NPASS Compound

Natural Product: NPC606886

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 77 83 0 0 0 0 0 0 0 0999 V2000 0.3478 3.6273 -1.6504 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2177 2.2297 -2.1421 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0238 1.9602 -3.3576 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3120 1.2033 -1.2429 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2031 -0.1512 -1.6051 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5580 -0.7692 -1.2457 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6004 -2.0333 -0.7342 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4343 -0.9822 0.1890 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5446 -0.6576 1.1095 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9771 0.8164 1.0443 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6881 -1.5993 1.2010 C 0 0 1 0 0 0 0 0 0 0 0 0 4.4787 -1.8652 -0.0219 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5858 -0.8907 -0.2205 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1425 -0.7336 -1.5780 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0816 -0.1704 0.7631 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1858 0.7915 0.5311 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5300 -0.3168 2.1029 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9937 0.3685 3.0684 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4994 -1.2094 2.3032 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0105 -0.8902 0.6095 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3495 -2.1746 1.3529 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3732 0.2534 1.4741 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8797 0.0777 1.7584 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5764 0.3586 0.4571 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1315 -0.5048 -0.6870 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6358 0.1691 -1.9490 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1481 0.0315 -1.9153 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5988 -1.1629 -1.3750 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7916 0.0237 -0.6856 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.2350 0.4792 -0.6094 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.0130 -0.3303 0.2030 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3356 1.9213 -0.1897 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5551 2.2864 0.8151 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6718 1.2818 1.4290 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3989 1.3399 2.6520 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0823 0.1725 0.6091 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3343 -1.0989 1.4319 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7250 -0.9161 -0.7110 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6344 -2.2612 -1.1555 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4234 3.7851 -1.4357 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2717 3.7923 -0.7428 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0768 4.3529 -2.4550 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0115 -0.3028 -2.6940 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4390 -0.3990 -1.7546 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0724 -0.6941 2.1630 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0422 1.4166 1.1002 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5391 1.0875 1.9614 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5355 1.0119 0.1044 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2482 -2.5946 1.5415 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0222 -2.8560 0.1419 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8637 -2.0181 -0.9040 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8711 -1.5750 -2.2515 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2589 -0.6829 -1.5613 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8048 0.2300 -2.0510 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1570 1.2381 -0.4783 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1921 0.3103 0.6448 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1730 1.6226 1.2792 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4470 -2.9271 1.1876 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3399 -1.9623 2.4409 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3122 -2.6044 0.9981 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3098 1.2468 0.9859 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1225 0.1798 2.4389 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0627 -0.9101 2.1741 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1272 0.8598 2.4758 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3899 1.4158 0.1953 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7659 -1.4429 -0.6061 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2088 -0.2385 -2.8657 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4673 1.2845 -1.8548 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6265 0.4472 -2.8283 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6577 0.4276 -1.6430 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4321 -1.0832 -0.3049 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9904 2.6190 -0.6624 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5599 3.2944 1.1825 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2797 -0.8889 2.5193 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3132 -1.5619 1.1966 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5787 -1.8780 1.2133 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5308 -2.6767 -1.1787 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 2 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 8 7 1 6 8 9 1 0 9 10 1 0 9 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 13 15 2 0 15 16 1 0 15 17 1 0 17 18 2 0 17 19 1 0 8 20 1 0 20 21 1 1 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 29 28 1 1 29 30 1 0 30 31 1 0 30 32 1 0 32 33 2 0 33 34 1 0 34 35 2 0 34 36 1 0 36 37 1 1 25 38 1 0 38 39 1 6 38 5 1 0 8 6 1 0 19 11 1 0 38 20 1 0 36 24 1 0 29 27 1 0 36 29 1 0 1 40 1 0 1 41 1 0 1 42 1 0 5 43 1 6 6 44 1 1 9 45 1 1 10 46 1 0 10 47 1 0 10 48 1 0 11 49 1 1 12 50 1 0 12 51 1 0 14 52 1 0 14 53 1 0 14 54 1 0 16 55 1 0 16 56 1 0 16 57 1 0 21 58 1 0 21 59 1 0 21 60 1 0 22 61 1 0 22 62 1 0 23 63 1 0 23 64 1 0 24 65 1 6 25 66 1 1 26 67 1 0 26 68 1 0 27 69 1 6 30 70 1 6 31 71 1 0 32 72 1 0 33 73 1 0 37 74 1 0 37 75 1 0 37 76 1 0 39 77 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 NPC606886 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	18762
0.1-0.2	26746
0.2-0.3	4167
0.3-0.4	103
0.4-0.5	41
0.5-0.6	21
0.6-0.7	13
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
0.7532	Intermediate Similarity	NPC164523
0.7037	Intermediate Similarity	NPC609271
0.6709	Remote Similarity	NPC600975
0.6709	Remote Similarity	NPC602010
0.6709	Remote Similarity	NPC608655
0.6707	Remote Similarity	NPC484705
0.6625	Remote Similarity	NPC609769
0.6625	Remote Similarity	NPC610140
0.6585	Remote Similarity	NPC484704
0.6456	Remote Similarity	NPC88326
0.6265	Remote Similarity	NPC83438
0.6235	Remote Similarity	NPC192237
0.6235	Remote Similarity	NPC601597
0.6154	Remote Similarity	NPC286528
0.6	Remote Similarity	NPC610145
0.5854	Remote Similarity	NPC183580
0.5854	Remote Similarity	NPC474370
0.5732	Remote Similarity	NPC125794
0.5732	Remote Similarity	NPC171401
0.5663	Remote Similarity	NPC470493
0.5595	Remote Similarity	NPC329671
0.5568	Remote Similarity	NPC610734
0.5542	Remote Similarity	NPC609580
0.5465	Remote Similarity	NPC604847
0.5422	Remote Similarity	NPC140055
0.5422	Remote Similarity	NPC167606
0.5357	Remote Similarity	NPC186525
0.5349	Remote Similarity	NPC20302
0.5349	Remote Similarity	NPC264954
0.5301	Remote Similarity	NPC50774
0.5233	Remote Similarity	NPC153700
0.5172	Remote Similarity	NPC312824
0.5172	Remote Similarity	NPC67569
0.5169	Remote Similarity	NPC23786
0.5057	Remote Similarity	NPC601733
0.5056	Remote Similarity	NPC470494

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC606886 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6644
0.1-0.2	2388
0.2-0.3	117
0.3-0.4	0
0.4-0.5	0
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
0.5422	Remote Similarity	NPD7115	Discovery

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