NPASS Compound

Natural Product: NPC232295

Natural Product ID	NPC232295
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Sargachromanol C
IUPAC Name	(2R)-2-[(3E,7E,9R)-9-hydroxy-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,8-dimethyl-3,4-dihydrochromen-6-ol
Synonyms	Sargachromanol C
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL465201
PubChem CID	11177417
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 70 71 0 0 0 0 0 0 0 0999 V2000 -0.3268 -3.3466 0.5948 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3033 -1.9950 1.1998 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4295 -1.4651 1.6875 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7240 -2.1642 1.6570 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8553 -1.4483 1.0437 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6999 -1.0615 -0.3819 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4439 -2.2028 -1.3224 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7222 0.0503 -0.6369 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0636 1.2838 0.1741 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4907 1.6260 -0.0824 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4108 0.7300 -0.5461 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0279 -0.5722 -0.8016 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7478 1.0738 -0.7794 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7387 0.0901 -1.2837 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1592 2.3537 -0.5369 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2521 3.2759 -0.0694 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9377 2.9326 0.1585 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6753 4.5679 0.1734 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9795 -1.2555 1.2508 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4599 -1.0769 -0.1766 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7485 -0.3332 -0.1094 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8863 -0.7969 -0.5628 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2025 -0.0557 -0.5025 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0698 1.2558 0.1263 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1996 2.1560 0.3004 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4561 2.1039 0.0035 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1787 1.0323 -0.6526 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2918 3.3235 0.3977 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0915 -0.9372 0.0914 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9269 -2.1372 -1.1849 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7083 -3.6863 0.3537 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9594 -3.3070 -0.3090 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7621 -4.0980 1.2896 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3197 -0.4733 2.1135 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9348 -2.4660 2.7165 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5723 -3.1712 1.1473 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7713 -2.0871 1.1454 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0837 -0.4817 1.6008 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5329 -3.1962 -0.8314 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1123 -2.2034 -2.1984 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4103 -2.0750 -1.7602 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8582 0.3473 -1.7255 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7003 -0.2957 -0.4754 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4551 2.1135 -0.2042 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8703 1.1127 1.2306 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3060 -0.9398 -1.3243 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0025 0.3522 -2.3372 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6452 0.0287 -0.6467 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1999 2.6703 -0.7054 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2067 3.6273 0.5223 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5542 5.0680 1.0349 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8853 -0.2812 1.7672 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7627 -1.8197 1.8154 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6093 -2.0950 -0.6081 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6779 -0.5137 -0.7147 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7339 0.6416 0.3398 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4779 0.0456 -1.5727 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2404 1.8794 -0.3222 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6800 1.0598 1.1925 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8565 3.1418 0.8396 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6361 0.6284 -1.4981 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4443 0.2684 0.1425 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1722 1.4530 -1.0421 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0524 3.4698 -0.3704 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6324 4.1989 0.5466 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7372 3.0589 1.3790 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6285 -1.4009 0.8483 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6696 -2.9323 -0.4241 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9319 -2.4241 -1.5552 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2376 -2.2257 -2.0496 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 1 0 24 25 1 0 25 26 2 3 26 27 1 0 26 28 1 0 23 29 1 0 22 30 1 0 12 6 1 0 17 10 1 0 1 31 1 0 1 32 1 0 1 33 1 0 3 34 1 0 4 35 1 0 4 36 1 0 5 37 1 0 5 38 1 0 7 39 1 0 7 40 1 0 7 41 1 0 8 42 1 0 8 43 1 0 9 44 1 0 9 45 1 0 14 46 1 0 14 47 1 0 14 48 1 0 15 49 1 0 17 50 1 0 18 51 1 0 19 52 1 0 19 53 1 0 20 54 1 0 20 55 1 0 21 56 1 0 23 57 1 6 24 58 1 0 24 59 1 0 25 60 1 0 27 61 1 0 27 62 1 0 27 63 1 0 28 64 1 0 28 65 1 0 28 66 1 0 29 67 1 0 30 68 1 0 30 69 1 0 30 70 1 0 M END

Standard InCHIKey	RFIIOYJLKCYOCK-PUMPRSRSSA-N
Standard InCHI	InChI=1S/C27H40O3/c1-19(2)12-13-25(29)21(4)11-7-9-20(3)10-8-15-27(6)16-14-23-18-24(28)17-22(5)26(23)30-27/h10-12,17-18,25,28-29H,7-9,13-16H2,1-6H3/b20-10+,21-11+/t25-,27-/m1/s1
SMILES	C/C(=CCC[C@]1(C)CCc2c(O1)c(C)cc(c2)O)/CC/C=C(/[C@@H](CC=C(C)C)O)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	412.3	Volume:	468.987 ? Van der Waals volume.
Dense:	0.879	LogP:	5.879 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.933 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.409 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	9.0	Rigid Bonds:	14.0
TPSA:	49.69 ? Topological Polar Surface Area.	H-Bond Acceptor:	3.0
H-Bond Donor:	2.0	Rings:	2.0
Heavy Atoms:	3.0

