NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	182.06
Volume:	180.279
LogP:	1.237
LogD:	1.437
LogS:	-1.685
# Rotatable Bonds:	4
TPSA:	55.76
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.759
Synthetic Accessibility Score:	1.35
Fsp3:	0.222
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.934
MDCK Permeability:	4.9308266170555726e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.013

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.428
Plasma Protein Binding (PPB):	87.15784454345703%
Volume Distribution (VD):	0.19
Pgp-substrate:	11.780221939086914%

ADMET: Metabolism

CYP1A2-inhibitor:	0.045
CYP1A2-substrate:	0.687
CYP2C19-inhibitor:	0.05
CYP2C19-substrate:	0.23
CYP2C9-inhibitor:	0.024
CYP2C9-substrate:	0.957
CYP2D6-inhibitor:	0.008
CYP2D6-substrate:	0.749
CYP3A4-inhibitor:	0.011
CYP3A4-substrate:	0.093

ADMET: Excretion

Clearance (CL):	9.76
Half-life (T1/2):	0.879

ADMET: Toxicity

hERG Blockers:	0.029
Human Hepatotoxicity (H-HT):	0.109
Drug-inuced Liver Injury (DILI):	0.94
AMES Toxicity:	0.029
Rat Oral Acute Toxicity:	0.022
Maximum Recommended Daily Dose:	0.012
Skin Sensitization:	0.235
Carcinogencity:	0.69
Eye Corrosion:	0.727
Eye Irritation:	0.98
Respiratory Toxicity:	0.064

Download Data

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

Natural Product: NPC17537

Natural Product ID:	NPC17537
*Common Name:**	2-(4-Methoxyphenoxy)Acetic Acid
IUPAC Name:	2-(4-methoxyphenoxy)acetic acid
Synonyms:
Standard InCHIKey:	BHFSBJHPPFJCOS-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C9H10O4/c1-12-7-2-4-8(5-3-7)13-6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
SMILES:	COc1ccc(cc1)OCC(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3247397
PubChem CID:	74649
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000417] Phenoxyacetic acid 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
NPO29385	Nidus vespae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO29385	Nidus vespae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]

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

NP Quantity Composition/Concentration

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

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

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	2290867.65	nM	PMID[548490]

