NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	818.65
Volume:	883.751
LogP:	10.393
LogD:	4.64
LogS:	-2.898
# Rotatable Bonds:	37
TPSA:	178.53
# H-Bond Aceptor:	11
# H-Bond Donor:	7
# Rings:	2
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.03
Synthetic Accessibility Score:	4.678
Fsp3:	1.0
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	2
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.55
MDCK Permeability:	1.3768283224635525e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.078
Human Intestinal Absorption (HIA):	0.051
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	0.936

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001
Plasma Protein Binding (PPB):	100.54087829589844%
Volume Distribution (VD):	1.21
Pgp-substrate:	1.8003305196762085%

ADMET: Metabolism

CYP1A2-inhibitor:	0.011
CYP1A2-substrate:	0.102
CYP2C19-inhibitor:	0.074
CYP2C19-substrate:	0.04
CYP2C9-inhibitor:	0.023
CYP2C9-substrate:	0.979
CYP2D6-inhibitor:	0.011
CYP2D6-substrate:	0.005
CYP3A4-inhibitor:	0.054
CYP3A4-substrate:	0.002

ADMET: Excretion

Clearance (CL):	3.32
Half-life (T1/2):	0.05

ADMET: Toxicity

hERG Blockers:	0.604
Human Hepatotoxicity (H-HT):	0.008
Drug-inuced Liver Injury (DILI):	0.01
AMES Toxicity:	0.333
Rat Oral Acute Toxicity:	0.007
Maximum Recommended Daily Dose:	0.002
Skin Sensitization:	0.978
Carcinogencity:	0.015
Eye Corrosion:	0.004
Eye Irritation:	0.278
Respiratory Toxicity:	0.467

Download Data

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

Natural Product: NPC477763

Natural Product ID:	NPC477763
*Common Name:**	(2R,3S,4S,5S,6S)-2-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-tetratriacontan-17-yloxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
IUPAC Name:	(2R,3S,4S,5S,6S)-2-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-tetratriacontan-17-yloxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:
Standard InCHIKey:	RBFZONZCFPUJDK-VTSCHHNCSA-N
Standard InCHI:	InChI=1S/C46H90O11/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-36(32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)54-45-43(53)41(51)44(38(35-48)56-45)57-46-42(52)40(50)39(49)37(34-47)55-46/h36-53H,3-35H2,1-2H3/t36?,37-,38-,39+,40-,41+,42-,43-,44-,45+,46+/m0/s1
SMILES:	CCCCCCCCCCCCCCCCCC(CCCCCCCCCCCCCCCC)O[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)CO)O[C@@H]2[C@H]([C@H]([C@@H]([C@@H](O2)CO)O)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	71717210
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0001766] Fatty acyl glycosides [CHEMONTID:0002125] Alkyl glycosides [CHEMONTID:0001754] Simplexides

*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
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	Caribbean	n.a.	PMID[10021943]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	Taiwan	n.a.	PMID[11277748]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15921424]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[23806071]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	China	n.a.	PMID[25115700]
NPO26409	Plakortis simplex	Species	Plakinidae	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
Others	4

Activity Type	# Activity
Cell Line	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2246	Cell Line	T-cells		Inhibition	=	43	%	PMID[10021943]
NPT2246	Cell Line	T-cells		Inhibition	=	79	%	PMID[10021943]

☑ 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 NPC477763 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	789
0.1-0.2	6281
0.2-0.3	16548
0.3-0.4	11047
0.4-0.5	5600
0.5-0.6	2027
0.6-0.7	250
0.7-0.8	93
0.8-0.85	26
0.85-0.9	15
0.9-0.95	15
0.95-1	6

