NPASS Compound

Structure

NPC84815 OpenBabel07101719252D 43 47 0 0 1 0 0 0 0 0999 V2000 0.3083 -2.5978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5528 3.3863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2802 1.4218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3825 0.4492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4264 -0.4933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8935 0.7604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5331 -1.0745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6862 -1.5635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5331 -0.0965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4468 3.1320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8392 -1.0745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6862 0.3925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5998 2.6430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6432 -1.1699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3162 -0.9623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2938 2.6430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4468 1.1760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0252 -1.9326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3174 2.7765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8392 -0.0965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5998 1.6650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1270 -0.6908 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1654 1.5738 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3508 1.0948 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0589 1.1760 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2982 0.3925 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9922 0.3925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7528 1.1760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4890 0.8470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4729 -0.2757 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2837 -0.0042 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9566 0.2033 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2938 1.6650 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9598 -2.2209 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2278 3.1338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9922 1.3705 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7528 0.1980 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1381 0.4413 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8076 -0.9791 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1717 1.8094 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9059 1.6650 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1452 -0.0965 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 19 1 0 0 0 0 3 29 1 0 0 0 0 4 29 1 0 0 0 0 5 30 1 0 0 0 0 6 31 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 11 1 0 0 0 0 9 12 2 0 0 0 0 10 13 2 0 0 0 0 10 16 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 22 1 0 0 0 0 15 30 1 0 0 0 0 16 33 2 0 0 0 0 17 21 2 0 0 0 0 17 33 1 0 0 0 0 18 34 2 0 0 0 0 18 39 1 0 0 0 0 19 35 2 0 0 0 0 19 40 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 31 1 1 0 0 0 22 39 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 23 29 1 6 0 0 0 24 26 1 0 0 0 0 24 40 1 6 0 0 0 25 32 1 6 0 0 0 25 41 1 0 0 0 0 26 31 1 6 0 0 0 26 42 1 0 0 0 0 27 36 2 0 0 0 0 27 42 1 0 0 0 0 28 37 2 0 0 0 0 28 41 1 0 0 0 0 29 43 1 0 0 0 0 30 32 1 1 0 0 0 30 38 1 0 0 0 0 31 32 1 6 0 0 0 32 43 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	595.24
Volume:	591.78
LogP:	3.342
LogD:	2.213
LogS:	-3.866
# Rotatable Bonds:	10
TPSA:	147.55
# H-Bond Aceptor:	11
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.387
Synthetic Accessibility Score:	5.721
Fsp3:	0.531
Lipinski Rule-of-5:	Rejected
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:	-5.315
MDCK Permeability:	5.877068542758934e-05
Pgp-inhibitor:	1.0
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.024
20% Bioavailability (F20%):	0.986
30% Bioavailability (F30%):	0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.704
Plasma Protein Binding (PPB):	38.193260192871094%
Volume Distribution (VD):	1.6
Pgp-substrate:	29.336362838745117%

ADMET: Metabolism

CYP1A2-inhibitor:	0.167
CYP1A2-substrate:	0.054
CYP2C19-inhibitor:	0.052
CYP2C19-substrate:	0.074
CYP2C9-inhibitor:	0.099
CYP2C9-substrate:	0.028
CYP2D6-inhibitor:	0.56
CYP2D6-substrate:	0.057
CYP3A4-inhibitor:	0.766
CYP3A4-substrate:	0.451

ADMET: Excretion

Clearance (CL):	7.509
Half-life (T1/2):	0.572

ADMET: Toxicity

hERG Blockers:	0.576
Human Hepatotoxicity (H-HT):	0.89
Drug-inuced Liver Injury (DILI):	0.973
AMES Toxicity:	0.01
Rat Oral Acute Toxicity:	0.572
Maximum Recommended Daily Dose:	0.029
Skin Sensitization:	0.339
Carcinogencity:	0.124
Eye Corrosion:	0.003
Eye Irritation:	0.013
Respiratory Toxicity:	0.953

