NPASS Compound

Structure

NPC470151 OpenBabel07101718322D 21 23 0 0 1 0 0 0 0 0999 V2000 -1.7751 0.8223 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8555 1.2154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2133 -2.2220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4737 -1.1021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3369 -0.2759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3369 -0.9960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7133 0.0842 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4878 -0.6359 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1754 0.0129 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8299 -1.3890 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4734 0.1731 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9749 0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7133 -1.3560 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0896 -0.2759 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0896 -0.9960 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7133 1.0842 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7989 0.7947 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0524 -2.3639 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2508 1.1480 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2133 -2.2220 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 13 1 0 0 0 0 7 14 1 1 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 10 1 0 0 0 0 8 12 1 6 0 0 0 9 11 1 0 0 0 0 9 17 1 6 0 0 0 10 15 1 6 0 0 0 10 18 1 0 0 0 0 11 14 1 6 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 13 15 1 1 0 0 0 13 20 1 0 0 0 0 14 15 1 6 0 0 0 15 21 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	302.17
Volume:	295.068
LogP:	-0.152
LogD:	0.039
LogS:	-2.404
# Rotatable Bonds:	0
TPSA:	110.38
# H-Bond Aceptor:	6
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.399
Synthetic Accessibility Score:	6.088
Fsp3:	1.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.2
MDCK Permeability:	9.906792547553778e-05
Pgp-inhibitor:	0.033
Pgp-substrate:	0.99
Human Intestinal Absorption (HIA):	0.289
20% Bioavailability (F20%):	0.016
30% Bioavailability (F30%):	0.632

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.187
Plasma Protein Binding (PPB):	22.23653793334961%
Volume Distribution (VD):	0.363
Pgp-substrate:	68.12566375732422%

ADMET: Metabolism

CYP1A2-inhibitor:	0.006
CYP1A2-substrate:	0.905
CYP2C19-inhibitor:	0.008
CYP2C19-substrate:	0.783
CYP2C9-inhibitor:	0.002
CYP2C9-substrate:	0.061
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.105
CYP3A4-inhibitor:	0.016
CYP3A4-substrate:	0.133

ADMET: Excretion

Clearance (CL):	4.0
Half-life (T1/2):	0.798

ADMET: Toxicity

hERG Blockers:	0.042
Human Hepatotoxicity (H-HT):	0.82
Drug-inuced Liver Injury (DILI):	0.047
AMES Toxicity:	0.033
Rat Oral Acute Toxicity:	0.207
Maximum Recommended Daily Dose:	0.057
Skin Sensitization:	0.187
Carcinogencity:	0.971
Eye Corrosion:	0.004
Eye Irritation:	0.018
Respiratory Toxicity:	0.983

Download Data

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

Natural Product: NPC470151

Natural Product ID:	NPC470151
*Common Name:**	LDAGLRMFEPHMGM-YEGDOFSDSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	LDAGLRMFEPHMGM-YEGDOFSDSA-N
Standard InCHI:	InChI=1S/C15H26O6/c1-12(2)8-9(17)11(19)14(4)7(16)5-6-13(3,20)15(14,21-12)10(8)18/h7-11,16-20H,5-6H2,1-4H3/t7-,8+,9-,10+,11-,13-,14-,15-/m0/s1
SMILES:	CC1(C2C(C(C3(C(CCC(C3(C2O)O1)(C)O)O)C)O)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1796001
PubChem CID:	56666984
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002051] Agarofurans

*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
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18616221]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	stems	Montecristo National Park, province of Santa Ana, El Salvador	2004-JUN	PMID[20873773]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21419633]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25695368]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	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
MIC	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	>	25.0	ug.mL-1	PMID[454742]
NPT790	Organism	Mycobacterium tuberculosis H37Rv	Mycobacterium tuberculosis H37Rv	MIC	>	25.0	ug.mL-1	PMID[454742]

