NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	231.0
Volume:	197.754
LogP:	-0.033
LogD:	-0.576
LogS:	-1.14
# Rotatable Bonds:	3
TPSA:	106.89
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.34
Synthetic Accessibility Score:	3.139
Fsp3:	0.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.725
MDCK Permeability:	1.629138205316849e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.01
20% Bioavailability (F20%):	0.884
30% Bioavailability (F30%):	0.302

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.004
Plasma Protein Binding (PPB):	90.63581085205078%
Volume Distribution (VD):	0.372
Pgp-substrate:	9.406096458435059%

ADMET: Metabolism

CYP1A2-inhibitor:	0.146
CYP1A2-substrate:	0.118
CYP2C19-inhibitor:	0.049
CYP2C19-substrate:	0.059
CYP2C9-inhibitor:	0.042
CYP2C9-substrate:	0.302
CYP2D6-inhibitor:	0.033
CYP2D6-substrate:	0.179
CYP3A4-inhibitor:	0.038
CYP3A4-substrate:	0.094

ADMET: Excretion

Clearance (CL):	4.933
Half-life (T1/2):	0.773

ADMET: Toxicity

hERG Blockers:	0.001
Human Hepatotoxicity (H-HT):	0.978
Drug-inuced Liver Injury (DILI):	0.929
AMES Toxicity:	0.019
Rat Oral Acute Toxicity:	0.274
Maximum Recommended Daily Dose:	0.672
Skin Sensitization:	0.798
Carcinogencity:	0.809
Eye Corrosion:	0.387
Eye Irritation:	0.95
Respiratory Toxicity:	0.932

Download Data

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

Natural Product: NPC477802

Natural Product ID:	NPC477802
*Common Name:**	Isojaspisin
IUPAC Name:	sodium;[(Z)-2-(3,4-dihydroxyphenyl)ethenyl] sulfate
Synonyms:	Isojaspisin
Standard InCHIKey:	OCTNLVNADAQXIK-LNKPDPKZSA-M
Standard InCHI:	InChI=1S/C8H8O6S.Na/c9-7-2-1-6(5-8(7)10)3-4-14-15(11,12)13;/h1-5,9-10H,(H,11,12,13);/q;+1/p-1/b4-3-;
SMILES:	C1=CC(=C(C=C1/C=C\OS(=O)(=O)[O-])O)O.[Na+]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	23428025
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0001286] Benzenediols [CHEMONTID:0000135] Catechols

*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]
NPO20237	Poecillastra wondoensis	Species	Vulcanellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[14640526]
NPO20237	Poecillastra wondoensis	Species	Vulcanellidae	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.	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]
NPO33335	Jaspis sp.	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[8326327]
NPO20237	Poecillastra wondoensis	Species	Vulcanellidae	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

Activity Type	# Activity
Individual Protein	1
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1087	Individual Protein	Isocitrate lyase	Candida albicans	IC50	>	200	ug/ml	PMID[18407691]
NPT2	Others	Unspecified		IC50	=	34.2	ug/ml	PMID[18407691]

