NPASS Compound

Natural Product: NPC275011

Natural Product ID	NPC275011
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	PUPKKEQDLNREIM-DGHCMIAQSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	118705169
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003533] Flavonoid-7-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 71 75 0 0 0 0 0 0 0 0999 V2000 -7.8242 0.7002 1.9863 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7004 -0.0549 1.3096 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.1967 -1.2924 0.6377 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2124 -1.1155 -0.8548 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.7818 -0.8792 -1.2947 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0652 0.0464 -0.3286 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9712 0.7566 0.4571 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2986 -0.7383 0.5331 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9318 -0.6649 0.7546 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3705 -1.5698 1.6752 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0212 -1.5184 1.9129 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2548 -0.5863 1.2470 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7885 0.3058 0.3437 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1586 0.2573 0.0988 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0499 1.1835 -0.2791 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2708 1.3051 -0.1100 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0064 2.3120 -0.8447 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3173 2.8873 -1.9224 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8482 3.8915 -2.7010 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1023 4.3683 -2.4338 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7795 3.8115 -1.3832 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2491 2.7930 -0.5869 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6232 5.3807 -3.2294 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8898 0.4627 0.7614 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1104 -0.4877 1.4430 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6174 -1.2895 2.2601 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2439 0.4345 1.0495 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1435 -0.4187 0.3596 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7336 -1.3714 1.3790 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1361 -1.8176 1.0201 C 0 0 1 0 0 0 0 0 0 0 0 0 6.3327 -1.8997 -0.4776 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7385 -0.6992 -1.1830 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7433 -0.0243 -2.0953 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1878 0.2048 -0.2632 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8591 -3.1051 -0.9969 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1106 -0.9939 1.5711 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8426 -0.6678 2.5770 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3979 -2.3732 2.8022 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8469 -0.2358 -2.5293 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0410 -0.1087 -1.2934 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3398 -2.3531 0.9194 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4114 1.4909 2.6477 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3585 -0.0177 2.6369 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5267 1.1505 1.2581 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0085 -0.3600 2.1283 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2200 -1.5267 0.9996 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5139 -2.0946 -1.3053 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2209 -1.8232 -1.4490 