☑ 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 NPC470151 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	392
0.1-0.2	3866
0.2-0.3	10270
0.3-0.4	14135
0.4-0.5	5797
0.5-0.6	5492
0.6-0.7	2313
0.7-0.8	365
0.8-0.85	57
0.85-0.9	5
0.9-0.95	4
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9067	High Similarity	NPC470156
0.9028	High Similarity	NPC472952
0.9028	High Similarity	NPC472950
0.8947	High Similarity	NPC477447
0.8947	High Similarity	NPC470155
0.8947	High Similarity	NPC477446
0.8933	High Similarity	NPC186588
0.8816	High Similarity	NPC470154
0.8676	High Similarity	NPC94897
0.8553	High Similarity	NPC81074
0.8553	High Similarity	NPC477282
0.8481	Intermediate Similarity	NPC320824
0.8442	Intermediate Similarity	NPC472951
0.8442	Intermediate Similarity	NPC16449
0.8442	Intermediate Similarity	NPC472943
0.8395	Intermediate Similarity	NPC62202
0.8395	Intermediate Similarity	NPC110365
0.8395	Intermediate Similarity	NPC45833
0.8395	Intermediate Similarity	NPC213658
0.8354	Intermediate Similarity	NPC241959
0.8333	Intermediate Similarity	NPC470833
0.8289	Intermediate Similarity	NPC64081
0.8289	Intermediate Similarity	NPC11907
0.8289	Intermediate Similarity	NPC474574
0.8289	Intermediate Similarity	NPC133596
0.8272	Intermediate Similarity	NPC268633
0.8267	Intermediate Similarity	NPC158208
0.8267	Intermediate Similarity	NPC243027
0.8267	Intermediate Similarity	NPC196136
0.8182	Intermediate Similarity	NPC147993
0.8133	Intermediate Similarity	NPC475458
0.8133	Intermediate Similarity	NPC192501
0.8133	Intermediate Similarity	NPC10476
0.8133	Intermediate Similarity	NPC228994
0.8052	Intermediate Similarity	NPC128951
0.8052	Intermediate Similarity	NPC477227
0.8052	Intermediate Similarity	NPC105208
0.8052	Intermediate Similarity	NPC192046
0.8052	Intermediate Similarity	NPC302578
0.8049	Intermediate Similarity	NPC155531
0.8049	Intermediate Similarity	NPC471410
0.8049	Intermediate Similarity	NPC107603
0.8049	Intermediate Similarity	NPC471411
0.8049	Intermediate Similarity	NPC215968
0.8026	Intermediate Similarity	NPC91387
0.8026	Intermediate Similarity	NPC231680
0.8026	Intermediate Similarity	NPC270306
0.8025	Intermediate Similarity	NPC18953
0.8	Intermediate Similarity	NPC154043
0.8	Intermediate Similarity	NPC475388
0.8	Intermediate Similarity	NPC60018
0.8	Intermediate Similarity	NPC202688
0.7949	Intermediate Similarity	NPC43463
0.7949	Intermediate Similarity	NPC18857
0.7949	Intermediate Similarity	NPC177343
0.7949	Intermediate Similarity	NPC272841
0.7949	Intermediate Similarity	NPC67657
0.7941	Intermediate Similarity	NPC47663
0.7927	Intermediate Similarity	NPC266651
0.7922	Intermediate Similarity	NPC107963
0.7922	Intermediate Similarity	NPC163597
0.7922	Intermediate Similarity	NPC136424
0.7875	Intermediate Similarity	NPC211049
