NPASS Compound

Natural Product: NPC7096

Natural Product ID	NPC7096
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	WYROMXDQWJEWEB-OACVLVRCSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	102145595
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003533] Flavonoid-7-O-glycosides

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 70 74 0 0 0 0 0 0 0 0999 V2000 -2.8945 -2.7613 2.2400 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1943 -3.3120 3.4798 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3321 -3.1622 4.5366 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1636 -2.4563 4.3472 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8945 -1.9205 3.1034 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7599 -2.0621 2.0179 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4204 -1.4226 0.7651 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2721 -1.1711 -0.2654 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7635 -0.5444 -1.4111 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4901 -0.2868 -2.3997 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4346 -0.1835 -1.5001 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1077 0.4354 -2.6032 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4557 0.7821 -2.6436 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2703 0.5038 -1.5623 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6910 -0.1160 -0.4778 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3564 -0.4664 -0.4216 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1306 -1.0439 0.6182 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5980 0.7914 -1.4786 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4277 1.4043 -2.4081 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9741 2.6644 -1.8414 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4571 2.8522 -1.9936 C 0 0 2 0 0 0 0 0 0 0 0 0 7.2502 1.6027 -1.7862 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4372 0.3478 -1.9211 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0360 -0.2194 -0.5786 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4655 -1.4835 -0.7035 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3959 0.4893 -2.7919 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2623 1.5851 -2.7491 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8418 3.7751 -1.0051 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3252 3.7714 -2.4102 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7017 0.7165 -3.6887 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5965 -1.4939 -0.2219 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6042 -0.5744 0.2019 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.5091 -0.1836 -0.9259 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.8614 -0.0287 -0.2698 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.4955 -0.1628 1.1961 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.1731 1.2072 1.7015 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7079 1.2076 3.0248 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3997 -1.0186 1.2159 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7389 -1.0431 -0.6010 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0990 1.0460 -1.4911 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2959 -2.3085 5.4165 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6628 -3.7288 5.7746 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6136 -2.9559 1.4387 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1045 -3.8563 3.6048 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0181 -1.3757 2.9747 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8884 1.2607 -3.4894 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2882 -0.3516 0.3838 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8763 1.6680 -3.3581 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7400 2.7220 -0.7520 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7060 3.3677 -2.9672 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7305 1.5747 -0.7673 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1165 -0.4329 -2.3730 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3623 0.4071 -0.0011 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9558 -0.3593 0.0448 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5502 -1.5387 -0.3705 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8616 0.8011 -2.5920 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7255 3.5237 -0.6694 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0487 4.4368 -1.7470 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0120 1.6900 -3.7953 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0447 0.3698 0.4833 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5867 -0.9535 -1.7139 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2550 0.9618 -0.5334 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3223 -0.5821 1.7809 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1194 1.8036 1.7063 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4580 1.7554 1.0748 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1338 2.0242 3.1701 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5084 -1.4018 -1.4742 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4030 1.1029 -2.4330 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1863 -3.0813 5.8339 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2488 -4.6078 6.0535 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 2 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 16 17 1 0 14 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 23 26 1 0 22 27 1 0 21 28 1 0 20 29 1 0 12 30 1 0 8 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 35 38 1 0 34 39 1 0 33 40 1 0 4 41 1 0 3 42 1 0 6 1 1 0 17 7 1 0 26 19 1 0 38 32 1 0 16 11 1 0 1 43 1 0 2 44 1 0 5 45 1 0 13 46 1 0 15 47 1 0 19 48 1 6 20 49 1 1 21 50 1 6 22 51 1 1 23 52 1 6 24 53 1 0 24 54 1 0 25 55 1 0 27 56 1 0 28 57 1 0 29 58 1 0 30 59 1 0 32 60 1 1 33 61 1 6 34 62 1 1 35 63 1 1 36 64 1 0 36 65 1 0 37 66 1 0 39 67 1 0 40 68 1 0 41 69 1 0 42 70 1 0 M END

