NPASS Compound

Natural Product: NPC601810

Natural Product ID	NPC601810
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	YKOPWPOFWMYZJZ-PRIAQAIDSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL230128
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 82 86 0 0 0 0 0 0 0 0999 V2000 -5.0634 2.5211 -0.0523 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5501 1.3893 -0.9110 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7926 1.7661 -2.3568 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3947 0.1757 -0.6229 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7681 -0.6453 0.4678 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5218 -1.2957 -0.1845 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2083 -2.2194 -1.1848 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9618 -2.0614 -2.4074 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0735 -3.1998 -0.7736 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8517 -2.1949 0.7686 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4596 -1.9680 2.0447 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3936 -2.1793 0.9662 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6848 -0.8872 0.5471 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0702 0.0613 1.6603 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2863 -0.5859 -0.7449 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5456 -0.5751 -1.8158 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9145 -0.8533 -1.8481 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4050 -0.2509 -0.5351 C 0 0 2 0 0 0 0 0 0 0 0 0 2.8610 0.0443 -0.5832 C 0 0 1 0 0 0 0 0 0 0 0 0 3.6647 -1.1430 -0.9555 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0436 1.0659 -1.7117 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0324 2.1186 -1.4745 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1314 1.8243 -0.5070 C 0 0 2 0 0 0 0 0 0 0 0 0 6.1433 1.0032 -1.0637 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6218 1.2629 0.7966 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6278 0.3276 1.4361 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5420 2.4628 1.7647 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2520 0.7178 0.6888 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9027 -0.2584 1.7943 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3900 -0.3992 1.8596 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8161 -0.9986 0.5895 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1644 -2.4579 0.6518 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7148 -0.2925 -0.9211 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0808 1.1442 -0.6731 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0636 2.8106 -0.4382 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3606 3.4024 -0.0686 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2095 2.1766 0.9959 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6863 2.3821 -2.4642 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8914 2.3713 -2.6638 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8360 0.8125 -2.9236 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3909 0.4978 -0.2548 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4459 -0.4498 -1.5371 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4263 -1.4864 0.7393 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4858 -0.0412 1.3404 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6478 -3.6662 -1.4624 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1789 -3.2734 0.5795 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3006 -2.4507 2.1399 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9755 -3.0596 0.4256 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1754 -2.3998 2.0487 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7921 1.0924 1.5360 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1704 -0.0582 1.9286 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5948 -0.3456 2.5664 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9742 -0.3494 -2.8136 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1219 -1.9397 -1.9314 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4217 -0.3848 -2.7153 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9320 0.7818 -0.4971 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3171 -1.5466 -0.1572 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3715 -0.9527 -1.8197 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9900 -1.9252 -1.3455 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3031 0.5212 -2.6680 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0631 1.5659 -1.9641 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5211 2.4085 -2.4450 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5345 3.0685 -1.1256 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6674 2.7898 -0.3417 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9775 0.9223 -2.0553 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4292 0.9878 1.8818 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1624 -0.3163 0.7177 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1433 -0.1810 2.2671 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7199 3.0987 1.3778 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3681 2.1343 2.7914 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4597 3.0693 1.7145 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5318 1.5729 0.8156 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4525 -1.1739 1.6389 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2022 0.1629 2.7818 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0503 0.6467 2.0119 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2395 -1.0600 2.7406 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9304 -3.0589 -0.2121 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7015 -2.9004 1.5509 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2716 -2.6153 0.8352 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0035 -0.3915 -2.0215 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8190 1.5591 0.2920 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5454 1.7723 -1.4200 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 6 7 8 2 0 7 9 1 0 6 10 1 0 10 11 1 0 10 12 1 0 12 13 1 0 13 14 1 1 13 15 1 0 15 16 2 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 6 19 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 23 25 1 0 25 26 1 0 25 27 1 0 25 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 6 15 33 1 0 33 34 1 0 34 2 1 0 33 6 1 0 31 13 1 0 31 18 1 0 28 19 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 9 45 1 0 10 46 1 6 11 47 1 0 12 48 1 0 12 49 1 0 14 50 1 0 14 51 1 0 14 52 1 0 16 53 1 0 17 54 1 0 17 55 1 0 18 56 1 1 20 57 1 0 20 58 1 0 20 59 1 0 21 60 1 0 21 61 1 0 22 62 1 0 22 63 1 0 23 64 1 1 24 65 1 0 26 66 1 0 26 67 1 0 26 68 1 0 27 69 1 0 27 70 1 0 27 71 1 0 28 72 1 1 29 73 1 0 29 74 1 0 30 75 1 0 30 76 1 0 32 77 1 0 32 78 1 0 32 79 1 0 33 80 1 6 34 81 1 0 34 82 1 0 M END