0.7867	Intermediate Similarity	NPC470071
0.7867	Intermediate Similarity	NPC157777
0.7867	Intermediate Similarity	NPC131506
0.7867	Intermediate Similarity	NPC1340
0.7867	Intermediate Similarity	NPC187471
0.7867	Intermediate Similarity	NPC252182
0.7857	Intermediate Similarity	NPC473436
0.7857	Intermediate Similarity	NPC476435
0.7857	Intermediate Similarity	NPC128475
0.7857	Intermediate Similarity	NPC476379
0.7848	Intermediate Similarity	NPC269333
0.7831	Intermediate Similarity	NPC471240
0.7831	Intermediate Similarity	NPC475729
0.7831	Intermediate Similarity	NPC474215
0.7831	Intermediate Similarity	NPC477283
0.7826	Intermediate Similarity	NPC185116
0.7821	Intermediate Similarity	NPC185915
0.7808	Intermediate Similarity	NPC179823
0.7792	Intermediate Similarity	NPC317242
0.7763	Intermediate Similarity	NPC253805
0.775	Intermediate Similarity	NPC186594
0.7738	Intermediate Similarity	NPC5943
0.7738	Intermediate Similarity	NPC161928
0.7738	Intermediate Similarity	NPC210658
0.7722	Intermediate Similarity	NPC471769
0.7722	Intermediate Similarity	NPC252483
0.7722	Intermediate Similarity	NPC52755
0.7722	Intermediate Similarity	NPC191345
0.7711	Intermediate Similarity	NPC290612
0.7703	Intermediate Similarity	NPC474756
0.7701	Intermediate Similarity	NPC475307
0.7683	Intermediate Similarity	NPC478054
0.7683	Intermediate Similarity	NPC470070
0.7683	Intermediate Similarity	NPC111582
0.7683	Intermediate Similarity	NPC477978
0.7683	Intermediate Similarity	NPC477285
0.7683	Intermediate Similarity	NPC227170
0.7662	Intermediate Similarity	NPC308489
0.7662	Intermediate Similarity	NPC304499
0.7662	Intermediate Similarity	NPC166250
0.7654	Intermediate Similarity	NPC473257
0.7654	Intermediate Similarity	NPC475743
0.7654	Intermediate Similarity	NPC116320
0.7654	Intermediate Similarity	NPC119922
0.7647	Intermediate Similarity	NPC470872
0.7647	Intermediate Similarity	NPC471221
0.7625	Intermediate Similarity	NPC287452
0.7619	Intermediate Similarity	NPC131365
0.7614	Intermediate Similarity	NPC477224
0.7614	Intermediate Similarity	NPC3538
0.7614	Intermediate Similarity	NPC113500
0.76	Intermediate Similarity	NPC107919
0.76	Intermediate Similarity	NPC66407
0.7595	Intermediate Similarity	NPC476233
0.7595	Intermediate Similarity	NPC476719
0.7595	Intermediate Similarity	NPC307865
0.7586	Intermediate Similarity	NPC293609
0.7561	Intermediate Similarity	NPC477286
0.7561	Intermediate Similarity	NPC286719
0.7561	Intermediate Similarity	NPC470611
0.7561	Intermediate Similarity	NPC216800
0.7558	Intermediate Similarity	NPC82955
0.7558	Intermediate Similarity	NPC20822
0.7536	Intermediate Similarity	NPC236588
0.7534	Intermediate Similarity	NPC472946
0.7532	Intermediate Similarity	NPC470610
0.7532	Intermediate Similarity	NPC153719
0.7532	Intermediate Similarity	NPC95165
