NPASS Compound

Natural Product: NPC608355

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 111113 0 0 0 0 0 0 0 0999 V2000 -13.1232 -1.4014 2.3533 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.0588 -1.7028 1.3505 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8748 -2.4404 1.9870 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8273 -2.7276 0.9434 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2571 -1.5497 0.2783 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5493 -0.5534 1.1422 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0485 0.5878 0.2839 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3091 1.6464 1.0151 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0515 1.1838 1.7090 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0689 0.5751 0.7292 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6666 1.5008 -0.3705 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0564 2.6680 0.0040 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8383 0.7552 -1.3619 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6631 1.5294 -2.6495 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5963 0.5938 -3.2855 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7532 0.3818 -2.0761 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8098 -0.7597 -2.1013 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0375 -0.9627 -3.3542 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4090 -0.9313 -2.8170 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1916 -0.0247 -1.6260 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3596 0.1594 -0.7406 C 0 0 2 0 0 0 0 0 0 0 0 0 2.8927 -0.9788 -0.1832 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0209 1.2409 0.2707 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1780 1.4961 1.2033 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4234 1.9161 0.4197 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1475 3.1510 -0.3341 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2077 3.7411 -1.1690 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7525 3.0293 -2.3257 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4530 1.7332 -2.1757 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6527 1.7819 -1.2883 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3672 0.4785 -1.1604 C 0 0 2 0 0 0 0 0 0 0 0 0 8.7617 0.0609 -2.4344 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5686 -0.5203 -0.3947 C 0 0 2 0 0 0 0 0 0 0 0 0 7.2348 -0.0483 0.8286 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1654 -1.9012 -0.4447 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3680 -2.8628 0.3461 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3942 -2.7337 1.8122 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0873 -1.9695 2.6209 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7241 -2.2346 4.0285 C 0 0 2 0 0 0 0 0 0 0 0 0 8.9636 -2.6874 4.7725 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7476 -3.2238 3.9877 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5138 -3.5599 2.6825 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.4228 2.2235 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0951 -0.6519 -1.0308 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5552 0.4423 -0.9439 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.6129 -0.4507 2.0423 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.9033 -2.1858 2.2937 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.7299 -1.2769 3.3839 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.4962 -2.3338 0.5550 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.6872 -0.7716 0.8317 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2950 -3.4201 2.2988 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5088 -1.9472 2.8877 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3167 -3.4118 0.1918 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0431 -3.3468 1.4332 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5136 -1.8908 -0.4999 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0265 -1.0141 -0.3125 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2599 -0.1039 1.8830 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7053 -0.9439 1.7082 