NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	234.16
Volume:	260.554
LogP:	2.367
LogD:	3.226
LogS:	-3.248
# Rotatable Bonds:	3
TPSA:	34.14
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.702
Synthetic Accessibility Score:	4.274
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:	-4.633
MDCK Permeability:	1.9952478396589868e-05
Pgp-inhibitor:	0.969
Pgp-substrate:	0.354
Human Intestinal Absorption (HIA):	0.017
20% Bioavailability (F20%):	0.227
30% Bioavailability (F30%):	0.135

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.7
Plasma Protein Binding (PPB):	72.27920532226562%
Volume Distribution (VD):	0.496
Pgp-substrate:	33.059505462646484%

ADMET: Metabolism

CYP1A2-inhibitor:	0.33
CYP1A2-substrate:	0.527
CYP2C19-inhibitor:	0.63
CYP2C19-substrate:	0.889
CYP2C9-inhibitor:	0.095
CYP2C9-substrate:	0.176
CYP2D6-inhibitor:	0.049
CYP2D6-substrate:	0.447
CYP3A4-inhibitor:	0.11
CYP3A4-substrate:	0.499

ADMET: Excretion

Clearance (CL):	10.708
Half-life (T1/2):	0.878

ADMET: Toxicity

hERG Blockers:	0.03
Human Hepatotoxicity (H-HT):	0.154
Drug-inuced Liver Injury (DILI):	0.516
AMES Toxicity:	0.02
Rat Oral Acute Toxicity:	0.867
Maximum Recommended Daily Dose:	0.347
Skin Sensitization:	0.928
Carcinogencity:	0.916
Eye Corrosion:	0.669
Eye Irritation:	0.77
Respiratory Toxicity:	0.972

Download Data

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

Natural Product: NPC192427

Natural Product ID:	NPC192427
*Common Name:**	(1S,6R,7S)-6-Methyl-7-(3-Oxobutyl)-3-Propan-2-Ylidenebicyclo[4.1.0]Heptan-4-One
IUPAC Name:	(1S,6R,7S)-6-methyl-7-(3-oxobutyl)-3-propan-2-ylidenebicyclo[4.1.0]heptan-4-one
Synonyms:
Standard InCHIKey:	HUZJLWLCLJEXEL-KCQAQPDRSA-N
Standard InCHI:	InChI=1S/C15H22O2/c1-9(2)11-7-13-12(6-5-10(3)16)15(13,4)8-14(11)17/h12-13H,5-8H2,1-4H3/t12-,13-,15+/m0/s1
SMILES:	CC(=O)CC[C@H]1[C@H]2[C@]1(C)CC(=O)C(=C(C)C)C2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL116410
PubChem CID:	14632995
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] 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
NPO33283	zedoariae rhizoma	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[9871681]

☑ 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
Others	4

Activity Type	# Activity
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	90.1	%	PMID[495361]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	88.0	%	PMID[495361]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	-12.2	%	PMID[495361]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	13.0	%	PMID[495361]

