NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	372.19
Volume:	397.451
LogP:	4.504
LogD:	3.76
LogS:	-3.451
# Rotatable Bonds:	8
TPSA:	75.99
# H-Bond Aceptor:	5
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.387
Synthetic Accessibility Score:	3.86
Fsp3:	0.409
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.797
MDCK Permeability:	2.6843355954042636e-05
Pgp-inhibitor:	0.967
Pgp-substrate:	0.005
Human Intestinal Absorption (HIA):	0.101
20% Bioavailability (F20%):	0.604
30% Bioavailability (F30%):	0.096

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.06
Plasma Protein Binding (PPB):	99.01114654541016%
Volume Distribution (VD):	0.906
Pgp-substrate:	1.429738998413086%

ADMET: Metabolism

CYP1A2-inhibitor:	0.523
CYP1A2-substrate:	0.182
CYP2C19-inhibitor:	0.952
CYP2C19-substrate:	0.321
CYP2C9-inhibitor:	0.919
CYP2C9-substrate:	0.965
CYP2D6-inhibitor:	0.924
CYP2D6-substrate:	0.468
CYP3A4-inhibitor:	0.843
CYP3A4-substrate:	0.264

ADMET: Excretion

Clearance (CL):	8.799
Half-life (T1/2):	0.854

ADMET: Toxicity

hERG Blockers:	0.028
Human Hepatotoxicity (H-HT):	0.414
Drug-inuced Liver Injury (DILI):	0.029
AMES Toxicity:	0.021
Rat Oral Acute Toxicity:	0.021
Maximum Recommended Daily Dose:	0.829
Skin Sensitization:	0.947
Carcinogencity:	0.135
Eye Corrosion:	0.006
Eye Irritation:	0.896
Respiratory Toxicity:	0.309

Download Data

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

Natural Product: NPC477152

Natural Product ID:	NPC477152
*Common Name:**	Fornicin B
IUPAC Name:	5-(2,5-dihydroxyphenyl)-3-[(3E)-4,8-dimethylnona-3,7-dienyl]-5-methoxyfuran-2-one
Synonyms:	fornicin B
Standard InCHIKey:	FCRKCTMVNYZRSA-CXUHLZMHSA-N
Standard InCHI:	InChI=1S/C22H28O5/c1-15(2)7-5-8-16(3)9-6-10-17-14-22(26-4,27-21(17)25)19-13-18(23)11-12-20(19)24/h7,9,11-14,23-24H,5-6,8,10H2,1-4H3/b16-9+
SMILES:	CC(=CCC/C(=C/CCC1=CC(OC1=O)(C2=C(C=CC(=C2)O)O)OC)/C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	16086600
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones

*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
NPO21422	Ganoderma fornicatum	Species	Ganodermataceae	Eukaryota	fruiting bodies	n.a.	n.a.	PMID[16989537]
NPO21422	Ganoderma fornicatum	Species	Ganodermataceae	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	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1171	Cell Line	HEp-2	Homo sapiens	IC50	=	15	ug/ml	PMID[16989537]