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8619 1.0671 -0.2938 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3789 0.1278 -0.5039 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9911 1.9834 1.8574 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1560 2.5679 0.4207 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3357 0.4019 2.4392 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6182 2.0428 2.2167 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1501 0.3052 1.3061 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4554 -0.3594 0.2942 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6410 1.7365 -0.9201 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9754 2.7735 0.9855 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3248 -0.2306 -1.6505 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5545 1.6116 -3.2638 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1347 2.4776 -2.4281 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1750 -0.3122 -3.5748 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0848 1.0851 -4.1179 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1021 1.3151 -1.9961 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3574 -1.7287 -1.9064 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0970 -0.1358 -4.0888 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2257 -1.9373 -3.8529 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6280 -1.9632 -2.4897 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0952 -0.5472 -3.5661 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9081 0.9742 -2.0372 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1966 0.5770 -1.4002 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2619 -1.5566 0.2811 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2006 0.7983 0.9174 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6422 2.1131 -0.2552 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9252 2.3288 1.8693 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3734 0.6154 1.8128 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7877 1.0468 -0.1001 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1802 2.1435 1.2205 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8628 3.9571 0.4253 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2120 3.0839 -0.9600 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8016 4.7294 -1.5593 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0143 4.0970 -0.4530 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4162 3.6892 -2.9586 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8762 2.8297 -3.0300 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9155 1.5093 -3.2236 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8569 0.8485 -2.0056 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4104 2.5290 -1.6347 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3366 2.0927 -0.2524 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2859 0.6894 -0.5327 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0902 -0.5507 -2.8332 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5568 -0.6632 -0.9445 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3366 -0.2314 1.1552 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2388 -1.8727 -0.1260 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1352 -2.2160 -1.5129 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6047 -3.9399 0.0709 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2783 -2.7719 0.0600 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8703 -1.2512 2.2944 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3773 -1.2910 4.5075 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0502 -2.1860 5.7636 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8414 -2.3911 4.1887 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9194 -3.7823 4.9643 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 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 11 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 21 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 31 33 1 0 33 34 1 0 33 35 1 0 35 36 1 0 36 37 1 0 37 38 2 0 38 39 1 0 39 40 1 0 39 41 1 0 41 42 1 0 42 43 2 0 20 44 1 0 16 45 1 0 45 13 1 0 44 17 1 0 42 37 1 0 1 46 1 0 1 47 1 0 1 48 1 0 2 49 1 0 2 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 6 57 1 0 6 58 1 0 7 59 1 0 7 60 1 0 8 61 1 0 8 62 1 0 9 63 1 0 9 64 1 0 10 65 1 0 10 66 1 0 11 67 1 6 12 68 1 0 13 69 1 6 14 70 1 0 14 71 1 0 15 72 1 0 15 73 1 0 16 74 1 1 17 75 1 1 18 76 1 0 18 77 1 0 19 78 1 0 19 79 1 0 20 80 1 6 21 81 1 6 22 82 1 0 23 83 1 0 23 84 1 0 24 85 1 0 24 86 1 0 25 87 1 0 25 88 1 0 26 89 1 0 26 90 1 0 27 91 1 0 27 92 1 0 28 93 1 0 28 94 1 0 29 95 1 0 29 96 1 0 30 97 1 0 30 98 1 0 31 99 1 1 32100 1 0 33101 1 6 34102 1 0 35103 1 0 35104 1 0 36105 1 0 36106 1 0 38107 1 0 39108 1 1 40109 1 0 40110 1 0 40111 1 0 M END

