NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	428.29
Volume:	465.937
LogP:	6.306
LogD:	4.96
LogS:	-4.506
# Rotatable Bonds:	3
TPSA:	66.76
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.419
Synthetic Accessibility Score:	4.446
Fsp3:	0.741
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-4.863
MDCK Permeability:	1.782907020242419e-05
Pgp-inhibitor:	0.726
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.993
30% Bioavailability (F30%):	0.978

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.72
Plasma Protein Binding (PPB):	99.10311889648438%
Volume Distribution (VD):	2.669
Pgp-substrate:	2.3042142391204834%

ADMET: Metabolism

CYP1A2-inhibitor:	0.08
CYP1A2-substrate:	0.737
CYP2C19-inhibitor:	0.246
CYP2C19-substrate:	0.811
CYP2C9-inhibitor:	0.235
CYP2C9-substrate:	0.947
CYP2D6-inhibitor:	0.505
CYP2D6-substrate:	0.812
CYP3A4-inhibitor:	0.395
CYP3A4-substrate:	0.494

ADMET: Excretion

Clearance (CL):	2.784
Half-life (T1/2):	0.215

ADMET: Toxicity

hERG Blockers:	0.065
Human Hepatotoxicity (H-HT):	0.202
Drug-inuced Liver Injury (DILI):	0.395
AMES Toxicity:	0.022
Rat Oral Acute Toxicity:	0.442
Maximum Recommended Daily Dose:	0.945
Skin Sensitization:	0.914
Carcinogencity:	0.03
Eye Corrosion:	0.026
Eye Irritation:	0.91
Respiratory Toxicity:	0.893

Download Data

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

Natural Product: NPC478056

Natural Product ID:	NPC478056
*Common Name:**	Suberitenone C
IUPAC Name:	[(4aR,4bR,8aS,9R,10aR)-2-[(1S,2R)-2-hydroxy-4-methyl-5-oxocyclohex-3-en-1-yl]-4b,8,8,10a-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-1H-phenanthren-9-yl] acetate
Synonyms:	Suberitenone C
Standard InCHIKey:	AVKROXAXWOMCFG-FJFKZGGNSA-N
Standard InCHI:	InChI=1S/C27H40O4/c1-16-12-21(30)19(13-20(16)29)18-8-9-23-26(5,14-18)15-22(31-17(2)28)24-25(3,4)10-7-11-27(23,24)6/h8,12,19,21-24,30H,7,9-11,13-15H2,1-6H3/t19-,21+,22+,23+,24-,26+,27+/m0/s1
SMILES:	CC1=C[C@H]([C@@H](CC1=O)C2=CC[C@H]3[C@]4(CCCC([C@@H]4[C@@H](C[C@]3(C2)C)OC(=O)C)(C)C)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44566731
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] 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
NPO33658	Suberites sp.	Species	Suberitidae	Eukaryota	n.a.	Antarctica	n.a.	PMID[15104501]

☑ 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
Others	6

Activity Type	# Activity
Cell Line	1
Organism	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	LC50	>	100	ug/ml	PMID[15104501]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	IZ	<	3	mm	PMID[15104501]
NPT20	Organism	Candida albicans	Candida albicans	IZ	<	3	mm	PMID[15104501]
NPT19	Organism	Escherichia coli	Escherichia coli	IZ	<	3	mm	PMID[15104501]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	IZ	<	3	mm	PMID[15104501]
NPT174	Organism	Streptococcus	Streptococcus	IZ	<	3	mm	PMID[15104501]