Download Data

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

Natural Product: NPC84815

Natural Product ID:	NPC84815
*Common Name:**	GTTSSNILRZPHSK-RSCAUIJKSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	GTTSSNILRZPHSK-RSCAUIJKSA-N
Standard InCHI:	InChI=1S/C32H37NO10/c1-18(34)39-22-14-15-30(5,38)32-25(41-28(37)21-13-10-16-33-17-21)23(29(3,4)43-32)24(40-19(2)35)26(31(22,32)6)42-27(36)20-11-8-7-9-12-20/h7-13,16-17,22-26,38H,14-15H2,1-6H3/t22-,23+,24-,25+,26-,30-,31-,32-/m0/s1
SMILES:	CC(=O)O[C@H]1[C@@H]2[C@@H](OC(=O)c3cccnc3)[C@]3([C@@]([C@H]1OC(=O)c1ccccc1)(C)[C@H](CC[C@]3(C)O)OC(=O)C)OC2(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1796138
PubChem CID:	44598212
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002051] Agarofurans

*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
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18616221]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	stems	Montecristo National Park, province of Santa Ana, El Salvador	2004-JUN	PMID[20873773]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21419633]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25695368]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	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
MIC	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	>	25.0	ug.mL-1	PMID[531487]
NPT790	Organism	Mycobacterium tuberculosis H37Rv	Mycobacterium tuberculosis H37Rv	MIC	>	25.0	ug.mL-1	PMID[531487]

☑ 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 NPC84815 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	334
0.1-0.2	1414
0.2-0.3	3151
0.3-0.4	9782
0.4-0.5	18136
0.5-0.6	7635
0.6-0.7	1938
0.7-0.8	123
0.8-0.85	42
0.85-0.9	30
0.9-0.95	62
0.95-1	50

