NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	242.08
Volume:	226.531
LogP:	-0.049
LogD:	0.088
LogS:	-0.395
# Rotatable Bonds:	3
TPSA:	96.22
# H-Bond Aceptor:	6
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.421
Synthetic Accessibility Score:	4.484
Fsp3:	0.545
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:	-5.353
MDCK Permeability:	0.0008768627885729074
Pgp-inhibitor:	0.0
Pgp-substrate:	0.005
Human Intestinal Absorption (HIA):	0.038
20% Bioavailability (F20%):	0.112
30% Bioavailability (F30%):	0.983

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.613
Plasma Protein Binding (PPB):	23.39086151123047%
Volume Distribution (VD):	0.901
Pgp-substrate:	72.20954132080078%

ADMET: Metabolism

CYP1A2-inhibitor:	0.071
CYP1A2-substrate:	0.295
CYP2C19-inhibitor:	0.023
CYP2C19-substrate:	0.371
CYP2C9-inhibitor:	0.006
CYP2C9-substrate:	0.061
CYP2D6-inhibitor:	0.007
CYP2D6-substrate:	0.107
CYP3A4-inhibitor:	0.013
CYP3A4-substrate:	0.217

ADMET: Excretion

Clearance (CL):	5.534
Half-life (T1/2):	0.95

ADMET: Toxicity

hERG Blockers:	0.013
Human Hepatotoxicity (H-HT):	0.208
Drug-inuced Liver Injury (DILI):	0.951
AMES Toxicity:	0.339
Rat Oral Acute Toxicity:	0.94
Maximum Recommended Daily Dose:	0.32
Skin Sensitization:	0.395
Carcinogencity:	0.94
Eye Corrosion:	0.004
Eye Irritation:	0.572
Respiratory Toxicity:	0.974

Download Data

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

Natural Product: NPC142583

Natural Product ID:	NPC142583
*Common Name:**	6Beta-Hydroxygenipin
IUPAC Name:	methyl (1R,4aS,5R,7aS)-1,5-dihydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Synonyms:	6Beta-Hydroxygenipin
Standard InCHIKey:	QMBSLGFBNUKGRJ-SDNRWEOFSA-N
Standard InCHI:	InChI=1S/C11H14O6/c1-16-10(14)6-4-17-11(15)8-5(3-12)2-7(13)9(6)8/h2,4,7-9,11-13,15H,3H2,1H3/t7-,8-,9+,11-/m1/s1
SMILES:	COC(=O)C1=CO[C@H]([C@H]2[C@@H]1[C@H](O)C=C2CO)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2316923
PubChem CID:	71577496
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001549] Monoterpenoids [CHEMONTID:0001565] Iridoids and derivatives

*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
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[16309325]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	Seoul, Korea	2000-Jun	PMID[16643034]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	fruit	n.a.	n.a.	PMID[18505286]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	fruit	n.a.	n.a.	PMID[19650637]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	fruits	n.a.	n.a.	PMID[23305920]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32141747]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	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

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	28680.0	nM	PMID[483564]