☑ 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 NPC17537 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	294
0.1-0.2	2600
0.2-0.3	9887
0.3-0.4	10349
0.4-0.5	5631
0.5-0.6	11243
0.6-0.7	2563
0.7-0.8	125
0.8-0.85	1
0.85-0.9	2
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9485	High Similarity	NPC132725
0.8713	High Similarity	NPC307039
0.8571	High Similarity	NPC318429
0.8144	Intermediate Similarity	NPC23837
0.8037	Intermediate Similarity	NPC283546
0.8	Intermediate Similarity	NPC314803
0.8	Intermediate Similarity	NPC157213
0.7845	Intermediate Similarity	NPC101503
0.7845	Intermediate Similarity	NPC204617
0.7807	Intermediate Similarity	NPC142319
0.7798	Intermediate Similarity	NPC473855
0.7798	Intermediate Similarity	NPC128730
0.7788	Intermediate Similarity	NPC266116
0.7759	Intermediate Similarity	NPC161768
0.7757	Intermediate Similarity	NPC107101
0.7748	Intermediate Similarity	NPC291837
0.7727	Intermediate Similarity	NPC176971
0.7727	Intermediate Similarity	NPC41594
0.7723	Intermediate Similarity	NPC206876
0.7685	Intermediate Similarity	NPC307425
0.7658	Intermediate Similarity	NPC194034
0.7658	Intermediate Similarity	NPC157473
0.7658	Intermediate Similarity	NPC151530
0.7629	Intermediate Similarity	NPC124576
0.7627	Intermediate Similarity	NPC37858
0.7619	Intermediate Similarity	NPC114325
0.7615	Intermediate Similarity	NPC179686
0.7611	Intermediate Similarity	NPC88868
0.7611	Intermediate Similarity	NPC46844
0.7611	Intermediate Similarity	NPC231251
0.7611	Intermediate Similarity	NPC25067
0.76	Intermediate Similarity	NPC125306
0.7561	Intermediate Similarity	NPC233559
0.7545	Intermediate Similarity	NPC109637
0.7545	Intermediate Similarity	NPC2518
0.7544	Intermediate Similarity	NPC245552
0.7542	Intermediate Similarity	NPC124916
0.7523	Intermediate Similarity	NPC51633
0.7521	Intermediate Similarity	NPC290470
0.7521	Intermediate Similarity	NPC154256
0.75	Intermediate Similarity	NPC235250
0.75	Intermediate Similarity	NPC140750
0.75	Intermediate Similarity	NPC87563
0.7477	Intermediate Similarity	NPC227255
0.7477	Intermediate Similarity	NPC238115
0.7477	Intermediate Similarity	NPC473393
0.7477	Intermediate Similarity	NPC288760
0.7455	Intermediate Similarity	NPC192596
0.744	Intermediate Similarity	NPC198487
0.7438	Intermediate Similarity	NPC272487
0.7417	Intermediate Similarity	NPC202474
0.7414	Intermediate Similarity	NPC303522
0.7411	Intermediate Similarity	NPC326447
0.7411	Intermediate Similarity	NPC232654
0.7395	Intermediate Similarity	NPC159916
0.7387	Intermediate Similarity	NPC38079
0.7387	Intermediate Similarity	NPC108875
0.7368	Intermediate Similarity	NPC149545
0.7355	Intermediate Similarity	NPC267064
0.7355	Intermediate Similarity	NPC276195
0.7355	Intermediate Similarity	NPC204466
0.735	Intermediate Similarity	NPC294941
0.7345	Intermediate Similarity	NPC124712
0.7339	Intermediate Similarity	NPC171843
0.7328	Intermediate Similarity	NPC115379
0.7323	Intermediate Similarity	NPC470079
0.7321	Intermediate Similarity	NPC470393
0.7311	Intermediate Similarity	NPC9248
0.7308	Intermediate Similarity	NPC320259
0.7302	Intermediate Similarity	NPC110313
0.7295	Intermediate Similarity	NPC70752
0.7295	Intermediate Similarity	NPC57751
0.7273	Intermediate Similarity	NPC14177
0.7273	Intermediate Similarity	NPC31314
0.7273	Intermediate Similarity	NPC2058
0.7273	Intermediate Similarity	NPC193193
0.7258	Intermediate Similarity	NPC221090
0.7258	Intermediate Similarity	NPC25817
0.7257	Intermediate Similarity	NPC473653
0.725	Intermediate Similarity	NPC70744
0.725	Intermediate Similarity	NPC164706
0.725	Intermediate Similarity	NPC107588
0.725	Intermediate Similarity	NPC272471
0.725	Intermediate Similarity	NPC228907
0.725	Intermediate Similarity	NPC137537
0.7248	Intermediate Similarity	NPC313918
0.7244	Intermediate Similarity	NPC295970
0.7241	Intermediate Similarity	NPC55300
0.7241	Intermediate Similarity	NPC266932
0.7238	Intermediate Similarity	NPC302546
0.7236	Intermediate Similarity	NPC152722
0.7227	Intermediate Similarity	NPC163398
0.7222	Intermediate Similarity	NPC473993
0.7217	Intermediate Similarity	NPC259554
0.7217	Intermediate Similarity	NPC234639
0.7213	Intermediate Similarity	NPC475529
