NPASS Compound

Natural Product: NPC60014

Natural Product ID	NPC60014
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	WDPGVNDSNNDCOT-CRIWHUKNSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	52952751
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

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 102107 0 0 0 0 0 0 0 0999 V2000 -3.4519 -3.0927 1.6182 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1556 -3.5155 0.9754 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6675 -4.7538 1.7411 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3434 -3.9096 -0.4423 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7995 -2.7318 -1.2223 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9175 -1.5120 -1.1244 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0426 -1.4987 -2.3408 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2213 -0.7616 -2.3434 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9856 -0.7995 -1.0131 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4773 -2.2308 -0.9414 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0460 -0.4810 -0.0202 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0953 0.5960 0.7124 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2209 1.5617 0.6439 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4290 0.6813 0.3031 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2075 0.0654 -1.0187 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0408 1.0502 -2.1567 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4387 -0.7297 -1.3959 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7279 0.0791 -1.2379 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8354 0.4471 0.2304 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1907 0.8336 0.6619 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9445 1.6938 -0.3292 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0037 -0.4818 0.7156 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3090 -0.2084 1.1267 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3136 1.4241 2.0143 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0912 1.9897 2.6420 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8344 1.4310 2.1004 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9844 1.0553 2.8610 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7012 1.3675 0.6180 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8473 2.7568 0.0909 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2852 2.4571 2.0024 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2550 -1.3024 0.1805 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0837 -2.4784 1.0829 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8914 -0.3774 -1.3612 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7340 0.4150 -2.3139 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9808 -0.1779 -0.5384 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9440 0.8238 -0.6459 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.3181 0.2276 -0.9530 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2362 0.5494 0.2038 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.3576 2.0537 0.2552 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9581 2.6275 0.2148 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8856 3.7703 1.2041 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8941 4.6707 0.8633 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9865 1.6624 0.4660 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0926 2.4937 -0.8423 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5860 0.1515 1.3680 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8535 0.7198 -2.1261 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2681 -3.3079 0.8984 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6821 -3.6976 2.5175 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4429 -2.0064 1.8924 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2873 -5.6236 1.4188 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6385 -4.9493 1.3992 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6998 -4.5853 2.8251 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0889 -4.7164 -0.5919 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3435 -4.2301 -0.8485 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8752 -3.0695 -2.2999 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8581 -2.5336 -0.9369 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8084 -2.5862 -2.5665 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6567 -1.2361 -3.2669 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8688 -1.1985 -3.1608 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0042 0.2723 -2.6754 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9890 -2.5189 -0.0408 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6290 -2.9379 -1.2076 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1503 -2.3603 -1.8088 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6702 0.8706 1.4811 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0416 2.3473 -0.1196 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3973 2.0990 1.5893 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3609 -0.1593 1.0528 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9786 1.6698 -2.2914 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9792 0.4821 -3.1073 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2325 1.7593 -2.0560 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4604 -1.0079 -2.4770 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6160 -1.5978 -0.7128 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5340 -0.6422 -1.4474 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8222 0.9036 -1.9303 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5928 -0.5121 0.7595 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6538 1.5681 -1.3682 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9300 2.7703 0.0155 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0449 1.4404 -0.2784 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5409 -1.1391 1.4574 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1011 -0.9214 -0.2937 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9575 -0.2576 0.3818 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7565 0.6829 2.7466 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1550 1.8334 3.7472 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1072 3.1187 2.5641 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8799 3.0629 -0.3502 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6452 2.8682 -0.6672 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0607 3.5087 0.8763 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1961 2.0749 2.0479 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0004 -0.6780 0.7895 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1224 -2.1739 2.1810 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1008 -2.9839 1.0335 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6903 1.4550 -1.5217 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1971 -0.8718 -1.0473 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1875 0.0409 0.0437 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9245 2.3757 1.1685 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8007 3.0678 -0.7910 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1374 3.3930 2.2299 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9319 4.3028 1.1818 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5341 5.6151 0.8516 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9783 2.0960 -0.8623 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1654 -0.3686 1.9609 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2987 0.5801 -2.9149 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 2 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 1 9 11 1 0 11 12 2 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 6 15 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 6 20 22 1 0 22 23 1 0 20 24 1 0 24 25 1 0 25 26 1 0 26 27 2 0 26 28 1 0 28 29 1 6 24 30 1 0 11 31 1 0 31 32 1 0 6 33 1 6 33 34 2 0 33 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 40 43 1 0 39 44 1 0 38 45 1 0 37 46 1 0 32 2 1 0 43 36 1 0 31 6 1 0 15 9 1 0 28 19 1 0 28 14 1 0 1 47 1 0 1 48 1 0 1 49 1 0 3 50 1 0 3 51 1 0 3 52 1 0 4 53 1 0 4 54 1 0 5 55 1 0 5 56 1 0 7 57 1 0 7 58 1 0 8 59 1 0 8 60 1 0 10 61 1 0 10 62 1 0 10 63 1 0 12 64 1 0 13 65 1 0 13 66 1 0 14 67 1 1 16 68 1 0 16 69 1 0 16 70 1 0 17 71 1 0 17 72 1 0 18 73 1 0 18 74 1 0 19 75 1 1 21 76 1 0 21 77 1 0 21 78 1 0 22 79 1 0 22 80 1 0 23 81 1 0 24 82 1 1 25 83 1 0 25 84 1 0 29 85 1 0 29 86 1 0 29 87 1 0 30 88 1 0 31 89 1 1 32 90 1 0 32 91 1 0 36 92 1 6 37 93 1 6 38 94 1 6 39 95 1 1 40 96 1 6 41 97 1 0 41 98 1 0 42 99 1 0 44100 1 0 45101 1 0 46102 1 0 M END