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC301368
0.9897	High Similarity	NPC6981
0.9848	High Similarity	NPC127720
0.9848	High Similarity	NPC127026
0.9846	High Similarity	NPC294579
0.9846	High Similarity	NPC144779
0.9798	High Similarity	NPC471980
0.9795	High Similarity	NPC471016
0.9794	High Similarity	NPC4421
0.9749	High Similarity	NPC328154
0.9745	High Similarity	NPC62367
0.9744	High Similarity	NPC470306
0.9695	High Similarity	NPC216428
0.9694	High Similarity	NPC471014
0.9694	High Similarity	NPC475408
0.9652	High Similarity	NPC87152
0.9652	High Similarity	NPC228377
0.9652	High Similarity	NPC122968
0.9652	High Similarity	NPC476110
0.9652	High Similarity	NPC475600
0.9652	High Similarity	NPC475631
0.9652	High Similarity	NPC328186
0.9652	High Similarity	NPC477787
0.9645	High Similarity	NPC75600
0.9645	High Similarity	NPC473115
0.9645	High Similarity	NPC6576
0.9645	High Similarity	NPC158020
0.9645	High Similarity	NPC473089
0.9645	High Similarity	NPC212768
0.9643	High Similarity	NPC477907
0.9643	High Similarity	NPC42678
0.9643	High Similarity	NPC477909
0.9604	High Similarity	NPC471977
0.9604	High Similarity	NPC470486
0.9604	High Similarity	NPC475644
0.9604	High Similarity	NPC471190
0.9598	High Similarity	NPC477912
0.9554	High Similarity	NPC211920
0.9552	High Similarity	NPC477902
0.951	High Similarity	NPC150698
0.951	High Similarity	NPC292416
0.951	High Similarity	NPC96801
0.951	High Similarity	NPC473689
0.951	High Similarity	NPC475596
0.951	High Similarity	NPC316841
0.951	High Similarity	NPC475303
0.9505	High Similarity	NPC473506
0.9502	High Similarity	NPC76565
0.9502	High Similarity	NPC250807
0.9502	High Similarity	NPC57797
0.949	High Similarity	NPC472553
0.9463	High Similarity	NPC320324
0.9463	High Similarity	NPC319880
0.9463	High Similarity	NPC30456
0.9463	High Similarity	NPC244839
0.9458	High Similarity	NPC124029
0.9455	High Similarity	NPC475137
0.9455	High Similarity	NPC475498
0.9455	High Similarity	NPC473850
0.9453	High Similarity	NPC477788
0.9417	High Similarity	NPC237702
0.9409	High Similarity	NPC148860
0.9403	High Similarity	NPC477903
0.94	High Similarity	NPC472555
0.9372	High Similarity	NPC475406
0.9372	High Similarity	NPC327769
0.9363	High Similarity	NPC475601
0.9363	High Similarity	NPC146824
0.9337	High Similarity	NPC304179
0.9337	High Similarity	NPC48042
0.9337	High Similarity	NPC472550
0.9327	High Similarity	NPC327904
0.9327	High Similarity	NPC38959
0.9317	High Similarity	NPC475362
0.93	High Similarity	NPC206343
0.93	High Similarity	NPC477908
0.9296	High Similarity	NPC264674
0.9296	High Similarity	NPC319128
0.9261	High Similarity	NPC477911
0.925	High Similarity	NPC477910
0.9227	High Similarity	NPC477906
0.92	High Similarity	NPC228331
0.9194	High Similarity	NPC253482
0.9188	High Similarity	NPC63041
0.9187	High Similarity	NPC170751
0.9183	High Similarity	NPC469748
0.9171	High Similarity	NPC477900
0.9171	High Similarity	NPC477899
0.9167	High Similarity	NPC235364
0.9095	High Similarity	NPC475426
0.9095	High Similarity	NPC35208
0.9078	High Similarity	NPC26881
0.9069	High Similarity	NPC477901
0.9065	High Similarity	NPC475648
0.8911	High Similarity	NPC476467
0.8905	High Similarity	NPC91125
0.881	High Similarity	NPC14116
0.881	High Similarity	NPC285411
0.8768	High Similarity	NPC311196
0.8768	High Similarity	NPC134384
0.8725	High Similarity	NPC323551
0.8725	High Similarity	NPC280473
0.8721	High Similarity	NPC475533
0.8692	High Similarity	NPC238278
0.8683	High Similarity	NPC51008
0.8683	High Similarity	NPC41724
0.8682	High Similarity	NPC475315
0.8682	High Similarity	NPC324619
0.8676	High Similarity	NPC471013
