NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	228.17
Volume:	254.502
LogP:	2.99
LogD:	2.265
LogS:	-3.294
# Rotatable Bonds:	10
TPSA:	46.53
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	0
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.46
Synthetic Accessibility Score:	2.911
Fsp3:	0.769
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:	-4.877
MDCK Permeability:	6.167296669445932e-05
Pgp-inhibitor:	0.211
Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.019
20% Bioavailability (F20%):	0.563
30% Bioavailability (F30%):	0.914

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.106
Plasma Protein Binding (PPB):	95.47571563720703%
Volume Distribution (VD):	0.214
Pgp-substrate:	4.483087539672852%

ADMET: Metabolism

CYP1A2-inhibitor:	0.025
CYP1A2-substrate:	0.318
CYP2C19-inhibitor:	0.014
CYP2C19-substrate:	0.502
CYP2C9-inhibitor:	0.014
CYP2C9-substrate:	0.95
CYP2D6-inhibitor:	0.02
CYP2D6-substrate:	0.25
CYP3A4-inhibitor:	0.012
CYP3A4-substrate:	0.045

ADMET: Excretion

Clearance (CL):	3.653
Half-life (T1/2):	0.844

ADMET: Toxicity

hERG Blockers:	0.024
Human Hepatotoxicity (H-HT):	0.237
Drug-inuced Liver Injury (DILI):	0.012
AMES Toxicity:	0.003
Rat Oral Acute Toxicity:	0.013
Maximum Recommended Daily Dose:	0.671
Skin Sensitization:	0.84
Carcinogencity:	0.328
Eye Corrosion:	0.954
Eye Irritation:	0.981
Respiratory Toxicity:	0.063

Download Data

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

Natural Product: NPC137538

Natural Product ID:	NPC137538
*Common Name:**	(-)-7S-Methoxydodec-4E-Enoic Acid
IUPAC Name:	(E,7S)-7-methoxydodec-4-enoic acid
Synonyms:
Standard InCHIKey:	KBMNVOKQUUZFOO-PZBABLGHSA-N
Standard InCHI:	InChI=1S/C13H24O3/c1-3-4-6-9-12(16-2)10-7-5-8-11-13(14)15/h5,7,12H,3-4,6,8-11H2,1-2H3,(H,14,15)/b7-5+/t12-/m0/s1
SMILES:	CCCCC[C@@H](C/C=C/CCC(=O)O)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL448915
PubChem CID:	6479924
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0000262] Fatty acids and conjugates [CHEMONTID:0003086] Medium-chain fatty acids

*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
NPO7961	Bursatella leachii	Species	Aplysiidae	Eukaryota	n.a.	New Zealand	n.a.	PMID[11975522]
NPO7961	Bursatella leachii	Species	Aplysiidae	Eukaryota	n.a.	Thai sea	n.a.	PMID[15974628]
NPO7961	Bursatella leachii	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	1
Others	3

Activity Type	# Activity
Cell Line	1
Organism	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT168	Cell Line	P388	Mus musculus	IC50	>	100000.0	nM	PMID[544610]
NPT27	Others	Unspecified		Activity	>	4.5	mm	PMID[544610]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	IZ	=	2.0	mm	PMID[544610]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	IZ	=	3.0	mm	PMID[544610]

