NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	376.0
Volume:	292.968
LogP:	3.771
LogD:	3.542
LogS:	-4.381
# Rotatable Bonds:	0
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.593
Synthetic Accessibility Score:	5.648
Fsp3:	0.733
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.583
MDCK Permeability:	2.1714819013141096e-05
Pgp-inhibitor:	0.005
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.016
20% Bioavailability (F20%):	0.036
30% Bioavailability (F30%):	0.005

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.92
Plasma Protein Binding (PPB):	95.35594940185547%
Volume Distribution (VD):	1.533
Pgp-substrate:	7.692649841308594%

ADMET: Metabolism

CYP1A2-inhibitor:	0.316
CYP1A2-substrate:	0.433
CYP2C19-inhibitor:	0.909
CYP2C19-substrate:	0.83
CYP2C9-inhibitor:	0.719
CYP2C9-substrate:	0.5
CYP2D6-inhibitor:	0.491
CYP2D6-substrate:	0.158
CYP3A4-inhibitor:	0.89
CYP3A4-substrate:	0.88

ADMET: Excretion

Clearance (CL):	5.362
Half-life (T1/2):	0.286

ADMET: Toxicity

hERG Blockers:	0.299
Human Hepatotoxicity (H-HT):	0.876
Drug-inuced Liver Injury (DILI):	0.106
AMES Toxicity:	0.042
Rat Oral Acute Toxicity:	0.88
Maximum Recommended Daily Dose:	0.963
Skin Sensitization:	0.774
Carcinogencity:	0.972
Eye Corrosion:	0.211
Eye Irritation:	0.158
Respiratory Toxicity:	0.964

Download Data

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

Natural Product: NPC61080

Natural Product ID:	NPC61080
*Common Name:**	9,15-Dibromo-1,3(15)-Chamigra-Diene-11-Ol
IUPAC Name:	(3R,5S,6S,9E)-3-bromo-9-(bromomethylidene)-1,1,5-trimethylspiro[5.5]undec-10-en-5-ol
Synonyms:
Standard InCHIKey:	AAUMBOCDCYMWBT-OVYJPMDHSA-N
Standard InCHI:	InChI=1S/C15H22Br2O/c1-13(2)8-12(17)9-14(3,18)15(13)6-4-11(10-16)5-7-15/h4,6,10,12,18H,5,7-9H2,1-3H3/b11-10-/t12-,14+,15-/m1/s1
SMILES:	Br/C=C/1CC[C@]2(C=C1)C(C)(C)C[C@H](C[C@]2(C)O)Br
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL525170
PubChem CID:	21606564
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002517] Chamigranes

*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
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	tenerife	n.a.	PMID[10924166]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[16309323]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[22220686]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[24279991]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18850	Aplysia dactylomela	Species	Aplysiidae	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	7
Others	5

Activity Type	# Activity
Cell Line	6
NON-MOLECULAR	1
Organism	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT65	Cell Line	HepG2	Homo sapiens	IC50	<	1.0	ug.mL-1	PMID[536862]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	<	1.0	ug.mL-1	PMID[536862]
NPT1034	Cell Line	Lu1	Homo sapiens	IC50	>	25.0	ug.mL-1	PMID[536862]
NPT91	Cell Line	KB	Homo sapiens	IC50	>	25.0	ug.mL-1	PMID[536862]
NPT133	Cell Line	ZR-75-1	Homo sapiens	IC50	>	25.0	ug.mL-1	PMID[536862]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	4.5	ug.mL-1	PMID[536862]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	17.0	ug.mL-1	PMID[536862]
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	IZ	=	1.0	mm	PMID[536862]
NPT1231	Organism	Microbotryum violaceum	Microbotryum violaceum	IZ	=	3.0	mm	PMID[536862]
NPT1232	Organism	Eurotium repens	Eurotium repens	IZ	=	2.0	mm	PMID[536862]
NPT1233	Organism	Mycotypha microspora	Mycotypha microspora	IZ	=	1.0	mm	PMID[536862]
NPT176	Organism	Artemia salina	Artemia salina	Activity	=	100.0	%	PMID[536862]