☑ 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 NPC477152 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	247
0.1-0.2	1217
0.2-0.3	3510
0.3-0.4	8904
0.4-0.5	10064
0.5-0.6	5282
0.6-0.7	11912
0.7-0.8	1505
0.8-0.85	51
0.85-0.9	2
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9576	High Similarity	NPC477151
0.9576	High Similarity	NPC132518
0.8879	High Similarity	NPC228609
0.8814	High Similarity	NPC197513
0.8629	High Similarity	NPC325301
0.85	High Similarity	NPC41851
0.85	High Similarity	NPC114918
0.848	Intermediate Similarity	NPC327070
0.8397	Intermediate Similarity	NPC329427
0.8397	Intermediate Similarity	NPC317601
0.8346	Intermediate Similarity	NPC291119
0.8346	Intermediate Similarity	NPC281169
0.8306	Intermediate Similarity	NPC38181
0.8306	Intermediate Similarity	NPC20230
0.8295	Intermediate Similarity	NPC142087
0.8295	Intermediate Similarity	NPC95034
0.8295	Intermediate Similarity	NPC71525
0.8276	Intermediate Similarity	NPC93831
0.8264	Intermediate Similarity	NPC190212
0.824	Intermediate Similarity	NPC328485
0.8235	Intermediate Similarity	NPC98392
0.8209	Intermediate Similarity	NPC161856
0.8209	Intermediate Similarity	NPC51087
0.8197	Intermediate Similarity	NPC81808
0.8195	Intermediate Similarity	NPC289572
0.8195	Intermediate Similarity	NPC157478
0.8195	Intermediate Similarity	NPC472591
0.8195	Intermediate Similarity	NPC295406
0.8195	Intermediate Similarity	NPC200422
0.8182	Intermediate Similarity	NPC26615
0.8182	Intermediate Similarity	NPC7012
0.8167	Intermediate Similarity	NPC471535
0.816	Intermediate Similarity	NPC328459
0.816	Intermediate Similarity	NPC90522
0.816	Intermediate Similarity	NPC472593
0.8134	Intermediate Similarity	NPC211164
0.8125	Intermediate Similarity	NPC248786
0.812	Intermediate Similarity	NPC130817
0.8103	Intermediate Similarity	NPC94343
0.8095	Intermediate Similarity	NPC72977
0.808	Intermediate Similarity	NPC94637
0.8074	Intermediate Similarity	NPC254832
0.8074	Intermediate Similarity	NPC176102
0.8074	Intermediate Similarity	NPC204257
0.8074	Intermediate Similarity	NPC71108
0.8074	Intermediate Similarity	NPC29317
0.8074	Intermediate Similarity	NPC267539
0.8074	Intermediate Similarity	NPC229638
0.8065	Intermediate Similarity	NPC128825
0.806	Intermediate Similarity	NPC43627
0.8047	Intermediate Similarity	NPC302211
0.8047	Intermediate Similarity	NPC49441
0.8047	Intermediate Similarity	NPC46634
0.8033	Intermediate Similarity	NPC17693
0.8031	Intermediate Similarity	NPC165197
0.803	Intermediate Similarity	NPC477300
0.8017	Intermediate Similarity	NPC208229
0.8016	Intermediate Similarity	NPC160235
0.8	Intermediate Similarity	NPC68260
0.8	Intermediate Similarity	NPC474097
0.8	Intermediate Similarity	NPC169450
0.8	Intermediate Similarity	NPC279887
0.7984	Intermediate Similarity	NPC477153
0.7971	Intermediate Similarity	NPC475012
0.7969	Intermediate Similarity	NPC476165
0.7969	Intermediate Similarity	NPC25168
0.7967	Intermediate Similarity	NPC296144
0.7967	Intermediate Similarity	NPC28784
0.7953	Intermediate Similarity	NPC474874
0.7953	Intermediate Similarity	NPC193193
0.7953	Intermediate Similarity	NPC14177
0.7953	Intermediate Similarity	NPC31314
0.7937	Intermediate Similarity	NPC309434
0.7937	Intermediate Similarity	NPC203124
0.7937	Intermediate Similarity	NPC206205
0.7934	Intermediate Similarity	NPC26013
0.7934	Intermediate Similarity	NPC282855
0.7934	Intermediate Similarity	NPC471954
0.7934	Intermediate Similarity	NPC75272
0.7923	Intermediate Similarity	NPC91475
0.7923	Intermediate Similarity	NPC469568
0.7923	Intermediate Similarity	NPC265910
0.7923	Intermediate Similarity	NPC117794
0.7923	Intermediate Similarity	NPC474237
0.792	Intermediate Similarity	NPC123559
0.792	Intermediate Similarity	NPC312800
0.792	Intermediate Similarity	NPC163398
0.792	Intermediate Similarity	NPC128249
0.792	Intermediate Similarity	NPC33717
0.7917	Intermediate Similarity	NPC233320
0.7907	Intermediate Similarity	NPC297193
0.7903	Intermediate Similarity	NPC474050
0.7903	Intermediate Similarity	NPC473931
0.7903	Intermediate Similarity	NPC474114
0.7874	Intermediate Similarity	NPC98748
0.7869	Intermediate Similarity	NPC183700
0.7863	Intermediate Similarity	NPC472592