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4999 0.7959 -0.8974 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0189 -2.2795 2.1683 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5544 0.9740 -0.6201 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3163 2.5549 -2.1895 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2969 4.3223 -3.5312 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7686 4.1523 -1.1334 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8063 2.4120 0.2459 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7548 6.3233 -2.9078 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6250 -1.0362 -0.4024 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0394 -2.2411 1.4533 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2704 -2.8390 1.4303 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4269 -1.8837 -0.6615 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9144 -1.0694 -1.8271 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5288 1.0551 -2.1974 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7335 -0.4825 -3.1077 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7943 -0.1845 -1.7211 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4457 -3.6737 -0.3005 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7451 -0.6553 0.8716 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0577 -0.1134 2.6972 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0691 -3.2306 2.5463 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0760 -0.8835 -3.2206 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9369 -0.5031 -1.5372 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8816 -3.1692 1.1156 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 2 0 10 11 1 0 11 12 2 0 12 13 1 0 13 14 2 0 13 15 1 0 15 16 1 0 16 17 1 0 17 18 2 0 18 19 1 0 19 20 2 0 20 21 1 0 21 22 2 0 20 23 1 0 16 24 2 0 24 25 1 0 25 26 2 0 24 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 32 34 1 0 31 35 1 0 30 36 1 0 29 37 1 0 11 38 1 0 5 39 1 0 4 40 1 0 3 41 1 0 7 2 1 0 14 9 1 0 22 17 1 0 34 28 1 0 25 12 1 0 1 42 1 0 1 43 1 0 1 44 1 0 2 45 1 1 3 46 1 1 4 47 1 6 5 48 1 6 6 49 1 6 10 50 1 0 14 51 1 0 18 52 1 0 19 53 1 0 21 54 1 0 22 55 1 0 23 56 1 0 28 57 1 6 29 58 1 1 30 59 1 1 31 60 1 1 32 61 1 6 33 62 1 0 33 63 1 0 33 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 M END

Standard InCHIKey	PUPKKEQDLNREIM-DGHCMIAQSA-N
Standard InCHI	InChI=1S/C27H30O14/c1-9-17(30)20(33)22(35)26(37-9)39-13-7-14(29)16-15(8-13)40-24(11-3-5-12(28)6-4-11)25(19(16)32)41-27-23(36)21(34)18(31)10(2)38-27/h3-10,17-18,20-23,26-31,33-36H,1-2H3/t9-,10-,17-,18-,20+,21+,22+,23+,26-,27+/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)Oc1cc(c2c(c1)oc(c1ccc(cc1)O)c(c2=O)O[C@@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)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
NPO1436	Houttuynia cordata	Species	Saururaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.5897/AJB11.1524]
NPO1436	Houttuynia cordata	Species	Saururaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29099182]
NPO1436	Houttuynia cordata	Species	Saururaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32456033]
NPO1436	Houttuynia cordata	Species	Saururaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1436	Houttuynia cordata	Species	Saururaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1436	Houttuynia cordata	Species	Saururaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1436	Houttuynia cordata	Species	Saururaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1436	Houttuynia cordata	Species	Saururaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]

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 NPC275011 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	21324
0.1-0.2	24984
0.2-0.3	2560
0.3-0.4	471
0.4-0.5	249
0.5-0.6	110
0.6-0.7	56
0.7-0.8	0
