NPASS Compound

Natural Product: NPC127243

Natural Product ID	NPC127243
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	ATIJEYKWILXYJC-LJAQVGFWSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0001334] Fatty alcohols [CHEMONTID:0002951] Long-chain fatty alcohols

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 93 92 0 0 0 0 0 0 0 0999 V2000 -7.5566 -0.1888 5.3787 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2843 1.2693 5.1522 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3684 1.3929 3.9397 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1093 0.7777 2.7870 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3019 0.8404 1.4788 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1616 0.1971 0.4359 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4677 0.2241 -0.9184 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1771 -0.5225 -0.8244 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4256 -0.4792 -2.1718 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2429 -1.1304 -3.2041 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7882 -1.1969 -4.6000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5734 -1.9063 -4.9814 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2809 -1.4191 -4.4041 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0722 0.0146 -4.7615 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8814 0.7162 -4.2602 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4808 0.3369 -4.6013 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0577 -0.9653 -4.2362 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0816 -1.2878 -2.7613 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8511 -0.3349 -1.9205 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3024 -0.1948 -2.2938 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9816 0.8115 -1.3702 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9537 0.4647 0.0586 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5785 -0.7860 0.5079 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0234 -0.9612 0.2170 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8906 0.1007 0.8602 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6898 -0.0230 2.2737 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3703 0.8098 3.1649 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1451 1.6526 2.6904 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1192 0.6238 4.5961 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9593 1.5284 5.4796 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4267 1.2933 5.2820 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8211 -0.1386 5.5998 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9166 -1.4173 -2.2699 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6505 -0.7919 5.1704 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8928 -0.3021 6.4363 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3460 -0.5308 4.6826 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2279 1.8076 4.8467 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8142 1.7458 6.0423 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4546 0.7724 4.1316 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0786 2.4285 3.7255 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0483 1.3224 2.5583 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2822 -0.3037 2.9613 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4109 0.2052 1.6645 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0848 1.8770 1.2208 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3222 -0.8769 0.6947 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1498 0.7109 0.3503 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2171 1.2806 -1.1913 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1977 -0.2059 -1.6262 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3324 -1.6183 -0.6303 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4813 -0.0746 -0.1103 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4568 -0.9593 -1.9263 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1598 0.5838 -2.3983 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4436 -2.1964 -2.8198 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3140 -0.7241 -3.2098 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6834 -1.6312 -5.2124 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7414 -0.1613 -5.0667 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6529 -3.0338 -4.8009 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4775 -1.7956 -6.1176 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5084 -2.0282 -5.0552 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0453 -1.7214 -3.3935 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1359 0.0459 -5.8990 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0264 0.5669 -4.4755 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9874 1.8237 -4.5449 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9521 0.8157 -3.1077 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5641 0.3858 -5.7520 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1591 1.1757 -4.2266 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6424 -1.7954 -4.7881 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1599 -0.9053 -4.5433 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0387 -1.3343 -2.3571 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4981 -2.3044 -2.6516 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3697 0.6897 -1.9245 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7270 -0.6666 -0.8611 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3790 0.1858 -3.3541 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3534 1.7459 -1.4911 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9748 1.1111 -1.7640 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3593 1.3574 0.6207 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8766 0.4445 0.3909 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4921 -0.7847 1.6463 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0319 -1.7006 0.2261 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2859 -0.9525 -0.8557 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4076 -1.9341 0.6088 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6269 1.1327 0.5292 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9504 -0.0743 0.5804 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3135 -0.4080 4.9405 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0369 0.8194 4.8324 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6832 1.4158 6.5268 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7557 2.5780 5.1830 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9704 1.9284 6.0307 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8178 1.6156 4.2997 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3091 -0.8154 4.8564 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9020 -0.2931 5.4091 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6157 -0.4092 6.6368 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3170 -2.1043 -1.9711 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 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 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 25 26 1 0 26 27 1 0 27 28 2 0 27 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 20 33 1 0 1 34 1 0 1 35 1 0 1 36 1 0 2 37 1 0 2 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 6 45 1 0 6 46 1 0 7 47 1 0 7 48 1 0 8 49 1 0 8 50 1 0 9 51 1 0 9 52 1 0 10 53 1 0 10 54 1 0 11 55 1 0 11 56 1 0 12 57 1 0 12 58 1 0 13 59 1 0 13 60 1 0 14 61 1 0 14 62 1 0 15 63 1 0 15 64 1 0 16 65 1 0 16 66 1 0 17 67 1 0 17 68 1 0 18 69 1 0 18 70 1 0 19 71 1 0 19 72 1 0 20 73 1 6 21 74 1 0 21 75 1 0 22 76 1 0 22 77 1 0 23 78 1 0 23 79 1 0 24 80 1 0 24 81 1 0 25 82 1 0 25 83 1 0 29 84 1 0 29 85 1 0 30 86 1 0 30 87 1 0 31 88 1 0 31 89 1 0 32 90 1 0 32 91 1 0 32 92 1 0 33 93 1 0 M END