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

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 NPC608355 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	17059
0.1-0.2	29360
0.2-0.3	3127
0.3-0.4	83
0.4-0.5	27
0.5-0.6	61
0.6-0.7	61
0.7-0.8	0
0.8-0.85	17
0.85-0.9	3
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC600524
0.8913	High Similarity	NPC219652
0.8913	High Similarity	NPC473840
0.8511	High Similarity	NPC25703
0.8444	Intermediate Similarity	NPC25764
0.8444	Intermediate Similarity	NPC235809
0.8444	Intermediate Similarity	NPC39279
0.8444	Intermediate Similarity	NPC39167
0.8444	Intermediate Similarity	NPC292809
0.8444	Intermediate Similarity	NPC202055
0.8444	Intermediate Similarity	NPC606804
0.8444	Intermediate Similarity	NPC607425
0.8444	Intermediate Similarity	NPC608574
0.8298	Intermediate Similarity	NPC473649
0.8298	Intermediate Similarity	NPC154097
0.8298	Intermediate Similarity	NPC159750
0.8298	Intermediate Similarity	NPC73248
0.8298	Intermediate Similarity	NPC470401
0.8163	Intermediate Similarity	NPC485250
0.8125	Intermediate Similarity	NPC604764
0.8043	Intermediate Similarity	NPC329829
0.7917	Intermediate Similarity	NPC473156
0.7917	Intermediate Similarity	NPC282815
0.7917	Intermediate Similarity	NPC600956
0.7917	Intermediate Similarity	NPC610454
0.7755	Intermediate Similarity	NPC473671
0.7755	Intermediate Similarity	NPC475268
0.7755	Intermediate Similarity	NPC470400
0.7755	Intermediate Similarity	NPC77871
0.7755	Intermediate Similarity	NPC9678
0.7755	Intermediate Similarity	NPC319036
0.7755	Intermediate Similarity	NPC605867
0.76	Intermediate Similarity	NPC132940
0.7593	Intermediate Similarity	NPC473905
0.7451	Intermediate Similarity	NPC20533
0.7451	Intermediate Similarity	NPC605396
0.7391	Intermediate Similarity	NPC73310
0.7391	Intermediate Similarity	NPC473529
0.7391	Intermediate Similarity	NPC180363
0.7391	Intermediate Similarity	NPC94875
0.7391	Intermediate Similarity	NPC11332
0.7391	Intermediate Similarity	NPC145914
0.7391	Intermediate Similarity	NPC601174
0.7391	Intermediate Similarity	NPC601403
0.7391	Intermediate Similarity	NPC603568
0.7391	Intermediate Similarity	NPC604330
0.7391	Intermediate Similarity	NPC608300
0.7391	Intermediate Similarity	NPC611200
0.7391	Intermediate Similarity	NPC611571
0.7358	Intermediate Similarity	NPC89001
0.7347	Intermediate Similarity	NPC81045
0.7347	Intermediate Similarity	NPC39754
0.7347	Intermediate Similarity	NPC171135
0.7347	Intermediate Similarity	NPC61257
0.7347	Intermediate Similarity	NPC320569
0.7347	Intermediate Similarity	NPC133730
0.7347	Intermediate Similarity	NPC191929
0.7347	Intermediate Similarity	NPC100454
0.7347	Intermediate Similarity	NPC242364
0.7347	Intermediate Similarity	NPC172821
0.7347	Intermediate Similarity	NPC274446
0.7347	Intermediate Similarity	NPC485251
0.7347	Intermediate Similarity	NPC151403
0.7347	Intermediate Similarity	NPC261952
0.7347	Intermediate Similarity	NPC605171
0.7292	Intermediate Similarity	NPC100921
0.7292	Intermediate Similarity	NPC477018
0.7255	Intermediate Similarity	NPC65930
0.72	Intermediate Similarity	NPC93794
0.72	Intermediate Similarity	NPC473504
0.72	Intermediate Similarity	NPC81778
0.72	Intermediate Similarity	NPC40066
0.717	Intermediate Similarity	NPC120398
0.717	Intermediate Similarity	NPC473995
0.717	Intermediate Similarity	NPC471567
0.7115	Intermediate Similarity	NPC329838
0.7091	Intermediate Similarity	NPC91067
0.6981	Remote Similarity	NPC477012
0.6939	Remote Similarity	NPC475159
0.6939	Remote Similarity	NPC131002
0.6939	Remote Similarity	NPC473780
0.6939	Remote Similarity	NPC604521
0.6923	Remote Similarity	NPC42598