0.8-0.85	6
0.85-0.9	0
0.9-0.95	4
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC249281
0.9403	High Similarity	NPC46420
0.9143	High Similarity	NPC116458
0.9143	High Similarity	NPC246943
0.9014	High Similarity	NPC276377
0.8429	Intermediate Similarity	NPC297987
0.8421	Intermediate Similarity	NPC150164
0.8312	Intermediate Similarity	NPC186816
0.831	Intermediate Similarity	NPC271692
0.8108	Intermediate Similarity	NPC605784
0.8	Intermediate Similarity	NPC72016
0.7887	Intermediate Similarity	NPC111929
0.7887	Intermediate Similarity	NPC320283
0.7887	Intermediate Similarity	NPC41121
0.7838	Intermediate Similarity	NPC611303
0.7778	Intermediate Similarity	NPC32641
0.7778	Intermediate Similarity	NPC256188
0.7778	Intermediate Similarity	NPC35119
0.7671	Intermediate Similarity	NPC158674
0.7639	Intermediate Similarity	NPC331652
0.7534	Intermediate Similarity	NPC108831
0.7534	Intermediate Similarity	NPC182634
0.7432	Intermediate Similarity	NPC136042
0.7342	Intermediate Similarity	NPC251417
0.7297	Intermediate Similarity	NPC289667
0.7108	Intermediate Similarity	NPC64425
0.7067	Intermediate Similarity	NPC127546
0.7067	Intermediate Similarity	NPC57625
0.7067	Intermediate Similarity	NPC19709
0.7067	Intermediate Similarity	NPC173637
0.7067	Intermediate Similarity	NPC317489
0.7067	Intermediate Similarity	NPC238376
0.7067	Intermediate Similarity	NPC223424
0.7067	Intermediate Similarity	NPC600591
0.6905	Remote Similarity	NPC240306
0.6883	Remote Similarity	NPC84362
0.6883	Remote Similarity	NPC27640
0.6813	Remote Similarity	NPC25523
0.6744	Remote Similarity	NPC606657
0.6667	Remote Similarity	NPC142142
0.6623	Remote Similarity	NPC77672
0.6623	Remote Similarity	NPC133671
0.6623	Remote Similarity	NPC135391
0.6623	Remote Similarity	NPC78263
0.6623	Remote Similarity	NPC250069
0.6582	Remote Similarity	NPC59534
0.6548	Remote Similarity	NPC173582
0.6548	Remote Similarity	NPC265885
0.6548	Remote Similarity	NPC181465
0.6548	Remote Similarity	NPC215710
0.6548	Remote Similarity	NPC473438
0.6548	Remote Similarity	NPC253788
0.6543	Remote Similarity	NPC223747
0.6494	Remote Similarity	NPC473043
0.6494	Remote Similarity	NPC135599
0.6494	Remote Similarity	NPC73855
0.6494	Remote Similarity	NPC113968
0.6494	Remote Similarity	NPC328940
0.6494	Remote Similarity	NPC277174
0.6494	Remote Similarity	NPC606877
0.6484	Remote Similarity	NPC121703
0.6463	Remote Similarity	NPC66087
0.6456	Remote Similarity	NPC305811
0.6456	Remote Similarity	NPC24043
0.641	Remote Similarity	NPC39360
0.641	Remote Similarity	NPC29763
0.641	Remote Similarity	NPC210003
0.641	Remote Similarity	NPC348541
0.6374	Remote Similarity	NPC14187
0.6353	Remote Similarity	NPC44931
0.6329	Remote Similarity	NPC265530
0.6329	Remote Similarity	NPC323593
0.6329	Remote Similarity	NPC203500
0.6296	Remote Similarity	NPC219904
0.6234	Remote Similarity	NPC288084
0.619	Remote Similarity	NPC265115
0.6176	Remote Similarity	NPC146679
0.6173	Remote Similarity	NPC27942
0.6105	Remote Similarity	NPC480441
0.6105	Remote Similarity	NPC164704
0.6092	Remote Similarity	NPC65563
0.6092	Remote Similarity	NPC470949
0.6071	Remote Similarity	NPC476215
0.6049	Remote Similarity	NPC488080
0.6049	Remote Similarity	NPC349108
0.6049	Remote Similarity	NPC169977
0.6047	Remote Similarity	NPC480466
0.6023	Remote Similarity	NPC473571
0.6023	Remote Similarity	NPC110941
0.6	Remote Similarity	NPC476405
0.5977	Remote Similarity	NPC67105
0.5934	Remote Similarity	NPC486577
0.5926	Remote Similarity	NPC145038
0.5926	Remote Similarity	NPC8573
0.5926	Remote Similarity	NPC56077
0.5926	Remote Similarity	NPC281131
0.5926	Remote Similarity	NPC64305
0.5926	Remote Similarity	NPC253662
0.5926	Remote Similarity	NPC179950
0.5926	Remote Similarity	NPC277205
0.5926	Remote Similarity	NPC37919
0.5926	Remote Similarity	NPC88789
0.5926	Remote Similarity	NPC189142
0.5926	Remote Similarity	NPC77660
