NPASS Compound

Natural Product: NPC76648

Natural Product ID	NPC76648
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	PFVZUXQCELCLBL-LVKFHIPRSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	6852214
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003531] Flavonoid-3-O-glycosides

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 69 72 0 0 0 0 0 0 0 0999 V2000 6.9555 -0.1401 0.0100 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7613 -0.5082 0.8517 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2552 -0.4851 2.3058 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5821 0.3683 0.7052 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9079 0.4825 -0.5982 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2726 -0.7544 -1.1290 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9137 -1.7567 -1.7922 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2620 -2.9032 -2.2314 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9140 -3.0045 -1.9736 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2421 -1.9833 -1.2952 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1053 -2.0639 -1.0315 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6995 -3.0916 -1.4237 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7471 -1.0180 -0.3497 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0378 0.0664 0.0499 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5690 1.2125 0.7642 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2157 2.3826 0.8170 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2082 3.4790 1.5194 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4216 3.4564 2.1932 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1705 2.3061 2.1298 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7645 1.1772 1.4245 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8351 4.5613 2.8918 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1061 5.7524 2.9837 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2630 0.0922 -0.2339 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8944 -0.8596 -0.8675 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1120 -1.1795 -0.1330 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0940 -0.8184 -1.1139 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9324 -2.0088 -1.4288 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2158 -2.0861 -0.6495 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8990 -0.7556 -0.7209 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9179 0.2623 -0.1661 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.6178 1.6161 -0.2650 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7643 0.3341 -0.8776 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0642 -0.7030 0.0418 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0119 -3.0671 -1.2719 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2611 -2.0297 -2.7832 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1554 -4.0941 -2.3590 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2748 -1.6769 -2.0692 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4859 -1.0262 -0.3975 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6872 0.5318 -0.8315 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7236 0.4222 0.6063 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5585 -1.5835 0.6545 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9336 -1.3333 2.5100 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3969 -0.5806 3.0160 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7241 0.5053 2.5355 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8628 0.1184 1.5435 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9164 1.4166 1.0003 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1519 1.3090 -0.5227 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6439 0.8695 -1.3671 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7722 -3.6832 -2.7493 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1816 2.4110 0.2845 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4198 4.3431 1.5318 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1427 2.2230 2.6423 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4144 0.2885 1.4480 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6713 6.4816 3.6003 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1326 5.5771 3.4631 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9078 6.1769 1.9743 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4824 -0.6019 -2.0425 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3860 -2.9445 -1.2096 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0914 -2.3741 0.3958 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0969 -0.5335 -1.7898 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7816 0.0703 0.9192 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8524 1.7592 -1.3461 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9813 2.4255 0.0880 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6037 1.5524 0.2467 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1144 -1.5252 0.6079 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4605 -3.8859 -1.3081 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5943 -1.5346 -3.3421 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1018 -4.9554 -1.8418 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8387 -2.4808 -2.2437 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 2 4 1 0 4 5 1 0 5 6 1 0 6 7 2 0 7 8 1 0 8 9 2 0 9 10 1 0 10 11 1 0 11 12 2 0 11 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 16 17 1 0 17 18 2 0 18 19 1 0 19 20 2 0 18 21 1 0 21 22 1 0 14 23 1 0 23 24 1 0 13 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 30 32 1 0 29 33 1 0 28 34 1 0 27 35 1 0 9 36 1 0 7 37 1 0 24 6 1 0 32 26 1 0 24 10 2 0 20 15 1 0 1 38 1 0 1 39 1 0 1 40 1 0 2 41 1 0 3 42 1 0 3 43 1 0 3 44 1 0 4 45 1 0 4 46 1 0 5 47 1 0 5 48 1 0 8 49 1 0 16 50 1 0 17 51 1 0 19 52 1 0 20 53 1 0 22 54 1 0 22 55 1 0 22 56 1 0 26 57 1 6 27 58 1 1 28 59 1 1 29 60 1 6 30 61 1 1 31 62 1 0 31 63 1 0 31 64 1 0 33 65 1 0 34 66 1 0 35 67 1 0 36 68 1 0 37 69 1 0 M END