☑ 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 NPC478056 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	206
0.1-0.2	1137
0.2-0.3	3793
0.3-0.4	7928
0.4-0.5	13555
0.5-0.6	7044
0.6-0.7	5353
0.7-0.8	3181
0.8-0.85	439
0.85-0.9	60
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9175	High Similarity	NPC95899
0.9175	High Similarity	NPC478057
0.9072	High Similarity	NPC136289
0.9053	High Similarity	NPC170131
0.8969	High Similarity	NPC81530
0.8854	High Similarity	NPC253826
0.883	High Similarity	NPC214756
0.883	High Similarity	NPC295643
0.883	High Similarity	NPC272075
0.8804	High Similarity	NPC104560
0.8804	High Similarity	NPC48107
0.8791	High Similarity	NPC322159
0.8776	High Similarity	NPC115862
0.8763	High Similarity	NPC471966
0.8737	High Similarity	NPC74751
0.8723	High Similarity	NPC145067
0.8723	High Similarity	NPC233455
0.8723	High Similarity	NPC158030
0.8723	High Similarity	NPC4036
0.8723	High Similarity	NPC65120
0.871	High Similarity	NPC477973
0.8687	High Similarity	NPC293753
0.8673	High Similarity	NPC476274
0.8673	High Similarity	NPC266955
0.866	High Similarity	NPC474343
0.866	High Similarity	NPC121402
0.866	High Similarity	NPC132753
0.866	High Similarity	NPC175351
0.866	High Similarity	NPC89225
0.866	High Similarity	NPC224356
0.866	High Similarity	NPC151681
0.866	High Similarity	NPC320306
0.8646	High Similarity	NPC183012
0.8646	High Similarity	NPC53565
0.8632	High Similarity	NPC151722
0.8632	High Similarity	NPC476416
0.8627	High Similarity	NPC275539
0.8627	High Similarity	NPC189075
0.8617	High Similarity	NPC474728
0.8617	High Similarity	NPC291028
0.8617	High Similarity	NPC232202
0.8602	High Similarity	NPC473229
0.86	High Similarity	NPC476889
0.86	High Similarity	NPC95585
0.86	High Similarity	NPC282233
0.86	High Similarity	NPC90177
0.8587	High Similarity	NPC73038
0.8587	High Similarity	NPC325594
0.8587	High Similarity	NPC472974
0.8587	High Similarity	NPC473226
0.8587	High Similarity	NPC82979
0.8586	High Similarity	NPC224720
0.8586	High Similarity	NPC476223
0.8586	High Similarity	NPC472637
0.8586	High Similarity	NPC115899
0.8586	High Similarity	NPC476240
0.8571	High Similarity	NPC316598
0.8571	High Similarity	NPC122056
0.8558	High Similarity	NPC474315
0.8557	High Similarity	NPC167193
0.8557	High Similarity	NPC472363
0.8557	High Similarity	NPC301534
0.8557	High Similarity	NPC472806
0.8557	High Similarity	NPC7124
0.8557	High Similarity	NPC117133
0.8557	High Similarity	NPC98874
0.8557	High Similarity	NPC154526
0.8557	High Similarity	NPC327179
0.8557	High Similarity	NPC250757
0.8557	High Similarity	NPC328371
0.8557	High Similarity	NPC472941
0.8557	High Similarity	NPC456
0.8557	High Similarity	NPC116457
0.8557	High Similarity	NPC472362
0.8542	High Similarity	NPC472976
0.8542	High Similarity	NPC472977
0.8542	High Similarity	NPC91010
0.8542	High Similarity	NPC23170
0.8529	High Similarity	NPC91034
0.8529	High Similarity	NPC110496
0.8526	High Similarity	NPC77099
0.8526	High Similarity	NPC297265
0.8526	High Similarity	NPC470590
0.8526	High Similarity	NPC60755
0.8526	High Similarity	NPC472978
0.8526	High Similarity	NPC285184
0.8526	High Similarity	NPC187722
0.8526	High Similarity	NPC38754
0.8526	High Similarity	NPC105189
0.8515	High Similarity	NPC118911
0.8511	High Similarity	NPC472983
0.8511	High Similarity	NPC472973
0.8511	High Similarity	NPC143232
0.8511	High Similarity	NPC470588
0.8511	High Similarity	NPC281524
0.8511	High Similarity	NPC274330
0.8511	High Similarity	NPC198664
0.85	High Similarity	NPC476890
0.85	High Similarity	NPC234892
0.85	High Similarity	NPC40918
0.8495	Intermediate Similarity	NPC71507
0.8491	Intermediate Similarity	NPC67259
0.8491	Intermediate Similarity	NPC147912
0.8485	Intermediate Similarity	NPC476299
0.8485	Intermediate Similarity	NPC327431
0.8485	Intermediate Similarity	NPC307954