0.7857	Intermediate Similarity	NPC269414
0.7857	Intermediate Similarity	NPC240664
0.7857	Intermediate Similarity	NPC160199
0.7845	Intermediate Similarity	NPC152097
0.7842	Intermediate Similarity	NPC475045
0.784	Intermediate Similarity	NPC232165
0.784	Intermediate Similarity	NPC296526
0.7832	Intermediate Similarity	NPC308799
0.782	Intermediate Similarity	NPC217431
0.782	Intermediate Similarity	NPC201419
0.782	Intermediate Similarity	NPC79332
0.782	Intermediate Similarity	NPC219923
0.7812	Intermediate Similarity	NPC233282
0.781	Intermediate Similarity	NPC477301
0.781	Intermediate Similarity	NPC311742
0.7803	Intermediate Similarity	NPC474476
0.7787	Intermediate Similarity	NPC79543
0.7786	Intermediate Similarity	NPC147896
0.7786	Intermediate Similarity	NPC288945
0.7778	Intermediate Similarity	NPC4958
0.7778	Intermediate Similarity	NPC140722
0.7778	Intermediate Similarity	NPC113428
0.7778	Intermediate Similarity	NPC92054
0.7778	Intermediate Similarity	NPC61284
0.7778	Intermediate Similarity	NPC260775
0.7778	Intermediate Similarity	NPC281277
0.777	Intermediate Similarity	NPC475005
0.777	Intermediate Similarity	NPC474943
0.7769	Intermediate Similarity	NPC217756
0.7761	Intermediate Similarity	NPC131684
0.776	Intermediate Similarity	NPC328593
0.776	Intermediate Similarity	NPC87563
0.776	Intermediate Similarity	NPC261453
0.776	Intermediate Similarity	NPC33749
0.7755	Intermediate Similarity	NPC183536
0.7755	Intermediate Similarity	NPC34965
0.7754	Intermediate Similarity	NPC115861
0.7754	Intermediate Similarity	NPC471872
0.7754	Intermediate Similarity	NPC154485
0.7752	Intermediate Similarity	NPC244994
0.7752	Intermediate Similarity	NPC179092
0.7752	Intermediate Similarity	NPC470849
0.7752	Intermediate Similarity	NPC26433
0.7752	Intermediate Similarity	NPC322569
0.7752	Intermediate Similarity	NPC159760
0.7752	Intermediate Similarity	NPC115188
0.7752	Intermediate Similarity	NPC292665
0.7752	Intermediate Similarity	NPC35856
0.7752	Intermediate Similarity	NPC222876
0.7752	Intermediate Similarity	NPC272454
0.7752	Intermediate Similarity	NPC178395
0.7752	Intermediate Similarity	NPC470848
0.7752	Intermediate Similarity	NPC301987
0.775	Intermediate Similarity	NPC227255
0.775	Intermediate Similarity	NPC288760
0.7744	Intermediate Similarity	NPC181715
0.7744	Intermediate Similarity	NPC319422
0.7744	Intermediate Similarity	NPC477212
0.7744	Intermediate Similarity	NPC477211
0.7744	Intermediate Similarity	NPC477214
0.7742	Intermediate Similarity	NPC228452
0.7737	Intermediate Similarity	NPC27394
0.7737	Intermediate Similarity	NPC106406
0.7734	Intermediate Similarity	NPC121866
0.7734	Intermediate Similarity	NPC141791
0.7734	Intermediate Similarity	NPC263386
0.7734	Intermediate Similarity	NPC184579
0.7734	Intermediate Similarity	NPC233165
0.7731	Intermediate Similarity	NPC304638
0.773	Intermediate Similarity	NPC257003
0.773	Intermediate Similarity	NPC145319
0.7727	Intermediate Similarity	NPC287473
0.7727	Intermediate Similarity	NPC4164
0.7727	Intermediate Similarity	NPC240744
0.7727	Intermediate Similarity	NPC167055
0.7721	Intermediate Similarity	NPC470160
0.7717	Intermediate Similarity	NPC65791
0.7717	Intermediate Similarity	NPC325295
0.7717	Intermediate Similarity	NPC125252
0.7717	Intermediate Similarity	NPC76308
0.7714	Intermediate Similarity	NPC299405
0.7714	Intermediate Similarity	NPC306835
0.7714	Intermediate Similarity	NPC476477
0.7714	Intermediate Similarity	NPC256463
0.7714	Intermediate Similarity	NPC111422
0.7714	Intermediate Similarity	NPC29771
0.7714	Intermediate Similarity	NPC216312
0.7714	Intermediate Similarity	NPC471602
0.7712	Intermediate Similarity	NPC70677
0.7712	Intermediate Similarity	NPC248396
0.7712	Intermediate Similarity	NPC48730
0.7712	Intermediate Similarity	NPC129373
0.7712	Intermediate Similarity	NPC253746
0.7712	Intermediate Similarity	NPC12931
0.7712	Intermediate Similarity	NPC130756
0.771	Intermediate Similarity	NPC14141
0.771	Intermediate Similarity	NPC212541
0.7708	Intermediate Similarity	NPC206579
0.7708	Intermediate Similarity	NPC11800
0.7705	Intermediate Similarity	NPC241549
0.7705	Intermediate Similarity	NPC206341
0.7705	Intermediate Similarity	NPC31274
0.7704	Intermediate Similarity	NPC196621

