NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	450.24
Volume:	461.281
LogP:	5.168
LogD:	4.897
LogS:	-3.403
# Rotatable Bonds:	5
TPSA:	76.74
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.405
Synthetic Accessibility Score:	4.573
Fsp3:	0.76
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.055
MDCK Permeability:	1.3283280168252531e-05
Pgp-inhibitor:	0.136
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.082
20% Bioavailability (F20%):	0.746
30% Bioavailability (F30%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.011
Plasma Protein Binding (PPB):	95.58467864990234%
Volume Distribution (VD):	1.874
Pgp-substrate:	2.043572187423706%

ADMET: Metabolism

CYP1A2-inhibitor:	0.05
CYP1A2-substrate:	0.231
CYP2C19-inhibitor:	0.299
CYP2C19-substrate:	0.647
CYP2C9-inhibitor:	0.539
CYP2C9-substrate:	0.514
CYP2D6-inhibitor:	0.1
CYP2D6-substrate:	0.555
CYP3A4-inhibitor:	0.526
CYP3A4-substrate:	0.255

ADMET: Excretion

Clearance (CL):	5.137
Half-life (T1/2):	0.051

ADMET: Toxicity

hERG Blockers:	0.081
Human Hepatotoxicity (H-HT):	0.717
Drug-inuced Liver Injury (DILI):	0.02
AMES Toxicity:	0.002
Rat Oral Acute Toxicity:	0.894
Maximum Recommended Daily Dose:	0.952
Skin Sensitization:	0.134
Carcinogencity:	0.944
Eye Corrosion:	0.01
Eye Irritation:	0.06
Respiratory Toxicity:	0.961

Download Data

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

Natural Product: NPC476925

Natural Product ID:	NPC476925
*Common Name:**	Suvanine
IUPAC Name:	[(E)-[(1R,4aR,4bS,8aS,10aS)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-2-ylidene]methyl] sulfate;diaminomethylidene(dimethyl)azanium
Synonyms:	Suvanine
Standard InCHIKey:	MUGYGAQKMRBEQJ-VNINRLMRSA-N
Standard InCHI:	InChI=1S/C25H38O5S.C3H9N3/c1-23(2)12-5-13-25(4)21(23)10-14-24(3)20(8-6-18-11-15-29-16-18)19(7-9-22(24)25)17-30-31(26,27)28;1-6(2)3(4)5/h11,15-17,20-22H,5-10,12-14H2,1-4H3,(H,26,27,28);1-2H3,(H3,4,5)/b19-17+;/t20-,21-,22-,24+,25-;/m0./s1
SMILES:	C[C@]12CCCC([C@@H]1CC[C@]3([C@@H]2CC/C(=C\OS(=O)(=O)[O-])/[C@@H]3CCC4=COC=C4)C)(C)C.C[N+](=C(N)N)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1818098
PubChem CID:	56683110
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0001757] Colensane and clerodane diterpenoids

*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
NPO33616	Coscinoderma sp.	Species	Spongiidae	Eukaryota	n.a.	at a depth of 15 m off the coast of Weno Island, Chuuk state, Micronesia	2010-FEB	PMID[24828374]
NPO33616	Coscinoderma sp.	Species	Spongiidae	Eukaryota	n.a.	at a depth of 15 m off the coast of Weno Island, Chuuk state, Federated States of Micronesia	2010-FEB	PMID[24828374]