Standard InCHIKey	YKOPWPOFWMYZJZ-PRIAQAIDSA-N
Standard InCHI	InChI=1S/C30H48O4/c1-25(2)14-15-30(24(33)34)19(16-25)18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,6)29(18,7)17-23(30)32/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21+,22-,23+,27-,28+,29+,30+/m0/s1
SMILES	CC1(C)CC[C@]2(C(=O)O)[C@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

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
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11975490]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18679750]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37049738]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38498455]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38947765]
NPO49592	Tapeinosperma pseudojambosa	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3025	Schefflera capitata	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO54895	Hedera helix L.	Genus	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO52030	Albizzia lebbeck	Genus	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO60378	Albizia anthelmintica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20295	Eclipta prostrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20295	Eclipta prostrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20295	Eclipta prostrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20295	Eclipta prostrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30129	Chenopodium ambrosioides	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20295	Eclipta prostrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO3025	Schefflera capitata	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20295	Eclipta prostrata	Species	Asteraceae	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	4
Inhibition	8
Activity	12
Ratio CC50/IC50	1
EC50	2
CC50	1

Activity Type	# Activity
Individual protein	3
Cell line	10
Organism	10
Unchecked	3
Single protein	1
Non-molecular	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT707	Individual protein	NAD-dependent protein deacylase sirtuin-5, mitochondrial	Homo sapiens	IC50	=	40000.0	nM	PMID[35436671]
NPT677	Individual protein	Coagulation factor III	Homo sapiens	IC50	=	0.054	nM	PMID[28109788]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	13.3	%	Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen
NPT5212	Individual protein	Sentrin-specific protease 1	Homo sapiens	Inhibition	n.a.	n.a.	%	PMID[35500202]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT146	Cell line	SK-OV-3	Homo sapiens	Activity	n.a.	n.a.	n.a.	PMID[35500202]
NPT146	Cell line	SK-OV-3	Homo sapiens	IC50	=	96450.0	nM	PMID[35500202]
NPT146	Cell line	SK-OV-3	Homo sapiens	IC50	=	21470.0	nM	PMID[35500202]
NPT616	Cell line	MDCK	Canis lupus familiaris	Activity	=	40.1	%	DOI[10.1039/C6MD00292G]
NPT139	Cell line	HT-29	Homo sapiens	EC50	>	10000.0	nM	PMID[33248849]
NPT1460	Cell line	L929	Mus musculus	EC50	n.a.	n.a.	n.a.	PMID[33248849]
NPT30114	Cell line	Splenocyte	Mus musculus	Activity	n.a.	n.a.	n.a.	PMID[17270438]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.04	%	Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort
NPT28438	Unchecked	Unchecked	n.a.	Ratio CC50/IC50	=	11.0	n.a.	PMID[27565552]
NPT28438	Unchecked	Unchecked	n.a.	Inhibition	=	2.0	%	PMID[33201699]
NPT28438	Unchecked	Unchecked	n.a.	Inhibition	n.a.	n.a.	%	DOI[10.1039/C6MD00292G]
NPT30103	Organism	Hepatitis C virus	Hepacivirus hominis	Inhibition	=	30.7	%	PMID[28254701]
NPT30103	Organism	Hepatitis C virus	Hepacivirus hominis	Inhibition	=	69.6	%	PMID[28254701]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	CC50	=	15410.0	nM	PMID[27565552]
NPT21742	Cell line	L02	Homo sapiens	Activity	n.a.	n.a.	n.a.	PMID[28729056]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Activity	n.a.	n.a.	n.a.	PMID[17270438]