☑ 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 NPC192427 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	210
0.1-0.2	3297
0.2-0.3	16695
0.3-0.4	11993
0.4-0.5	7100
0.5-0.6	2803
0.6-0.7	523
0.7-0.8	65
0.8-0.85	8
0.85-0.9	1
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.8667	High Similarity	NPC285371
0.8596	High Similarity	NPC115385
0.8475	Intermediate Similarity	NPC127582
0.8448	Intermediate Similarity	NPC56905
0.8448	Intermediate Similarity	NPC27610
0.8333	Intermediate Similarity	NPC116906
0.8197	Intermediate Similarity	NPC472306
0.8182	Intermediate Similarity	NPC236623
0.8113	Intermediate Similarity	NPC14917
0.8113	Intermediate Similarity	NPC236355
0.8113	Intermediate Similarity	NPC4079
0.8065	Intermediate Similarity	NPC212210
0.8065	Intermediate Similarity	NPC475124
0.8033	Intermediate Similarity	NPC60565
0.8033	Intermediate Similarity	NPC213152
0.8	Intermediate Similarity	NPC472304
0.8	Intermediate Similarity	NPC259261
0.8	Intermediate Similarity	NPC276764
0.7937	Intermediate Similarity	NPC470329
0.7903	Intermediate Similarity	NPC288253
0.7895	Intermediate Similarity	NPC474141
0.7879	Intermediate Similarity	NPC246722
0.7879	Intermediate Similarity	NPC151045
0.7846	Intermediate Similarity	NPC260474
0.7846	Intermediate Similarity	NPC188292
0.7846	Intermediate Similarity	NPC155198
0.7833	Intermediate Similarity	NPC94991
0.7833	Intermediate Similarity	NPC311852
0.7833	Intermediate Similarity	NPC266295
0.7794	Intermediate Similarity	NPC255021
0.7778	Intermediate Similarity	NPC6697
0.7761	Intermediate Similarity	NPC5701
0.7759	Intermediate Similarity	NPC250539
0.7727	Intermediate Similarity	NPC139397
0.7705	Intermediate Similarity	NPC96551
0.7705	Intermediate Similarity	NPC285594
0.7692	Intermediate Similarity	NPC475523
0.7667	Intermediate Similarity	NPC193695
0.7656	Intermediate Similarity	NPC251118
0.7627	Intermediate Similarity	NPC275472
0.7627	Intermediate Similarity	NPC200258
0.7619	Intermediate Similarity	NPC197238
0.7619	Intermediate Similarity	NPC165695
0.7619	Intermediate Similarity	NPC32285
0.7619	Intermediate Similarity	NPC202118
0.7612	Intermediate Similarity	NPC307176
0.7612	Intermediate Similarity	NPC251929
0.7612	Intermediate Similarity	NPC2634
0.7612	Intermediate Similarity	NPC260040
0.7612	Intermediate Similarity	NPC265782
0.7586	Intermediate Similarity	NPC268564
0.7581	Intermediate Similarity	NPC25853
0.7576	Intermediate Similarity	NPC310992
0.7576	Intermediate Similarity	NPC87141
0.7571	Intermediate Similarity	NPC69408
0.7541	Intermediate Similarity	NPC308108
0.7541	Intermediate Similarity	NPC30215
0.7541	Intermediate Similarity	NPC170799
0.75	Intermediate Similarity	NPC21944
