NPASS Compound

Natural Product: NPC606568

Natural Product ID	NPC606568
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	CMKFQVZJOWHHDV-NQZBTDCJSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL2163793
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds]

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 49 53 0 0 0 0 0 0 0 0999 V2000 -4.9158 -0.4576 1.0529 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4523 -0.7421 1.3941 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5700 -0.4943 0.2438 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9367 -0.0787 -0.9647 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9020 -0.4124 -2.0309 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4582 -1.8442 -1.7425 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8737 -1.8916 -0.4576 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3357 -2.5703 -0.2933 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2473 -2.0739 0.7888 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7950 -0.7499 0.4109 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0794 0.3195 -0.0480 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9850 1.2970 -0.2611 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2253 0.8700 0.0485 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4593 1.5052 -0.0046 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5763 0.7774 0.3911 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4740 -0.5217 0.8201 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2507 -1.1554 0.8740 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1445 -0.4181 0.4765 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3869 0.4547 -0.2877 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8431 1.7428 0.2630 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7144 1.7433 1.1650 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3739 2.9666 -0.1482 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7918 4.2077 0.3600 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6490 0.4379 -1.7780 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1003 -0.7211 0.3611 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2355 -1.1542 0.2444 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -0.6911 1.9292 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0475 0.5743 0.6757 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2065 -0.2134 2.3154 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4639 -1.8379 1.6847 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8479 0.4320 -1.1848 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2973 -0.2660 -3.0337 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8505 -2.2547 -2.5668 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4151 -2.4423 -1.7203 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9627 -2.6455 -1.2251 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1116 -3.6499 -0.0426 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1144 -2.7984 0.8239 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8185 -2.0853 1.7951 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7997 2.2492 -0.6101 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5473 2.5353 -0.3438 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5345 1.2572 0.3545 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3546 -1.1016 1.1341 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1102 -2.1672 1.2000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0367 4.5905 1.0704 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9414 4.9682 -0.4544 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7481 4.1414 0.8944 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1854 -0.1415 -2.2510 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7214 1.4276 -2.2241 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7987 -0.9176 1.3815 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 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 2 0 11 12 1 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 16 17 1 0 17 18 2 0 11 19 1 0 19 20 1 1 20 21 2 0 20 22 1 0 22 23 1 0 19 24 1 0 19 25 1 0 25 3 1 0 24 5 1 0 25 7 1 0 18 10 1 0 18 13 1 0 1 26 1 0 1 27 1 0 1 28 1 0 2 29 1 0 2 30 1 0 4 31 1 0 5 32 1 6 6 33 1 0 6 34 1 0 8 35 1 0 8 36 1 0 9 37 1 0 9 38 1 0 12 39 1 0 14 40 1 0 15 41 1 0 16 42 1 0 17 43 1 0 23 44 1 0 23 45 1 0 23 46 1 0 24 47 1 0 24 48 1 0 25 49 1 1 M END

Standard InCHIKey	CMKFQVZJOWHHDV-NQZBTDCJSA-N
Standard InCHI	InChI=1S/C21H24N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3/t13-,19+,21-/m0/s1
SMILES	CCC1=C[C@@H]2CN3CCc4c([nH]c5ccccc45)[C@@](C(=O)OC)(C2)[C@@H]13

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
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[ 3619437]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1002/btpr.97]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11738-010-0631-6]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.plaphy.2018.10.015]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1080/17429145.2017.1293852]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1186/1750-2187-3-9]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12628396]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	Hairy roots	n.a.	n.a.	PMID[19271765]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26285573]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6619887]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6631435]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7264679]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7264682]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7320741]
NPO62806	Catharanthus roseus (L.) G. Don	Genus	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO60916	Vinca rosea	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1002/bit.27575]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1002/bit.28040]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1007/s10529-023-03357-z]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1007/s13213-015-1074-5]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.bej.2020.107655]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.enzmictec.2020.109557]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.jbiotec.2013.10.017]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.jbiotec.2014.05.018]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.jbiotec.2016.11.031]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.mec.2022.e00215]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.meteno.2018.02.001]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.ymben.2015.07.007]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.ymben.2017.09.006]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.ymben.2017.12.009]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.ymben.2019.06.004]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.ymben.2022.01.013]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.ymben.2022.11.002]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1016/j.ymben.2023.01.005]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1021/acs.jafc.2c02353]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1021/acs.jafc.9b03456]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1021/acssynbio.2c00026]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1021/acssynbio.2c00037]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1021/acssynbio.2c00047]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1021/acssynbio.5b00289]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1021/acssynbio.7b00439]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1038/s44160-022-00205-2]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1039/D1GC00260K]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1073/pnas.1423555112]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1073/pnas.1501821112]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1080/09168451.2019.1693250]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1128/AEM.01249-09]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1128/AEM.01983-12]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1186/1475-2859-12-77]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.1186/s13068-018-1176-y]
NPO65083	A new engineered strain of Pichia pastoris	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.3390/jof8080767]
NPO65071	A new engineered strain of Saccharomyces cerevisiae	Species	n.a.	n.a.	n.a.	n.a.	n.a.	DOI[https://doi.org/10.34133/bdr.0002]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5881	Catharanthus roseus	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5881	Catharanthus roseus	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

