NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	311.93
Volume:	220.993
LogP:	-0.724
LogD:	-0.082
LogS:	-0.635
# Rotatable Bonds:	4
TPSA:	104.06
# H-Bond Aceptor:	6
# H-Bond Donor:	3
# Rings:	1
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.57
Synthetic Accessibility Score:	2.578
Fsp3:	0.25
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:	-5.112
MDCK Permeability:	1.4691418073198292e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.661
20% Bioavailability (F20%):	0.977
30% Bioavailability (F30%):	0.138

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.007
Plasma Protein Binding (PPB):	95.99034881591797%
Volume Distribution (VD):	0.387
Pgp-substrate:	6.781686305999756%

ADMET: Metabolism

CYP1A2-inhibitor:	0.026
CYP1A2-substrate:	0.388
CYP2C19-inhibitor:	0.032
CYP2C19-substrate:	0.059
CYP2C9-inhibitor:	0.026
CYP2C9-substrate:	0.543
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.205
CYP3A4-inhibitor:	0.006
CYP3A4-substrate:	0.018

ADMET: Excretion

Clearance (CL):	1.856
Half-life (T1/2):	0.775

ADMET: Toxicity

hERG Blockers:	0.219
Human Hepatotoxicity (H-HT):	0.267
Drug-inuced Liver Injury (DILI):	0.034
AMES Toxicity:	0.441
Rat Oral Acute Toxicity:	0.626
Maximum Recommended Daily Dose:	0.544
Skin Sensitization:	0.892
Carcinogencity:	0.897
Eye Corrosion:	0.952
Eye Irritation:	0.958
Respiratory Toxicity:	0.976

Download Data

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

Natural Product: NPC136543

Natural Product ID:	NPC136543
*Common Name:**	3-Bromo-4,5-Dihydroxyphenylethanol Sulfate
IUPAC Name:	2-(3-bromo-4,5-dihydroxyphenyl)ethyl hydrogen sulfate
Synonyms:
Standard InCHIKey:	NJZLDKOLESGYPU-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C8H9BrO6S/c9-6-3-5(4-7(10)8(6)11)1-2-15-16(12,13)14/h3-4,10-11H,1-2H2,(H,12,13,14)
SMILES:	C(COS(=O)(=O)O)c1cc(c(c(c1)O)O)Br
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL492153
PubChem CID:	11645303
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0000139] Tyrosols and derivatives

*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
NPO14137	Rhodomela confervoides	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15217289]
NPO14137	Rhodomela confervoides	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15921411]
NPO14137	Rhodomela confervoides	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16499317]
NPO14137	Rhodomela confervoides	Species	Rhodomelaceae	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	5

Activity Type	# Activity
Cell Line	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	IC50	=	18500.0	nM	PMID[542224]
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	20800.0	nM	PMID[542224]
NPT547	Cell Line	BGC-823	Homo sapiens	IC50	=	19100.0	nM	PMID[542224]
NPT181	Cell Line	Bel-7402	Homo sapiens	IC50	=	20400.0	nM	PMID[542224]
NPT180	Cell Line	HCT-8	Homo sapiens	IC50	=	18800.0	nM	PMID[542224]