0.7213	Intermediate Similarity	NPC473875
0.7193	Intermediate Similarity	NPC258171
0.719	Intermediate Similarity	NPC98748
0.719	Intermediate Similarity	NPC244293
0.7182	Intermediate Similarity	NPC471576
0.7182	Intermediate Similarity	NPC100870
0.7179	Intermediate Similarity	NPC48525
0.7179	Intermediate Similarity	NPC165646
0.7177	Intermediate Similarity	NPC217854
0.7177	Intermediate Similarity	NPC192810
0.7177	Intermediate Similarity	NPC248786
0.7177	Intermediate Similarity	NPC279379
0.7168	Intermediate Similarity	NPC139891
0.7168	Intermediate Similarity	NPC127676
0.7168	Intermediate Similarity	NPC8302
0.7168	Intermediate Similarity	NPC307875
0.7165	Intermediate Similarity	NPC146540
0.7155	Intermediate Similarity	NPC141068
0.7155	Intermediate Similarity	NPC229387
0.7155	Intermediate Similarity	NPC95977
0.7143	Intermediate Similarity	NPC301321
0.7143	Intermediate Similarity	NPC47422
0.7143	Intermediate Similarity	NPC298845
0.7143	Intermediate Similarity	NPC304638
0.7143	Intermediate Similarity	NPC51345
0.7143	Intermediate Similarity	NPC296526
0.7131	Intermediate Similarity	NPC469708
0.7131	Intermediate Similarity	NPC60589
0.713	Intermediate Similarity	NPC16649
0.713	Intermediate Similarity	NPC241549
0.712	Intermediate Similarity	NPC246704
0.712	Intermediate Similarity	NPC20443
0.712	Intermediate Similarity	NPC146886
0.712	Intermediate Similarity	NPC60517
0.712	Intermediate Similarity	NPC74478
0.7119	Intermediate Similarity	NPC301735
0.7119	Intermediate Similarity	NPC311987
0.7117	Intermediate Similarity	NPC13755
0.7107	Intermediate Similarity	NPC293424
0.7107	Intermediate Similarity	NPC277460
0.7107	Intermediate Similarity	NPC205502
0.7105	Intermediate Similarity	NPC1065
0.7097	Intermediate Similarity	NPC302211
0.7091	Intermediate Similarity	NPC95755
0.7091	Intermediate Similarity	NPC175298
0.7087	Intermediate Similarity	NPC474670
0.7087	Intermediate Similarity	NPC37074
0.7083	Intermediate Similarity	NPC33717
0.7083	Intermediate Similarity	NPC328451
0.7075	Intermediate Similarity	NPC177844
0.7075	Intermediate Similarity	NPC259134
0.7075	Intermediate Similarity	NPC99886
0.7075	Intermediate Similarity	NPC8002
0.7073	Intermediate Similarity	NPC198734
0.7073	Intermediate Similarity	NPC469412
0.7073	Intermediate Similarity	NPC269242
0.7073	Intermediate Similarity	NPC322569
0.7063	Intermediate Similarity	NPC170749
0.7063	Intermediate Similarity	NPC280767
0.7063	Intermediate Similarity	NPC289459
0.7063	Intermediate Similarity	NPC27352
0.7054	Intermediate Similarity	NPC84325
0.7049	Intermediate Similarity	NPC234956
0.7045	Intermediate Similarity	NPC475029
0.7045	Intermediate Similarity	NPC476018
0.7043	Intermediate Similarity	NPC233320
0.7043	Intermediate Similarity	NPC227894
0.7043	Intermediate Similarity	NPC251306
0.704	Intermediate Similarity	NPC474130
0.704	Intermediate Similarity	NPC21238
0.7034	Intermediate Similarity	NPC474920
0.7034	Intermediate Similarity	NPC280760
0.7034	Intermediate Similarity	NPC199462
0.7031	Intermediate Similarity	NPC201419
0.7031	Intermediate Similarity	NPC247146
0.7025	Intermediate Similarity	NPC76915
0.7025	Intermediate Similarity	NPC151617
0.7023	Intermediate Similarity	NPC474810
0.7016	Intermediate Similarity	NPC226712
0.7016	Intermediate Similarity	NPC476165
0.7016	Intermediate Similarity	NPC177291
0.7016	Intermediate Similarity	NPC194416
0.7015	Intermediate Similarity	NPC13067
0.7009	Intermediate Similarity	NPC71853
0.7008	Intermediate Similarity	NPC189589
0.7008	Intermediate Similarity	NPC171533
0.7008	Intermediate Similarity	NPC469622
0.7008	Intermediate Similarity	NPC213552
0.7008	Intermediate Similarity	NPC475236
0.7008	Intermediate Similarity	NPC120225
0.7008	Intermediate Similarity	NPC329272
0.7	Intermediate Similarity	NPC142530
0.7	Intermediate Similarity	NPC29734
0.7	Intermediate Similarity	NPC147317
0.6992	Remote Similarity	NPC473290
0.6992	Remote Similarity	NPC471504
0.6991	Remote Similarity	NPC305205
0.6984	Remote Similarity	NPC474237
0.6977	Remote Similarity	NPC241354
0.6977	Remote Similarity	NPC97326
0.6975	Remote Similarity	NPC109241
0.6975	Remote Similarity	NPC95381
0.697	Remote Similarity	NPC211164
0.697	Remote Similarity	NPC471029

