.8857	High Similarity	NPC170148
0.871	High Similarity	NPC155025
0.8615	High Similarity	NPC300593
0.8571	High Similarity	NPC190859
0.8493	Intermediate Similarity	NPC86971
0.8358	Intermediate Similarity	NPC267027
0.8358	Intermediate Similarity	NPC326310
0.8281	Intermediate Similarity	NPC122239
0.8235	Intermediate Similarity	NPC82337
0.8235	Intermediate Similarity	NPC73603
0.8209	Intermediate Similarity	NPC471200
0.8209	Intermediate Similarity	NPC61503
0.8125	Intermediate Similarity	NPC226848
0.8108	Intermediate Similarity	NPC475980
0.8082	Intermediate Similarity	NPC236228
0.8082	Intermediate Similarity	NPC256720
0.803	Intermediate Similarity	NPC225342
0.7973	Intermediate Similarity	NPC476703
0.7941	Intermediate Similarity	NPC308844
0.7895	Intermediate Similarity	NPC470947
0.7895	Intermediate Similarity	NPC470945
0.7895	Intermediate Similarity	NPC470946
0.7857	Intermediate Similarity	NPC305698
0.7812	Intermediate Similarity	NPC24443
0.7763	Intermediate Similarity	NPC476701
0.7761	Intermediate Similarity	NPC321867
0.7761	Intermediate Similarity	NPC207007
0.7761	Intermediate Similarity	NPC68679
0.7746	Intermediate Similarity	NPC74722
0.7746	Intermediate Similarity	NPC473893
0.7746	Intermediate Similarity	NPC304690
0.7727	Intermediate Similarity	NPC475931
0.7714	Intermediate Similarity	NPC259299
0.7656	Intermediate Similarity	NPC227135
0.7647	Intermediate Similarity	NPC474155
0.7647	Intermediate Similarity	NPC473759
0.7639	Intermediate Similarity	NPC471781
0.7612	Intermediate Similarity	NPC240506
0.7612	Intermediate Similarity	NPC66020
0.7606	Intermediate Similarity	NPC224532
0.76	Intermediate Similarity	NPC126969
0.7595	Intermediate Similarity	NPC231601
0.7571	Intermediate Similarity	NPC202017
0.7564	Intermediate Similarity	NPC471270
0.7534	Intermediate Similarity	NPC472254
0.75	Intermediate Similarity	NPC83702
0.7468	Intermediate Similarity	NPC477390
0.7468	Intermediate Similarity	NPC477385
0.7468	Intermediate Similarity	NPC472465
0.7467	Intermediate Similarity	NPC23231
0.7467	Intermediate Similarity	NPC60818
0.7465	Intermediate Similarity	NPC477791
0.7465	Intermediate Similarity	NPC114651
0.7436	Intermediate Similarity	NPC95124
0.7436	Intermediate Similarity	NPC236707
0.7436	Intermediate Similarity	NPC471266
0.7432	Intermediate Similarity	NPC477085
0.7432	Intermediate Similarity	NPC275098
0.7432	Intermediate Similarity	NPC476709
0.7424	Intermediate Similarity	NPC52012
0.7403	Intermediate Similarity	NPC477089
0.7397	Intermediate Similarity	NPC189745
0.7397	Intermediate Similarity	NPC470041
0.7397	Intermediate Similarity	NPC4299
0.7385	Intermediate Similarity	NPC281590
0.7361	Intermediate Similarity	NPC272961
0.7361	Intermediate Similarity	NPC167527
0.7361	Intermediate Similarity	NPC471238
0.7333	Intermediate Similarity	NPC306727
0.7313	Intermediate Similarity	NPC181872
0.7297	Intermediate Similarity	NPC477086
0.7297	Intermediate Similarity	NPC477792
0.7297	Intermediate Similarity	NPC41886
0.7297	Intermediate Similarity	NPC471271
0.7297	Intermediate Similarity	NPC23954
0.7297	Intermediate Similarity	NPC477087
0.7297	Intermediate Similarity	NPC471268
0.7286	Intermediate Similarity	NPC110241
0.7286	Intermediate Similarity	NPC309300
0.7273	Intermediate Similarity	NPC40049
0.7273	Intermediate Similarity	NPC84360
0.726	Intermediate Similarity	NPC16964
0.726	Intermediate Similarity	NPC217570
0.726	Intermediate Similarity	NPC101622
0.726	Intermediate Similarity	NPC239373
0.726	Intermediate Similarity	NPC329989
0.726	Intermediate Similarity	NPC471560
0.726	Intermediate Similarity	NPC90115
0.7237	Intermediate Similarity	NPC474885
0.7222	Intermediate Similarity	NPC136813
0.7215	Intermediate Similarity	NPC96362
0.72	Intermediate Similarity	NPC265485
0.72	Intermediate Similarity	NPC143576
0.72	Intermediate Similarity	NPC220939
0.7188	Intermediate Similarity	NPC68014
0.7183	Intermediate Similarity	NPC287339
0.7183	Intermediate Similarity	NPC250836
0.7183	Intermediate Similarity	NPC19569
0.7179	Intermediate Similarity	NPC68119
0.7179	Intermediate Similarity	NPC83351
0.7179	Intermediate Similarity	NPC13823
0.7179	Intermediate Similarity	NPC167891
0.7162	Intermediate Similarity	NPC129630
0.7162	Intermediate Similarity	NPC34834
