NPASS Compound

Natural Product: NPC248235

Natural Product ID	NPC248235
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	OHOBPOYHROOXEI-SRIOWEGGSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	5487339
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003531] Flavonoid-3-O-glycosides

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 72 76 0 0 0 0 0 0 0 0999 V2000 3.7322 -0.1495 3.3188 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2921 1.1452 2.7126 C 0 0 1 0 0 0 0 0 0 0 0 0 4.4690 1.9770 2.2381 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2581 2.2586 0.7653 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1408 0.8772 0.1046 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7863 0.3424 0.5917 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3542 0.9867 1.7229 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8184 0.5224 -0.4110 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3333 -0.6827 -0.8276 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6592 -1.0006 -2.2853 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6513 -1.9909 -2.7720 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0471 -2.8658 -1.7284 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9104 -4.0741 -1.4111 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3324 -4.7242 -2.5467 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3750 -2.2159 -0.5862 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1629 -0.8562 -0.6986 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7385 -0.0879 0.3377 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8781 0.6791 0.1471 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6884 1.9651 -0.4003 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5563 2.3970 -0.6919 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7775 2.7709 -0.6214 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6007 4.0464 -1.1651 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6993 4.8549 -1.3881 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9636 4.3903 -1.0696 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1043 3.1283 -0.5351 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0267 2.2924 -0.2986 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1491 1.1028 0.2046 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1341 0.2685 0.4472 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4155 -1.0340 1.0197 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7424 -1.4689 0.9820 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1841 -2.6292 1.5262 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2708 -3.4467 2.1641 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9406 -3.0737 2.2370 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5409 -1.8612 1.6563 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7410 -4.6298 2.7140 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0403 5.2377 -1.3110 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3047 4.4408 -1.4578 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3344 -2.8470 -3.6692 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9615 -1.4598 -2.4238 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1944 0.1271 0.6241 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4160 2.8392 0.2626 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6708 3.1185 2.9743 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7017 -1.0122 2.6318 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0797 -0.3818 4.1853 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7901 -0.0460 3.6620 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8311 1.7509 3.5409 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3752 1.3136 2.3006 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3637 2.8737 0.5726 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1793 0.9816 -0.9823 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9037 -0.7435 0.7817 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8422 -1.5144 -0.2496 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5073 -0.0481 -2.8483 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1457 -1.5201 -3.4002 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8907 -3.3023 -2.1872 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2785 -4.8088 -0.8326 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7930 -3.8414 -0.8044 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4654 -5.7017 -2.3642 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6694 -0.5750 -1.6746 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5075 5.8229 -1.8064 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0963 2.7862 -0.2945 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4850 -0.8323 0.4775 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2457 -2.9018 1.4547 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2184 -3.7028 2.7319 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5098 -1.5859 1.7520 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3959 -5.2271 2.2220 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5117 5.2788 -2.1945 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7361 4.7603 -0.6642 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4866 -2.3744 -4.5229 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2744 -1.2596 -3.3433 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0237 -0.8535 0.5265 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5657 2.6308 -0.6867 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6236 3.3636 3.0760 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 12 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 2 0 19 21 1 0 21 22 2 0 22 23 1 0 23 24 2 0 24 25 1 0 25 26 2 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 2 0 30 31 1 0 31 32 2 0 32 33 1 0 33 34 2 0 32 35 1 0 24 36 1 0 22 37 1 0 11 38 1 0 10 39 1 0 5 40 1 0 4 41 1 0 3 42 1 0 7 2 1 0 16 9 1 0 28 18 2 0 34 29 1 0 26 21 1 0 1 43 1 0 1 44 1 0 1 45 1 0 2 46 1 1 3 47 1 6 4 48 1 1 5 49 1 6 6 50 1 1 9 51 1 1 10 52 1 6 11 53 1 6 12 54 1 6 13 55 1 0 13 56 1 0 14 57 1 0 16 58 1 6 23 59 1 0 25 60 1 0 30 61 1 0 31 62 1 0 33 63 1 0 34 64 1 0 35 65 1 0 36 66 1 0 37 67 1 0 38 68 1 0 39 69 1 0 40 70 1 0 41 71 1 0 42 72 1 0 M END

