NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	280.13
Volume:	272.449
LogP:	1.369
LogD:	1.291
LogS:	-3.222
# Rotatable Bonds:	0
TPSA:	75.99
# H-Bond Aceptor:	5
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.648
Synthetic Accessibility Score:	6.54
Fsp3:	0.8
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.916
MDCK Permeability:	1.3199567547417246e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.009
Human Intestinal Absorption (HIA):	0.007
20% Bioavailability (F20%):	0.646
30% Bioavailability (F30%):	0.648

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.845
Plasma Protein Binding (PPB):	33.776695251464844%
Volume Distribution (VD):	0.812
Pgp-substrate:	45.269569396972656%

ADMET: Metabolism

CYP1A2-inhibitor:	0.024
CYP1A2-substrate:	0.978
CYP2C19-inhibitor:	0.056
CYP2C19-substrate:	0.804
CYP2C9-inhibitor:	0.044
CYP2C9-substrate:	0.031
CYP2D6-inhibitor:	0.005
CYP2D6-substrate:	0.071
CYP3A4-inhibitor:	0.64
CYP3A4-substrate:	0.606

ADMET: Excretion

Clearance (CL):	7.938
Half-life (T1/2):	0.673

ADMET: Toxicity

hERG Blockers:	0.022
Human Hepatotoxicity (H-HT):	0.393
Drug-inuced Liver Injury (DILI):	0.183
AMES Toxicity:	0.866
Rat Oral Acute Toxicity:	0.332
Maximum Recommended Daily Dose:	0.709
Skin Sensitization:	0.373
Carcinogencity:	0.942
Eye Corrosion:	0.075
Eye Irritation:	0.135
Respiratory Toxicity:	0.865

Download Data

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

Natural Product: NPC471184

Natural Product ID:	NPC471184
*Common Name:**	RQXAHDATEUKKIF-VNUKXSOBSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	RQXAHDATEUKKIF-VNUKXSOBSA-N
Standard InCHI:	InChI=1S/C15H20O5/c1-8-9-6-10-12(2,17)4-5-14(10)13(3,18)7-15(9,20-14)19-11(8)16/h10,17-18H,4-7H2,1-3H3/t10-,12-,13+,14+,15+/m0/s1
SMILES:	O=C1O[C@]23C(=C1C)C[C@@H]1[C@@](O3)([C@](C2)(C)O)CC[C@]1(C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2386500
PubChem CID:	73351986
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001818] Furopyrans

*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
NPO2618	Curcuma wenyujin	Species	Zingiberaceae	Eukaryota	n.a.	root	n.a.	PMID[23738470]
NPO2618	Curcuma wenyujin	Species	Zingiberaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[23738470]
NPO18068	Curcuma phaeocaulis	Species	Zingiberaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[23755850]
NPO2618	Curcuma wenyujin	Species	Zingiberaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[25275213]
NPO2618	Curcuma wenyujin	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2618	Curcuma wenyujin	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18068	Curcuma phaeocaulis	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2618	Curcuma wenyujin	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18068	Curcuma phaeocaulis	Species	Zingiberaceae	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
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	1500.0	nM	PMID[573739]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	8500.0	nM	PMID[573740]

