NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	1181.51
Volume:	1097.439
LogP:	0.875
LogD:	0.093
LogS:	-3.525
# Rotatable Bonds:	14
TPSA:	387.33
# H-Bond Aceptor:	26
# H-Bond Donor:	10
# Rings:	10
# Heavy Atoms:	27

MedChem Properties

QED Drug-Likeness Score:	0.03
Synthetic Accessibility Score:	7.779
Fsp3:	0.944
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.886
MDCK Permeability:	0.0003273012407589704
Pgp-inhibitor:	0.645
Pgp-substrate:	0.903
Human Intestinal Absorption (HIA):	0.738
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.97

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.137
Plasma Protein Binding (PPB):	49.52332305908203%
Volume Distribution (VD):	0.167
Pgp-substrate:	18.891786575317383%

ADMET: Metabolism

CYP1A2-inhibitor:	0.0
CYP1A2-substrate:	0.647
CYP2C19-inhibitor:	0.001
CYP2C19-substrate:	0.104
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.063
CYP3A4-inhibitor:	0.031
CYP3A4-substrate:	0.006

ADMET: Excretion

Clearance (CL):	0.637
Half-life (T1/2):	0.334

ADMET: Toxicity

hERG Blockers:	0.537
Human Hepatotoxicity (H-HT):	0.187
Drug-inuced Liver Injury (DILI):	0.188
AMES Toxicity:	0.177
Rat Oral Acute Toxicity:	0.878
Maximum Recommended Daily Dose:	0.987
Skin Sensitization:	0.186
Carcinogencity:	0.461
Eye Corrosion:	0.003
Eye Irritation:	0.005
Respiratory Toxicity:	0.991

Download Data

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

Natural Product: NPC477234

Natural Product ID:	NPC477234
*Common Name:**	Fuscocineroside C
IUPAC Name:	sodium;[(3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,5S,6R,9R,10S,13S,16S,18R)-6-(5,5-dimethyloxolan-2-yl)-10-hydroxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-16-yl]oxy]-4-hydroxyoxan-3-yl] sulfate
Synonyms:	Fuscocineroside C
Standard InCHIKey:	NWNVQPALWBUMIE-LBIGULCLSA-M
Standard InCHI:	InChI=1S/C54H86O26S.Na/c1-22-40(75-46-39(64)42(34(59)26(20-56)73-46)76-45-38(63)41(69-9)33(58)25(19-55)72-45)36(61)37(62)44(71-22)77-43-35(60)27(80-81(66,67)68)21-70-47(43)74-31-14-16-51(6)24-18-30(57)54-29(53(8,79-48(54)65)32-13-15-49(2,3)78-32)12-17-52(54,7)23(24)10-11-28(51)50(31,4)5;/h18,22-23,25-47,55-64H,10-17,19-21H2,1-9H3,(H,66,67,68);/q;+1/p-1/t22-,23-,25-,26-,27-,28+,29-,30+,31+,32?,33-,34-,35+,36-,37-,38-,39-,40-,41+,42+,43-,44+,45+,46+,47+,51-,52+,53-,54-;/m1./s1
SMILES:	C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@H]5C4=C[C@@H]([C@]67[C@]5(CC[C@@H]6[C@](OC7=O)(C)C8CCC(O8)(C)C)C)O)C)OS(=O)(=O)[O-])O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)OC)O)O.[Na+]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44559164
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

*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
NPO16258	Holothuria fuscocinerea	Species	Holothuriidae	Eukaryota	n.a.	collected at a depth of 2-30 m by a fishery bottom trawler from offshore waters of Leizhou Bay (Zhanjiang, Guangdong Province) in the South China Sea	2004-NOV	PMID[17067169]
NPO16258	Holothuria fuscocinerea	Species	Holothuriidae	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	2

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	880	nM	PMID[17067169]
NPT181	Cell Line	Bel-7402	Homo sapiens	IC50	=	580	nM	PMID[17067169]