0.5926	Remote Similarity	NPC491374
0.5909	Remote Similarity	NPC203259
0.5909	Remote Similarity	NPC33054
0.5909	Remote Similarity	NPC210073
0.5909	Remote Similarity	NPC176740
0.5909	Remote Similarity	NPC471725
0.5909	Remote Similarity	NPC134532
0.5909	Remote Similarity	NPC602582
0.5904	Remote Similarity	NPC159579
0.5897	Remote Similarity	NPC54802
0.5897	Remote Similarity	NPC197304
0.5889	Remote Similarity	NPC483414
0.5889	Remote Similarity	NPC483415
0.5862	Remote Similarity	NPC471079
0.5862	Remote Similarity	NPC139320
0.5842	Remote Similarity	NPC470720
0.5824	Remote Similarity	NPC483416
0.5816	Remote Similarity	NPC470716
0.5795	Remote Similarity	NPC163242
0.5795	Remote Similarity	NPC272068
0.5784	Remote Similarity	NPC209550
0.5784	Remote Similarity	NPC138990
0.5783	Remote Similarity	NPC472459
0.5773	Remote Similarity	NPC470715
0.5743	Remote Similarity	NPC470717
0.573	Remote Similarity	NPC65003
0.573	Remote Similarity	NPC605592
0.5728	Remote Similarity	NPC175429
0.5714	Remote Similarity	NPC470443
0.5714	Remote Similarity	NPC175107
0.5714	Remote Similarity	NPC129217
0.5714	Remote Similarity	NPC488071
0.5698	Remote Similarity	NPC190003
0.5698	Remote Similarity	NPC355481
0.5679	Remote Similarity	NPC160515
0.5667	Remote Similarity	NPC129264
0.5632	Remote Similarity	NPC116864
0.5632	Remote Similarity	NPC244776
0.561	Remote Similarity	NPC261866
0.5604	Remote Similarity	NPC470125
0.5604	Remote Similarity	NPC64051
0.5595	Remote Similarity	NPC216496
0.5595	Remote Similarity	NPC599850
0.5568	Remote Similarity	NPC480463
0.5568	Remote Similarity	NPC278419
0.5568	Remote Similarity	NPC179198
0.5556	Remote Similarity	NPC67037
0.5556	Remote Similarity	NPC255615
0.5556	Remote Similarity	NPC277532
0.5543	Remote Similarity	NPC12013
0.5543	Remote Similarity	NPC11432
0.5543	Remote Similarity	NPC477613
0.5532	Remote Similarity	NPC476472
0.5532	Remote Similarity	NPC294815
0.5532	Remote Similarity	NPC470447
0.5532	Remote Similarity	NPC473073
0.5532	Remote Similarity	NPC16194
0.5529	Remote Similarity	NPC307938
0.5517	Remote Similarity	NPC203050
0.5517	Remote Similarity	NPC225434
0.5484	Remote Similarity	NPC270448
0.5474	Remote Similarity	NPC101636
0.5474	Remote Similarity	NPC298171
0.5465	Remote Similarity	NPC601144
0.5464	Remote Similarity	NPC203145
0.5455	Remote Similarity	NPC95866
0.5444	Remote Similarity	NPC39834
0.5444	Remote Similarity	NPC227508
0.5435	Remote Similarity	NPC126784
0.5435	Remote Similarity	NPC241423
0.5426	Remote Similarity	NPC5319
0.5426	Remote Similarity	NPC64755
0.5422	Remote Similarity	NPC19388
0.5422	Remote Similarity	NPC240431
0.5422	Remote Similarity	NPC55786
0.5412	Remote Similarity	NPC42773
0.5412	Remote Similarity	NPC45522
0.5408	Remote Similarity	NPC189564
0.5402	Remote Similarity	NPC311830
0.5385	Remote Similarity	NPC22062
0.5385	Remote Similarity	NPC473634
0.5385	Remote Similarity	NPC303913
0.5385	Remote Similarity	NPC138811
0.5368	Remote Similarity	NPC85751
0.5368	Remote Similarity	NPC19240
0.5357	Remote Similarity	NPC197896
0.5357	Remote Similarity	NPC95090
0.5357	Remote Similarity	NPC313163
0.5357	Remote Similarity	NPC27408
0.5349	Remote Similarity	NPC168584
0.5349	Remote Similarity	NPC60735
0.5349	Remote Similarity	NPC26230
0.5349	Remote Similarity	NPC285197
0.5342	Remote Similarity	NPC153758
0.5341	Remote Similarity	NPC170052
0.5341	Remote Similarity	NPC488072

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC275011 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5261
0.1-0.2	3830
0.2-0.3	49
0.3-0.4	3
0.4-0.5	2
0.5-0.6	4
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
0.6591	Remote Similarity	NPD7251	Phase 2
0.5957	Remote Similarity	NPD7808	Phase 3
0.5909	Remote Similarity	NPD6797	Phase 2
0.5426	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.5319	Remote Similarity	NPD7054	Phase 4

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