NPASS Compound

Natural Product: NPC241515

Natural Product ID	NPC241515
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	UGZWTXLNQDTBED-UDGGRRETSA-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:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0002934] Flavonoid O-glucuronides [CHEMONTID:0003534] Flavonoid-7-O-glucuronides

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 72 76 0 0 0 0 0 0 0 0999 V2000 1.9654 -1.2841 -1.2303 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8672 -0.5265 -0.0696 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0288 -0.1476 0.5219 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3148 -0.4773 0.0314 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3263 -1.2393 -1.1364 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1571 -1.6481 -1.7740 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2226 -2.4217 -2.9543 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5102 -1.6261 -1.7230 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4240 -0.0494 0.6902 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7251 -0.4257 0.4353 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4734 -0.5057 1.7179 C 0 0 2 0 0 0 0 0 0 0 0 0 8.8916 -0.0607 1.7037 C 0 0 1 0 0 0 0 0 0 0 0 0 9.3979 0.3102 0.3484 C 0 0 2 0 0 0 0 0 0 0 0 0 8.3252 1.1174 -0.3310 C 0 0 2 0 0 0 0 0 0 0 0 0 8.0647 2.3581 0.4147 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9800 3.1536 0.6749 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7616 2.6115 0.8193 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2475 0.3411 -0.5738 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7421 -0.8055 -0.4141 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0890 1.0834 2.5153 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4547 -1.8281 2.2041 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5262 -0.1880 0.4662 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3311 0.3476 1.7072 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9321 0.6566 2.2301 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1245 1.1418 3.3513 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9957 0.3910 1.4142 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3156 0.6346 1.7962 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3706 0.3644 0.9803 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1728 -0.1643 -0.2729 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8437 -0.4058 -0.6408 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7697 -0.1446 0.1686 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5337 -0.4191 -0.2732 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1750 -0.4677 -1.1744 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5353 -0.5056 -0.9994 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.3204 -0.8636 -2.1981 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.5700 0.0043 -2.3597 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.2707 0.1203 -1.0131 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.2674 0.6218 -0.0419 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.7142 1.8619 0.6077 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0490 2.9057 0.7472 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.0233 1.8779 1.1256 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9950 0.8266 -0.6158 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.7870 -1.1342 -0.6565 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1752 1.2969 -2.7424 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6480 -2.1903 -2.3709 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4878 1.1798 3.0926 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0089 -1.5835 -1.6876 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0116 0.4481 1.4259 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0602 -3.4258 -2.7930 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5845 -2.5990 -2.0418 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7120 -1.4743 0.0040 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9505 0.0975 2.5008 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5914 -0.8309 2.1265 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3384 0.9171 0.4883 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7680 1.3760 -1.3456 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4564 3.5916 0.8708 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5837 -1.6540 0.0863 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1736 1.3632 2.8202 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8881 -1.9245 2.9993 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1937 0.5553 2.3372 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3941 0.5613 1.3105 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6625 -0.8282 -1.6357 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7862 -1.0538 -0.0528 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6975 -0.5884 -3.0985 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2255 -0.3927 -3.1490 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1158 0.8180 -1.0899 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0544 -0.1757 0.7535 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3156 2.6112 1.7851 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4184 -1.4894 -1.3198 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9032 1.8286 -3.1658 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1085 -2.2752 -3.2654 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3892 0.4500 3.8225 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 5 8 1 0 4 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 2 0 15 17 1 0 14 18 1 0 13 19 1 0 12 20 1 0 11 21 1 0 2 22 1 0 22 23 2 0 23 24 1 0 24 25 2 0 24 26 1 0 26 27 2 0 27 28 1 0 28 29 2 0 29 30 1 0 30 31 2 0 31 32 1 0 29 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 2 0 39 41 1 0 38 42 1 0 37 43 1 0 36 44 1 0 35 45 1 0 27 46 1 0 6 1 1 0 18 10 1 0 32 22 1 0 42 34 1 0 31 26 1 0 1 47 1 0 3 48 1 0 7 49 1 0 8 50 1 0 10 51 1 6 11 52 1 1 12 53 1 1 13 54 1 1 14 55 1 6 17 56 1 0 19 57 1 0 20 58 1 0 21 59 1 0 23 60 1 0 28 61 1 0 30 62 1 0 34 63 1 1 35 64 1 6 36 65 1 6 37 66 1 6 38 67 1 1 41 68 1 0 43 69 1 0 44 70 1 0 45 71 1 0 46 72 1 0 M END

Standard InCHIKey	UGZWTXLNQDTBED-UDGGRRETSA-N
Standard InCHI	InChI=1S/C27H26O19/c28-8-3-7(42-26-20(36)16(32)18(34)22(45-26)24(38)39)4-12-14(8)9(29)5-11(43-12)6-1-10(30)15(31)13(2-6)44-27-21(37)17(33)19(35)23(46-27)25(40)41/h1-5,16-23,26-28,30-37H,(H,38,39)(H,40,41)/t16-,17-,18-,19-,20+,21+,22-,23-,26+,27+/m1/s1
SMILES	c1c(cc(c(c1O)O)O[C@@H]1[C@H]([C@@H]([C@H]([C@H](C(=O)O)O1)O)O)O)c1cc(=O)c2c(cc(cc2o1)O[C@@H]1[C@H]([C@@H]([C@H]([C@H](C(=O)O)O1)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	654.11	Volume:	573.415 ? Van der Waals volume.
Dense:	1.141	LogP:	-0.422 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.374 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-1.741 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	7.0	Rigid Bonds:	32.0
TPSA:	323.8 ? Topological Polar Surface Area.	H-Bond Acceptor:	19.0
H-Bond Donor:	11.0	Rings:	5.0
Heavy Atoms:	19.0

