NPASS Compound

Natural Product: NPC210106

Natural Product ID	NPC210106
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	PGOYMURMZNDHNS-ZBXZNUPFSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	12302572
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

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 82 86 0 0 0 0 0 0 0 0999 V2000 5.9904 -0.3890 -2.3072 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7304 -0.7568 -1.5006 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2057 -2.0347 -2.1215 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2394 -1.1033 -0.1251 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1525 0.0321 0.8292 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7106 0.4756 0.9883 C 0 0 2 0 0 0 0 0 0 0 0 0 2.8963 -0.4921 1.7781 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8103 -1.1895 1.0428 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9240 -0.4073 0.1902 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6158 -1.2442 -1.0689 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6542 0.7936 -0.3192 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9442 1.8070 -0.8046 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5105 1.9132 -0.9136 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1779 0.6857 -0.3973 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6361 0.8529 -0.1115 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0448 1.7243 0.9875 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2259 1.4435 -1.4049 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6985 1.5641 -1.2798 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4308 0.4363 -0.6915 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.6982 -0.5888 0.0874 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1360 -0.6300 1.5319 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1110 -1.9576 -0.4931 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4882 -2.9934 0.1603 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2000 -0.5541 -0.0707 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4587 -1.4574 0.8271 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2118 -0.9345 1.4764 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3930 0.0485 0.7564 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0768 1.2271 1.6898 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2454 -0.1348 -1.7058 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1676 0.8935 -0.3175 C 0 0 2 0 0 0 0 0 0 0 0 0 3.7586 0.3392 -1.5599 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8371 1.6959 1.8718 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3309 1.7926 3.0066 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5598 2.7667 1.3850 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7997 -0.0376 -1.6409 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7454 0.4920 -2.9660 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3605 -1.2233 -2.8947 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0804 -2.5910 -2.5166 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7356 -2.7138 -1.3829 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5534 -1.8285 -2.9926 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3273 -1.4175 -0.1523 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7271 -1.9829 0.3164 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4974 -0.3302 1.8256 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7423 0.9110 0.5477 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6116 -1.2912 2.1425 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4669 -0.0831 2.7193 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3415 -1.9686 0.4092 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3260 -1.8521 1.8207 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4580 -1.9907 -1.2063 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2724 -1.8810 -0.9214 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6202 -0.6522 -1.9842 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5180 2.6793 -1.1742 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 1.9926 -2.0169 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9220 2.8568 -0.4892 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1376 -0.0673 -1.2210 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7879 1.4657 2.0075 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7957 2.7853 0.7050 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1783 1.7375 0.9813 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7716 2.4465 -1.5023 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8853 0.8500 -2.2806 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0797 1.8040 -2.3210 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8953 2.5425 -0.7418 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2130 0.8803 0.0026 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4885 -1.6249 1.8655 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4070 -0.2811 2.2518 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0454 0.0359 1.6131 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2107 -2.0497 -0.3110 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9432 -1.9683 -1.5880 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1156 -3.7727 0.1923 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0251 -0.9350 -1.1284 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1696 -1.7794 1.6488 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -2.4488 0.3245 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -1.8699 1.8155 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5303 -0.5104 2.4807 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9759 1.4828 1.6838 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3642 0.9821 2.7337 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5939 2.1606 1.3988 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9537 0.5393 -1.9583 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3717 2.0123 -0.3809 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8936 -0.0209 -2.1999 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1754 1.1530 -2.2350 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3249 3.7383 1.6248 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 6 9 11 1 0 11 12 2 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 1 15 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 1 20 22 1 0 22 23 1 0 20 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 1 19 29 1 0 11 30 1 0 30 31 1 0 6 32 1 1 32 33 2 0 32 34 1 0 31 2 1 0 30 6 1 0 27 9 1 0 27 14 1 0 24 15 1 0 1 35 1 0 1 36 1 0 1 37 1 0 3 38 1 0 3 39 1 0 3 40 1 0 4 41 1 0 4 42 1 0 5 43 1 0 5 44 1 0 7 45 1 0 7 46 1 0 8 47 1 0 8 48 1 0 10 49 1 0 10 50 1 0 10 51 1 0 12 52 1 0 13 53 1 0 13 54 1 0 14 55 1 6 16 56 1 0 16 57 1 0 16 58 1 0 17 59 1 0 17 60 1 0 18 61 1 0 18 62 1 0 19 63 1 1 21 64 1 0 21 65 1 0 21 66 1 0 22 67 1 0 22 68 1 0 23 69 1 0 24 70 1 6 25 71 1 0 25 72 1 0 26 73 1 0 26 74 1 0 28 75 1 0 28 76 1 0 28 77 1 0 29 78 1 0 30 79 1 6 31 80 1 0 31 81 1 0 34 82 1 0 M END