☑ 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	4
MIC	18
Others	3

Activity Type	# Activity
Cell Line	3
Individual Protein	2
Organism	15
Others	4
Protein Complex	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	LC50	>	200000	nM	PMID[21827183]
NPT1821	Individual Protein	Sortase	Staphylococcus aureus	IC50	>	200000	nM	PMID[21827183]
NPT1087	Individual Protein	Isocitrate lyase	Candida albicans	IC50	=	17000	nM	PMID[21827183]
NPT111	Cell Line	K562	Homo sapiens	LC50	=	0.9	ug/ml	PMID[24828374]
NPT81	Cell Line	A549	Homo sapiens	LC50	=	1.7	ug/ml	PMID[24828374]
NPT2890	Protein Complex	Sodium/potassium-transporting ATPase	Homo sapiens	IC50	=	8000	nM	PMID[21827183]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	100	ug/ml	PMID[21827183]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	1.56	ug/ml	PMID[21827183]
NPT729	Organism	Micrococcus luteus	Micrococcus luteus	MIC	>	100	ug/ml	PMID[21827183]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	MIC	=	50	ug/ml	PMID[21827183]
NPT766	Organism	Proteus vulgaris	Proteus vulgaris	MIC	>	100	ug/ml	PMID[21827183]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	100	ug/ml	PMID[21827183]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	>	100	ug/ml	PMID[21827183]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	MIC	>	100	ug/ml	PMID[21827183]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MIC	>	100	ug/ml	PMID[21827183]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	100	ug/ml	PMID[21827183]
NPT3145	Organism	Bacillus subtilis subsp. spizizenii ATCC 6633	Bacillus subtilis subsp. spizizenii ATCC 6633	MIC	=	12.5	ug/ml	PMID[24828374]
NPT1190	Organism	Salmonella enterica	Salmonella enterica	MIC	=	25	ug/ml	PMID[24828374]
NPT2	Others	Unspecified		MIC	=	51	ug/ml	PMID[24828374]
NPT2	Others	Unspecified		MIC	=	80	ug/ml	PMID[24828374]
NPT2	Others	Unspecified		MIC	=	100	ug/ml	PMID[24828374]
NPT2	Others	Unspecified		IC50	>	100000	nM	PMID[24828374]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	100	ug/ml	PMID[24828374]
NPT3147	Organism	Kocuria rhizophila	Kocuria rhizophila	MIC	>	100	ug/ml	PMID[24828374]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	100	ug/ml	PMID[24828374]