0.7531	Intermediate Similarity	NPC474714
0.7529	Intermediate Similarity	NPC140446
0.7529	Intermediate Similarity	NPC43912
0.7529	Intermediate Similarity	NPC472396
0.7528	Intermediate Similarity	NPC477494
0.75	Intermediate Similarity	NPC470623
0.75	Intermediate Similarity	NPC224003
0.75	Intermediate Similarity	NPC277774
0.75	Intermediate Similarity	NPC471269
0.75	Intermediate Similarity	NPC232044
0.75	Intermediate Similarity	NPC18724
0.75	Intermediate Similarity	NPC122083
0.75	Intermediate Similarity	NPC167644
0.75	Intermediate Similarity	NPC182740
0.75	Intermediate Similarity	NPC273290
0.75	Intermediate Similarity	NPC323231
0.75	Intermediate Similarity	NPC311246
0.75	Intermediate Similarity	NPC211845
0.75	Intermediate Similarity	NPC171741
0.75	Intermediate Similarity	NPC256104
0.7471	Intermediate Similarity	NPC470114
0.7471	Intermediate Similarity	NPC279329
0.747	Intermediate Similarity	NPC69953
0.747	Intermediate Similarity	NPC15091
0.747	Intermediate Similarity	NPC216420
0.747	Intermediate Similarity	NPC211135
0.747	Intermediate Similarity	NPC85095
0.7468	Intermediate Similarity	NPC470145
0.7439	Intermediate Similarity	NPC190940
0.7439	Intermediate Similarity	NPC71541
0.7436	Intermediate Similarity	NPC48795
0.7436	Intermediate Similarity	NPC472944
0.7436	Intermediate Similarity	NPC472945
0.7429	Intermediate Similarity	NPC182903
0.7429	Intermediate Similarity	NPC476209
0.7416	Intermediate Similarity	NPC471373
0.7416	Intermediate Similarity	NPC253611
0.7416	Intermediate Similarity	NPC148593
0.7416	Intermediate Similarity	NPC77717
0.7416	Intermediate Similarity	NPC267238
0.7407	Intermediate Similarity	NPC476367
0.7407	Intermediate Similarity	NPC72755
0.7403	Intermediate Similarity	NPC157422
0.7403	Intermediate Similarity	NPC127094
0.7403	Intermediate Similarity	NPC109457
0.7403	Intermediate Similarity	NPC100586
0.7403	Intermediate Similarity	NPC127283
0.7403	Intermediate Similarity	NPC8004
0.7386	Intermediate Similarity	NPC473066
0.7386	Intermediate Similarity	NPC229801
0.7386	Intermediate Similarity	NPC219516
0.7386	Intermediate Similarity	NPC149966
0.7386	Intermediate Similarity	NPC36372
0.7386	Intermediate Similarity	NPC307167
0.7386	Intermediate Similarity	NPC5632
0.7386	Intermediate Similarity	NPC210759
0.7381	Intermediate Similarity	NPC227260
0.7381	Intermediate Similarity	NPC474156
0.7363	Intermediate Similarity	NPC474994
0.7363	Intermediate Similarity	NPC477223
0.7363	Intermediate Similarity	NPC477222
0.7363	Intermediate Similarity	NPC476040
0.7363	Intermediate Similarity	NPC476021
0.7363	Intermediate Similarity	NPC316604
0.7356	Intermediate Similarity	NPC473472
0.7356	Intermediate Similarity	NPC131466
0.7356	Intermediate Similarity	NPC228059
0.7349	Intermediate Similarity	NPC477284
0.7349	Intermediate Similarity	NPC208912