☑ 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 NPC136543 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	485
0.1-0.2	2470
0.2-0.3	11550
0.3-0.4	9572
0.4-0.5	8002
0.5-0.6	8204
0.6-0.7	2245
0.7-0.8	137
0.8-0.85	19
0.85-0.9	10
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9421	High Similarity	NPC150929
0.9138	High Similarity	NPC79844
0.8934	High Similarity	NPC137117
0.8926	High Similarity	NPC229213
0.8908	High Similarity	NPC38483
0.8852	High Similarity	NPC473572
0.8852	High Similarity	NPC474169
0.8837	High Similarity	NPC224663
0.873	High Similarity	NPC474614
0.8678	High Similarity	NPC474146
0.8618	High Similarity	NPC47790
0.8527	High Similarity	NPC300678
0.8492	Intermediate Similarity	NPC43706
0.8462	Intermediate Similarity	NPC163560
0.8443	Intermediate Similarity	NPC117759
0.8438	Intermediate Similarity	NPC85049
0.8425	Intermediate Similarity	NPC474147
0.8425	Intermediate Similarity	NPC473708
0.8413	Intermediate Similarity	NPC220311
0.8372	Intermediate Similarity	NPC160081
0.8372	Intermediate Similarity	NPC226493
0.8308	Intermediate Similarity	NPC43613
0.8258	Intermediate Similarity	NPC245386
0.8209	Intermediate Similarity	NPC156356
0.8182	Intermediate Similarity	NPC244890
0.8174	Intermediate Similarity	NPC477802
0.8174	Intermediate Similarity	NPC477801
0.8148	Intermediate Similarity	NPC160932
0.812	Intermediate Similarity	NPC312155
0.8103	Intermediate Similarity	NPC12278
0.8029	Intermediate Similarity	NPC89341
0.8	Intermediate Similarity	NPC13004
0.7984	Intermediate Similarity	NPC142776
0.7941	Intermediate Similarity	NPC271942
0.7931	Intermediate Similarity	NPC110764
0.791	Intermediate Similarity	NPC471328
0.7879	Intermediate Similarity	NPC474536
0.7874	Intermediate Similarity	NPC227976
0.7857	Intermediate Similarity	NPC109346
0.7842	Intermediate Similarity	NPC184632
0.7833	Intermediate Similarity	NPC471495
0.7826	Intermediate Similarity	NPC109955
0.7803	Intermediate Similarity	NPC214553
0.777	Intermediate Similarity	NPC118794
0.7759	Intermediate Similarity	NPC131587
0.7746	Intermediate Similarity	NPC88896
0.7705	Intermediate Similarity	NPC473358
0.7692	Intermediate Similarity	NPC84606
0.7661	Intermediate Similarity	NPC76400
0.7661	Intermediate Similarity	NPC471485
0.7661	Intermediate Similarity	NPC264558
0.7652	Intermediate Similarity	NPC134219
0.7647	Intermediate Similarity	NPC471511
0.7623	Intermediate Similarity	NPC54543
0.7615	Intermediate Similarity	NPC219444
0.76	Intermediate Similarity	NPC120280
0.7586	Intermediate Similarity	NPC7398
0.7574	Intermediate Similarity	NPC303011
0.7563	Intermediate Similarity	NPC196479
0.7561	Intermediate Similarity	NPC226401
0.7561	Intermediate Similarity	NPC147634
0.7561	Intermediate Similarity	NPC120982
0.7561	Intermediate Similarity	NPC174096
0.7561	Intermediate Similarity	NPC79793
0.7542	Intermediate Similarity	NPC223393
0.754	Intermediate Similarity	NPC50782
0.75	Intermediate Similarity	NPC268032
0.75	Intermediate Similarity	NPC257430
0.75	Intermediate Similarity	NPC187583
0.75	Intermediate Similarity	NPC120719
0.75	Intermediate Similarity	NPC107522
0.75	Intermediate Similarity	NPC179002
0.748	Intermediate Similarity	NPC473372
0.748	Intermediate Similarity	NPC62258
0.748	Intermediate Similarity	NPC55617
0.7445	Intermediate Similarity	NPC474135
0.7438	Intermediate Similarity	NPC239291
0.7429	Intermediate Similarity	NPC168680
0.7419	Intermediate Similarity	NPC471487
0.741	Intermediate Similarity	NPC199089
0.7398	Intermediate Similarity	NPC114392
0.7398	Intermediate Similarity	NPC105727
0.7398	Intermediate Similarity	NPC34864
0.7398	Intermediate Similarity	NPC58427
0.7381	Intermediate Similarity	NPC471488
0.7377	Intermediate Similarity	NPC19149
0.7377	Intermediate Similarity	NPC477814
0.7364	Intermediate Similarity	NPC63126
0.7364	Intermediate Similarity	NPC255675
0.7355	Intermediate Similarity	NPC52087
0.7347	Intermediate Similarity	NPC152947
0.7344	Intermediate Similarity	NPC221049
0.7339	Intermediate Similarity	NPC228343
0.7339	Intermediate Similarity	NPC254833
0.7333	Intermediate Similarity	NPC476536
0.7329	Intermediate Similarity	NPC178097
0.7328	Intermediate Similarity	NPC471486
0.7317	Intermediate Similarity	NPC176527
