NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	274.12
Volume:	287.521
LogP:	4.549
LogD:	3.481
LogS:	-3.239
# Rotatable Bonds:	4
TPSA:	73.83
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.582
Synthetic Accessibility Score:	2.937
Fsp3:	0.25
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.719
MDCK Permeability:	1.7166494217235595e-05
Pgp-inhibitor:	0.004
Pgp-substrate:	0.351
Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	0.966
30% Bioavailability (F30%):	0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.029
Plasma Protein Binding (PPB):	99.21300506591797%
Volume Distribution (VD):	1.592
Pgp-substrate:	2.4897232055664062%

ADMET: Metabolism

CYP1A2-inhibitor:	0.914
CYP1A2-substrate:	0.159
CYP2C19-inhibitor:	0.37
CYP2C19-substrate:	0.058
CYP2C9-inhibitor:	0.631
CYP2C9-substrate:	0.912
CYP2D6-inhibitor:	0.844
CYP2D6-substrate:	0.793
CYP3A4-inhibitor:	0.63
CYP3A4-substrate:	0.145

ADMET: Excretion

Clearance (CL):	12.589
Half-life (T1/2):	0.669

ADMET: Toxicity

hERG Blockers:	0.02
Human Hepatotoxicity (H-HT):	0.388
Drug-inuced Liver Injury (DILI):	0.168
AMES Toxicity:	0.013
Rat Oral Acute Toxicity:	0.19
Maximum Recommended Daily Dose:	0.111
Skin Sensitization:	0.756
Carcinogencity:	0.33
Eye Corrosion:	0.005
Eye Irritation:	0.839
Respiratory Toxicity:	0.155

Download Data

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

Natural Product: NPC477151

Natural Product ID:	NPC477151
*Common Name:**	Fornicin A
IUPAC Name:	2-(2,5-dihydroxyphenyl)-4-(4-methylpent-3-enyl)-2H-furan-5-one
Synonyms:
Standard InCHIKey:	MUFBROGJHZSIKT-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C16H18O4/c1-10(2)4-3-5-11-8-15(20-16(11)19)13-9-12(17)6-7-14(13)18/h4,6-9,15,17-18H,3,5H2,1-2H3
SMILES:	CC(=CCCC1=CC(OC1=O)C2=C(C=CC(=C2)O)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	16086601
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0001286] Benzenediols [CHEMONTID:0000136] Hydroquinones

