NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	532.38
Volume:	572.634
LogP:	3.985
LogD:	3.236
LogS:	-4.077
# Rotatable Bonds:	7
TPSA:	104.06
# H-Bond Aceptor:	6
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.314
Synthetic Accessibility Score:	5.207
Fsp3:	0.875
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.137
MDCK Permeability:	1.93610176211223e-05
Pgp-inhibitor:	0.994
Pgp-substrate:	0.113
Human Intestinal Absorption (HIA):	0.015
20% Bioavailability (F20%):	0.72
30% Bioavailability (F30%):	0.91

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.831
Plasma Protein Binding (PPB):	89.9209213256836%
Volume Distribution (VD):	1.057
Pgp-substrate:	3.92634916305542%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.128
CYP2C19-inhibitor:	0.015
CYP2C19-substrate:	0.935
CYP2C9-inhibitor:	0.103
CYP2C9-substrate:	0.215
CYP2D6-inhibitor:	0.006
CYP2D6-substrate:	0.081
CYP3A4-inhibitor:	0.74
CYP3A4-substrate:	0.794

ADMET: Excretion

Clearance (CL):	5.811
Half-life (T1/2):	0.199

ADMET: Toxicity

hERG Blockers:	0.022
Human Hepatotoxicity (H-HT):	0.305
Drug-inuced Liver Injury (DILI):	0.123
AMES Toxicity:	0.012
Rat Oral Acute Toxicity:	0.112
Maximum Recommended Daily Dose:	0.737
Skin Sensitization:	0.035
Carcinogencity:	0.327
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.97

Download Data

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

Natural Product: NPC469328

Natural Product ID:	NPC469328
*Common Name:**	(1As,7S,7Bs)-1A-Isopropyl-7-Methyl-4-Methylene-Decahydro-1-Oxa-Cyclopropa[E]Azulen-7-Ol
IUPAC Name:	(1aS,7S,7bS)-7-methyl-4-methylidene-1a-propan-2-yl-3,4a,5,6,7a,7b-hexahydro-2H-azuleno[7,8-b]oxiren-7-ol
Synonyms:
Standard InCHIKey:	DHOMMAYDBREASS-HGSUQPQSSA-N
Standard InCHI:	InChI=1S/C15H24O2/c1-9(2)15-8-5-10(3)11-6-7-14(4,16)12(11)13(15)17-15/h9,11-13,16H,3,5-8H2,1-2,4H3/t11?,12?,13-,14-,15-/m0/s1
SMILES:	C=C1CC[C@@]2([C@H](C3C1CC[C@]3(C)O)O2)C(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL105728
PubChem CID:	44335312
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002874] Guaianes

*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
NPO30648	Alisma orientale	Species	Alismataceae	Eukaryota	rhizome	n.a.	n.a.	PMID[10560729]
NPO30648	Alisma orientale	Species	Alismataceae	Eukaryota	n.a.	rhizome	n.a.	PMID[17541191]
NPO30648	Alisma orientale	Species	Alismataceae	Eukaryota	Rhizome	n.a.	n.a.	PMID[26425784]
NPO30648	Alisma orientale	Species	Alismataceae	Eukaryota	n.a.	tuber	n.a.	PMID[26666273]
NPO30648	Alisma orientale	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]

☑ 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	5

Activity Type	# Activity
Organism	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	0.9	%	PMID[551704]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	5.0	%	PMID[551704]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	14.1	%	PMID[551704]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	29.2	%	PMID[551704]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	74.9	%	PMID[551704]
NPT32	Organism	Mus musculus	Mus musculus	IC50	=	53000.0	nM	PMID[551704]