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 NPC601810 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	22252
0.1-0.2	22996
0.2-0.3	3467
0.3-0.4	745
0.4-0.5	268
0.5-0.6	82
0.6-0.7	32
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC228784
1.0	High Similarity	NPC324341
0.8308	Intermediate Similarity	NPC222047
0.7656	Intermediate Similarity	NPC480946
0.7656	Intermediate Similarity	NPC130577
0.7656	Intermediate Similarity	NPC142415
0.7656	Intermediate Similarity	NPC102683
0.7313	Intermediate Similarity	NPC29765
0.7206	Intermediate Similarity	NPC201657
0.7183	Intermediate Similarity	NPC601365
0.6866	Remote Similarity	NPC198664
0.6857	Remote Similarity	NPC471588
0.6582	Remote Similarity	NPC31839
0.6522	Remote Similarity	NPC270768
0.6522	Remote Similarity	NPC59263
0.6522	Remote Similarity	NPC182797
0.6522	Remote Similarity	NPC210106
0.6522	Remote Similarity	NPC52169
0.6522	Remote Similarity	NPC488562
0.6522	Remote Similarity	NPC606443
0.65	Remote Similarity	NPC242611
0.6438	Remote Similarity	NPC6255
0.6338	Remote Similarity	NPC298554
0.6286	Remote Similarity	NPC84319
0.6286	Remote Similarity	NPC52021
0.6286	Remote Similarity	NPC599947
0.6143	Remote Similarity	NPC187722
0.6118	Remote Similarity	NPC76999
0.6111	Remote Similarity	NPC202728
0.6111	Remote Similarity	NPC158059
0.6056	Remote Similarity	NPC51700
0.6056	Remote Similarity	NPC64872
0.6056	Remote Similarity	NPC171203
0.6056	Remote Similarity	NPC25906
0.6056	Remote Similarity	NPC88716
0.6056	Remote Similarity	NPC307426
0.6056	Remote Similarity	NPC98442
0.6056	Remote Similarity	NPC68160
0.6056	Remote Similarity	NPC242468
0.6056	Remote Similarity	NPC112866
0.6026	Remote Similarity	NPC603645
0.6	Remote Similarity	NPC477872
0.5921	Remote Similarity	NPC474727
0.589	Remote Similarity	NPC293564
0.5833	Remote Similarity	NPC7260
0.5833	Remote Similarity	NPC210037
0.5833	Remote Similarity	NPC282616
0.5833	Remote Similarity	NPC275809
0.5833	Remote Similarity	NPC120968
0.5833	Remote Similarity	NPC227467
0.5833	Remote Similarity	NPC273621
0.5778	Remote Similarity	NPC488516
0.5753	Remote Similarity	NPC231063
0.5753	Remote Similarity	NPC282395
0.5753	Remote Similarity	NPC110308
0.5735	Remote Similarity	NPC34177
0.5714	Remote Similarity	NPC480950
0.5714	Remote Similarity	NPC80843
0.5694	Remote Similarity	NPC274330
0.5667	Remote Similarity	NPC480424
0.5652	Remote Similarity	NPC253807
0.5652	Remote Similarity	NPC158662
0.5616	Remote Similarity	NPC121798
0.5616	Remote Similarity	NPC306541
0.5616	Remote Similarity	NPC234346
0.5541	Remote Similarity	NPC130278
0.5541	Remote Similarity	NPC158141
0.5522	Remote Similarity	NPC290598
0.5522	Remote Similarity	NPC30590
0.5507	Remote Similarity	NPC311078
0.5479	Remote Similarity	NPC610937
0.5429	Remote Similarity	NPC235341
0.5405	Remote Similarity	NPC290972
0.5405	Remote Similarity	NPC488519
0.5395	Remote Similarity	NPC91010
0.5361	Remote Similarity	NPC488515
0.5352	Remote Similarity	NPC604575
0.5333	Remote Similarity	NPC106112
0.5333	Remote Similarity	NPC261935
0.5333	Remote Similarity	NPC18872
0.5333	Remote Similarity	NPC290614
0.5333	Remote Similarity	NPC472149
0.5333	Remote Similarity	NPC481360
0.5325	Remote Similarity	NPC130520
0.5286	Remote Similarity	NPC101475
0.5263	Remote Similarity	NPC200752
0.5263	Remote Similarity	NPC136697
0.5253	Remote Similarity	NPC75318
0.5238	Remote Similarity	NPC204407
0.5227	Remote Similarity	NPC18982
0.5205	Remote Similarity	NPC246708
0.52	Remote Similarity	NPC229281
0.52	Remote Similarity	NPC195019
0.5195	Remote Similarity	NPC263393
0.5195	Remote Similarity	NPC191412
0.5195	Remote Similarity	NPC114159
0.5195	Remote Similarity	NPC6818
0.5176	Remote Similarity	NPC606107
0.5169	Remote Similarity	NPC475627
0.5165	Remote Similarity	NPC198621
0.5165	Remote Similarity	NPC216940
0.5165	Remote Similarity	NPC262970
0.5149	Remote Similarity	NPC475486
0.5143	Remote Similarity	NPC474989
0.5139	Remote Similarity	NPC159168
0.5135	Remote Similarity	NPC17733
0.5135	Remote Similarity	NPC470629
0.5132	Remote Similarity	NPC61543
0.5132	Remote Similarity	NPC293048
0.5132	Remote Similarity	NPC225585
0.5132	Remote Similarity	NPC470375
0.5132	Remote Similarity	NPC470376
0.5072	Remote Similarity	NPC27765
0.5072	Remote Similarity	NPC122418
0.5072	Remote Similarity	NPC491014
0.507	Remote Similarity	NPC132478
0.5068	Remote Similarity	NPC72638
0.5067	Remote Similarity	NPC2539
0.5065	Remote Similarity	NPC145667
0.5065	Remote Similarity	NPC120840
0.5063	Remote Similarity	NPC187933
0.5063	Remote Similarity	NPC116457
0.5049	Remote Similarity	NPC288205
0.5049	Remote Similarity	NPC51465

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC601810 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6545
0.1-0.2	2544
0.2-0.3	56
0.3-0.4	2
0.4-0.5	3
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	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

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