NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	411.26
Volume:	427.784
LogP:	1.236
LogD:	1.616
LogS:	-2.189
# Rotatable Bonds:	9
TPSA:	122.24
# H-Bond Aceptor:	7
# H-Bond Donor:	5
# Rings:	2
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.427
Synthetic Accessibility Score:	6.062
Fsp3:	0.773
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:	-5.033
MDCK Permeability:	0.00015032576629891992
Pgp-inhibitor:	0.165
Pgp-substrate:	0.979
Human Intestinal Absorption (HIA):	0.099
20% Bioavailability (F20%):	0.021
30% Bioavailability (F30%):	0.897

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.094
Plasma Protein Binding (PPB):	47.35142517089844%
Volume Distribution (VD):	0.945
Pgp-substrate:	20.937711715698242%

ADMET: Metabolism

CYP1A2-inhibitor:	0.008
CYP1A2-substrate:	0.125
CYP2C19-inhibitor:	0.014
CYP2C19-substrate:	0.834
CYP2C9-inhibitor:	0.004
CYP2C9-substrate:	0.028
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.094
CYP3A4-inhibitor:	0.038
CYP3A4-substrate:	0.416

ADMET: Excretion

Clearance (CL):	3.861
Half-life (T1/2):	0.332

ADMET: Toxicity

hERG Blockers:	0.063
Human Hepatotoxicity (H-HT):	0.482
Drug-inuced Liver Injury (DILI):	0.035
AMES Toxicity:	0.036
Rat Oral Acute Toxicity:	0.087
Maximum Recommended Daily Dose:	0.42
Skin Sensitization:	0.739
Carcinogencity:	0.123
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.534

Download Data

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

Natural Product: NPC477866

Natural Product ID:	NPC477866
*Common Name:**	saliniketal B
IUPAC Name:	(2Z,4E,6S,7S,8R,9R,10R)-10-[(1S,3S,4R,5R)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-3-yl]-7,9-dihydroxy-2-(hydroxymethyl)-6,8-dimethylundeca-2,4-dienamide
Synonyms:
Standard InCHIKey:	QWSYKJZSJYRUSS-XCPHXFLXSA-N
Standard InCHI:	InChI=1S/C22H37NO6/c1-12(7-6-8-16(11-24)21(23)27)18(25)14(3)19(26)15(4)20-13(2)17-9-10-22(5,28-17)29-20/h6-8,12-15,17-20,24-26H,9-11H2,1-5H3,(H2,23,27)/b7-6+,16-8-/t12-,13+,14+,15+,17+,18-,19+,20+,22-/m0/s1
SMILES:	C[C@@H]1[C@H]2CC[C@@](O2)(O[C@H]1[C@H](C)[C@@H]([C@H](C)[C@H]([C@@H](C)/C=C/C=C(/CO)\C(=O)N)O)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44418843
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO15076	Salinispora arenicola	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15916417]
NPO15076	Salinispora arenicola	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17253854]
NPO15076	Salinispora arenicola	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17323993]
NPO15076	Salinispora arenicola	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19117399]
NPO15076	Salinispora arenicola	Species	Micromonosporaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31313922]
NPO15076	Salinispora arenicola	Species	Micromonosporaceae	Bacteria	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
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2680	Individual Protein	Ornithine decarboxylase	Homo sapiens	IC50	=	7.83	ug/ml	PMID[17253854]

