NPASS Compound

Structure

NPC68350 OpenBabel07101719402D 22 23 0 0 0 0 0 0 0 0999 V2000 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 4 1 0 0 0 0 3 6 2 0 0 0 0 4 14 1 0 0 0 0 5 11 2 0 0 0 0 5 15 1 0 0 0 0 6 11 1 0 0 0 0 6 22 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 17 1 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 13 2 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	683.54
Volume:	342.545
LogP:	6.64
LogD:	2.908
LogS:	-7.958
# Rotatable Bonds:	3
TPSA:	38.69
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.265
Synthetic Accessibility Score:	2.886
Fsp3:	0.077
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.69
MDCK Permeability:	1.6134661564137787e-05
Pgp-inhibitor:	1.0
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.975
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.13

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.178
Plasma Protein Binding (PPB):	103.09126281738281%
Volume Distribution (VD):	5.173
Pgp-substrate:	9.3875093460083%

ADMET: Metabolism

CYP1A2-inhibitor:	0.865
CYP1A2-substrate:	0.2
CYP2C19-inhibitor:	0.69
CYP2C19-substrate:	0.349
CYP2C9-inhibitor:	0.934
CYP2C9-substrate:	0.866
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.549
CYP3A4-inhibitor:	0.118
CYP3A4-substrate:	0.179

ADMET: Excretion

Clearance (CL):	0.836
Half-life (T1/2):	0.133

ADMET: Toxicity

hERG Blockers:	0.099
Human Hepatotoxicity (H-HT):	0.168
Drug-inuced Liver Injury (DILI):	0.774
AMES Toxicity:	0.007
Rat Oral Acute Toxicity:	0.962
Maximum Recommended Daily Dose:	0.928
Skin Sensitization:	0.896
Carcinogencity:	0.052
Eye Corrosion:	0.36
Eye Irritation:	0.955
Respiratory Toxicity:	0.919

Download Data

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

Natural Product: NPC68350

Natural Product ID:	NPC68350
*Common Name:**	2,4-Dibromo-6-(2,3,4,5-Tetrabromo-6-Methoxyphenoxy)Phenol
IUPAC Name:	2,4-dibromo-6-(2,3,4,5-tetrabromo-6-methoxyphenoxy)phenol
Synonyms:
Standard InCHIKey:	TXONIAFKISXPIY-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C13H6Br6O3/c1-21-12-9(18)7(16)8(17)10(19)13(12)22-6-3-4(14)2-5(15)11(6)20/h2-3,20H,1H3
SMILES:	COc1c(c(c(c(c1Oc1cc(cc(c1O)Br)Br)Br)Br)Br)Br
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL219958
PubChem CID:	11342932
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0004155] Diphenylethers [CHEMONTID:0001845] Bromodiphenyl ethers

*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
NPO8481	Phyllospongia dendyi	Species	Thorectidae	Eukaryota	n.a.	Palau	n.a.	PMID[15043436]
NPO8481	Phyllospongia dendyi	Species	Thorectidae	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
Others	4

Activity Type	# Activity
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	IZ	=	0.0	mm	PMID[500651]

☑ 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 NPC68350 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	788
0.1-0.2	6133
0.2-0.3	14744
0.3-0.4	5331
0.4-0.5	10192
0.5-0.6	4821
0.6-0.7	621
0.7-0.8	18
0.8-0.85	2
0.85-0.9	7
0.9-0.95	12
0.95-1	28

