NPASS Compound

Natural Product: NPC100482

Natural Product ID	NPC100482
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	(2S)-4',5,7-Trihydroxyflavan-(4Beta->8)-Epiafzelechin
IUPAC Name	(2R,3R)-8-[(2S,4R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL2335721
PubChem CID	71524300
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001586] Biflavonoids and polyflavonoids

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 65 70 0 0 0 0 0 0 0 0999 V2000 4.7493 4.8360 -1.2956 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3385 3.5132 -1.3712 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2460 2.5002 -1.2198 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8401 1.1781 -1.2945 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5009 0.8594 -1.5250 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5840 1.8774 -1.6780 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0138 3.1856 -1.5993 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1641 -0.5651 -1.5880 C 0 0 1 0 0 0 0 0 0 0 0 0 3.8108 -1.2119 -0.5082 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2991 -0.9893 0.7590 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1116 -0.9491 1.8848 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5613 -0.7250 3.1263 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3487 -0.6814 4.2534 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1959 -0.5455 3.2034 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3844 -0.5857 2.0787 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9150 -0.8076 0.8351 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0150 -0.8426 -0.3260 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7176 -0.8811 -1.6599 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0312 -1.8859 -0.2177 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3245 -3.2422 -0.1943 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6592 -3.5366 -0.2653 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6545 -4.2056 -0.1031 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9935 -3.8749 -0.0331 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3324 -2.5577 -0.0564 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3675 -1.5538 -0.1482 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8144 -0.2348 -0.1664 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9750 0.1648 -0.8820 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6367 1.3405 -0.3007 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8134 1.3866 1.0714 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4377 2.4836 1.6675 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8930 3.5450 0.9145 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7190 3.5065 -0.4673 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1035 2.4157 -1.0138 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5119 4.6293 1.5196 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8537 -1.0095 -1.0981 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7448 -2.0634 0.0118 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1846 -0.6803 -1.3361 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9978 -4.8227 0.0591 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0157 -0.3889 2.2910 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5851 5.1276 -0.8148 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3032 2.7273 -1.0379 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6064 0.4260 -1.1661 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5439 1.6458 -1.8568 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3355 4.0297 -1.7122 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6644 -0.9699 -2.5158 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1719 -1.0966 1.7641 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3362 -0.8484 4.2106 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7726 -0.3718 4.1695 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4740 0.1511 -0.3129 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2309 -0.2812 -2.4367 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6285 -1.9514 -2.0152 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1118 -4.1428 0.4157 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3999 -5.2535 -0.0839 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5859 0.5006 -1.8888 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4863 0.5989 1.7349 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5903 2.5483 2.7410 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0550 4.3079 -1.1053 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9697 2.3884 -2.0858 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9586 5.4889 1.5814 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5034 -1.5395 -2.0158 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4607 -2.8632 -0.2578 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8900 -1.6481 1.0063 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3732 -0.5666 -2.3129 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7214 -5.7907 0.0460 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5007 -1.1981 2.6215 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 2 0 5 6 1 0 6 7 2 0 5 8 1 0 8 9 1 0 9 10 1 0 10 11 2 0 11 12 1 0 12 13 1 0 12 14 2 0 14 15 1 0 15 16 2 0 16 17 1 0 17 18 1 0 17 19 1 0 19 20 2 0 20 21 1 0 20 22 1 0 22 23 2 0 23 24 1 0 24 25 2 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 2 0 29 30 1 0 30 31 2 0 31 32 1 0 32 33 2 0 31 34 1 0 27 35 1 0 35 36 1 0 35 37 1 0 23 38 1 0 15 39 1 0 7 2 1 0 18 8 1 0 25 19 1 0 33 28 1 0 16 10 1 0 36 24 1 0 1 40 1 0 3 41 1 0 4 42 1 0 6 43 1 0 7 44 1 0 8 45 1 6 11 46 1 0 13 47 1 0 14 48 1 0 17 49 1 6 18 50 1 0 18 51 1 0 21 52 1 0 22 53 1 0 27 54 1 6 29 55 1 0 30 56 1 0 32 57 1 0 33 58 1 0 34 59 1 0 35 60 1 6 36 61 1 0 36 62 1 0 37 63 1 0 38 64 1 0 39 65 1 0 M END