Standard InCHIKey	OHOBPOYHROOXEI-SRIOWEGGSA-N
Standard InCHI	InChI=1S/C27H30O15/c1-9-17(32)20(35)22(37)26(38-9)42-25-21(36)18(33)15(8-28)40-27(25)41-24-19(34)16-13(31)6-12(30)7-14(16)39-23(24)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,25-33,35-37H,8H2,1H3/t9-,15+,17-,18-,20+,21-,22+,25+,26-,27-/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]1[C@H]([C@H]([C@@H](CO)O[C@H]1Oc1c(=O)c2c(cc(cc2oc1c1ccc(cc1)O)O)O)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.1016/j.foodchem.2009.03.042]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.3136/fstr.15.499]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.5897/AJB10.140]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.5897/AJB2010.000-3252]
NPO22471	Maytenus cuzcoina	Species	Celastraceae	Eukaryota	root bark;leaves	Huayllabamba-Urquillos, Province of Urabamba, Cusco (Peru); Parque Nacional El Imposible, El Salvador	n.a.	PMID[16038541]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	Tongxiang, China	n.a.	PMID[24621197]
NPO11296	Arthrinium arundinis	Species	Apiosporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25626143]
NPO22471	Maytenus cuzcoina	Species	Celastraceae	Eukaryota	root bark	Urubamba, Cusco, Peru	n.a.	PMID[25927586]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	Flowers	n.a.	n.a.	PMID[28248102]
NPO19626	Lavandula dentata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31500359]
NPO19626	Lavandula dentata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38568360]
NPO22593	Graphis rikuzensis	Species	Aclididae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22006	Maytenus aquifolium	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11296	Arthrinium arundinis	Species	Apiosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13457	Acacia pachyphloia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20567	Montipora mollis	Species	Acroporidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22471	Maytenus cuzcoina	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20702	Discodermia dissoluta	Species	Theonellidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19626	Lavandula dentata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22524	Ranunculus sceleratus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22524	Ranunculus sceleratus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22409	Cyanostegia microphylla	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2217	Valeriana wolgensis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16652	Centipeda cunninghami	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20702	Discodermia dissoluta	Species	Theonellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22524	Ranunculus sceleratus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22471	Maytenus cuzcoina	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20440	Chrysanthemum x morifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9876	Isocoma pluriflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20567	Montipora mollis	Species	Acroporidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22006	Maytenus aquifolium	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11296	Arthrinium arundinis	Species	Apiosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1118	Elymus repens	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22806	Euphorbia leuconeura	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22409	Cyanostegia microphylla	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13457	Acacia pachyphloia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19626	Lavandula dentata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21358	Pyrus ussuriensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22593	Graphis rikuzensis	Species	Aclididae	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	Organism Name	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