0.8485	Intermediate Similarity	NPC287833
0.8485	Intermediate Similarity	NPC474012
0.8469	Intermediate Similarity	NPC26413
0.8469	Intermediate Similarity	NPC141401
0.8469	Intermediate Similarity	NPC108078
0.8469	Intermediate Similarity	NPC473456
0.8454	Intermediate Similarity	NPC470016
0.8454	Intermediate Similarity	NPC318282
0.8454	Intermediate Similarity	NPC317586
0.8454	Intermediate Similarity	NPC134067
0.8454	Intermediate Similarity	NPC139459
0.8454	Intermediate Similarity	NPC290481
0.8454	Intermediate Similarity	NPC148523
0.8454	Intermediate Similarity	NPC173875
0.8454	Intermediate Similarity	NPC469995
0.8454	Intermediate Similarity	NPC139570
0.8454	Intermediate Similarity	NPC174948
0.8454	Intermediate Similarity	NPC274417
0.8447	Intermediate Similarity	NPC295244
0.8438	Intermediate Similarity	NPC229281
0.8438	Intermediate Similarity	NPC107674
0.8438	Intermediate Similarity	NPC474806
0.8438	Intermediate Similarity	NPC474436
0.8438	Intermediate Similarity	NPC133579
0.8438	Intermediate Similarity	NPC63118
0.8438	Intermediate Similarity	NPC38232
0.8438	Intermediate Similarity	NPC118519
0.8438	Intermediate Similarity	NPC86368
0.8438	Intermediate Similarity	NPC202728
0.8438	Intermediate Similarity	NPC139692
0.8438	Intermediate Similarity	NPC158059
0.8438	Intermediate Similarity	NPC170220
0.8438	Intermediate Similarity	NPC49776
0.8438	Intermediate Similarity	NPC141497
0.8421	Intermediate Similarity	NPC477147
0.8421	Intermediate Similarity	NPC120968
0.8421	Intermediate Similarity	NPC48010
0.8421	Intermediate Similarity	NPC290614
0.8421	Intermediate Similarity	NPC111110
0.8421	Intermediate Similarity	NPC470589
0.8421	Intermediate Similarity	NPC113989
0.8421	Intermediate Similarity	NPC18872
0.8421	Intermediate Similarity	NPC477872
0.8421	Intermediate Similarity	NPC7260
0.8421	Intermediate Similarity	NPC210037
0.8421	Intermediate Similarity	NPC126369
0.8421	Intermediate Similarity	NPC193750
0.8421	Intermediate Similarity	NPC273621
0.8421	Intermediate Similarity	NPC120840
0.8421	Intermediate Similarity	NPC477149
0.8421	Intermediate Similarity	NPC227467
0.8416	Intermediate Similarity	NPC275583
0.8416	Intermediate Similarity	NPC471208
0.8416	Intermediate Similarity	NPC476237
0.8416	Intermediate Similarity	NPC264048
0.8416	Intermediate Similarity	NPC236390
0.8411	Intermediate Similarity	NPC64318
0.8404	Intermediate Similarity	NPC206060
0.8404	Intermediate Similarity	NPC474512
0.8404	Intermediate Similarity	NPC40552
0.8404	Intermediate Similarity	NPC470629
0.8404	Intermediate Similarity	NPC290690
0.8404	Intermediate Similarity	NPC52169
0.8404	Intermediate Similarity	NPC246708
0.8404	Intermediate Similarity	NPC182797
0.8404	Intermediate Similarity	NPC473242
0.8404	Intermediate Similarity	NPC472802
0.8404	Intermediate Similarity	NPC181225
0.8404	Intermediate Similarity	NPC17733
0.84	Intermediate Similarity	NPC303559
0.84	Intermediate Similarity	NPC97435
0.84	Intermediate Similarity	NPC476888
0.84	Intermediate Similarity	NPC93744
0.84	Intermediate Similarity	NPC99411
0.8396	Intermediate Similarity	NPC25909
0.8387	Intermediate Similarity	NPC56588
0.8387	Intermediate Similarity	NPC472986
0.8387	Intermediate Similarity	NPC472985
0.8384	Intermediate Similarity	NPC471717
0.8384	Intermediate Similarity	NPC197386
0.8384	Intermediate Similarity	NPC174663
0.8384	Intermediate Similarity	NPC108368
0.8384	Intermediate Similarity	NPC194196
0.8384	Intermediate Similarity	NPC235464
0.8384	Intermediate Similarity	NPC57079
0.8384	Intermediate Similarity	NPC166745
0.8367	Intermediate Similarity	NPC234993
0.8367	Intermediate Similarity	NPC235053
0.8367	Intermediate Similarity	NPC157113
0.8367	Intermediate Similarity	NPC242848
0.8367	Intermediate Similarity	NPC62516
0.8367	Intermediate Similarity	NPC134072
0.8367	Intermediate Similarity	NPC202833
0.8352	Intermediate Similarity	NPC256112

