NPASS Compound

Natural Product: NPC246783

Natural Product ID	NPC246783
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	OREKSZUASHFFQA-DNJKFYBTSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	93476678
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones [CHEMONTID:0001538] Diterpene lactones

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 56 58 0 0 0 0 0 0 0 0999 V2000 0.3071 -3.0518 -0.2327 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5332 -2.1178 -0.6052 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9114 -2.4172 -1.0393 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9599 -1.4633 -0.5737 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4573 -0.0801 -0.4398 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1433 -0.0829 0.3541 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2040 -1.1101 1.4975 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9456 1.2240 0.9990 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3384 2.3988 0.1394 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8132 2.3513 -0.2003 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4182 0.9725 -0.0691 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5266 0.9067 -1.1634 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1538 0.8027 1.1883 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0165 -0.2242 1.8790 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0212 1.7860 1.6363 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1483 -0.6234 -0.6264 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2877 -0.4932 -0.3901 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8582 0.8769 -0.4931 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3557 0.8440 -0.2206 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0737 -0.2247 0.0675 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4793 0.2342 0.2499 C 0 0 1 0 0 0 0 0 0 0 0 0 6.3504 -0.3780 -0.6202 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2954 -1.1151 0.0868 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4571 1.6306 0.0372 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1636 2.0507 -0.2567 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8296 3.2406 -0.4943 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0468 -4.0993 -0.2503 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3131 -2.9322 0.0926 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1990 -3.4717 -0.7484 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8718 -2.4331 -2.1648 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7229 -1.4275 -1.4272 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5809 -1.8275 0.2737 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1160 0.2193 -1.4991 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4077 -0.6317 2.4752 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1456 -1.4865 1.5987 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9200 -1.9076 1.3432 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7432 1.2633 1.8611 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0423 1.4329 1.5534 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7074 2.4310 -0.7666 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1562 3.3243 0.7182 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8922 2.6604 -1.2610 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4105 3.0759 0.3902 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1233 0.0017 -0.9297 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1508 1.8045 -0.9780 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0737 0.8685 -2.1579 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3858 1.8193 2.5807 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4319 -0.2854 -1.6433 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6356 -0.9947 0.5587 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8390 -1.1017 -1.1843 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4072 1.6929 0.0450 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8451 1.2328 -1.5871 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7523 -1.2347 0.1610 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7542 -0.0171 1.2926 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8926 -0.4634 0.7763 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7930 -1.8527 0.7583 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0290 -1.5971 -0.5913 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 1 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 6 11 13 1 0 13 14 2 0 13 15 1 0 6 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 2 0 20 21 1 0 21 22 1 0 22 23 1 0 21 24 1 0 24 25 1 0 25 26 2 0 16 2 1 0 25 19 1 0 11 5 1 0 1 27 1 0 1 28 1 0 3 29 1 0 3 30 1 0 4 31 1 0 4 32 1 0 5 33 1 6 7 34 1 0 7 35 1 0 7 36 1 0 8 37 1 0 8 38 1 0 9 39 1 0 9 40 1 0 10 41 1 0 10 42 1 0 12 43 1 0 12 44 1 0 12 45 1 0 15 46 1 0 16 47 1 6 17 48 1 0 17 49 1 0 18 50 1 0 18 51 1 0 20 52 1 0 21 53 1 1 23 54 1 0 23 55 1 0 23 56 1 0 M END

Standard InCHIKey	OREKSZUASHFFQA-DNJKFYBTSA-N
Standard InCHI	InChI=1S/C21H30O5/c1-13-6-9-16-20(2,10-5-11-21(16,3)19(23)24)15(13)8-7-14-12-17(25-4)26-18(14)22/h12,15-17H,1,5-11H2,2-4H3,(H,23,24)/t15-,16+,17-,20+,21-/m0/s1
SMILES	C=C1CC[C@@H]2[C@](C)(CCC[C@]2(C)C(=O)O)[C@H]1CCC1=C[C@@H](OC)OC1=O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	362.21	Volume:	379.508 ? Van der Waals volume.
Dense:	0.954	LogP:	2.836 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.507 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.878 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	19.0
TPSA:	72.83 ? Topological Polar Surface Area.	H-Bond Acceptor:	5.0
H-Bond Donor:	1.0	Rings:	3.0
Heavy Atoms:	5.0

MedChem Properties

QED Drug-Likeness Score:	0.589	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.569	Fsp³:	0.714
MCE-18:	56.222 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Rejected
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.117	Fluc inhibitor:	0.018 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.03 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.009 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.579	Promiscuous compounds:	0.094