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC248235 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	21254
0.1-0.2	24022
0.2-0.3	3660
0.3-0.4	466
0.4-0.5	194
0.5-0.6	68
0.6-0.7	91
0.7-0.8	0
0.8-0.85	11
0.85-0.9	1
0.9-0.95	3
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC163242
1.0	High Similarity	NPC272068
0.9211	High Similarity	NPC170052
0.9211	High Similarity	NPC135846
0.9114	High Similarity	NPC155877
0.8961	High Similarity	NPC476215
0.8488	Intermediate Similarity	NPC602448
0.8471	Intermediate Similarity	NPC220173
0.8375	Intermediate Similarity	NPC254855
0.8375	Intermediate Similarity	NPC94610
0.8193	Intermediate Similarity	NPC304741
0.8148	Intermediate Similarity	NPC95866
0.8118	Intermediate Similarity	NPC12013
0.8118	Intermediate Similarity	NPC11432
0.8118	Intermediate Similarity	NPC477613
0.8095	Intermediate Similarity	NPC470444
0.8	Intermediate Similarity	NPC240306
0.7857	Intermediate Similarity	NPC470405
0.7816	Intermediate Similarity	NPC32641
0.7816	Intermediate Similarity	NPC256188
0.7778	Intermediate Similarity	NPC224530
0.7614	Intermediate Similarity	NPC35119
0.7556	Intermediate Similarity	NPC221342
0.7556	Intermediate Similarity	NPC476470
0.7471	Intermediate Similarity	NPC255157
0.7471	Intermediate Similarity	NPC259896
0.7416	Intermediate Similarity	NPC122467
0.7363	Intermediate Similarity	NPC292929
0.725	Intermediate Similarity	NPC111929
0.725	Intermediate Similarity	NPC320283
0.725	Intermediate Similarity	NPC41121
0.716	Intermediate Similarity	NPC77672
0.716	Intermediate Similarity	NPC133671
0.716	Intermediate Similarity	NPC135391
0.716	Intermediate Similarity	NPC78263
0.716	Intermediate Similarity	NPC250069
0.7126	Intermediate Similarity	NPC139320
0.7108	Intermediate Similarity	NPC216496
0.7071	Intermediate Similarity	NPC480445
0.7065	Intermediate Similarity	NPC76831
0.7011	Intermediate Similarity	NPC473682
0.6947	Remote Similarity	NPC89052
0.6947	Remote Similarity	NPC203145
0.6854	Remote Similarity	NPC173582
0.6854	Remote Similarity	NPC265885
0.6854	Remote Similarity	NPC181465
0.6854	Remote Similarity	NPC215710
0.6854	Remote Similarity	NPC473438
0.6854	Remote Similarity	NPC253788
0.6813	Remote Similarity	NPC61904
0.6804	Remote Similarity	NPC219043
0.679	Remote Similarity	NPC288084
0.6778	Remote Similarity	NPC605592
0.6735	Remote Similarity	NPC25523
0.6735	Remote Similarity	NPC303694
0.6702	Remote Similarity	NPC473071
0.6702	Remote Similarity	NPC89127
0.6667	Remote Similarity	NPC25946
0.6635	Remote Similarity	NPC192539
0.6634	Remote Similarity	NPC488734
0.6634	Remote Similarity	NPC488735
0.6634	Remote Similarity	NPC488739
0.6634	Remote Similarity	NPC488732
0.6634	Remote Similarity	NPC488738
0.6602	Remote Similarity	NPC480444
0.6596	Remote Similarity	NPC142142
0.6593	Remote Similarity	NPC65003
0.6548	Remote Similarity	NPC127546
0.6548	Remote Similarity	NPC57625
0.6548	Remote Similarity	NPC173637
0.6548	Remote Similarity	NPC317489
0.6548	Remote Similarity	NPC223424
0.6548	Remote Similarity	NPC600591
0.6531	Remote Similarity	NPC189564
0.6484	Remote Similarity	NPC471748
0.6477	Remote Similarity	NPC136761
0.6471	Remote Similarity	NPC145038
0.6471	Remote Similarity	NPC56077
0.6471	Remote Similarity	NPC281131
0.6471	Remote Similarity	NPC64305
0.6471	Remote Similarity	NPC253662
0.6471	Remote Similarity	NPC179950
0.6471	Remote Similarity	NPC88789
0.6471	Remote Similarity	NPC491374
0.6465	Remote Similarity	NPC48984
0.6381	Remote Similarity	NPC488737
0.6374	Remote Similarity	NPC29958
0.633	Remote Similarity	NPC473554
0.6322	Remote Similarity	NPC472459
0.63	Remote Similarity	NPC173837
0.6277	Remote Similarity	NPC253521
0.6277	Remote Similarity	NPC64425
0.6277	Remote Similarity	NPC113836
0.6238	Remote Similarity	NPC470712
0.6237	Remote Similarity	NPC203259
0.6237	Remote Similarity	NPC33054
0.6237	Remote Similarity	NPC176740
0.6237	Remote Similarity	NPC471725
0.6237	Remote Similarity	NPC134532