☑ 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 NPC137538 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	128
0.1-0.2	2488
0.2-0.3	14123
0.3-0.4	14344
0.4-0.5	7718
0.5-0.6	3017
0.6-0.7	682
0.7-0.8	177
0.8-0.85	13
0.85-0.9	5
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9804	High Similarity	NPC52264
0.8772	High Similarity	NPC320305
0.8772	High Similarity	NPC201939
0.8772	High Similarity	NPC328776
0.8596	High Similarity	NPC243532
0.8545	High Similarity	NPC327388
0.8475	Intermediate Similarity	NPC328089
0.8475	Intermediate Similarity	NPC68343
0.8448	Intermediate Similarity	NPC321838
0.8393	Intermediate Similarity	NPC323597
0.8393	Intermediate Similarity	NPC323498
0.8393	Intermediate Similarity	NPC211752
0.8148	Intermediate Similarity	NPC92114
0.8148	Intermediate Similarity	NPC281245
0.8136	Intermediate Similarity	NPC113293
0.8113	Intermediate Similarity	NPC59051
0.807	Intermediate Similarity	NPC323436
0.8	Intermediate Similarity	NPC1813
0.8	Intermediate Similarity	NPC294548
0.8	Intermediate Similarity	NPC36061
0.8	Intermediate Similarity	NPC139029
0.7966	Intermediate Similarity	NPC328311
0.7966	Intermediate Similarity	NPC327112
0.7925	Intermediate Similarity	NPC5413
0.7925	Intermediate Similarity	NPC207815
0.7925	Intermediate Similarity	NPC149821
0.7925	Intermediate Similarity	NPC163345
0.7895	Intermediate Similarity	NPC477201
0.7869	Intermediate Similarity	NPC470320
0.7857	Intermediate Similarity	NPC88966
0.7857	Intermediate Similarity	NPC25417
0.7857	Intermediate Similarity	NPC85813
0.7857	Intermediate Similarity	NPC290563
0.7857	Intermediate Similarity	NPC6095
0.7857	Intermediate Similarity	NPC154245
0.7857	Intermediate Similarity	NPC261831
0.7857	Intermediate Similarity	NPC32467
0.7857	Intermediate Similarity	NPC424
0.7857	Intermediate Similarity	NPC281972
0.7857	Intermediate Similarity	NPC87564
0.7812	Intermediate Similarity	NPC317583
0.7797	Intermediate Similarity	NPC329249
0.7778	Intermediate Similarity	NPC330426
0.7778	Intermediate Similarity	NPC104537
0.7778	Intermediate Similarity	NPC99619
0.7778	Intermediate Similarity	NPC25298
0.7778	Intermediate Similarity	NPC127091
0.7778	Intermediate Similarity	NPC26500
0.7778	Intermediate Similarity	NPC22101
0.7778	Intermediate Similarity	NPC148192
0.7778	Intermediate Similarity	NPC271921
0.7742	Intermediate Similarity	NPC245947
0.7742	Intermediate Similarity	NPC255863
0.7742	Intermediate Similarity	NPC476655
0.7742	Intermediate Similarity	NPC136164
0.7742	Intermediate Similarity	NPC326268
0.7742	Intermediate Similarity	NPC476654
0.7742	Intermediate Similarity	NPC318420
0.7742	Intermediate Similarity	NPC476657
0.7736	Intermediate Similarity	NPC91495
0.7736	Intermediate Similarity	NPC207292
0.7719	Intermediate Similarity	NPC10316
0.7719	Intermediate Similarity	NPC128061
0.7719	Intermediate Similarity	NPC200845
0.7719	Intermediate Similarity	NPC223677
0.7719	Intermediate Similarity	NPC28779
0.7705	Intermediate Similarity	NPC29697
0.7692	Intermediate Similarity	NPC117572
0.7679	Intermediate Similarity	NPC39633
0.7679	Intermediate Similarity	NPC71761
0.7679	Intermediate Similarity	NPC309606
0.7679	Intermediate Similarity	NPC70387
0.7679	Intermediate Similarity	NPC321062
0.7679	Intermediate Similarity	NPC139545
0.7667	Intermediate Similarity	NPC81896
0.7667	Intermediate Similarity	NPC321919
0.7656	Intermediate Similarity	NPC141481
0.7656	Intermediate Similarity	NPC474823
0.7656	Intermediate Similarity	NPC473559
0.7656	Intermediate Similarity	NPC324981
0.7656	Intermediate Similarity	NPC48218
0.7636	Intermediate Similarity	NPC28205
0.7619	Intermediate Similarity	NPC476659
0.7619	Intermediate Similarity	NPC476656
0.7586	Intermediate Similarity	NPC187777
0.7586	Intermediate Similarity	NPC18951
0.7586	Intermediate Similarity	NPC179764
0.7581	Intermediate Similarity	NPC226592
0.7581	Intermediate Similarity	NPC476658
0.7541	Intermediate Similarity	NPC325929
0.7541	Intermediate Similarity	NPC271282
0.7541	Intermediate Similarity	NPC66460
0.7538	Intermediate Similarity	NPC475004
0.7538	Intermediate Similarity	NPC130618
0.7538	Intermediate Similarity	NPC470436
0.75	Intermediate Similarity	NPC159650
