NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	854.43
Volume:	861.976
LogP:	2.688
LogD:	2.863
LogS:	-5.052
# Rotatable Bonds:	15
TPSA:	226.99
# H-Bond Aceptor:	17
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	17

MedChem Properties

QED Drug-Likeness Score:	0.129
Synthetic Accessibility Score:	7.799
Fsp3:	0.614
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.88
MDCK Permeability:	4.828011242352659e-06
Pgp-inhibitor:	0.971
Pgp-substrate:	0.999
Human Intestinal Absorption (HIA):	0.161
20% Bioavailability (F20%):	0.009
30% Bioavailability (F30%):	0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.014
Plasma Protein Binding (PPB):	71.09823608398438%
Volume Distribution (VD):	4.459
Pgp-substrate:	5.503648281097412%

ADMET: Metabolism

CYP1A2-inhibitor:	0.003
CYP1A2-substrate:	0.13
CYP2C19-inhibitor:	0.005
CYP2C19-substrate:	0.048
CYP2C9-inhibitor:	0.098
CYP2C9-substrate:	0.035
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.179
CYP3A4-inhibitor:	0.449
CYP3A4-substrate:	0.418

ADMET: Excretion

Clearance (CL):	10.922
Half-life (T1/2):	0.065

ADMET: Toxicity

hERG Blockers:	0.013
Human Hepatotoxicity (H-HT):	0.865
Drug-inuced Liver Injury (DILI):	0.965
AMES Toxicity:	0.003
Rat Oral Acute Toxicity:	1.0
Maximum Recommended Daily Dose:	0.905
Skin Sensitization:	0.013
Carcinogencity:	0.75
Eye Corrosion:	0.003
Eye Irritation:	0.004
Respiratory Toxicity:	0.016

Download Data

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

Natural Product: NPC476828

Natural Product ID:	NPC476828
*Common Name:**	Jaspisamide A
IUPAC Name:	n.a.
Synonyms:	Jaspisamide A
Standard InCHIKey:	ZFFIZZXYOLCUDD-JMRZXEDWSA-N
Standard InCHI:	InChI=1S/C44H62N4O13/c1-26-12-9-10-14-40-45-33(23-58-40)43-47-34(24-60-43)44-46-32(22-59-44)42(57-8)29(4)36(53)19-30(50)18-31(51)20-41(54)61-39(26)21-38(56-7)27(2)15-16-35(52)28(3)37(55-6)13-11-17-48(5)25-49/h10-11,14,17,22-31,37-39,42,50-51H,9,12-13,15-16,18-21H2,1-8H3/b14-10+,17-11+
SMILES:	COC(C(CCC(=O)C(C(C/C=C/N(C=O)C)OC)C)C)CC1OC(=O)CC(O)CC(O)CC(=O)C(C)C(OC)c2coc(c3nc(c4nc(/C=C/CCC1C)oc4)oc3)n2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL450186
PubChem CID:	10102082
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones [CHEMONTID:0001538] Diterpene lactones

*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
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	Vanuatu islands	n.a.	PMID[10924170]
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[11277766]
NPO17255	Chondrosia corticata	Species	Chondrillidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15568783]
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	depth of 25 m off the shore of Keomun Island, Korea	2004-AUG	PMID[18407691]
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18990572]
NPO17255	Chondrosia corticata	Species	Chondrillidae	Eukaryota	n.a.	reef slopes on the south side of Cocos Lagoon, Guam	n.a.	PMID[21550239]
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[8326327]
NPO17255	Chondrosia corticata	Species	Chondrillidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	2
MIC	4
Others	3

Activity Type	# Activity
Cell Line	3
Organism	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	LC50	=	0.31	ug.mL-1	PMID[487449]
NPT137	Cell Line	L1210	Mus musculus	IC50	<	0.001	ug.mL-1	PMID[487450]
NPT91	Cell Line	KB	Homo sapiens	IC50	=	0.015	ug.mL-1	PMID[487450]
NPT20	Organism	Candida albicans	Candida albicans	IZ	=	18.0	mm	PMID[487449]
NPT21	Organism	Aspergillus niger	Aspergillus niger	IZ	=	10.0	mm	PMID[487449]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	100.0	ug.mL-1	PMID[487451]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	>	100.0	ug.mL-1	PMID[487451]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	MIC	>	100.0	ug.mL-1	PMID[487451]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MIC	>	100.0	ug.mL-1	PMID[487451]