☑ 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 NPC477866 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	72
0.1-0.2	592
0.2-0.3	3319
0.3-0.4	16066
0.4-0.5	13464
0.5-0.6	7851
0.6-0.7	1279
0.7-0.8	52
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC477865
0.7653	Intermediate Similarity	NPC475503
0.7475	Intermediate Similarity	NPC180722
0.7475	Intermediate Similarity	NPC165332
0.7475	Intermediate Similarity	NPC195645
0.7447	Intermediate Similarity	NPC472379
0.74	Intermediate Similarity	NPC475646
0.7391	Intermediate Similarity	NPC477385
0.7391	Intermediate Similarity	NPC477390
0.7368	Intermediate Similarity	NPC313658
0.7368	Intermediate Similarity	NPC316138
0.7273	Intermediate Similarity	NPC5418
0.7228	Intermediate Similarity	NPC98112
0.7196	Intermediate Similarity	NPC133625
0.7174	Intermediate Similarity	NPC190008
0.7157	Intermediate Similarity	NPC203627
0.7143	Intermediate Similarity	NPC469403
0.7129	Intermediate Similarity	NPC45313
0.7129	Intermediate Similarity	NPC183449
0.7129	Intermediate Similarity	NPC8098
0.7129	Intermediate Similarity	NPC197294
0.71	Intermediate Similarity	NPC256368
0.7083	Intermediate Similarity	NPC311163
0.7083	Intermediate Similarity	NPC477387
0.7083	Intermediate Similarity	NPC477389
0.7048	Intermediate Similarity	NPC55336
0.7033	Intermediate Similarity	NPC476703
0.7011	Intermediate Similarity	NPC329989
0.7011	Intermediate Similarity	NPC239373
0.701	Intermediate Similarity	NPC477386
0.701	Intermediate Similarity	NPC477388
0.7009	Intermediate Similarity	NPC315426
0.6979	Remote Similarity	NPC298595
0.6979	Remote Similarity	NPC471494
0.6977	Remote Similarity	NPC73603
0.697	Remote Similarity	NPC470817
0.6961	Remote Similarity	NPC173329
0.6961	Remote Similarity	NPC288350
0.6957	Remote Similarity	NPC4436
0.6947	Remote Similarity	NPC263087
0.6947	Remote Similarity	NPC2379
0.6947	Remote Similarity	NPC106912
0.6947	Remote Similarity	NPC27314
0.6947	Remote Similarity	NPC31019
0.6931	Remote Similarity	NPC282088
0.6931	Remote Similarity	NPC17290
0.6931	Remote Similarity	NPC3568
0.6931	Remote Similarity	NPC23454
0.6931	Remote Similarity	NPC256570
0.6931	Remote Similarity	NPC70323
0.6931	Remote Similarity	NPC192066
0.6931	Remote Similarity	NPC262312
0.6931	Remote Similarity	NPC35269
0.6931	Remote Similarity	NPC472198
0.6931	Remote Similarity	NPC157353
0.6931	Remote Similarity	NPC156782
0.6931	Remote Similarity	NPC54961
0.6931	Remote Similarity	NPC158445
0.69	Remote Similarity	NPC472199
0.69	Remote Similarity	NPC472197
0.69	Remote Similarity	NPC302584
0.6897	Remote Similarity	NPC305698
0.6887	Remote Similarity	NPC134270
0.6882	Remote Similarity	NPC476701
0.6869	Remote Similarity	NPC470819
0.6869	Remote Similarity	NPC128066
0.6869	Remote Similarity	NPC133450
0.6869	Remote Similarity	NPC477917
0.6837	Remote Similarity	NPC199382
0.6837	Remote Similarity	NPC86005
0.6832	Remote Similarity	NPC472195
0.6832	Remote Similarity	NPC238090
0.6832	Remote Similarity	NPC472196
0.6822	Remote Similarity	NPC264867
0.6822	Remote Similarity	NPC473207
0.6822	Remote Similarity	NPC81567
0.6822	Remote Similarity	NPC201880
0.6822	Remote Similarity	NPC470321
0.6818	Remote Similarity	NPC74722
0.6818	Remote Similarity	NPC304690
0.681	Remote Similarity	NPC469515
0.6809	Remote Similarity	NPC100697
0.6804	Remote Similarity	NPC119001
0.68	Remote Similarity	NPC209047
0.68	Remote Similarity	NPC159876
0.68	Remote Similarity	NPC74672
0.68	Remote Similarity	NPC242503
0.68	Remote Similarity	NPC43074
0.68	Remote Similarity	NPC177668
0.68	Remote Similarity	NPC139782
0.68	Remote Similarity	NPC191323
0.6792	Remote Similarity	NPC238397
0.6792	Remote Similarity	NPC471363
0.6792	Remote Similarity	NPC477198