☑ 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 NPC476925 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	227
0.1-0.2	1284
0.2-0.3	3317
0.3-0.4	9924
0.4-0.5	14734
0.5-0.6	11946
0.6-0.7	1071
0.7-0.8	182
0.8-0.85	4
0.85-0.9	6
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9836	High Similarity	NPC477040
0.9836	High Similarity	NPC476917
0.9836	High Similarity	NPC327527
0.9675	High Similarity	NPC477123
0.9675	High Similarity	NPC477966
0.9516	High Similarity	NPC477039
0.935	High Similarity	NPC477965
0.935	High Similarity	NPC477038
0.9187	High Similarity	NPC317217
0.8968	High Similarity	NPC179354
0.896	High Similarity	NPC16922
0.8934	High Similarity	NPC212918
0.8898	High Similarity	NPC138139
0.8898	High Similarity	NPC74612
0.8898	High Similarity	NPC46536
0.8898	High Similarity	NPC23086
0.888	High Similarity	NPC36255
0.8846	High Similarity	NPC89133
0.8819	High Similarity	NPC230979
0.8819	High Similarity	NPC303010
0.881	High Similarity	NPC272899
0.877	High Similarity	NPC150895
0.876	High Similarity	NPC207294
0.876	High Similarity	NPC112706
0.874	High Similarity	NPC83115
0.874	High Similarity	NPC130275
0.873	High Similarity	NPC477967
0.8692	High Similarity	NPC120836
0.8692	High Similarity	NPC223063
0.8682	High Similarity	NPC83178
0.8582	High Similarity	NPC476947
0.8561	High Similarity	NPC61788
0.856	High Similarity	NPC243704
0.855	High Similarity	NPC198904
0.8467	Intermediate Similarity	NPC202260
0.8456	Intermediate Similarity	NPC307401
0.8433	Intermediate Similarity	NPC471006
0.8433	Intermediate Similarity	NPC218838
0.8406	Intermediate Similarity	NPC56197
0.8406	Intermediate Similarity	NPC67003
0.8394	Intermediate Similarity	NPC476943
0.8382	Intermediate Similarity	NPC46896
0.8333	Intermediate Similarity	NPC26532
0.8321	Intermediate Similarity	NPC310830
0.8321	Intermediate Similarity	NPC42400
0.8309	Intermediate Similarity	NPC158525
0.8286	Intermediate Similarity	NPC121158
0.8286	Intermediate Similarity	NPC263337
0.8284	Intermediate Similarity	NPC298190
0.8271	Intermediate Similarity	NPC59502
0.8258	Intermediate Similarity	NPC290955
0.8258	Intermediate Similarity	NPC246392
0.8252	Intermediate Similarity	NPC216755
0.8248	Intermediate Similarity	NPC146872
0.8239	Intermediate Similarity	NPC185456
0.8227	Intermediate Similarity	NPC476946
0.8222	Intermediate Similarity	NPC471995
0.8222	Intermediate Similarity	NPC471817
0.8217	Intermediate Similarity	NPC97566
0.8214	Intermediate Similarity	NPC205765
0.8201	Intermediate Similarity	NPC90953
0.8194	Intermediate Similarity	NPC471007
0.8189	Intermediate Similarity	NPC144745
0.8189	Intermediate Similarity	NPC208906
0.8175	Intermediate Similarity	NPC92941
0.8169	Intermediate Similarity	NPC476944
0.8169	Intermediate Similarity	NPC199044
0.8169	Intermediate Similarity	NPC142113
0.8169	Intermediate Similarity	NPC238843
0.8168	Intermediate Similarity	NPC243269
0.8162	Intermediate Similarity	NPC470740
0.8156	Intermediate Similarity	NPC52412
0.8134	Intermediate Similarity	NPC208389
0.8129	Intermediate Similarity	NPC220094
0.8125	Intermediate Similarity	NPC302987
0.8125	Intermediate Similarity	NPC87466
0.8125	Intermediate Similarity	NPC471174
0.8125	Intermediate Similarity	NPC71821
0.8112	Intermediate Similarity	NPC5676
0.8106	Intermediate Similarity	NPC473885
0.8106	Intermediate Similarity	NPC471074
0.8099	Intermediate Similarity	NPC267632
0.8099	Intermediate Similarity	NPC243577
0.8088	Intermediate Similarity	NPC473982
0.8082	Intermediate Similarity	NPC212257
0.806	Intermediate Similarity	NPC279877
0.806	Intermediate Similarity	NPC329707
0.8058	Intermediate Similarity	NPC4764
0.8058	Intermediate Similarity	NPC310043
0.8058	Intermediate Similarity	NPC470742
0.8056	Intermediate Similarity	NPC471292
0.8056	Intermediate Similarity	NPC470999
0.8042	Intermediate Similarity	NPC251865
0.803	Intermediate Similarity	NPC178382
0.8014	Intermediate Similarity	NPC470998
0.8014	Intermediate Similarity	NPC90296
0.8014	Intermediate Similarity	NPC234494
0.8	Intermediate Similarity	NPC277525
0.8	Intermediate Similarity	NPC255414
0.8	Intermediate Similarity	NPC236532