☑ 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 NPC477234 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	331
0.1-0.2	2044
0.2-0.3	5895
0.3-0.4	12074
0.4-0.5	9928
0.5-0.6	6678
0.6-0.7	3509
0.7-0.8	1740
0.8-0.85	451
0.85-0.9	31
0.9-0.95	13
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9839	High Similarity	NPC477236
0.9672	High Similarity	NPC477235
0.9375	High Similarity	NPC477232
0.9375	High Similarity	NPC477233
0.9213	High Similarity	NPC478069
0.9032	High Similarity	NPC476674
0.896	High Similarity	NPC476673
0.879	High Similarity	NPC476672
0.8629	High Similarity	NPC207738
0.8583	High Similarity	NPC130229
0.856	High Similarity	NPC473645
0.856	High Similarity	NPC267694
0.856	High Similarity	NPC144644
0.856	High Similarity	NPC142151
0.856	High Similarity	NPC110385
0.856	High Similarity	NPC153673
0.856	High Similarity	NPC129393
0.856	High Similarity	NPC37860
0.8548	High Similarity	NPC232237
0.8548	High Similarity	NPC105800
0.8537	High Similarity	NPC146652
0.8527	High Similarity	NPC470476
0.8527	High Similarity	NPC470475
0.8516	High Similarity	NPC470218
0.8504	High Similarity	NPC256983
0.8504	High Similarity	NPC235405
0.8504	High Similarity	NPC281148
0.8504	High Similarity	NPC30735
0.8504	High Similarity	NPC160084
0.8496	Intermediate Similarity	NPC329675
0.8492	Intermediate Similarity	NPC476675
0.8492	Intermediate Similarity	NPC51099
0.8492	Intermediate Similarity	NPC293031
0.8492	Intermediate Similarity	NPC68767
0.8492	Intermediate Similarity	NPC249553
0.8492	Intermediate Similarity	NPC477463
0.8492	Intermediate Similarity	NPC475182
0.8492	Intermediate Similarity	NPC275225
0.8492	Intermediate Similarity	NPC182900
0.848	Intermediate Similarity	NPC51564
0.848	Intermediate Similarity	NPC25663
0.848	Intermediate Similarity	NPC135849
0.848	Intermediate Similarity	NPC477071
0.8473	Intermediate Similarity	NPC475177
0.8473	Intermediate Similarity	NPC473679
0.8473	Intermediate Similarity	NPC319719
0.8473	Intermediate Similarity	NPC183816
0.8473	Intermediate Similarity	NPC196874
0.8473	Intermediate Similarity	NPC322904
0.8473	Intermediate Similarity	NPC324933
0.8473	Intermediate Similarity	NPC475444
0.8473	Intermediate Similarity	NPC233223
0.8468	Intermediate Similarity	NPC475119
0.8468	Intermediate Similarity	NPC473824
0.845	Intermediate Similarity	NPC2757
0.8438	Intermediate Similarity	NPC248202
0.8438	Intermediate Similarity	NPC470477
0.8438	Intermediate Similarity	NPC473474
0.8438	Intermediate Similarity	NPC473505
0.8425	Intermediate Similarity	NPC235438
0.8425	Intermediate Similarity	NPC10607
0.8425	Intermediate Similarity	NPC15918
0.8425	Intermediate Similarity	NPC236870
0.8425	Intermediate Similarity	NPC187290
0.8425	Intermediate Similarity	NPC475591
0.8425	Intermediate Similarity	NPC107966
0.8425	Intermediate Similarity	NPC94072
0.8425	Intermediate Similarity	NPC305771
0.8425	Intermediate Similarity	NPC4749
0.8425	Intermediate Similarity	NPC249848
0.8425	Intermediate Similarity	NPC169816
0.8425	Intermediate Similarity	NPC156789
0.8425	Intermediate Similarity	NPC80986
0.8425	Intermediate Similarity	NPC40775
0.8425	Intermediate Similarity	NPC21691
0.8421	Intermediate Similarity	NPC194716
0.8413	Intermediate Similarity	NPC476991
0.8413	Intermediate Similarity	NPC476670
0.8413	Intermediate Similarity	NPC268184
0.84	Intermediate Similarity	NPC475899
0.8397	Intermediate Similarity	NPC311178
0.8397	Intermediate Similarity	NPC300655
0.8397	Intermediate Similarity	NPC222951
0.8397	Intermediate Similarity	NPC43589
0.8387	Intermediate Similarity	NPC75287
0.8387	Intermediate Similarity	NPC37134
0.8387	Intermediate Similarity	NPC305267
0.8387	Intermediate Similarity	NPC476992
0.8387	Intermediate Similarity	NPC288205
0.8387	Intermediate Similarity	NPC291903
0.8387	Intermediate Similarity	NPC469823
0.8387	Intermediate Similarity	NPC26626
0.8387	Intermediate Similarity	NPC469820
0.8387	Intermediate Similarity	NPC279638
0.8387	Intermediate Similarity	NPC51465
0.8374	Intermediate Similarity	NPC476671
0.8372	Intermediate Similarity	NPC181066
0.8372	Intermediate Similarity	NPC469947
0.8372	Intermediate Similarity	NPC104427