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC477757
1.0	High Similarity	NPC477753
1.0	High Similarity	NPC477755
1.0	High Similarity	NPC477762
1.0	High Similarity	NPC477750
0.9464	High Similarity	NPC472025
0.9333	High Similarity	NPC471760
0.9333	High Similarity	NPC190418
0.9333	High Similarity	NPC471761
0.9286	High Similarity	NPC148424
0.918	High Similarity	NPC477764
0.918	High Similarity	NPC477751
0.918	High Similarity	NPC477756
0.918	High Similarity	NPC477752
0.9032	High Similarity	NPC477759
0.9032	High Similarity	NPC477760
0.9032	High Similarity	NPC477754
0.9032	High Similarity	NPC477761
0.9032	High Similarity	NPC477758
0.8929	High Similarity	NPC303727
0.8889	High Similarity	NPC67099
0.875	High Similarity	NPC165198
0.875	High Similarity	NPC145112
0.875	High Similarity	NPC157514
0.875	High Similarity	NPC89145
0.875	High Similarity	NPC269166
0.875	High Similarity	NPC242073
0.875	High Similarity	NPC107914
0.875	High Similarity	NPC58629
0.875	High Similarity	NPC67660
0.875	High Similarity	NPC246558
0.875	High Similarity	NPC211428
0.8644	High Similarity	NPC317023
0.8644	High Similarity	NPC34877
0.8644	High Similarity	NPC290179
0.8615	High Similarity	NPC53760
0.8615	High Similarity	NPC52268
0.8594	High Similarity	NPC97736
0.8594	High Similarity	NPC50228
0.8462	Intermediate Similarity	NPC241265
0.8462	Intermediate Similarity	NPC285003
0.8393	Intermediate Similarity	NPC124963
0.8393	Intermediate Similarity	NPC233726
0.8393	Intermediate Similarity	NPC326533
0.8393	Intermediate Similarity	NPC23134
0.8361	Intermediate Similarity	NPC472026
0.8358	Intermediate Similarity	NPC206823
0.8358	Intermediate Similarity	NPC225748
0.8358	Intermediate Similarity	NPC169085
0.8358	Intermediate Similarity	NPC39266
0.8358	Intermediate Similarity	NPC9763
0.8254	Intermediate Similarity	NPC6848
0.8154	Intermediate Similarity	NPC206601
0.8125	Intermediate Similarity	NPC76881
0.8125	Intermediate Similarity	NPC12040
0.8103	Intermediate Similarity	NPC130683
0.8103	Intermediate Similarity	NPC323361
0.8088	Intermediate Similarity	NPC163812
0.8088	Intermediate Similarity	NPC55652
0.8036	Intermediate Similarity	NPC42503
0.8036	Intermediate Similarity	NPC282143
0.8036	Intermediate Similarity	NPC299781
0.8036	Intermediate Similarity	NPC157193
0.8	Intermediate Similarity	NPC477350
0.7887	Intermediate Similarity	NPC476782
0.7887	Intermediate Similarity	NPC476783
0.7887	Intermediate Similarity	NPC216883
0.7887	Intermediate Similarity	NPC476781
0.7869	Intermediate Similarity	NPC219040
0.7857	Intermediate Similarity	NPC14144
0.7846	Intermediate Similarity	NPC147292