0.7986	Intermediate Similarity	NPC214572
0.7973	Intermediate Similarity	NPC472672
0.7973	Intermediate Similarity	NPC294511
0.7973	Intermediate Similarity	NPC121615
0.7971	Intermediate Similarity	NPC471998
0.797	Intermediate Similarity	NPC300098
0.797	Intermediate Similarity	NPC290193
0.7959	Intermediate Similarity	NPC196846
0.7959	Intermediate Similarity	NPC470997
0.7959	Intermediate Similarity	NPC228842
0.7931	Intermediate Similarity	NPC346
0.7931	Intermediate Similarity	NPC233763
0.7931	Intermediate Similarity	NPC262198
0.7929	Intermediate Similarity	NPC170604
0.7929	Intermediate Similarity	NPC215109
0.7923	Intermediate Similarity	NPC473969
0.7919	Intermediate Similarity	NPC253201
0.7919	Intermediate Similarity	NPC34421
0.7919	Intermediate Similarity	NPC98206
0.7919	Intermediate Similarity	NPC237259
0.7919	Intermediate Similarity	NPC302054
0.7905	Intermediate Similarity	NPC272590
0.7902	Intermediate Similarity	NPC473152
0.7895	Intermediate Similarity	NPC118853
0.7891	Intermediate Similarity	NPC472654
0.7891	Intermediate Similarity	NPC69647
0.7891	Intermediate Similarity	NPC125182
0.7891	Intermediate Similarity	NPC28054
0.7891	Intermediate Similarity	NPC471001
0.7887	Intermediate Similarity	NPC148374
0.7877	Intermediate Similarity	NPC470941
0.7877	Intermediate Similarity	NPC250228
0.7872	Intermediate Similarity	NPC471996
0.7862	Intermediate Similarity	NPC290038
0.7862	Intermediate Similarity	NPC56731
0.7852	Intermediate Similarity	NPC476016
0.7852	Intermediate Similarity	NPC33938
0.7852	Intermediate Similarity	NPC246164
0.7852	Intermediate Similarity	NPC470996
0.7852	Intermediate Similarity	NPC469503
0.7838	Intermediate Similarity	NPC46551
0.7838	Intermediate Similarity	NPC476122
0.7838	Intermediate Similarity	NPC159927
0.7838	Intermediate Similarity	NPC477404
0.7838	Intermediate Similarity	NPC469335
0.7838	Intermediate Similarity	NPC196864
0.7836	Intermediate Similarity	NPC75557
0.7836	Intermediate Similarity	NPC71274
0.7832	Intermediate Similarity	NPC20500
0.7823	Intermediate Similarity	NPC476942
0.7823	Intermediate Similarity	NPC93666
0.7823	Intermediate Similarity	NPC476941
0.7815	Intermediate Similarity	NPC41880
0.78	Intermediate Similarity	NPC30222
0.78	Intermediate Similarity	NPC282445
0.78	Intermediate Similarity	NPC178932
0.7794	Intermediate Similarity	NPC474438
0.7794	Intermediate Similarity	NPC474279
0.7786	Intermediate Similarity	NPC137710
0.7785	Intermediate Similarity	NPC471000
0.7778	Intermediate Similarity	NPC474260
0.7778	Intermediate Similarity	NPC81912
0.7778	Intermediate Similarity	NPC62103
0.7778	Intermediate Similarity	NPC329694
0.7778	Intermediate Similarity	NPC329922
0.7778	Intermediate Similarity	NPC20578
0.777	Intermediate Similarity	NPC95526
0.777	Intermediate Similarity	NPC470791
0.777	Intermediate Similarity	NPC470790
0.777	Intermediate Similarity	NPC195325
0.777	Intermediate Similarity	NPC293253
0.7769	Intermediate Similarity	NPC217180
0.7769	Intermediate Similarity	NPC312525
0.7769	Intermediate Similarity	NPC131801
0.7763	Intermediate Similarity	NPC194499
0.7763	Intermediate Similarity	NPC195954
0.7763	Intermediate Similarity	NPC88007
0.7763	Intermediate Similarity	NPC7059
0.7761	Intermediate Similarity	NPC188377
0.7761	Intermediate Similarity	NPC65735
0.776	Intermediate Similarity	NPC473356
0.776	Intermediate Similarity	NPC471521
0.7755	Intermediate Similarity	NPC221809
0.7755	Intermediate Similarity	NPC476937
0.7755	Intermediate Similarity	NPC476938
0.7755	Intermediate Similarity	NPC10088
0.7748	Intermediate Similarity	NPC155939
0.7748	Intermediate Similarity	NPC25351
0.7748	Intermediate Similarity	NPC92979
0.7748	Intermediate Similarity	NPC141538
0.7748	Intermediate Similarity	NPC469336
0.7748	Intermediate Similarity	NPC296807
0.7748	Intermediate Similarity	NPC281258
0.7748	Intermediate Similarity	NPC35000
0.7744	Intermediate Similarity	NPC471549
0.7744	Intermediate Similarity	NPC473379
0.774	Intermediate Similarity	NPC245522
0.774	Intermediate Similarity	NPC41182
0.774	Intermediate Similarity	NPC114513
0.7733	Intermediate Similarity	NPC476201