0.75	Intermediate Similarity	NPC473902
0.75	Intermediate Similarity	NPC223187
0.75	Intermediate Similarity	NPC54123
0.75	Intermediate Similarity	NPC474562
0.75	Intermediate Similarity	NPC20603
0.75	Intermediate Similarity	NPC190035
0.75	Intermediate Similarity	NPC469662
0.75	Intermediate Similarity	NPC133253
0.7463	Intermediate Similarity	NPC256846
0.746	Intermediate Similarity	NPC475795
0.746	Intermediate Similarity	NPC97322
0.7458	Intermediate Similarity	NPC202850
0.7458	Intermediate Similarity	NPC63396
0.7429	Intermediate Similarity	NPC255650
0.7424	Intermediate Similarity	NPC290350
0.7424	Intermediate Similarity	NPC4370
0.7414	Intermediate Similarity	NPC22182
0.7391	Intermediate Similarity	NPC303613
0.7391	Intermediate Similarity	NPC56747
0.7391	Intermediate Similarity	NPC130016
0.7391	Intermediate Similarity	NPC474228
0.7391	Intermediate Similarity	NPC109576
0.7391	Intermediate Similarity	NPC180015
0.7377	Intermediate Similarity	NPC230823
0.7377	Intermediate Similarity	NPC267626
0.7377	Intermediate Similarity	NPC49575
0.7377	Intermediate Similarity	NPC55004
0.7368	Intermediate Similarity	NPC32351
0.7368	Intermediate Similarity	NPC228776
0.7353	Intermediate Similarity	NPC159577
0.7353	Intermediate Similarity	NPC35734
0.7353	Intermediate Similarity	NPC214770
0.7353	Intermediate Similarity	NPC282593
0.7353	Intermediate Similarity	NPC477856
0.7344	Intermediate Similarity	NPC167256
0.7302	Intermediate Similarity	NPC270042
0.7288	Intermediate Similarity	NPC23117
0.7288	Intermediate Similarity	NPC296311
0.7286	Intermediate Similarity	NPC470299
0.7286	Intermediate Similarity	NPC309852
0.7286	Intermediate Similarity	NPC20025
0.7286	Intermediate Similarity	NPC474797
0.7286	Intermediate Similarity	NPC329866
0.7286	Intermediate Similarity	NPC474796
0.7258	Intermediate Similarity	NPC60772
0.7246	Intermediate Similarity	NPC115023
0.7246	Intermediate Similarity	NPC304983
0.7246	Intermediate Similarity	NPC305501
0.7246	Intermediate Similarity	NPC181204
0.7241	Intermediate Similarity	NPC27438
0.7241	Intermediate Similarity	NPC64866
0.7231	Intermediate Similarity	NPC4638
0.7206	Intermediate Similarity	NPC477857
0.7206	Intermediate Similarity	NPC286814
0.7183	Intermediate Similarity	NPC469803
0.7183	Intermediate Similarity	NPC473171
0.7183	Intermediate Similarity	NPC65650
0.7183	Intermediate Similarity	NPC476346
0.7164	Intermediate Similarity	NPC220210
0.7164	Intermediate Similarity	NPC20181
0.7143	Intermediate Similarity	NPC143834
0.7143	Intermediate Similarity	NPC470045
0.7143	Intermediate Similarity	NPC470044
0.7143	Intermediate Similarity	NPC251705
0.7083	Intermediate Similarity	NPC469796
0.7083	Intermediate Similarity	NPC180886
0.7083	Intermediate Similarity	NPC92080
