NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	846.68
Volume:	918.343
LogP:	11.126
LogD:	4.965
LogS:	-2.902
# Rotatable Bonds:	38
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:	4.801
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:	-5.527
MDCK Permeability:	1.477420596529555e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.063
Human Intestinal Absorption (HIA):	0.026
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	0.89

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001
Plasma Protein Binding (PPB):	100.71837615966797%
Volume Distribution (VD):	1.332
Pgp-substrate:	1.6337534189224243%

ADMET: Metabolism

CYP1A2-inhibitor:	0.006
CYP1A2-substrate:	0.097
CYP2C19-inhibitor:	0.069
CYP2C19-substrate:	0.041
CYP2C9-inhibitor:	0.025
CYP2C9-substrate:	0.988
CYP2D6-inhibitor:	0.004
CYP2D6-substrate:	0.003
CYP3A4-inhibitor:	0.048
CYP3A4-substrate:	0.002

ADMET: Excretion

Clearance (CL):	3.075
Half-life (T1/2):	0.026

ADMET: Toxicity

hERG Blockers:	0.573
Human Hepatotoxicity (H-HT):	0.009
Drug-inuced Liver Injury (DILI):	0.012
AMES Toxicity:	0.252
Rat Oral Acute Toxicity:	0.005
Maximum Recommended Daily Dose:	0.002
Skin Sensitization:	0.976
Carcinogencity:	0.012
Eye Corrosion:	0.004
Eye Irritation:	0.129
Respiratory Toxicity:	0.469

Download Data

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

Natural Product: NPC477756

Natural Product ID:	NPC477756
*Common Name:**	(3S,4S,5S,6S)-2-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(2-methylpentatriacontan-17-yloxy)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
IUPAC Name:	(3S,4S,5S,6S)-2-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(2-methylpentatriacontan-17-yloxy)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:
Standard InCHIKey:	OQTWCBQJEFWOSV-CBJCAYBESA-N
Standard InCHI:	InChI=1S/C48H94O11/c1-4-5-6-7-8-9-10-11-12-13-14-18-21-24-27-30-33-38(34-31-28-25-22-19-16-15-17-20-23-26-29-32-37(2)3)56-47-45(55)43(53)46(40(36-50)58-47)59-48-44(54)42(52)41(51)39(35-49)57-48/h37-55H,4-36H2,1-3H3/t38?,39-,40-,41+,42-,43+,44-,45-,46-,47+,48?/m0/s1
SMILES:	CCCCCCCCCCCCCCCCCCC(CCCCCCCCCCCCCCC(C)C)O[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)CO)OC2[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:	71716001
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 NPC477756 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	520
0.1-0.2	4563
0.2-0.3	14644
0.3-0.4	11245
0.4-0.5	7450
0.5-0.6	3402
0.6-0.7	713
0.7-0.8	120
0.8-0.85	19
0.85-0.9	6
0.9-0.95	6
0.95-1	9