☑ 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 NPC471184 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	204
0.1-0.2	1544
0.2-0.3	6463
0.3-0.4	15834
0.4-0.5	8992
0.5-0.6	7294
0.6-0.7	2273
0.7-0.8	89
0.8-0.85	1
0.85-0.9	0
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.8621	High Similarity	NPC290052
0.8404	Intermediate Similarity	NPC98165
0.8202	Intermediate Similarity	NPC16887
0.8202	Intermediate Similarity	NPC154893
0.8202	Intermediate Similarity	NPC37005
0.8202	Intermediate Similarity	NPC53011
0.8111	Intermediate Similarity	NPC146850
0.8111	Intermediate Similarity	NPC287015
0.8085	Intermediate Similarity	NPC272293
0.8085	Intermediate Similarity	NPC40821
0.8085	Intermediate Similarity	NPC32862
0.7895	Intermediate Similarity	NPC471483
0.7742	Intermediate Similarity	NPC191283
0.7573	Intermediate Similarity	NPC85670
0.7551	Intermediate Similarity	NPC220221
0.7551	Intermediate Similarity	NPC329435
0.7551	Intermediate Similarity	NPC37408
0.75	Intermediate Similarity	NPC152017
0.75	Intermediate Similarity	NPC106446
0.7431	Intermediate Similarity	NPC138372
0.7431	Intermediate Similarity	NPC106228
0.7426	Intermediate Similarity	NPC130792
0.7404	Intermediate Similarity	NPC239961
0.7383	Intermediate Similarity	NPC474750
0.7358	Intermediate Similarity	NPC257853
0.7358	Intermediate Similarity	NPC187876
0.7347	Intermediate Similarity	NPC470187
0.734	Intermediate Similarity	NPC471185
0.7339	Intermediate Similarity	NPC69576
0.7339	Intermediate Similarity	NPC471633
0.7339	Intermediate Similarity	NPC31354
0.7339	Intermediate Similarity	NPC84949
0.7308	Intermediate Similarity	NPC161775
0.73	Intermediate Similarity	NPC213078
0.7273	Intermediate Similarity	NPC310341
0.7273	Intermediate Similarity	NPC5311
0.7273	Intermediate Similarity	NPC281775
0.7273	Intermediate Similarity	NPC277583
0.7273	Intermediate Similarity	NPC193382
0.7273	Intermediate Similarity	NPC127019
0.7273	Intermediate Similarity	NPC274588
0.7273	Intermediate Similarity	NPC99620
0.7273	Intermediate Similarity	NPC199428
0.7264	Intermediate Similarity	NPC10150
0.7255	Intermediate Similarity	NPC79631
0.7248	Intermediate Similarity	NPC287075
0.7245	Intermediate Similarity	NPC235051
0.7234	Intermediate Similarity	NPC116613
0.7232	Intermediate Similarity	NPC9674
0.7232	Intermediate Similarity	NPC81222
0.7232	Intermediate Similarity	NPC291820
0.7232	Intermediate Similarity	NPC44899
0.7232	Intermediate Similarity	NPC304260
0.7232	Intermediate Similarity	NPC19028
0.7232	Intermediate Similarity	NPC29639
0.7232	Intermediate Similarity	NPC5883
0.7228	Intermediate Similarity	NPC161493
0.7216	Intermediate Similarity	NPC299527
0.7216	Intermediate Similarity	NPC205548
0.7212	Intermediate Similarity	NPC124881
0.7207	Intermediate Similarity	NPC471355
