NPASS Compound

Natural Product: NPC271832

Natural Product ID	NPC271832
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Sargachromanol G
IUPAC Name	(4R,6E,10E)-4-hydroxy-13-[(2R)-6-hydroxy-2,8-dimethyl-3,4-dihydrochromen-2-yl]-2,6,10-trimethyltrideca-2,6,10-trien-5-one
Synonyms	Sargachromanol G
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL462917
PubChem CID	11407674
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001534] Quinone and hydroquinone lipids [CHEMONTID:0001546] Vitamin E compounds [CHEMONTID:0002092] Tocotrienols

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 69 70 0 0 0 0 0 0 0 0999 V2000 0.9670 -1.8555 1.2698 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2805 -1.6574 -0.0263 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9947 -1.2120 -0.0753 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7731 -0.8986 1.1235 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2130 0.5098 1.3060 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0983 1.1037 0.2774 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5468 1.1864 -1.1155 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4369 2.5133 0.7316 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6315 2.5490 1.6359 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8004 1.9889 0.8824 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5601 0.8463 0.1492 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2996 0.3209 0.1648 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6301 0.3229 -0.5487 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3557 -0.9206 -1.3425 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8823 0.9003 -0.5251 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1079 2.0427 0.2126 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0425 2.5804 0.9191 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3621 2.6633 0.2662 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9767 -1.9805 -1.2840 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1822 -1.1863 -1.6146 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3021 -1.2367 -0.6492 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4299 -1.7903 -1.0788 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6087 -1.9126 -0.2580 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6445 -2.4795 -0.7958 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8223 -1.4893 1.1138 C 0 0 1 0 0 0 0 0 0 0 0 0 7.0732 -0.6683 1.1489 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1221 0.4879 0.5087 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0066 1.0662 -0.2704 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3985 1.2834 0.5668 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8328 -0.8007 1.7497 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5031 -2.3229 -2.4820 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3233 -0.9299 1.7452 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3257 -2.4574 1.9791 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8684 -2.5271 1.1471 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4266 -1.1127 -1.0609 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7255 -1.5151 1.0791 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2726 -1.2984 2.0579 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3274 1.1830 1.4201 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8015 0.5352 2.2775 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4452 1.2283 -1.1387 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8642 2.2007 -1.5306 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9864 0.4430 -1.8145 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5838 2.9627 1.2901 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6337 3.1851 -0.1277 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8310 3.5911 1.9010 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4706 1.9640 2.5497 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3044 -1.7508 -0.5818 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4171 -0.8617 -1.9049 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2114 -1.1054 -1.9986 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6758 0.4592 -1.0799 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1838 3.4873 1.5163 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9409 2.6004 -0.5776 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2634 -1.8382 -2.1565 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2179 -3.0750 -1.3236 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5091 -1.4105 -2.6617 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8798 -0.0870 -1.6926 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2218 -0.8321 0.3446 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0433 -2.4351 1.7035 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9495 -1.0156 1.7003 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1847 2.1471 -0.4579 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0272 0.9155 0.1952 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0550 0.5922 -1.2860 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2004 0.7635 0.0110 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2691 2.2891 0.1649 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6687 1.3916 1.6531 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1459 -0.0995 2.3655 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6725 -3.0490 -2.5983 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4333 -1.5539 -3.2476 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4278 -2.9387 -2.5553 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 3 4 1 0 4 5 1 0 6 5 1 1 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 2 0 11 12 1 0 11 13 1 0 13 14 1 0 13 15 2 0 15 16 1 0 16 17 2 0 16 18 1 0 2 19 1 0 19 20 1 0 20 21 1 0 21 22 2 0 22 23 1 0 23 24 2 0 23 25 1 0 25 26 1 0 26 27 2 3 27 28 1 0 27 29 1 0 25 30 1 0 22 31 1 0 12 6 1 0 17 10 1 0 1 32 1 0 1 33 1 0 1 34 1 0 3 35 1 0 4 36 1 0 4 37 1 0 5 38 1 0 5 39 1 0 7 40 1 0 7 41 1 0 7 42 1 0 8 43 1 0 8 44 1 0 9 45 1 0 9 46 1 0 14 47 1 0 14 48 1 0 14 49 1 0 15 50 1 0 17 51 1 0 18 52 1 0 19 53 1 0 19 54 1 0 20 55 1 0 20 56 1 0 21 57 1 0 25 58 1 1 26 59 1 0 28 60 1 0 28 61 1 0 28 62 1 0 29 63 1 0 29 64 1 0 29 65 1 0 30 66 1 0 31 67 1 0 31 68 1 0 31 69 1 0 M END