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC131940
1.0	High Similarity	NPC230013
1.0	High Similarity	NPC81149
1.0	High Similarity	NPC197576
0.9828	High Similarity	NPC88733
0.9828	High Similarity	NPC137922
0.9828	High Similarity	NPC40302
0.9828	High Similarity	NPC173511
0.9744	High Similarity	NPC97157
0.9744	High Similarity	NPC175520
0.9744	High Similarity	NPC159866
0.9744	High Similarity	NPC64130
0.9744	High Similarity	NPC295879
0.9744	High Similarity	NPC25134
0.9658	High Similarity	NPC474375
0.9655	High Similarity	NPC63317
0.9655	High Similarity	NPC41232
0.9573	High Similarity	NPC226737
0.9573	High Similarity	NPC47769
0.9573	High Similarity	NPC153580
0.9573	High Similarity	NPC196371
0.9573	High Similarity	NPC299939
0.9573	High Similarity	NPC170824
0.9483	High Similarity	NPC104124
0.9402	High Similarity	NPC86007
0.9402	High Similarity	NPC44270
0.9316	High Similarity	NPC71186
0.9316	High Similarity	NPC191194
0.9145	High Similarity	NPC264379
0.912	High Similarity	NPC178301
0.8974	High Similarity	NPC221301
0.8898	High Similarity	NPC162294
0.8889	High Similarity	NPC206183
0.8889	High Similarity	NPC222684
0.8651	High Similarity	NPC45728
0.8492	Intermediate Similarity	NPC1744
0.8492	Intermediate Similarity	NPC163019
0.8254	Intermediate Similarity	NPC235166
0.8034	Intermediate Similarity	NPC319933
0.7914	Intermediate Similarity	NPC8577
0.7586	Intermediate Similarity	NPC475466
0.7571	Intermediate Similarity	NPC271942
0.7479	Intermediate Similarity	NPC314803
0.7388	Intermediate Similarity	NPC236265
0.7365	Intermediate Similarity	NPC152947
0.7357	Intermediate Similarity	NPC245386
0.7353	Intermediate Similarity	NPC13004
0.7288	Intermediate Similarity	NPC114325
0.7214	Intermediate Similarity	NPC303011
0.7194	Intermediate Similarity	NPC226493
0.7194	Intermediate Similarity	NPC160081
0.7172	Intermediate Similarity	NPC286337
0.7122	Intermediate Similarity	NPC85049
0.708	Intermediate Similarity	NPC220311
0.7055	Intermediate Similarity	NPC89341
0.7034	Intermediate Similarity	NPC160932
0.7029	Intermediate Similarity	NPC134219
0.6985	Remote Similarity	NPC219444
0.6978	Remote Similarity	NPC473708
0.6978	Remote Similarity	NPC474147
0.6968	Remote Similarity	NPC474535
0.6966	Remote Similarity	NPC168680
0.6954	Remote Similarity	NPC473608
0.6934	Remote Similarity	NPC474169
0.6934	Remote Similarity	NPC473572
0.6934	Remote Similarity	NPC84606
0.6923	Remote Similarity	NPC475697
0.6913	Remote Similarity	NPC109346
0.6906	Remote Similarity	NPC43706
0.6905	Remote Similarity	NPC307875
0.6894	Remote Similarity	NPC50782
0.6861	Remote Similarity	NPC229213
0.6838	Remote Similarity	NPC252149
0.6831	Remote Similarity	NPC11449
0.6815	Remote Similarity	NPC38483
0.6791	Remote Similarity	NPC151617
0.6791	Remote Similarity	NPC86947
0.6791	Remote Similarity	NPC76915
0.6781	Remote Similarity	NPC213471
0.678	Remote Similarity	NPC206876
0.6774	Remote Similarity	NPC135103
0.6763	Remote Similarity	NPC137117
0.675	Remote Similarity	NPC318429
0.6739	Remote Similarity	NPC47790
0.6714	Remote Similarity	NPC142776
0.6711	Remote Similarity	NPC250597
0.6692	Remote Similarity	NPC246358
0.6692	Remote Similarity	NPC233731
0.6692	Remote Similarity	NPC36108
0.6692	Remote Similarity	NPC7097
0.6691	Remote Similarity	NPC214289
0.669	Remote Similarity	NPC163560
0.6667	Remote Similarity	NPC124712
0.6667	Remote Similarity	NPC319826
0.6667	Remote Similarity	NPC127389
0.6667	Remote Similarity	NPC290451
0.6667	Remote Similarity	NPC293619
0.6667	Remote Similarity	NPC9248
0.6667	Remote Similarity	NPC38980