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.757	MDCK Permeability:	-4.832
Pgp-inhibitor:	0.691	Pgp-substrate:	0.0
PAMPA:	0.447 ? 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):	0.002
20% Bioavailability (F20%):	0.127	30% Bioavailability (F30%):	0.103
50% Bioavailability (F50%):	0.186

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.007	MRP1:	0.948
Plasma Protein Binding (PPB):	95.277%	Volume Distribution (VD):	-0.378
Fu:	3.079% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.988	BCRP inhibitor:	0.001
BSEP inhibitor:	0.993

ADMET: Metabolism

CYP1A2-inhibitor:	0.719	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.099	CYP2C19-substrate:	0.006
CYP2C9-inhibitor:	0.955	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.941	CYP3A4-substrate:	0.006
CYP2B6-substrate:	0.442	CYP2C8-inhibitor:	0.014
HLM stability:	0.188 ? 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):

2.882

Half-life (T1/2):

1.126

ADMET: Toxicity

hERG Blockers:	0.031	hERG Blockers (10um):	0.099
Human Hepatotoxicity (H-HT):	0.868	Drug-induced Liver Injury (DILI):	0.827
AMES Toxicity:	0.516	Rat Oral Acute Toxicity:	0.563
Maximum Recommended Daily Dose:	0.718	Skin Sensitization:	0.998
Carcinogencity:	0.715	Eye Corrosion:	0.101
Eye Irritation:	0.87	Respiratory Toxicity:	0.441
Drug-induced Neurotoxicity:	0.584	Ototoxicity:	0.602
Hematotoxicity:	0.267	Drug-induced Nephrotoxicity:	0.984
Genotoxicity:	0.923	RPMI-8226 Immunitoxicity:	0.077
A549 Cytotoxicity:	0.074	Hek293 Cytotoxicity:	0.063
BCF:	0.991 ? 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:	4.09 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.595 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.849 ? 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
NPO17318	Streptomyces cyaneus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21462031]
NPO17158	Trichocereus bridgesii	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17318	Streptomyces cyaneus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25141	Mycetinis alliaceus	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14653	Haliotis diversicolor	Species	Haliotidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12311	Graphis handelii	Species	Graphidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15612	Glaucium oxylobum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14339	Fevillea trilobata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13361	Clerodendrum tomentosum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3705	Anacardium humile	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5124	Aconitum ibukiense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17251	Aniba firmula	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15612	Glaucium oxylobum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15612	Glaucium oxylobum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15612	Glaucium oxylobum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12311	Graphis handelii	Species	Graphidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5124	Aconitum ibukiense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17318	Streptomyces cyaneus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO17158	Trichocereus bridgesii	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13361	Clerodendrum tomentosum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3705	Anacardium humile	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17251	Aniba firmula	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15612	Glaucium oxylobum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25141	Mycetinis alliaceus	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14339	Fevillea trilobata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14653	Haliotis diversicolor	Species	Haliotidae	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 NPC246783 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	17952
0.1-0.2	28682
0.2-0.3	2941
0.3-0.4	206
0.4-0.5	45
0.5-0.6	13
0.6-0.7	13
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	Natural Product ID
0.7288	Intermediate Similarity	NPC600691
0.6935	Remote Similarity	NPC477783
0.6833	Remote Similarity	NPC40228
0.6379	Remote Similarity	NPC481630
0.625	Remote Similarity	NPC14203
0.625	Remote Similarity	NPC229584
0.625	Remote Similarity	NPC477782
0.623	Remote Similarity	NPC239098
0.6102	Remote Similarity	NPC488498
0.6102	Remote Similarity	NPC61952
0.6102	Remote Similarity	NPC603184
0.6	Remote Similarity	NPC198240
0.6	Remote Similarity	NPC72343
0.6	Remote Similarity	NPC36616
0.5902	Remote Similarity	NPC59436
0.5833	Remote Similarity	NPC99154
0.5806	Remote Similarity	NPC471159
0.5806	Remote Similarity	NPC123880
0.5806	Remote Similarity	NPC18819
0.5806	Remote Similarity	NPC46610
0.5738	Remote Similarity	NPC237591
0.5738	Remote Similarity	NPC3753
0.5556	Remote Similarity	NPC91369
0.5469	Remote Similarity	NPC269543
0.5469	Remote Similarity	NPC247783
0.5455	Remote Similarity	NPC232344
0.5303	Remote Similarity	NPC65661

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC246783 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5573
0.1-0.2	3480
0.2-0.3	94
0.3-0.4	2
0.4-0.5	1
0.5-0.6	0
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
		NPD

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