*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	=	30	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 NPC477151 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	228
0.1-0.2	1095
0.2-0.3	3404
0.3-0.4	8243
0.4-0.5	10545
0.5-0.6	5018
0.6-0.7	11893
0.7-0.8	2140
0.8-0.85	117
0.85-0.9	11
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC132518
0.9576	High Similarity	NPC477152
0.9052	High Similarity	NPC197513
0.8957	High Similarity	NPC228609
0.8852	High Similarity	NPC325301
0.875	High Similarity	NPC317601
0.875	High Similarity	NPC329427
0.8729	High Similarity	NPC41851
0.8699	High Similarity	NPC327070
0.8692	High Similarity	NPC291119
0.8692	High Similarity	NPC281169
0.8571	High Similarity	NPC114918
0.855	High Similarity	NPC51087
0.855	High Similarity	NPC161856
0.8527	High Similarity	NPC7012
0.8487	Intermediate Similarity	NPC190212
0.8462	Intermediate Similarity	NPC98392
0.8455	Intermediate Similarity	NPC328485
0.8403	Intermediate Similarity	NPC26615
0.8397	Intermediate Similarity	NPC295406
0.8397	Intermediate Similarity	NPC200422
0.8397	Intermediate Similarity	NPC43627
0.8397	Intermediate Similarity	NPC289572
0.8397	Intermediate Similarity	NPC472591
0.8397	Intermediate Similarity	NPC157478
0.839	Intermediate Similarity	NPC471535
0.8374	Intermediate Similarity	NPC90522
0.8374	Intermediate Similarity	NPC328459
0.8359	Intermediate Similarity	NPC71525
0.8359	Intermediate Similarity	NPC142087
0.8359	Intermediate Similarity	NPC95034
0.8348	Intermediate Similarity	NPC93831
0.8348	Intermediate Similarity	NPC130817
0.8333	Intermediate Similarity	NPC474097
0.8306	Intermediate Similarity	NPC72977
0.8293	Intermediate Similarity	NPC94637
0.8293	Intermediate Similarity	NPC206205
0.8293	Intermediate Similarity	NPC309434
0.8279	Intermediate Similarity	NPC123559
0.8271	Intermediate Similarity	NPC267539
0.8271	Intermediate Similarity	NPC71108
0.8271	Intermediate Similarity	NPC176102
0.8271	Intermediate Similarity	NPC229638
0.8271	Intermediate Similarity	NPC204257
0.8271	Intermediate Similarity	NPC254832
0.8271	Intermediate Similarity	NPC29317
0.8268	Intermediate Similarity	NPC469568
0.8264	Intermediate Similarity	NPC474114
0.8264	Intermediate Similarity	NPC81808
0.8264	Intermediate Similarity	NPC473931
0.8264	Intermediate Similarity	NPC474050
0.8226	Intermediate Similarity	NPC160235
0.8226	Intermediate Similarity	NPC472593
0.822	Intermediate Similarity	NPC169450
0.8203	Intermediate Similarity	NPC472592
0.8189	Intermediate Similarity	NPC248786
0.8182	Intermediate Similarity	NPC296144
0.8182	Intermediate Similarity	NPC28784
0.8175	Intermediate Similarity	NPC476165
0.8174	Intermediate Similarity	NPC94343
0.8162	Intermediate Similarity	NPC475045
0.816	Intermediate Similarity	NPC31314
0.816	Intermediate Similarity	NPC193193
0.8154	Intermediate Similarity	NPC219923
0.8145	Intermediate Similarity	NPC203124
0.8143	Intermediate Similarity	NPC308799
0.813	Intermediate Similarity	NPC281277
0.813	Intermediate Similarity	NPC128249
0.813	Intermediate Similarity	NPC128825
0.8125	Intermediate Similarity	NPC117794
0.811	Intermediate Similarity	NPC46634
0.811	Intermediate Similarity	NPC302211
0.811	Intermediate Similarity	NPC49441
0.811	Intermediate Similarity	NPC217756
0.8099	Intermediate Similarity	NPC17693
0.8095	Intermediate Similarity	NPC470848
0.8095	Intermediate Similarity	NPC165197
0.8095	Intermediate Similarity	NPC470849
0.8088	Intermediate Similarity	NPC475005
0.8088	Intermediate Similarity	NPC474943
0.8085	Intermediate Similarity	NPC61284
0.8085	Intermediate Similarity	NPC113428
0.8083	Intermediate Similarity	NPC208229
0.8083	Intermediate Similarity	NPC183700
0.808	Intermediate Similarity	NPC20230
0.808	Intermediate Similarity	NPC98748
0.808	Intermediate Similarity	NPC38181
0.8077	Intermediate Similarity	NPC319422
0.8077	Intermediate Similarity	NPC477212
0.8077	Intermediate Similarity	NPC477211
0.8077	Intermediate Similarity	NPC477214
0.8067	Intermediate Similarity	NPC68260
0.8067	Intermediate Similarity	NPC279887
0.8065	Intermediate Similarity	NPC65791
0.8062	Intermediate Similarity	NPC167055
0.8062	Intermediate Similarity	NPC240744
0.806	Intermediate Similarity	NPC106406