0.7826	Intermediate Similarity	NPC308096
0.7826	Intermediate Similarity	NPC291228
0.7794	Intermediate Similarity	NPC474078
0.7778	Intermediate Similarity	NPC281563
0.7778	Intermediate Similarity	NPC475425
0.7778	Intermediate Similarity	NPC113745
0.7778	Intermediate Similarity	NPC477328
0.7778	Intermediate Similarity	NPC477330
0.7778	Intermediate Similarity	NPC477325
0.7778	Intermediate Similarity	NPC146380
0.7778	Intermediate Similarity	NPC109887
0.7778	Intermediate Similarity	NPC477323
0.7778	Intermediate Similarity	NPC477326
0.7778	Intermediate Similarity	NPC477329
0.7778	Intermediate Similarity	NPC477320
0.7761	Intermediate Similarity	NPC250619
0.7714	Intermediate Similarity	NPC138273
0.7681	Intermediate Similarity	NPC185419
0.7681	Intermediate Similarity	NPC184550
0.7679	Intermediate Similarity	NPC277475
0.7679	Intermediate Similarity	NPC321087
0.7671	Intermediate Similarity	NPC158302
0.7671	Intermediate Similarity	NPC22742
0.7671	Intermediate Similarity	NPC477346
0.7671	Intermediate Similarity	NPC85759
0.7671	Intermediate Similarity	NPC146992
0.7671	Intermediate Similarity	NPC294748
0.7671	Intermediate Similarity	NPC477344
0.7586	Intermediate Similarity	NPC323574
0.7568	Intermediate Similarity	NPC267592
0.7538	Intermediate Similarity	NPC325773
0.7536	Intermediate Similarity	NPC471879
0.75	Intermediate Similarity	NPC285364
0.75	Intermediate Similarity	NPC279575
0.75	Intermediate Similarity	NPC289758
0.75	Intermediate Similarity	NPC92246
0.75	Intermediate Similarity	NPC255377
0.75	Intermediate Similarity	NPC69445
0.75	Intermediate Similarity	NPC165846
0.75	Intermediate Similarity	NPC21209
0.75	Intermediate Similarity	NPC176017
0.75	Intermediate Similarity	NPC73906
0.75	Intermediate Similarity	NPC199857
0.7467	Intermediate Similarity	NPC186992
0.7467	Intermediate Similarity	NPC224953
0.7467	Intermediate Similarity	NPC472201
0.7467	Intermediate Similarity	NPC184915
0.7467	Intermediate Similarity	NPC472203
0.7467	Intermediate Similarity	NPC115013
0.7467	Intermediate Similarity	NPC472205
0.7467	Intermediate Similarity	NPC477347
0.7467	Intermediate Similarity	NPC290012
0.7467	Intermediate Similarity	NPC477317
0.7467	Intermediate Similarity	NPC126685
0.7467	Intermediate Similarity	NPC259294
0.7467	Intermediate Similarity	NPC119583
0.7467	Intermediate Similarity	NPC476087
0.7467	Intermediate Similarity	NPC173328
0.7467	Intermediate Similarity	NPC472200
0.7467	Intermediate Similarity	NPC89843
0.7467	Intermediate Similarity	NPC475667
0.7467	Intermediate Similarity	NPC297768
0.7467	Intermediate Similarity	NPC44782