0.8372	Intermediate Similarity	NPC174367
0.8372	Intermediate Similarity	NPC47113
0.8359	Intermediate Similarity	NPC283417
0.8359	Intermediate Similarity	NPC257211
0.8359	Intermediate Similarity	NPC295133
0.8359	Intermediate Similarity	NPC258617
0.8359	Intermediate Similarity	NPC302543
0.8359	Intermediate Similarity	NPC257207
0.8359	Intermediate Similarity	NPC41129
0.8359	Intermediate Similarity	NPC200049
0.8358	Intermediate Similarity	NPC59288
0.8346	Intermediate Similarity	NPC223301
0.8346	Intermediate Similarity	NPC22956
0.8346	Intermediate Similarity	NPC222580
0.8346	Intermediate Similarity	NPC104372
0.8346	Intermediate Similarity	NPC86222
0.8346	Intermediate Similarity	NPC11242
0.8346	Intermediate Similarity	NPC64715
0.8346	Intermediate Similarity	NPC159309
0.8346	Intermediate Similarity	NPC329636
0.8346	Intermediate Similarity	NPC301449
0.8346	Intermediate Similarity	NPC470478
0.8346	Intermediate Similarity	NPC171544
0.8346	Intermediate Similarity	NPC62725
0.8346	Intermediate Similarity	NPC297263
0.8346	Intermediate Similarity	NPC114484
0.8346	Intermediate Similarity	NPC302887
0.8346	Intermediate Similarity	NPC187618
0.8346	Intermediate Similarity	NPC31838
0.8333	Intermediate Similarity	NPC473519
0.8333	Intermediate Similarity	NPC477464
0.8333	Intermediate Similarity	NPC473805
0.8333	Intermediate Similarity	NPC471577
0.8333	Intermediate Similarity	NPC122971
0.8333	Intermediate Similarity	NPC161738
0.832	Intermediate Similarity	NPC300419
0.832	Intermediate Similarity	NPC102505
0.832	Intermediate Similarity	NPC471547
0.832	Intermediate Similarity	NPC475514
0.832	Intermediate Similarity	NPC85154
0.832	Intermediate Similarity	NPC68175
0.832	Intermediate Similarity	NPC309223
0.832	Intermediate Similarity	NPC123522
0.832	Intermediate Similarity	NPC473452
0.832	Intermediate Similarity	NPC104137
0.832	Intermediate Similarity	NPC8524
0.832	Intermediate Similarity	NPC286457
0.832	Intermediate Similarity	NPC191827
0.832	Intermediate Similarity	NPC475209
0.832	Intermediate Similarity	NPC470876
0.832	Intermediate Similarity	NPC33012
0.832	Intermediate Similarity	NPC220160
0.832	Intermediate Similarity	NPC69811
0.8308	Intermediate Similarity	NPC240070
0.8308	Intermediate Similarity	NPC470780
0.8308	Intermediate Similarity	NPC329784
0.8308	Intermediate Similarity	NPC292290
0.8306	Intermediate Similarity	NPC220293
0.8306	Intermediate Similarity	NPC469821
0.8306	Intermediate Similarity	NPC473882
0.8306	Intermediate Similarity	NPC116024
0.8306	Intermediate Similarity	NPC475486
0.8306	Intermediate Similarity	NPC164389
0.8295	Intermediate Similarity	NPC160452
0.8295	Intermediate Similarity	NPC23275
0.8295	Intermediate Similarity	NPC33068
0.8295	Intermediate Similarity	NPC318135
0.8281	Intermediate Similarity	NPC43842
0.8281	Intermediate Similarity	NPC131469
0.8281	Intermediate Similarity	NPC213952
0.8281	Intermediate Similarity	NPC313110
0.8281	Intermediate Similarity	NPC162574
0.8281	Intermediate Similarity	NPC28532
0.8279	Intermediate Similarity	NPC101450
0.8271	Intermediate Similarity	NPC102015
0.8271	Intermediate Similarity	NPC469749
0.8271	Intermediate Similarity	NPC32793
0.8271	Intermediate Similarity	NPC146857
0.8271	Intermediate Similarity	NPC477709
0.8271	Intermediate Similarity	NPC316915
0.8271	Intermediate Similarity	NPC476221
0.8271	Intermediate Similarity	NPC475487
0.8271	Intermediate Similarity	NPC247190
0.8271	Intermediate Similarity	NPC116075
0.8268	Intermediate Similarity	NPC118440
0.8268	Intermediate Similarity	NPC475187
0.8268	Intermediate Similarity	NPC236657
0.8258	Intermediate Similarity	NPC173347
0.8254	Intermediate Similarity	NPC473459
0.8254	Intermediate Similarity	NPC36831
0.8254	Intermediate Similarity	NPC276758
0.8254	Intermediate Similarity	NPC18233
0.8254	Intermediate Similarity	NPC469822
0.8254	Intermediate Similarity	NPC237191
0.8244	Intermediate Similarity	NPC311534
0.8244	Intermediate Similarity	NPC220838
0.8244	Intermediate Similarity	NPC473888
0.8244	Intermediate Similarity	NPC472270
0.8244	Intermediate Similarity	NPC45606
0.8244	Intermediate Similarity	NPC472269
0.8244	Intermediate Similarity	NPC23020