☑ 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 NPC61080 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	207
0.1-0.2	1804
0.2-0.3	10193
0.3-0.4	18814
0.4-0.5	8165
0.5-0.6	3042
0.6-0.7	433
0.7-0.8	35
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8442	Intermediate Similarity	NPC215307
0.8442	Intermediate Similarity	NPC274750
0.8333	Intermediate Similarity	NPC129501
0.7901	Intermediate Similarity	NPC311891
0.7875	Intermediate Similarity	NPC476610
0.7821	Intermediate Similarity	NPC474946
0.7821	Intermediate Similarity	NPC35397
0.7778	Intermediate Similarity	NPC113024
0.7674	Intermediate Similarity	NPC188896
0.7662	Intermediate Similarity	NPC475077
0.7632	Intermediate Similarity	NPC476431
0.7586	Intermediate Similarity	NPC224552
0.7586	Intermediate Similarity	NPC239453
0.7558	Intermediate Similarity	NPC174273
0.7471	Intermediate Similarity	NPC131453
0.7403	Intermediate Similarity	NPC476604
0.7397	Intermediate Similarity	NPC194208
0.7397	Intermediate Similarity	NPC79576
0.7397	Intermediate Similarity	NPC282694
0.7386	Intermediate Similarity	NPC329643
0.7363	Intermediate Similarity	NPC257510
0.7363	Intermediate Similarity	NPC299714
0.7297	Intermediate Similarity	NPC81615
0.7237	Intermediate Similarity	NPC279434
0.7229	Intermediate Similarity	NPC31330
0.7105	Intermediate Similarity	NPC64123
0.7097	Intermediate Similarity	NPC156912
0.7089	Intermediate Similarity	NPC145498
0.7089	Intermediate Similarity	NPC92801
0.7073	Intermediate Similarity	NPC30575
0.7073	Intermediate Similarity	NPC265588
0.7067	Intermediate Similarity	NPC174956
0.7051	Intermediate Similarity	NPC94192
0.7037	Intermediate Similarity	NPC243342
0.7037	Intermediate Similarity	NPC477138
0.7027	Intermediate Similarity	NPC135648
0.7021	Intermediate Similarity	NPC34732
0.7021	Intermediate Similarity	NPC92231
0.7013	Intermediate Similarity	NPC149680
0.7	Intermediate Similarity	NPC164022
0.7	Intermediate Similarity	NPC242001
0.6986	Remote Similarity	NPC474769
0.6986	Remote Similarity	NPC189290
0.6966	Remote Similarity	NPC109900
0.6951	Remote Similarity	NPC291503
0.6944	Remote Similarity	NPC179024
0.6944	Remote Similarity	NPC39068
0.6932	Remote Similarity	NPC313115
0.6914	Remote Similarity	NPC68443
0.6914	Remote Similarity	NPC476609
0.6914	Remote Similarity	NPC182717
0.6875	Remote Similarity	NPC475728
0.6867	Remote Similarity	NPC106432
0.6835	Remote Similarity	NPC216460
0.6835	Remote Similarity	NPC208999
0.6835	Remote Similarity	NPC32055
0.6829	Remote Similarity	NPC22134
0.6829	Remote Similarity	NPC91858
0.6806	Remote Similarity	NPC218525
0.679	Remote Similarity	NPC242992
0.679	Remote Similarity	NPC167706
0.679	Remote Similarity	NPC110799
0.6786	Remote Similarity	NPC91594
0.6786	Remote Similarity	NPC471798
0.6753	Remote Similarity	NPC225415
0.6747	Remote Similarity	NPC66566
0.6747	Remote Similarity	NPC476605
0.6747	Remote Similarity	NPC471468
0.6747	Remote Similarity	NPC477923
0.6744	Remote Similarity	NPC15714
0.6742	Remote Similarity	NPC33663
0.6712	Remote Similarity	NPC264779
0.6711	Remote Similarity	NPC469728
0.6711	Remote Similarity	NPC41160
0.6709	Remote Similarity	NPC197805
0.6707	Remote Similarity	NPC471799
0.6707	Remote Similarity	NPC220939
0.6707	Remote Similarity	NPC265485
0.6706	Remote Similarity	NPC186191
0.6706	Remote Similarity	NPC76931
0.6706	Remote Similarity	NPC318136
0.6706	Remote Similarity	NPC18603
0.6706	Remote Similarity	NPC307965
0.6706	Remote Similarity	NPC205455
0.6705	Remote Similarity	NPC82538
0.6705	Remote Similarity	NPC237795
0.6667	Remote Similarity	NPC476606
0.6667	Remote Similarity	NPC250621
0.6667	Remote Similarity	NPC476607
0.6629	Remote Similarity	NPC238485
0.6629	Remote Similarity	NPC474493
0.6629	Remote Similarity	NPC231310
0.6628	Remote Similarity	NPC291379