Standard InCHIKey	PGOYMURMZNDHNS-ZBXZNUPFSA-N
Standard InCHI	InChI=1S/C30H48O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21+,22+,23+,26-,27-,28+,29+,30-/m0/s1
SMILES	CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H]([C@@](C)(CO)[C@@H]5CC[C@@]34C)O)[C@@H]2C1)C(=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
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[31301930]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	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

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Cell line	1

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
NPT113	Cell line	RAW264.7	Mus musculus	IC50	>	50000.0	nM	PMID[31301930]

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 NPC210106 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	23560
0.1-0.2	22152
0.2-0.3	3173
0.3-0.4	567
0.4-0.5	200
0.5-0.6	113
0.6-0.7	46
0.7-0.8	0
0.8-0.85	1
0.85-0.9	6
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC270768
1.0	High Similarity	NPC59263
0.8667	High Similarity	NPC121798
0.8667	High Similarity	NPC234346
0.85	High Similarity	NPC480946
0.85	High Similarity	NPC130577
0.85	High Similarity	NPC142415
0.85	High Similarity	NPC102683
0.8095	Intermediate Similarity	NPC298554
0.7846	Intermediate Similarity	NPC130520
0.7656	Intermediate Similarity	NPC231063
0.7656	Intermediate Similarity	NPC282395
0.7656	Intermediate Similarity	NPC130278
0.75	Intermediate Similarity	NPC182797
0.75	Intermediate Similarity	NPC229281
0.75	Intermediate Similarity	NPC52169
0.75	Intermediate Similarity	NPC488562
0.7385	Intermediate Similarity	NPC61543
0.7385	Intermediate Similarity	NPC293048
0.7385	Intermediate Similarity	NPC225585
0.7344	Intermediate Similarity	NPC198664
0.7231	Intermediate Similarity	NPC282616
0.7231	Intermediate Similarity	NPC275809
0.7164	Intermediate Similarity	NPC191412
0.7164	Intermediate Similarity	NPC114159
0.7164	Intermediate Similarity	NPC6818
0.7121	Intermediate Similarity	NPC158141
0.7121	Intermediate Similarity	NPC110308
0.7059	Intermediate Similarity	NPC127689
0.6984	Remote Similarity	NPC604575
0.697	Remote Similarity	NPC64872
0.697	Remote Similarity	NPC84319
0.697	Remote Similarity	NPC25906
0.697	Remote Similarity	NPC52021
0.697	Remote Similarity	NPC599947
0.6957	Remote Similarity	NPC116457
0.6667	Remote Similarity	NPC263393
0.6618	Remote Similarity	NPC106112
0.6618	Remote Similarity	NPC261935
0.6618	Remote Similarity	NPC481360
0.6618	Remote Similarity	NPC609452
0.6528	Remote Similarity	NPC474727
0.6522	Remote Similarity	NPC228784
0.6522	Remote Similarity	NPC324341
0.6522	Remote Similarity	NPC601810
0.6471	Remote Similarity	NPC307282
0.6471	Remote Similarity	NPC37038
0.6377	Remote Similarity	NPC88116
0.6364	Remote Similarity	NPC204407
0.6324	Remote Similarity	NPC187722
0.6286	Remote Similarity	NPC200752
0.6286	Remote Similarity	NPC120840
0.6286	Remote Similarity	NPC136697
0.6282	Remote Similarity	NPC28198
0.6282	Remote Similarity	NPC476123
0.6282	Remote Similarity	NPC606107
0.6269	Remote Similarity	NPC280654
0.625	Remote Similarity	NPC222047
0.6232	Remote Similarity	NPC51700
0.6232	Remote Similarity	NPC88716
0.6232	Remote Similarity	NPC68160
0.6232	Remote Similarity	NPC606443
0.6197	Remote Similarity	NPC201657
0.6197	Remote Similarity	NPC474963
0.6154	Remote Similarity	NPC196753
0.6143	Remote Similarity	NPC472149
0.6098	Remote Similarity	NPC284807
0.6076	Remote Similarity	NPC283849
0.6056	Remote Similarity	NPC202728
0.6056	Remote Similarity	NPC158059
0.6056	Remote Similarity	NPC145667
0.6056	Remote Similarity	NPC293564
0.6	Remote Similarity	NPC198621
0.6	Remote Similarity	NPC156981
0.6	Remote Similarity	NPC216940
0.5972	Remote Similarity	NPC91010
0.5946	Remote Similarity	NPC96580
0.5926	Remote Similarity	NPC286347
0.5915	Remote Similarity	NPC481314
0.589	Remote Similarity	NPC481316
0.5854	Remote Similarity	NPC100383
0.5833	Remote Similarity	NPC291028
0.5833	Remote Similarity	NPC191410
0.5833	Remote Similarity	NPC29765