Standard InCHIKey	WYROMXDQWJEWEB-OACVLVRCSA-N
Standard InCHI	InChI=1S/C26H28O16/c27-6-14-17(32)20(35)22(37)25(40-14)38-9-4-12(31)16-13(5-9)39-23(8-1-2-10(29)11(30)3-8)24(19(16)34)42-26-21(36)18(33)15(7-28)41-26/h1-5,14-15,17-18,20-22,25-33,35-37H,6-7H2/t14-,15+,17-,18+,20+,21-,22-,25-,26+/m1/s1
SMILES	c1cc(c(cc1c1c(c(=O)c2c(cc(cc2o1)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@H](CO)O1)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	596.14	Volume:	535.022 ? Van der Waals volume.
Dense:	1.114	LogP:	0.008 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.09 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.888 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	7.0	Rigid Bonds:	29.0
TPSA:	269.43 ? Topological Polar Surface Area.	H-Bond Acceptor:	16.0
H-Bond Donor:	10.0	Rings:	5.0
Heavy Atoms:	16.0

MedChem Properties

QED Drug-Likeness Score:	0.127	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.642	Fsp³:	0.423
MCE-18:	118.541 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	1	PAINS Alert:	1
Colloidal aggregators:	0.683	Fluc inhibitor:	0.307 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.94 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.606 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.31	Promiscuous compounds:	0.608

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.715	MDCK Permeability:	-4.943
Pgp-inhibitor:	0.0	Pgp-substrate:	0.1
PAMPA:	0.999 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.991
20% Bioavailability (F20%):	0.581	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.042
Plasma Protein Binding (PPB):	78.047%	Volume Distribution (VD):	-0.13
Fu:	21.309% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.492
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.002
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.072
HLM stability:	0.044 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

2.509

Half-life (T1/2):