Standard InCHIKey	CBIUHPWNXBUXBG-AZIDNILZSA-N
Standard InCHI	InChI=1S/C27H38O4/c1-18(2)15-24(29)25(30)20(4)11-7-9-19(3)10-8-13-27(6)14-12-22-17-23(28)16-21(5)26(22)31-27/h10-11,15-17,24,28-29H,7-9,12-14H2,1-6H3/b19-10+,20-11+/t24-,27-/m1/s1
SMILES	C/C(=CCC[C@]1(C)CCc2c(O1)c(C)cc(c2)O)/CC/C=C(/C(=O)[C@@H](C=C(C)C)O)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	426.28	Volume:	475.141 ? Van der Waals volume.
Dense:	0.897	LogP:	5.69 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.977 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.157 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	9.0	Rigid Bonds:	15.0
TPSA:	66.76 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	2.0	Rings:	2.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.368	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.158	Fsp³:	0.519
MCE-18:	56.634 ? 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:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.989	Fluc inhibitor:	0.032 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.233 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.22 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.361	Promiscuous compounds:	0.086

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.695	MDCK Permeability:	-4.702
Pgp-inhibitor:	0.974	Pgp-substrate:	0.005
PAMPA:	0.035 ? 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):	0.0
20% Bioavailability (F20%):	0.403	30% Bioavailability (F30%):	0.252
50% Bioavailability (F50%):	0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001	MRP1:	0.989
Plasma Protein Binding (PPB):	95.673%	Volume Distribution (VD):	0.23
Fu:	4.082% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.001
BSEP inhibitor:	0.999

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.407
CYP2C19-inhibitor:	0.017	CYP2C19-substrate:	0.183
CYP2C9-inhibitor:	0.002	CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.214	CYP2D6-substrate:	0.111
CYP3A4-inhibitor:	0.507	CYP3A4-substrate:	0.967
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.992 ? 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):

6.496

Half-life (T1/2):

0.895

ADMET: Toxicity

hERG Blockers:	0.398	hERG Blockers (10um):	0.71
Human Hepatotoxicity (H-HT):	0.779	Drug-induced Liver Injury (DILI):	0.053
AMES Toxicity:	0.301	Rat Oral Acute Toxicity:	0.12
Maximum Recommended Daily Dose:	0.88	Skin Sensitization:	0.991
Carcinogencity:	0.087	Eye Corrosion:	0.0
Eye Irritation:	0.111	Respiratory Toxicity:	0.788
Drug-induced Neurotoxicity:	0.15	Ototoxicity:	0.588
Hematotoxicity:	0.183	Drug-induced Nephrotoxicity:	0.313
Genotoxicity:	0.669	RPMI-8226 Immunitoxicity:	0.171
A549 Cytotoxicity:	0.128	Hek293 Cytotoxicity:	0.696
BCF:	2.356 ? 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:	5.504 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	7.039 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.674 ? 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
NPO11479	Sargassum siliquastrum	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15921416]
NPO11479	Sargassum siliquastrum	Species	Sargassaceae	Eukaryota	n.a.	subtidal zone (0-2 m) off the southwestern shore of Jeju Island, Korea	2003-Apr	PMID[18817444]
NPO11479	Sargassum siliquastrum	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19006667]
NPO11479	Sargassum siliquastrum	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21377877]
NPO11479	Sargassum siliquastrum	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28720331]
NPO11479	Sargassum siliquastrum	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11479	Sargassum siliquastrum	Species	Sargassaceae	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
Inhibition	1
IC50	4
Activity	1
MIC	6
CC50	2