0.6789	Remote Similarity	NPC470024
0.6782	Remote Similarity	NPC259299
0.678	Remote Similarity	NPC469494
0.6778	Remote Similarity	NPC477085
0.6774	Remote Similarity	NPC477089
0.6771	Remote Similarity	NPC69469
0.6768	Remote Similarity	NPC248312
0.6765	Remote Similarity	NPC159698
0.6762	Remote Similarity	NPC469942
0.6759	Remote Similarity	NPC252296
0.6757	Remote Similarity	NPC29501
0.6739	Remote Similarity	NPC229655
0.6737	Remote Similarity	NPC315731
0.6737	Remote Similarity	NPC184208
0.6737	Remote Similarity	NPC8538
0.6733	Remote Similarity	NPC182632
0.6733	Remote Similarity	NPC15851
0.6733	Remote Similarity	NPC475125
0.6733	Remote Similarity	NPC111567
0.6733	Remote Similarity	NPC309898
0.6733	Remote Similarity	NPC186840
0.6733	Remote Similarity	NPC473950
0.6733	Remote Similarity	NPC282705
0.6733	Remote Similarity	NPC263545
0.6733	Remote Similarity	NPC473581
0.6733	Remote Similarity	NPC473604
0.6731	Remote Similarity	NPC240372
0.6731	Remote Similarity	NPC475438
0.6729	Remote Similarity	NPC7644
0.6729	Remote Similarity	NPC7613
0.6729	Remote Similarity	NPC475889
0.6729	Remote Similarity	NPC127933
0.6702	Remote Similarity	NPC139712
0.67	Remote Similarity	NPC473058
0.67	Remote Similarity	NPC299527
0.67	Remote Similarity	NPC309310
0.6698	Remote Similarity	NPC175531
0.6698	Remote Similarity	NPC470434
0.6698	Remote Similarity	NPC267510
0.6697	Remote Similarity	NPC109376
0.6697	Remote Similarity	NPC184512
0.6667	Remote Similarity	NPC67398
0.6667	Remote Similarity	NPC475098
0.6667	Remote Similarity	NPC109406
0.6667	Remote Similarity	NPC474792
0.6667	Remote Similarity	NPC477086
0.6667	Remote Similarity	NPC471055
0.6667	Remote Similarity	NPC189651
0.6667	Remote Similarity	NPC122945
0.6667	Remote Similarity	NPC471056
0.6667	Remote Similarity	NPC91654
0.6667	Remote Similarity	NPC84360
0.6667	Remote Similarity	NPC477087
0.6667	Remote Similarity	NPC109938
0.6667	Remote Similarity	NPC477959
0.6636	Remote Similarity	NPC470571
0.6636	Remote Similarity	NPC224660
0.6636	Remote Similarity	NPC311223
0.6636	Remote Similarity	NPC475150
0.6635	Remote Similarity	NPC189629
0.6635	Remote Similarity	NPC90583
0.6634	Remote Similarity	NPC3952
0.6633	Remote Similarity	NPC470658
0.6609	Remote Similarity	NPC316325
0.6607	Remote Similarity	NPC17791
0.6606	Remote Similarity	NPC315070
0.6606	Remote Similarity	NPC172867
0.6606	Remote Similarity	NPC218158
0.6604	Remote Similarity	NPC64348
0.6602	Remote Similarity	NPC470521
0.6602	Remote Similarity	NPC88507
0.6596	Remote Similarity	NPC470944
0.6596	Remote Similarity	NPC475980
0.6596	Remote Similarity	NPC137345
0.6596	Remote Similarity	NPC181838
0.6596	Remote Similarity	NPC326753
0.6593	Remote Similarity	NPC476709
0.6581	Remote Similarity	NPC314482
0.6577	Remote Similarity	NPC316974
0.6574	Remote Similarity	NPC471450
0.6571	Remote Similarity	NPC177818
0.6571	Remote Similarity	NPC475332
0.6571	Remote Similarity	NPC26307
0.6571	Remote Similarity	NPC476893
0.6569	Remote Similarity	NPC206679
0.6569	Remote Similarity	NPC114172
0.6569	Remote Similarity	NPC470520
0.6569	Remote Similarity	NPC476075
0.6569	Remote Similarity	NPC471324
0.6569	Remote Similarity	NPC476084
0.6566	Remote Similarity	NPC61527
0.6566	Remote Similarity	NPC208473
0.6566	Remote Similarity	NPC470836
0.6566	Remote Similarity	NPC477668
0.6562	Remote Similarity	NPC16090
0.6562	Remote Similarity	NPC474894
0.6562	Remote Similarity	NPC320525
0.6559	Remote Similarity	NPC236228
0.6559	Remote Similarity	NPC152017
0.6559	Remote Similarity	NPC170148
0.6559	Remote Similarity	NPC256720
0.6556	Remote Similarity	NPC4299
0.6552	Remote Similarity	NPC308844
0.6549	Remote Similarity	NPC469865
0.6549	Remote Similarity	NPC317460
0.6549	Remote Similarity	NPC470025