4.379

ADMET: Toxicity

hERG Blockers:	0.004	hERG Blockers (10um):	0.061
Human Hepatotoxicity (H-HT):	0.739	Drug-induced Liver Injury (DILI):	0.991
AMES Toxicity:	0.963	Rat Oral Acute Toxicity:	0.007
Maximum Recommended Daily Dose:	0.006	Skin Sensitization:	1.0
Carcinogencity:	0.084	Eye Corrosion:	0.0
Eye Irritation:	0.069	Respiratory Toxicity:	0.001
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.985
Hematotoxicity:	0.093	Drug-induced Nephrotoxicity:	0.486
Genotoxicity:	0.942	RPMI-8226 Immunitoxicity:	0.059
A549 Cytotoxicity:	0.731	Hek293 Cytotoxicity:	0.192
BCF:	0.402 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	2.904 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.625 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.655 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22338	Centaurea jacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23013	Barleria buxifolia	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20757	Litsea guatemalensis	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	Seeds	n.a.		Database[Phenol-Explorer]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20757	Litsea guatemalensis	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22782	Lens culinaris	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22338	Centaurea jacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23013	Barleria buxifolia	Species	Acanthaceae	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 NPC7096 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	25973
0.1-0.2	20379
0.2-0.3	2304
0.3-0.4	673
0.4-0.5	282
0.5-0.6	92
0.6-0.7	80
0.7-0.8	0
0.8-0.85	3
0.85-0.9	1
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9701	High Similarity	NPC136042
0.9028	High Similarity	NPC605784
0.9	High Similarity	NPC84362
0.8592	High Similarity	NPC297987
0.8194	Intermediate Similarity	NPC289667
0.8026	Intermediate Similarity	NPC116458
0.8026	Intermediate Similarity	NPC246943
0.7733	Intermediate Similarity	NPC271692
0.76	Intermediate Similarity	NPC145038
0.76	Intermediate Similarity	NPC56077
0.76	Intermediate Similarity	NPC281131
0.76	Intermediate Similarity	NPC253662
0.76	Intermediate Similarity	NPC179950
0.76	Intermediate Similarity	NPC277205
0.76	Intermediate Similarity	NPC37919
0.76	Intermediate Similarity	NPC88789
0.76	Intermediate Similarity	NPC189142
0.76	Intermediate Similarity	NPC77660
0.76	Intermediate Similarity	NPC491374
0.7532	Intermediate Similarity	NPC488071
0.75	Intermediate Similarity	NPC251417
0.7273	Intermediate Similarity	NPC14187
0.7237	Intermediate Similarity	NPC249281
0.72	Intermediate Similarity	NPC67037
0.72	Intermediate Similarity	NPC255615
0.7179	Intermediate Similarity	NPC42773
0.7179	Intermediate Similarity	NPC45522
0.7059	Intermediate Similarity	NPC64425
0.6988	Remote Similarity	NPC480466
0.6962	Remote Similarity	NPC599850
0.6957	Remote Similarity	NPC480441
0.6835	Remote Similarity	NPC46420
0.6795	Remote Similarity	NPC39360
0.6795	Remote Similarity	NPC77672
0.6795	Remote Similarity	NPC133671
0.6795	Remote Similarity	NPC135391
0.6795	Remote Similarity	NPC29763
0.6795	Remote Similarity	NPC78263
0.6795	Remote Similarity	NPC210003
0.6795	Remote Similarity	NPC250069
0.6709	Remote Similarity	NPC158674
0.6709	Remote Similarity	NPC323593
0.6709	Remote Similarity	NPC203500
0.6705	Remote Similarity	NPC35119
0.6667	Remote Similarity	NPC611303
0.6627	Remote Similarity	NPC276377
0.6625	Remote Similarity	NPC24043
0.6588	Remote Similarity	NPC29958
0.6582	Remote Similarity	NPC19388
0.6582	Remote Similarity	NPC240431
0.6582	Remote Similarity	NPC55786
0.6517	Remote Similarity	NPC32641
0.6517	Remote Similarity	NPC256188
0.6512	Remote Similarity	NPC471748
0.65	Remote Similarity	NPC64305
0.6444	Remote Similarity	NPC486577
0.6437	Remote Similarity	NPC150164
0.6437	Remote Similarity	NPC156869
0.642	Remote Similarity	NPC27640
0.641	Remote Similarity	NPC288084
0.6386	Remote Similarity	NPC601144
0.6375	Remote Similarity	NPC127546
0.6375	Remote Similarity	NPC261866
0.6375	Remote Similarity	NPC57625
0.6375	Remote Similarity	NPC19709
0.6375	Remote Similarity	NPC173637
0.6375	Remote Similarity	NPC317489
0.6375	Remote Similarity	NPC238376
0.6375	Remote Similarity	NPC223424
0.6375	Remote Similarity	NPC600591
0.6341	Remote Similarity	NPC472459
0.631	Remote Similarity	NPC311830
0.6296	Remote Similarity	NPC8573
0.6296	Remote Similarity	NPC95090
0.6296	Remote Similarity	NPC27408
0.6265	Remote Similarity	NPC60735
0.6265	Remote Similarity	NPC26230
0.6265	Remote Similarity	NPC285197
0.625	Remote Similarity	NPC25523
0.625	Remote Similarity	NPC164704
0.6235	Remote Similarity	NPC203050