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC477752
1.0	High Similarity	NPC477764
1.0	High Similarity	NPC477751
0.9839	High Similarity	NPC477758
0.9839	High Similarity	NPC477754
0.9839	High Similarity	NPC477760
0.9839	High Similarity	NPC477761
0.9839	High Similarity	NPC477759
0.918	High Similarity	NPC477753
0.918	High Similarity	NPC477762
0.918	High Similarity	NPC477757
0.918	High Similarity	NPC477755
0.918	High Similarity	NPC477763
0.918	High Similarity	NPC477750
0.8689	High Similarity	NPC472025
0.8615	High Similarity	NPC471760
0.8615	High Similarity	NPC190418
0.8615	High Similarity	NPC471761
0.8525	High Similarity	NPC148424
0.8429	Intermediate Similarity	NPC138273
0.8281	Intermediate Similarity	NPC472026
0.8261	Intermediate Similarity	NPC471879
0.8235	Intermediate Similarity	NPC67099
0.8197	Intermediate Similarity	NPC303727
0.8194	Intermediate Similarity	NPC279575
0.8169	Intermediate Similarity	NPC308489
0.8169	Intermediate Similarity	NPC166250
0.8116	Intermediate Similarity	NPC211428
0.8033	Intermediate Similarity	NPC107914
0.8033	Intermediate Similarity	NPC165198
0.8033	Intermediate Similarity	NPC269166
0.8033	Intermediate Similarity	NPC58629
0.8033	Intermediate Similarity	NPC67660
0.8033	Intermediate Similarity	NPC89145
0.8033	Intermediate Similarity	NPC242073
0.8033	Intermediate Similarity	NPC145112
0.8033	Intermediate Similarity	NPC246558
0.8033	Intermediate Similarity	NPC157514
0.8	Intermediate Similarity	NPC52268
0.8	Intermediate Similarity	NPC53760
0.7973	Intermediate Similarity	NPC272841
0.7971	Intermediate Similarity	NPC50228
0.7971	Intermediate Similarity	NPC97736
0.7969	Intermediate Similarity	NPC34877
0.7969	Intermediate Similarity	NPC290179
0.7969	Intermediate Similarity	NPC317023
0.7867	Intermediate Similarity	NPC85759
0.7867	Intermediate Similarity	NPC477344
0.7867	Intermediate Similarity	NPC170595
0.7867	Intermediate Similarity	NPC477346
0.7867	Intermediate Similarity	NPC158302
0.7867	Intermediate Similarity	NPC146992
0.7867	Intermediate Similarity	NPC294748
0.7867	Intermediate Similarity	NPC22742
0.7857	Intermediate Similarity	NPC285003
0.7857	Intermediate Similarity	NPC241265
0.7826	Intermediate Similarity	NPC179823
0.7812	Intermediate Similarity	NPC219040
0.7778	Intermediate Similarity	NPC9763
0.7778	Intermediate Similarity	NPC39266
0.7778	Intermediate Similarity	NPC169085
0.7778	Intermediate Similarity	NPC225748
0.7778	Intermediate Similarity	NPC470660
0.7778	Intermediate Similarity	NPC470659
0.7778	Intermediate Similarity	NPC308096
0.7778	Intermediate Similarity	NPC206823
0.7778	Intermediate Similarity	NPC291228
0.7733	Intermediate Similarity	NPC177343
0.7705	Intermediate Similarity	NPC233726
0.7705	Intermediate Similarity	NPC124963
0.7705	Intermediate Similarity	NPC326533
0.7705	Intermediate Similarity	NPC23134
0.7662	Intermediate Similarity	NPC269318
0.7662	Intermediate Similarity	NPC472203
0.7662	Intermediate Similarity	NPC186992
0.7662	Intermediate Similarity	NPC472200
0.7662	Intermediate Similarity	NPC475270
0.7662	Intermediate Similarity	NPC477347
0.7662	Intermediate Similarity	NPC307400
0.7662	Intermediate Similarity	NPC89843
0.7662	Intermediate Similarity	NPC126685
0.7662	Intermediate Similarity	NPC238056
0.7662	Intermediate Similarity	NPC44782
0.7662	Intermediate Similarity	NPC477331
0.7662	Intermediate Similarity	NPC477318
0.7662	Intermediate Similarity	NPC477319
0.7662	Intermediate Similarity	NPC119583
0.7662	Intermediate Similarity	NPC472204
0.7662	Intermediate Similarity	NPC143421
0.7662	Intermediate Similarity	NPC476087
0.7662	Intermediate Similarity	NPC224953
0.7662	Intermediate Similarity	NPC115013
0.7662	Intermediate Similarity	NPC472205
0.7662	Intermediate Similarity	NPC475667
0.7662	Intermediate Similarity	NPC169345
0.7662	Intermediate Similarity	NPC183888
0.7662	Intermediate Similarity	NPC173328
0.7662	Intermediate Similarity	NPC184915
0.7662	Intermediate Similarity	NPC297768
0.7662	Intermediate Similarity	NPC472201
0.7662	Intermediate Similarity	NPC477317
0.7662	Intermediate Similarity	NPC472202