0.7308	Intermediate Similarity	NPC320987
0.7308	Intermediate Similarity	NPC477803
0.7308	Intermediate Similarity	NPC181969
0.728	Intermediate Similarity	NPC222084
0.7279	Intermediate Similarity	NPC55113
0.7273	Intermediate Similarity	NPC250597
0.7266	Intermediate Similarity	NPC4665
0.7266	Intermediate Similarity	NPC472893
0.7258	Intermediate Similarity	NPC233835
0.7252	Intermediate Similarity	NPC180207
0.7252	Intermediate Similarity	NPC472071
0.7252	Intermediate Similarity	NPC35071
0.7252	Intermediate Similarity	NPC177475
0.7252	Intermediate Similarity	NPC148615
0.7244	Intermediate Similarity	NPC148969
0.7244	Intermediate Similarity	NPC59387
0.7236	Intermediate Similarity	NPC1786
0.7236	Intermediate Similarity	NPC1075
0.7236	Intermediate Similarity	NPC294902
0.7226	Intermediate Similarity	NPC105702
0.7222	Intermediate Similarity	NPC297657
0.7222	Intermediate Similarity	NPC156840
0.7222	Intermediate Similarity	NPC8547
0.7222	Intermediate Similarity	NPC173746
0.7222	Intermediate Similarity	NPC257124
0.7213	Intermediate Similarity	NPC79672
0.7203	Intermediate Similarity	NPC313650
0.7197	Intermediate Similarity	NPC470414
0.7174	Intermediate Similarity	NPC473724
0.7171	Intermediate Similarity	NPC474535
0.7155	Intermediate Similarity	NPC300478
0.7155	Intermediate Similarity	NPC300017
0.7154	Intermediate Similarity	NPC277588
0.7154	Intermediate Similarity	NPC610
0.7154	Intermediate Similarity	NPC145023
0.7154	Intermediate Similarity	NPC175799
0.7154	Intermediate Similarity	NPC200988
0.7143	Intermediate Similarity	NPC266045
0.7143	Intermediate Similarity	NPC476343
0.7143	Intermediate Similarity	NPC49341
0.7143	Intermediate Similarity	NPC322332
0.7143	Intermediate Similarity	NPC7830
0.7143	Intermediate Similarity	NPC470804
0.7143	Intermediate Similarity	NPC472271
0.7143	Intermediate Similarity	NPC147654
0.7124	Intermediate Similarity	NPC475697
0.7121	Intermediate Similarity	NPC118522
0.7121	Intermediate Similarity	NPC169207
0.7121	Intermediate Similarity	NPC115627
0.7109	Intermediate Similarity	NPC95381
0.7107	Intermediate Similarity	NPC130103
0.7099	Intermediate Similarity	NPC86198
0.7099	Intermediate Similarity	NPC144343
0.7099	Intermediate Similarity	NPC203124
0.7099	Intermediate Similarity	NPC309434
0.709	Intermediate Similarity	NPC209567
0.709	Intermediate Similarity	NPC296202
0.7087	Intermediate Similarity	NPC78918
0.7087	Intermediate Similarity	NPC226250
0.7087	Intermediate Similarity	NPC139617
0.7078	Intermediate Similarity	NPC38980
0.7063	Intermediate Similarity	NPC7097
0.7063	Intermediate Similarity	NPC36108
0.7063	Intermediate Similarity	NPC473524
0.7063	Intermediate Similarity	NPC233731
0.7063	Intermediate Similarity	NPC71266
0.7063	Intermediate Similarity	NPC246358
0.7059	Intermediate Similarity	NPC274678
0.7054	Intermediate Similarity	NPC115803
0.7054	Intermediate Similarity	NPC217472
0.7054	Intermediate Similarity	NPC328593
0.7054	Intermediate Similarity	NPC261453
0.7054	Intermediate Similarity	NPC94217
0.7054	Intermediate Similarity	NPC33749
0.7045	Intermediate Similarity	NPC217174
0.7045	Intermediate Similarity	NPC470215
0.7045	Intermediate Similarity	NPC263386
0.7045	Intermediate Similarity	NPC20674
0.7045	Intermediate Similarity	NPC24474
0.7045	Intermediate Similarity	NPC141791
0.7045	Intermediate Similarity	NPC191866
0.7045	Intermediate Similarity	NPC109371
0.7045	Intermediate Similarity	NPC70084
0.7045	Intermediate Similarity	NPC470214
0.7045	Intermediate Similarity	NPC311595
0.7045	Intermediate Similarity	NPC135961
0.7037	Intermediate Similarity	NPC471693
0.7037	Intermediate Similarity	NPC473451
0.7037	Intermediate Similarity	NPC165375
0.7037	Intermediate Similarity	NPC220598
0.7034	Intermediate Similarity	NPC325292
0.7034	Intermediate Similarity	NPC138117
0.7031	Intermediate Similarity	NPC146422
0.7023	Intermediate Similarity	NPC164386
0.7023	Intermediate Similarity	NPC293619
0.7021	Intermediate Similarity	NPC170185
0.7009	Intermediate Similarity	NPC312304
0.7	Intermediate Similarity	NPC474967
0.7	Intermediate Similarity	NPC233669
0.6992	Remote Similarity	NPC34634
0.6992	Remote Similarity	NPC265454
0.6992	Remote Similarity	NPC475245

