NPASS Compound

Natural Product: NPC112630

Natural Product ID	NPC112630
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	VPUNMTHWNSJUOG-YCTCZDAFSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	11967804
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001125] Steroid lactones [CHEMONTID:0001555] Cardenolides and derivatives [CHEMONTID:0001559] Cardenolide glycosides and derivatives

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 84 89 0 0 0 0 0 0 0 0999 V2000 -7.2358 2.2088 1.1865 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3044 1.5979 0.1684 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9926 0.6347 -0.7577 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.9584 -0.7894 -0.2577 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6329 -1.1978 0.3128 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6855 -0.0487 0.1752 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2356 1.0376 0.8460 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4307 -0.2729 0.7281 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3931 -0.1592 -0.1939 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7212 -1.4815 -0.3580 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4986 -1.4433 -1.2038 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4031 -0.2583 -0.9637 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2847 0.6058 -2.2321 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0151 0.6207 0.1646 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3279 0.0673 1.5274 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2770 -1.0720 1.5136 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3677 -0.9932 0.4631 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8569 -0.6660 -0.8858 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7797 0.2725 -1.6461 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2052 -0.1670 -1.3262 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5318 0.2903 0.0483 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8334 1.7674 0.1670 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7922 -0.4322 0.4906 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6069 -0.4592 2.0099 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1814 -0.9067 2.0927 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4549 -0.1383 1.0049 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9841 1.0117 1.6579 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0503 0.2639 0.1386 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8866 0.8098 1.0429 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0037 1.3985 0.3614 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0123 2.0124 0.8386 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8504 1.2083 -0.9988 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6480 0.4890 -1.1833 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4607 0.9590 0.1481 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1445 -2.3383 -0.3647 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9982 -1.0180 0.6613 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9075 -1.9529 0.1348 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5027 0.7434 -2.0635 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.2762 1.8482 1.0396 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9014 2.0218 2.2281 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2868 3.3235 1.0845 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8964 2.4257 -0.4607 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0629 0.9336 -0.8020 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1570 -1.4236 -1.1504 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7966 -1.4647 1.3837 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5304 0.1680 -0.9072 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8770 0.0916 -1.1814 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5268 -1.9888 0.6329 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4532 -2.1590 -0.8664 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7301 -1.5815 -2.2798 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1168 -2.3510 -0.9308 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7527 1.6006 -2.0762 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7937 0.8147 -2.4420 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6686 0.0795 -3.1163 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5225 1.6053 0.0002 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6028 -0.2958 2.0595 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6661 0.9284 2.1498 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8062 -1.0898 2.5028 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7684 -2.0625 1.4343 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7943 -2.0441 0.4489 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8929 -1.6113 -1.5161 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6798 0.1776 -2.7465 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6799 1.3173 -1.3813 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2682 -1.2933 -1.3157 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8512 0.2802 -2.0741 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9099 1.9128 -0.0268 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2744 2.3957 -0.5176 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6397 2.0351 1.2393 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8457 -1.4654 0.1494 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7764 0.5391 2.4616 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2612 -1.2119 2.4644 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1661 -1.9984 1.8977 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7616 -0.6845 3.1062 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6554 1.6976 1.0595 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7603 0.8170 2.1179 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0345 1.0390 -1.9051 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9493 -0.5196 -1.5851 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7295 1.2982 1.1927 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6634 1.8508 -0.4865 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9915 -3.0848 0.2722 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7278 -2.1542 0.8218 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3297 -2.9031 0.0291 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2574 -1.6468 -0.8735 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1322 1.6285 -2.2615 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 6 12 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 6 21 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 1 23 28 1 0 28 29 2 0 29 30 1 0 30 31 2 0 30 32 1 0 32 33 1 0 14 34 1 0 5 35 1 0 4 36 1 0 36 37 1 0 3 38 1 0 7 2 1 0 34 9 1 0 18 12 1 0 26 21 1 0 33 28 1 0 26 17 1 0 1 39 1 0 1 40 1 0 1 41 1 0 2 42 1 0 3 43 1 6 4 44 1 0 5 45 1 0 6 46 1 6 9 47 1 6 10 48 1 0 10 49 1 0 11 50 1 0 11 51 1 0 13 52 1 0 13 53 1 0 13 54 1 0 14 55 1 6 15 56 1 0 15 57 1 0 16 58 1 0 16 59 1 0 17 60 1 0 18 61 1 0 19 62 1 0 19 63 1 0 20 64 1 0 20 65 1 0 22 66 1 0 22 67 1 0 22 68 1 0 23 69 1 6 24 70 1 0 24 71 1 0 25 72 1 0 25 73 1 0 27 74 1 0 29 75 1 0 33 76 1 0 33 77 1 0 34 78 1 0 34 79 1 0 35 80 1 0 37 81 1 0 37 82 1 0 37 83 1 0 38 84 1 0 M END