☑ 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 NPC469328 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	3113
0.2-0.3	16815
0.3-0.4	10656
0.4-0.5	8362
0.5-0.6	3099
0.6-0.7	403
0.7-0.8	34
0.8-0.85	5
0.85-0.9	2
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8413	Intermediate Similarity	NPC52431
0.8413	Intermediate Similarity	NPC310228
0.8125	Intermediate Similarity	NPC99480
0.8125	Intermediate Similarity	NPC184049
0.7746	Intermediate Similarity	NPC133873
0.7612	Intermediate Similarity	NPC63111
0.7606	Intermediate Similarity	NPC144647
0.7571	Intermediate Similarity	NPC472255
0.7571	Intermediate Similarity	NPC472253
0.7538	Intermediate Similarity	NPC291147
0.7538	Intermediate Similarity	NPC119425
0.7536	Intermediate Similarity	NPC261782
0.7536	Intermediate Similarity	NPC469326
0.7536	Intermediate Similarity	NPC205618
0.75	Intermediate Similarity	NPC470041
0.75	Intermediate Similarity	NPC50435
0.75	Intermediate Similarity	NPC471781
0.7468	Intermediate Similarity	NPC260852
0.7432	Intermediate Similarity	NPC471659
0.7429	Intermediate Similarity	NPC272125
0.7391	Intermediate Similarity	NPC219940
0.7391	Intermediate Similarity	NPC287744
0.7391	Intermediate Similarity	NPC140233
0.7391	Intermediate Similarity	NPC199937
0.7368	Intermediate Similarity	NPC471454
0.7324	Intermediate Similarity	NPC33583
0.7324	Intermediate Similarity	NPC161612
0.7313	Intermediate Similarity	NPC469321
0.7308	Intermediate Similarity	NPC156658
0.7308	Intermediate Similarity	NPC258965
0.7308	Intermediate Similarity	NPC80622
0.7297	Intermediate Similarity	NPC476709
0.7286	Intermediate Similarity	NPC238352
0.7286	Intermediate Similarity	NPC165069
0.7286	Intermediate Similarity	NPC477009
0.7284	Intermediate Similarity	NPC474189
0.7284	Intermediate Similarity	NPC474349
0.7273	Intermediate Similarity	NPC278550
0.725	Intermediate Similarity	NPC245665
0.725	Intermediate Similarity	NPC111409
0.7237	Intermediate Similarity	NPC471658
0.7222	Intermediate Similarity	NPC224532
0.7222	Intermediate Similarity	NPC167527
0.7215	Intermediate Similarity	NPC471661
0.7176	Intermediate Similarity	NPC155215
0.7162	Intermediate Similarity	NPC471662
0.7162	Intermediate Similarity	NPC41886
0.7162	Intermediate Similarity	NPC471660
0.7143	Intermediate Similarity	NPC186109
0.7123	Intermediate Similarity	NPC239373
0.7123	Intermediate Similarity	NPC329989
0.7105	Intermediate Similarity	NPC113639
0.7101	Intermediate Similarity	NPC15152
0.7093	Intermediate Similarity	NPC258216
0.7083	Intermediate Similarity	NPC136813
0.7042	Intermediate Similarity	NPC300442
0.7024	Intermediate Similarity	NPC79549
0.7015	Intermediate Similarity	NPC27853
0.7015	Intermediate Similarity	NPC13789
0.7015	Intermediate Similarity	NPC101285
0.7015	Intermediate Similarity	NPC65786
0.7015	Intermediate Similarity	NPC7491
0.7013	Intermediate Similarity	NPC126969
0.7013	Intermediate Similarity	NPC472472
0.7	Intermediate Similarity	NPC211291
0.7	Intermediate Similarity	NPC279200
0.7	Intermediate Similarity	NPC133368
0.6974	Remote Similarity	NPC190859
0.697	Remote Similarity	NPC45387
0.6957	Remote Similarity	NPC252809
0.6957	Remote Similarity	NPC162109
0.6951	Remote Similarity	NPC53011
0.6951	Remote Similarity	NPC154893
0.6951	Remote Similarity	NPC242016
0.6951	Remote Similarity	NPC16887
0.6951	Remote Similarity	NPC86238
0.6951	Remote Similarity	NPC37005
0.6941	Remote Similarity	NPC215556
0.6923	Remote Similarity	NPC476703
0.6923	Remote Similarity	NPC476439
0.6912	Remote Similarity	NPC475830
0.6905	Remote Similarity	NPC471657
0.6905	Remote Similarity	NPC45957
0.6892	Remote Similarity	NPC304690
0.6892	Remote Similarity	NPC22301
0.6892	Remote Similarity	NPC74722
0.6875	Remote Similarity	NPC471656
0.6875	Remote Similarity	NPC51507
0.6867	Remote Similarity	NPC300082
0.6867	Remote Similarity	NPC284534