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 NPC476925 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	139
0.1-0.2	707
0.2-0.3	1298
0.3-0.4	2836
0.4-0.5	2916
0.5-0.6	1181
0.6-0.7	71
0.7-0.8	2
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
0.7867	Intermediate Similarity	NPD5761	Phase 2
0.7867	Intermediate Similarity	NPD5760	Phase 2
0.7448	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD6273	Approved
0.7244	Intermediate Similarity	NPD5616	Clinical (unspecified phase)
0.7203	Intermediate Similarity	NPD8032	Phase 2
0.7174	Intermediate Similarity	NPD3972	Approved
0.7095	Intermediate Similarity	NPD1471	Phase 3
0.708	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD1876	Approved
0.7067	Intermediate Similarity	NPD7003	Approved
0.7067	Intermediate Similarity	NPD4628	Phase 3
0.7029	Intermediate Similarity	NPD3023	Approved
0.7029	Intermediate Similarity	NPD3026	Approved
0.7	Intermediate Similarity	NPD5327	Phase 3
0.6993	Remote Similarity	NPD6832	Phase 2
0.6978	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD2798	Approved
0.6959	Remote Similarity	NPD2799	Discontinued
0.6946	Remote Similarity	NPD6764	Approved
0.6946	Remote Similarity	NPD6765	Approved
0.6944	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.694	Remote Similarity	NPD1241	Discontinued
0.6923	Remote Similarity	NPD7458	Discontinued
0.6923	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6887	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6884	Remote Similarity	NPD3024	Approved
0.6884	Remote Similarity	NPD3025	Approved
0.6867	Remote Similarity	NPD2346	Discontinued
0.6867	Remote Similarity	NPD2344	Approved
0.6842	Remote Similarity	NPD8434	Phase 2
0.6803	Remote Similarity	NPD4140	Approved
0.6803	Remote Similarity	NPD4307	Phase 2
0.6783	Remote Similarity	NPD2797	Approved
0.6781	Remote Similarity	NPD2313	Discontinued
0.6763	Remote Similarity	NPD5585	Approved
0.6757	Remote Similarity	NPD6355	Discontinued
0.6733	Remote Similarity	NPD4308	Phase 3
0.6732	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD8127	Discontinued
0.6689	Remote Similarity	NPD2796	Approved
0.6689	Remote Similarity	NPD2531	Phase 2
0.6689	Remote Similarity	NPD2979	Phase 3
0.6688	Remote Similarity	NPD2309	Approved
0.6686	Remote Similarity	NPD6784	Approved
0.6686	Remote Similarity	NPD6785	Approved
0.6667	Remote Similarity	NPD3266	Approved
0.6667	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3267	Approved
0.6667	Remote Similarity	NPD3268	Approved
0.6667	Remote Similarity	NPD3764	Approved
0.6667	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6646	Remote Similarity	NPD7819	Suspended
0.6645	Remote Similarity	NPD7440	Discontinued
0.6645	Remote Similarity	NPD6800	Clinical (unspecified phase)
0.6644	Remote Similarity	NPD5735	Approved
0.6643	Remote Similarity	NPD1651	Approved
0.6623	Remote Similarity	NPD3748	Approved
0.6623	Remote Similarity	NPD8166	Discontinued
0.6623	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6623	Remote Similarity	NPD4110	Phase 3
0.662	Remote Similarity	NPD1281	Approved
0.6605	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD3226	Approved
0.66	Remote Similarity	NPD6353	Approved
0.6599	Remote Similarity	NPD7095	Approved
0.6597	Remote Similarity	NPD1283	Approved
0.6596	Remote Similarity	NPD17	Approved
0.6594	Remote Similarity	NPD7157	Approved
0.6593	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6585	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6582	Remote Similarity	NPD3869	Phase 3
0.6582	Remote Similarity	NPD920	Approved
0.6582	Remote Similarity	NPD3873	Phase 3
0.6579	Remote Similarity	NPD1551	Phase 2
0.6579	Remote Similarity	NPD6099	Approved
0.6579	Remote Similarity	NPD6100	Approved
0.6573	Remote Similarity	NPD1608	Approved
0.6564	Remote Similarity	NPD7768	Phase 2
0.6562	Remote Similarity	NPD6599	Discontinued
0.6554	Remote Similarity	NPD6798	Discontinued
0.6538	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6533	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6528	Remote Similarity	NPD4359	Approved
0.6522	Remote Similarity	NPD5951	Approved
0.6516	Remote Similarity	NPD3750	Approved
0.651	Remote Similarity	NPD4062	Phase 3
0.651	Remote Similarity	NPD6663	Approved
0.6496	Remote Similarity	NPD5535	Approved
0.6486	Remote Similarity	NPD7008	Discontinued
0.6481	Remote Similarity	NPD7577	Discontinued
0.6481	Remote Similarity	NPD6280	Approved
0.6481	Remote Similarity	NPD6279	Approved
0.6479	Remote Similarity	NPD3019	Approved
0.6478	Remote Similarity	NPD8012	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD4476	Approved
0.6471	Remote Similarity	NPD2935	Discontinued
0.6471	Remote Similarity	NPD2438	Suspended
0.6471	Remote Similarity	NPD4477	Approved