Standard InCHIKey	WDPGVNDSNNDCOT-CRIWHUKNSA-N
Standard InCHI	InChI=1S/C36H56O10/c1-31(2)11-13-36(30(44)46-29-28(43)27(42)26(41)21(17-37)45-29)14-12-33(4)19(20(36)16-31)7-8-23-34(33,5)10-9-22-32(3,18-38)24(39)15-25(40)35(22,23)6/h7,20-24,26-29,37-39,41-43H,8-18H2,1-6H3/t20-,21+,22-,23-,24-,26+,27-,28+,29-,32-,33+,34+,35-,36-/m0/s1
SMILES	CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@H]4[C@@]3(C)CC[C@H]3[C@](C)(CO)[C@H](CC(=O)[C@]43C)O)[C@@H]2C1)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)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
NPO6515	Juglans sinensis	Species	Juglandaceae	Eukaryota	n.a.	twig	n.a.	PMID[21309591]
NPO6515	Juglans sinensis	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21309591]
NPO941	Tiliacora triandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22418278]
NPO26573	Artemisia umbelliformis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO941	Tiliacora triandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28	Cutleria multifida	Species	Cutleriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4636	Onopordum anatolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3731	Salix japonica	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5560	Castor fiber	Species	Castoridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26573	Artemisia umbelliformis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28	Cutleria multifida	Species	Cutleriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO941	Tiliacora triandra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26307	Viburnum ayavacense	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6515	Juglans sinensis	Species	Juglandaceae	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 NPC60014 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	19801
0.1-0.2	24588
0.2-0.3	4357
0.3-0.4	815
0.4-0.5	172
0.5-0.6	96
0.6-0.7	22
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	Natural Product ID
0.7875	Intermediate Similarity	NPC237503
0.7407	Intermediate Similarity	NPC167383
0.7079	Intermediate Similarity	NPC29069
0.6744	Remote Similarity	NPC306746
0.6552	Remote Similarity	NPC199457
0.6489	Remote Similarity	NPC235405
0.6477	Remote Similarity	NPC68419
0.6421	Remote Similarity	NPC249848
0.6421	Remote Similarity	NPC107966
0.6413	Remote Similarity	NPC214484
0.6374	Remote Similarity	NPC209894
0.6354	Remote Similarity	NPC295371
0.6354	Remote Similarity	NPC473884
0.6277	Remote Similarity	NPC48499
0.625	Remote Similarity	NPC150400
0.618	Remote Similarity	NPC37739
0.6162	Remote Similarity	NPC30735
0.6146	Remote Similarity	NPC475516
0.6122	Remote Similarity	NPC469946
0.6111	Remote Similarity	NPC604133
0.6061	Remote Similarity	NPC223301
0.6061	Remote Similarity	NPC171544
0.604	Remote Similarity	NPC235438
0.602	Remote Similarity	NPC39211
0.602	Remote Similarity	NPC157868
0.5941	Remote Similarity	NPC40775
0.5941	Remote Similarity	NPC10607
0.5941	Remote Similarity	NPC102439
0.5934	Remote Similarity	NPC137917
0.5918	Remote Similarity	NPC473373
0.59	Remote Similarity	NPC192791
0.59	Remote Similarity	NPC242840
0.59	Remote Similarity	NPC112352
0.5895	Remote Similarity	NPC90856
0.5795	Remote Similarity	NPC191763
0.5784	Remote Similarity	NPC251768
0.5784	Remote Similarity	NPC159309