Standard InCHIKey	FWNROEJRQURIKY-YLJDVJNMSA-N
Standard InCHI	InChI=1S/C30H26O9/c31-16-5-1-14(2-6-16)25-12-20(27-22(35)9-18(33)10-26(27)38-25)28-23(36)13-21(34)19-11-24(37)29(39-30(19)28)15-3-7-17(32)8-4-15/h1-10,13,20,24-25,29,31-37H,11-12H2/t20-,24-,25+,29-/m1/s1
SMILES	Oc1ccc(cc1)[C@H]1Oc2cc(O)cc(c2[C@@H](C1)c1c(O)cc(c2c1O[C@H](c1ccc(cc1)O)[C@@H](C2)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	530.16	Volume:	523.572 ? Van der Waals volume.
Dense:	1.013	LogP:	2.496 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.569 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.891 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	3.0	Rigid Bonds:	34.0
TPSA:	160.07 ? Topological Polar Surface Area.	H-Bond Acceptor:	9.0
H-Bond Donor:	7.0	Rings:	6.0
Heavy Atoms:	9.0

MedChem Properties

QED Drug-Likeness Score:	0.201	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.217	Fsp³:	0.2
MCE-18:	116.667 ? 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:	0	PAINS Alert:	0
Colloidal aggregators:	0.972	Fluc inhibitor:	0.385 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.311 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.484 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.461	Promiscuous compounds:	0.119

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.333	MDCK Permeability:	-5.033
Pgp-inhibitor:	0.0	Pgp-substrate:	0.96
PAMPA:	0.052 ? 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%):	0.199	30% Bioavailability (F30%):	0.972
50% Bioavailability (F50%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001	MRP1:	0.965
Plasma Protein Binding (PPB):	91.512%	Volume Distribution (VD):	0.166
Fu:	11.567% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.832
OATP1B3 inhibitor:	0.927	BCRP inhibitor:	0.87
BSEP inhibitor:	0.347

ADMET: Metabolism

CYP1A2-inhibitor:	0.636	CYP1A2-substrate:	0.002
CYP2C19-inhibitor:	0.008	CYP2C19-substrate:	0.488
CYP2C9-inhibitor:	0.991	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.043	CYP2D6-substrate:	0.006
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.001 ? 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):

4.701

Half-life (T1/2):

2.69

ADMET: Toxicity

hERG Blockers:	0.454	hERG Blockers (10um):	0.758
Human Hepatotoxicity (H-HT):	0.889	Drug-induced Liver Injury (DILI):	0.118
AMES Toxicity:	0.447	Rat Oral Acute Toxicity:	0.907
Maximum Recommended Daily Dose:	0.999	Skin Sensitization:	0.953
Carcinogencity:	0.098	Eye Corrosion:	0.0
Eye Irritation:	0.528	Respiratory Toxicity:	0.98
Drug-induced Neurotoxicity:	0.549	Ototoxicity:	0.573
Hematotoxicity:	0.038	Drug-induced Nephrotoxicity:	0.392
Genotoxicity:	0.999	RPMI-8226 Immunitoxicity:	0.155
A549 Cytotoxicity:	0.993	Hek293 Cytotoxicity:	0.995
BCF:	1.27 ? 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:	4.019 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.811 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.411 ? 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
NPO5183	Feretia apodanthera	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23268742]
NPO16874	Campsiandra guayanensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23268742]
NPO5183	Feretia apodanthera	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16874	Campsiandra guayanensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5183	Feretia apodanthera	Species	Rubiaceae	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	2