0.716	Intermediate Similarity	NPC320548
0.716	Intermediate Similarity	NPC185605
0.7143	Intermediate Similarity	NPC474668
0.7143	Intermediate Similarity	NPC477925
0.7143	Intermediate Similarity	NPC133368
0.7143	Intermediate Similarity	NPC274079
0.7143	Intermediate Similarity	NPC83200
0.7143	Intermediate Similarity	NPC279200
0.7143	Intermediate Similarity	NPC211291
0.7143	Intermediate Similarity	NPC268111
0.7143	Intermediate Similarity	NPC253190
0.7125	Intermediate Similarity	NPC476646
0.7125	Intermediate Similarity	NPC52861
0.7123	Intermediate Similarity	NPC96484
0.7121	Intermediate Similarity	NPC232247
0.7121	Intermediate Similarity	NPC148163
0.7121	Intermediate Similarity	NPC148216
0.7121	Intermediate Similarity	NPC329686
0.7121	Intermediate Similarity	NPC251666
0.7121	Intermediate Similarity	NPC130209
0.7108	Intermediate Similarity	NPC255143
0.7108	Intermediate Similarity	NPC477387
0.7108	Intermediate Similarity	NPC311163
0.7108	Intermediate Similarity	NPC477389
0.7105	Intermediate Similarity	NPC471525
0.7105	Intermediate Similarity	NPC24590
0.7101	Intermediate Similarity	NPC471081
0.7083	Intermediate Similarity	NPC272125
0.7077	Intermediate Similarity	NPC474496
0.7067	Intermediate Similarity	NPC242992
0.7067	Intermediate Similarity	NPC471272
0.7067	Intermediate Similarity	NPC469343
0.7067	Intermediate Similarity	NPC471662
0.7059	Intermediate Similarity	NPC475830
0.7059	Intermediate Similarity	NPC115607
0.7059	Intermediate Similarity	NPC49783
0.7059	Intermediate Similarity	NPC299527
0.7051	Intermediate Similarity	NPC130136
0.7042	Intermediate Similarity	NPC96793
0.7042	Intermediate Similarity	NPC323424
0.7042	Intermediate Similarity	NPC290367
0.7031	Intermediate Similarity	NPC474495
0.7031	Intermediate Similarity	NPC473672
0.7027	Intermediate Similarity	NPC472947
0.7027	Intermediate Similarity	NPC474248
0.7024	Intermediate Similarity	NPC477388
0.7024	Intermediate Similarity	NPC477386
0.7015	Intermediate Similarity	NPC48891
0.7013	Intermediate Similarity	NPC12696
0.7013	Intermediate Similarity	NPC32832
0.7013	Intermediate Similarity	NPC93213
0.7	Intermediate Similarity	NPC474739
0.7	Intermediate Similarity	NPC63111
0.7	Intermediate Similarity	NPC287749
0.7	Intermediate Similarity	NPC274704
0.7	Intermediate Similarity	NPC475251
0.6988	Remote Similarity	NPC298595
0.6988	Remote Similarity	NPC471494
0.6986	Remote Similarity	NPC472253
0.6986	Remote Similarity	NPC68703
0.6986	Remote Similarity	NPC472255
0.6986	Remote Similarity	NPC69649
0.6986	Remote Similarity	NPC59442
0.6977	Remote Similarity	NPC191323
0.6974	Remote Similarity	NPC234527
0.6974	Remote Similarity	NPC329763
0.6974	Remote Similarity	NPC14352
0.6962	Remote Similarity	NPC137345
0.6962	Remote Similarity	NPC181838
0.6951	Remote Similarity	NPC471987
0.6951	Remote Similarity	NPC474634
0.6944	Remote Similarity	NPC205618
0.6944	Remote Similarity	NPC469326
0.6944	Remote Similarity	NPC187619
0.6944	Remote Similarity	NPC473722
0.6944	Remote Similarity	NPC261782
0.6941	Remote Similarity	NPC473715
0.6941	Remote Similarity	NPC476803
0.6933	Remote Similarity	NPC254845
0.6933	Remote Similarity	NPC92801
0.6923	Remote Similarity	NPC329626
0.6923	Remote Similarity	NPC35756
0.6923	Remote Similarity	NPC469880
0.6914	Remote Similarity	NPC320525
0.6914	Remote Similarity	NPC23852
0.6914	Remote Similarity	NPC474894
0.6914	Remote Similarity	NPC246621
0.6914	Remote Similarity	NPC209620
0.6897	Remote Similarity	NPC41554
0.6897	Remote Similarity	NPC97404
0.6875	Remote Similarity	NPC182102
0.6875	Remote Similarity	NPC477088
0.6875	Remote Similarity	NPC55304

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 NPC163290 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	169
0.1-0.2	2343
0.2-0.3	3868
0.3-0.4	2051
0.4-0.5	572
0.5-0.6	105
0.6-0.7	39
0.7-0.8	3
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
0.7761	Intermediate Similarity	NPD368	Approved
0.7121	Intermediate Similarity	NPD342	Phase 1
0.6875	Remote Similarity	NPD6929	Approved
0.6867	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD6925	Approved
0.6835	Remote Similarity	NPD5776	Phase 2
0.6824	Remote Similarity	NPD7524	Approved
0.6795	Remote Similarity	NPD8264	Approved
0.679	Remote Similarity	NPD4821	Approved
