NPASS Compound

Natural Product: NPC312048

Natural Product ID	NPC312048
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	MXEIKUWMKSYEII-XRHWURSXSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	9807366
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 62 67 0 0 0 0 0 0 0 0999 V2000 2.8687 1.4654 1.5536 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3783 1.9426 2.7408 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6982 1.7394 3.0632 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4825 1.0504 2.1682 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9722 0.5634 0.9620 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6651 0.7690 0.6509 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0898 0.2773 -0.5945 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9313 -0.6983 -1.3632 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2595 -0.9337 -2.6685 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8658 -0.9564 -3.7628 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8161 -1.1463 -2.6392 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1661 -1.6409 -3.7762 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1922 -1.8318 -3.7162 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8515 -1.5312 -2.5512 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2461 -1.0425 -1.4119 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9512 -0.7659 -0.1676 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4748 -2.1077 0.2991 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8253 -3.1622 0.0070 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6770 -2.2828 1.0644 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2112 -3.5132 1.3742 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3685 -3.5628 2.1157 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0006 -2.4335 2.5520 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4830 -1.2061 2.2527 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3091 -1.1374 1.5010 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7021 0.0467 1.1442 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0212 0.2071 -0.1181 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7647 1.6367 -0.2119 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8491 2.4624 0.1341 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7913 3.8264 0.1015 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6284 4.4279 -0.2845 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5462 3.6705 -0.6304 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6423 2.2910 -0.5852 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5255 5.8065 -0.3319 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1728 -2.5689 3.3008 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5569 -4.6721 0.9228 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1306 -0.8489 -1.4701 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8286 -0.3639 -0.3746 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2124 -1.7248 -2.4982 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9052 -1.9154 -4.9026 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2222 2.2263 4.2767 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8224 1.6551 1.3528 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7756 2.4922 3.4671 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5213 0.8797 2.4013 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6743 0.0314 0.3258 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8538 1.1131 -1.3197 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9835 -0.3790 -1.5021 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9283 -1.6604 -0.7788 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7455 -2.2210 -4.5915 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1822 -0.5292 0.6237 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7834 -4.5260 2.3560 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9363 -0.2866 2.5686 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8301 -0.0623 -0.8783 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7824 2.0185 0.4435 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6548 4.4210 0.3776 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3845 4.1095 -0.9388 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2130 1.7383 -0.8611 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1503 6.2809 -0.9849 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1192 -2.4978 4.3290 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7091 -4.8903 -0.0563 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8647 -1.4157 -3.2034 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1406 -1.1955 -5.5559 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1838 2.5617 4.2997 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 2 0 9 11 1 0 11 12 2 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 2 0 17 19 1 0 19 20 2 0 20 21 1 0 21 22 2 0 22 23 1 0 23 24 2 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 2 0 28 29 1 0 29 30 2 0 30 31 1 0 31 32 2 0 30 33 1 0 22 34 1 0 20 35 1 0 15 36 2 0 36 37 1 0 14 38 1 0 12 39 1 0 3 40 1 0 6 1 1 0 37 7 1 0 36 11 1 0 26 16 1 0 32 27 1 0 24 19 1 0 1 41 1 0 2 42 1 0 4 43 1 0 5 44 1 0 7 45 1 6 8 46 1 0 8 47 1 0 13 48 1 0 16 49 1 1 21 50 1 0 23 51 1 0 26 52 1 6 28 53 1 0 29 54 1 0 31 55 1 0 32 56 1 0 33 57 1 0 34 58 1 0 35 59 1 0 38 60 1 0 39 61 1 0 40 62 1 0 M END

Standard InCHIKey	MXEIKUWMKSYEII-XRHWURSXSA-N
Standard InCHI	InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)22-12-21(37)24-19(35)11-20(36)26(30(24)39-22)27-28(38)25-18(34)9-17(33)10-23(25)40-29(27)14-3-7-16(32)8-4-14/h1-11,22,27,29,31-36H,12H2/t22-,27-,29+/m1/s1
SMILES	c1cc(ccc1[C@H]1CC(=O)c2c(cc(c([C@@H]3C(=O)c4c(cc(cc4O[C@H]3c3ccc(cc3)O)O)O)c2O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	542.12	Volume:	527.089 ? Van der Waals volume.
Dense:	1.029	LogP:	3.974 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.407 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.757 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	3.0	Rigid Bonds:	36.0
TPSA:	173.98 ? Topological Polar Surface Area.	H-Bond Acceptor:	10.0
H-Bond Donor:	6.0	Rings:	6.0
Heavy Atoms:	10.0

MedChem Properties

QED Drug-Likeness Score:	0.212	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.014	Fsp³:	0.133
MCE-18:	116.471 ? 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:	0.971	Fluc inhibitor:	0.558 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.308 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.664 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.509	Promiscuous compounds:	0.027