0.6667	Remote Similarity	NPC145780
0.6667	Remote Similarity	NPC184632
0.6643	Remote Similarity	NPC74478
0.6622	Remote Similarity	NPC156356
0.662	Remote Similarity	NPC159987
0.662	Remote Similarity	NPC78061
0.662	Remote Similarity	NPC122359
0.6618	Remote Similarity	NPC470626
0.6617	Remote Similarity	NPC33244
0.6617	Remote Similarity	NPC471488
0.6596	Remote Similarity	NPC194519
0.6594	Remote Similarity	NPC205213
0.6594	Remote Similarity	NPC227976
0.6594	Remote Similarity	NPC205850
0.6591	Remote Similarity	NPC173746
0.6591	Remote Similarity	NPC257124
0.6591	Remote Similarity	NPC139617
0.6591	Remote Similarity	NPC78918
0.6591	Remote Similarity	NPC8547
0.6591	Remote Similarity	NPC195873
0.6591	Remote Similarity	NPC156840
0.6589	Remote Similarity	NPC232654
0.6589	Remote Similarity	NPC41594
0.6575	Remote Similarity	NPC303993
0.6575	Remote Similarity	NPC244890
0.6573	Remote Similarity	NPC150929
0.6569	Remote Similarity	NPC310338
0.6569	Remote Similarity	NPC281298
0.6567	Remote Similarity	NPC94217
0.6565	Remote Similarity	NPC54543
0.6554	Remote Similarity	NPC224663
0.6549	Remote Similarity	NPC58607
0.6549	Remote Similarity	NPC191037
0.6549	Remote Similarity	NPC178284
0.6549	Remote Similarity	NPC17837
0.6549	Remote Similarity	NPC304630
0.6528	Remote Similarity	NPC474536
0.6525	Remote Similarity	NPC114901
0.6525	Remote Similarity	NPC125306
0.6525	Remote Similarity	NPC293701
0.6525	Remote Similarity	NPC48990
0.6522	Remote Similarity	NPC10932
0.6522	Remote Similarity	NPC165133
0.6522	Remote Similarity	NPC242885
0.6522	Remote Similarity	NPC232084
0.6522	Remote Similarity	NPC61516
0.6522	Remote Similarity	NPC232316
0.6522	Remote Similarity	NPC56214
0.6522	Remote Similarity	NPC247364
0.6522	Remote Similarity	NPC227217
0.6522	Remote Similarity	NPC95614
0.6522	Remote Similarity	NPC117780
0.6522	Remote Similarity	NPC474146
0.6515	Remote Similarity	NPC473358
0.6506	Remote Similarity	NPC469979
0.6506	Remote Similarity	NPC226001
0.6503	Remote Similarity	NPC118787
0.6503	Remote Similarity	NPC183181
0.6503	Remote Similarity	NPC41706
0.6503	Remote Similarity	NPC319625
0.6503	Remote Similarity	NPC210355
0.6503	Remote Similarity	NPC111247
0.6503	Remote Similarity	NPC216836
0.6503	Remote Similarity	NPC163332
0.6503	Remote Similarity	NPC147821
0.6503	Remote Similarity	NPC292056
0.65	Remote Similarity	NPC126216
0.65	Remote Similarity	NPC105147
0.65	Remote Similarity	NPC228875
0.649	Remote Similarity	NPC474850
0.649	Remote Similarity	NPC474851
0.6479	Remote Similarity	NPC87113
0.6475	Remote Similarity	NPC109083
0.6475	Remote Similarity	NPC207613
0.6475	Remote Similarity	NPC60962
0.6475	Remote Similarity	NPC269843
0.6475	Remote Similarity	NPC189844
0.6475	Remote Similarity	NPC14007
0.6475	Remote Similarity	NPC224814
0.6471	Remote Similarity	NPC79844
0.6467	Remote Similarity	NPC126128
0.6467	Remote Similarity	NPC473462
0.6467	Remote Similarity	NPC298981
0.6467	Remote Similarity	NPC207819
0.6467	Remote Similarity	NPC110454
0.6466	Remote Similarity	NPC55300
0.6458	Remote Similarity	NPC226661
0.6454	Remote Similarity	NPC317769
0.6454	Remote Similarity	NPC31344
0.6454	Remote Similarity	NPC192810
0.6454	Remote Similarity	NPC105999
0.6452	Remote Similarity	NPC178097
0.6449	Remote Similarity	NPC117759
0.6446	Remote Similarity	NPC157213
0.6429	Remote Similarity	NPC54872
0.6429	Remote Similarity	NPC470212
0.6429	Remote Similarity	NPC262156
0.6429	Remote Similarity	NPC343720
0.6429	Remote Similarity	NPC184651
0.6429	Remote Similarity	NPC113865
0.6429	Remote Similarity	NPC324571