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 NPC478056 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	1416
0.2-0.3	3429
0.3-0.4	2570
0.4-0.5	1009
0.5-0.6	248
0.6-0.7	172
0.7-0.8	118
0.8-0.85	7
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8737	High Similarity	NPD7748	Approved
0.8723	High Similarity	NPD7515	Phase 2
0.866	High Similarity	NPD7902	Approved
0.8351	Intermediate Similarity	NPD7900	Approved
0.8351	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD7115	Discovery
0.8247	Intermediate Similarity	NPD6399	Phase 3
0.8191	Intermediate Similarity	NPD3618	Phase 1
0.8119	Intermediate Similarity	NPD7640	Approved
0.8119	Intermediate Similarity	NPD7639	Approved
0.802	Intermediate Similarity	NPD4225	Approved
0.802	Intermediate Similarity	NPD7638	Approved
0.7959	Intermediate Similarity	NPD6079	Approved
0.7938	Intermediate Similarity	NPD5328	Approved
0.7925	Intermediate Similarity	NPD6899	Approved
0.7925	Intermediate Similarity	NPD6881	Approved
0.7917	Intermediate Similarity	NPD3573	Approved
0.7905	Intermediate Similarity	NPD5739	Approved
0.7905	Intermediate Similarity	NPD6675	Approved
0.7905	Intermediate Similarity	NPD6402	Approved
0.7905	Intermediate Similarity	NPD7128	Approved
0.787	Intermediate Similarity	NPD6650	Approved
0.787	Intermediate Similarity	NPD6649	Approved
0.785	Intermediate Similarity	NPD6373	Approved
0.785	Intermediate Similarity	NPD6372	Approved
0.7835	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.783	Intermediate Similarity	NPD5697	Approved
0.7812	Intermediate Similarity	NPD6409	Approved
0.7812	Intermediate Similarity	NPD7146	Approved
0.7812	Intermediate Similarity	NPD6684	Approved
0.7812	Intermediate Similarity	NPD5330	Approved
0.7812	Intermediate Similarity	NPD7334	Approved
0.7812	Intermediate Similarity	NPD7521	Approved
0.7789	Intermediate Similarity	NPD4786	Approved
0.7778	Intermediate Similarity	NPD7102	Approved
0.7778	Intermediate Similarity	NPD6883	Approved
0.7778	Intermediate Similarity	NPD7290	Approved
0.7766	Intermediate Similarity	NPD3667	Approved
0.7757	Intermediate Similarity	NPD6011	Approved
0.7757	Intermediate Similarity	NPD7320	Approved
0.7755	Intermediate Similarity	NPD7285	Clinical (unspecified phase)
0.7745	Intermediate Similarity	NPD6084	Phase 2
0.7745	Intermediate Similarity	NPD6083	Phase 2
0.7708	Intermediate Similarity	NPD1694	Approved
0.7706	Intermediate Similarity	NPD8130	Phase 1
0.7706	Intermediate Similarity	NPD6617	Approved
0.7706	Intermediate Similarity	NPD6847	Approved
0.7706	Intermediate Similarity	NPD6869	Approved
0.7685	Intermediate Similarity	NPD6014	Approved
0.7685	Intermediate Similarity	NPD6012	Approved
0.7685	Intermediate Similarity	NPD6013	Approved
0.7664	Intermediate Similarity	NPD5701	Approved
0.7653	Intermediate Similarity	NPD6903	Approved
0.7653	Intermediate Similarity	NPD6672	Approved
0.7653	Intermediate Similarity	NPD5737	Approved
0.7647	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7647	Intermediate Similarity	NPD4697	Phase 3
0.7647	Intermediate Similarity	NPD5222	Approved
0.7647	Intermediate Similarity	NPD5221	Approved
0.7636	Intermediate Similarity	NPD6882	Approved
0.7636	Intermediate Similarity	NPD8297	Approved