0.75	Intermediate Similarity	NPC106851
0.75	Intermediate Similarity	NPC274927
0.75	Intermediate Similarity	NPC318306
0.75	Intermediate Similarity	NPC473829
0.75	Intermediate Similarity	NPC475443
0.75	Intermediate Similarity	NPC22897
0.7463	Intermediate Similarity	NPC470435
0.7458	Intermediate Similarity	NPC225929
0.7455	Intermediate Similarity	NPC224227
0.7424	Intermediate Similarity	NPC476660
0.7424	Intermediate Similarity	NPC42526
0.7424	Intermediate Similarity	NPC318766
0.7419	Intermediate Similarity	NPC54925
0.7414	Intermediate Similarity	NPC54766
0.7414	Intermediate Similarity	NPC228473
0.7414	Intermediate Similarity	NPC274290
0.7414	Intermediate Similarity	NPC473863
0.7407	Intermediate Similarity	NPC180534
0.7407	Intermediate Similarity	NPC216130
0.7385	Intermediate Similarity	NPC209327
0.7385	Intermediate Similarity	NPC273508
0.7377	Intermediate Similarity	NPC143857
0.7377	Intermediate Similarity	NPC229252
0.7377	Intermediate Similarity	NPC122521
0.7377	Intermediate Similarity	NPC235242
0.7377	Intermediate Similarity	NPC251042
0.7377	Intermediate Similarity	NPC174447
0.7368	Intermediate Similarity	NPC217188
0.7333	Intermediate Similarity	NPC469373
0.7321	Intermediate Similarity	NPC48162
0.7321	Intermediate Similarity	NPC262968
0.7321	Intermediate Similarity	NPC470411
0.7321	Intermediate Similarity	NPC284212
0.7313	Intermediate Similarity	NPC320119
0.7308	Intermediate Similarity	NPC270796
0.7308	Intermediate Similarity	NPC252978
0.7288	Intermediate Similarity	NPC472808
0.7288	Intermediate Similarity	NPC325977
0.7288	Intermediate Similarity	NPC324224
0.7273	Intermediate Similarity	NPC473772
0.7273	Intermediate Similarity	NPC143396
0.7273	Intermediate Similarity	NPC236208
0.7258	Intermediate Similarity	NPC475984
0.7258	Intermediate Similarity	NPC40082
0.7258	Intermediate Similarity	NPC477829
0.7246	Intermediate Similarity	NPC260396
0.7241	Intermediate Similarity	NPC322461
0.7231	Intermediate Similarity	NPC478100
0.7231	Intermediate Similarity	NPC49863
0.7231	Intermediate Similarity	NPC478097
0.7222	Intermediate Similarity	NPC42304
0.7213	Intermediate Similarity	NPC474267
0.7213	Intermediate Similarity	NPC478095
0.7213	Intermediate Similarity	NPC322002
0.7213	Intermediate Similarity	NPC222852
0.7213	Intermediate Similarity	NPC322186
0.7206	Intermediate Similarity	NPC326024
0.7193	Intermediate Similarity	NPC170167
0.7188	Intermediate Similarity	NPC478099
0.7188	Intermediate Similarity	NPC323477
0.7188	Intermediate Similarity	NPC320642
0.7188	Intermediate Similarity	NPC323045
0.7188	Intermediate Similarity	NPC478098
0.7188	Intermediate Similarity	NPC317881
0.7167	Intermediate Similarity	NPC44542
0.7143	Intermediate Similarity	NPC470965
0.7119	Intermediate Similarity	NPC317899
0.7119	Intermediate Similarity	NPC45626
0.7119	Intermediate Similarity	NPC474672
0.7101	Intermediate Similarity	NPC474321
0.7101	Intermediate Similarity	NPC92558
0.7077	Intermediate Similarity	NPC328653
0.7077	Intermediate Similarity	NPC284447
0.7077	Intermediate Similarity	NPC478101
0.7077	Intermediate Similarity	NPC83965
0.7069	Intermediate Similarity	NPC284224
0.7059	Intermediate Similarity	NPC123357
0.7059	Intermediate Similarity	NPC477981
0.7059	Intermediate Similarity	NPC477983
0.7049	Intermediate Similarity	NPC478096
0.7049	Intermediate Similarity	NPC329819
0.7049	Intermediate Similarity	NPC34416
0.7037	Intermediate Similarity	NPC76976
0.7031	Intermediate Similarity	NPC475221
0.7018	Intermediate Similarity	NPC178586
0.7018	Intermediate Similarity	NPC244452
0.7015	Intermediate Similarity	NPC101622
0.7015	Intermediate Similarity	NPC475982
0.7015	Intermediate Similarity	NPC199557
0.6984	Remote Similarity	NPC64971
0.6984	Remote Similarity	NPC26810
0.697	Remote Similarity	NPC122627
0.6957	Remote Similarity	NPC329914
0.6957	Remote Similarity	NPC325627
0.6957	Remote Similarity	NPC185186
0.6957	Remote Similarity	NPC327383
0.6957	Remote Similarity	NPC329890
0.6949	Remote Similarity	NPC256209
0.6949	Remote Similarity	NPC49059
0.6944	Remote Similarity	NPC182292
0.6935	Remote Similarity	NPC278202
0.6935	Remote Similarity	NPC329550
0.6923	Remote Similarity	NPC96414
0.6923	Remote Similarity	NPC19769