☑ 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 NPC477802 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	331
0.1-0.2	2438
0.2-0.3	9249
0.3-0.4	11020
0.4-0.5	6339
0.5-0.6	8855
0.6-0.7	3522
0.7-0.8	866
0.8-0.85	52
0.85-0.9	21
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC477801
0.9278	High Similarity	NPC131587
0.9091	High Similarity	NPC110764
0.899	High Similarity	NPC223393
0.898	High Similarity	NPC109955
0.8969	High Similarity	NPC107522
0.8911	High Similarity	NPC12278
0.8738	High Similarity	NPC19149
0.8725	High Similarity	NPC471511
0.8725	High Similarity	NPC52087
0.8627	High Similarity	NPC196479
0.8585	High Similarity	NPC79793
0.8585	High Similarity	NPC147634
0.8585	High Similarity	NPC174096
0.8585	High Similarity	NPC120982
0.8585	High Similarity	NPC226401
0.8558	High Similarity	NPC1786
0.8558	High Similarity	NPC294902
0.8558	High Similarity	NPC1075
0.8544	High Similarity	NPC79672
0.8544	High Similarity	NPC120719
0.8505	High Similarity	NPC179002
0.8505	High Similarity	NPC257430
0.8505	High Similarity	NPC187583
0.8491	Intermediate Similarity	NPC55617
0.8491	Intermediate Similarity	NPC62258
0.8462	Intermediate Similarity	NPC239291
0.8396	Intermediate Similarity	NPC58427
0.8396	Intermediate Similarity	NPC105727
0.8396	Intermediate Similarity	NPC34864
0.8396	Intermediate Similarity	NPC114392
0.8381	Intermediate Similarity	NPC477814
0.8351	Intermediate Similarity	NPC104216
0.8349	Intermediate Similarity	NPC471485
0.8349	Intermediate Similarity	NPC264558
0.8349	Intermediate Similarity	NPC95381
0.8333	Intermediate Similarity	NPC139617
0.8333	Intermediate Similarity	NPC78918
0.8333	Intermediate Similarity	NPC226250
0.8318	Intermediate Similarity	NPC36108
0.8318	Intermediate Similarity	NPC254833
0.8318	Intermediate Similarity	NPC233731
0.8318	Intermediate Similarity	NPC246358
0.8318	Intermediate Similarity	NPC7097
0.8318	Intermediate Similarity	NPC228343
0.8302	Intermediate Similarity	NPC176527
0.8273	Intermediate Similarity	NPC120280
0.8273	Intermediate Similarity	NPC261453
0.8273	Intermediate Similarity	NPC33749
0.8273	Intermediate Similarity	NPC328593
0.8273	Intermediate Similarity	NPC217472
0.8241	Intermediate Similarity	NPC222084
0.8224	Intermediate Similarity	NPC233835
0.8198	Intermediate Similarity	NPC474967
0.8198	Intermediate Similarity	NPC233669
0.8182	Intermediate Similarity	NPC148969
0.8182	Intermediate Similarity	NPC300017
0.8182	Intermediate Similarity	NPC312304
0.8174	Intermediate Similarity	NPC136543
0.8165	Intermediate Similarity	NPC173746
0.8165	Intermediate Similarity	NPC257124
0.8165	Intermediate Similarity	NPC280382
0.8165	Intermediate Similarity	NPC268032
0.8165	Intermediate Similarity	NPC156840
0.8165	Intermediate Similarity	NPC8547
0.8165	Intermediate Similarity	NPC297657
0.8125	Intermediate Similarity	NPC265146
0.8125	Intermediate Similarity	NPC281277
0.8091	Intermediate Similarity	NPC131530
0.8091	Intermediate Similarity	NPC51698
0.8053	Intermediate Similarity	NPC65791
0.8053	Intermediate Similarity	NPC610
0.8053	Intermediate Similarity	NPC200988
0.8053	Intermediate Similarity	NPC145023
0.8053	Intermediate Similarity	NPC175799
0.8041	Intermediate Similarity	NPC150837
0.8041	Intermediate Similarity	NPC248817
0.8041	Intermediate Similarity	NPC175313
0.8039	Intermediate Similarity	NPC274678
0.802	Intermediate Similarity	NPC325292
0.802	Intermediate Similarity	NPC138117
0.8	Intermediate Similarity	NPC101025
0.8	Intermediate Similarity	NPC471578
0.8	Intermediate Similarity	NPC300478
0.7982	Intermediate Similarity	NPC71266
0.7982	Intermediate Similarity	NPC86198
0.7982	Intermediate Similarity	NPC275519
0.7982	Intermediate Similarity	NPC255675
0.7982	Intermediate Similarity	NPC63126
0.7982	Intermediate Similarity	NPC203124
0.7982	Intermediate Similarity	NPC309434
0.798	Intermediate Similarity	NPC27974
0.7965	Intermediate Similarity	NPC221049
0.7963	Intermediate Similarity	NPC227894
0.7959	Intermediate Similarity	NPC197783
0.7938	Intermediate Similarity	NPC124436
0.7928	Intermediate Similarity	NPC146422
0.7913	Intermediate Similarity	NPC141791
0.7913	Intermediate Similarity	NPC24474