0.8049	Intermediate Similarity	NPC233669
0.8049	Intermediate Similarity	NPC232165
0.8047	Intermediate Similarity	NPC477153
0.8045	Intermediate Similarity	NPC470160
0.8043	Intermediate Similarity	NPC257003
0.8031	Intermediate Similarity	NPC25168
0.803	Intermediate Similarity	NPC123
0.803	Intermediate Similarity	NPC163169
0.8029	Intermediate Similarity	NPC476477
0.8029	Intermediate Similarity	NPC29771
0.8029	Intermediate Similarity	NPC306835
0.8029	Intermediate Similarity	NPC216312
0.8029	Intermediate Similarity	NPC471602
0.8029	Intermediate Similarity	NPC256463
0.8029	Intermediate Similarity	NPC111422
0.8029	Intermediate Similarity	NPC475012
0.8029	Intermediate Similarity	NPC299405
0.8017	Intermediate Similarity	NPC139946
0.8016	Intermediate Similarity	NPC233282
0.8016	Intermediate Similarity	NPC474874
0.8016	Intermediate Similarity	NPC14177
0.8015	Intermediate Similarity	NPC473744
0.8015	Intermediate Similarity	NPC79332
0.8	Intermediate Similarity	NPC26013
0.8	Intermediate Similarity	NPC282855
0.8	Intermediate Similarity	NPC475011
0.8	Intermediate Similarity	NPC27407
0.8	Intermediate Similarity	NPC471954
0.8	Intermediate Similarity	NPC75272
0.8	Intermediate Similarity	NPC475029
0.8	Intermediate Similarity	NPC142027
0.8	Intermediate Similarity	NPC476018
0.7985	Intermediate Similarity	NPC475468
0.7984	Intermediate Similarity	NPC147896
0.7984	Intermediate Similarity	NPC474237
0.7984	Intermediate Similarity	NPC288945
0.7984	Intermediate Similarity	NPC265910
0.7984	Intermediate Similarity	NPC163398
0.7984	Intermediate Similarity	NPC312800
0.7984	Intermediate Similarity	NPC91475
0.7984	Intermediate Similarity	NPC33717
0.7983	Intermediate Similarity	NPC233320
0.7971	Intermediate Similarity	NPC147542
0.7971	Intermediate Similarity	NPC37992
0.7971	Intermediate Similarity	NPC241349
0.7971	Intermediate Similarity	NPC32749
0.7971	Intermediate Similarity	NPC475063
0.7971	Intermediate Similarity	NPC220496
0.7971	Intermediate Similarity	NPC475044
0.7971	Intermediate Similarity	NPC327916
0.7971	Intermediate Similarity	NPC42262
0.797	Intermediate Similarity	NPC470831
0.797	Intermediate Similarity	NPC318799
0.797	Intermediate Similarity	NPC214702
0.7969	Intermediate Similarity	NPC297193
0.7967	Intermediate Similarity	NPC328593
0.7967	Intermediate Similarity	NPC33749
0.7967	Intermediate Similarity	NPC261453
0.7956	Intermediate Similarity	NPC33144
0.7956	Intermediate Similarity	NPC478200
0.7955	Intermediate Similarity	NPC59654
0.7955	Intermediate Similarity	NPC131684
0.7955	Intermediate Similarity	NPC214246
0.7955	Intermediate Similarity	NPC271832
0.7953	Intermediate Similarity	NPC322569
0.7951	Intermediate Similarity	NPC228452
0.7949	Intermediate Similarity	NPC304638
0.7939	Intermediate Similarity	NPC66331
0.7939	Intermediate Similarity	NPC257947
0.7937	Intermediate Similarity	NPC141791
0.7937	Intermediate Similarity	NPC263386
0.7937	Intermediate Similarity	NPC121866
0.7937	Intermediate Similarity	NPC476020
0.7929	Intermediate Similarity	NPC476473
0.7926	Intermediate Similarity	NPC471110
0.7926	Intermediate Similarity	NPC211164
0.7923	Intermediate Similarity	NPC287473
0.7923	Intermediate Similarity	NPC4164
0.7923	Intermediate Similarity	NPC477213
0.792	Intermediate Similarity	NPC269414
0.792	Intermediate Similarity	NPC122117
0.792	Intermediate Similarity	NPC160199
0.792	Intermediate Similarity	NPC76308
0.792	Intermediate Similarity	NPC325295
0.792	Intermediate Similarity	NPC240664
0.7917	Intermediate Similarity	NPC241549
0.7917	Intermediate Similarity	NPC31274
0.7917	Intermediate Similarity	NPC206341
0.7914	Intermediate Similarity	NPC472035
0.7914	Intermediate Similarity	NPC471444
0.7914	Intermediate Similarity	NPC478201
0.7914	Intermediate Similarity	NPC469564
0.7914	Intermediate Similarity	NPC130485
0.7913	Intermediate Similarity	NPC152097
0.791	Intermediate Similarity	NPC476389
0.7903	Intermediate Similarity	NPC296526
0.7903	Intermediate Similarity	NPC474967
0.7895	Intermediate Similarity	NPC475880
0.7887	Intermediate Similarity	NPC472937
0.7887	Intermediate Similarity	NPC472936
0.7887	Intermediate Similarity	NPC472938
0.7886	Intermediate Similarity	NPC95381
0.7883	Intermediate Similarity	NPC71256