0.7207	Intermediate Similarity	NPC34390
0.7207	Intermediate Similarity	NPC157376
0.7207	Intermediate Similarity	NPC196429
0.7207	Intermediate Similarity	NPC309034
0.7207	Intermediate Similarity	NPC99728
0.7207	Intermediate Similarity	NPC152615
0.7207	Intermediate Similarity	NPC290693
0.7207	Intermediate Similarity	NPC203862
0.7207	Intermediate Similarity	NPC27507
0.7207	Intermediate Similarity	NPC244402
0.7207	Intermediate Similarity	NPC50305
0.7207	Intermediate Similarity	NPC471354
0.7207	Intermediate Similarity	NPC142066
0.7207	Intermediate Similarity	NPC473852
0.7207	Intermediate Similarity	NPC84987
0.7207	Intermediate Similarity	NPC471353
0.7207	Intermediate Similarity	NPC77319
0.7207	Intermediate Similarity	NPC87250
0.7207	Intermediate Similarity	NPC243196
0.7207	Intermediate Similarity	NPC471351
0.7207	Intermediate Similarity	NPC93883
0.7207	Intermediate Similarity	NPC474418
0.7207	Intermediate Similarity	NPC158344
0.72	Intermediate Similarity	NPC93869
0.72	Intermediate Similarity	NPC170120
0.72	Intermediate Similarity	NPC240838
0.72	Intermediate Similarity	NPC6765
0.72	Intermediate Similarity	NPC67584
0.72	Intermediate Similarity	NPC469873
0.72	Intermediate Similarity	NPC213698
0.72	Intermediate Similarity	NPC471492
0.72	Intermediate Similarity	NPC52044
0.7184	Intermediate Similarity	NPC150923
0.7184	Intermediate Similarity	NPC198992
0.7184	Intermediate Similarity	NPC219038
0.7172	Intermediate Similarity	NPC156553
0.717	Intermediate Similarity	NPC472820
0.7168	Intermediate Similarity	NPC107607
0.7158	Intermediate Similarity	NPC253604
0.7158	Intermediate Similarity	NPC245434
0.7157	Intermediate Similarity	NPC79449
0.7157	Intermediate Similarity	NPC474957
0.7157	Intermediate Similarity	NPC221615
0.7143	Intermediate Similarity	NPC83287
0.7143	Intermediate Similarity	NPC202886
0.7143	Intermediate Similarity	NPC474917
0.7143	Intermediate Similarity	NPC218093
0.7143	Intermediate Similarity	NPC472819
0.7129	Intermediate Similarity	NPC319861
0.7129	Intermediate Similarity	NPC284063
0.7129	Intermediate Similarity	NPC473333
0.7129	Intermediate Similarity	NPC170527
0.7115	Intermediate Similarity	NPC121423
0.7115	Intermediate Similarity	NPC470972
0.7115	Intermediate Similarity	NPC200672
0.7115	Intermediate Similarity	NPC471599
0.7115	Intermediate Similarity	NPC86077
0.7115	Intermediate Similarity	NPC214714
0.7113	Intermediate Similarity	NPC242448
0.7105	Intermediate Similarity	NPC475219
0.7105	Intermediate Similarity	NPC231518
0.7105	Intermediate Similarity	NPC40749
0.7103	Intermediate Similarity	NPC475960
0.71	Intermediate Similarity	NPC256368
0.7097	Intermediate Similarity	NPC59994
0.7097	Intermediate Similarity	NPC78677
0.7097	Intermediate Similarity	NPC15978
0.7087	Intermediate Similarity	NPC476320