Standard InCHIKey	VPUNMTHWNSJUOG-YCTCZDAFSA-N
Standard InCHI	InChI=1S/C30H46O8/c1-16-24(32)26(35-4)25(33)27(37-16)38-19-7-10-28(2)18(14-19)5-6-22-21(28)8-11-29(3)20(9-12-30(22,29)34)17-13-23(31)36-15-17/h13,16,18-22,24-27,32-34H,5-12,14-15H2,1-4H3/t16?,18-,19-,20-,21?,22?,24-,25?,26?,27+,28+,29-,30+/m1/s1
SMILES	CC1[C@H](C(C([C@@H](O1)O[C@@H]1CC[C@@]2(C)[C@H](CCC3C2CC[C@]2(C)[C@H](CC[C@]32O)C2=CC(=O)OC2)C1)O)OC)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
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	leaves	Niigata City, Niigata Province, Japan	2000-Nov	PMID[15730243]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	leaves	n.a.	n.a.	PMID[16933868]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17253842]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	stems and twigs	Niigata City, Niigata Province, Japan	2001-NOV	PMID[17595134]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	stems and twigs	n.a.	n.a.	PMID[17595134]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29693393]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	Leaves; Stems	n.a.	n.a.	PMID[9214727]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO31396	Nerium indicum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10021	Nerium oleander	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO31396	Nerium indicum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10021	Nerium oleander	Species	Apocynaceae	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 NPC112630 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	12474
0.1-0.2	32357
0.2-0.3	4648
0.3-0.4	144
0.4-0.5	88
0.5-0.6	83
0.6-0.7	34
0.7-0.8	0
0.8-0.85	3
0.85-0.9	2
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC199428
1.0	High Similarity	NPC109448
1.0	High Similarity	NPC310341
0.8553	High Similarity	NPC250556
0.8519	High Similarity	NPC55532
0.8442	Intermediate Similarity	NPC305574
0.8289	Intermediate Similarity	NPC479356
0.8289	Intermediate Similarity	NPC479355
0.7792	Intermediate Similarity	NPC99620
0.7722	Intermediate Similarity	NPC84949
0.7722	Intermediate Similarity	NPC480562
0.7722	Intermediate Similarity	NPC74945
0.7722	Intermediate Similarity	NPC31354
0.7722	Intermediate Similarity	NPC69576
0.7683	Intermediate Similarity	NPC5883
0.7531	Intermediate Similarity	NPC93883
0.7468	Intermediate Similarity	NPC486129
0.7375	Intermediate Similarity	NPC486126
0.7342	Intermediate Similarity	NPC479351
0.7342	Intermediate Similarity	NPC479352
0.716	Intermediate Similarity	NPC5311
0.7125	Intermediate Similarity	NPC471633
0.7045	Intermediate Similarity	NPC486143
0.7045	Intermediate Similarity	NPC486142
0.7045	Intermediate Similarity	NPC486149
0.6905	Remote Similarity	NPC484202
0.6782	Remote Similarity	NPC30483
0.6782	Remote Similarity	NPC470897
0.6747	Remote Similarity	NPC469750
0.6744	Remote Similarity	NPC72260
0.6667	Remote Similarity	NPC76572
0.6667	Remote Similarity	NPC193382
0.6629	Remote Similarity	NPC486151
0.6596	Remote Similarity	NPC486144
0.6596	Remote Similarity	NPC486145
0.6596	Remote Similarity	NPC486147
0.6596	Remote Similarity	NPC486148
0.6517	Remote Similarity	NPC236973
0.6517	Remote Similarity	NPC292467
0.6512	Remote Similarity	NPC483822
0.6444	Remote Similarity	NPC480910
0.6444	Remote Similarity	NPC480909
0.6353	Remote Similarity	NPC99080
0.6344	Remote Similarity	NPC486146
0.6289	Remote Similarity	NPC120390
0.6289	Remote Similarity	NPC475419
0.6235	Remote Similarity	NPC196429
0.6163	Remote Similarity	NPC77299
0.6163	Remote Similarity	NPC480906
0.6129	Remote Similarity	NPC486135
0.6129	Remote Similarity	NPC486137
0.6092	Remote Similarity	NPC480914
0.6087	Remote Similarity	NPC240070
0.6064	Remote Similarity	NPC469749
0.6064	Remote Similarity	NPC232785