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 NPC17537 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	240
0.1-0.2	1099
0.2-0.3	2635
0.3-0.4	2614
0.4-0.5	1461
0.5-0.6	820
0.6-0.7	252
0.7-0.8	27
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8571	High Similarity	NPD9365	Approved
0.819	Intermediate Similarity	NPD291	Approved
0.8108	Intermediate Similarity	NPD769	Approved
0.8	Intermediate Similarity	NPD9295	Approved
0.7838	Intermediate Similarity	NPD556	Approved
0.7823	Intermediate Similarity	NPD6233	Phase 2
0.7818	Intermediate Similarity	NPD1358	Approved
0.7706	Intermediate Similarity	NPD9501	Approved
0.7658	Intermediate Similarity	NPD290	Approved
0.7647	Intermediate Similarity	NPD3496	Discontinued
0.7619	Intermediate Similarity	NPD9296	Approved
0.7589	Intermediate Similarity	NPD2684	Approved
0.7568	Intermediate Similarity	NPD968	Approved
0.75	Intermediate Similarity	NPD9552	Approved
0.7478	Intermediate Similarity	NPD7843	Approved
0.746	Intermediate Similarity	NPD6798	Discontinued
0.7411	Intermediate Similarity	NPD3134	Approved
0.7402	Intermediate Similarity	NPD4062	Phase 3
0.7344	Intermediate Similarity	NPD4060	Phase 1
0.7339	Intermediate Similarity	NPD987	Approved
0.7323	Intermediate Similarity	NPD1048	Approved
0.7288	Intermediate Similarity	NPD7157	Approved
0.7288	Intermediate Similarity	NPD191	Approved
0.7287	Intermediate Similarity	NPD6355	Discontinued
0.728	Intermediate Similarity	NPD5647	Approved
0.7244	Intermediate Similarity	NPD7095	Approved
0.72	Intermediate Similarity	NPD3827	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD5535	Approved
0.7168	Intermediate Similarity	NPD9697	Approved
0.7155	Intermediate Similarity	NPD2671	Approved
0.7155	Intermediate Similarity	NPD2673	Approved
0.7154	Intermediate Similarity	NPD4340	Discontinued
0.7154	Intermediate Similarity	NPD1535	Discovery
0.7131	Intermediate Similarity	NPD1778	Approved
0.7109	Intermediate Similarity	NPD2598	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD1481	Phase 2
0.7063	Intermediate Similarity	NPD6362	Approved
0.7049	Intermediate Similarity	NPD5585	Approved
0.7016	Intermediate Similarity	NPD1611	Approved
0.7016	Intermediate Similarity	NPD1091	Approved
0.7015	Intermediate Similarity	NPD5762	Approved
0.7015	Intermediate Similarity	NPD5763	Approved
0.697	Remote Similarity	NPD6653	Approved
0.6967	Remote Similarity	NPD1894	Discontinued
0.6953	Remote Similarity	NPD5266	Clinical (unspecified phase)
0.6911	Remote Similarity	NPD1798	Approved
0.6911	Remote Similarity	NPD1797	Approved
0.69	Remote Similarity	NPD9088	Approved
0.6891	Remote Similarity	NPD821	Approved
0.686	Remote Similarity	NPD6671	Approved
0.6838	Remote Similarity	NPD4534	Discontinued
0.6838	Remote Similarity	NPD2030	Discontinued
0.6833	Remote Similarity	NPD1241	Discontinued
0.6825	Remote Similarity	NPD9717	Approved
0.6815	Remote Similarity	NPD1501	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD969	Suspended
0.6807	Remote Similarity	NPD228	Approved
0.6791	Remote Similarity	NPD7097	Phase 1
0.6772	Remote Similarity	NPD4359	Approved
0.6752	Remote Similarity	NPD5374	Approved
0.6752	Remote Similarity	NPD9624	Approved