0.7619	Intermediate Similarity	NPD5211	Phase 2
0.7604	Intermediate Similarity	NPD3133	Approved
0.7604	Intermediate Similarity	NPD3666	Approved
0.7604	Intermediate Similarity	NPD3665	Phase 1
0.76	Intermediate Similarity	NPD8035	Phase 2
0.76	Intermediate Similarity	NPD6411	Approved
0.76	Intermediate Similarity	NPD8034	Phase 2
0.7579	Intermediate Similarity	NPD4752	Clinical (unspecified phase)
0.7573	Intermediate Similarity	NPD5173	Approved
0.7553	Intermediate Similarity	NPD4695	Discontinued
0.7549	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7549	Intermediate Similarity	NPD5695	Phase 3
0.7545	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7526	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7525	Intermediate Similarity	NPD5778	Approved
0.7525	Intermediate Similarity	NPD5779	Approved
0.7525	Intermediate Similarity	NPD4202	Approved
0.75	Intermediate Similarity	NPD5696	Approved
0.7477	Intermediate Similarity	NPD5141	Approved
0.7453	Intermediate Similarity	NPD7632	Discontinued
0.7449	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7434	Intermediate Similarity	NPD6868	Approved
0.7429	Intermediate Similarity	NPD4696	Approved
0.7429	Intermediate Similarity	NPD5285	Approved
0.7429	Intermediate Similarity	NPD5286	Approved
0.7407	Intermediate Similarity	NPD6008	Approved
0.7404	Intermediate Similarity	NPD4755	Approved
0.74	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD6101	Approved
0.7364	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD5223	Approved
0.7327	Intermediate Similarity	NPD5785	Approved
0.7308	Intermediate Similarity	NPD7614	Phase 1
0.7304	Intermediate Similarity	NPD6335	Approved
0.729	Intermediate Similarity	NPD5225	Approved
0.729	Intermediate Similarity	NPD4633	Approved
0.729	Intermediate Similarity	NPD5224	Approved
0.729	Intermediate Similarity	NPD5226	Approved
0.7281	Intermediate Similarity	NPD6274	Approved
0.7273	Intermediate Similarity	NPD4623	Approved
0.7273	Intermediate Similarity	NPD5279	Phase 3
0.7273	Intermediate Similarity	NPD4519	Discontinued
0.7273	Intermediate Similarity	NPD6686	Approved
0.7264	Intermediate Similarity	NPD4700	Approved
0.7263	Intermediate Similarity	NPD7645	Phase 2
0.7257	Intermediate Similarity	NPD4632	Approved
0.7255	Intermediate Similarity	NPD5281	Approved
0.7255	Intermediate Similarity	NPD5284	Approved
0.7245	Intermediate Similarity	NPD3668	Phase 3
0.7241	Intermediate Similarity	NPD7100	Approved
0.7241	Intermediate Similarity	NPD7101	Approved
0.7228	Intermediate Similarity	NPD6904	Approved
0.7228	Intermediate Similarity	NPD6673	Approved
0.7228	Intermediate Similarity	NPD6080	Approved
0.7228	Intermediate Similarity	NPD4753	Phase 2
0.7222	Intermediate Similarity	NPD5175	Approved
0.7222	Intermediate Similarity	NPD5174	Approved
0.7217	Intermediate Similarity	NPD6317	Approved
0.7212	Intermediate Similarity	NPD4629	Approved
0.7212	Intermediate Similarity	NPD5210	Approved
0.7207	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD6412	Phase 2
0.7172	Intermediate Similarity	NPD5363	Approved
0.7155	Intermediate Similarity	NPD6313	Approved
0.7155	Intermediate Similarity	NPD6314	Approved
0.7143	Intermediate Similarity	NPD7732	Phase 3
0.7143	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD8328	Phase 3