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 NPC137538 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	102
0.1-0.2	2904
0.2-0.3	3967
0.3-0.4	1592
0.4-0.5	462
0.5-0.6	85
0.6-0.7	21
0.7-0.8	16
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8	Intermediate Similarity	NPD3172	Approved
0.7966	Intermediate Similarity	NPD4246	Clinical (unspecified phase)
0.7925	Intermediate Similarity	NPD3173	Approved
0.7869	Intermediate Similarity	NPD3197	Phase 1
0.7857	Intermediate Similarity	NPD3195	Phase 2
0.7857	Intermediate Similarity	NPD3194	Approved
0.7857	Intermediate Similarity	NPD3196	Approved
0.7857	Intermediate Similarity	NPD4266	Approved
0.7692	Intermediate Similarity	NPD39	Approved
0.7692	Intermediate Similarity	NPD4222	Approved
0.7627	Intermediate Similarity	NPD6109	Phase 1
0.7407	Intermediate Similarity	NPD5343	Approved
0.7407	Intermediate Similarity	NPD622	Approved
0.7358	Intermediate Similarity	NPD3174	Discontinued
0.7321	Intermediate Similarity	NPD29	Approved
0.7321	Intermediate Similarity	NPD28	Approved
0.7308	Intermediate Similarity	NPD5326	Phase 3
0.7231	Intermediate Similarity	NPD4247	Clinical (unspecified phase)
0.717	Intermediate Similarity	NPD6096	Approved
0.717	Intermediate Similarity	NPD6097	Approved
0.6757	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD4271	Approved
0.6712	Remote Similarity	NPD4268	Approved
0.6667	Remote Similarity	NPD5369	Approved
0.6533	Remote Similarity	NPD4822	Approved
0.6533	Remote Similarity	NPD4821	Approved
0.6533	Remote Similarity	NPD4252	Approved
0.6533	Remote Similarity	NPD4819	Approved
0.6533	Remote Similarity	NPD4820	Approved
0.6494	Remote Similarity	NPD7154	Phase 3
0.6494	Remote Similarity	NPD5362	Discontinued
0.6486	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6441	Remote Similarity	NPD6927	Phase 3
0.6418	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD4270	Approved
0.6364	Remote Similarity	NPD6435	Approved
0.6364	Remote Similarity	NPD4269	Approved
0.6351	Remote Similarity	NPD4756	Discovery
0.6316	Remote Similarity	NPD5368	Approved
0.6282	Remote Similarity	NPD5332	Approved
0.6282	Remote Similarity	NPD5331	Approved
0.625	Remote Similarity	NPD5786	Approved
0.625	Remote Similarity	NPD4249	Approved
0.6234	Remote Similarity	NPD4790	Discontinued
0.6173	Remote Similarity	NPD4250	Approved
0.6173	Remote Similarity	NPD4251	Approved
0.6125	Remote Similarity	NPD5363	Approved
0.6119	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD3704	Approved
0.6053	Remote Similarity	NPD3732	Approved
0.6024	Remote Similarity	NPD6101	Approved
0.6024	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6024	Remote Similarity	NPD5370	Suspended
0.6	Remote Similarity	NPD819	Approved
0.6	Remote Similarity	NPD5766	Clinical (unspecified phase)
0.6	Remote Similarity	NPD818	Approved
0.5965	Remote Similarity	NPD2699	Approved
0.5952	Remote Similarity	NPD5785	Approved
0.5926	Remote Similarity	NPD9448	Phase 2
0.5926	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.5926	Remote Similarity	NPD633	Phase 3
0.5882	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD7637	Suspended
0.5882	Remote Similarity	NPD7983	Approved
0.5882	Remote Similarity	NPD6411	Approved
0.5873	Remote Similarity	NPD3730	Approved
0.5873	Remote Similarity	NPD3728	Approved
0.5867	Remote Similarity	NPD8039	Approved
0.5862	Remote Similarity	NPD4265	Approved
0.5857	Remote Similarity	NPD7331	Phase 2
0.5854	Remote Similarity	NPD6422	Discontinued
0.5833	Remote Similarity	NPD4220	Pre-registration
0.5814	Remote Similarity	NPD5779	Approved
0.5814	Remote Similarity	NPD5778	Approved
0.5765	Remote Similarity	NPD7838	Discovery
0.5765	Remote Similarity	NPD46	Approved
0.5765	Remote Similarity	NPD6698	Approved
0.5758	Remote Similarity	NPD585	Clinical (unspecified phase)
0.575	Remote Similarity	NPD5209	Approved
0.5735	Remote Similarity	NPD368	Approved
0.5714	Remote Similarity	NPD2270	Approved
0.5696	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.5682	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD3210	Clinical (unspecified phase)
0.5636	Remote Similarity	NPD9655	Approved
0.5636	Remote Similarity	NPD5783	Phase 3
0.5632	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.5632	Remote Similarity	NPD6399	Phase 3
0.5625	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.5618	Remote Similarity	NPD7839	Suspended
0.561	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.5606	Remote Similarity	NPD8779	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