0.8676	High Similarity	NPC180668
0.8676	High Similarity	NPC148896
0.8657	High Similarity	NPC289086
0.8645	High Similarity	NPC213143
0.8578	High Similarity	NPC472752
0.8538	High Similarity	NPC233727
0.8533	High Similarity	NPC53255
0.8533	High Similarity	NPC475301
0.8533	High Similarity	NPC326930
0.8533	High Similarity	NPC85879
0.852	High Similarity	NPC10904
0.851	High Similarity	NPC30570
0.8496	Intermediate Similarity	NPC13603
0.8489	Intermediate Similarity	NPC471015
0.8469	Intermediate Similarity	NPC162812
0.8454	Intermediate Similarity	NPC292517
0.8413	Intermediate Similarity	NPC165837
0.8391	Intermediate Similarity	NPC328928
0.839	Intermediate Similarity	NPC475835
0.8384	Intermediate Similarity	NPC473833
0.8341	Intermediate Similarity	NPC187494
0.8333	Intermediate Similarity	NPC62844
0.8333	Intermediate Similarity	NPC193361
0.8317	Intermediate Similarity	NPC470189
0.8317	Intermediate Similarity	NPC40919
0.8312	Intermediate Similarity	NPC471978
0.8276	Intermediate Similarity	NPC470279
0.8261	Intermediate Similarity	NPC470190
0.8259	Intermediate Similarity	NPC476090
0.8255	Intermediate Similarity	NPC319556
0.8205	Intermediate Similarity	NPC471979
0.8164	Intermediate Similarity	NPC309498
0.816	Intermediate Similarity	NPC207531
0.8069	Intermediate Similarity	NPC103230
0.7972	Intermediate Similarity	NPC253314
0.7892	Intermediate Similarity	NPC471004
0.785	Intermediate Similarity	NPC111732
0.7826	Intermediate Similarity	NPC320748
0.7826	Intermediate Similarity	NPC324245
0.7799	Intermediate Similarity	NPC32451
0.7799	Intermediate Similarity	NPC328559
0.7751	Intermediate Similarity	NPC79223
0.7692	Intermediate Similarity	NPC329024
0.7652	Intermediate Similarity	NPC37473
0.7617	Intermediate Similarity	NPC156044
0.761	Intermediate Similarity	NPC44354
0.7591	Intermediate Similarity	NPC141385
0.7571	Intermediate Similarity	NPC59033
0.7571	Intermediate Similarity	NPC317672
0.7525	Intermediate Similarity	NPC317010
0.7523	Intermediate Similarity	NPC25442
0.7523	Intermediate Similarity	NPC12944
0.7465	Intermediate Similarity	NPC155792
0.7444	Intermediate Similarity	NPC140311
0.7438	Intermediate Similarity	NPC471997
0.7419	Intermediate Similarity	NPC470280
0.7378	Intermediate Similarity	NPC106593
0.7373	Intermediate Similarity	NPC107123
0.7345	Intermediate Similarity	NPC473667
0.732	Intermediate Similarity	NPC107287
0.7316	Intermediate Similarity	NPC70155
0.7311	Intermediate Similarity	NPC109922
0.729	Intermediate Similarity	NPC160127
0.729	Intermediate Similarity	NPC50997
0.728	Intermediate Similarity	NPC476516
0.7273	Intermediate Similarity	NPC314834
0.7273	Intermediate Similarity	NPC327699
0.7269	Intermediate Similarity	NPC475223
0.7264	Intermediate Similarity	NPC198205
0.7264	Intermediate Similarity	NPC21483
0.7264	Intermediate Similarity	NPC146724
0.7264	Intermediate Similarity	NPC135950
0.7252	Intermediate Similarity	NPC317752
0.725	Intermediate Similarity	NPC183537
0.7246	Intermediate Similarity	NPC207851
0.7235	Intermediate Similarity	NPC246983
0.7235	Intermediate Similarity	NPC475448
0.7228	Intermediate Similarity	NPC249614
0.7225	Intermediate Similarity	NPC325775
0.7225	Intermediate Similarity	NPC328798
0.722	Intermediate Similarity	NPC164340
0.7215	Intermediate Similarity	NPC15406
0.7209	Intermediate Similarity	NPC123395
0.7209	Intermediate Similarity	NPC103361
0.7207	Intermediate Similarity	NPC318299
0.7203	Intermediate Similarity	NPC210296
0.72	Intermediate Similarity	NPC253738
0.72	Intermediate Similarity	NPC477975
0.7198	Intermediate Similarity	NPC327373
0.7198	Intermediate Similarity	NPC233334
0.7196	Intermediate Similarity	NPC198390