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 NPC477866 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	76
0.1-0.2	514
0.2-0.3	3361
0.3-0.4	3654
0.4-0.5	1256
0.5-0.6	230
0.6-0.7	57
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
0.7475	Intermediate Similarity	NPD7839	Suspended
0.6875	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6827	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.68	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.6771	Remote Similarity	NPD6695	Phase 3
0.6667	Remote Similarity	NPD8074	Phase 3
0.6634	Remote Similarity	NPD7838	Discovery
0.6609	Remote Similarity	NPD7500	Approved
0.6606	Remote Similarity	NPD5357	Phase 1
0.6569	Remote Similarity	NPD7983	Approved
0.6526	Remote Similarity	NPD6929	Approved
0.6505	Remote Similarity	NPD5779	Approved
0.6505	Remote Similarity	NPD5778	Approved
0.65	Remote Similarity	NPD4251	Approved
0.65	Remote Similarity	NPD7750	Discontinued
0.65	Remote Similarity	NPD4250	Approved
0.65	Remote Similarity	NPD7524	Approved
0.6466	Remote Similarity	NPD7505	Discontinued
0.646	Remote Similarity	NPD7116	Clinical (unspecified phase)
0.646	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD6930	Phase 2
0.6458	Remote Similarity	NPD6931	Approved
0.6458	Remote Similarity	NPD7514	Phase 3
0.6458	Remote Similarity	NPD7332	Phase 2
0.6421	Remote Similarity	NPD7145	Approved
0.6408	Remote Similarity	NPD7637	Suspended
0.64	Remote Similarity	NPD4249	Approved
0.6392	Remote Similarity	NPD6902	Approved
0.6316	Remote Similarity	NPD5776	Phase 2
0.6316	Remote Similarity	NPD6925	Approved
0.6311	Remote Similarity	NPD46	Approved
0.6311	Remote Similarity	NPD3168	Discontinued
0.6311	Remote Similarity	NPD6698	Approved
0.6306	Remote Similarity	NPD6640	Phase 3
0.6289	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6263	Remote Similarity	NPD7154	Phase 3
0.625	Remote Similarity	NPD8444	Approved
0.625	Remote Similarity	NPD7087	Discontinued
0.6148	Remote Similarity	NPD7829	Approved
0.6148	Remote Similarity	NPD7830	Approved
0.6147	Remote Similarity	NPD6648	Approved
0.6146	Remote Similarity	NPD6932	Approved
0.6139	Remote Similarity	NPD6893	Approved
0.6122	Remote Similarity	NPD4820	Approved
0.6122	Remote Similarity	NPD4819	Approved
0.6122	Remote Similarity	NPD4821	Approved
0.6122	Remote Similarity	NPD4822	Approved
0.6116	Remote Similarity	NPD8515	Approved
0.6116	Remote Similarity	NPD8517	Approved
0.6116	Remote Similarity	NPD8516	Approved
0.6116	Remote Similarity	NPD8513	Phase 3
0.6105	Remote Similarity	NPD8264	Approved
0.6098	Remote Similarity	NPD8342	Approved
0.6098	Remote Similarity	NPD8340	Approved
0.6098	Remote Similarity	NPD8341	Approved
0.6098	Remote Similarity	NPD8299	Approved
0.6091	Remote Similarity	NPD5344	Discontinued
0.6082	Remote Similarity	NPD4271	Approved
0.6082	Remote Similarity	NPD7322	Clinical (unspecified phase)
0.6082	Remote Similarity	NPD4268	Approved
0.6064	Remote Similarity	NPD4732	Discontinued
0.6061	Remote Similarity	NPD6898	Phase 1
0.6058	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6058	Remote Similarity	NPD6101	Approved