Standard InCHIKey	PFVZUXQCELCLBL-LVKFHIPRSA-N
Standard InCHI	InChI=1S/C27H32O10/c1-12(2)5-10-16-17(28)11-18(29)19-21(31)26(37-27-23(33)22(32)20(30)13(3)35-27)24(36-25(16)19)14-6-8-15(34-4)9-7-14/h6-9,11-13,20,22-23,27-30,32-33H,5,10H2,1-4H3/t13-,20-,22+,23+,27-/m0/s1
SMILES	CC(C)CCc1c(cc(c2c(=O)c(c(c3ccc(cc3)OC)oc12)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO23024	Epimedium koreanum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12081149]
NPO23024	Epimedium koreanum	Species	Berberidaceae	Eukaryota	n.a.	root	n.a.	PMID[22051934]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	leaf	n.a.	PMID[24066589]
NPO23024	Epimedium koreanum	Species	Berberidaceae	Eukaryota	aerial parts	herbal garden of Chungbuk National University, Cheongju, Korea	2012-Oct	PMID[24963714]
NPO10969	Epimedium sagittatum	Species	Berberidaceae	Eukaryota	n.a.	leaf	n.a.	PMID[8699184]
NPO23024	Epimedium koreanum	Species	Berberidaceae	Eukaryota	n.a.	aerial part	n.a.	Database[Article]
NPO19403	Epimedium grandiflorum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10969	Epimedium sagittatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4957	Epimedium brevicornu	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23024	Epimedium koreanum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13384	Epimedium sempervirens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9141	Epimedium wushanense	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9141	Epimedium wushanense	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10969	Epimedium sagittatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23024	Epimedium koreanum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19403	Epimedium grandiflorum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19403	Epimedium grandiflorum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9141	Epimedium wushanense	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4957	Epimedium brevicornu	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10969	Epimedium sagittatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23024	Epimedium koreanum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10969	Epimedium sagittatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23024	Epimedium koreanum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23024	Epimedium koreanum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO19403	Epimedium grandiflorum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4957	Epimedium brevicornu	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13384	Epimedium sempervirens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO10969	Epimedium sagittatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9141	Epimedium wushanense	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9141	Epimedium wushanense	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10969	Epimedium sagittatum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19403	Epimedium grandiflorum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23024	Epimedium koreanum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4957	Epimedium brevicornu	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13384	Epimedium sempervirens	Species	Berberidaceae	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 NPC76648 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	6988
0.1-0.2	37604
0.2-0.3	4387
0.3-0.4	575
0.4-0.5	258
0.5-0.6	41
0.6-0.7	2
0.7-0.8	0
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8148	Intermediate Similarity	NPC278419
0.8148	Intermediate Similarity	NPC179198
0.686	Remote Similarity	NPC66087
0.6316	Remote Similarity	NPC5319
0.5955	Remote Similarity	NPC219904
0.5843	Remote Similarity	NPC472459
0.5778	Remote Similarity	NPC611303
0.5747	Remote Similarity	NPC111929
0.5747	Remote Similarity	NPC320283
0.5747	Remote Similarity	NPC41121
0.573	Remote Similarity	NPC46420
0.5618	Remote Similarity	NPC265530
0.5556	Remote Similarity	NPC271692
0.5506	Remote Similarity	NPC127546
0.5506	Remote Similarity	NPC249281
0.5506	Remote Similarity	NPC57625
0.5506	Remote Similarity	NPC173637
0.5506	Remote Similarity	NPC317489
0.5506	Remote Similarity	NPC223424
0.5506	Remote Similarity	NPC600591
0.5495	Remote Similarity	NPC59534
0.5484	Remote Similarity	NPC223747
0.5444	Remote Similarity	NPC64305
0.5444	Remote Similarity	NPC158674
0.5393	Remote Similarity	NPC135599
0.5393	Remote Similarity	NPC73855
0.5393	Remote Similarity	NPC113968
0.5393	Remote Similarity	NPC328940
0.5393	Remote Similarity	NPC277174
0.5393	Remote Similarity	NPC606877
0.5385	Remote Similarity	NPC349108
0.5217	Remote Similarity	NPC305811
0.5217	Remote Similarity	NPC27640
0.5208	Remote Similarity	NPC265115
0.5165	Remote Similarity	NPC289667
0.5158	Remote Similarity	NPC116458
0.5158	Remote Similarity	NPC246943
0.5155	Remote Similarity	NPC251417
0.5104	Remote Similarity	NPC276377
0.5104	Remote Similarity	NPC355481
0.5098	Remote Similarity	NPC473327
0.5098	Remote Similarity	NPC606657
0.5088	Remote Similarity	NPC480443
0.5053	Remote Similarity	NPC148710
0.5053	Remote Similarity	NPC120099

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC76648 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	2742
0.1-0.2	6269
0.2-0.3	127
0.3-0.4	6
0.4-0.5	5
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
0.6316	Remote Similarity	NPD7804	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