0.6867	Remote Similarity	NPC204105
0.6866	Remote Similarity	NPC210316
0.686	Remote Similarity	NPC216284
0.6849	Remote Similarity	NPC74885
0.6849	Remote Similarity	NPC477791
0.6849	Remote Similarity	NPC308522
0.6842	Remote Similarity	NPC14352
0.6842	Remote Similarity	NPC143576
0.6842	Remote Similarity	NPC107783
0.6842	Remote Similarity	NPC234527
0.6842	Remote Similarity	NPC92909
0.6835	Remote Similarity	NPC470944
0.6829	Remote Similarity	NPC471340
0.6829	Remote Similarity	NPC128246
0.6824	Remote Similarity	NPC22376
0.6812	Remote Similarity	NPC5698
0.6812	Remote Similarity	NPC475968
0.6795	Remote Similarity	NPC310643
0.6795	Remote Similarity	NPC170148
0.6795	Remote Similarity	NPC476317
0.679	Remote Similarity	NPC126248
0.6761	Remote Similarity	NPC474480
0.6753	Remote Similarity	NPC309178
0.6747	Remote Similarity	NPC90446
0.6744	Remote Similarity	NPC472872
0.6742	Remote Similarity	NPC476053
0.6716	Remote Similarity	NPC223604
0.6714	Remote Similarity	NPC323153
0.6711	Remote Similarity	NPC469737
0.6706	Remote Similarity	NPC270270
0.6703	Remote Similarity	NPC45125
0.6667	Remote Similarity	NPC192962
0.6667	Remote Similarity	NPC36479
0.6667	Remote Similarity	NPC313185
0.6667	Remote Similarity	NPC319090
0.6667	Remote Similarity	NPC215215
0.6667	Remote Similarity	NPC3403
0.6667	Remote Similarity	NPC265921
0.6667	Remote Similarity	NPC328104
0.6667	Remote Similarity	NPC309300
0.6667	Remote Similarity	NPC300593
0.6667	Remote Similarity	NPC85831
0.6667	Remote Similarity	NPC474900
0.6667	Remote Similarity	NPC5714
0.663	Remote Similarity	NPC186861
0.663	Remote Similarity	NPC471381
0.6629	Remote Similarity	NPC39453
0.6627	Remote Similarity	NPC232023
0.6625	Remote Similarity	NPC477819
0.6625	Remote Similarity	NPC472501
0.6625	Remote Similarity	NPC477817
0.6625	Remote Similarity	NPC42853
0.6625	Remote Similarity	NPC477089
0.6623	Remote Similarity	NPC329763
0.6623	Remote Similarity	NPC472506
0.6623	Remote Similarity	NPC474140
0.6622	Remote Similarity	NPC259299
0.662	Remote Similarity	NPC147524
0.662	Remote Similarity	NPC274704
0.6618	Remote Similarity	NPC274396
0.6618	Remote Similarity	NPC24443
0.6613	Remote Similarity	NPC87439
0.6588	Remote Similarity	NPC236692
0.6588	Remote Similarity	NPC125399
0.6588	Remote Similarity	NPC309757
0.6588	Remote Similarity	NPC137253
0.6588	Remote Similarity	NPC145245
0.6585	Remote Similarity	NPC472471
0.6582	Remote Similarity	NPC38141
0.6582	Remote Similarity	NPC152017
0.6582	Remote Similarity	NPC226242
0.6582	Remote Similarity	NPC293223
0.6579	Remote Similarity	NPC254845
0.6579	Remote Similarity	NPC129630
0.6575	Remote Similarity	NPC61503
0.6575	Remote Similarity	NPC471200
0.6562	Remote Similarity	NPC127997
0.6562	Remote Similarity	NPC95969
0.6556	Remote Similarity	NPC472873
0.6556	Remote Similarity	NPC163228
0.6556	Remote Similarity	NPC220221
0.6552	Remote Similarity	NPC155935
0.6548	Remote Similarity	NPC474047
0.6548	Remote Similarity	NPC156485
0.6543	Remote Similarity	NPC49599
0.6543	Remote Similarity	NPC5604
0.6543	Remote Similarity	NPC49627
0.6538	Remote Similarity	NPC27395
0.6538	Remote Similarity	NPC471525
0.6538	Remote Similarity	NPC167049
0.6538	Remote Similarity	NPC469691
0.6538	Remote Similarity	NPC329090
0.6533	Remote Similarity	NPC305698
0.6522	Remote Similarity	NPC221615
0.6512	Remote Similarity	NPC201658
0.65	Remote Similarity	NPC260301
0.65	Remote Similarity	NPC307336
0.65	Remote Similarity	NPC138502
0.65	Remote Similarity	NPC31037
0.6494	Remote Similarity	NPC164045
0.6484	Remote Similarity	NPC98165
0.6484	Remote Similarity	NPC284063
0.6479	Remote Similarity	NPC135648
0.6477	Remote Similarity	NPC470832
0.6477	Remote Similarity	NPC10274
0.6477	Remote Similarity	NPC197107
0.6477	Remote Similarity	NPC35809
0.6477	Remote Similarity	NPC297474
0.6477	Remote Similarity	NPC54065
0.6471	Remote Similarity	NPC67508