0.7913	Intermediate Similarity	NPC470214
0.7913	Intermediate Similarity	NPC470215
0.7913	Intermediate Similarity	NPC311595
0.7913	Intermediate Similarity	NPC320987
0.7913	Intermediate Similarity	NPC181969
0.7913	Intermediate Similarity	NPC70084
0.7913	Intermediate Similarity	NPC477803
0.7913	Intermediate Similarity	NPC263386
0.7913	Intermediate Similarity	NPC109371
0.7895	Intermediate Similarity	NPC293619
0.7895	Intermediate Similarity	NPC164386
0.7895	Intermediate Similarity	NPC204932
0.7895	Intermediate Similarity	NPC39793
0.7885	Intermediate Similarity	NPC474073
0.7885	Intermediate Similarity	NPC140619
0.7879	Intermediate Similarity	NPC23167
0.7879	Intermediate Similarity	NPC184169
0.7876	Intermediate Similarity	NPC278102
0.7876	Intermediate Similarity	NPC4665
0.7864	Intermediate Similarity	NPC313650
0.7864	Intermediate Similarity	NPC286006
0.7845	Intermediate Similarity	NPC472071
0.7845	Intermediate Similarity	NPC177475
0.7845	Intermediate Similarity	NPC265454
0.7845	Intermediate Similarity	NPC34634
0.7845	Intermediate Similarity	NPC148615
0.7845	Intermediate Similarity	NPC229401
0.7845	Intermediate Similarity	NPC202474
0.7845	Intermediate Similarity	NPC35071
0.7838	Intermediate Similarity	NPC195873
0.7826	Intermediate Similarity	NPC470626
0.7826	Intermediate Similarity	NPC164706
0.7826	Intermediate Similarity	NPC272471
0.7826	Intermediate Similarity	NPC107588
0.7826	Intermediate Similarity	NPC137537
0.7826	Intermediate Similarity	NPC70744
0.7822	Intermediate Similarity	NPC192
0.7807	Intermediate Similarity	NPC299252
0.7807	Intermediate Similarity	NPC277394
0.7807	Intermediate Similarity	NPC61062
0.78	Intermediate Similarity	NPC25493
0.78	Intermediate Similarity	NPC19680
0.78	Intermediate Similarity	NPC113460
0.7788	Intermediate Similarity	NPC202986
0.7788	Intermediate Similarity	NPC142599
0.7778	Intermediate Similarity	NPC470849
0.7778	Intermediate Similarity	NPC204466
0.7778	Intermediate Similarity	NPC207613
0.7778	Intermediate Similarity	NPC470414
0.7778	Intermediate Similarity	NPC470848
0.7778	Intermediate Similarity	NPC98305
0.7769	Intermediate Similarity	NPC476536
0.7759	Intermediate Similarity	NPC226629
0.7759	Intermediate Similarity	NPC241634
0.7748	Intermediate Similarity	NPC137685
0.7745	Intermediate Similarity	NPC155908
0.7745	Intermediate Similarity	NPC270547
0.7745	Intermediate Similarity	NPC304541
0.7745	Intermediate Similarity	NPC231150
0.7745	Intermediate Similarity	NPC45040
0.7739	Intermediate Similarity	NPC278652
0.7739	Intermediate Similarity	NPC259638
0.7736	Intermediate Similarity	NPC248573
0.7736	Intermediate Similarity	NPC174911
0.7736	Intermediate Similarity	NPC161571
0.7736	Intermediate Similarity	NPC294741
0.7736	Intermediate Similarity	NPC275053
0.7736	Intermediate Similarity	NPC130103
0.7723	Intermediate Similarity	NPC177420
0.7723	Intermediate Similarity	NPC242240
0.7723	Intermediate Similarity	NPC318325
0.7723	Intermediate Similarity	NPC123273
0.7723	Intermediate Similarity	NPC280347
0.7723	Intermediate Similarity	NPC258219
0.7723	Intermediate Similarity	NPC98772
0.7719	Intermediate Similarity	NPC472893
0.7714	Intermediate Similarity	NPC32674
0.7714	Intermediate Similarity	NPC88420
0.7712	Intermediate Similarity	NPC312675
0.7712	Intermediate Similarity	NPC54872
0.7712	Intermediate Similarity	NPC473853
0.7712	Intermediate Similarity	NPC476343
0.7712	Intermediate Similarity	NPC184651
0.7712	Intermediate Similarity	NPC343720
0.7712	Intermediate Similarity	NPC147654
0.7712	Intermediate Similarity	NPC262156
0.7712	Intermediate Similarity	NPC470804
0.7712	Intermediate Similarity	NPC113865
0.7712	Intermediate Similarity	NPC266045
0.7712	Intermediate Similarity	NPC70752
0.7712	Intermediate Similarity	NPC324571
0.7712	Intermediate Similarity	NPC472271
0.7712	Intermediate Similarity	NPC470212
0.7712	Intermediate Similarity	NPC322332
0.7705	Intermediate Similarity	NPC150929
0.7692	Intermediate Similarity	NPC118522
0.7692	Intermediate Similarity	NPC227217
0.7692	Intermediate Similarity	NPC10932
0.7692	Intermediate Similarity	NPC252817
0.7692	Intermediate Similarity	NPC2058
0.7692	Intermediate Similarity	NPC115627