0.7087	Intermediate Similarity	NPC476211
0.7087	Intermediate Similarity	NPC70865
0.7083	Intermediate Similarity	NPC311163
0.708	Intermediate Similarity	NPC236973
0.708	Intermediate Similarity	NPC55532
0.708	Intermediate Similarity	NPC469756
0.708	Intermediate Similarity	NPC30483
0.708	Intermediate Similarity	NPC329905
0.708	Intermediate Similarity	NPC292467
0.708	Intermediate Similarity	NPC470897
0.708	Intermediate Similarity	NPC32177
0.7075	Intermediate Similarity	NPC472818
0.7075	Intermediate Similarity	NPC54737
0.7075	Intermediate Similarity	NPC470980
0.7071	Intermediate Similarity	NPC477749
0.7059	Intermediate Similarity	NPC236580
0.7059	Intermediate Similarity	NPC347923
0.7059	Intermediate Similarity	NPC471490
0.7059	Intermediate Similarity	NPC476057
0.7059	Intermediate Similarity	NPC2666
0.7059	Intermediate Similarity	NPC182811
0.7059	Intermediate Similarity	NPC472290
0.7059	Intermediate Similarity	NPC304445
0.7059	Intermediate Similarity	NPC86843
0.7059	Intermediate Similarity	NPC474182
0.7048	Intermediate Similarity	NPC472821
0.7048	Intermediate Similarity	NPC37240
0.7043	Intermediate Similarity	NPC115349
0.7043	Intermediate Similarity	NPC193893
0.7041	Intermediate Similarity	NPC477748
0.7037	Intermediate Similarity	NPC475030
0.703	Intermediate Similarity	NPC472873
0.7019	Intermediate Similarity	NPC27474
0.7019	Intermediate Similarity	NPC216911
0.7019	Intermediate Similarity	NPC26557
0.7019	Intermediate Similarity	NPC476230
0.7018	Intermediate Similarity	NPC475629
0.7018	Intermediate Similarity	NPC475556
0.7018	Intermediate Similarity	NPC474466
0.7018	Intermediate Similarity	NPC72260
0.7018	Intermediate Similarity	NPC475136
0.7009	Intermediate Similarity	NPC197813
0.7009	Intermediate Similarity	NPC148270
0.7009	Intermediate Similarity	NPC80338
0.7	Intermediate Similarity	NPC472195
0.7	Intermediate Similarity	NPC472196
0.7	Intermediate Similarity	NPC238090
0.7	Intermediate Similarity	NPC265921
0.7	Intermediate Similarity	NPC110022
0.7	Intermediate Similarity	NPC85831
0.7	Intermediate Similarity	NPC215215
0.699	Remote Similarity	NPC49833
0.699	Remote Similarity	NPC45125
0.699	Remote Similarity	NPC65700
0.699	Remote Similarity	NPC469918
0.699	Remote Similarity	NPC96399
0.699	Remote Similarity	NPC117066
0.699	Remote Similarity	NPC274458
0.699	Remote Similarity	NPC249171
0.699	Remote Similarity	NPC187268
0.699	Remote Similarity	NPC151093
0.699	Remote Similarity	NPC469919
0.699	Remote Similarity	NPC472015
0.6989	Remote Similarity	NPC186072
0.6983	Remote Similarity	NPC471392
0.6983	Remote Similarity	NPC27363
0.6979	Remote Similarity	NPC471494
0.6979	Remote Similarity	NPC470658
0.697	Remote Similarity	NPC118078
0.697	Remote Similarity	NPC216284
0.697	Remote Similarity	NPC301969