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 NPC136543 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	418
0.1-0.2	1130
0.2-0.3	2642
0.3-0.4	2861
0.4-0.5	1439
0.5-0.6	560
0.6-0.7	95
0.7-0.8	5
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
0.7339	Intermediate Similarity	NPD3021	Approved
0.7339	Intermediate Similarity	NPD3022	Approved
0.7222	Intermediate Similarity	NPD228	Approved
0.7143	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7121	Intermediate Similarity	NPD9384	Approved
0.7121	Intermediate Similarity	NPD9381	Approved
0.7031	Intermediate Similarity	NPD9377	Approved
0.7031	Intermediate Similarity	NPD9379	Approved
0.6935	Remote Similarity	NPD9244	Approved
0.6912	Remote Similarity	NPD9622	Approved
0.6829	Remote Similarity	NPD1242	Phase 1
0.6763	Remote Similarity	NPD9621	Approved
0.6763	Remote Similarity	NPD9620	Approved
0.6763	Remote Similarity	NPD9619	Approved
0.6738	Remote Similarity	NPD3027	Phase 3
0.6694	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6694	Remote Similarity	NPD2934	Approved
0.6694	Remote Similarity	NPD2933	Approved
0.664	Remote Similarity	NPD846	Approved
0.664	Remote Similarity	NPD940	Approved
0.6639	Remote Similarity	NPD2859	Approved
0.6639	Remote Similarity	NPD2860	Approved
0.6639	Remote Similarity	NPD844	Approved
0.6638	Remote Similarity	NPD111	Approved
0.6613	Remote Similarity	NPD3020	Approved
0.6597	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD3062	Approved
0.6597	Remote Similarity	NPD3061	Approved
0.6597	Remote Similarity	NPD1613	Approved
0.6597	Remote Similarity	NPD3059	Approved
0.6596	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6585	Remote Similarity	NPD288	Approved
0.6573	Remote Similarity	NPD597	Approved
0.6573	Remote Similarity	NPD601	Approved
0.6573	Remote Similarity	NPD598	Approved
0.656	Remote Similarity	NPD289	Clinical (unspecified phase)
0.6549	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD9380	Clinical (unspecified phase)
0.6528	Remote Similarity	NPD1136	Approved
0.6528	Remote Similarity	NPD1130	Approved
0.6528	Remote Similarity	NPD1132	Approved
0.6507	Remote Similarity	NPD5314	Approved
0.6503	Remote Similarity	NPD9718	Approved
0.6503	Remote Similarity	NPD1223	Clinical (unspecified phase)
0.65	Remote Similarity	NPD9634	Clinical (unspecified phase)
0.6475	Remote Similarity	NPD9269	Phase 2
0.6438	Remote Similarity	NPD230	Phase 1
0.6429	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6412	Remote Similarity	NPD4750	Phase 3
0.6408	Remote Similarity	NPD258	Approved
0.6408	Remote Similarity	NPD257	Approved
0.6403	Remote Similarity	NPD3092	Approved
0.6395	Remote Similarity	NPD817	Approved
0.6395	Remote Similarity	NPD823	Approved
0.6383	Remote Similarity	NPD5310	Approved
0.6383	Remote Similarity	NPD5311	Approved
0.6377	Remote Similarity	NPD3095	Discontinued
0.6376	Remote Similarity	NPD9570	Approved
0.6371	Remote Similarity	NPD1809	Phase 2
0.637	Remote Similarity	NPD943	Approved
0.637	Remote Similarity	NPD826	Approved
0.637	Remote Similarity	NPD825	Approved
0.6364	Remote Similarity	NPD9569	Approved