MedChem Properties

QED Drug-Likeness Score:	0.114	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.936	Fsp³:	0.37
MCE-18:	131.0 ? 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:	1	PAINS Alert:	1
Colloidal aggregators:	0.5	Fluc inhibitor:	0.249 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.817 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.8 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.407	Promiscuous compounds:	0.577

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.716	MDCK Permeability:	-4.992
Pgp-inhibitor:	0.0	Pgp-substrate:	0.808
PAMPA:	1.0 ? 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):	0.199
20% Bioavailability (F20%):	0.082	30% Bioavailability (F30%):	0.579
50% Bioavailability (F50%):	0.897

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.992
Plasma Protein Binding (PPB):	70.513%	Volume Distribution (VD):	-0.255
Fu:	25.971% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.001
OATP1B3 inhibitor:	0.022	BCRP inhibitor:	0.01
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.001
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.185
HLM stability:	0.0 ? 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):

0.735

Half-life (T1/2):

6.599

ADMET: Toxicity

hERG Blockers:	0.001	hERG Blockers (10um):	0.004
Human Hepatotoxicity (H-HT):	0.521	Drug-induced Liver Injury (DILI):	0.998
AMES Toxicity:	0.653	Rat Oral Acute Toxicity:	0.008
Maximum Recommended Daily Dose:	0.006	Skin Sensitization:	0.999
Carcinogencity:	0.003	Eye Corrosion:	0.0
Eye Irritation:	0.259	Respiratory Toxicity:	0.003
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.972
Hematotoxicity:	0.072	Drug-induced Nephrotoxicity:	0.91
Genotoxicity:	0.941	RPMI-8226 Immunitoxicity:	0.083
A549 Cytotoxicity:	0.068	Hek293 Cytotoxicity:	0.016
BCF:	0.144 ? 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:	2.675 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.234 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.433 ? 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
NPO3077	Clavularia viridis	Species	Clavulariidae	Eukaryota	n.a.	Okinawan	n.a.	PMID[11720524]
NPO3077	Clavularia viridis	Species	Clavulariidae	Eukaryota	n.a.	Formosan soft corals	n.a.	PMID[12444673]
NPO3077	Clavularia viridis	Species	Clavulariidae	Eukaryota	n.a.	Taiwanese octocoral	n.a.	PMID[15104481]
NPO3077	Clavularia viridis	Species	Clavulariidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3077	Clavularia viridis	Species	Clavulariidae	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 NPC241515 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	27596
0.1-0.2	20223
0.2-0.3	1491
0.3-0.4	421
0.4-0.5	87
0.5-0.6	30
0.6-0.7	5
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
0.8289	Intermediate Similarity	NPC20505
0.7821	Intermediate Similarity	NPC282169
0.7722	Intermediate Similarity	NPC608742
0.6747	Remote Similarity	NPC237435
0.6667	Remote Similarity	NPC43211
0.6437	Remote Similarity	NPC600989
0.6279	Remote Similarity	NPC115760
0.6146	Remote Similarity	NPC253685
0.5977	Remote Similarity	NPC135277
0.5895	Remote Similarity	NPC229409
0.5765	Remote Similarity	NPC473043
0.573	Remote Similarity	NPC601144
0.5698	Remote Similarity	NPC19709
0.5682	Remote Similarity	NPC101191
0.5632	Remote Similarity	NPC189142
0.5632	Remote Similarity	NPC77660
0.5618	Remote Similarity	NPC210094
0.5556	Remote Similarity	NPC610187
0.5521	Remote Similarity	NPC46202
0.5521	Remote Similarity	NPC64051
0.5341	Remote Similarity	NPC261866
0.5333	Remote Similarity	NPC138927
0.5326	Remote Similarity	NPC311830
0.5275	Remote Similarity	NPC235260
0.5275	Remote Similarity	NPC49344
0.5275	Remote Similarity	NPC155763
0.5269	Remote Similarity	NPC190003
0.5227	Remote Similarity	NPC331652
0.5217	Remote Similarity	NPC22832
0.5195	Remote Similarity	NPC48479
0.5169	Remote Similarity	NPC39360
0.5169	Remote Similarity	NPC29763
0.5169	Remote Similarity	NPC210003
0.5158	Remote Similarity	NPC606546
0.5111	Remote Similarity	NPC95090
0.5111	Remote Similarity	NPC27408
0.5055	Remote Similarity	NPC181712
0.5054	Remote Similarity	NPC243930

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC241515 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4915
0.1-0.2	4183
0.2-0.3	43
0.3-0.4	7
0.4-0.5	1
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
0.6747	Remote Similarity	NPD4338	Clinical (unspecified phase)

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