Structure

Physi-Chem Properties

Molecular Weight:  270.18
Volume:  283.408
LogP:  1.31
LogD:  1.297
LogS:  -1.929
# Rotatable Bonds:  1
TPSA:  73.22
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.495
Synthetic Accessibility Score:  5.018
Fsp3:  0.867
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.839
MDCK Permeability:  9.700901500764303e-06
Pgp-inhibitor:  0.02
Pgp-substrate:  0.85
Human Intestinal Absorption (HIA):  0.012
20% Bioavailability (F20%):  0.022
30% Bioavailability (F30%):  0.018

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.568
Plasma Protein Binding (PPB):  75.74679565429688%
Volume Distribution (VD):  1.441
Pgp-substrate:  22.80781364440918%

ADMET: Metabolism

CYP1A2-inhibitor:  0.027
CYP1A2-substrate:  0.127
CYP2C19-inhibitor:  0.013
CYP2C19-substrate:  0.786
CYP2C9-inhibitor:  0.008
CYP2C9-substrate:  0.132
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.175
CYP3A4-inhibitor:  0.029
CYP3A4-substrate:  0.271

ADMET: Excretion

Clearance (CL):  6.315
Half-life (T1/2):  0.757

ADMET: Toxicity

hERG Blockers:  0.027
Human Hepatotoxicity (H-HT):  0.23
Drug-inuced Liver Injury (DILI):  0.043
AMES Toxicity:  0.095
Rat Oral Acute Toxicity:  0.385
Maximum Recommended Daily Dose:  0.052
Skin Sensitization:  0.552
Carcinogencity:  0.054
Eye Corrosion:  0.542
Eye Irritation:  0.745
Respiratory Toxicity:  0.934

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC170148

Natural Product ID:  NPC170148
Common Name*:   (1R,2R,4S,5S,6R,7S)-4,5-Epoxygermacra-9Z-En-1,2,6-Triol
IUPAC Name:   (1S,2R,3S,5Z,7R,8R,10S)-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-5-ene-2,7,8-triol
Synonyms:  
Standard InCHIKey:  UOUMJKKOPWRYPB-QBCLFKMJSA-N
Standard InCHI:  InChI=1S/C15H26O4/c1-8(2)10-6-5-9(3)12(17)11(16)7-15(4)14(19-15)13(10)18/h5,8,10-14,16-18H,6-7H2,1-4H3/b9-5-/t10-,11+,12+,13+,14-,15-/m0/s1
SMILES:  CC([C@@H]1C/C=C(/C)[C@@H](O)[C@@H](C[C@]2([C@H]([C@@H]1O)O2)C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL512028
PubChem CID:   11380214
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0002456] Germacrane sesquiterpenoids

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO29822 Santolina insularis Species Asteraceae Eukaryota aerial parts n.a. n.a. PMID[15974607]
NPO29822 Santolina insularis Species Asteraceae Eukaryota n.a. aerial part n.a. PMID[15974607]

☑ 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 NP ID 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