0.7119	Intermediate Similarity	NPD6291	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD6001	Approved
0.7087	Intermediate Similarity	NPD5693	Phase 1
0.7087	Intermediate Similarity	NPD6050	Approved
0.7069	Intermediate Similarity	NPD6009	Approved
0.7064	Intermediate Similarity	NPD4754	Approved
0.7041	Intermediate Similarity	NPD4223	Phase 3
0.7041	Intermediate Similarity	NPD4221	Approved
0.7034	Intermediate Similarity	NPD6319	Approved
0.701	Intermediate Similarity	NPD8259	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7604	Phase 2
0.7	Intermediate Similarity	NPD5329	Approved
0.699	Remote Similarity	NPD5692	Phase 3
0.699	Remote Similarity	NPD5207	Approved
0.6979	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD6909	Approved
0.6975	Remote Similarity	NPD6908	Approved
0.6975	Remote Similarity	NPD5983	Phase 2
0.6964	Remote Similarity	NPD4729	Approved
0.6964	Remote Similarity	NPD5168	Approved
0.6964	Remote Similarity	NPD5128	Approved
0.6964	Remote Similarity	NPD4730	Approved
0.6961	Remote Similarity	NPD5208	Approved
0.6944	Remote Similarity	NPD6404	Discontinued
0.6942	Remote Similarity	NPD7492	Approved
0.6937	Remote Similarity	NPD4768	Approved
0.6937	Remote Similarity	NPD4767	Approved
0.6931	Remote Similarity	NPD6098	Approved
0.6931	Remote Similarity	NPD5690	Phase 2
0.6923	Remote Similarity	NPD5694	Approved
0.6923	Remote Similarity	NPD7637	Suspended
0.6911	Remote Similarity	NPD7736	Approved
0.69	Remote Similarity	NPD4197	Approved
0.6891	Remote Similarity	NPD6054	Approved
0.6887	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6885	Remote Similarity	NPD7507	Approved
0.6885	Remote Similarity	NPD6336	Discontinued
0.6885	Remote Similarity	NPD6616	Approved
0.6875	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6869	Remote Similarity	NPD4270	Approved
0.6869	Remote Similarity	NPD4269	Approved
0.6842	Remote Similarity	NPD6942	Approved
0.6842	Remote Similarity	NPD7339	Approved
0.6842	Remote Similarity	NPD5248	Approved
0.6842	Remote Similarity	NPD5247	Approved
0.6842	Remote Similarity	NPD5135	Approved
0.6842	Remote Similarity	NPD5169	Approved
0.6842	Remote Similarity	NPD4634	Approved
0.6842	Remote Similarity	NPD5249	Phase 3
0.6842	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD5251	Approved
0.6842	Remote Similarity	NPD5250	Approved
0.6842	Remote Similarity	NPD8264	Approved
0.6837	Remote Similarity	NPD7525	Registered
0.6832	Remote Similarity	NPD1696	Phase 3
0.6829	Remote Similarity	NPD7078	Approved
0.6814	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6804	Remote Similarity	NPD3617	Approved
0.68	Remote Similarity	NPD5362	Discontinued
0.68	Remote Similarity	NPD7154	Phase 3
0.68	Remote Similarity	NPD4788	Approved
0.6783	Remote Similarity	NPD5127	Approved
0.6783	Remote Similarity	NPD5216	Approved
0.6783	Remote Similarity	NPD5215	Approved
0.6783	Remote Similarity	NPD5217	Approved
0.678	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.6777	Remote Similarity	NPD6370	Approved
0.6771	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6771	Remote Similarity	NPD6117	Approved
0.6765	Remote Similarity	NPD5786	Approved
0.6765	Remote Similarity	NPD5280	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