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 NPC477151 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	200
0.1-0.2	764
0.2-0.3	1615
0.3-0.4	2559
0.4-0.5	2057
0.5-0.6	1321
0.6-0.7	559
0.7-0.8	73
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8387	Intermediate Similarity	NPD3496	Discontinued
0.8148	Intermediate Similarity	NPD2935	Discontinued
0.813	Intermediate Similarity	NPD9493	Approved
0.7734	Intermediate Similarity	NPD1778	Approved
0.7717	Intermediate Similarity	NPD9545	Approved
0.7692	Intermediate Similarity	NPD9717	Approved
0.7664	Intermediate Similarity	NPD6653	Approved
0.7652	Intermediate Similarity	NPD2797	Approved
0.7619	Intermediate Similarity	NPD6671	Approved
0.7597	Intermediate Similarity	NPD4626	Approved
0.7591	Intermediate Similarity	NPD230	Phase 1
0.7591	Intermediate Similarity	NPD447	Suspended
0.7519	Intermediate Similarity	NPD5691	Approved
0.7519	Intermediate Similarity	NPD1203	Approved
0.75	Intermediate Similarity	NPD411	Approved
0.75	Intermediate Similarity	NPD3268	Approved
0.7481	Intermediate Similarity	NPD6832	Phase 2
0.748	Intermediate Similarity	NPD9266	Approved
0.748	Intermediate Similarity	NPD74	Approved
0.7479	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7464	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7459	Intermediate Similarity	NPD3134	Approved
0.7445	Intermediate Similarity	NPD6233	Phase 2
0.7444	Intermediate Similarity	NPD3225	Approved
0.7413	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7407	Intermediate Similarity	NPD5736	Approved
0.7398	Intermediate Similarity	NPD9263	Approved
0.7398	Intermediate Similarity	NPD9267	Approved
0.7398	Intermediate Similarity	NPD1358	Approved
0.7398	Intermediate Similarity	NPD9264	Approved
0.7388	Intermediate Similarity	NPD6362	Approved
0.7385	Intermediate Similarity	NPD5585	Approved
0.7372	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7361	Intermediate Similarity	NPD6190	Approved
0.7355	Intermediate Similarity	NPD6647	Phase 2
0.7348	Intermediate Similarity	NPD1535	Discovery
0.7348	Intermediate Similarity	NPD422	Phase 1
0.7338	Intermediate Similarity	NPD6355	Discontinued
0.7333	Intermediate Similarity	NPD1019	Discontinued
0.7324	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.7324	Intermediate Similarity	NPD6002	Phase 3
0.7324	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.7324	Intermediate Similarity	NPD6004	Phase 3
0.7324	Intermediate Similarity	NPD7266	Discontinued
0.7324	Intermediate Similarity	NPD6005	Phase 3
0.7305	Intermediate Similarity	NPD4308	Phase 3
0.7305	Intermediate Similarity	NPD7033	Discontinued
0.7293	Intermediate Similarity	NPD1481	Phase 2
0.7292	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD844	Approved
0.728	Intermediate Similarity	NPD2067	Discontinued
0.7279	Intermediate Similarity	NPD2861	Phase 2
0.7273	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7266	Intermediate Similarity	NPD4060	Phase 1
0.7254	Intermediate Similarity	NPD6032	Approved
0.7254	Intermediate Similarity	NPD1551	Phase 2
0.7248	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7246	Intermediate Similarity	NPD3764	Approved
0.7246	Intermediate Similarity	NPD1699	Clinical (unspecified phase)
