NPASS Compound

Natural Product: NPC480463

Natural Product ID	NPC480463
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	ZPAYQLJMBBDSCT-YVUHWDNISA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	132526842
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003540] Flavonoid-8-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 78 82 0 0 0 0 0 0 0 0999 V2000 -5.2185 1.4771 2.1930 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1055 1.4857 0.6680 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8244 2.7333 0.1935 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0732 3.3042 -0.9853 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5460 2.0993 -1.7825 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4406 1.4936 -0.9609 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7518 1.5329 0.3883 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0372 0.2185 -1.4408 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6858 -0.1088 -1.5228 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0229 0.3583 -2.6604 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5589 1.0124 -3.5660 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3162 0.0648 -2.7707 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0562 0.4746 -3.8620 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3954 0.1601 -3.9498 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0251 -0.5593 -2.9656 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2482 -0.9573 -1.8755 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9053 -0.6676 -1.7497 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2354 -1.0789 -0.7125 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0686 -0.8327 -0.5444 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7242 -1.3609 0.6560 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9168 -1.8748 1.6660 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4582 -2.4456 2.7986 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8198 -2.5358 2.9862 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6436 -2.0363 2.0024 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0625 -1.4671 0.8718 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0312 -2.0949 2.1273 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3739 -3.1110 4.1287 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6428 -2.9562 3.8029 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8995 -1.6906 -0.8746 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6485 -0.9008 0.0775 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0435 -0.9508 1.4348 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9694 -0.6515 2.5535 C 0 0 2 0 0 0 0 0 0 0 0 0 5.4291 -0.7340 2.2780 C 0 0 1 0 0 0 0 0 0 0 0 0 5.7251 -0.4205 0.8172 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1926 -0.5862 0.5848 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5696 -1.8839 0.9217 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9632 -1.3042 0.0631 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1009 0.1809 3.0806 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6745 -1.5116 3.6315 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0180 0.0459 1.5239 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3677 -0.9004 -3.0050 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1180 -0.4797 -4.1293 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3750 1.2020 -4.8318 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1428 2.4989 -3.0270 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9162 3.9260 -0.4710 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1155 2.4033 -0.2031 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2696 1.5061 2.5125 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7081 0.5884 2.6301 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7398 2.4256 2.5654 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6226 0.5923 0.3047 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9185 3.4791 1.0190 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6625 3.9837 -1.5991 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4265 1.4001 -1.8140 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5231 2.1522 -1.0437 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9638 0.4875 -4.8145 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1443 -1.8328 1.5482 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7551 -1.1263 0.1341 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5883 -1.4990 1.5008 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1580 -3.7439 3.9536 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8607 -2.7276 4.7461 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6432 0.1892 -0.2334 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4966 -1.9256 1.5774 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7606 0.3823 2.9643 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8517 -1.7496 2.5358 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3670 0.6066 0.6514 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4278 -0.3802 -0.4923 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7894 0.1544 1.1495 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0868 -2.5183 0.3239 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4641 0.9412 2.5929 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0454 -1.0874 4.2620 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4072 0.8363 1.0669 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4035 0.5954 -4.0144 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1013 -1.0324 -4.1797 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6155 -0.6749 -5.0872 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1676 0.6355 -5.5030 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3658 1.7744 -3.6758 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 4.5518 0.2602 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6903 2.4452 0.5998 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 2 0 10 12 1 0 12 13 2 0 13 14 1 0 14 15 2 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 2 0 21 22 1 0 22 23 2 0 23 24 1 0 24 25 2 0 24 26 1 0 23 27 1 0 22 28 1 0 16 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 34 37 1 0 33 38 1 0 32 39 1 0 31 40 1 0 15 41 1 0 41 42 1 0 13 43 1 0 5 44 1 0 4 45 1 0 3 46 1 0 7 2 1 0 19 9 2 0 25 20 1 0 37 30 1 0 17 12 1 0 1 47 1 0 1 48 1 0 1 49 1 0 2 50 1 6 3 51 1 1 4 52 1 6 5 53 1 6 6 54 1 1 14 55 1 0 21 56 1 0 25 57 1 0 26 58 1 0 27 59 1 0 28 60 1 0 30 61 1 6 31 62 1 1 32 63 1 1 33 64 1 1 34 65 1 6 35 66 1 0 35 67 1 0 36 68 1 0 38 69 1 0 39 70 1 0 40 71 1 0 42 72 1 0 42 73 1 0 42 74 1 0 43 75 1 0 44 76 1 0 45 77 1 0 46 78 1 0 M END