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 NPC84815 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	222
0.1-0.2	533
0.2-0.3	649
0.3-0.4	1634
0.4-0.5	3289
0.5-0.6	2225
0.6-0.7	575
0.7-0.8	22
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8304	Intermediate Similarity	NPD8468	Phase 2
0.8196	Intermediate Similarity	NPD8304	Clinical (unspecified phase)
0.7943	Intermediate Similarity	NPD7396	Approved
0.7767	Intermediate Similarity	NPD5975	Clinical (unspecified phase)
0.7639	Intermediate Similarity	NPD7927	Clinical (unspecified phase)
0.7569	Intermediate Similarity	NPD3794	Approved
0.7569	Intermediate Similarity	NPD3795	Approved
0.7474	Intermediate Similarity	NPD820	Phase 3
0.7403	Intermediate Similarity	NPD5891	Approved
0.7349	Intermediate Similarity	NPD5721	Clinical (unspecified phase)
0.7327	Intermediate Similarity	NPD7010	Phase 3
0.7323	Intermediate Similarity	NPD6635	Approved
0.7319	Intermediate Similarity	NPD1483	Discontinued
0.729	Intermediate Similarity	NPD6661	Clinical (unspecified phase)
0.7285	Intermediate Similarity	NPD7069	Discontinued
0.7273	Intermediate Similarity	NPD7234	Approved
0.7273	Intermediate Similarity	NPD7233	Approved
0.7227	Intermediate Similarity	NPD6529	Discontinued
0.7212	Intermediate Similarity	NPD3280	Approved
0.7202	Intermediate Similarity	NPD3947	Discontinued
0.7188	Intermediate Similarity	NPD3389	Approved
0.7188	Intermediate Similarity	NPD3393	Approved
0.7188	Intermediate Similarity	NPD3394	Approved
0.7182	Intermediate Similarity	NPD2509	Approved
0.7182	Intermediate Similarity	NPD2510	Approved
0.7171	Intermediate Similarity	NPD5751	Clinical (unspecified phase)
0.7162	Intermediate Similarity	NPD4417	Approved
0.7161	Intermediate Similarity	NPD7885	Phase 2
0.7161	Intermediate Similarity	NPD7886	Phase 2
0.7156	Intermediate Similarity	NPD8326	Phase 3
0.7156	Intermediate Similarity	NPD8327	Clinical (unspecified phase)
0.7156	Intermediate Similarity	NPD8325	Phase 3
0.7143	Intermediate Similarity	NPD485	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD6987	Phase 1
0.7113	Intermediate Similarity	NPD9271	Approved
0.7078	Intermediate Similarity	NPD2121	Clinical (unspecified phase)
0.7072	Intermediate Similarity	NPD4506	Discontinued
0.7045	Intermediate Similarity	NPD7708	Approved
0.7037	Intermediate Similarity	NPD8485	Approved
0.7031	Intermediate Similarity	NPD4301	Approved
0.7018	Intermediate Similarity	NPD6770	Approved
0.7009	Intermediate Similarity	NPD5475	Discontinued
0.7005	Intermediate Similarity	NPD53	Approved
0.7005	Intermediate Similarity	NPD4987	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD7778	Approved
0.7005	Intermediate Similarity	NPD7777	Approved
0.7	Intermediate Similarity	NPD7803	Approved
0.6995	Remote Similarity	NPD8063	Discontinued
0.6987	Remote Similarity	NPD8479	Phase 2
0.6985	Remote Similarity	NPD6026	Approved
0.6981	Remote Similarity	NPD6791	Phase 2
0.698	Remote Similarity	NPD5088	Discontinued
0.6978	Remote Similarity	NPD6657	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD7878	Phase 2
0.6968	Remote Similarity	NPD6323	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD2831	Approved
0.6966	Remote Similarity	NPD5801	Clinical (unspecified phase)
0.6963	Remote Similarity	NPD2336	Approved
0.6955	Remote Similarity	NPD6477	Clinical (unspecified phase)