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 NPC477802 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	291
0.1-0.2	1118
0.2-0.3	1999
0.3-0.4	2975
0.4-0.5	1588
0.5-0.6	907
0.6-0.7	232
0.7-0.8	37
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8318	Intermediate Similarity	NPD3022	Approved
0.8318	Intermediate Similarity	NPD3021	Approved
0.8165	Intermediate Similarity	NPD228	Approved
0.8073	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7938	Intermediate Similarity	NPD111	Approved
0.7928	Intermediate Similarity	NPD9379	Approved
0.7928	Intermediate Similarity	NPD9377	Approved
0.7736	Intermediate Similarity	NPD1242	Phase 1
0.7692	Intermediate Similarity	NPD9381	Approved
0.7692	Intermediate Similarity	NPD9384	Approved
0.7596	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7596	Intermediate Similarity	NPD2933	Approved
0.7596	Intermediate Similarity	NPD2934	Approved
0.7524	Intermediate Similarity	NPD2860	Approved
0.7524	Intermediate Similarity	NPD2859	Approved
0.7524	Intermediate Similarity	NPD844	Approved
0.7477	Intermediate Similarity	NPD3020	Approved
0.7453	Intermediate Similarity	NPD288	Approved
0.7438	Intermediate Similarity	NPD9622	Approved
0.7438	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7407	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7353	Intermediate Similarity	NPD9094	Approved
0.7311	Intermediate Similarity	NPD1357	Approved
0.7258	Intermediate Similarity	NPD9621	Approved
0.7258	Intermediate Similarity	NPD9620	Approved
0.7258	Intermediate Similarity	NPD9619	Approved
0.7236	Intermediate Similarity	NPD9634	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD3027	Phase 3
0.7213	Intermediate Similarity	NPD2337	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD9494	Approved
0.7182	Intermediate Similarity	NPD940	Approved
0.7182	Intermediate Similarity	NPD846	Approved
0.7158	Intermediate Similarity	NPD9087	Approved
0.712	Intermediate Similarity	NPD258	Approved
0.712	Intermediate Similarity	NPD257	Approved
0.7107	Intermediate Similarity	NPD3095	Discontinued
0.7103	Intermediate Similarity	NPD9296	Approved
0.7097	Intermediate Similarity	NPD5310	Approved
0.7097	Intermediate Similarity	NPD5311	Approved
0.7094	Intermediate Similarity	NPD5283	Phase 1
0.7073	Intermediate Similarity	NPD9269	Phase 2
0.7063	Intermediate Similarity	NPD9569	Approved
0.7054	Intermediate Similarity	NPD3062	Approved
0.7054	Intermediate Similarity	NPD3059	Approved
0.7054	Intermediate Similarity	NPD3061	Approved
0.7054	Intermediate Similarity	NPD826	Approved
0.7054	Intermediate Similarity	NPD1613	Approved
0.7054	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD825	Approved
0.7043	Intermediate Similarity	NPD9380	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD9088	Approved
0.704	Intermediate Similarity	NPD3053	Approved
0.704	Intermediate Similarity	NPD3055	Approved
0.7037	Intermediate Similarity	NPD1809	Phase 2
0.7031	Intermediate Similarity	NPD597	Approved
0.7031	Intermediate Similarity	NPD598	Approved
0.7031	Intermediate Similarity	NPD601	Approved
0.7009	Intermediate Similarity	NPD845	Approved