Standard InCHIKey	ZPAYQLJMBBDSCT-YVUHWDNISA-N
Standard InCHI	InChI=1S/C28H32O18/c1-7-15(33)19(37)21(39)27(42-7)46-26-18(36)14-9(30)5-12(41-2)24(45-28-22(40)20(38)17(35)13(6-29)43-28)25(14)44-23(26)8-3-10(31)16(34)11(32)4-8/h3-5,7,13,15,17,19-22,27-35,37-40H,6H2,1-2H3/t7-,13+,15-,17+,19+,20-,21+,22+,27-,28-/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)Oc1c(=O)c2c(cc(c(c2oc1c1cc(c(c(c1)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)OC)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	656.16	Volume:	587.194 ? Van der Waals volume.
Dense:	1.117	LogP:	-0.866 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.453 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-1.808 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	7.0	Rigid Bonds:	30.0
TPSA:	298.89 ? Topological Polar Surface Area.	H-Bond Acceptor:	18.0
H-Bond Donor:	11.0	Rings:	5.0
Heavy Atoms:	18.0

MedChem Properties

QED Drug-Likeness Score:	0.119	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.96	Fsp³:	0.464
MCE-18:	129.049 ? 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:	0.623	Fluc inhibitor:	0.149 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.861 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.628 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.145	Promiscuous compounds:	0.655

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.409	MDCK Permeability:	-5.176
Pgp-inhibitor:	0.0	Pgp-substrate:	0.326
PAMPA:	1.0 ? 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):	0.549
20% Bioavailability (F20%):	0.511	30% Bioavailability (F30%):	0.992
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.023
Plasma Protein Binding (PPB):	79.436%	Volume Distribution (VD):	-0.068
Fu:	19.928% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.999
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.073
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:	0.001
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.001
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.999
HLM stability:	0.431 ? 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):

2.097

Half-life (T1/2):

5.612

ADMET: Toxicity

hERG Blockers:	0.005	hERG Blockers (10um):	0.225
Human Hepatotoxicity (H-HT):	0.62	Drug-induced Liver Injury (DILI):	0.97
AMES Toxicity:	0.919	Rat Oral Acute Toxicity:	0.005
Maximum Recommended Daily Dose:	0.019	Skin Sensitization:	1.0
Carcinogencity:	0.017	Eye Corrosion:	0.0
Eye Irritation:	0.03	Respiratory Toxicity:	0.002
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.998
Hematotoxicity:	0.041	Drug-induced Nephrotoxicity:	0.168
Genotoxicity:	0.946	RPMI-8226 Immunitoxicity:	0.024
A549 Cytotoxicity:	0.954	Hek293 Cytotoxicity:	0.184
BCF:	0.348 ? 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:	3.013 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.686 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.782 ? 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
NPO17083	Atraphaxis frutescens	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28006914]
NPO17083	Atraphaxis frutescens	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17083	Atraphaxis frutescens	Species	Polygonaceae	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	3

Activity Type	# Activity
Others	3

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
NPT35	Others	n.a.	n.a.	IC50	=	26200.0	nM	PMID[28006914]
NPT2	Others	Unspecified	n.a.	IC50	>	300000.0	nM	PMID[28006914]
NPT2	Others	Unspecified	n.a.	IC50	=	900000.0	nM	PMID[28006914]