0.6941	Remote Similarity	NPD8486	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD7955	Approved
0.6935	Remote Similarity	NPD7956	Approved
0.693	Remote Similarity	NPD4376	Phase 3
0.693	Remote Similarity	NPD4989	Phase 2
0.6926	Remote Similarity	NPD6525	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD9074	Approved
0.6923	Remote Similarity	NPD9075	Approved
0.6916	Remote Similarity	NPD8435	Approved
0.6916	Remote Similarity	NPD8361	Approved
0.6916	Remote Similarity	NPD8360	Approved
0.6898	Remote Similarity	NPD6361	Phase 2
0.6878	Remote Similarity	NPD7187	Phase 2
0.6866	Remote Similarity	NPD4427	Phase 2
0.6846	Remote Similarity	NPD7417	Discontinued
0.6842	Remote Similarity	NPD7707	Approved
0.6842	Remote Similarity	NPD6642	Approved
0.6842	Remote Similarity	NPD6641	Approved
0.6835	Remote Similarity	NPD2307	Discontinued
0.6835	Remote Similarity	NPD7061	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD6257	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD4948	Discontinued
0.6822	Remote Similarity	NPD8052	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.6816	Remote Similarity	NPD5901	Discontinued
0.6804	Remote Similarity	NPD107	Approved
0.68	Remote Similarity	NPD7947	Clinical (unspecified phase)
0.6798	Remote Similarity	NPD2511	Approved
0.6797	Remote Similarity	NPD7404	Approved
0.6786	Remote Similarity	NPD6732	Clinical (unspecified phase)
0.6786	Remote Similarity	NPD4862	Clinical (unspecified phase)
0.6784	Remote Similarity	NPD7470	Discontinued
0.6783	Remote Similarity	NPD8000	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD8112	Clinical (unspecified phase)
0.6766	Remote Similarity	NPD8289	Discontinued
0.6762	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.676	Remote Similarity	NPD8091	Phase 3
0.6759	Remote Similarity	NPD6281	Approved
0.6756	Remote Similarity	NPD7562	Approved
0.6754	Remote Similarity	NPD5866	Approved
0.6753	Remote Similarity	NPD7395	Discontinued
0.6749	Remote Similarity	NPD8412	Phase 1
0.6746	Remote Similarity	NPD7862	Clinical (unspecified phase)
0.6745	Remote Similarity	NPD7414	Clinical (unspecified phase)
0.674	Remote Similarity	NPD7998	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD5490	Discontinued
0.6729	Remote Similarity	NPD4889	Approved
0.6723	Remote Similarity	NPD6962	Phase 2
0.6722	Remote Similarity	NPD8409	Suspended
0.6712	Remote Similarity	NPD8248	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD4396	Clinical (unspecified phase)
0.6711	Remote Similarity	NPD7957	Phase 1
0.6711	Remote Similarity	NPD7958	Clinical (unspecified phase)
0.6711	Remote Similarity	NPD4901	Clinical (unspecified phase)
0.6709	Remote Similarity	NPD8356	Approved
0.6708	Remote Similarity	NPD6790	Phase 1
0.6701	Remote Similarity	NPD2896	Discontinued
0.6694	Remote Similarity	NPD7967	Discontinued
0.6682	Remote Similarity	NPD6226	Phase 3
0.6681	Remote Similarity	NPD5022	Discontinued
0.668	Remote Similarity	NPD8350	Clinical (unspecified phase)
0.668	Remote Similarity	NPD3006	Discontinued
0.6667	Remote Similarity	NPD4529	Approved
0.6667	Remote Similarity	NPD6298	Discontinued
0.6667	Remote Similarity	NPD4528	Approved
0.6667	Remote Similarity	NPD6446	Discontinued
0.6667	Remote Similarity	NPD6262	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD8020	Approved
0.6667	Remote Similarity	NPD4900	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4526	Approved
0.6667	Remote Similarity	NPD8021	Approved