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 NPC469328 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	226
0.1-0.2	3595
0.2-0.3	3934
0.3-0.4	956
0.4-0.5	277
0.5-0.6	156
0.6-0.7	6
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
0.6548	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD6924	Approved
0.6538	Remote Similarity	NPD6926	Approved
0.6429	Remote Similarity	NPD6695	Phase 3
0.6375	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6375	Remote Similarity	NPD6933	Approved
0.6364	Remote Similarity	NPD1695	Approved
0.631	Remote Similarity	NPD6435	Approved
0.6282	Remote Similarity	NPD4243	Approved
0.6279	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6265	Remote Similarity	NPD6930	Phase 2
0.6265	Remote Similarity	NPD4821	Approved
0.6265	Remote Similarity	NPD4819	Approved
0.6265	Remote Similarity	NPD4822	Approved
0.6265	Remote Similarity	NPD4820	Approved
0.6265	Remote Similarity	NPD6931	Approved
0.6265	Remote Similarity	NPD7525	Registered
0.6265	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.625	Remote Similarity	NPD1145	Discontinued
0.6164	Remote Similarity	NPD368	Approved
0.6145	Remote Similarity	NPD6929	Approved
0.6136	Remote Similarity	NPD7750	Discontinued
0.6136	Remote Similarity	NPD7524	Approved
0.6125	Remote Similarity	NPD4784	Approved
0.6125	Remote Similarity	NPD4785	Approved
0.6098	Remote Similarity	NPD6932	Approved
0.6071	Remote Similarity	NPD4748	Discontinued
0.6071	Remote Similarity	NPD5368	Approved
0.6071	Remote Similarity	NPD7509	Discontinued
0.6049	Remote Similarity	NPD6942	Approved
0.6049	Remote Similarity	NPD5275	Approved
0.6049	Remote Similarity	NPD7339	Approved
0.6049	Remote Similarity	NPD4190	Phase 3
0.6047	Remote Similarity	NPD5362	Discontinued
0.6047	Remote Similarity	NPD4788	Approved
0.6026	Remote Similarity	NPD6922	Approved
0.6026	Remote Similarity	NPD6923	Approved
0.6024	Remote Similarity	NPD4268	Approved
0.6024	Remote Similarity	NPD4271	Approved
0.6	Remote Similarity	NPD5369	Approved
0.5955	Remote Similarity	NPD4751	Clinical (unspecified phase)
0.5952	Remote Similarity	NPD4195	Approved
0.5952	Remote Similarity	NPD6683	Phase 2
0.5949	Remote Similarity	NPD7143	Approved
0.5949	Remote Similarity	NPD7144	Approved
0.5909	Remote Similarity	NPD6893	Approved
0.5904	Remote Similarity	NPD5776	Phase 2
0.5904	Remote Similarity	NPD6925	Approved
0.5882	Remote Similarity	NPD7514	Phase 3
0.5875	Remote Similarity	NPD7151	Approved
0.5875	Remote Similarity	NPD7150	Approved
0.5875	Remote Similarity	NPD7152	Approved
0.587	Remote Similarity	NPD7087	Discontinued
0.5862	Remote Similarity	NPD5331	Approved
0.5862	Remote Similarity	NPD5332	Approved
0.5851	Remote Similarity	NPD5695	Phase 3
0.5843	Remote Similarity	NPD4249	Approved
0.5833	Remote Similarity	NPD7145	Approved
0.5824	Remote Similarity	NPD4753	Phase 2
0.5821	Remote Similarity	NPD9410	Clinical (unspecified phase)
0.5814	Remote Similarity	NPD6902	Approved
0.5814	Remote Similarity	NPD4790	Discontinued
0.5806	Remote Similarity	NPD4202	Approved
0.5795	Remote Similarity	NPD3133	Approved
0.5795	Remote Similarity	NPD3665	Phase 1
0.5795	Remote Similarity	NPD3666	Approved
0.5778	Remote Similarity	NPD4250	Approved
0.5778	Remote Similarity	NPD4251	Approved
0.5747	Remote Similarity	NPD4223	Phase 3
0.5747	Remote Similarity	NPD4221	Approved
0.5729	Remote Similarity	NPD4755	Approved
0.5729	Remote Similarity	NPD6084	Phase 2
0.5729	Remote Similarity	NPD6083	Phase 2
0.5714	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.5699	Remote Similarity	NPD8034	Phase 2
0.5699	Remote Similarity	NPD8035	Phase 2
0.5698	Remote Similarity	NPD7332	Phase 2
0.5682	Remote Similarity	NPD7154	Phase 3
0.5676	Remote Similarity	NPD3198	Approved
0.567	Remote Similarity	NPD5696	Approved
0.5652	Remote Similarity	NPD6051	Approved
0.5647	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.5644	Remote Similarity	NPD7128	Approved
0.5644	Remote Similarity	NPD6675	Approved
0.5644	Remote Similarity	NPD5739	Approved
0.5644	Remote Similarity	NPD6402	Approved
0.5638	Remote Similarity	NPD6399	Phase 3
0.5632	Remote Similarity	NPD6898	Phase 1
0.5618	Remote Similarity	NPD4786	Approved
0.5618	Remote Similarity	NPD4197	Approved
0.5612	Remote Similarity	NPD4700	Approved
0.5612	Remote Similarity	NPD5286	Approved
0.5612	Remote Similarity	NPD4696	Approved
0.5612	Remote Similarity	NPD5285	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