0.6064	Remote Similarity	NPC486139
0.6061	Remote Similarity	NPC486134
0.6061	Remote Similarity	NPC486141
0.604	Remote Similarity	NPC474423
0.5974	Remote Similarity	NPC268829
0.5974	Remote Similarity	NPC295110
0.5934	Remote Similarity	NPC103534
0.5934	Remote Similarity	NPC44899
0.5934	Remote Similarity	NPC488935
0.5934	Remote Similarity	NPC304260
0.5934	Remote Similarity	NPC488936
0.5934	Remote Similarity	NPC29639
0.593	Remote Similarity	NPC99728
0.593	Remote Similarity	NPC87250
0.593	Remote Similarity	NPC244402
0.593	Remote Similarity	NPC50305
0.5918	Remote Similarity	NPC475590
0.59	Remote Similarity	NPC474908
0.5851	Remote Similarity	NPC231518
0.5851	Remote Similarity	NPC488944
0.5824	Remote Similarity	NPC480907
0.58	Remote Similarity	NPC74259
0.5795	Remote Similarity	NPC6108
0.5795	Remote Similarity	NPC157376
0.5795	Remote Similarity	NPC17896
0.5795	Remote Similarity	NPC469755
0.5795	Remote Similarity	NPC284406
0.5795	Remote Similarity	NPC89514
0.5795	Remote Similarity	NPC34390
0.5795	Remote Similarity	NPC197707
0.5795	Remote Similarity	NPC251866
0.5795	Remote Similarity	NPC142066
0.5795	Remote Similarity	NPC480915
0.5795	Remote Similarity	NPC603972
0.5758	Remote Similarity	NPC486136
0.567	Remote Similarity	NPC329986
0.567	Remote Similarity	NPC140092
0.5667	Remote Similarity	NPC180079
0.5638	Remote Similarity	NPC32177
0.5638	Remote Similarity	NPC469756
0.5638	Remote Similarity	NPC275901
0.5619	Remote Similarity	NPC286809
0.5618	Remote Similarity	NPC477580
0.5604	Remote Similarity	NPC179412
0.5604	Remote Similarity	NPC471356
0.5604	Remote Similarity	NPC471353
0.5591	Remote Similarity	NPC173555
0.5579	Remote Similarity	NPC188234
0.5568	Remote Similarity	NPC473852
0.5556	Remote Similarity	NPC152615
0.5543	Remote Similarity	NPC193893
0.55	Remote Similarity	NPC479360
0.55	Remote Similarity	NPC479359
0.55	Remote Similarity	NPC488943
0.55	Remote Similarity	NPC488942
0.5455	Remote Similarity	NPC158344
0.5455	Remote Similarity	NPC486138
0.5455	Remote Similarity	NPC276838
0.5385	Remote Similarity	NPC10823
0.5366	Remote Similarity	NPC471770
0.5361	Remote Similarity	NPC475629
0.5333	Remote Similarity	NPC219085
0.5333	Remote Similarity	NPC84987
0.5326	Remote Similarity	NPC88668
0.5312	Remote Similarity	NPC27363
0.5306	Remote Similarity	NPC125077
0.5281	Remote Similarity	NPC474418
0.5258	Remote Similarity	NPC479353
0.5258	Remote Similarity	NPC479354
0.5258	Remote Similarity	NPC486130
0.5244	Remote Similarity	NPC222875
0.5244	Remote Similarity	NPC25177
0.5238	Remote Similarity	NPC486150
0.5204	Remote Similarity	NPC488941
0.5204	Remote Similarity	NPC488940
0.5204	Remote Similarity	NPC486127
0.5189	Remote Similarity	NPC488945
0.5189	Remote Similarity	NPC488946
0.5185	Remote Similarity	NPC187302
0.5165	Remote Similarity	NPC309034
0.5165	Remote Similarity	NPC203862
0.5152	Remote Similarity	NPC208193
0.5146	Remote Similarity	NPC329636
0.5122	Remote Similarity	NPC196931
0.5122	Remote Similarity	NPC480913
0.5049	Remote Similarity	NPC488938
0.5049	Remote Similarity	NPC488937

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC112630 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5572
0.1-0.2	3433
0.2-0.3	129
0.3-0.4	1
0.4-0.5	5
0.5-0.6	6
0.6-0.7	3
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8553	High Similarity	NPD7507	Pre-clinical
0.6744	Remote Similarity	NPD8294	Phase 4
0.6667	Remote Similarity	NPD8377	Phase 4
0.6023	Remote Similarity	NPD8335	Phase 4
0.5851	Remote Similarity	NPD8033	Approved
0.5795	Remote Similarity	NPD7319	Approved
0.5604	Remote Similarity	NPD8380	Approved
0.5591	Remote Similarity	NPD8296	Phase 4
0.5567	Remote Similarity	NPD8378	Pre-clinical
0.5567	Remote Similarity	NPD8379	Approved

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