☑ 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 NPC142583 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	188
0.1-0.2	1329
0.2-0.3	5326
0.3-0.4	11589
0.4-0.5	15067
0.5-0.6	6580
0.6-0.7	2373
0.7-0.8	223
0.8-0.85	15
0.85-0.9	4
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9506	High Similarity	NPC211455
0.9506	High Similarity	NPC188717
0.871	High Similarity	NPC298255
0.871	High Similarity	NPC28304
0.8602	High Similarity	NPC22149
0.8602	High Similarity	NPC255677
0.8602	High Similarity	NPC306344
0.8421	Intermediate Similarity	NPC261117
0.8421	Intermediate Similarity	NPC310804
0.8421	Intermediate Similarity	NPC250545
0.8333	Intermediate Similarity	NPC284929
0.8333	Intermediate Similarity	NPC197541
0.8333	Intermediate Similarity	NPC118761
0.8333	Intermediate Similarity	NPC234304
0.8333	Intermediate Similarity	NPC267869
0.828	Intermediate Similarity	NPC241911
0.8247	Intermediate Similarity	NPC86095
0.8229	Intermediate Similarity	NPC222062
0.8068	Intermediate Similarity	NPC212363
0.8041	Intermediate Similarity	NPC195510
0.8041	Intermediate Similarity	NPC13171
0.7766	Intermediate Similarity	NPC61201
0.7684	Intermediate Similarity	NPC475927
0.7684	Intermediate Similarity	NPC475832
0.7576	Intermediate Similarity	NPC20673
0.7553	Intermediate Similarity	NPC303451
0.7553	Intermediate Similarity	NPC6414
0.7549	Intermediate Similarity	NPC254538
0.7549	Intermediate Similarity	NPC474285
0.7527	Intermediate Similarity	NPC473715
0.75	Intermediate Similarity	NPC470010
0.75	Intermediate Similarity	NPC323008
0.75	Intermediate Similarity	NPC262133
0.75	Intermediate Similarity	NPC471599
0.75	Intermediate Similarity	NPC470013
0.7475	Intermediate Similarity	NPC244878
0.7474	Intermediate Similarity	NPC131209
0.7451	Intermediate Similarity	NPC153095
0.7447	Intermediate Similarity	NPC307092
0.74	Intermediate Similarity	NPC219038
0.7391	Intermediate Similarity	NPC21469
0.7374	Intermediate Similarity	NPC151093
0.7368	Intermediate Similarity	NPC117596
0.7363	Intermediate Similarity	NPC52923
0.7347	Intermediate Similarity	NPC306041
0.734	Intermediate Similarity	NPC473658
0.7333	Intermediate Similarity	NPC24417
0.732	Intermediate Similarity	NPC198853
0.732	Intermediate Similarity	NPC477131
0.7292	Intermediate Similarity	NPC472125
0.7292	Intermediate Similarity	NPC473321
0.7292	Intermediate Similarity	NPC133698
0.7292	Intermediate Similarity	NPC472126
0.7292	Intermediate Similarity	NPC472124
0.7283	Intermediate Similarity	NPC476804
0.7273	Intermediate Similarity	NPC7563
0.7273	Intermediate Similarity	NPC116177
0.7273	Intermediate Similarity	NPC320630
0.7263	Intermediate Similarity	NPC268298
0.7263	Intermediate Similarity	NPC87306
0.7263	Intermediate Similarity	NPC474032
0.7263	Intermediate Similarity	NPC295312
0.7263	Intermediate Similarity	NPC51358
0.7255	Intermediate Similarity	NPC475928
0.7253	Intermediate Similarity	NPC229825
0.7245	Intermediate Similarity	NPC170204
0.7245	Intermediate Similarity	NPC469543
0.7245	Intermediate Similarity	NPC304886
0.7245	Intermediate Similarity	NPC52044
0.7228	Intermediate Similarity	NPC98859
0.7228	Intermediate Similarity	NPC4637
0.7216	Intermediate Similarity	NPC475912
0.7216	Intermediate Similarity	NPC135776
0.72	Intermediate Similarity	NPC473307
0.7191	Intermediate Similarity	NPC108816
0.7191	Intermediate Similarity	NPC196653
0.7191	Intermediate Similarity	NPC93763
0.7191	Intermediate Similarity	NPC471465
0.7188	Intermediate Similarity	NPC270908
0.7188	Intermediate Similarity	NPC231710
0.7188	Intermediate Similarity	NPC71533
0.7188	Intermediate Similarity	NPC470573
0.7188	Intermediate Similarity	NPC129419
0.7188	Intermediate Similarity	NPC475855
0.7188	Intermediate Similarity	NPC65665
0.7188	Intermediate Similarity	NPC106510
0.7188	Intermediate Similarity	NPC473619
0.7188	Intermediate Similarity	NPC216826
0.7188	Intermediate Similarity	NPC120021
0.7188	Intermediate Similarity	NPC473455
0.7188	Intermediate Similarity	NPC307699
0.7184	Intermediate Similarity	NPC305157
0.7184	Intermediate Similarity	NPC307846
0.7184	Intermediate Similarity	NPC474917
0.7174	Intermediate Similarity	NPC116543
0.7174	Intermediate Similarity	NPC169575