0.6053	Remote Similarity	NPD6686	Approved
0.604	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6	Remote Similarity	NPD6924	Approved
0.6	Remote Similarity	NPD6926	Approved
0.6	Remote Similarity	NPD7641	Discontinued
0.5984	Remote Similarity	NPD6914	Discontinued
0.5981	Remote Similarity	NPD5282	Discontinued
0.5948	Remote Similarity	NPD6421	Discontinued
0.5943	Remote Similarity	NPD6411	Approved
0.5941	Remote Similarity	NPD5362	Discontinued
0.5935	Remote Similarity	NPD7624	Clinical (unspecified phase)
0.5935	Remote Similarity	NPD7623	Phase 3
0.592	Remote Similarity	NPD8451	Approved
0.5913	Remote Similarity	NPD6406	Approved
0.5877	Remote Similarity	NPD4211	Phase 1
0.5876	Remote Similarity	NPD6933	Approved
0.5873	Remote Similarity	NPD8448	Approved
0.5859	Remote Similarity	NPD6683	Phase 2
0.5854	Remote Similarity	NPD7739	Clinical (unspecified phase)
0.5854	Remote Similarity	NPD7503	Approved
0.5851	Remote Similarity	NPD7143	Approved
0.5851	Remote Similarity	NPD7144	Approved
0.5849	Remote Similarity	NPD7136	Phase 2
0.5843	Remote Similarity	NPD368	Approved
0.5826	Remote Similarity	NPD6412	Phase 2
0.5806	Remote Similarity	NPD5126	Approved
0.5806	Remote Similarity	NPD5125	Phase 3
0.58	Remote Similarity	NPD7509	Discontinued
0.5794	Remote Similarity	NPD8273	Phase 1
0.5789	Remote Similarity	NPD7152	Approved
0.5789	Remote Similarity	NPD7150	Approved
0.5789	Remote Similarity	NPD7151	Approved
0.5784	Remote Similarity	NPD5331	Approved
0.5784	Remote Similarity	NPD5332	Approved
0.5752	Remote Similarity	NPD3653	Clinical (unspecified phase)
0.5748	Remote Similarity	NPD7746	Phase 1
0.5748	Remote Similarity	NPD7747	Phase 1
0.5745	Remote Similarity	NPD6923	Approved
0.5745	Remote Similarity	NPD6922	Approved
0.5743	Remote Similarity	NPD4790	Discontinued
0.5741	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.5736	Remote Similarity	NPD8391	Approved
0.5736	Remote Similarity	NPD8392	Approved
0.5736	Remote Similarity	NPD8390	Approved
0.5726	Remote Similarity	NPD8266	Approved
0.5726	Remote Similarity	NPD8268	Approved
0.5726	Remote Similarity	NPD8267	Approved
0.5726	Remote Similarity	NPD8269	Approved
0.5714	Remote Similarity	NPD6430	Approved
0.5714	Remote Similarity	NPD7640	Approved
0.5714	Remote Similarity	NPD7639	Approved
0.5714	Remote Similarity	NPD6429	Approved
0.5698	Remote Similarity	NPD342	Phase 1
0.5686	Remote Similarity	NPD4269	Approved
0.5686	Remote Similarity	NPD6435	Approved
0.5686	Remote Similarity	NPD4270	Approved
0.5678	Remote Similarity	NPD6420	Discontinued
0.5673	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.5649	Remote Similarity	NPD8449	Approved
0.5625	Remote Similarity	NPD4225	Approved
0.5625	Remote Similarity	NPD7638	Approved
0.5619	Remote Similarity	NPD5786	Approved
0.561	Remote Similarity	NPD7327	Approved
0.561	Remote Similarity	NPD7328	Approved
0.5606	Remote Similarity	NPD8450	Suspended
0.5604	Remote Similarity	NPD3210	Clinical (unspecified phase)
0.56	Remote Similarity	NPD8033	Approved
0.56	Remote Similarity	NPD5784	Clinical (unspecified phase)

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