0.6343	Remote Similarity	NPD5283	Phase 1
0.6338	Remote Similarity	NPD3053	Approved
0.6338	Remote Similarity	NPD3094	Phase 2
0.6338	Remote Similarity	NPD3055	Approved
0.6338	Remote Similarity	NPD4339	Clinical (unspecified phase)
0.6333	Remote Similarity	NPD9094	Approved
0.6333	Remote Similarity	NPD7266	Discontinued
0.6327	Remote Similarity	NPD555	Phase 2
0.6304	Remote Similarity	NPD1357	Approved
0.6301	Remote Similarity	NPD259	Phase 1
0.6286	Remote Similarity	NPD3705	Approved
0.628	Remote Similarity	NPD4010	Discontinued
0.6276	Remote Similarity	NPD9537	Phase 1
0.6276	Remote Similarity	NPD9536	Phase 1
0.6259	Remote Similarity	NPD3620	Phase 2
0.6259	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6259	Remote Similarity	NPD1558	Phase 1
0.625	Remote Similarity	NPD9494	Approved
0.6241	Remote Similarity	NPD2337	Clinical (unspecified phase)
0.6232	Remote Similarity	NPD3091	Approved
0.6225	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD2684	Approved
0.621	Remote Similarity	NPD845	Approved
0.62	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6194	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.619	Remote Similarity	NPD2674	Phase 3
0.6187	Remote Similarity	NPD9268	Approved
0.6183	Remote Similarity	NPD1445	Approved
0.6183	Remote Similarity	NPD1444	Approved
0.6176	Remote Similarity	NPD475	Phase 2
0.6176	Remote Similarity	NPD9618	Approved
0.6176	Remote Similarity	NPD9614	Approved
0.6159	Remote Similarity	NPD856	Approved
0.6159	Remote Similarity	NPD317	Approved
0.6159	Remote Similarity	NPD318	Approved
0.6159	Remote Similarity	NPD16	Approved
0.6154	Remote Similarity	NPD9608	Approved
0.6154	Remote Similarity	NPD9610	Approved
0.6148	Remote Similarity	NPD7843	Approved
0.6131	Remote Similarity	NPD7157	Approved
0.6122	Remote Similarity	NPD2028	Clinical (unspecified phase)
0.6115	Remote Similarity	NPD1548	Phase 1
0.6107	Remote Similarity	NPD274	Approved
0.6107	Remote Similarity	NPD275	Approved
0.6103	Remote Similarity	NPD7159	Clinical (unspecified phase)
0.6077	Remote Similarity	NPD9500	Approved
0.6065	Remote Similarity	NPD302	Approved
0.6065	Remote Similarity	NPD6190	Approved
0.6061	Remote Similarity	NPD968	Approved
0.6056	Remote Similarity	NPD1610	Phase 2
0.6047	Remote Similarity	NPD3028	Approved
0.6045	Remote Similarity	NPD1792	Phase 2
0.6043	Remote Similarity	NPD9613	Approved
0.6043	Remote Similarity	NPD9615	Approved
0.6043	Remote Similarity	NPD9616	Approved
0.6039	Remote Similarity	NPD3060	Approved
0.6032	Remote Similarity	NPD9296	Approved
0.6028	Remote Similarity	NPD5238	Clinical (unspecified phase)
0.6027	Remote Similarity	NPD2861	Phase 2
0.6015	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6015	Remote Similarity	NPD290	Approved
0.6015	Remote Similarity	NPD2342	Discontinued
0.6014	Remote Similarity	NPD3144	Approved
0.6014	Remote Similarity	NPD3145	Approved
0.6	Remote Similarity	NPD9545	Approved
0.6	Remote Similarity	NPD8166	Discontinued
0.6	Remote Similarity	NPD316	Approved
0.5986	Remote Similarity	NPD3023	Approved
0.5986	Remote Similarity	NPD3026	Approved