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 NPC480463 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	22511
0.1-0.2	23966
0.2-0.3	2366
0.3-0.4	664
0.4-0.5	244
0.5-0.6	76
0.6-0.7	17
0.7-0.8	0
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8846	High Similarity	NPC480466
0.8228	Intermediate Similarity	NPC355481
0.7262	Intermediate Similarity	NPC265115
0.7037	Intermediate Similarity	NPC158674
0.6951	Remote Similarity	NPC349108
0.6628	Remote Similarity	NPC605784
0.6506	Remote Similarity	NPC19388
0.6506	Remote Similarity	NPC240431
0.6506	Remote Similarity	NPC55786
0.6386	Remote Similarity	NPC135599
0.6386	Remote Similarity	NPC73855
0.6386	Remote Similarity	NPC113968
0.6386	Remote Similarity	NPC328940
0.6386	Remote Similarity	NPC277174
0.6386	Remote Similarity	NPC606877
0.625	Remote Similarity	NPC116458
0.625	Remote Similarity	NPC246943
0.6163	Remote Similarity	NPC271692
0.6092	Remote Similarity	NPC59534
0.6047	Remote Similarity	NPC136042
0.6044	Remote Similarity	NPC251417
0.5977	Remote Similarity	NPC84362
0.5952	Remote Similarity	NPC34531
0.5843	Remote Similarity	NPC488071
0.5795	Remote Similarity	NPC46420
0.5795	Remote Similarity	NPC27640
0.5747	Remote Similarity	NPC289667
0.573	Remote Similarity	NPC42773
0.573	Remote Similarity	NPC45522
0.573	Remote Similarity	NPC599850
0.5714	Remote Similarity	NPC5319
0.5682	Remote Similarity	NPC145038
0.5682	Remote Similarity	NPC8573
0.5682	Remote Similarity	NPC56077
0.5682	Remote Similarity	NPC297987
0.5682	Remote Similarity	NPC281131
0.5682	Remote Similarity	NPC253662
0.5682	Remote Similarity	NPC265530
0.5682	Remote Similarity	NPC179950
0.5682	Remote Similarity	NPC88789
0.5682	Remote Similarity	NPC491374
0.5667	Remote Similarity	NPC611303
0.5618	Remote Similarity	NPC305811
0.5568	Remote Similarity	NPC127546
0.5568	Remote Similarity	NPC249281
0.5568	Remote Similarity	NPC57625
0.5568	Remote Similarity	NPC173637
0.5568	Remote Similarity	NPC317489
0.5568	Remote Similarity	NPC223424
0.5568	Remote Similarity	NPC600591
0.5556	Remote Similarity	NPC472459
0.5556	Remote Similarity	NPC325555
0.5556	Remote Similarity	NPC226304
0.5455	Remote Similarity	NPC473043
0.5444	Remote Similarity	NPC24043
0.5435	Remote Similarity	NPC120099
0.5417	Remote Similarity	NPC39834
0.5393	Remote Similarity	NPC77672
0.5393	Remote Similarity	NPC133671
0.5393	Remote Similarity	NPC135391
0.5393	Remote Similarity	NPC78263
0.5393	Remote Similarity	NPC250069
0.534	Remote Similarity	NPC14187
0.5333	Remote Similarity	NPC64305
0.5326	Remote Similarity	NPC168584
0.5326	Remote Similarity	NPC219904
0.5319	Remote Similarity	NPC203050
0.5319	Remote Similarity	NPC225434
0.53	Remote Similarity	NPC35119
0.5281	Remote Similarity	NPC111929
0.5281	Remote Similarity	NPC320283
0.5281	Remote Similarity	NPC41121
0.5275	Remote Similarity	NPC488080
0.5275	Remote Similarity	NPC169977
0.5269	Remote Similarity	NPC148710
0.5222	Remote Similarity	NPC210042
0.5222	Remote Similarity	NPC44558
0.5213	Remote Similarity	NPC223747
0.52	Remote Similarity	NPC483415
0.5169	Remote Similarity	NPC67037
0.5169	Remote Similarity	NPC255615
0.5161	Remote Similarity	NPC60735
0.5161	Remote Similarity	NPC26230
0.5158	Remote Similarity	NPC488072
0.5158	Remote Similarity	NPC276377
0.5149	Remote Similarity	NPC32641
0.5149	Remote Similarity	NPC256188
0.514	Remote Similarity	NPC480441
0.5109	Remote Similarity	NPC603655
0.5106	Remote Similarity	NPC101026
0.5106	Remote Similarity	NPC21666
0.5106	Remote Similarity	NPC488077
0.5106	Remote Similarity	NPC609478
0.5102	Remote Similarity	NPC471748
0.5051	Remote Similarity	NPC150164
0.5051	Remote Similarity	NPC605592
0.505	Remote Similarity	NPC483414

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC480463 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5722
0.1-0.2	3371
0.2-0.3	47
0.3-0.4	5
0.4-0.5	4
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
0.5714	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