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.582	MDCK Permeability:	-4.824
Pgp-inhibitor:	0.885	Pgp-substrate:	0.257
PAMPA:	0.065 ? 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%):	0.004	30% Bioavailability (F30%):	0.996
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.894
Plasma Protein Binding (PPB):	95.785%	Volume Distribution (VD):	-0.204
Fu:	7.083% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.994
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	1.0
BSEP inhibitor:	0.982

ADMET: Metabolism

CYP1A2-inhibitor:	0.069	CYP1A2-substrate:	0.004
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.974
CYP2C9-inhibitor:	0.082	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.791	CYP2D6-substrate:	1.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.97
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.997
HLM stability:	0.852 ? 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):

2.792

Half-life (T1/2):

2.335

ADMET: Toxicity

hERG Blockers:	0.146	hERG Blockers (10um):	0.528
Human Hepatotoxicity (H-HT):	0.939	Drug-induced Liver Injury (DILI):	0.498
AMES Toxicity:	0.633	Rat Oral Acute Toxicity:	0.849
Maximum Recommended Daily Dose:	0.971	Skin Sensitization:	0.979
Carcinogencity:	0.182	Eye Corrosion:	0.0
Eye Irritation:	0.986	Respiratory Toxicity:	0.928
Drug-induced Neurotoxicity:	0.659	Ototoxicity:	0.558
Hematotoxicity:	0.043	Drug-induced Nephrotoxicity:	0.682
Genotoxicity:	1.0	RPMI-8226 Immunitoxicity:	0.194
A549 Cytotoxicity:	0.971	Hek293 Cytotoxicity:	0.985
BCF:	1.18 ? 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:	4.108 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.675 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.29 ? 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
NPO11682	Eusynstyela latericius	Species	Styelidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19505081]
NPO11682	Eusynstyela latericius	Species	Styelidae	Eukaryota	n.a.	Hixson Island (2145.0' S, 15017.5' E); Percy Island Group in the Central Great Barrier Reef, Queensland, Australia; Rib Reef (1828.7' S, 14652.3' E)	n.a.	PMID[19505081]
NPO11682	Eusynstyela latericius	Species	Styelidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15065	Daniellia ogea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14421	Vellozia compacta	Species	Velloziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13172	Xylaria telfairii	Species	Xylariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10893	Polyporus ciliatus	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13664	Garcinia prainiana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14421	Vellozia compacta	Species	Velloziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4680	Neatostema apulum	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15065	Daniellia ogea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9336	Rhodococcus jostii	Species	Nocardiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO11682	Eusynstyela latericius	Species	Styelidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17151	Schizaphis graminum	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13172	Xylaria telfairii	Species	Xylariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10893	Polyporus ciliatus	Species	Polyporaceae	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 NPC312048 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	26279
0.1-0.2	20453
0.2-0.3	2352
0.3-0.4	567
0.4-0.5	172
0.5-0.6	23
0.6-0.7	8
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC69531
0.9032	High Similarity	NPC224851
0.8358	Intermediate Similarity	NPC479054
0.6912	Remote Similarity	NPC63438
0.661	Remote Similarity	NPC32441
0.661	Remote Similarity	NPC79943
0.6533	Remote Similarity	NPC475184
0.6528	Remote Similarity	NPC186847
0.6145	Remote Similarity	NPC168789
0.6104	Remote Similarity	NPC75827
0.6066	Remote Similarity	NPC603284
0.5781	Remote Similarity	NPC321011
0.5781	Remote Similarity	NPC294852
0.5781	Remote Similarity	NPC188679
0.5588	Remote Similarity	NPC480991
0.5556	Remote Similarity	NPC243083
0.5556	Remote Similarity	NPC13768
0.5556	Remote Similarity	NPC287246
0.5507	Remote Similarity	NPC107572
0.5507	Remote Similarity	NPC32739
0.5441	Remote Similarity	NPC236637
0.5429	Remote Similarity	NPC477841
0.5385	Remote Similarity	NPC274784
0.5385	Remote Similarity	NPC20709
0.5312	Remote Similarity	NPC295261
0.5312	Remote Similarity	NPC296490
0.52	Remote Similarity	NPC611447
0.5156	Remote Similarity	NPC182421
0.5152	Remote Similarity	NPC300668
0.5152	Remote Similarity	NPC324386
0.5139	Remote Similarity	NPC109223
0.5139	Remote Similarity	NPC220998
0.5139	Remote Similarity	NPC10937
0.5128	Remote Similarity	NPC600882

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC312048 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4919
0.1-0.2	4171
0.2-0.3	47
0.3-0.4	8
0.4-0.5	3
0.5-0.6	1
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
0.661	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.5556	Remote Similarity	NPD1550	Phase 2

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