0.5811	Remote Similarity	NPC296164
0.5811	Remote Similarity	NPC187933
0.5775	Remote Similarity	NPC32118
0.5769	Remote Similarity	NPC603645
0.5765	Remote Similarity	NPC475472
0.5747	Remote Similarity	NPC136877
0.5735	Remote Similarity	NPC230295
0.5735	Remote Similarity	NPC98386
0.5714	Remote Similarity	NPC294112
0.5714	Remote Similarity	NPC473538
0.5698	Remote Similarity	NPC270667
0.5698	Remote Similarity	NPC164194
0.5694	Remote Similarity	NPC271614
0.5694	Remote Similarity	NPC73489
0.5694	Remote Similarity	NPC173744
0.5694	Remote Similarity	NPC204961
0.5694	Remote Similarity	NPC73004
0.5676	Remote Similarity	NPC137072
0.5634	Remote Similarity	NPC474806
0.5634	Remote Similarity	NPC274330
0.5634	Remote Similarity	NPC213412
0.5634	Remote Similarity	NPC133579
0.5616	Remote Similarity	NPC32407
0.5616	Remote Similarity	NPC263548
0.5616	Remote Similarity	NPC606320
0.5568	Remote Similarity	NPC12288
0.5556	Remote Similarity	NPC171203
0.5556	Remote Similarity	NPC307426
0.5556	Remote Similarity	NPC98442
0.5556	Remote Similarity	NPC242468
0.5556	Remote Similarity	NPC112866
0.5541	Remote Similarity	NPC247139
0.5526	Remote Similarity	NPC481315
0.5506	Remote Similarity	NPC174679
0.5506	Remote Similarity	NPC25605
0.5506	Remote Similarity	NPC279554
0.5506	Remote Similarity	NPC59804
0.5493	Remote Similarity	NPC477872
0.5479	Remote Similarity	NPC126369
0.5479	Remote Similarity	NPC470589
0.5479	Remote Similarity	NPC111110
0.5444	Remote Similarity	NPC127056
0.5444	Remote Similarity	NPC109079
0.5405	Remote Similarity	NPC139570
0.5395	Remote Similarity	NPC20235
0.5395	Remote Similarity	NPC299996
0.5395	Remote Similarity	NPC324063
0.5385	Remote Similarity	NPC472949
0.5385	Remote Similarity	NPC488561
0.5385	Remote Similarity	NPC601365
0.5352	Remote Similarity	NPC161751
0.5352	Remote Similarity	NPC474972
0.5352	Remote Similarity	NPC600543
0.5349	Remote Similarity	NPC18982
0.5342	Remote Similarity	NPC7260
0.5342	Remote Similarity	NPC210037
0.5342	Remote Similarity	NPC120968
0.5342	Remote Similarity	NPC290972
0.5342	Remote Similarity	NPC306541
0.5342	Remote Similarity	NPC227467
0.5342	Remote Similarity	NPC273621
0.5341	Remote Similarity	NPC22676
0.5333	Remote Similarity	NPC80365
0.5333	Remote Similarity	NPC56713
0.5326	Remote Similarity	NPC22956
0.5316	Remote Similarity	NPC188833
0.5316	Remote Similarity	NPC481362
0.5287	Remote Similarity	NPC475627
0.5286	Remote Similarity	NPC253402
0.5286	Remote Similarity	NPC53744
0.5275	Remote Similarity	NPC114441
0.527	Remote Similarity	NPC38754
0.527	Remote Similarity	NPC37221
0.5233	Remote Similarity	NPC43353
0.5227	Remote Similarity	NPC171007
0.5227	Remote Similarity	NPC190849
0.5227	Remote Similarity	NPC475611
0.5217	Remote Similarity	NPC101475
0.5217	Remote Similarity	NPC6377
0.5217	Remote Similarity	NPC208381
0.5213	Remote Similarity	NPC114304
0.52	Remote Similarity	NPC173089
0.5169	Remote Similarity	NPC488215
0.5158	Remote Similarity	NPC180550
0.5158	Remote Similarity	NPC35405
0.5149	Remote Similarity	NPC476992
0.5139	Remote Similarity	NPC488164
0.5139	Remote Similarity	NPC264005
0.5132	Remote Similarity	NPC118519
0.5132	Remote Similarity	NPC132824
0.5128	Remote Similarity	NPC479743
0.5111	Remote Similarity	NPC262970
0.5106	Remote Similarity	NPC469945
0.5104	Remote Similarity	NPC139044
0.5104	Remote Similarity	NPC471383
0.5068	Remote Similarity	NPC267691
0.5067	Remote Similarity	NPC71074
0.5067	Remote Similarity	NPC605937
0.5065	Remote Similarity	NPC471588
0.5065	Remote Similarity	NPC148964
0.506	Remote Similarity	NPC476890
0.506	Remote Similarity	NPC476889
0.5055	Remote Similarity	NPC605663
0.5052	Remote Similarity	NPC257468

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC210106 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6684
0.1-0.2	2414
0.2-0.3	45
0.3-0.4	3
0.4-0.5	3
0.5-0.6	1
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
0.5556	Remote Similarity	NPD7645	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