NPASS Compound

Natural Product: NPC602935

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 36 38 0 0 0 0 0 0 0 0999 V2000 -1.5412 2.9599 0.3403 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2619 1.7202 0.0231 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0841 1.3412 0.2716 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7257 0.2253 0.0931 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 0.0677 0.4254 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9183 1.0263 0.9482 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2674 0.8075 1.2484 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8083 -0.4196 1.0070 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0179 -1.4220 0.4721 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6921 -1.1901 0.1825 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8038 -2.5742 0.3214 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1706 -2.1346 0.3183 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0689 -1.0072 1.1659 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2989 0.9871 -0.4939 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6191 1.6632 -0.6406 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5541 0.9098 0.2772 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6785 -0.4864 -0.3290 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6710 -0.7399 -1.3910 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2620 -0.3629 -0.9130 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7180 2.1674 0.7076 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1478 -0.5943 -0.3254 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5283 2.0082 1.1531 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8611 1.5888 1.6591 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0586 -1.9781 -0.2413 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4993 -1.8755 -0.7001 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8304 -2.8665 0.8280 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0019 1.5818 -1.6708 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5498 2.7288 -0.3677 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5325 1.4118 0.3561 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0754 0.8596 1.2916 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6909 -0.6565 -0.7262 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5075 -1.2047 0.4941 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6114 -1.8555 -1.5490 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8620 -0.2977 -2.3737 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0317 -1.0567 -0.1021 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5722 -0.5453 -1.7599 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 2 0 8 9 1 0 9 10 2 0 9 11 1 0 11 12 1 0 12 13 1 0 2 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 10 5 1 0 19 14 1 0 13 8 1 0 3 20 1 0 4 21 1 0 6 22 1 0 7 23 1 0 10 24 1 0 12 25 1 0 12 26 1 0 15 27 1 0 15 28 1 0 16 29 1 0 16 30 1 0 17 31 1 0 17 32 1 0 18 33 1 0 18 34 1 0 19 35 1 0 19 36 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 NPC602935 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	19285
0.1-0.2	28565
0.2-0.3	1718
0.3-0.4	215
0.4-0.5	34
0.5-0.6	12
0.6-0.7	15
0.7-0.8	1
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC167096
1.0	High Similarity	NPC605721
0.9756	High Similarity	NPC217574
0.8043	Intermediate Similarity	NPC470707
0.7551	Intermediate Similarity	NPC255817
0.7551	Intermediate Similarity	NPC136330
0.7347	Intermediate Similarity	NPC94280
0.7255	Intermediate Similarity	NPC205178
0.7255	Intermediate Similarity	NPC227218
0.7143	Intermediate Similarity	NPC469808
0.7037	Intermediate Similarity	NPC73883
0.7037	Intermediate Similarity	NPC251454
0.6981	Remote Similarity	NPC230698
0.6981	Remote Similarity	NPC99078
0.6981	Remote Similarity	NPC96406
0.6923	Remote Similarity	NPC159150
0.6909	Remote Similarity	NPC220923
0.6909	Remote Similarity	NPC196609
0.6852	Remote Similarity	NPC103947
0.6852	Remote Similarity	NPC45783
0.6792	Remote Similarity	NPC193673
0.6727	Remote Similarity	NPC328419
0.6604	Remote Similarity	NPC194359
0.6604	Remote Similarity	NPC28641
0.6604	Remote Similarity	NPC180647
0.6604	Remote Similarity	NPC225745
0.6071	Remote Similarity	NPC318862
0.5909	Remote Similarity	NPC127326
0.58	Remote Similarity	NPC76897
0.5652	Remote Similarity	NPC17497
0.5652	Remote Similarity	NPC111225
0.5652	Remote Similarity	NPC305602
0.5636	Remote Similarity	NPC252107
0.5439	Remote Similarity	NPC145446
0.5439	Remote Similarity	NPC137172
0.5246	Remote Similarity	NPC95366
0.52	Remote Similarity	NPC470708
0.52	Remote Similarity	NPC212643
0.5172	Remote Similarity	NPC248505

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC602935 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3646
0.1-0.2	5325
0.2-0.3	167
0.3-0.4	8
0.4-0.5	2
0.5-0.6	1
0.6-0.7	0
0.7-0.8	1
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
0.7551	Intermediate Similarity	NPD2492	Phase 2
0.56	Remote Similarity	NPD1357	Phase 4

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