0.6752	Remote Similarity	NPD5373	Approved
0.6748	Remote Similarity	NPD9092	Discovery
0.6746	Remote Similarity	NPD422	Phase 1
0.6744	Remote Similarity	NPD1019	Discontinued
0.672	Remote Similarity	NPD6516	Phase 2
0.672	Remote Similarity	NPD5846	Approved
0.6715	Remote Similarity	NPD5958	Discontinued
0.6714	Remote Similarity	NPD6799	Approved
0.6693	Remote Similarity	NPD1608	Approved
0.6692	Remote Similarity	NPD756	Suspended
0.6692	Remote Similarity	NPD2237	Approved
0.6691	Remote Similarity	NPD2239	Approved
0.6691	Remote Similarity	NPD6032	Approved
0.6691	Remote Similarity	NPD2240	Approved
0.6667	Remote Similarity	NPD3447	Discontinued
0.6667	Remote Similarity	NPD3847	Discontinued
0.6667	Remote Similarity	NPD7446	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1652	Phase 2
0.6667	Remote Similarity	NPD3536	Discontinued
0.6667	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6642	Remote Similarity	NPD3656	Approved
0.6642	Remote Similarity	NPD447	Suspended
0.6642	Remote Similarity	NPD6800	Clinical (unspecified phase)
0.664	Remote Similarity	NPD5691	Approved
0.6639	Remote Similarity	NPD9299	Approved
0.6639	Remote Similarity	NPD690	Clinical (unspecified phase)
0.6617	Remote Similarity	NPD5745	Approved
0.6614	Remote Similarity	NPD776	Approved
0.6613	Remote Similarity	NPD1102	Approved
0.6613	Remote Similarity	NPD1103	Approved
0.6613	Remote Similarity	NPD254	Approved
0.6613	Remote Similarity	NPD1408	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD5163	Phase 2
0.6589	Remote Similarity	NPD3225	Approved
0.6587	Remote Similarity	NPD4626	Approved
0.6587	Remote Similarity	NPD17	Approved
0.6585	Remote Similarity	NPD4198	Discontinued
0.6571	Remote Similarity	NPD2354	Approved
0.6565	Remote Similarity	NPD454	Approved
0.6565	Remote Similarity	NPD2250	Discontinued
0.656	Remote Similarity	NPD7533	Approved
0.656	Remote Similarity	NPD7534	Approved
0.6549	Remote Similarity	NPD5401	Approved
0.6541	Remote Similarity	NPD7985	Registered
0.6538	Remote Similarity	NPD2797	Approved
0.6538	Remote Similarity	NPD1794	Approved
0.6538	Remote Similarity	NPD1820	Approved
0.6538	Remote Similarity	NPD1818	Approved
0.6538	Remote Similarity	NPD1817	Approved
0.6538	Remote Similarity	NPD1203	Approved
0.6538	Remote Similarity	NPD1819	Approved
0.6515	Remote Similarity	NPD6832	Phase 2
0.6512	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6512	Remote Similarity	NPD3685	Discontinued
0.6508	Remote Similarity	NPD1357	Approved
0.6508	Remote Similarity	NPD6382	Discontinued
0.6503	Remote Similarity	NPD2676	Approved
0.6503	Remote Similarity	NPD2675	Approved
0.65	Remote Similarity	NPD9087	Approved
0.65	Remote Similarity	NPD2067	Discontinued
0.65	Remote Similarity	NPD4628	Phase 3
0.6486	Remote Similarity	NPD5402	Approved
0.648	Remote Similarity	NPD5536	Phase 2
0.6475	Remote Similarity	NPD2897	Discontinued
0.6471	Remote Similarity	NPD2223	Approved
0.6471	Remote Similarity	NPD2224	Approved
0.6466	Remote Similarity	NPD5746	Approved
0.6466	Remote Similarity	NPD3179	Approved
0.6466	Remote Similarity	NPD3180	Approved
0.6462	Remote Similarity	NPD8651	Approved
0.6458	Remote Similarity	NPD5403	Approved
0.6454	Remote Similarity	NPD3887	Approved