0.7083	Intermediate Similarity	NPC469793
0.7083	Intermediate Similarity	NPC263582
0.7083	Intermediate Similarity	NPC1254
0.7059	Intermediate Similarity	NPC142754
0.7059	Intermediate Similarity	NPC296697
0.7059	Intermediate Similarity	NPC82477
0.7059	Intermediate Similarity	NPC39157
0.7059	Intermediate Similarity	NPC20610
0.7027	Intermediate Similarity	NPC476177
0.7015	Intermediate Similarity	NPC96812
0.7015	Intermediate Similarity	NPC107704
0.7015	Intermediate Similarity	NPC189917
0.7015	Intermediate Similarity	NPC168824
0.7015	Intermediate Similarity	NPC323005
0.7015	Intermediate Similarity	NPC39462
0.7	Intermediate Similarity	NPC14002
0.7	Intermediate Similarity	NPC225467
0.7	Intermediate Similarity	NPC69898
0.7	Intermediate Similarity	NPC234707
0.7	Intermediate Similarity	NPC45283
0.7	Intermediate Similarity	NPC295777
0.7	Intermediate Similarity	NPC84790
0.6986	Remote Similarity	NPC197659
0.6986	Remote Similarity	NPC97377
0.6986	Remote Similarity	NPC165711
0.6986	Remote Similarity	NPC472300
0.6986	Remote Similarity	NPC266193
0.6986	Remote Similarity	NPC257666
0.6974	Remote Similarity	NPC93590
0.697	Remote Similarity	NPC150162
0.697	Remote Similarity	NPC52449
0.697	Remote Similarity	NPC169275
0.6957	Remote Similarity	NPC61702
0.6957	Remote Similarity	NPC182815
0.6957	Remote Similarity	NPC162867
0.6944	Remote Similarity	NPC293803
0.6944	Remote Similarity	NPC114236
0.6935	Remote Similarity	NPC473733
0.6912	Remote Similarity	NPC263161
0.6909	Remote Similarity	NPC171783
0.6901	Remote Similarity	NPC474488
0.6901	Remote Similarity	NPC247586
0.6892	Remote Similarity	NPC189485
0.6892	Remote Similarity	NPC228911
0.6892	Remote Similarity	NPC23778
0.6892	Remote Similarity	NPC115515
0.6892	Remote Similarity	NPC275494
0.6892	Remote Similarity	NPC471409
0.6892	Remote Similarity	NPC30321
0.6892	Remote Similarity	NPC62336
0.6892	Remote Similarity	NPC469996
0.6892	Remote Similarity	NPC476808
0.6885	Remote Similarity	NPC5626
0.6866	Remote Similarity	NPC268039
0.6866	Remote Similarity	NPC61473
0.6857	Remote Similarity	NPC40574
0.6857	Remote Similarity	NPC173321
0.6849	Remote Similarity	NPC470525
0.6849	Remote Similarity	NPC182848
0.6842	Remote Similarity	NPC8610
0.6842	Remote Similarity	NPC262558
0.6833	Remote Similarity	NPC471751
0.6812	Remote Similarity	NPC469688
0.6806	Remote Similarity	NPC167049
0.6806	Remote Similarity	NPC469691
0.6806	Remote Similarity	NPC211641
0.6806	Remote Similarity	NPC128346
0.6806	Remote Similarity	NPC219232
0.68	Remote Similarity	NPC308038
0.68	Remote Similarity	NPC90965
0.68	Remote Similarity	NPC192329
0.68	Remote Similarity	NPC27817
0.68	Remote Similarity	NPC170793
0.68	Remote Similarity	NPC229204