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 NPC477234 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	292
0.1-0.2	2227
0.2-0.3	4104
0.3-0.4	1663
0.4-0.5	492
0.5-0.6	266
0.6-0.7	73
0.7-0.8	29
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8203	Intermediate Similarity	NPD8516	Approved
0.8203	Intermediate Similarity	NPD8515	Approved
0.8203	Intermediate Similarity	NPD8517	Approved
0.8077	Intermediate Similarity	NPD8328	Phase 3
0.8062	Intermediate Similarity	NPD8513	Phase 3
0.8045	Intermediate Similarity	NPD7319	Approved
0.7955	Intermediate Similarity	NPD7507	Approved
0.7937	Intermediate Similarity	NPD8133	Approved
0.7891	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7846	Intermediate Similarity	NPD8377	Approved
0.7846	Intermediate Similarity	NPD8294	Approved
0.7836	Intermediate Similarity	NPD7736	Approved
0.7786	Intermediate Similarity	NPD8380	Approved
0.7786	Intermediate Similarity	NPD8379	Approved
0.7786	Intermediate Similarity	NPD8296	Approved
0.7786	Intermediate Similarity	NPD8335	Approved
0.7786	Intermediate Similarity	NPD8378	Approved
0.7761	Intermediate Similarity	NPD8293	Discontinued
0.7652	Intermediate Similarity	NPD8033	Approved
0.7619	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7594	Intermediate Similarity	NPD6370	Approved
0.75	Intermediate Similarity	NPD7078	Approved
0.7481	Intermediate Similarity	NPD7492	Approved
0.7444	Intermediate Similarity	NPD6059	Approved
0.7444	Intermediate Similarity	NPD6054	Approved
0.7426	Intermediate Similarity	NPD6616	Approved
0.7424	Intermediate Similarity	NPD7327	Approved
0.7424	Intermediate Similarity	NPD7328	Approved
0.7368	Intermediate Similarity	NPD7516	Approved
0.7323	Intermediate Similarity	NPD6412	Phase 2
0.7302	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7266	Intermediate Similarity	NPD6686	Approved
0.7259	Intermediate Similarity	NPD6016	Approved
0.7259	Intermediate Similarity	NPD7503	Approved
0.7259	Intermediate Similarity	NPD6015	Approved
0.7231	Intermediate Similarity	NPD8413	Clinical (unspecified phase)
0.7218	Intermediate Similarity	NPD7115	Discovery
0.7206	Intermediate Similarity	NPD5988	Approved
0.7185	Intermediate Similarity	NPD6319	Approved
0.7122	Intermediate Similarity	NPD8074	Phase 3
0.7045	Intermediate Similarity	NPD6882	Approved
0.7045	Intermediate Similarity	NPD8297	Approved
0.6963	Remote Similarity	NPD6009	Approved
0.695	Remote Similarity	NPD6033	Approved
0.6947	Remote Similarity	NPD6372	Approved
0.6947	Remote Similarity	NPD6373	Approved
0.687	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.687	Remote Similarity	NPD7320	Approved
0.6866	Remote Similarity	NPD4632	Approved
0.6846	Remote Similarity	NPD6402	Approved
0.6846	Remote Similarity	NPD7128	Approved
0.6846	Remote Similarity	NPD5739	Approved
0.6846	Remote Similarity	NPD6675	Approved
0.6846	Remote Similarity	NPD6008	Approved
0.6842	Remote Similarity	NPD6649	Approved
0.6842	Remote Similarity	NPD6650	Approved
0.6786	Remote Similarity	NPD6067	Discontinued
0.6742	Remote Similarity	NPD6899	Approved
0.6742	Remote Similarity	NPD6881	Approved
0.6719	Remote Similarity	NPD7639	Approved