0.679	Remote Similarity	NPD7514	Phase 3
0.679	Remote Similarity	NPD4819	Approved
0.679	Remote Similarity	NPD4822	Approved
0.679	Remote Similarity	NPD4820	Approved
0.679	Remote Similarity	NPD7332	Phase 2
0.679	Remote Similarity	NPD6931	Approved
0.679	Remote Similarity	NPD6930	Phase 2
0.675	Remote Similarity	NPD4268	Approved
0.675	Remote Similarity	NPD4271	Approved
0.675	Remote Similarity	NPD7145	Approved
0.6747	Remote Similarity	NPD6695	Phase 3
0.6709	Remote Similarity	NPD6933	Approved
0.6707	Remote Similarity	NPD6902	Approved
0.6705	Remote Similarity	NPD7983	Approved
0.6591	Remote Similarity	NPD46	Approved
0.6591	Remote Similarity	NPD6698	Approved
0.6591	Remote Similarity	NPD7838	Discovery
0.6585	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6548	Remote Similarity	NPD5331	Approved
0.6548	Remote Similarity	NPD5332	Approved
0.6548	Remote Similarity	NPD5362	Discontinued
0.6543	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD4732	Discontinued
0.6512	Remote Similarity	NPD4249	Approved
0.6506	Remote Similarity	NPD4790	Discontinued
0.6506	Remote Similarity	NPD6898	Phase 1
0.6456	Remote Similarity	NPD6926	Approved
0.6456	Remote Similarity	NPD6924	Approved
0.6437	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.6437	Remote Similarity	NPD4250	Approved
0.6437	Remote Similarity	NPD7750	Discontinued
0.6437	Remote Similarity	NPD4251	Approved
0.6429	Remote Similarity	NPD4270	Approved
0.6429	Remote Similarity	NPD4269	Approved
0.642	Remote Similarity	NPD6932	Approved
0.6395	Remote Similarity	NPD6893	Approved
0.6364	Remote Similarity	NPD6923	Approved
0.6364	Remote Similarity	NPD6922	Approved
0.6353	Remote Similarity	NPD7154	Phase 3
0.6353	Remote Similarity	NPD6110	Phase 1
0.6341	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD5344	Discontinued
0.6296	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD7143	Approved
0.6282	Remote Similarity	NPD7144	Approved
0.6265	Remote Similarity	NPD6683	Phase 2
0.6264	Remote Similarity	NPD5778	Approved
0.6264	Remote Similarity	NPD5779	Approved
0.625	Remote Similarity	NPD4265	Approved
0.6207	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD5363	Approved
0.6203	Remote Similarity	NPD7150	Approved
0.6203	Remote Similarity	NPD7152	Approved
0.6203	Remote Similarity	NPD7151	Approved
0.619	Remote Similarity	NPD7509	Discontinued
0.619	Remote Similarity	NPD4252	Approved
0.619	Remote Similarity	NPD7525	Registered
0.6173	Remote Similarity	NPD7339	Approved
0.6173	Remote Similarity	NPD6942	Approved
0.6154	Remote Similarity	NPD7637	Suspended
0.6154	Remote Similarity	NPD7087	Discontinued
0.6136	Remote Similarity	NPD5786	Approved
0.6105	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6056	Remote Similarity	NPD4219	Approved
0.6044	Remote Similarity	NPD7136	Phase 2
0.6	Remote Similarity	NPD5368	Approved
0.5938	Remote Similarity	NPD4225	Approved
0.593	Remote Similarity	NPD5369	Approved
0.59	Remote Similarity	NPD6640	Phase 3
0.5897	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.5895	Remote Similarity	NPD7839	Suspended
0.589	Remote Similarity	NPD585	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD7645	Phase 2
0.5876	Remote Similarity	NPD6648	Approved
0.587	Remote Similarity	NPD3168	Discontinued
0.587	Remote Similarity	NPD5785	Approved
0.5862	Remote Similarity	NPD3667	Approved
0.5862	Remote Similarity	NPD6435	Approved
0.5844	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.5843	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.5825	Remote Similarity	NPD6371	Approved
0.5733	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.573	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.573	Remote Similarity	NPD4786	Approved
0.5729	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD7639	Approved
0.5714	Remote Similarity	NPD3197	Phase 1
0.5714	Remote Similarity	NPD7640	Approved
0.5686	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.5684	Remote Similarity	NPD5282	Discontinued
0.5667	Remote Similarity	NPD1696	Phase 3
0.5631	Remote Similarity	NPD6686	Approved
0.5625	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5619	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.5612	Remote Similarity	NPD7638	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