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 NPC192427 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	215
0.1-0.2	3307
0.2-0.3	4137
0.3-0.4	1003
0.4-0.5	353
0.5-0.6	117
0.6-0.7	16
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
0.7727	Intermediate Similarity	NPD4137	Phase 3
0.7612	Intermediate Similarity	NPD4747	Approved
0.7612	Intermediate Similarity	NPD4691	Approved
0.7541	Intermediate Similarity	NPD287	Approved
0.75	Intermediate Similarity	NPD5276	Approved
0.7286	Intermediate Similarity	NPD4058	Approved
0.7286	Intermediate Similarity	NPD5733	Approved
0.7286	Intermediate Similarity	NPD4687	Approved
0.7059	Intermediate Similarity	NPD3621	Clinical (unspecified phase)
0.6892	Remote Similarity	NPD3617	Approved
0.6866	Remote Similarity	NPD7341	Phase 2
0.6711	Remote Similarity	NPD4695	Discontinued
0.6623	Remote Similarity	NPD8028	Phase 2
0.6538	Remote Similarity	NPD4221	Approved
0.6538	Remote Similarity	NPD4223	Phase 3
0.6522	Remote Similarity	NPD7331	Phase 2
0.6508	Remote Similarity	NPD4627	Clinical (unspecified phase)
0.6456	Remote Similarity	NPD3527	Clinical (unspecified phase)
0.6375	Remote Similarity	NPD3133	Approved
0.6375	Remote Similarity	NPD3666	Approved
0.6375	Remote Similarity	NPD4197	Approved
0.6375	Remote Similarity	NPD3665	Phase 1
0.6296	Remote Similarity	NPD5329	Approved
0.622	Remote Similarity	NPD4138	Approved
0.622	Remote Similarity	NPD4688	Approved
0.622	Remote Similarity	NPD5280	Approved
0.622	Remote Similarity	NPD6409	Approved
0.622	Remote Similarity	NPD5279	Phase 3
0.622	Remote Similarity	NPD4689	Approved
0.622	Remote Similarity	NPD5330	Approved
0.622	Remote Similarity	NPD7521	Approved
0.622	Remote Similarity	NPD4519	Discontinued
0.622	Remote Similarity	NPD4623	Approved
0.622	Remote Similarity	NPD4690	Approved
0.622	Remote Similarity	NPD5690	Phase 2
0.622	Remote Similarity	NPD6684	Approved
0.622	Remote Similarity	NPD3618	Phase 1
0.622	Remote Similarity	NPD4693	Phase 3
0.622	Remote Similarity	NPD7334	Approved
0.622	Remote Similarity	NPD5205	Approved
0.622	Remote Similarity	NPD4694	Approved
0.622	Remote Similarity	NPD7146	Approved
0.622	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6203	Remote Similarity	NPD4139	Approved
0.6203	Remote Similarity	NPD4692	Approved
0.6163	Remote Similarity	NPD5133	Approved
0.6145	Remote Similarity	NPD3573	Approved
0.6125	Remote Similarity	NPD3667	Approved
0.6125	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6098	Remote Similarity	NPD1694	Approved
0.6092	Remote Similarity	NPD6001	Approved
0.6071	Remote Similarity	NPD6672	Approved
0.6071	Remote Similarity	NPD5737	Approved
0.6071	Remote Similarity	NPD5208	Approved
0.6071	Remote Similarity	NPD6903	Approved
0.6071	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6023	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6	Remote Similarity	NPD6080	Approved
0.6	Remote Similarity	NPD6673	Approved
0.6	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6	Remote Similarity	NPD345	Approved
0.6	Remote Similarity	NPD5328	Approved
0.6	Remote Similarity	NPD4753	Phase 2
0.6	Remote Similarity	NPD344	Approved
0.6	Remote Similarity	NPD6904	Approved
0.6	Remote Similarity	NPD343	Approved
0.5976	Remote Similarity	NPD4786	Approved
0.5976	Remote Similarity	NPD3668	Phase 3
0.5942	Remote Similarity	NPD4192	Approved
0.5942	Remote Similarity	NPD4191	Approved
0.5942	Remote Similarity	NPD4193	Approved
0.5942	Remote Similarity	NPD4194	Approved
0.593	Remote Similarity	NPD5207	Approved
0.593	Remote Similarity	NPD4096	Approved
0.593	Remote Similarity	NPD5692	Phase 3
0.5904	Remote Similarity	NPD1696	Phase 3
0.5889	Remote Similarity	NPD5959	Approved
0.5882	Remote Similarity	NPD4518	Approved
0.5875	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.5862	Remote Similarity	NPD5694	Approved
0.5862	Remote Similarity	NPD5284	Approved
0.5862	Remote Similarity	NPD6079	Approved
0.5862	Remote Similarity	NPD5281	Approved
0.5862	Remote Similarity	NPD6050	Approved
0.5862	Remote Similarity	NPD5693	Phase 1
0.5862	Remote Similarity	NPD7515	Phase 2
0.5857	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD6098	Approved
0.5795	Remote Similarity	NPD4202	Approved
0.575	Remote Similarity	NPD4195	Approved
0.5732	Remote Similarity	NPD5209	Approved
0.573	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.573	Remote Similarity	NPD7900	Approved
0.573	Remote Similarity	NPD7748	Approved
0.5667	Remote Similarity	NPD5210	Approved
0.5667	Remote Similarity	NPD5654	Approved
0.5667	Remote Similarity	NPD5695	Phase 3
0.5667	Remote Similarity	NPD4629	Approved
0.5663	Remote Similarity	NPD4788	Approved
0.5641	Remote Similarity	NPD8039	Approved
0.5625	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.5616	Remote Similarity	NPD3704	Approved
0.5616	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.5604	Remote Similarity	NPD7732	Phase 3
0.5604	Remote Similarity	NPD4697	Phase 3
0.5604	Remote Similarity	NPD7614	Phase 1
0.5604	Remote Similarity	NPD5221	Approved
0.5604	Remote Similarity	NPD5222	Approved
0.5604	Remote Similarity	NPD5220	Clinical (unspecified phase)

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