0.6628	Remote Similarity	NPC83436
0.6627	Remote Similarity	NPC27395
0.6627	Remote Similarity	NPC201048
0.6627	Remote Similarity	NPC476366
0.6627	Remote Similarity	NPC471797
0.6627	Remote Similarity	NPC329090
0.6627	Remote Similarity	NPC100334
0.6625	Remote Similarity	NPC96484
0.66	Remote Similarity	NPC133921
0.6591	Remote Similarity	NPC201852
0.6588	Remote Similarity	NPC476608
0.6588	Remote Similarity	NPC477924
0.6588	Remote Similarity	NPC283619
0.6585	Remote Similarity	NPC477792
0.6585	Remote Similarity	NPC471272
0.6585	Remote Similarity	NPC23954
0.6582	Remote Similarity	NPC222366
0.6582	Remote Similarity	NPC202017
0.6582	Remote Similarity	NPC286669
0.6582	Remote Similarity	NPC476039
0.6552	Remote Similarity	NPC96362
0.6552	Remote Similarity	NPC287749
0.6548	Remote Similarity	NPC328104
0.6548	Remote Similarity	NPC69383
0.6548	Remote Similarity	NPC32832
0.6548	Remote Similarity	NPC319090
0.6548	Remote Similarity	NPC171148
0.6548	Remote Similarity	NPC313179
0.6543	Remote Similarity	NPC474248
0.6543	Remote Similarity	NPC473893
0.6538	Remote Similarity	NPC101128
0.6538	Remote Similarity	NPC290367
0.6538	Remote Similarity	NPC144650
0.6517	Remote Similarity	NPC273356
0.6517	Remote Similarity	NPC97491
0.6517	Remote Similarity	NPC470384
0.6512	Remote Similarity	NPC474989
0.6512	Remote Similarity	NPC72507
0.6512	Remote Similarity	NPC275910
0.6512	Remote Similarity	NPC470396
0.6512	Remote Similarity	NPC99168
0.6512	Remote Similarity	NPC22955
0.6506	Remote Similarity	NPC130665
0.65	Remote Similarity	NPC45782
0.65	Remote Similarity	NPC171225
0.6477	Remote Similarity	NPC249423
0.6477	Remote Similarity	NPC225515
0.6477	Remote Similarity	NPC142163
0.6477	Remote Similarity	NPC476646
0.6477	Remote Similarity	NPC6707
0.6471	Remote Similarity	NPC315261
0.6471	Remote Similarity	NPC46160
0.6471	Remote Similarity	NPC106364
0.6471	Remote Similarity	NPC265328
0.6471	Remote Similarity	NPC113733
0.6471	Remote Similarity	NPC470362
0.6471	Remote Similarity	NPC470749
0.6471	Remote Similarity	NPC30590
0.6471	Remote Similarity	NPC129165
0.6471	Remote Similarity	NPC300324
0.6471	Remote Similarity	NPC202642
0.6471	Remote Similarity	NPC27765
0.6471	Remote Similarity	NPC122418
0.6471	Remote Similarity	NPC134330
0.6471	Remote Similarity	NPC290598
0.6471	Remote Similarity	NPC274079
0.6471	Remote Similarity	NPC189883
0.6471	Remote Similarity	NPC240604
0.6471	Remote Similarity	NPC477925
0.6471	Remote Similarity	NPC253190
0.6471	Remote Similarity	NPC120098
0.6463	Remote Similarity	NPC9161
0.6463	Remote Similarity	NPC49422
0.6463	Remote Similarity	NPC34834
0.6456	Remote Similarity	NPC11555
0.6456	Remote Similarity	NPC258595
0.6456	Remote Similarity	NPC163678
0.6456	Remote Similarity	NPC172613
0.6456	Remote Similarity	NPC60837
0.6456	Remote Similarity	NPC2728
0.6456	Remote Similarity	NPC282619
0.6456	Remote Similarity	NPC208198
0.6437	Remote Similarity	NPC100906
0.6437	Remote Similarity	NPC53744
0.6437	Remote Similarity	NPC476603
0.6429	Remote Similarity	NPC78527
0.6429	Remote Similarity	NPC237591
0.6429	Remote Similarity	NPC3753
0.642	Remote Similarity	NPC471238
0.6404	Remote Similarity	NPC92226
0.6404	Remote Similarity	NPC202389
0.6404	Remote Similarity	NPC87489
0.6404	Remote Similarity	NPC49964
0.6395	Remote Similarity	NPC472805
0.6395	Remote Similarity	NPC155986
0.6395	Remote Similarity	NPC130136
0.6395	Remote Similarity	NPC90979
0.6395	Remote Similarity	NPC157996
0.6395	Remote Similarity	NPC198968
0.6395	Remote Similarity	NPC470758
0.6395	Remote Similarity	NPC470711
0.6395	Remote Similarity	NPC214570
0.6395	Remote Similarity	NPC132542
0.6395	Remote Similarity	NPC34177
0.6395	Remote Similarity	NPC101475
0.6395	Remote Similarity	NPC40394
0.6395	Remote Similarity	NPC257666