0.7467	Intermediate Similarity	NPC477331
0.7467	Intermediate Similarity	NPC269318
0.7467	Intermediate Similarity	NPC477318
0.7467	Intermediate Similarity	NPC477319
0.7467	Intermediate Similarity	NPC472204
0.7467	Intermediate Similarity	NPC27289
0.7467	Intermediate Similarity	NPC472202
0.7467	Intermediate Similarity	NPC475327
0.7467	Intermediate Similarity	NPC475270
0.7467	Intermediate Similarity	NPC169345
0.7467	Intermediate Similarity	NPC183888
0.7467	Intermediate Similarity	NPC307400
0.7467	Intermediate Similarity	NPC238056
0.7467	Intermediate Similarity	NPC143421
0.7467	Intermediate Similarity	NPC123204
0.7465	Intermediate Similarity	NPC308489
0.7465	Intermediate Similarity	NPC166250
0.746	Intermediate Similarity	NPC322855
0.746	Intermediate Similarity	NPC320032
0.7414	Intermediate Similarity	NPC82512
0.7344	Intermediate Similarity	NPC143326
0.7297	Intermediate Similarity	NPC272841
0.7273	Intermediate Similarity	NPC156089
0.7273	Intermediate Similarity	NPC470313
0.7273	Intermediate Similarity	NPC277570
0.7273	Intermediate Similarity	NPC472352
0.7273	Intermediate Similarity	NPC473500
0.7273	Intermediate Similarity	NPC38295
0.7273	Intermediate Similarity	NPC477332
0.7273	Intermediate Similarity	NPC60849
0.7231	Intermediate Similarity	NPC155457
0.72	Intermediate Similarity	NPC170595
0.7143	Intermediate Similarity	NPC320240
0.7143	Intermediate Similarity	NPC70756
0.7105	Intermediate Similarity	NPC471420
0.7101	Intermediate Similarity	NPC179823
0.7083	Intermediate Similarity	NPC470659
0.7083	Intermediate Similarity	NPC470660
0.7069	Intermediate Similarity	NPC252918
0.7069	Intermediate Similarity	NPC230789
0.7067	Intermediate Similarity	NPC177343
0.7015	Intermediate Similarity	NPC268243
0.7013	Intermediate Similarity	NPC21693
0.7013	Intermediate Similarity	NPC236649
0.6964	Remote Similarity	NPC298699
0.6964	Remote Similarity	NPC86191
0.6964	Remote Similarity	NPC134252
0.6964	Remote Similarity	NPC213159
0.6964	Remote Similarity	NPC291502
0.6964	Remote Similarity	NPC317182
0.6935	Remote Similarity	NPC314821
0.6935	Remote Similarity	NPC317626
0.6935	Remote Similarity	NPC317501
0.6933	Remote Similarity	NPC188793
0.6914	Remote Similarity	NPC470282
0.6912	Remote Similarity	NPC13143
0.6912	Remote Similarity	NPC294813
0.6912	Remote Similarity	NPC31496
0.6883	Remote Similarity	NPC163362
0.6883	Remote Similarity	NPC127295
0.6842	Remote Similarity	NPC150557
0.6835	Remote Similarity	NPC241959
0.6829	Remote Similarity	NPC470284
0.6818	Remote Similarity	NPC174485
0.6795	Remote Similarity	NPC16090
0.675	Remote Similarity	NPC125253