0.7008	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD555	Phase 2
0.6992	Remote Similarity	NPD3092	Approved
0.6977	Remote Similarity	NPD1136	Approved
0.6977	Remote Similarity	NPD1132	Approved
0.6977	Remote Similarity	NPD1130	Approved
0.6977	Remote Similarity	NPD259	Phase 1
0.6964	Remote Similarity	NPD9500	Approved
0.6957	Remote Similarity	NPD2684	Approved
0.6947	Remote Similarity	NPD5314	Approved
0.6942	Remote Similarity	NPD3091	Approved
0.6939	Remote Similarity	NPD9294	Approved
0.693	Remote Similarity	NPD1444	Approved
0.693	Remote Similarity	NPD968	Approved
0.693	Remote Similarity	NPD1445	Approved
0.6929	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD9273	Approved
0.6905	Remote Similarity	NPD3094	Phase 2
0.6903	Remote Similarity	NPD9608	Approved
0.6903	Remote Similarity	NPD9610	Approved
0.6899	Remote Similarity	NPD3145	Approved
0.6899	Remote Similarity	NPD3144	Approved
0.6891	Remote Similarity	NPD9614	Approved
0.6891	Remote Similarity	NPD475	Phase 2
0.6891	Remote Similarity	NPD9618	Approved
0.687	Remote Similarity	NPD290	Approved
0.687	Remote Similarity	NPD230	Phase 1
0.6864	Remote Similarity	NPD7843	Approved
0.686	Remote Similarity	NPD5536	Phase 2
0.6846	Remote Similarity	NPD2674	Phase 3
0.6833	Remote Similarity	NPD7157	Approved
0.6822	Remote Similarity	NPD9536	Phase 1
0.6822	Remote Similarity	NPD9537	Phase 1
0.6818	Remote Similarity	NPD823	Approved
0.6818	Remote Similarity	NPD817	Approved
0.6794	Remote Similarity	NPD943	Approved
0.6794	Remote Similarity	NPD3620	Phase 2
0.6794	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6791	Remote Similarity	NPD9570	Approved
0.6786	Remote Similarity	NPD3028	Approved
0.678	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD4339	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD2028	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD9089	Approved
0.6752	Remote Similarity	NPD4750	Phase 3
0.6752	Remote Similarity	NPD1792	Phase 2
0.675	Remote Similarity	NPD9299	Approved
0.6748	Remote Similarity	NPD9268	Approved
0.6742	Remote Similarity	NPD274	Approved
0.6742	Remote Similarity	NPD275	Approved
0.6741	Remote Similarity	NPD7266	Discontinued
0.6726	Remote Similarity	NPD291	Approved
0.6724	Remote Similarity	NPD2342	Discontinued
0.6724	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6724	Remote Similarity	NPD1358	Approved
0.6721	Remote Similarity	NPD9615	Approved
0.6721	Remote Similarity	NPD9616	Approved
0.6721	Remote Similarity	NPD9613	Approved
0.6667	Remote Similarity	NPD2229	Approved
0.6667	Remote Similarity	NPD2234	Approved
0.6667	Remote Similarity	NPD7159	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD2228	Approved
0.6667	Remote Similarity	NPD1558	Phase 1
0.6667	Remote Similarity	NPD9093	Approved
0.6667	Remote Similarity	NPD316	Approved
0.664	Remote Similarity	NPD3023	Approved
0.664	Remote Similarity	NPD3026	Approved
0.6618	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6614	Remote Similarity	NPD2983	Phase 2
0.6614	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.6614	Remote Similarity	NPD2982	Phase 2
0.6607	Remote Similarity	NPD9096	Approved
0.6607	Remote Similarity	NPD9095	Approved