0.7246	Intermediate Similarity	NPD6798	Discontinued
0.7239	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7237	Intermediate Similarity	NPD5402	Approved
0.7234	Intermediate Similarity	NPD4978	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD2181	Clinical (unspecified phase)
0.7211	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7211	Intermediate Similarity	NPD2534	Approved
0.7211	Intermediate Similarity	NPD2533	Approved
0.7211	Intermediate Similarity	NPD2532	Approved
0.72	Intermediate Similarity	NPD2182	Approved
0.7194	Intermediate Similarity	NPD6663	Approved
0.7181	Intermediate Similarity	NPD1653	Approved
0.7177	Intermediate Similarity	NPD968	Approved
0.7176	Intermediate Similarity	NPD1759	Phase 1
0.7172	Intermediate Similarity	NPD8166	Discontinued
0.7165	Intermediate Similarity	NPD969	Suspended
0.7153	Intermediate Similarity	NPD2424	Discontinued
0.7143	Intermediate Similarity	NPD3847	Discontinued
0.7132	Intermediate Similarity	NPD3267	Approved
0.7132	Intermediate Similarity	NPD3266	Approved
0.7132	Intermediate Similarity	NPD690	Clinical (unspecified phase)
0.7132	Intermediate Similarity	NPD9281	Approved
0.7122	Intermediate Similarity	NPD2313	Discontinued
0.712	Intermediate Similarity	NPD290	Approved
0.7111	Intermediate Similarity	NPD4359	Approved
0.7103	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD596	Approved
0.7101	Intermediate Similarity	NPD600	Approved
0.7099	Intermediate Similarity	NPD1758	Phase 1
0.7097	Intermediate Similarity	NPD9697	Approved
0.709	Intermediate Similarity	NPD1611	Approved
0.7083	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD2346	Discontinued
0.7083	Intermediate Similarity	NPD288	Approved
0.708	Intermediate Similarity	NPD5647	Approved
0.7078	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD9261	Approved
0.7071	Intermediate Similarity	NPD840	Approved
0.7071	Intermediate Similarity	NPD839	Approved
0.7071	Intermediate Similarity	NPD520	Approved
0.7063	Intermediate Similarity	NPD2799	Discontinued
0.7055	Intermediate Similarity	NPD4628	Phase 3
0.7055	Intermediate Similarity	NPD3750	Approved
0.7054	Intermediate Similarity	NPD1241	Discontinued
0.7045	Intermediate Similarity	NPD1894	Discontinued
0.7037	Intermediate Similarity	NPD1608	Approved
0.7029	Intermediate Similarity	NPD2237	Approved
0.7027	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7023	Intermediate Similarity	NPD694	Clinical (unspecified phase)
0.7023	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD4307	Phase 2
0.702	Intermediate Similarity	NPD3455	Phase 2
0.7008	Intermediate Similarity	NPD4750	Phase 3
0.7007	Intermediate Similarity	NPD1164	Approved
0.7	Intermediate Similarity	NPD1048	Approved
0.6992	Remote Similarity	NPD940	Approved
0.6992	Remote Similarity	NPD846	Approved
0.6984	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD7635	Approved
0.6972	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD5124	Phase 1
0.697	Remote Similarity	NPD5536	Phase 2
0.6966	Remote Similarity	NPD5762	Approved
0.6966	Remote Similarity	NPD5763	Approved
0.6963	Remote Similarity	NPD1091	Approved
0.6957	Remote Similarity	NPD5844	Phase 1
0.6957	Remote Similarity	NPD2798	Approved
0.6954	Remote Similarity	NPD2370	Clinical (unspecified phase)