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 NPC471184 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	181
0.1-0.2	2154
0.2-0.3	4277
0.3-0.4	1849
0.4-0.5	414
0.5-0.6	236
0.6-0.7	39
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7143	Intermediate Similarity	NPD7327	Approved
0.7143	Intermediate Similarity	NPD7328	Approved
0.7105	Intermediate Similarity	NPD8033	Approved
0.708	Intermediate Similarity	NPD7516	Approved
0.7018	Intermediate Similarity	NPD8294	Approved
0.7018	Intermediate Similarity	NPD8377	Approved
0.6957	Remote Similarity	NPD8296	Approved
0.6957	Remote Similarity	NPD8335	Approved
0.6957	Remote Similarity	NPD8378	Approved
0.6957	Remote Similarity	NPD8380	Approved
0.6957	Remote Similarity	NPD8379	Approved
0.6864	Remote Similarity	NPD7507	Approved
0.6852	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6789	Remote Similarity	NPD6686	Approved
0.6694	Remote Similarity	NPD7319	Approved
0.6667	Remote Similarity	NPD7503	Approved
0.6634	Remote Similarity	NPD6698	Approved
0.6634	Remote Similarity	NPD46	Approved
0.6566	Remote Similarity	NPD4249	Approved
0.6549	Remote Similarity	NPD6053	Discontinued
0.6509	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.65	Remote Similarity	NPD4250	Approved
0.65	Remote Similarity	NPD4251	Approved
0.6471	Remote Similarity	NPD7838	Discovery
0.6465	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6396	Remote Similarity	NPD6412	Phase 2
0.6373	Remote Similarity	NPD1695	Approved
0.6372	Remote Similarity	NPD6371	Approved
0.6316	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6283	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6239	Remote Similarity	NPD5344	Discontinued
0.6204	Remote Similarity	NPD7638	Approved
0.6147	Remote Similarity	NPD7639	Approved
0.6147	Remote Similarity	NPD7640	Approved
0.6129	Remote Similarity	NPD7078	Approved
0.6122	Remote Similarity	NPD4820	Approved
0.6122	Remote Similarity	NPD4819	Approved
0.6122	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6122	Remote Similarity	NPD4821	Approved
0.6122	Remote Similarity	NPD4822	Approved
0.6098	Remote Similarity	NPD7492	Approved
0.6087	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6068	Remote Similarity	NPD8133	Approved
0.6055	Remote Similarity	NPD4225	Approved
0.6048	Remote Similarity	NPD6616	Approved
0.6036	Remote Similarity	NPD7632	Discontinued
0.6033	Remote Similarity	NPD6059	Approved
0.6033	Remote Similarity	NPD6054	Approved
0.6	Remote Similarity	NPD8293	Discontinued
0.6	Remote Similarity	NPD6648	Approved
0.5984	Remote Similarity	NPD6015	Approved
0.5984	Remote Similarity	NPD6016	Approved
0.5952	Remote Similarity	NPD7736	Approved
0.5943	Remote Similarity	NPD5693	Phase 1
0.5941	Remote Similarity	NPD5362	Discontinued
0.5935	Remote Similarity	NPD6370	Approved
0.5935	Remote Similarity	NPD5988	Approved
0.5926	Remote Similarity	NPD5695	Phase 3
0.5918	Remote Similarity	NPD4271	Approved
0.5918	Remote Similarity	NPD4268	Approved
0.5917	Remote Similarity	NPD6009	Approved
0.59	Remote Similarity	NPD4790	Discontinued
0.5854	Remote Similarity	NPD8516	Approved
0.5854	Remote Similarity	NPD8517	Approved
0.5854	Remote Similarity	NPD8515	Approved
0.5854	Remote Similarity	NPD8513	Phase 3
0.5842	Remote Similarity	NPD6435	Approved
0.5833	Remote Similarity	NPD5282	Discontinued
0.5826	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5825	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.5818	Remote Similarity	NPD6084	Phase 2
0.5818	Remote Similarity	NPD6083	Phase 2
0.5798	Remote Similarity	NPD4632	Approved
0.5797	Remote Similarity	NPD7625	Phase 1
0.5794	Remote Similarity	NPD5281	Approved
0.5794	Remote Similarity	NPD5284	Approved
0.5789	Remote Similarity	NPD4057	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD4056	Clinical (unspecified phase)
0.5784	Remote Similarity	NPD5331	Approved
0.5784	Remote Similarity	NPD5332	Approved
0.578	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5772	Remote Similarity	NPD6319	Approved
0.5766	Remote Similarity	NPD5696	Approved
0.5755	Remote Similarity	NPD6051	Approved
0.5739	Remote Similarity	NPD6008	Approved
0.5728	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD7524	Approved
0.5714	Remote Similarity	NPD6882	Approved
0.5701	Remote Similarity	NPD5785	Approved
0.5701	Remote Similarity	NPD5207	Approved
0.5686	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.5656	Remote Similarity	NPD7115	Discovery
0.5648	Remote Similarity	NPD7637	Suspended
0.5648	Remote Similarity	NPD7983	Approved
0.5644	Remote Similarity	NPD5368	Approved
0.5641	Remote Similarity	NPD7320	Approved
0.5636	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.5631	Remote Similarity	NPD7154	Phase 3
0.5625	Remote Similarity	NPD8074	Phase 3
0.5615	Remote Similarity	NPD5956	Approved
0.5607	Remote Similarity	NPD6904	Approved
0.5607	Remote Similarity	NPD6673	Approved
0.5607	Remote Similarity	NPD6080	Approved
0.5603	Remote Similarity	NPD5739	Approved
0.5603	Remote Similarity	NPD6675	Approved
0.5603	Remote Similarity	NPD6402	Approved
0.5603	Remote Similarity	NPD7128	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