0.6607	Remote Similarity	NPD9097	Approved
0.6607	Remote Similarity	NPD68	Approved
0.6594	Remote Similarity	NPD8166	Discontinued
0.6593	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6587	Remote Similarity	NPD3705	Approved
0.6585	Remote Similarity	NPD856	Approved
0.6585	Remote Similarity	NPD317	Approved
0.6585	Remote Similarity	NPD318	Approved
0.6585	Remote Similarity	NPD16	Approved
0.6583	Remote Similarity	NPD7635	Approved
0.6583	Remote Similarity	NPD821	Approved
0.656	Remote Similarity	NPD4059	Approved
0.656	Remote Similarity	NPD2286	Discontinued
0.656	Remote Similarity	NPD3019	Approved
0.656	Remote Similarity	NPD2932	Approved
0.6557	Remote Similarity	NPD6671	Approved
0.6547	Remote Similarity	NPD302	Approved
0.6547	Remote Similarity	NPD6190	Approved
0.6544	Remote Similarity	NPD1632	Clinical (unspecified phase)
0.6541	Remote Similarity	NPD4060	Phase 1
0.6535	Remote Similarity	NPD2981	Phase 2
0.6532	Remote Similarity	NPD1548	Phase 1
0.6532	Remote Similarity	NPD9545	Approved
0.6514	Remote Similarity	NPD9365	Approved
0.6504	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6496	Remote Similarity	NPD3134	Approved
0.6481	Remote Similarity	NPD9295	Approved
0.648	Remote Similarity	NPD3024	Approved
0.648	Remote Similarity	NPD4093	Discontinued
0.648	Remote Similarity	NPD3025	Approved
0.6475	Remote Similarity	NPD1791	Approved
0.6475	Remote Similarity	NPD1793	Approved
0.6466	Remote Similarity	NPD1726	Clinical (unspecified phase)
0.6466	Remote Similarity	NPD9244	Approved
0.6462	Remote Similarity	NPD6584	Phase 3
0.646	Remote Similarity	NPD9495	Approved
0.6457	Remote Similarity	NPD5351	Clinical (unspecified phase)
0.6457	Remote Similarity	NPD1610	Phase 2
0.6457	Remote Similarity	NPD5350	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD1751	Approved
0.6429	Remote Similarity	NPD4626	Approved
0.6429	Remote Similarity	NPD5238	Clinical (unspecified phase)
0.6423	Remote Similarity	NPD256	Approved
0.6423	Remote Similarity	NPD255	Approved
0.6415	Remote Similarity	NPD9073	Approved
0.6412	Remote Similarity	NPD2861	Phase 2
0.6412	Remote Similarity	NPD3018	Phase 2
0.6412	Remote Similarity	NPD5736	Approved
0.6403	Remote Similarity	NPD3060	Approved
0.64	Remote Similarity	NPD1182	Approved
0.6393	Remote Similarity	NPD4869	Clinical (unspecified phase)
0.6387	Remote Similarity	NPD74	Approved
0.6387	Remote Similarity	NPD9266	Approved
0.6378	Remote Similarity	NPD3496	Discontinued
0.6378	Remote Similarity	NPD3421	Phase 3
0.6371	Remote Similarity	NPD9568	Approved
0.6371	Remote Similarity	NPD7325	Clinical (unspecified phase)
0.637	Remote Similarity	NPD3657	Discovery
0.6346	Remote Similarity	NPD9250	Approved
0.6343	Remote Similarity	NPD4062	Phase 3
0.6328	Remote Similarity	NPD1091	Approved
0.6303	Remote Similarity	NPD9263	Approved
0.6303	Remote Similarity	NPD9267	Approved
0.6303	Remote Similarity	NPD9264	Approved
0.6299	Remote Similarity	NPD1778	Approved
0.6299	Remote Similarity	NPD6516	Phase 2
0.6299	Remote Similarity	NPD5846	Approved
0.6294	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.6279	Remote Similarity	NPD2561	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