0.6653	Remote Similarity	NPD8372	Clinical (unspecified phase)
0.6653	Remote Similarity	NPD3925	Approved
0.6653	Remote Similarity	NPD7688	Phase 1
0.6653	Remote Similarity	NPD5805	Approved
0.6653	Remote Similarity	NPD5482	Discontinued
0.6652	Remote Similarity	NPD5003	Discontinued
0.6652	Remote Similarity	NPD7571	Clinical (unspecified phase)
0.6652	Remote Similarity	NPD7191	Phase 2
0.6639	Remote Similarity	NPD7807	Clinical (unspecified phase)
0.6638	Remote Similarity	NPD3326	Clinical (unspecified phase)
0.6638	Remote Similarity	NPD6995	Phase 1
0.6637	Remote Similarity	NPD4600	Approved
0.6637	Remote Similarity	NPD6479	Discontinued
0.6637	Remote Similarity	NPD4601	Approved
0.6628	Remote Similarity	NPD8467	Approved
0.6628	Remote Similarity	NPD8466	Approved
0.6628	Remote Similarity	NPD8465	Approved
0.6624	Remote Similarity	NPD5640	Discontinued
0.6624	Remote Similarity	NPD7426	Phase 1
0.6622	Remote Similarity	NPD6176	Phase 1
0.6621	Remote Similarity	NPD6665	Discontinued
0.6621	Remote Similarity	NPD3924	Approved
0.6621	Remote Similarity	NPD3923	Approved
0.6621	Remote Similarity	NPD3922	Approved
0.6621	Remote Similarity	NPD3921	Approved
0.6618	Remote Similarity	NPD2582	Approved
0.6618	Remote Similarity	NPD2581	Approved
0.6612	Remote Similarity	NPD6716	Phase 1
0.6609	Remote Similarity	NPD1926	Approved
0.6608	Remote Similarity	NPD5429	Discontinued
0.6608	Remote Similarity	NPD3371	Approved
0.66	Remote Similarity	NPD1270	Approved
0.6598	Remote Similarity	NPD4373	Phase 2
0.6597	Remote Similarity	NPD7268	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD8430	Approved
0.6589	Remote Similarity	NPD8363	Approved
0.6589	Remote Similarity	NPD3178	Discontinued
0.6589	Remote Similarity	NPD8364	Approved
0.6582	Remote Similarity	NPD7269	Clinical (unspecified phase)
0.6581	Remote Similarity	NPD6955	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD7467	Discontinued
0.6574	Remote Similarity	NPD7424	Clinical (unspecified phase)
0.6574	Remote Similarity	NPD6241	Phase 1
0.6574	Remote Similarity	NPD8407	Phase 2
0.6573	Remote Similarity	NPD6276	Discontinued
0.6573	Remote Similarity	NPD5398	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD7576	Discontinued
0.657	Remote Similarity	NPD1631	Approved
0.6564	Remote Similarity	NPD7001	Phase 3
0.6561	Remote Similarity	NPD7944	Discontinued
0.6559	Remote Similarity	NPD5483	Clinical (unspecified phase)
0.6553	Remote Similarity	NPD1996	Discontinued
0.6552	Remote Similarity	NPD5417	Clinical (unspecified phase)
0.6544	Remote Similarity	NPD4375	Approved
0.6538	Remote Similarity	NPD8365	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD3354	Phase 2
0.6537	Remote Similarity	NPD3815	Phase 1
0.6537	Remote Similarity	NPD3816	Phase 1
0.6533	Remote Similarity	NPD3813	Approved
0.6529	Remote Similarity	NPD6494	Phase 2
0.6528	Remote Similarity	NPD8425	Approved
0.6528	Remote Similarity	NPD8459	Approved
0.6528	Remote Similarity	NPD8426	Approved
0.6528	Remote Similarity	NPD8460	Approved
0.6527	Remote Similarity	NPD6553	Clinical (unspecified phase)
0.6527	Remote Similarity	NPD6292	Clinical (unspecified phase)
0.6525	Remote Similarity	NPD5147	Discontinued
0.6525	Remote Similarity	NPD4923	Phase 1
0.6522	Remote Similarity	NPD6204	Clinical (unspecified phase)
0.652	Remote Similarity	NPD8101	Phase 3

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