0.7662	Intermediate Similarity	NPC123204
0.7662	Intermediate Similarity	NPC475327
0.7662	Intermediate Similarity	NPC290012
0.7662	Intermediate Similarity	NPC259294
0.7662	Intermediate Similarity	NPC27289
0.7647	Intermediate Similarity	NPC6848
0.7639	Intermediate Similarity	NPC184550
0.7639	Intermediate Similarity	NPC185419
0.76	Intermediate Similarity	NPC188793
0.7571	Intermediate Similarity	NPC206601
0.7536	Intermediate Similarity	NPC76881
0.7536	Intermediate Similarity	NPC147292
0.7536	Intermediate Similarity	NPC12040
0.7534	Intermediate Similarity	NPC55652
0.7534	Intermediate Similarity	NPC163812
0.7532	Intermediate Similarity	NPC267592
0.7531	Intermediate Similarity	NPC470282
0.7468	Intermediate Similarity	NPC477332
0.7468	Intermediate Similarity	NPC241959
0.7468	Intermediate Similarity	NPC60849
0.7468	Intermediate Similarity	NPC472352
0.7467	Intermediate Similarity	NPC477350
0.746	Intermediate Similarity	NPC323361
0.746	Intermediate Similarity	NPC130683
0.7439	Intermediate Similarity	NPC470284
0.7377	Intermediate Similarity	NPC299781
0.7377	Intermediate Similarity	NPC42503
0.7377	Intermediate Similarity	NPC282143
0.7377	Intermediate Similarity	NPC157193
0.7375	Intermediate Similarity	NPC476523
0.7368	Intermediate Similarity	NPC476783
0.7368	Intermediate Similarity	NPC476781
0.7368	Intermediate Similarity	NPC476782
0.7368	Intermediate Similarity	NPC216883
0.7349	Intermediate Similarity	NPC131466
0.7342	Intermediate Similarity	NPC20072
0.7317	Intermediate Similarity	NPC43912
0.7317	Intermediate Similarity	NPC140446
0.7308	Intermediate Similarity	NPC100697
0.7273	Intermediate Similarity	NPC477323
0.7273	Intermediate Similarity	NPC477329
0.7273	Intermediate Similarity	NPC113745
0.7273	Intermediate Similarity	NPC477330
0.7273	Intermediate Similarity	NPC477326
0.7273	Intermediate Similarity	NPC477320
0.7273	Intermediate Similarity	NPC146380
0.7273	Intermediate Similarity	NPC477325
0.7273	Intermediate Similarity	NPC322148
0.7273	Intermediate Similarity	NPC281563
0.7273	Intermediate Similarity	NPC475425
0.7273	Intermediate Similarity	NPC109887
0.7273	Intermediate Similarity	NPC477328
0.7262	Intermediate Similarity	NPC65550
0.726	Intermediate Similarity	NPC474078
0.7229	Intermediate Similarity	NPC281004
0.7222	Intermediate Similarity	NPC250619
0.7215	Intermediate Similarity	NPC16090
0.7215	Intermediate Similarity	NPC216941
0.7213	Intermediate Similarity	NPC14144
0.72	Intermediate Similarity	NPC53868
0.72	Intermediate Similarity	NPC200167
0.72	Intermediate Similarity	NPC31046
0.72	Intermediate Similarity	NPC209666
0.7195	Intermediate Similarity	NPC470657
0.7195	Intermediate Similarity	NPC107603
0.7176	Intermediate Similarity	NPC307167
0.7176	Intermediate Similarity	NPC210759
0.7176	Intermediate Similarity	NPC204881
0.7176	Intermediate Similarity	NPC473830
0.7176	Intermediate Similarity	NPC229801
0.7162	Intermediate Similarity	NPC470173
0.716	Intermediate Similarity	NPC166279
0.716	Intermediate Similarity	NPC474156
0.7143	Intermediate Similarity	NPC473472
0.7143	Intermediate Similarity	NPC102725
0.7143	Intermediate Similarity	NPC82955
0.7125	Intermediate Similarity	NPC475849
0.7108	Intermediate Similarity	NPC31349
0.7108	Intermediate Similarity	NPC314364
0.7108	Intermediate Similarity	NPC51662
0.7108	Intermediate Similarity	NPC472396
0.7093	Intermediate Similarity	NPC18724
0.7093	Intermediate Similarity	NPC234352
0.7093	Intermediate Similarity	NPC249204
0.7093	Intermediate Similarity	NPC88962
0.7093	Intermediate Similarity	NPC224003
0.7093	Intermediate Similarity	NPC297348
0.7093	Intermediate Similarity	NPC477547
0.7093	Intermediate Similarity	NPC473726
0.7093	Intermediate Similarity	NPC149400
0.7093	Intermediate Similarity	NPC470623
0.7093	Intermediate Similarity	NPC172838
0.7093	Intermediate Similarity	NPC171741
0.7093	Intermediate Similarity	NPC48339
0.7093	Intermediate Similarity	NPC177834
0.7093	Intermediate Similarity	NPC477451
0.7093	Intermediate Similarity	NPC144790
0.7093	Intermediate Similarity	NPC323231