0.6235	Remote Similarity	NPC488072
0.6235	Remote Similarity	NPC225434
0.622	Remote Similarity	NPC488080
0.622	Remote Similarity	NPC169977
0.6203	Remote Similarity	NPC34531
0.619	Remote Similarity	NPC22832
0.619	Remote Similarity	NPC120099
0.618	Remote Similarity	NPC186816
0.6145	Remote Similarity	NPC59534
0.6122	Remote Similarity	NPC470716
0.6111	Remote Similarity	NPC488073
0.6098	Remote Similarity	NPC168822
0.6092	Remote Similarity	NPC8856
0.6092	Remote Similarity	NPC480463
0.6082	Remote Similarity	NPC470715
0.6071	Remote Similarity	NPC307938
0.6071	Remote Similarity	NPC175107
0.6047	Remote Similarity	NPC601586
0.6024	Remote Similarity	NPC245014
0.6024	Remote Similarity	NPC58716
0.6024	Remote Similarity	NPC305811
0.6024	Remote Similarity	NPC45638
0.6	Remote Similarity	NPC101026
0.6	Remote Similarity	NPC243930
0.6	Remote Similarity	NPC21666
0.6	Remote Similarity	NPC488077
0.6	Remote Similarity	NPC486578
0.598	Remote Similarity	NPC470720
0.5978	Remote Similarity	NPC72016
0.5977	Remote Similarity	NPC254855
0.5977	Remote Similarity	NPC94610
0.5977	Remote Similarity	NPC265115
0.5952	Remote Similarity	NPC325555
0.5952	Remote Similarity	NPC226304
0.5952	Remote Similarity	NPC117260
0.5952	Remote Similarity	NPC201292
0.5934	Remote Similarity	NPC240306
0.5926	Remote Similarity	NPC223860
0.5915	Remote Similarity	NPC188871
0.5897	Remote Similarity	NPC191154
0.5889	Remote Similarity	NPC605592
0.5882	Remote Similarity	NPC470719
0.5882	Remote Similarity	NPC470717
0.5862	Remote Similarity	NPC190003
0.5859	Remote Similarity	NPC277532
0.5843	Remote Similarity	NPC139320
0.5843	Remote Similarity	NPC476773
0.5842	Remote Similarity	NPC295625
0.5814	Remote Similarity	NPC609478
0.5806	Remote Similarity	NPC606657
0.5795	Remote Similarity	NPC116864
0.5795	Remote Similarity	NPC244776
0.5778	Remote Similarity	NPC275454
0.5747	Remote Similarity	NPC607707
0.5714	Remote Similarity	NPC282987
0.5714	Remote Similarity	NPC197896
0.5714	Remote Similarity	NPC313163
0.5714	Remote Similarity	NPC609879
0.5699	Remote Similarity	NPC483415
0.5698	Remote Similarity	NPC168584
0.5663	Remote Similarity	NPC111929
0.5663	Remote Similarity	NPC320283
0.5663	Remote Similarity	NPC473043
0.5663	Remote Similarity	NPC331652
0.5663	Remote Similarity	NPC41121
0.5657	Remote Similarity	NPC292019
0.5657	Remote Similarity	NPC202908
0.5652	Remote Similarity	NPC115674
0.5647	Remote Similarity	NPC603655
0.5632	Remote Similarity	NPC148710
0.5625	Remote Similarity	NPC134819
0.5612	Remote Similarity	NPC121703
0.561	Remote Similarity	NPC276222
0.561	Remote Similarity	NPC274618
0.561	Remote Similarity	NPC118284
0.561	Remote Similarity	NPC608147
0.5604	Remote Similarity	NPC67326
0.5604	Remote Similarity	NPC67105
0.5595	Remote Similarity	NPC108831
0.5595	Remote Similarity	NPC182634
0.5568	Remote Similarity	NPC206123
0.5543	Remote Similarity	NPC203259
0.5543	Remote Similarity	NPC33054
0.5543	Remote Similarity	NPC210073
0.5543	Remote Similarity	NPC155877
0.5543	Remote Similarity	NPC176740
0.5543	Remote Similarity	NPC471725
0.5543	Remote Similarity	NPC134532
0.5543	Remote Similarity	NPC602582
0.5532	Remote Similarity	NPC470443
0.5532	Remote Similarity	NPC483414
0.5532	Remote Similarity	NPC65711
0.5529	Remote Similarity	NPC234739
0.5524	Remote Similarity	NPC488078
0.5517	Remote Similarity	NPC80140
0.5476	Remote Similarity	NPC135599
0.5476	Remote Similarity	NPC73855
0.5476	Remote Similarity	NPC113968
0.5476	Remote Similarity	NPC328940
0.5476	Remote Similarity	NPC277174
0.5476	Remote Similarity	NPC606877
0.5474	Remote Similarity	NPC483416
0.5474	Remote Similarity	NPC229409
0.5465	Remote Similarity	NPC610763
0.5402	Remote Similarity	NPC27942
0.5385	Remote Similarity	NPC606546
0.5376	Remote Similarity	NPC607513
0.5361	Remote Similarity	NPC473073
0.5361	Remote Similarity	NPC473071
0.5349	Remote Similarity	NPC93337
0.5349	Remote Similarity	NPC146792
0.5333	Remote Similarity	NPC170052
0.5333	Remote Similarity	NPC135846
0.5319	Remote Similarity	NPC255157
0.5319	Remote Similarity	NPC259896
0.5312	Remote Similarity	NPC37668
0.5287	Remote Similarity	NPC22195
0.5287	Remote Similarity	NPC84265
0.5287	Remote Similarity	NPC21190

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC7096 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6042
0.1-0.2	3035
0.2-0.3	60
0.3-0.4	6
0.4-0.5	3
0.5-0.6	3
0.6-0.7	1
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
0.6556	Remote Similarity	NPD7251	Phase 2
0.5543	Remote Similarity	NPD6797	Phase 2
0.53	Remote Similarity	NPD7808	Phase 3
0.5258	Remote Similarity	NPD7804	Clinical (unspecified phase)

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