0.6467	Remote Similarity	NPD3140	Approved
0.6467	Remote Similarity	NPD3142	Approved
0.6463	Remote Similarity	NPD5736	Approved
0.646	Remote Similarity	NPD7028	Phase 2
0.6458	Remote Similarity	NPD9717	Approved
0.6456	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6456	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6453	Remote Similarity	NPD6559	Discontinued
0.6446	Remote Similarity	NPD5494	Approved
0.6444	Remote Similarity	NPD2182	Approved
0.6442	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6438	Remote Similarity	NPD1049	Clinical (unspecified phase)
0.6438	Remote Similarity	NPD1203	Approved
0.6433	Remote Similarity	NPD7236	Approved
0.6424	Remote Similarity	NPD3657	Discovery
0.6424	Remote Similarity	NPD4622	Approved
0.6424	Remote Similarity	NPD1933	Approved
0.6424	Remote Similarity	NPD3749	Approved
0.6424	Remote Similarity	NPD4618	Approved
0.6423	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.642	Remote Similarity	NPD7411	Suspended
0.642	Remote Similarity	NPD6677	Suspended
0.6412	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.6408	Remote Similarity	NPD5691	Approved
0.64	Remote Similarity	NPD6233	Phase 2
0.6395	Remote Similarity	NPD4624	Approved
0.6395	Remote Similarity	NPD1019	Discontinued
0.6387	Remote Similarity	NPD1549	Phase 2
0.6369	Remote Similarity	NPD3887	Approved
0.6369	Remote Similarity	NPD7229	Phase 3
0.6364	Remote Similarity	NPD3095	Discontinued
0.6364	Remote Similarity	NPD1778	Approved
0.6364	Remote Similarity	NPD2932	Approved
0.6352	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6346	Remote Similarity	NPD1243	Approved
0.634	Remote Similarity	NPD7097	Phase 1
0.634	Remote Similarity	NPD5688	Approved
0.634	Remote Similarity	NPD5689	Approved
0.6338	Remote Similarity	NPD1894	Discontinued
0.6333	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6325	Remote Similarity	NPD7075	Discontinued
0.6325	Remote Similarity	NPD8005	Clinical (unspecified phase)
0.6324	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6323	Remote Similarity	NPD6005	Phase 3
0.6323	Remote Similarity	NPD6002	Phase 3
0.6323	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6323	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6323	Remote Similarity	NPD5763	Approved
0.6323	Remote Similarity	NPD6004	Phase 3
0.6323	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6323	Remote Similarity	NPD5762	Approved
0.6323	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6319	Remote Similarity	NPD6873	Phase 2
0.6319	Remote Similarity	NPD3496	Discontinued
0.6316	Remote Similarity	NPD7177	Discontinued
0.6309	Remote Similarity	NPD2614	Approved
0.6299	Remote Similarity	NPD1510	Phase 2
0.6296	Remote Similarity	NPD2651	Approved
0.6296	Remote Similarity	NPD3134	Approved
0.6296	Remote Similarity	NPD2649	Approved
0.6291	Remote Similarity	NPD4870	Approved
0.6289	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6289	Remote Similarity	NPD6799	Approved
0.6287	Remote Similarity	NPD919	Approved
0.6282	Remote Similarity	NPD4534	Discontinued
0.6282	Remote Similarity	NPD2897	Discontinued
0.628	Remote Similarity	NPD6844	Discontinued
0.6279	Remote Similarity	NPD5844	Phase 1
0.6276	Remote Similarity	NPD6287	Discontinued
0.6273	Remote Similarity	NPD7427	Discontinued
0.6273	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6272	Remote Similarity	NPD6808	Phase 2
0.6265	Remote Similarity	NPD4947	Clinical (unspecified phase)
0.6259	Remote Similarity	NPD8651	Approved
0.6259	Remote Similarity	NPD7843	Approved
0.625	Remote Similarity	NPD4626	Approved
0.625	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.625	Remote Similarity	NPD4060	Phase 1
0.625	Remote Similarity	NPD4662	Approved
0.625	Remote Similarity	NPD4661	Approved
0.6242	Remote Similarity	NPD9494	Approved
0.6242	Remote Similarity	NPD2800	Approved
0.6242	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6241	Remote Similarity	NPD6387	Discontinued
0.6236	Remote Similarity	NPD7693	Approved
0.6235	Remote Similarity	NPD7239	Suspended
0.6225	Remote Similarity	NPD411	Approved
0.6225	Remote Similarity	NPD7294	Phase 1
0.6225	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6225	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6218	Remote Similarity	NPD2355	Clinical (unspecified phase)
0.6218	Remote Similarity	NPD2353	Approved
0.6216	Remote Similarity	NPD1470	Approved
0.6216	Remote Similarity	NPD6362	Approved
0.6213	Remote Similarity	NPD6959	Discontinued
0.6213	Remote Similarity	NPD1247	Approved
0.6212	Remote Similarity	NPD1238	Approved
0.6211	Remote Similarity	NPD5049	Phase 3
0.6205	Remote Similarity	NPD2296	Approved
0.6204	Remote Similarity	NPD2684	Approved
0.62	Remote Similarity	NPD4908	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