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT492 Cell Line Caco-2 Homo sapiens IC50 = 1100.0 nM PMID[547714]
NPT27 Others Unspecified IC50 >= 10.0 ug.mL-1 PMID[547714]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC170148 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9714 High Similarity NPC190859
0.9054 High Similarity NPC476703
0.8857 High Similarity NPC163290
0.8714 High Similarity NPC311736
0.8608 High Similarity NPC231601
0.8514 High Similarity NPC476709
0.8442 Intermediate Similarity NPC477089
0.8356 Intermediate Similarity NPC304690
0.8356 Intermediate Similarity NPC74722
0.8333 Intermediate Similarity NPC476701
0.8286 Intermediate Similarity NPC473508
0.8219 Intermediate Similarity NPC305698
0.8205 Intermediate Similarity NPC68119
0.8205 Intermediate Similarity NPC13823
0.8182 Intermediate Similarity NPC236228
0.8182 Intermediate Similarity NPC256720
0.8169 Intermediate Similarity NPC300593
0.8158 Intermediate Similarity NPC471525
0.8108 Intermediate Similarity NPC239373
0.8108 Intermediate Similarity NPC329989
0.8101 Intermediate Similarity NPC86971
0.8082 Intermediate Similarity NPC259299
0.8072 Intermediate Similarity NPC255143
0.8052 Intermediate Similarity NPC93213
0.8 Intermediate Similarity NPC474739
0.8 Intermediate Similarity NPC129630
0.8 Intermediate Similarity NPC99487
0.8 Intermediate Similarity NPC49783
0.7975 Intermediate Similarity NPC475980
0.7952 Intermediate Similarity NPC298595
0.7945 Intermediate Similarity NPC267027
0.7901 Intermediate Similarity NPC474894
0.7838 Intermediate Similarity NPC73603
0.7838 Intermediate Similarity NPC82337
0.7808 Intermediate Similarity NPC471200
0.7808 Intermediate Similarity NPC61503
0.7805 Intermediate Similarity NPC477385
0.7805 Intermediate Similarity NPC477390
0.7792 Intermediate Similarity NPC143576
0.7746 Intermediate Similarity NPC258788
0.7722 Intermediate Similarity NPC268111
0.7714 Intermediate Similarity NPC155025
0.7701 Intermediate Similarity NPC191323
0.7692 Intermediate Similarity NPC24590
0.7683 Intermediate Similarity NPC246621
0.7647 Intermediate Similarity NPC281316
0.7632 Intermediate Similarity NPC16964
0.7625 Intermediate Similarity NPC40049
0.7625 Intermediate Similarity NPC84360
0.7619 Intermediate Similarity NPC83702
0.7614 Intermediate Similarity NPC476705
0.7586 Intermediate Similarity NPC299527
0.7568 Intermediate Similarity NPC250836
0.7564 Intermediate Similarity NPC329763
0.7556 Intermediate Similarity NPC220221
0.7528 Intermediate Similarity NPC119379
0.75 Intermediate Similarity NPC197107
0.75 Intermediate Similarity NPC3952
0.75 Intermediate Similarity NPC272961
0.7473 Intermediate Similarity NPC279621
0.7473 Intermediate Similarity NPC57664
0.747 Intermediate Similarity NPC471270
0.7467 Intermediate Similarity NPC326310
0.7444 Intermediate Similarity NPC303942
0.7444 Intermediate Similarity NPC57405
0.7442 Intermediate Similarity NPC477387
0.7442 Intermediate Similarity NPC311163
0.7442 Intermediate Similarity NPC477389
0.7439 Intermediate Similarity NPC471537
0.7416 Intermediate Similarity NPC158061
0.7412 Intermediate Similarity NPC186155
0.7412 Intermediate Similarity NPC160517
0.7412 Intermediate Similarity NPC78673
0.7407 Intermediate Similarity NPC471454
0.7403 Intermediate Similarity NPC472947
0.7397 Intermediate Similarity NPC225342
0.7386 Intermediate Similarity NPC115607
0.7386 Intermediate Similarity NPC128066
0.7381 Intermediate Similarity NPC259858
0.7375 Intermediate Similarity NPC12696
0.7368 Intermediate Similarity NPC161612
0.7368 Intermediate Similarity NPC33583
0.7363 Intermediate Similarity NPC14961
0.7363 Intermediate Similarity NPC270013
0.7361 Intermediate Similarity NPC122239
0.7361 Intermediate Similarity NPC475931
0.7356 Intermediate Similarity NPC477386
0.7356 Intermediate Similarity NPC477388
0.7349 Intermediate Similarity NPC470945
0.7349 Intermediate Similarity NPC470947
0.7349 Intermediate Similarity NPC471266
0.7349 Intermediate Similarity NPC95124
0.7349 Intermediate Similarity NPC470946
0.7349 Intermediate Similarity NPC236707
0.7333 Intermediate Similarity NPC475838
0.7333 Intermediate Similarity NPC473722
0.7333 Intermediate Similarity NPC125674
0.7333 Intermediate Similarity NPC228451
0.7333 Intermediate Similarity NPC308844
0.7317 Intermediate Similarity NPC181838
0.7317 Intermediate Similarity NPC137345
0.7312 Intermediate Similarity NPC473326
0.7308 Intermediate Similarity NPC471781
0.7308 Intermediate Similarity NPC470041
0.7294 Intermediate Similarity NPC260852
0.7284 Intermediate Similarity NPC301525