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 NPC477152 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	218
0.1-0.2	795
0.2-0.3	1617
0.3-0.4	2715
0.4-0.5	1988
0.5-0.6	1301
0.6-0.7	478
0.7-0.8	37
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
0.8175	Intermediate Similarity	NPD3496	Discontinued
0.8088	Intermediate Similarity	NPD2935	Discontinued
0.8065	Intermediate Similarity	NPD9493	Approved
0.7634	Intermediate Similarity	NPD9717	Approved
0.7594	Intermediate Similarity	NPD2797	Approved
0.7559	Intermediate Similarity	NPD6671	Approved
0.7538	Intermediate Similarity	NPD1778	Approved
0.7538	Intermediate Similarity	NPD4626	Approved
0.7536	Intermediate Similarity	NPD447	Suspended
0.7519	Intermediate Similarity	NPD9545	Approved
0.7483	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7463	Intermediate Similarity	NPD1203	Approved
0.7445	Intermediate Similarity	NPD411	Approved
0.7445	Intermediate Similarity	NPD3268	Approved
0.7419	Intermediate Similarity	NPD74	Approved
0.7419	Intermediate Similarity	NPD9266	Approved
0.7417	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD230	Phase 1
0.7394	Intermediate Similarity	NPD7266	Discontinued
0.7388	Intermediate Similarity	NPD3225	Approved
0.7361	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7357	Intermediate Similarity	NPD6653	Approved
0.7339	Intermediate Similarity	NPD9264	Approved
0.7339	Intermediate Similarity	NPD9263	Approved
0.7339	Intermediate Similarity	NPD9267	Approved
0.7329	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7328	Intermediate Similarity	NPD5691	Approved
0.7305	Intermediate Similarity	NPD4978	Clinical (unspecified phase)
0.7299	Intermediate Similarity	NPD6832	Phase 2
0.7293	Intermediate Similarity	NPD422	Phase 1
0.7293	Intermediate Similarity	NPD1535	Discovery
0.7286	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7258	Intermediate Similarity	NPD3134	Approved
0.7254	Intermediate Similarity	NPD4308	Phase 3
0.7248	Intermediate Similarity	NPD1653	Approved
0.7244	Intermediate Similarity	NPD969	Suspended
0.7239	Intermediate Similarity	NPD1481	Phase 2
0.7227	Intermediate Similarity	NPD844	Approved
0.7222	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD1358	Approved
0.7197	Intermediate Similarity	NPD5585	Approved
0.7194	Intermediate Similarity	NPD3764	Approved
0.7194	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7185	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7163	Intermediate Similarity	NPD1933	Approved
0.7153	Intermediate Similarity	NPD1019	Discontinued
0.7153	Intermediate Similarity	NPD2798	Approved
0.7143	Intermediate Similarity	NPD6233	Phase 2
0.7121	Intermediate Similarity	NPD1759	Phase 1
0.7101	Intermediate Similarity	NPD5736	Approved
0.7092	Intermediate Similarity	NPD4060	Phase 1
0.709	Intermediate Similarity	NPD3847	Discontinued
0.7083	Intermediate Similarity	NPD1551	Phase 2
0.708	Intermediate Similarity	NPD3266	Approved
0.708	Intermediate Similarity	NPD3267	Approved
0.708	Intermediate Similarity	NPD6362	Approved
0.7077	Intermediate Similarity	NPD690	Clinical (unspecified phase)
0.7077	Intermediate Similarity	NPD9281	Approved