Activity Type	# Activity
IC50	10
Activity	4
Inhibition	8
EC50	3

Activity Type	# Activity
Individual protein	21
Organism	3
Single protein	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1885	Individual protein	Transient receptor potential cation channel subfamily M member 8	Mus musculus	Activity	n.a.	n.a.	n.a.	PMID[25052206]
NPT2719	Individual protein	Voltage-gated L-type calcium channel alpha-1C subunit	Rattus norvegicus	IC50	=	8400.0	nM	IC50 data for the L-type calcium channel extracted from a set of literature articles
NPT1885	Individual protein	Transient receptor potential cation channel subfamily M member 8	Mus musculus	IC50	=	700.0	nM	PMID[25052206]
NPT346	Individual protein	Transient receptor potential cation channel subfamily A member 1	Homo sapiens	Activity	=	78.0	%	PMID[25052206]
NPT1885	Individual protein	Transient receptor potential cation channel subfamily M member 8	Mus musculus	EC50	n.a.	n.a.	n.a.	PMID[25052206]
NPT346	Individual protein	Transient receptor potential cation channel subfamily A member 1	Homo sapiens	EC50	=	9000.0	nM	PMID[25052206]
NPT1885	Individual protein	Transient receptor potential cation channel subfamily M member 8	Mus musculus	IC50	n.a.	n.a.	n.a.	PMID[25052206]
NPT2719	Individual protein	Voltage-gated L-type calcium channel alpha-1C subunit	Rattus norvegicus	IC50	=	224000.0	nM	IC50 data for the L-type calcium channel extracted from a set of literature articles
NPT346	Individual protein	Transient receptor potential cation channel subfamily A member 1	Homo sapiens	IC50	n.a.	n.a.	n.a.	PMID[25052206]
NPT1885	Individual protein	Transient receptor potential cation channel subfamily M member 8	Mus musculus	IC50	=	900.0	nM	PMID[25052206]
NPT346	Individual protein	Transient receptor potential cation channel subfamily A member 1	Homo sapiens	Activity	n.a.	n.a.	n.a.	PMID[25052206]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	4.527	%	Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	2.61	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	0.99	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT67	Individual protein	Cholinesterase	Equus caballus	IC50	=	5170.0	nM	PMID[23062825]
NPT67	Individual protein	Cholinesterase	Equus caballus	Inhibition	=	75.23	%	PMID[23062825]
NPT472	Individual protein	Vanilloid receptor	Homo sapiens	IC50	n.a.	n.a.	n.a.	PMID[25052206]
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	IC50	n.a.	n.a.	n.a.	PMID[23062825]
NPT472	Individual protein	Vanilloid receptor	Homo sapiens	Activity	=	13.0	%	PMID[25052206]
NPT472	Individual protein	Vanilloid receptor	Homo sapiens	EC50	=	20000.0	nM	PMID[25052206]
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	5.28	%	PMID[23062825]
NPT439	Individual protein	Butyrylcholinesterase	Homo sapiens	IC50	=	3170.0	nM	PMID[23062825]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-7.57	%	Identification of inhibitors of SARS-CoV-2 in-vitro cellular toxicity in human (Caco-2) cells using a large scale drug repurposing collection
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.36	%	Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort

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 NPC606568 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	18960
0.1-0.2	29631
0.2-0.3	950
0.3-0.4	219
0.4-0.5	86
0.5-0.6	5
0.6-0.7	4
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC314333
0.6623	Remote Similarity	NPC329858
0.6456	Remote Similarity	NPC482061
0.6375	Remote Similarity	NPC485936
0.6375	Remote Similarity	NPC485937
0.5783	Remote Similarity	NPC485938
0.5116	Remote Similarity	NPC473041
0.5114	Remote Similarity	NPC187106
0.5057	Remote Similarity	NPC96321
0.5057	Remote Similarity	NPC111993

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC606568 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3616
0.1-0.2	5355
0.2-0.3	160
0.3-0.4	13
0.4-0.5	5
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	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD4499	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