0.6444	Remote Similarity	NPD4140	Approved
0.6438	Remote Similarity	NPD6599	Discontinued
0.6429	Remote Similarity	NPD9545	Approved
0.6429	Remote Similarity	NPD4487	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD1548	Phase 1
0.6429	Remote Similarity	NPD1182	Approved
0.6423	Remote Similarity	NPD5283	Phase 1
0.6423	Remote Similarity	NPD1536	Approved
0.6418	Remote Similarity	NPD3268	Approved
0.6414	Remote Similarity	NPD1653	Approved
0.6412	Remote Similarity	NPD3266	Approved
0.6412	Remote Similarity	NPD2082	Clinical (unspecified phase)
0.6412	Remote Similarity	NPD3267	Approved
0.6403	Remote Similarity	NPD2353	Approved
0.6403	Remote Similarity	NPD2355	Clinical (unspecified phase)
0.6397	Remote Similarity	NPD1933	Approved
0.6397	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6395	Remote Similarity	NPD958	Approved
0.6391	Remote Similarity	NPD2614	Approved
0.6383	Remote Similarity	NPD4110	Phase 3
0.6383	Remote Similarity	NPD7835	Discontinued
0.6383	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6377	Remote Similarity	NPD7033	Discontinued
0.6377	Remote Similarity	NPD2164	Clinical (unspecified phase)
0.6376	Remote Similarity	NPD3817	Phase 2
0.637	Remote Similarity	NPD1726	Clinical (unspecified phase)
0.637	Remote Similarity	NPD4870	Approved
0.6357	Remote Similarity	NPD2424	Discontinued
0.6357	Remote Similarity	NPD3705	Approved
0.6343	Remote Similarity	NPD3166	Approved
0.6343	Remote Similarity	NPD3164	Approved
0.6343	Remote Similarity	NPD3165	Approved
0.6343	Remote Similarity	NPD3167	Approved
0.6341	Remote Similarity	NPD1138	Approved
0.6336	Remote Similarity	NPD1283	Approved
0.6331	Remote Similarity	NPD1538	Phase 1
0.6331	Remote Similarity	NPD1519	Approved
0.6331	Remote Similarity	NPD5712	Approved
0.6331	Remote Similarity	NPD1537	Approved
0.6328	Remote Similarity	NPD2423	Clinical (unspecified phase)
0.6324	Remote Similarity	NPD1613	Approved
0.6324	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.632	Remote Similarity	NPD2557	Approved
0.6319	Remote Similarity	NPD3146	Approved
0.6319	Remote Similarity	NPD3688	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD2861	Phase 2
0.6316	Remote Similarity	NPD9494	Approved
0.6309	Remote Similarity	NPD3465	Clinical (unspecified phase)
0.6309	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6308	Remote Similarity	NPD2235	Phase 2
0.6308	Remote Similarity	NPD2231	Phase 2
0.6304	Remote Similarity	NPD4538	Approved
0.6304	Remote Similarity	NPD1521	Approved
0.6304	Remote Similarity	NPD1520	Approved
0.6304	Remote Similarity	NPD4536	Approved
0.6304	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6301	Remote Similarity	NPD4003	Phase 3
0.6296	Remote Similarity	NPD3374	Clinical (unspecified phase)
0.6296	Remote Similarity	NPD411	Approved
0.6296	Remote Similarity	NPD2313	Discontinued
0.629	Remote Similarity	NPD592	Approved
0.629	Remote Similarity	NPD594	Approved
0.6288	Remote Similarity	NPD4098	Discontinued
0.6288	Remote Similarity	NPD1049	Clinical (unspecified phase)
0.6286	Remote Similarity	NPD6005	Phase 3
0.6286	Remote Similarity	NPD6004	Phase 3
0.6286	Remote Similarity	NPD6002	Phase 3

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