0.7075	Intermediate Similarity	NPD6190	Approved
0.7071	Intermediate Similarity	NPD2313	Discontinued
0.7047	Intermediate Similarity	NPD2532	Approved
0.7047	Intermediate Similarity	NPD2534	Approved
0.7047	Intermediate Similarity	NPD2533	Approved
0.7045	Intermediate Similarity	NPD1758	Phase 1
0.7042	Intermediate Similarity	NPD6355	Discontinued
0.704	Intermediate Similarity	NPD9697	Approved
0.7037	Intermediate Similarity	NPD1091	Approved
0.7037	Intermediate Similarity	NPD1611	Approved
0.7034	Intermediate Similarity	NPD6005	Phase 3
0.7034	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD6002	Phase 3
0.7034	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD2346	Discontinued
0.7034	Intermediate Similarity	NPD6004	Phase 3
0.7025	Intermediate Similarity	NPD288	Approved
0.7016	Intermediate Similarity	NPD9261	Approved
0.7016	Intermediate Similarity	NPD6647	Phase 2
0.7014	Intermediate Similarity	NPD7033	Discontinued
0.7014	Intermediate Similarity	NPD2799	Discontinued
0.7008	Intermediate Similarity	NPD2182	Approved
0.7007	Intermediate Similarity	NPD3750	Approved
0.7007	Intermediate Similarity	NPD8166	Discontinued
0.7	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.6985	Remote Similarity	NPD1608	Approved
0.6984	Remote Similarity	NPD968	Approved
0.6978	Remote Similarity	NPD2861	Phase 2
0.6974	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD4307	Phase 2
0.697	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD5402	Approved
0.6966	Remote Similarity	NPD6032	Approved
0.6957	Remote Similarity	NPD1164	Approved
0.6953	Remote Similarity	NPD4750	Phase 3
0.6953	Remote Similarity	NPD2067	Discontinued
0.695	Remote Similarity	NPD1699	Clinical (unspecified phase)
0.695	Remote Similarity	NPD6798	Discontinued
0.6939	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD846	Approved
0.6935	Remote Similarity	NPD940	Approved
0.6934	Remote Similarity	NPD4359	Approved
0.6933	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7635	Approved
0.6918	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD5536	Phase 2
0.6908	Remote Similarity	NPD2370	Clinical (unspecified phase)
0.6903	Remote Similarity	NPD2801	Approved
0.6901	Remote Similarity	NPD6663	Approved
0.6901	Remote Similarity	NPD520	Approved
0.6899	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6884	Remote Similarity	NPD6696	Suspended
0.6884	Remote Similarity	NPD1283	Approved
0.6879	Remote Similarity	NPD7095	Approved
0.6871	Remote Similarity	NPD2424	Discontinued
0.687	Remote Similarity	NPD1241	Discontinued
0.6866	Remote Similarity	NPD1894	Discontinued
0.6863	Remote Similarity	NPD7458	Discontinued
0.6861	Remote Similarity	NPD9269	Phase 2
0.686	Remote Similarity	NPD2933	Approved
0.686	Remote Similarity	NPD2934	Approved
0.6857	Remote Similarity	NPD2237	Approved
0.6853	Remote Similarity	NPD1240	Approved
0.6853	Remote Similarity	NPD2203	Discontinued
0.6849	Remote Similarity	NPD5406	Approved
0.6849	Remote Similarity	NPD5404	Approved
0.6849	Remote Similarity	NPD5408	Approved
0.6849	Remote Similarity	NPD5405	Approved
0.6846	Remote Similarity	NPD228	Approved
0.6842	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6839	Remote Similarity	NPD37	Approved