☑ 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 NPC476828 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	269
0.1-0.2	1593
0.2-0.3	8424
0.3-0.4	20802
0.4-0.5	10485
0.5-0.6	1027
0.6-0.7	48
0.7-0.8	18
0.8-0.85	0
0.85-0.9	3
0.9-0.95	7
0.95-1	21

Similarity Score	Similarity Level	Natural Product ID
0.9851	High Similarity	NPC476831
0.9851	High Similarity	NPC476826
0.9851	High Similarity	NPC476827
0.9802	High Similarity	NPC476830
0.9802	High Similarity	NPC477219
0.9754	High Similarity	NPC37924
0.9706	High Similarity	NPC325683
0.9565	High Similarity	NPC177432
0.9565	High Similarity	NPC299035
0.9519	High Similarity	NPC322800
0.9519	High Similarity	NPC168135
0.9519	High Similarity	NPC477218
0.9234	High Similarity	NPC476832
0.835	Intermediate Similarity	NPC476829
0.7368	Intermediate Similarity	NPC314523
0.7368	Intermediate Similarity	NPC58001
0.726	Intermediate Similarity	NPC224395
0.726	Intermediate Similarity	NPC208297
0.722	Intermediate Similarity	NPC30527
0.7143	Intermediate Similarity	NPC258022
0.7095	Intermediate Similarity	NPC477585
0.7095	Intermediate Similarity	NPC477588
0.7095	Intermediate Similarity	NPC477586
0.7095	Intermediate Similarity	NPC477590
0.7059	Intermediate Similarity	NPC295653
0.7059	Intermediate Similarity	NPC107458
0.7032	Intermediate Similarity	NPC306300
0.7032	Intermediate Similarity	NPC58112
0.7032	Intermediate Similarity	NPC88938
0.7012	Intermediate Similarity	NPC477587
0.7012	Intermediate Similarity	NPC477589
0.692	Remote Similarity	NPC289029
0.692	Remote Similarity	NPC48323
0.6833	Remote Similarity	NPC199461
0.6833	Remote Similarity	NPC103452
0.6833	Remote Similarity	NPC46313
0.6766	Remote Similarity	NPC49195
0.6691	Remote Similarity	NPC315411
0.6615	Remote Similarity	NPC472436
0.6594	Remote Similarity	NPC315872
0.6571	Remote Similarity	NPC211555
0.6555	Remote Similarity	NPC309919
0.6524	Remote Similarity	NPC186452
0.652	Remote Similarity	NPC315061
0.6498	Remote Similarity	NPC472435
0.6481	Remote Similarity	NPC196449
0.6481	Remote Similarity	NPC314222
0.6406	Remote Similarity	NPC165964
0.6402	Remote Similarity	NPC12660
0.6372	Remote Similarity	NPC54983
0.6371	Remote Similarity	NPC102593
0.6371	Remote Similarity	NPC196718
0.6353	Remote Similarity	NPC72715
0.626	Remote Similarity	NPC258048
0.622	Remote Similarity	NPC314633
0.6187	Remote Similarity	NPC472434
0.6162	Remote Similarity	NPC207620
0.614	Remote Similarity	NPC169716
0.6139	Remote Similarity	NPC161801
0.6133	Remote Similarity	NPC148889
0.6097	Remote Similarity	NPC471979
0.609	Remote Similarity	NPC473833
0.6063	Remote Similarity	NPC182222
0.6057	Remote Similarity	NPC313804
0.6057	Remote Similarity	NPC315804
0.6045	Remote Similarity	NPC328928
0.6038	Remote Similarity	NPC58209
0.6031	Remote Similarity	NPC10904
0.6025	Remote Similarity	NPC477979
0.6023	Remote Similarity	NPC316224
0.6016	Remote Similarity	NPC140296
0.6	Remote Similarity	NPC97746
0.6	Remote Similarity	NPC326930
0.6	Remote Similarity	NPC475301
0.5985	Remote Similarity	NPC124300
0.5985	Remote Similarity	NPC471978
0.5985	Remote Similarity	NPC230683
0.5977	Remote Similarity	NPC53534
0.5977	Remote Similarity	NPC310618
0.5963	Remote Similarity	NPC152620
0.5962	Remote Similarity	NPC471015
0.5962	Remote Similarity	NPC291609
0.5961	Remote Similarity	NPC141053
0.596	Remote Similarity	NPC205372
0.5952	Remote Similarity	NPC186351
0.5951	Remote Similarity	NPC131885
0.594	Remote Similarity	NPC53255
0.594	Remote Similarity	NPC85879
0.5934	Remote Similarity	NPC316403
0.5927	Remote Similarity	NPC298436
0.5926	Remote Similarity	NPC269367
0.5918	Remote Similarity	NPC13603
0.5911	Remote Similarity	NPC185197
0.5907	Remote Similarity	NPC220408
0.5878	Remote Similarity	NPC180668