0.6237	Remote Similarity	NPC602582
0.62	Remote Similarity	NPC473072
0.619	Remote Similarity	NPC488740
0.619	Remote Similarity	NPC488736
0.619	Remote Similarity	NPC488733
0.618	Remote Similarity	NPC259957
0.617	Remote Similarity	NPC115674
0.6147	Remote Similarity	NPC21359
0.6147	Remote Similarity	NPC460984
0.6118	Remote Similarity	NPC67037
0.6118	Remote Similarity	NPC255615
0.6111	Remote Similarity	NPC223747
0.6111	Remote Similarity	NPC116458
0.6111	Remote Similarity	NPC246943
0.6078	Remote Similarity	NPC480441
0.6067	Remote Similarity	NPC60735
0.6067	Remote Similarity	NPC219904
0.6067	Remote Similarity	NPC26230
0.6067	Remote Similarity	NPC48093
0.6064	Remote Similarity	NPC156869
0.6047	Remote Similarity	NPC135599
0.6047	Remote Similarity	NPC73855
0.6047	Remote Similarity	NPC113968
0.6047	Remote Similarity	NPC328940
0.6047	Remote Similarity	NPC277174
0.6047	Remote Similarity	NPC606877
0.6044	Remote Similarity	NPC203050
0.6044	Remote Similarity	NPC225434
0.6038	Remote Similarity	NPC162394
0.6036	Remote Similarity	NPC231787
0.6022	Remote Similarity	NPC471079
0.6	Remote Similarity	NPC120099
0.6	Remote Similarity	NPC14187
0.598	Remote Similarity	NPC292019
0.598	Remote Similarity	NPC202908
0.5977	Remote Similarity	NPC19388
0.5977	Remote Similarity	NPC240431
0.5977	Remote Similarity	NPC55786
0.5962	Remote Similarity	NPC470718
0.5926	Remote Similarity	NPC209550
0.5909	Remote Similarity	NPC265530
0.5889	Remote Similarity	NPC159579
0.5882	Remote Similarity	NPC54802
0.5882	Remote Similarity	NPC197304
0.5859	Remote Similarity	NPC476472
0.5859	Remote Similarity	NPC294815
0.5859	Remote Similarity	NPC16194
0.5833	Remote Similarity	NPC35167
0.5826	Remote Similarity	NPC249560
0.5824	Remote Similarity	NPC609478
0.5816	Remote Similarity	NPC482026
0.5816	Remote Similarity	NPC473327
0.5804	Remote Similarity	NPC487499
0.5795	Remote Similarity	NPC249281
0.5795	Remote Similarity	NPC104677
0.5794	Remote Similarity	NPC470713
0.5789	Remote Similarity	NPC39834
0.5778	Remote Similarity	NPC325555
0.5778	Remote Similarity	NPC226304
0.5739	Remote Similarity	NPC487502
0.573	Remote Similarity	NPC297987
0.5728	Remote Similarity	NPC488075
0.5714	Remote Similarity	NPC297503
0.5714	Remote Similarity	NPC129217
0.57	Remote Similarity	NPC195257
0.5667	Remote Similarity	NPC46420
0.5667	Remote Similarity	NPC488080
0.5667	Remote Similarity	NPC169977
0.5652	Remote Similarity	NPC30011
0.5632	Remote Similarity	NPC34531
0.56	Remote Similarity	NPC603079
0.5596	Remote Similarity	NPC474522
0.5586	Remote Similarity	NPC480443
0.5586	Remote Similarity	NPC175429
0.5579	Remote Similarity	NPC8856
0.5567	Remote Similarity	NPC65563
0.5567	Remote Similarity	NPC470949
0.5556	Remote Similarity	NPC8573
0.5556	Remote Similarity	NPC480471
0.5556	Remote Similarity	NPC488076
0.5543	Remote Similarity	NPC175107
0.5521	Remote Similarity	NPC258044
0.5521	Remote Similarity	NPC217387
0.551	Remote Similarity	NPC129264
0.551	Remote Similarity	NPC473571
0.551	Remote Similarity	NPC110941
0.551	Remote Similarity	NPC186816
0.5495	Remote Similarity	NPC138990
0.5484	Remote Similarity	NPC85707
0.5474	Remote Similarity	NPC116864
0.5474	Remote Similarity	NPC244776
0.5472	Remote Similarity	NPC164704
0.5464	Remote Similarity	NPC67326
0.5455	Remote Similarity	NPC470125
0.5446	Remote Similarity	NPC221288
0.5446	Remote Similarity	NPC194836
0.5446	Remote Similarity	NPC91493
0.5446	Remote Similarity	NPC605081
0.5437	Remote Similarity	NPC218161
0.5426	Remote Similarity	NPC605784
0.5417	Remote Similarity	NPC487500

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC248235 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5812
0.1-0.2	3249
0.2-0.3	77
0.3-0.4	8
0.4-0.5	3
0.5-0.6	0
0.6-0.7	1
0.7-0.8	0
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
0.6237	Remote Similarity	NPD6797	Phase 2

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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