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 NPC477763 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	845
0.1-0.2	5056
0.2-0.3	2252
0.3-0.4	600
0.4-0.5	242
0.5-0.6	115
0.6-0.7	15
0.7-0.8	17
0.8-0.85	3
0.85-0.9	5
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.875	High Similarity	NPD888	Phase 3
0.875	High Similarity	NPD892	Phase 3
0.875	High Similarity	NPD893	Approved
0.875	High Similarity	NPD891	Phase 3
0.875	High Similarity	NPD890	Clinical (unspecified phase)
0.8571	High Similarity	NPD2269	Approved
0.8393	Intermediate Similarity	NPD904	Phase 3
0.8393	Intermediate Similarity	NPD905	Approved
0.8361	Intermediate Similarity	NPD6123	Approved
0.8103	Intermediate Similarity	NPD887	Approved
0.8103	Intermediate Similarity	NPD895	Approved
0.8103	Intermediate Similarity	NPD894	Approved
0.8103	Intermediate Similarity	NPD889	Approved
0.8	Intermediate Similarity	NPD2267	Suspended
0.7966	Intermediate Similarity	NPD7346	Approved
0.75	Intermediate Similarity	NPD8997	Approved
0.75	Intermediate Similarity	NPD8993	Phase 1
0.75	Intermediate Similarity	NPD8998	Phase 2
0.75	Intermediate Similarity	NPD8999	Phase 3
0.75	Intermediate Similarity	NPD9000	Phase 3
0.7302	Intermediate Similarity	NPD369	Approved
0.7241	Intermediate Similarity	NPD8965	Approved
0.7241	Intermediate Similarity	NPD8966	Approved
0.7083	Intermediate Similarity	NPD3181	Approved
0.7042	Intermediate Similarity	NPD7532	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD847	Phase 1
0.6964	Remote Similarity	NPD8788	Approved
0.6935	Remote Similarity	NPD9036	Phase 3
0.6935	Remote Similarity	NPD9035	Clinical (unspecified phase)
0.6753	Remote Similarity	NPD7329	Approved
0.662	Remote Similarity	NPD897	Approved
0.662	Remote Similarity	NPD898	Approved
0.662	Remote Similarity	NPD896	Approved
0.6607	Remote Similarity	NPD7536	Approved
0.6552	Remote Similarity	NPD9006	Approved
0.6533	Remote Similarity	NPD1811	Approved
0.6533	Remote Similarity	NPD1810	Approved
0.6512	Remote Similarity	NPD8171	Discontinued
0.6429	Remote Similarity	NPD1457	Discontinued
0.6308	Remote Similarity	NPD3730	Approved
0.6308	Remote Similarity	NPD3728	Approved
0.6279	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD885	Approved
0.6212	Remote Similarity	NPD884	Clinical (unspecified phase)
0.6167	Remote Similarity	NPD9219	Approved
0.6167	Remote Similarity	NPD9218	Clinical (unspecified phase)
0.6133	Remote Similarity	NPD2687	Approved
0.6133	Remote Similarity	NPD2686	Approved
0.6133	Remote Similarity	NPD2254	Approved
0.6066	Remote Similarity	NPD8994	Approved
0.6024	Remote Similarity	NPD3669	Approved
0.6024	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6	Remote Similarity	NPD9049	Discontinued
0.6	Remote Similarity	NPD3200	Clinical (unspecified phase)
0.6	Remote Similarity	NPD9050	Approved
0.5972	Remote Similarity	NPD371	Approved
0.5957	Remote Similarity	NPD8084	Approved
0.5957	Remote Similarity	NPD8086	Approved
0.5957	Remote Similarity	NPD8139	Approved
0.5957	Remote Similarity	NPD8085	Approved
0.5957	Remote Similarity	NPD8138	Approved
0.5957	Remote Similarity	NPD8083	Approved
0.5957	Remote Similarity	NPD8082	Approved
0.593	Remote Similarity	NPD3203	Approved
0.593	Remote Similarity	NPD3201	Approved
0.593	Remote Similarity	NPD3209	Approved
0.593	Remote Similarity	NPD3207	Approved
0.593	Remote Similarity	NPD3208	Approved
0.593	Remote Similarity	NPD3202	Approved
0.5895	Remote Similarity	NPD8276	Approved
0.5895	Remote Similarity	NPD8275	Approved
0.5846	Remote Similarity	NPD1400	Approved
0.5846	Remote Similarity	NPD1399	Approved
0.5833	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD8081	Approved
0.5833	Remote Similarity	NPD8958	Phase 2
0.5833	Remote Similarity	NPD8957	Approved
0.5833	Remote Similarity	NPD8961	Approved
0.5795	Remote Similarity	NPD5797	Approved
0.5795	Remote Similarity	NPD5796	Clinical (unspecified phase)
0.5795	Remote Similarity	NPD5794	Approved
0.5795	Remote Similarity	NPD5795	Approved
0.5795	Remote Similarity	NPD5798	Approved
0.5789	Remote Similarity	NPD9445	Approved
0.5773	Remote Similarity	NPD8393	Approved
0.5747	Remote Similarity	NPD2698	Approved
0.5714	Remote Similarity	NPD9053	Approved
0.5714	Remote Similarity	NPD8307	Discontinued
0.5714	Remote Similarity	NPD9051	Approved
0.5714	Remote Similarity	NPD8140	Approved
0.5714	Remote Similarity	NPD9052	Approved
0.56	Remote Similarity	NPD8305	Approved
0.56	Remote Similarity	NPD9033	Approved
0.56	Remote Similarity	NPD9031	Approved
0.56	Remote Similarity	NPD9032	Approved
0.56	Remote Similarity	NPD9030	Approved
0.56	Remote Similarity	NPD8306	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