0.5878	Remote Similarity	NPC471013
0.5878	Remote Similarity	NPC148896
0.5866	Remote Similarity	NPC194740
0.5862	Remote Similarity	NPC166712
0.5861	Remote Similarity	NPC470042
0.5849	Remote Similarity	NPC26543
0.584	Remote Similarity	NPC208364
0.584	Remote Similarity	NPC160100
0.584	Remote Similarity	NPC75179
0.584	Remote Similarity	NPC188400
0.5837	Remote Similarity	NPC146418
0.5837	Remote Similarity	NPC220852
0.5833	Remote Similarity	NPC475315
0.5833	Remote Similarity	NPC324619
0.583	Remote Similarity	NPC240384
0.583	Remote Similarity	NPC16066
0.5823	Remote Similarity	NPC314270
0.5814	Remote Similarity	NPC34770
0.5811	Remote Similarity	NPC91868
0.5811	Remote Similarity	NPC63971
0.5809	Remote Similarity	NPC209981
0.5806	Remote Similarity	NPC85702
0.5795	Remote Similarity	NPC475533
0.5789	Remote Similarity	NPC203373
0.5777	Remote Similarity	NPC323969
0.5769	Remote Similarity	NPC285343
0.5768	Remote Similarity	NPC67401
0.5765	Remote Similarity	NPC244536
0.5759	Remote Similarity	NPC260434
0.5759	Remote Similarity	NPC256912
0.5752	Remote Similarity	NPC173250
0.5748	Remote Similarity	NPC212766
0.5748	Remote Similarity	NPC289423
0.5747	Remote Similarity	NPC474183
0.5747	Remote Similarity	NPC101350
0.5745	Remote Similarity	NPC227824
0.5744	Remote Similarity	NPC317572
0.5741	Remote Similarity	NPC120513
0.5732	Remote Similarity	NPC314834
0.5731	Remote Similarity	NPC57453
0.5725	Remote Similarity	NPC168922
0.572	Remote Similarity	NPC472259
0.572	Remote Similarity	NPC312645
0.5714	Remote Similarity	NPC1608
0.5714	Remote Similarity	NPC284888
0.5714	Remote Similarity	NPC287208
0.5714	Remote Similarity	NPC329631
0.5709	Remote Similarity	NPC316110
0.5709	Remote Similarity	NPC184680
0.5709	Remote Similarity	NPC181081
0.5709	Remote Similarity	NPC315893
0.5709	Remote Similarity	NPC235685
0.5709	Remote Similarity	NPC313587
0.5703	Remote Similarity	NPC153452
0.5703	Remote Similarity	NPC99891
0.5702	Remote Similarity	NPC475455
0.5699	Remote Similarity	NPC314254
0.5699	Remote Similarity	NPC313966
0.5698	Remote Similarity	NPC14288
0.5698	Remote Similarity	NPC217176
0.5697	Remote Similarity	NPC313345
0.5697	Remote Similarity	NPC315638
0.5697	Remote Similarity	NPC472287
0.5697	Remote Similarity	NPC313796
0.5697	Remote Similarity	NPC314855
0.5697	Remote Similarity	NPC472286
0.5689	Remote Similarity	NPC34319
0.5687	Remote Similarity	NPC470784
0.5687	Remote Similarity	NPC470785
0.5686	Remote Similarity	NPC473449
0.5685	Remote Similarity	NPC473493
0.5683	Remote Similarity	NPC101312
0.5676	Remote Similarity	NPC471004
0.5676	Remote Similarity	NPC54803
0.5676	Remote Similarity	NPC321592
0.5673	Remote Similarity	NPC315545
0.5673	Remote Similarity	NPC314297
0.5669	Remote Similarity	NPC478141
0.5668	Remote Similarity	NPC123839
0.5667	Remote Similarity	NPC329982
0.5664	Remote Similarity	NPC319232
0.5664	Remote Similarity	NPC24370
0.5662	Remote Similarity	NPC476514
0.5659	Remote Similarity	NPC322135
0.5659	Remote Similarity	NPC223409
0.5657	Remote Similarity	NPC282346
0.5652	Remote Similarity	NPC54066
0.5652	Remote Similarity	NPC128115
0.5651	Remote Similarity	NPC473800
0.5643	Remote Similarity	NPC18487
0.5643	Remote Similarity	NPC187558
0.5638	Remote Similarity	NPC143977
0.5635	Remote Similarity	NPC281049
0.5635	Remote Similarity	NPC303658
0.5632	Remote Similarity	NPC475619
0.563	Remote Similarity	NPC90019
0.5628	Remote Similarity	NPC162860
0.5628	Remote Similarity	NPC478158
0.5627	Remote Similarity	NPC473639
0.562	Remote Similarity	NPC100547
0.562	Remote Similarity	NPC33949
0.5615	Remote Similarity	NPC475196
0.5613	Remote Similarity	NPC288987
0.5606	Remote Similarity	NPC475816
0.5602	Remote Similarity	NPC102008