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 NPC68350 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	613
0.1-0.2	1558
0.2-0.3	3221
0.3-0.4	2220
0.4-0.5	1204
0.5-0.6	314
0.6-0.7	19
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
0.7288	Intermediate Similarity	NPD9296	Approved
0.7073	Intermediate Similarity	NPD291	Approved
0.675	Remote Similarity	NPD9365	Approved
0.6594	Remote Similarity	NPD915	Approved
0.6591	Remote Similarity	NPD228	Approved
0.6565	Remote Similarity	NPD556	Approved
0.6462	Remote Similarity	NPD968	Approved
0.6446	Remote Similarity	NPD9295	Approved
0.6338	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6324	Remote Similarity	NPD9299	Approved
0.6308	Remote Similarity	NPD9244	Approved
0.6288	Remote Similarity	NPD290	Approved
0.6205	Remote Similarity	NPD4010	Discontinued
0.6183	Remote Similarity	NPD9501	Approved
0.6174	Remote Similarity	NPD1558	Phase 1
0.6165	Remote Similarity	NPD9552	Approved
0.6164	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6122	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6119	Remote Similarity	NPD2684	Approved
0.6099	Remote Similarity	NPD1797	Approved
0.6099	Remote Similarity	NPD1798	Approved
0.6081	Remote Similarity	NPD3027	Phase 3
0.6067	Remote Similarity	NPD1613	Approved
0.6067	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6014	Remote Similarity	NPD5283	Phase 1
0.5968	Remote Similarity	NPD9094	Approved
0.5957	Remote Similarity	NPD1103	Approved
0.5957	Remote Similarity	NPD1408	Clinical (unspecified phase)
0.5957	Remote Similarity	NPD1102	Approved
0.5942	Remote Similarity	NPD7843	Approved
0.5939	Remote Similarity	NPD2296	Approved
0.5915	Remote Similarity	NPD1548	Phase 1
0.5874	Remote Similarity	NPD1357	Approved
0.5855	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.5855	Remote Similarity	NPD3620	Phase 2
0.5845	Remote Similarity	NPD5536	Phase 2
0.5839	Remote Similarity	NPD9494	Approved
0.5833	Remote Similarity	NPD5846	Approved
0.5833	Remote Similarity	NPD6516	Phase 2
0.5816	Remote Similarity	NPD7157	Approved
0.5816	Remote Similarity	NPD6671	Approved
0.5811	Remote Similarity	NPD3827	Clinical (unspecified phase)
0.5804	Remote Similarity	NPD7533	Approved
0.5804	Remote Similarity	NPD7534	Approved
0.5782	Remote Similarity	NPD6582	Phase 2
0.5782	Remote Similarity	NPD6583	Phase 3
0.5753	Remote Similarity	NPD1091	Approved
0.5753	Remote Similarity	NPD1610	Phase 2
0.5752	Remote Similarity	NPD4060	Phase 1
0.5733	Remote Similarity	NPD2250	Discontinued
0.5726	Remote Similarity	NPD9087	Approved
0.5725	Remote Similarity	NPD3021	Approved
0.5725	Remote Similarity	NPD3022	Approved
0.5724	Remote Similarity	NPD3145	Approved
0.5724	Remote Similarity	NPD3144	Approved
0.5714	Remote Similarity	NPD821	Approved
0.5704	Remote Similarity	NPD191	Approved
0.5695	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.5695	Remote Similarity	NPD3537	Clinical (unspecified phase)
0.5686	Remote Similarity	NPD2674	Phase 3
0.5685	Remote Similarity	NPD155	Clinical (unspecified phase)
0.5676	Remote Similarity	NPD2982	Phase 2
0.5676	Remote Similarity	NPD2983	Phase 2
0.5667	Remote Similarity	NPD6584	Phase 3
0.5667	Remote Similarity	NPD9088	Approved
0.5655	Remote Similarity	NPD4288	Approved
0.5646	Remote Similarity	NPD1535	Discovery
0.5629	Remote Similarity	NPD5266	Clinical (unspecified phase)
0.5621	Remote Similarity	NPD6798	Discontinued
0.5608	Remote Similarity	NPD1481	Phase 2
0.5608	Remote Similarity	NPD2981	Phase 2
0.5603	Remote Similarity	NPD769	Approved
0.5603	Remote Similarity	NPD5535	Approved
0.56	Remote Similarity	NPD1318	Phase 2

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