Activity Type	# Activity
Cell line	2

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
NPT83	Cell line	MCF7	Homo sapiens	IC50	>	70000.0	nM	PMID[24755524]
NPT15	Cell line	Jurkat	Homo sapiens	IC50	>	70000.0	nM	PMID[11929285]

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 NPC100482 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	24049
0.1-0.2	22470
0.2-0.3	2825
0.3-0.4	388
0.4-0.5	50
0.5-0.6	50
0.6-0.7	19
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC277331
0.6418	Remote Similarity	NPC601999
0.6379	Remote Similarity	NPC207179
0.6379	Remote Similarity	NPC167571
0.6379	Remote Similarity	NPC278552
0.6338	Remote Similarity	NPC211561
0.6176	Remote Similarity	NPC58190
0.6176	Remote Similarity	NPC108811
0.6176	Remote Similarity	NPC170103
0.6176	Remote Similarity	NPC236202
0.6176	Remote Similarity	NPC262911
0.6176	Remote Similarity	NPC202742
0.6111	Remote Similarity	NPC601997
0.6111	Remote Similarity	NPC609211
0.6111	Remote Similarity	NPC610665
0.6087	Remote Similarity	NPC246202
0.6087	Remote Similarity	NPC224161
0.6087	Remote Similarity	NPC46335
0.6087	Remote Similarity	NPC279406
0.6087	Remote Similarity	NPC486519
0.5972	Remote Similarity	NPC70409
0.5972	Remote Similarity	NPC204770
0.5972	Remote Similarity	NPC600551
0.5972	Remote Similarity	NPC601980
0.5972	Remote Similarity	NPC602065
0.5972	Remote Similarity	NPC611024
0.5882	Remote Similarity	NPC96576
0.5833	Remote Similarity	NPC155564
0.5733	Remote Similarity	NPC134911
0.5714	Remote Similarity	NPC306267
0.5694	Remote Similarity	NPC313116
0.5694	Remote Similarity	NPC603340
0.5667	Remote Similarity	NPC482472
0.56	Remote Similarity	NPC600630
0.56	Remote Similarity	NPC607896
0.56	Remote Similarity	NPC611369
0.5584	Remote Similarity	NPC20050
0.5526	Remote Similarity	NPC278548
0.5526	Remote Similarity	NPC302549
0.5443	Remote Similarity	NPC135021
0.5397	Remote Similarity	NPC261619
0.5397	Remote Similarity	NPC61477
0.5397	Remote Similarity	NPC78770
0.5397	Remote Similarity	NPC219876
0.5397	Remote Similarity	NPC126029
0.5397	Remote Similarity	NPC15658
0.5375	Remote Similarity	NPC471404
0.5342	Remote Similarity	NPC165483
0.5325	Remote Similarity	NPC46283
0.5325	Remote Similarity	NPC469944
0.5256	Remote Similarity	NPC44192
0.5244	Remote Similarity	NPC147743
0.5244	Remote Similarity	NPC4809
0.5244	Remote Similarity	NPC73517
0.5224	Remote Similarity	NPC171932
0.5195	Remote Similarity	NPC272552
0.5195	Remote Similarity	NPC226108
0.5195	Remote Similarity	NPC322899
0.5195	Remote Similarity	NPC186228
0.5135	Remote Similarity	NPC184245
0.5135	Remote Similarity	NPC187801
0.5135	Remote Similarity	NPC610920
0.5119	Remote Similarity	NPC86630
0.5079	Remote Similarity	NPC268266
0.5079	Remote Similarity	NPC42760
0.5079	Remote Similarity	NPC220825
0.5079	Remote Similarity	NPC268342
0.5065	Remote Similarity	NPC226809
0.5059	Remote Similarity	NPC106601
0.5059	Remote Similarity	NPC151474

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC100482 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4616
0.1-0.2	4451
0.2-0.3	74
0.3-0.4	6
0.4-0.5	1
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
0.5397	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.5397	Remote Similarity	NPD1613	Phase 4

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