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 NPC476828 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	169
0.1-0.2	544
0.2-0.3	1727
0.3-0.4	3777
0.4-0.5	2599
0.5-0.6	319
0.6-0.7	14
0.7-0.8	1
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
0.7027	Intermediate Similarity	NPD7896	Approved
0.6594	Remote Similarity	NPD6444	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD6974	Phase 3
0.6426	Remote Similarity	NPD7853	Phase 2
0.6404	Remote Similarity	NPD6347	Phase 2
0.6371	Remote Similarity	NPD7031	Phase 1
0.6331	Remote Similarity	NPD7284	Clinical (unspecified phase)
0.6304	Remote Similarity	NPD7490	Discontinued
0.6286	Remote Similarity	NPD7547	Clinical (unspecified phase)
0.6269	Remote Similarity	NPD8370	Discontinued
0.6266	Remote Similarity	NPD2433	Clinical (unspecified phase)
0.623	Remote Similarity	NPD7180	Phase 3
0.6173	Remote Similarity	NPD5443	Clinical (unspecified phase)
0.617	Remote Similarity	NPD2779	Approved
0.6162	Remote Similarity	NPD7690	Clinical (unspecified phase)
0.6157	Remote Similarity	NPD4667	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD6247	Clinical (unspecified phase)
0.6096	Remote Similarity	NPD4898	Clinical (unspecified phase)
0.6078	Remote Similarity	NPD4368	Phase 2
0.6066	Remote Similarity	NPD5922	Phase 3
0.6055	Remote Similarity	NPD4394	Clinical (unspecified phase)
0.6043	Remote Similarity	NPD2778	Approved
0.6032	Remote Similarity	NPD5924	Discontinued
0.6015	Remote Similarity	NPD7393	Clinical (unspecified phase)
0.6	Remote Similarity	NPD2951	Discontinued
0.5992	Remote Similarity	NPD3392	Approved
0.5985	Remote Similarity	NPD8117	Approved
0.5985	Remote Similarity	NPD8116	Phase 3
0.5984	Remote Similarity	NPD8356	Approved
0.5984	Remote Similarity	NPD3945	Discontinued
0.5976	Remote Similarity	NPD3263	Phase 3
0.597	Remote Similarity	NPD6525	Clinical (unspecified phase)
0.5969	Remote Similarity	NPD5908	Clinical (unspecified phase)
0.5967	Remote Similarity	NPD6567	Clinical (unspecified phase)
0.5959	Remote Similarity	NPD6169	Phase 1
0.5953	Remote Similarity	NPD4958	Clinical (unspecified phase)
0.5952	Remote Similarity	NPD7268	Clinical (unspecified phase)
0.5952	Remote Similarity	NPD8430	Approved
0.5943	Remote Similarity	NPD5866	Approved
0.5933	Remote Similarity	NPD3801	Clinical (unspecified phase)
0.5932	Remote Similarity	NPD8324	Phase 2
0.5932	Remote Similarity	NPD8279	Clinical (unspecified phase)
0.5923	Remote Similarity	NPD7022	Phase 2
0.5918	Remote Similarity	NPD8255	Phase 2
0.5914	Remote Similarity	NPD3006	Discontinued
0.5913	Remote Similarity	NPD5640	Discontinued
0.5907	Remote Similarity	NPD6857	Phase 3
0.5904	Remote Similarity	NPD8479	Phase 2
0.5902	Remote Similarity	NPD8463	Approved
0.5902	Remote Similarity	NPD5532	Phase 2
0.5898	Remote Similarity	NPD4373	Phase 2
0.5894	Remote Similarity	NPD5293	Phase 2
0.5894	Remote Similarity	NPD1638	Discovery
0.5892	Remote Similarity	NPD3507	Phase 2
0.588	Remote Similarity	NPD8246	Approved
0.588	Remote Similarity	NPD8247	Approved