0.6719	Remote Similarity	NPD7640	Approved
0.6716	Remote Similarity	NPD8130	Phase 1
0.6667	Remote Similarity	NPD5697	Approved
0.6667	Remote Similarity	NPD5701	Approved
0.6642	Remote Similarity	NPD7102	Approved
0.6642	Remote Similarity	NPD6883	Approved
0.6642	Remote Similarity	NPD4634	Approved
0.6642	Remote Similarity	NPD7290	Approved
0.6641	Remote Similarity	NPD7638	Approved
0.6641	Remote Similarity	NPD4225	Approved
0.664	Remote Similarity	NPD6399	Phase 3
0.664	Remote Similarity	NPD8171	Discontinued
0.6599	Remote Similarity	NPD8450	Suspended
0.6593	Remote Similarity	NPD6847	Approved
0.6593	Remote Similarity	NPD6869	Approved
0.6593	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6593	Remote Similarity	NPD6617	Approved
0.6567	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6567	Remote Similarity	NPD6014	Approved
0.6567	Remote Similarity	NPD6012	Approved
0.6567	Remote Similarity	NPD6013	Approved
0.6562	Remote Similarity	NPD7902	Approved
0.656	Remote Similarity	NPD8034	Phase 2
0.656	Remote Similarity	NPD8035	Phase 2
0.6549	Remote Similarity	NPD7604	Phase 2
0.6531	Remote Similarity	NPD8449	Approved
0.6525	Remote Similarity	NPD5983	Phase 2
0.6519	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6516	Remote Similarity	NPD7625	Phase 1
0.6493	Remote Similarity	NPD6011	Approved
0.6489	Remote Similarity	NPD5211	Phase 2
0.6458	Remote Similarity	NPD6336	Discontinued
0.6457	Remote Similarity	NPD7748	Approved
0.6434	Remote Similarity	NPD4755	Approved
0.6429	Remote Similarity	NPD7983	Approved
0.6423	Remote Similarity	NPD6053	Discontinued
0.6408	Remote Similarity	NPD6921	Approved
0.6408	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.64	Remote Similarity	NPD5328	Approved
0.6391	Remote Similarity	NPD5141	Approved
0.6389	Remote Similarity	NPD8342	Approved
0.6389	Remote Similarity	NPD8340	Approved
0.6389	Remote Similarity	NPD8341	Approved
0.6389	Remote Similarity	NPD8299	Approved
0.6378	Remote Similarity	NPD5778	Approved
0.6378	Remote Similarity	NPD5779	Approved
0.637	Remote Similarity	NPD8337	Approved
0.637	Remote Similarity	NPD8336	Approved
0.6336	Remote Similarity	NPD4696	Approved
0.6336	Remote Similarity	NPD5286	Approved
0.6336	Remote Similarity	NPD5285	Approved
0.6336	Remote Similarity	NPD4700	Approved
0.6328	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6328	Remote Similarity	NPD7900	Approved
0.6316	Remote Similarity	NPD7799	Discontinued
0.6308	Remote Similarity	NPD6083	Phase 2
0.6308	Remote Similarity	NPD6084	Phase 2
0.6301	Remote Similarity	NPD8448	Approved
0.6299	Remote Similarity	NPD6411	Approved
0.6299	Remote Similarity	NPD6079	Approved
0.6299	Remote Similarity	NPD7637	Suspended
0.6299	Remote Similarity	NPD7515	Phase 2
0.6296	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6296	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6286	Remote Similarity	NPD6274	Approved
0.6284	Remote Similarity	NPD5956	Approved
0.6284	Remote Similarity	NPD8391	Approved
0.6284	Remote Similarity	NPD8390	Approved
0.6284	Remote Similarity	NPD8392	Approved
0.6279	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6268	Remote Similarity	NPD7100	Approved