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 NPC477756 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	516
0.1-0.2	4501
0.2-0.3	2886
0.3-0.4	715
0.4-0.5	337
0.5-0.6	136
0.6-0.7	45
0.7-0.8	9
0.8-0.85	5
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8033	Intermediate Similarity	NPD888	Phase 3
0.8033	Intermediate Similarity	NPD890	Clinical (unspecified phase)
0.8033	Intermediate Similarity	NPD893	Approved
0.8033	Intermediate Similarity	NPD892	Phase 3
0.8033	Intermediate Similarity	NPD891	Phase 3
0.7869	Intermediate Similarity	NPD2269	Approved
0.7727	Intermediate Similarity	NPD6123	Approved
0.7705	Intermediate Similarity	NPD904	Phase 3
0.7705	Intermediate Similarity	NPD905	Approved
0.75	Intermediate Similarity	NPD7532	Clinical (unspecified phase)
0.746	Intermediate Similarity	NPD894	Approved
0.746	Intermediate Similarity	NPD889	Approved
0.746	Intermediate Similarity	NPD887	Approved
0.746	Intermediate Similarity	NPD895	Approved
0.7385	Intermediate Similarity	NPD2267	Suspended
0.7344	Intermediate Similarity	NPD7346	Approved
0.72	Intermediate Similarity	NPD1810	Approved
0.72	Intermediate Similarity	NPD1811	Approved
0.7093	Intermediate Similarity	NPD8171	Discontinued
0.6885	Remote Similarity	NPD8998	Phase 2
0.6885	Remote Similarity	NPD9000	Phase 3
0.6885	Remote Similarity	NPD8993	Phase 1
0.6885	Remote Similarity	NPD8999	Phase 3
0.6885	Remote Similarity	NPD8997	Approved
0.68	Remote Similarity	NPD2687	Approved
0.68	Remote Similarity	NPD2254	Approved
0.68	Remote Similarity	NPD2686	Approved
0.6765	Remote Similarity	NPD369	Approved
0.6667	Remote Similarity	NPD371	Approved
0.6667	Remote Similarity	NPD8965	Approved
0.6667	Remote Similarity	NPD8966	Approved
0.6627	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6627	Remote Similarity	NPD3669	Approved
0.6623	Remote Similarity	NPD3181	Approved
0.6528	Remote Similarity	NPD847	Phase 1
0.6489	Remote Similarity	NPD8086	Approved
0.6489	Remote Similarity	NPD8083	Approved
0.6489	Remote Similarity	NPD8138	Approved
0.6489	Remote Similarity	NPD8139	Approved
0.6489	Remote Similarity	NPD8085	Approved
0.6489	Remote Similarity	NPD8084	Approved
0.6489	Remote Similarity	NPD8082	Approved
0.6421	Remote Similarity	NPD8276	Approved
0.6421	Remote Similarity	NPD8275	Approved
0.6418	Remote Similarity	NPD9035	Clinical (unspecified phase)
0.6418	Remote Similarity	NPD9036	Phase 3
0.6393	Remote Similarity	NPD8788	Approved
0.6354	Remote Similarity	NPD8081	Approved
0.6354	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD7329	Approved
0.6289	Remote Similarity	NPD8393	Approved
0.6224	Remote Similarity	NPD8140	Approved
0.6224	Remote Similarity	NPD8307	Discontinued
0.6184	Remote Similarity	NPD896	Approved
0.6184	Remote Similarity	NPD898	Approved
0.6184	Remote Similarity	NPD897	Approved
0.61	Remote Similarity	NPD8306	Approved
0.61	Remote Similarity	NPD8305	Approved
0.6071	Remote Similarity	NPD6928	Phase 2
0.6066	Remote Similarity	NPD7536	Approved
0.604	Remote Similarity	NPD8087	Discontinued
0.6032	Remote Similarity	NPD9006	Approved
0.6	Remote Similarity	NPD1457	Discontinued
0.6	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7909	Approved
0.5941	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.5934	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.5865	Remote Similarity	NPD8133	Approved
0.5857	Remote Similarity	NPD3728	Approved
0.5857	Remote Similarity	NPD3730	Approved
0.5842	Remote Similarity	NPD6686	Approved
0.5814	Remote Similarity	NPD1780	Approved
0.5814	Remote Similarity	NPD1779	Approved
0.5775	Remote Similarity	NPD884	Clinical (unspecified phase)
0.5775	Remote Similarity	NPD885	Approved
0.5773	Remote Similarity	NPD4836	Approved
0.5773	Remote Similarity	NPD4837	Approved
0.5773	Remote Similarity	NPD4835	Approved
0.5773	Remote Similarity	NPD4838	Approved
0.5761	Remote Similarity	NPD46	Approved
0.5761	Remote Similarity	NPD6698	Approved
0.5743	Remote Similarity	NPD6412	Phase 2
0.5701	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.5701	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.5692	Remote Similarity	NPD9218	Clinical (unspecified phase)
0.5692	Remote Similarity	NPD9219	Approved
0.5686	Remote Similarity	NPD8174	Phase 2
0.5673	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.5667	Remote Similarity	NPD3200	Clinical (unspecified phase)
0.5657	Remote Similarity	NPD8301	Approved
0.5657	Remote Similarity	NPD8300	Approved
0.5606	Remote Similarity	NPD8994	Approved
0.5604	Remote Similarity	NPD3207	Approved
0.5604	Remote Similarity	NPD3203	Approved
0.5604	Remote Similarity	NPD3202	Approved
0.5604	Remote Similarity	NPD3209	Approved
0.5604	Remote Similarity	NPD3201	Approved
0.5604	Remote Similarity	NPD3208	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