Standard InCHIKey	ATIJEYKWILXYJC-LJAQVGFWSA-N
Standard InCHI	InChI=1S/C30H60O3/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-25-29(31)26-23-21-24-28-33-30(32)27-6-4-2/h29,31H,3-28H2,1-2H3/t29-/m0/s1
SMILES	CCCCCCCCCCCCCCCCCCC[C@@H](CCCCCOC(=O)CCCC)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	468.45	Volume:	551.17 ? Van der Waals volume.
Dense:	0.85	LogP:	7.181 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.141 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-6.366 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	28.0	Rigid Bonds:	1.0
TPSA:	46.53 ? Topological Polar Surface Area.	H-Bond Acceptor:	3.0
H-Bond Donor:	1.0	Rings:	0.0
Heavy Atoms:	3.0

MedChem Properties

QED Drug-Likeness Score:	0.096	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.668	Fsp³:	0.967
MCE-18:	2.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.629	Fluc inhibitor:	0.28 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.001 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.001 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.984	Promiscuous compounds:	0.284

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.133	MDCK Permeability:	-4.878
Pgp-inhibitor:	0.01	Pgp-substrate:	0.472
PAMPA:	0.0 ? 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):	0.953
20% Bioavailability (F20%):	0.997	30% Bioavailability (F30%):	0.999
50% Bioavailability (F50%):	0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.018	MRP1:	0.994
Plasma Protein Binding (PPB):	99.052%	Volume Distribution (VD):	0.927
Fu:	1.176% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.005
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.985
BSEP inhibitor:	0.995

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.997
CYP2C19-inhibitor:	0.025	CYP2C19-substrate:	0.997
CYP2C9-inhibitor:	0.025	CYP2C9-substrate:	0.458
CYP2D6-inhibitor:	0.002	CYP2D6-substrate:	1.0
CYP3A4-inhibitor:	0.26	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.745 ? 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):

5.159

Half-life (T1/2):

1.591

ADMET: Toxicity

hERG Blockers:	0.732	hERG Blockers (10um):	0.926
Human Hepatotoxicity (H-HT):	0.486	Drug-induced Liver Injury (DILI):	0.013
AMES Toxicity:	0.007	Rat Oral Acute Toxicity:	0.035
Maximum Recommended Daily Dose:	0.44	Skin Sensitization:	1.0
Carcinogencity:	0.286	Eye Corrosion:	0.993
Eye Irritation:	0.997	Respiratory Toxicity:	0.988
Drug-induced Neurotoxicity:	0.006	Ototoxicity:	0.243
Hematotoxicity:	0.053	Drug-induced Nephrotoxicity:	0.509
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.043
A549 Cytotoxicity:	0.929	Hek293 Cytotoxicity:	0.19
BCF:	0.421 ? 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:	5.14 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.606 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.913 ? 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
NPO12933	Gymnadenia conopsea	Species	Orchidaceae	Eukaryota	tubers	n.a.	n.a.	PMID[18348533]
NPO11152	Neolitsea dealbata	Species	Lauraceae	Eukaryota	Barks	Thomas Road, 1.5km West of Yungaburra, Australia	1998-MAY	PMID[20732809]
NPO12933	Gymnadenia conopsea	Species	Orchidaceae	Eukaryota	n.a.	tuber	n.a.	PMID[21322946]
NPO12933	Gymnadenia conopsea	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5514	Anaptychia speciosa	Species	Physciaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11152	Neolitsea dealbata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12933	Gymnadenia conopsea	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12933	Gymnadenia conopsea	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11152	Neolitsea dealbata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5514	Anaptychia speciosa	Species	Physciaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12933	Gymnadenia conopsea	Species	Orchidaceae	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 NPC127243 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	17005
0.1-0.2	29316
0.2-0.3	2985
0.3-0.4	455
0.4-0.5	65
0.5-0.6	20
0.6-0.7	11
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	Natural Product ID
0.697	Remote Similarity	NPC149299
0.6667	Remote Similarity	NPC80396
0.6667	Remote Similarity	NPC80641
0.6364	Remote Similarity	NPC154396
0.6364	Remote Similarity	NPC286695
0.6176	Remote Similarity	NPC154642
0.6176	Remote Similarity	NPC603612
0.6111	Remote Similarity	NPC106872
0.6061	Remote Similarity	NPC223249
0.6061	Remote Similarity	NPC476550
0.6	Remote Similarity	NPC485026
0.561	Remote Similarity	NPC485027
0.561	Remote Similarity	NPC485028
0.5588	Remote Similarity	NPC322892
0.5588	Remote Similarity	NPC12904
0.5294	Remote Similarity	NPC86545
0.5294	Remote Similarity	NPC286498
0.5294	Remote Similarity	NPC223374
0.5294	Remote Similarity	NPC196442
0.5294	Remote Similarity	NPC301398
0.5294	Remote Similarity	NPC608162
0.5294	Remote Similarity	NPC609004
0.5263	Remote Similarity	NPC488257
0.5263	Remote Similarity	NPC469937
0.5263	Remote Similarity	NPC94699
0.5263	Remote Similarity	NPC320588
0.5263	Remote Similarity	NPC53463
0.525	Remote Similarity	NPC223677
0.5135	Remote Similarity	NPC223675
0.5135	Remote Similarity	NPC68577
0.5128	Remote Similarity	NPC71761

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC127243 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6112
0.1-0.2	2830
0.2-0.3	184
0.3-0.4	17
0.4-0.5	4
0.5-0.6	2
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
0.5366	Remote Similarity	NPD631	Phase 4
0.5238	Remote Similarity	NPD630	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