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 NPC470151 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	400
0.1-0.2	4100
0.2-0.3	3147
0.3-0.4	886
0.4-0.5	316
0.5-0.6	254
0.6-0.7	45
0.7-0.8	1
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8406	Intermediate Similarity	NPD371	Approved
0.76	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD7532	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD1811	Approved
0.7	Intermediate Similarity	NPD1810	Approved
0.6923	Remote Similarity	NPD8171	Discontinued
0.6905	Remote Similarity	NPD6928	Phase 2
0.6634	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6598	Remote Similarity	NPD1700	Approved
0.6556	Remote Similarity	NPD7524	Approved
0.6535	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6506	Remote Similarity	NPD3703	Phase 2
0.6471	Remote Similarity	NPD6697	Approved
0.6471	Remote Similarity	NPD6114	Approved
0.6471	Remote Similarity	NPD6118	Approved
0.6471	Remote Similarity	NPD6115	Approved
0.642	Remote Similarity	NPD2686	Approved
0.642	Remote Similarity	NPD2687	Approved
0.642	Remote Similarity	NPD2254	Approved
0.642	Remote Similarity	NPD4787	Phase 1
0.6353	Remote Similarity	NPD6116	Phase 1
0.6324	Remote Similarity	NPD385	Approved
0.6324	Remote Similarity	NPD384	Approved
0.6322	Remote Similarity	NPD7525	Registered
0.6296	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6296	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.625	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6238	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6235	Remote Similarity	NPD6117	Approved
0.6222	Remote Similarity	NPD7338	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD388	Approved
0.6176	Remote Similarity	NPD386	Approved
0.6145	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.6145	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD3669	Approved
0.6111	Remote Similarity	NPD6695	Phase 3
0.61	Remote Similarity	NPD4159	Approved
0.6091	Remote Similarity	NPD7516	Approved
0.6029	Remote Similarity	NPD9218	Clinical (unspecified phase)
0.6029	Remote Similarity	NPD9219	Approved
0.6023	Remote Similarity	NPD7645	Phase 2
0.6	Remote Similarity	NPD7327	Approved
0.6	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.6	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6	Remote Similarity	NPD3168	Discontinued
0.6	Remote Similarity	NPD7328	Approved
0.5962	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5941	Remote Similarity	NPD5344	Discontinued
0.5918	Remote Similarity	NPD7991	Discontinued
0.5904	Remote Similarity	NPD3698	Phase 2
0.59	Remote Similarity	NPD4225	Approved
0.5851	Remote Similarity	NPD7750	Discontinued
0.5841	Remote Similarity	NPD6921	Approved
0.5833	Remote Similarity	NPD4244	Approved
0.5833	Remote Similarity	NPD4245	Approved
0.5783	Remote Similarity	NPD5360	Phase 3
0.5783	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.578	Remote Similarity	NPD8133	Approved
0.5778	Remote Similarity	NPD6931	Approved
0.5778	Remote Similarity	NPD6930	Phase 2
0.5747	Remote Similarity	NPD3702	Approved
0.5743	Remote Similarity	NPD7638	Approved
0.573	Remote Similarity	NPD3671	Phase 1
0.5714	Remote Similarity	NPD1780	Approved
0.5714	Remote Similarity	NPD1779	Approved
0.5702	Remote Similarity	NPD8380	Approved
0.5702	Remote Similarity	NPD8296	Approved
0.5702	Remote Similarity	NPD8379	Approved
0.5702	Remote Similarity	NPD8378	Approved
0.5702	Remote Similarity	NPD8335	Approved
0.5686	Remote Similarity	NPD7639	Approved
0.5686	Remote Similarity	NPD7640	Approved
0.5682	Remote Similarity	NPD6933	Approved
0.5682	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.567	Remote Similarity	NPD6701	Clinical (unspecified phase)
0.567	Remote Similarity	NPD6700	Approved
0.5667	Remote Similarity	NPD6929	Approved
0.566	Remote Similarity	NPD6412	Phase 2
0.5647	Remote Similarity	NPD4789	Approved
0.5636	Remote Similarity	NPD4632	Approved
0.5618	Remote Similarity	NPD6932	Approved
0.5614	Remote Similarity	NPD8294	Approved
0.5614	Remote Similarity	NPD6054	Approved
0.5614	Remote Similarity	NPD6319	Approved
0.5614	Remote Similarity	NPD6059	Approved
0.5614	Remote Similarity	NPD8377	Approved
0.5612	Remote Similarity	NPD7087	Discontinued
0.5612	Remote Similarity	NPD6702	Approved
0.5612	Remote Similarity	NPD8034	Phase 2
0.5612	Remote Similarity	NPD6703	Approved
0.5612	Remote Similarity	NPD8035	Phase 2
0.5604	Remote Similarity	NPD4748	Discontinued

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data