Activity Type	# Activity
Individual protein	2
Cell line	4
Others	2
Organism	6

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1087	Individual protein	Isocitrate lyase	Candida albicans	IC50	>	200.0	ug.mL-1	DrugMatrix in vitro pharmacology data
NPT439	Individual protein	Butyrylcholinesterase	Homo sapiens	Inhibition	=	82.7	%	PMID[12502328]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT34	Cell line	BV-2	Mus musculus	IC50	=	13000.0	nM	PMID[37137291]
NPT34	Cell line	BV-2	Mus musculus	CC50	>	50000.0	nM	PMID[37137291]
NPT729	Organism	Micrococcus luteus	Micrococcus luteus	MIC	>	100.0	ug.mL-1	PMID[2691635]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	MIC	>	100.0	ug.mL-1	PMID[24836065]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	>	100.0	ug.mL-1	PMID[18077363]
NPT1	Others	Radical scavenging activity	n.a.	Activity	=	90.4	%	PMID[20143840]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	100.0	ug.mL-1	PMID[25646964]
NPT766	Organism	Proteus vulgaris	Proteus vulgaris	MIC	>	100.0	ug.mL-1	PMID[15979874]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	100.0	ug.mL-1	PMID[23795891]
NPT2	Others	Unspecified	n.a.	IC50	=	24400.0	nM	PMID[19013063]

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 NPC271832 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	11258
0.1-0.2	35757
0.2-0.3	2651
0.3-0.4	129
0.4-0.5	26
0.5-0.6	7
0.6-0.7	15
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8209	Intermediate Similarity	NPC603704
0.7869	Intermediate Similarity	NPC69539
0.7647	Intermediate Similarity	NPC59654
0.7612	Intermediate Similarity	NPC232295
0.7612	Intermediate Similarity	NPC611336
0.7576	Intermediate Similarity	NPC610467
0.75	Intermediate Similarity	NPC204535
0.75	Intermediate Similarity	NPC46586
0.75	Intermediate Similarity	NPC609807
0.7465	Intermediate Similarity	NPC474143
0.7391	Intermediate Similarity	NPC600119
0.7385	Intermediate Similarity	NPC32152
0.7385	Intermediate Similarity	NPC147896
0.7083	Intermediate Similarity	NPC474130
0.7	Intermediate Similarity	NPC474131
0.6944	Remote Similarity	NPC610755
0.6901	Remote Similarity	NPC601388
0.6622	Remote Similarity	NPC474246
0.662	Remote Similarity	NPC276962
0.662	Remote Similarity	NPC190086
0.6618	Remote Similarity	NPC606596
0.6528	Remote Similarity	NPC185634
0.6486	Remote Similarity	NPC474237
0.6351	Remote Similarity	NPC196621
0.6184	Remote Similarity	NPC475880
0.6111	Remote Similarity	NPC483459
0.6111	Remote Similarity	NPC483457
0.6111	Remote Similarity	NPC483456
0.6111	Remote Similarity	NPC483458
0.6104	Remote Similarity	NPC609153
0.5942	Remote Similarity	NPC45663
0.5789	Remote Similarity	NPC609806
0.5432	Remote Similarity	NPC475045
0.5325	Remote Similarity	NPC483461
0.5128	Remote Similarity	NPC479050
0.507	Remote Similarity	NPC139047
0.5065	Remote Similarity	NPC476020

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC271832 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4078
0.1-0.2	5028
0.2-0.3	43
0.3-0.4	0
0.4-0.5	0
0.5-0.6	0
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
0.6029	Remote Similarity	NPD6671	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