0.6835	Remote Similarity	NPD6234	Discontinued
0.6828	Remote Similarity	NPD7097	Phase 1
0.6825	Remote Similarity	NPD164	Approved
0.6821	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD4966	Approved
0.6815	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD9268	Approved
0.6815	Remote Similarity	NPD4965	Approved
0.6815	Remote Similarity	NPD4967	Phase 2
0.6815	Remote Similarity	NPD1357	Approved
0.6812	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.6812	Remote Similarity	NPD4749	Approved
0.6809	Remote Similarity	NPD600	Approved
0.6809	Remote Similarity	NPD596	Approved
0.6803	Remote Similarity	NPD2859	Approved
0.6803	Remote Similarity	NPD2860	Approved
0.6797	Remote Similarity	NPD290	Approved
0.6795	Remote Similarity	NPD7819	Suspended
0.6794	Remote Similarity	NPD5535	Approved
0.6788	Remote Similarity	NPD3705	Approved
0.6788	Remote Similarity	NPD6559	Discontinued
0.6786	Remote Similarity	NPD5647	Approved
0.6783	Remote Similarity	NPD840	Approved
0.6783	Remote Similarity	NPD839	Approved
0.6781	Remote Similarity	NPD1510	Phase 2
0.6779	Remote Similarity	NPD4628	Phase 3
0.6779	Remote Similarity	NPD7003	Approved
0.6777	Remote Similarity	NPD845	Approved
0.6774	Remote Similarity	NPD3020	Approved
0.6772	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6767	Remote Similarity	NPD709	Approved
0.6765	Remote Similarity	NPD3019	Approved
0.6765	Remote Similarity	NPD17	Approved
0.6765	Remote Similarity	NPD2932	Approved
0.6759	Remote Similarity	NPD1607	Approved
0.6755	Remote Similarity	NPD6799	Approved
0.6753	Remote Similarity	NPD3226	Approved
0.6753	Remote Similarity	NPD3455	Phase 2
0.6748	Remote Similarity	NPD3818	Discontinued
0.6747	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD9494	Approved
0.6736	Remote Similarity	NPD825	Approved
0.6736	Remote Similarity	NPD2979	Phase 3
0.6736	Remote Similarity	NPD826	Approved
0.6735	Remote Similarity	NPD6099	Approved
0.6735	Remote Similarity	NPD6100	Approved
0.6721	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6716	Remote Similarity	NPD694	Clinical (unspecified phase)
0.6714	Remote Similarity	NPD1470	Approved
0.6713	Remote Similarity	NPD1048	Approved
0.6709	Remote Similarity	NPD3882	Suspended
0.6709	Remote Similarity	NPD7768	Phase 2
0.6707	Remote Similarity	NPD5844	Phase 1
0.6693	Remote Similarity	NPD5909	Discontinued
0.6692	Remote Similarity	NPD3021	Approved
0.6692	Remote Similarity	NPD3022	Approved
0.6691	Remote Similarity	NPD4196	Clinical (unspecified phase)
0.669	Remote Similarity	NPD2614	Approved
0.669	Remote Similarity	NPD5124	Phase 1
0.669	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.669	Remote Similarity	NPD4908	Phase 1
0.6689	Remote Similarity	NPD2344	Approved
0.6689	Remote Similarity	NPD5763	Approved
0.6689	Remote Similarity	NPD6800	Clinical (unspecified phase)
0.6689	Remote Similarity	NPD5762	Approved
0.6688	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3748	Approved
0.6667	Remote Similarity	NPD1201	Approved
0.6667	Remote Similarity	NPD6273	Approved
0.6667	Remote Similarity	NPD6971	Discontinued

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