0.6889	Remote Similarity	NPC609415
0.6863	Remote Similarity	NPC134865
0.6863	Remote Similarity	NPC103523
0.6863	Remote Similarity	NPC488627
0.6863	Remote Similarity	NPC488631
0.6863	Remote Similarity	NPC477011
0.6792	Remote Similarity	NPC329615
0.6792	Remote Similarity	NPC602738
0.6786	Remote Similarity	NPC473520
0.6667	Remote Similarity	NPC156804
0.6545	Remote Similarity	NPC169511
0.6545	Remote Similarity	NPC287164
0.6545	Remote Similarity	NPC234077
0.6538	Remote Similarity	NPC163093
0.6538	Remote Similarity	NPC144415
0.6538	Remote Similarity	NPC607439
0.6538	Remote Similarity	NPC608157
0.6481	Remote Similarity	NPC309211
0.6481	Remote Similarity	NPC477010
0.6429	Remote Similarity	NPC480082
0.6415	Remote Similarity	NPC241360
0.6415	Remote Similarity	NPC293136
0.64	Remote Similarity	NPC606043
0.6379	Remote Similarity	NPC253801
0.6364	Remote Similarity	NPC473478
0.6364	Remote Similarity	NPC473651
0.6364	Remote Similarity	NPC66346
0.6316	Remote Similarity	NPC239517
0.6275	Remote Similarity	NPC107986
0.6275	Remote Similarity	NPC223871
0.6275	Remote Similarity	NPC231009
0.6275	Remote Similarity	NPC103284
0.6275	Remote Similarity	NPC110710
0.6275	Remote Similarity	NPC1083
0.6275	Remote Similarity	NPC82795
0.6275	Remote Similarity	NPC286338
0.6275	Remote Similarity	NPC603931
0.6275	Remote Similarity	NPC604237
0.625	Remote Similarity	NPC283085
0.625	Remote Similarity	NPC132496
0.6154	Remote Similarity	NPC488253
0.6154	Remote Similarity	NPC473669
0.6154	Remote Similarity	NPC488251
0.6111	Remote Similarity	NPC480079
0.6038	Remote Similarity	NPC232555
0.6038	Remote Similarity	NPC171174
0.6038	Remote Similarity	NPC114694
0.6038	Remote Similarity	NPC485248
0.6038	Remote Similarity	NPC142117
0.6038	Remote Similarity	NPC480249
0.6038	Remote Similarity	NPC485249
0.6038	Remote Similarity	NPC240695
0.6	Remote Similarity	NPC473663
0.6	Remote Similarity	NPC473723
0.6	Remote Similarity	NPC475173
0.5965	Remote Similarity	NPC231096
0.5965	Remote Similarity	NPC475581
0.5965	Remote Similarity	NPC62118
0.5965	Remote Similarity	NPC258068
0.5965	Remote Similarity	NPC107717
0.5965	Remote Similarity	NPC488252
0.5965	Remote Similarity	NPC476583
0.5965	Remote Similarity	NPC606740
0.5965	Remote Similarity	NPC608614
0.5926	Remote Similarity	NPC488632
0.5862	Remote Similarity	NPC320458
0.5862	Remote Similarity	NPC233551
0.5862	Remote Similarity	NPC40376
0.5862	Remote Similarity	NPC21208
0.5862	Remote Similarity	NPC477014
0.5862	Remote Similarity	NPC477013
0.5818	Remote Similarity	NPC280621
0.5818	Remote Similarity	NPC48338
0.5818	Remote Similarity	NPC488628
0.5741	Remote Similarity	NPC182383
0.5714	Remote Similarity	NPC178215
0.5714	Remote Similarity	NPC473687
0.5714	Remote Similarity	NPC204686
0.5714	Remote Similarity	NPC219498
0.5714	Remote Similarity	NPC308412
0.5714	Remote Similarity	NPC134885
0.5714	Remote Similarity	NPC488247
0.5714	Remote Similarity	NPC210218
0.5714	Remote Similarity	NPC488248
0.5667	Remote Similarity	NPC322529
0.5667	Remote Similarity	NPC480081
0.5614	Remote Similarity	NPC20621
0.5614	Remote Similarity	NPC318963
0.5614	Remote Similarity	NPC134807
0.5614	Remote Similarity	NPC488250
0.5614	Remote Similarity	NPC605101
0.5593	Remote Similarity	NPC488623
0.5593	Remote Similarity	NPC488624
0.5593	Remote Similarity	NPC488629
0.5574	Remote Similarity	NPC477015
0.5556	Remote Similarity	NPC477017
0.5556	Remote Similarity	NPC477016
0.5517	Remote Similarity	NPC69082
0.5517	Remote Similarity	NPC488249
0.5424	Remote Similarity	NPC130359
0.5424	Remote Similarity	NPC14901
0.541	Remote Similarity	NPC280612
0.5357	Remote Similarity	NPC47937
0.5345	Remote Similarity	NPC600188
0.5312	Remote Similarity	NPC279267
0.5283	Remote Similarity	NPC112685
0.52	Remote Similarity	NPC608138
0.5185	Remote Similarity	NPC228411
0.5185	Remote Similarity	NPC480072
0.5172	Remote Similarity	NPC473904
0.5161	Remote Similarity	NPC488630
0.5161	Remote Similarity	NPC488625
0.5161	Remote Similarity	NPC488626
0.5088	Remote Similarity	NPC480078
0.5088	Remote Similarity	NPC480071
0.5088	Remote Similarity	NPC488246

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC608355 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6436
0.1-0.2	2650
0.2-0.3	64
0.3-0.4	0
0.4-0.5	0
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