0.695	Remote Similarity	NPD4870	Approved
0.695	Remote Similarity	NPD4062	Phase 3
0.6948	Remote Similarity	NPD7819	Suspended
0.6948	Remote Similarity	NPD2801	Approved
0.6948	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD1510	Phase 2
0.6939	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6939	Remote Similarity	NPD4110	Phase 3
0.6935	Remote Similarity	NPD5738	Clinical (unspecified phase)
0.6934	Remote Similarity	NPD6696	Suspended
0.6934	Remote Similarity	NPD1283	Approved
0.6933	Remote Similarity	NPD6273	Approved
0.6929	Remote Similarity	NPD7095	Approved
0.6929	Remote Similarity	NPD3027	Phase 3
0.6923	Remote Similarity	NPD7075	Discontinued
0.6918	Remote Similarity	NPD1549	Phase 2
0.6917	Remote Similarity	NPD2934	Approved
0.6917	Remote Similarity	NPD2933	Approved
0.6913	Remote Similarity	NPD6799	Approved
0.6912	Remote Similarity	NPD9269	Phase 2
0.6906	Remote Similarity	NPD9494	Approved
0.6901	Remote Similarity	NPD1240	Approved
0.6901	Remote Similarity	NPD825	Approved
0.6901	Remote Similarity	NPD2979	Phase 3
0.6901	Remote Similarity	NPD826	Approved
0.6901	Remote Similarity	NPD4140	Approved
0.6899	Remote Similarity	NPD228	Approved
0.6897	Remote Similarity	NPD5404	Approved
0.6897	Remote Similarity	NPD5406	Approved
0.6897	Remote Similarity	NPD5405	Approved
0.6897	Remote Similarity	NPD5408	Approved
0.6887	Remote Similarity	NPD5403	Approved
0.6883	Remote Similarity	NPD6844	Discontinued
0.6883	Remote Similarity	NPD1934	Approved
0.688	Remote Similarity	NPD164	Approved
0.6875	Remote Similarity	NPD7097	Phase 1
0.6871	Remote Similarity	NPD1652	Phase 2
0.687	Remote Similarity	NPD2629	Approved
0.6867	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD1578	Phase 2
0.6866	Remote Similarity	NPD9268	Approved
0.6863	Remote Similarity	NPD4380	Phase 2
0.6861	Remote Similarity	NPD4749	Approved
0.6861	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.686	Remote Similarity	NPD2859	Approved
0.686	Remote Similarity	NPD2860	Approved
0.6859	Remote Similarity	NPD3882	Suspended
0.6859	Remote Similarity	NPD7768	Phase 2
0.6857	Remote Similarity	NPD4908	Phase 1
0.6853	Remote Similarity	NPD1933	Approved
0.6849	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6849	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6849	Remote Similarity	NPD6800	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD5535	Approved
0.6839	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6833	Remote Similarity	NPD845	Approved
0.6829	Remote Similarity	NPD3020	Approved
0.6829	Remote Similarity	NPD1238	Approved
0.6824	Remote Similarity	NPD7982	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD7003	Approved
0.6818	Remote Similarity	NPD2672	Discontinued
0.6818	Remote Similarity	NPD7411	Suspended
0.6815	Remote Similarity	NPD17	Approved
0.6815	Remote Similarity	NPD2932	Approved
0.6815	Remote Similarity	NPD3019	Approved
0.6809	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6806	Remote Similarity	NPD1607	Approved
0.6797	Remote Similarity	NPD2684	Approved
0.6797	Remote Similarity	NPD3226	Approved
0.6795	Remote Similarity	NPD3817	Phase 2
0.6791	Remote Similarity	NPD1548	Phase 1

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