0.7174	Intermediate Similarity	NPC40746
0.7174	Intermediate Similarity	NPC131669
0.7174	Intermediate Similarity	NPC250315
0.7174	Intermediate Similarity	NPC473390
0.7159	Intermediate Similarity	NPC68819
0.7158	Intermediate Similarity	NPC202672
0.7158	Intermediate Similarity	NPC91248
0.7158	Intermediate Similarity	NPC26078
0.7158	Intermediate Similarity	NPC475819
0.7157	Intermediate Similarity	NPC86077
0.7157	Intermediate Similarity	NPC106668
0.7143	Intermediate Similarity	NPC81386
0.7143	Intermediate Similarity	NPC303942
0.7143	Intermediate Similarity	NPC52861
0.7143	Intermediate Similarity	NPC57405
0.7143	Intermediate Similarity	NPC475960
0.7143	Intermediate Similarity	NPC474035
0.7126	Intermediate Similarity	NPC114727
0.7126	Intermediate Similarity	NPC476590
0.7115	Intermediate Similarity	NPC243998
0.7115	Intermediate Similarity	NPC170432
0.7113	Intermediate Similarity	NPC30515
0.7113	Intermediate Similarity	NPC9447
0.7111	Intermediate Similarity	NPC167881
0.7111	Intermediate Similarity	NPC321728
0.7111	Intermediate Similarity	NPC98557
0.7111	Intermediate Similarity	NPC323472
0.71	Intermediate Similarity	NPC153559
0.71	Intermediate Similarity	NPC161493
0.7097	Intermediate Similarity	NPC219966
0.7097	Intermediate Similarity	NPC472958
0.7097	Intermediate Similarity	NPC136699
0.7097	Intermediate Similarity	NPC472957
0.7097	Intermediate Similarity	NPC114979
0.7097	Intermediate Similarity	NPC32676
0.7097	Intermediate Similarity	NPC158756
0.7097	Intermediate Similarity	NPC96259
0.7097	Intermediate Similarity	NPC141193
0.7097	Intermediate Similarity	NPC220167
0.7097	Intermediate Similarity	NPC191476
0.7087	Intermediate Similarity	NPC27687
0.7071	Intermediate Similarity	NPC101051
0.7071	Intermediate Similarity	NPC241407
0.7071	Intermediate Similarity	NPC14961
0.7071	Intermediate Similarity	NPC477922
0.7071	Intermediate Similarity	NPC67584
0.7071	Intermediate Similarity	NPC291709
0.7071	Intermediate Similarity	NPC36954
0.7071	Intermediate Similarity	NPC270013
0.7071	Intermediate Similarity	NPC170120
0.7071	Intermediate Similarity	NPC471142
0.7053	Intermediate Similarity	NPC473248
0.7053	Intermediate Similarity	NPC160138
0.7053	Intermediate Similarity	NPC237540
0.7053	Intermediate Similarity	NPC74139
0.7048	Intermediate Similarity	NPC148270
0.7048	Intermediate Similarity	NPC80338
0.7048	Intermediate Similarity	NPC197813
0.7041	Intermediate Similarity	NPC475838
0.7041	Intermediate Similarity	NPC288240
0.7041	Intermediate Similarity	NPC162205
0.7041	Intermediate Similarity	NPC179746
0.7041	Intermediate Similarity	NPC228451
0.7041	Intermediate Similarity	NPC295204
0.7041	Intermediate Similarity	NPC125674
0.7041	Intermediate Similarity	NPC273579
0.7041	Intermediate Similarity	NPC81419
0.7041	Intermediate Similarity	NPC476049
0.703	Intermediate Similarity	NPC472015
0.703	Intermediate Similarity	NPC221615
0.703	Intermediate Similarity	NPC23364
0.703	Intermediate Similarity	NPC124181
0.7024	Intermediate Similarity	NPC59442
0.7021	Intermediate Similarity	NPC137033
0.7021	Intermediate Similarity	NPC67081
0.7021	Intermediate Similarity	NPC470755
0.7021	Intermediate Similarity	NPC255307
0.7021	Intermediate Similarity	NPC471223
0.7021	Intermediate Similarity	NPC165162
0.701	Intermediate Similarity	NPC51004
0.701	Intermediate Similarity	NPC37607
0.701	Intermediate Similarity	NPC301969
0.701	Intermediate Similarity	NPC476004
0.701	Intermediate Similarity	NPC474232
0.701	Intermediate Similarity	NPC144133
0.701	Intermediate Similarity	NPC474761
0.701	Intermediate Similarity	NPC179394
0.7	Intermediate Similarity	NPC264391
0.7	Intermediate Similarity	NPC161293
0.7	Intermediate Similarity	NPC213078
0.7	Intermediate Similarity	NPC54731
0.7	Intermediate Similarity	NPC477921
0.7	Intermediate Similarity	NPC476315
0.7	Intermediate Similarity	NPC267231
0.699	Remote Similarity	NPC235369
0.699	Remote Similarity	NPC35185
0.699	Remote Similarity	NPC4899
0.699	Remote Similarity	NPC177013
0.699	Remote Similarity	NPC474730
0.6989	Remote Similarity	NPC59097
0.6981	Remote Similarity	NPC110701
0.6979	Remote Similarity	NPC137368
0.6979	Remote Similarity	NPC473151
0.6979	Remote Similarity	NPC153570