0.5857	Remote Similarity	NPD6824	Clinical (unspecified phase)
0.5856	Remote Similarity	NPD8375	Approved
0.5856	Remote Similarity	NPD8291	Clinical (unspecified phase)
0.5849	Remote Similarity	NPD5482	Discontinued
0.5846	Remote Similarity	NPD2921	Clinical (unspecified phase)
0.5843	Remote Similarity	NPD1659	Phase 1
0.5843	Remote Similarity	NPD4952	Phase 3
0.584	Remote Similarity	NPD5850	Phase 3
0.5824	Remote Similarity	NPD7417	Discontinued
0.5823	Remote Similarity	NPD7878	Phase 2
0.582	Remote Similarity	NPD1867	Approved
0.5814	Remote Similarity	NPD3074	Discontinued
0.5811	Remote Similarity	NPD8371	Clinical (unspecified phase)
0.5804	Remote Similarity	NPD8104	Phase 3
0.5802	Remote Similarity	NPD6716	Phase 1
0.5802	Remote Similarity	NPD4392	Phase 2
0.5785	Remote Similarity	NPD7886	Phase 2
0.5785	Remote Similarity	NPD7885	Phase 2
0.5784	Remote Similarity	NPD1480	Clinical (unspecified phase)
0.5781	Remote Similarity	NPD8374	Phase 3
0.5781	Remote Similarity	NPD7589	Clinical (unspecified phase)
0.5779	Remote Similarity	NPD6495	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD4086	Phase 1
0.5765	Remote Similarity	NPD7994	Phase 2
0.5759	Remote Similarity	NPD1505	Phase 2
0.5755	Remote Similarity	NPD7053	Clinical (unspecified phase)
0.5754	Remote Similarity	NPD1955	Discontinued
0.5753	Remote Similarity	NPD8329	Phase 3
0.5752	Remote Similarity	NPD4369	Phase 2
0.5743	Remote Similarity	NPD8160	Phase 2
0.5741	Remote Similarity	NPD4322	Discontinued
0.5732	Remote Similarity	NPD772	Phase 3
0.5725	Remote Similarity	NPD6252	Clinical (unspecified phase)
0.572	Remote Similarity	NPD5479	Discontinued
0.5714	Remote Similarity	NPD6741	Clinical (unspecified phase)
0.5703	Remote Similarity	NPD3259	Approved
0.5698	Remote Similarity	NPD6962	Phase 2
0.5698	Remote Similarity	NPD5483	Clinical (unspecified phase)
0.5688	Remote Similarity	NPD5857	Phase 3
0.5677	Remote Similarity	NPD8359	Phase 2
0.5677	Remote Similarity	NPD5817	Discontinued
0.5668	Remote Similarity	NPD4900	Clinical (unspecified phase)
0.5665	Remote Similarity	NPD1927	Discontinued
0.5664	Remote Similarity	NPD5887	Clinical (unspecified phase)
0.5657	Remote Similarity	NPD8327	Clinical (unspecified phase)
0.5657	Remote Similarity	NPD8326	Phase 3
0.5657	Remote Similarity	NPD8325	Phase 3
0.5654	Remote Similarity	NPD8107	Approved
0.5652	Remote Similarity	NPD5450	Discontinued
0.5645	Remote Similarity	NPD7070	Clinical (unspecified phase)
0.5644	Remote Similarity	NPD6790	Phase 1
0.5634	Remote Similarity	NPD7416	Clinical (unspecified phase)
0.5632	Remote Similarity	NPD6023	Discontinued
0.5627	Remote Similarity	NPD8421	Discontinued
0.5615	Remote Similarity	NPD7796	Approved
0.5615	Remote Similarity	NPD7797	Approved
0.5605	Remote Similarity	NPD1166	Clinical (unspecified phase)
0.5603	Remote Similarity	NPD8289	Discontinued
0.5602	Remote Similarity	NPD53	Approved
0.5602	Remote Similarity	NPD7778	Approved
0.5602	Remote Similarity	NPD7777	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