0.5784	Remote Similarity	NPC473459
0.5784	Remote Similarity	NPC46665
0.5784	Remote Similarity	NPC86222
0.5778	Remote Similarity	NPC46388
0.5755	Remote Similarity	NPC481030
0.5728	Remote Similarity	NPC475591
0.5728	Remote Similarity	NPC63159
0.5728	Remote Similarity	NPC236870
0.5714	Remote Similarity	NPC281148
0.5714	Remote Similarity	NPC116794
0.5714	Remote Similarity	NPC104372
0.5699	Remote Similarity	NPC271138
0.5699	Remote Similarity	NPC110139
0.5699	Remote Similarity	NPC108709
0.5686	Remote Similarity	NPC109588
0.5686	Remote Similarity	NPC104071
0.5673	Remote Similarity	NPC222580
0.5673	Remote Similarity	NPC297263
0.5657	Remote Similarity	NPC139894
0.5644	Remote Similarity	NPC473343
0.5607	Remote Similarity	NPC80986
0.5566	Remote Similarity	NPC114484
0.5534	Remote Similarity	NPC309714
0.5532	Remote Similarity	NPC102914
0.5514	Remote Similarity	NPC301449
0.5514	Remote Similarity	NPC601290
0.5487	Remote Similarity	NPC100639
0.5474	Remote Similarity	NPC220984
0.5463	Remote Similarity	NPC241909
0.5455	Remote Similarity	NPC475208
0.5435	Remote Similarity	NPC605954
0.5426	Remote Similarity	NPC310014
0.5426	Remote Similarity	NPC269315
0.5417	Remote Similarity	NPC256798
0.5413	Remote Similarity	NPC31838
0.5413	Remote Similarity	NPC481078
0.5413	Remote Similarity	NPC187290
0.5408	Remote Similarity	NPC189884
0.5408	Remote Similarity	NPC138334
0.5377	Remote Similarity	NPC475504
0.5377	Remote Similarity	NPC609763
0.5333	Remote Similarity	NPC11551
0.5333	Remote Similarity	NPC480475
0.5321	Remote Similarity	NPC96641
0.5321	Remote Similarity	NPC163183
0.5319	Remote Similarity	NPC479080
0.5268	Remote Similarity	NPC76972
0.5268	Remote Similarity	NPC469782
0.5268	Remote Similarity	NPC204414
0.5263	Remote Similarity	NPC7870
0.5263	Remote Similarity	NPC75747
0.5263	Remote Similarity	NPC135904
0.5229	Remote Similarity	NPC481079
0.5225	Remote Similarity	NPC75287
0.5221	Remote Similarity	NPC192600
0.5221	Remote Similarity	NPC79643
0.5217	Remote Similarity	NPC475160
0.5217	Remote Similarity	NPC470218
0.5217	Remote Similarity	NPC473714
0.521	Remote Similarity	NPC65105
0.52	Remote Similarity	NPC1046
0.5192	Remote Similarity	NPC475171
0.5182	Remote Similarity	NPC295823
0.5182	Remote Similarity	NPC174720
0.5182	Remote Similarity	NPC475467
0.5182	Remote Similarity	NPC480474
0.5181	Remote Similarity	NPC246708
0.5175	Remote Similarity	NPC481031
0.5152	Remote Similarity	NPC47063
0.5149	Remote Similarity	NPC179434
0.513	Remote Similarity	NPC155410
0.513	Remote Similarity	NPC123199
0.5128	Remote Similarity	NPC481080
0.5124	Remote Similarity	NPC298034
0.5124	Remote Similarity	NPC71065
0.5104	Remote Similarity	NPC48249
0.5102	Remote Similarity	NPC128925
0.51	Remote Similarity	NPC204458
0.5085	Remote Similarity	NPC476068
0.5083	Remote Similarity	NPC293330
0.5053	Remote Similarity	NPC190837
0.5047	Remote Similarity	NPC305267
0.5045	Remote Similarity	NPC480473
0.5043	Remote Similarity	NPC475899

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC60014 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7187
0.1-0.2	1894
0.2-0.3	65
0.3-0.4	3
0.4-0.5	1
0.5-0.6	0
0.6-0.7	0
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
		NPD

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