0.5985	Remote Similarity	NPD2234	Approved
0.5985	Remote Similarity	NPD2228	Approved
0.5985	Remote Similarity	NPD2229	Approved
0.5972	Remote Similarity	NPD2982	Phase 2
0.5972	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.5972	Remote Similarity	NPD2983	Phase 2
0.5949	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.5949	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.5948	Remote Similarity	NPD1632	Clinical (unspecified phase)
0.5948	Remote Similarity	NPD9294	Approved
0.5933	Remote Similarity	NPD4060	Phase 1
0.5929	Remote Similarity	NPD5536	Phase 2
0.5918	Remote Similarity	NPD3018	Phase 2
0.5915	Remote Similarity	NPD4059	Approved
0.5915	Remote Similarity	NPD2286	Discontinued
0.5915	Remote Similarity	NPD2932	Approved
0.5915	Remote Similarity	NPD3019	Approved
0.5912	Remote Similarity	NPD821	Approved
0.5912	Remote Similarity	NPD7635	Approved
0.5903	Remote Similarity	NPD2561	Approved
0.5903	Remote Similarity	NPD2981	Phase 2
0.5903	Remote Similarity	NPD2562	Approved
0.5899	Remote Similarity	NPD6671	Approved
0.5894	Remote Similarity	NPD3657	Discovery
0.5891	Remote Similarity	NPD9273	Approved
0.5886	Remote Similarity	NPD1511	Approved
0.5882	Remote Similarity	NPD1169	Approved
0.5882	Remote Similarity	NPD9093	Approved
0.5878	Remote Similarity	NPD4908	Phase 1
0.5867	Remote Similarity	NPD1726	Clinical (unspecified phase)
0.5862	Remote Similarity	NPD4659	Approved
0.5855	Remote Similarity	NPD2568	Approved
0.585	Remote Similarity	NPD602	Approved
0.585	Remote Similarity	NPD859	Approved
0.585	Remote Similarity	NPD599	Approved
0.585	Remote Similarity	NPD858	Approved
0.585	Remote Similarity	NPD6584	Phase 3
0.5845	Remote Similarity	NPD3025	Approved
0.5845	Remote Similarity	NPD3024	Approved
0.5845	Remote Similarity	NPD4093	Discontinued
0.5839	Remote Similarity	NPD1653	Approved
0.5833	Remote Similarity	NPD1201	Approved
0.5833	Remote Similarity	NPD5351	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD1091	Approved
0.5833	Remote Similarity	NPD4236	Phase 3
0.5833	Remote Similarity	NPD9089	Approved
0.5833	Remote Similarity	NPD4237	Approved
0.5833	Remote Similarity	NPD5350	Clinical (unspecified phase)
0.5827	Remote Similarity	NPD9299	Approved
0.5827	Remote Similarity	NPD1793	Approved
0.5827	Remote Similarity	NPD1791	Approved
0.5827	Remote Similarity	NPD1476	Clinical (unspecified phase)
0.5826	Remote Similarity	NPD9087	Approved
0.5818	Remote Similarity	NPD4288	Approved
0.5813	Remote Similarity	NPD1512	Approved
0.5811	Remote Similarity	NPD5736	Approved
0.5806	Remote Similarity	NPD1375	Discontinued
0.5804	Remote Similarity	NPD4626	Approved
0.5804	Remote Similarity	NPD1751	Approved
0.58	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.5793	Remote Similarity	NPD1934	Approved
0.5786	Remote Similarity	NPD256	Approved
0.5786	Remote Similarity	NPD255	Approved
0.5782	Remote Similarity	NPD1134	Approved
0.5782	Remote Similarity	NPD1129	Approved
0.5782	Remote Similarity	NPD1135	Approved
0.5782	Remote Similarity	NPD1131	Approved
0.5782	Remote Similarity	NPD4104	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