MedChem Properties

QED Drug-Likeness Score:	0.431	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.035	Fsp³:	0.556
MCE-18:	53.429 ? 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:	0.982	Fluc inhibitor:	0.002 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.059 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.076 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.432	Promiscuous compounds:	0.051

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.722	MDCK Permeability:	-4.673
Pgp-inhibitor:	0.847	Pgp-substrate:	0.002
PAMPA:	0.012 ? 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%):	0.025	30% Bioavailability (F30%):	0.008
50% Bioavailability (F50%):	0.939

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.008	MRP1:	0.982
Plasma Protein Binding (PPB):	94.152%	Volume Distribution (VD):	0.235
Fu:	5.553% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.999	BCRP inhibitor:	0.0
BSEP inhibitor:	0.999

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.078
CYP2C19-inhibitor:	0.006	CYP2C19-substrate:	0.168
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.012
CYP2D6-inhibitor:	0.926	CYP2D6-substrate:	0.065
CYP3A4-inhibitor:	0.065	CYP3A4-substrate:	0.704
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.989 ? 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):

7.372

Half-life (T1/2):

0.955

ADMET: Toxicity

hERG Blockers:	0.447	hERG Blockers (10um):	0.761
Human Hepatotoxicity (H-HT):	0.76	Drug-induced Liver Injury (DILI):	0.013
AMES Toxicity:	0.104	Rat Oral Acute Toxicity:	0.151
Maximum Recommended Daily Dose:	0.645	Skin Sensitization:	0.986
Carcinogencity:	0.108	Eye Corrosion:	0.0
Eye Irritation:	0.142	Respiratory Toxicity:	0.653
Drug-induced Neurotoxicity:	0.094	Ototoxicity:	0.678
Hematotoxicity:	0.141	Drug-induced Nephrotoxicity:	0.327
Genotoxicity:	0.232	RPMI-8226 Immunitoxicity:	0.103
A549 Cytotoxicity:	0.217	Hek293 Cytotoxicity:	0.506
BCF:	2.346 ? 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:	5.498 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.845 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.495 ? 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
IC50	4
Activity	1
MIC	6
CC50	2

Activity Type	# Activity
Individual protein	1
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

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	=	18000.0	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[22283497]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	MIC	>	100.0	ug.mL-1	PMID[24088190]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	>	100.0	ug.mL-1	PMID[18077363]
NPT1	Others	Radical scavenging activity	n.a.	Activity	=	90.5	%	PMID[17850214]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	100.0	ug.mL-1	PMID[19877653]
NPT766	Organism	Proteus vulgaris	Proteus vulgaris	MIC	>	100.0	ug.mL-1	PMID[16539395]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	100.0	ug.mL-1	PMID[17438054]
NPT2	Others	Unspecified	n.a.	IC50	=	83100.0	nM	PMID[11421737]

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 NPC232295 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	16741
0.1-0.2	31017
0.2-0.3	1923
0.3-0.4	120
0.4-0.5	19
0.5-0.6	11
0.6-0.7	15
0.7-0.8	0
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8136	Intermediate Similarity	NPC69539
0.8	Intermediate Similarity	NPC204535
0.8	Intermediate Similarity	NPC46586
0.7879	Intermediate Similarity	NPC59654
0.7619	Intermediate Similarity	NPC32152
0.7612	Intermediate Similarity	NPC271832
0.7538	Intermediate Similarity	NPC610467
0.7344	Intermediate Similarity	NPC147896
0.7206	Intermediate Similarity	NPC474131
0.7101	Intermediate Similarity	NPC601388
0.7059	Intermediate Similarity	NPC611336
0.7042	Intermediate Similarity	NPC474130
0.6957	Remote Similarity	NPC609807
0.6857	Remote Similarity	NPC600119
0.6714	Remote Similarity	NPC185634
0.6667	Remote Similarity	NPC474237
0.6667	Remote Similarity	NPC603704
0.6571	Remote Similarity	NPC276962
0.6571	Remote Similarity	NPC190086
0.6486	Remote Similarity	NPC474143
0.6438	Remote Similarity	NPC610755
0.6351	Remote Similarity	NPC474246
0.6324	Remote Similarity	NPC606596
0.6164	Remote Similarity	NPC609806
0.6119	Remote Similarity	NPC45663
0.6081	Remote Similarity	NPC196621
0.6053	Remote Similarity	NPC609153
0.5921	Remote Similarity	NPC475880
0.5833	Remote Similarity	NPC483459
0.5833	Remote Similarity	NPC483457
0.5833	Remote Similarity	NPC483456
0.5833	Remote Similarity	NPC483458
0.5441	Remote Similarity	NPC139047
0.5263	Remote Similarity	NPC479050
0.5211	Remote Similarity	NPC469907
0.5072	Remote Similarity	NPC187993
0.5072	Remote Similarity	NPC238176
0.5065	Remote Similarity	NPC483461

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC232295 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5372
0.1-0.2	3751
0.2-0.3	25
0.3-0.4	1
0.4-0.5	0
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
0.597	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