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 NPC142583 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	162
0.1-0.2	1946
0.2-0.3	3849
0.3-0.4	2246
0.4-0.5	775
0.5-0.6	136
0.6-0.7	34
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
0.6947	Remote Similarity	NPD4249	Approved
0.6875	Remote Similarity	NPD4250	Approved
0.6875	Remote Similarity	NPD4251	Approved
0.6809	Remote Similarity	NPD7154	Phase 3
0.6809	Remote Similarity	NPD6110	Phase 1
0.6809	Remote Similarity	NPD5362	Discontinued
0.6735	Remote Similarity	NPD1695	Approved
0.6727	Remote Similarity	NPD6053	Discontinued
0.6667	Remote Similarity	NPD46	Approved
0.6667	Remote Similarity	NPD5785	Approved
0.6667	Remote Similarity	NPD6698	Approved
0.6569	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD6371	Approved
0.6538	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6514	Remote Similarity	NPD6686	Approved
0.6495	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6495	Remote Similarity	NPD5363	Approved
0.6489	Remote Similarity	NPD4252	Approved
0.6489	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD4271	Approved
0.6452	Remote Similarity	NPD4268	Approved
0.6429	Remote Similarity	NPD5786	Approved
0.6422	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6392	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6354	Remote Similarity	NPD4270	Approved
0.6354	Remote Similarity	NPD4269	Approved
0.6327	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6321	Remote Similarity	NPD7639	Approved
0.6321	Remote Similarity	NPD7640	Approved
0.6316	Remote Similarity	NPD4822	Approved
0.6316	Remote Similarity	NPD4819	Approved
0.6316	Remote Similarity	NPD4821	Approved
0.6316	Remote Similarity	NPD4820	Approved
0.6289	Remote Similarity	NPD5332	Approved
0.6289	Remote Similarity	NPD5331	Approved
0.6275	Remote Similarity	NPD7637	Suspended
0.6275	Remote Similarity	NPD7983	Approved
0.6271	Remote Similarity	NPD8513	Phase 3
0.625	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.625	Remote Similarity	NPD4790	Discontinued
0.6226	Remote Similarity	NPD7638	Approved
0.6214	Remote Similarity	NPD5778	Approved
0.6214	Remote Similarity	NPD5779	Approved
0.6195	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD7838	Discovery
0.6154	Remote Similarity	NPD5282	Discontinued
0.6134	Remote Similarity	NPD8517	Approved
0.6134	Remote Similarity	NPD8516	Approved
0.6134	Remote Similarity	NPD8515	Approved
0.6082	Remote Similarity	NPD5369	Approved
0.6075	Remote Similarity	NPD4225	Approved
0.6038	Remote Similarity	NPD7839	Suspended
0.602	Remote Similarity	NPD5209	Approved
0.602	Remote Similarity	NPD6435	Approved
0.6	Remote Similarity	NPD7503	Approved
0.6	Remote Similarity	NPD4756	Discovery
0.5979	Remote Similarity	NPD5368	Approved
0.5963	Remote Similarity	NPD5344	Discontinued
0.5935	Remote Similarity	NPD7507	Approved
0.5932	Remote Similarity	NPD7115	Discovery
0.5905	Remote Similarity	NPD6399	Phase 3
0.5859	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.5842	Remote Similarity	NPD1694	Approved
0.581	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.5794	Remote Similarity	NPD7319	Approved
0.5769	Remote Similarity	NPD5370	Suspended
0.5766	Remote Similarity	NPD7632	Discontinued
0.5727	Remote Similarity	NPD6648	Approved
0.5702	Remote Similarity	NPD6412	Phase 2
0.5682	Remote Similarity	NPD368	Approved
0.5678	Remote Similarity	NPD4632	Approved
0.5667	Remote Similarity	NPD6009	Approved
0.5657	Remote Similarity	NPD7332	Phase 2
0.5645	Remote Similarity	NPD7642	Approved
0.5645	Remote Similarity	NPD7829	Approved
0.5645	Remote Similarity	NPD7830	Approved
0.5635	Remote Similarity	NPD8074	Phase 3
0.562	Remote Similarity	NPD7328	Approved
0.562	Remote Similarity	NPD7641	Discontinued
0.562	Remote Similarity	NPD7327	Approved
0.5619	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5619	Remote Similarity	NPD6101	Approved
0.5614	Remote Similarity	NPD6008	Approved
0.561	Remote Similarity	NPD8033	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