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 NPC61080 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	228
0.1-0.2	2032
0.2-0.3	4377
0.3-0.4	1935
0.4-0.5	437
0.5-0.6	120
0.6-0.7	21
0.7-0.8	0
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
0.6829	Remote Similarity	NPD4785	Approved
0.6829	Remote Similarity	NPD4784	Approved
0.6627	Remote Similarity	NPD6924	Approved
0.6627	Remote Similarity	NPD6926	Approved
0.6585	Remote Similarity	NPD4243	Approved
0.6548	Remote Similarity	NPD8264	Approved
0.6471	Remote Similarity	NPD6933	Approved
0.6463	Remote Similarity	NPD7143	Approved
0.6463	Remote Similarity	NPD7144	Approved
0.6386	Remote Similarity	NPD7151	Approved
0.6386	Remote Similarity	NPD7152	Approved
0.6386	Remote Similarity	NPD7150	Approved
0.6364	Remote Similarity	NPD7509	Discontinued
0.6353	Remote Similarity	NPD7339	Approved
0.6353	Remote Similarity	NPD6942	Approved
0.6353	Remote Similarity	NPD5275	Approved
0.6353	Remote Similarity	NPD4190	Phase 3
0.6341	Remote Similarity	NPD6922	Approved
0.6341	Remote Similarity	NPD6923	Approved
0.6279	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.625	Remote Similarity	NPD4195	Approved
0.625	Remote Similarity	NPD7645	Phase 2
0.6207	Remote Similarity	NPD6932	Approved
0.618	Remote Similarity	NPD6931	Approved
0.618	Remote Similarity	NPD7525	Registered
0.618	Remote Similarity	NPD6930	Phase 2
0.6136	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6067	Remote Similarity	NPD6929	Approved
0.6	Remote Similarity	NPD7332	Phase 2
0.6	Remote Similarity	NPD7514	Phase 3
0.6	Remote Similarity	NPD4695	Discontinued
0.5978	Remote Similarity	NPD6695	Phase 3
0.5957	Remote Similarity	NPD4694	Approved
0.5957	Remote Similarity	NPD5280	Approved
0.5955	Remote Similarity	NPD7145	Approved
0.5914	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.5889	Remote Similarity	NPD6683	Phase 2
0.587	Remote Similarity	NPD3667	Approved
0.587	Remote Similarity	NPD4221	Approved
0.587	Remote Similarity	NPD4223	Phase 3
0.5851	Remote Similarity	NPD6893	Approved
0.5844	Remote Similarity	NPD4219	Approved
0.5843	Remote Similarity	NPD5776	Phase 2
0.5843	Remote Similarity	NPD6925	Approved
0.5833	Remote Similarity	NPD4518	Approved
0.5824	Remote Similarity	NPD4748	Discontinued
0.5816	Remote Similarity	NPD5281	Approved
0.5816	Remote Similarity	NPD5284	Approved
0.5789	Remote Similarity	NPD5279	Phase 3
0.5789	Remote Similarity	NPD4623	Approved
0.5789	Remote Similarity	NPD4519	Discontinued
0.5789	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD3618	Phase 1
0.5789	Remote Similarity	NPD5690	Phase 2
0.5761	Remote Similarity	NPD6898	Phase 1
0.5761	Remote Similarity	NPD6902	Approved
0.5745	Remote Similarity	NPD4197	Approved
0.5745	Remote Similarity	NPD4786	Approved
0.5729	Remote Similarity	NPD7750	Discontinued
0.5729	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.5729	Remote Similarity	NPD7524	Approved
0.5714	Remote Similarity	NPD4001	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD4096	Approved
0.5684	Remote Similarity	NPD5329	Approved
0.5684	Remote Similarity	NPD1696	Phase 3
0.5679	Remote Similarity	NPD368	Approved
0.5657	Remote Similarity	NPD6411	Approved
0.5657	Remote Similarity	NPD6079	Approved
0.5652	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD4688	Approved
0.5625	Remote Similarity	NPD4138	Approved
0.5625	Remote Similarity	NPD4690	Approved
0.5625	Remote Similarity	NPD4689	Approved
0.5625	Remote Similarity	NPD4693	Phase 3
0.5625	Remote Similarity	NPD5205	Approved
0.5612	Remote Similarity	NPD5328	Approved
0.5612	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.56	Remote Similarity	NPD4202	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