0.6268	Remote Similarity	NPD7101	Approved
0.6241	Remote Similarity	NPD5226	Approved
0.6241	Remote Similarity	NPD5224	Approved
0.6241	Remote Similarity	NPD6317	Approved
0.6241	Remote Similarity	NPD4633	Approved
0.6241	Remote Similarity	NPD7632	Discontinued
0.6241	Remote Similarity	NPD5225	Approved
0.6233	Remote Similarity	NPD8451	Approved
0.6231	Remote Similarity	NPD4697	Phase 3
0.6222	Remote Similarity	NPD4768	Approved
0.6222	Remote Similarity	NPD4767	Approved
0.621	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.62	Remote Similarity	NPD8338	Approved
0.6197	Remote Similarity	NPD6335	Approved
0.6194	Remote Similarity	NPD4754	Approved
0.6194	Remote Similarity	NPD5174	Approved
0.6194	Remote Similarity	NPD5175	Approved
0.6181	Remote Similarity	NPD6908	Approved
0.6181	Remote Similarity	NPD6909	Approved
0.6165	Remote Similarity	NPD5223	Approved
0.6165	Remote Similarity	NPD1700	Approved
0.616	Remote Similarity	NPD3618	Phase 1
0.6159	Remote Similarity	NPD6371	Approved
0.6148	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.6148	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.6142	Remote Similarity	NPD6101	Approved
0.6142	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6136	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6136	Remote Similarity	NPD5696	Approved
0.6131	Remote Similarity	NPD4729	Approved
0.6131	Remote Similarity	NPD4730	Approved
0.6129	Remote Similarity	NPD4786	Approved
0.6127	Remote Similarity	NPD8137	Clinical (unspecified phase)
0.6124	Remote Similarity	NPD4202	Approved
0.6107	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6107	Remote Similarity	NPD7839	Suspended
0.6107	Remote Similarity	NPD5222	Approved
0.6107	Remote Similarity	NPD5221	Approved
0.6084	Remote Similarity	NPD6313	Approved
0.6084	Remote Similarity	NPD6314	Approved
0.6069	Remote Similarity	NPD8267	Approved
0.6069	Remote Similarity	NPD8266	Approved
0.6069	Remote Similarity	NPD8269	Approved
0.6069	Remote Similarity	NPD8268	Approved
0.6061	Remote Similarity	NPD5173	Approved
0.6056	Remote Similarity	NPD6868	Approved
0.6043	Remote Similarity	NPD5249	Phase 3
0.6043	Remote Similarity	NPD5247	Approved
0.6043	Remote Similarity	NPD5251	Approved
0.6043	Remote Similarity	NPD5248	Approved
0.6043	Remote Similarity	NPD5250	Approved
0.6039	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6031	Remote Similarity	NPD5695	Phase 3
0.6026	Remote Similarity	NPD7260	Phase 2
0.6014	Remote Similarity	NPD5128	Approved
0.6	Remote Similarity	NPD3668	Phase 3
0.5987	Remote Similarity	NPD6845	Suspended
0.5986	Remote Similarity	NPD7830	Approved
0.5986	Remote Similarity	NPD7829	Approved
0.5986	Remote Similarity	NPD7122	Discontinued
0.5984	Remote Similarity	NPD3573	Approved
0.5984	Remote Similarity	NPD7524	Approved
0.5974	Remote Similarity	NPD8387	Clinical (unspecified phase)
0.5969	Remote Similarity	NPD6698	Approved
0.5969	Remote Similarity	NPD46	Approved
0.5968	Remote Similarity	NPD3667	Approved
0.596	Remote Similarity	NPD6914	Discontinued
0.5959	Remote Similarity	NPD8444	Approved
0.5959	Remote Similarity	NPD8274	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