0.7284 Intermediate Similarity NPC293223
0.7284 Intermediate Similarity NPC126969
0.7284 Intermediate Similarity NPC329626
0.7283 Intermediate Similarity NPC210717
0.7283 Intermediate Similarity NPC103165
0.7273 Intermediate Similarity NPC476707
0.7273 Intermediate Similarity NPC476706
0.7273 Intermediate Similarity NPC476704
0.726 Intermediate Similarity NPC66020
0.7253 Intermediate Similarity NPC474035
0.7253 Intermediate Similarity NPC474247
0.7253 Intermediate Similarity NPC81386
0.725 Intermediate Similarity NPC227814
0.725 Intermediate Similarity NPC144995
0.7241 Intermediate Similarity NPC61527
0.7234 Intermediate Similarity NPC288876
0.7229 Intermediate Similarity NPC325869
0.7222 Intermediate Similarity NPC226848
0.7222 Intermediate Similarity NPC475441
0.7222 Intermediate Similarity NPC302584
0.7215 Intermediate Similarity NPC472254
0.7215 Intermediate Similarity NPC306085
0.7204 Intermediate Similarity NPC261807
0.7204 Intermediate Similarity NPC205143
0.7191 Intermediate Similarity NPC97103
0.7183 Intermediate Similarity NPC24443
0.7179 Intermediate Similarity NPC473893
0.7176 Intermediate Similarity NPC472465
0.7162 Intermediate Similarity NPC172622
0.7162 Intermediate Similarity NPC321867
0.7162 Intermediate Similarity NPC207007
0.7162 Intermediate Similarity NPC68679
0.716 Intermediate Similarity NPC23231
0.716 Intermediate Similarity NPC60818
0.716 Intermediate Similarity NPC36479
0.7159 Intermediate Similarity NPC474765
0.7158 Intermediate Similarity NPC476896
0.7143 Intermediate Similarity NPC474592
0.7143 Intermediate Similarity NPC212486
0.7143 Intermediate Similarity NPC100697
0.7143 Intermediate Similarity NPC475912
0.7126 Intermediate Similarity NPC471494
0.7126 Intermediate Similarity NPC290731
0.7125 Intermediate Similarity NPC477085
0.7125 Intermediate Similarity NPC265485
0.7125 Intermediate Similarity NPC220939
0.7111 Intermediate Similarity NPC473448
0.7111 Intermediate Similarity NPC472466
0.7108 Intermediate Similarity NPC52755
0.7108 Intermediate Similarity NPC3852
0.7097 Intermediate Similarity NPC476315
0.7097 Intermediate Similarity NPC230800
0.7097 Intermediate Similarity NPC473859
0.7093 Intermediate Similarity NPC471340
0.7093 Intermediate Similarity NPC320548
0.7093 Intermediate Similarity NPC185605
0.7089 Intermediate Similarity NPC4299
0.7083 Intermediate Similarity NPC52012
0.7083 Intermediate Similarity NPC471148
0.7079 Intermediate Similarity NPC309656
0.7079 Intermediate Similarity NPC248312
0.7073 Intermediate Similarity NPC271070
0.7071 Intermediate Similarity NPC233379
0.7071 Intermediate Similarity NPC14862
0.7071 Intermediate Similarity NPC474664
0.7067 Intermediate Similarity NPC50435
0.7059 Intermediate Similarity NPC52861
0.7059 Intermediate Similarity NPC15978
0.7053 Intermediate Similarity NPC475053
0.7051 Intermediate Similarity NPC167527
0.7051 Intermediate Similarity NPC224532
0.7045 Intermediate Similarity NPC476217
0.7042 Intermediate Similarity NPC227135
0.7037 Intermediate Similarity NPC474545
0.7033 Intermediate Similarity NPC472468
0.7033 Intermediate Similarity NPC208839
0.7033 Intermediate Similarity NPC114389
0.7027 Intermediate Similarity NPC240506
0.7024 Intermediate Similarity NPC233295
0.7021 Intermediate Similarity NPC182811
0.7013 Intermediate Similarity NPC202017
0.7011 Intermediate Similarity NPC191476
0.7011 Intermediate Similarity NPC114979
0.7 Intermediate Similarity NPC477087
0.7 Intermediate Similarity NPC15218
0.7 Intermediate Similarity NPC133450
0.7 Intermediate Similarity NPC473564
0.7 Intermediate Similarity NPC477086
0.7 Intermediate Similarity NPC477084
0.7 Intermediate Similarity NPC23954
0.6989 Remote Similarity NPC475659
0.6989 Remote Similarity NPC107476
0.6989 Remote Similarity NPC471141
0.6989 Remote Similarity NPC36954

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC170148 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7356 Intermediate Similarity NPD7524 Approved
0.7303 Intermediate Similarity NPD7838 Discovery
0.7209 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD368 Approved
0.7158 Intermediate Similarity NPD5344 Discontinued
0.7111 Intermediate Similarity NPD6698 Approved
0.7111 Intermediate Similarity NPD46 Approved
0.7093 Intermediate Similarity NPD6695 Phase 3
0.6848 Remote Similarity NPD7983 Approved
0.6778 Remote Similarity NPD7750 Discontinued
0.6744 Remote Similarity NPD6930 Phase 2
0.6744 Remote Similarity NPD6931 Approved
0.6739 Remote Similarity NPD3168 Discontinued
0.6701 Remote Similarity NPD6648 Approved
0.6628 Remote Similarity NPD6929 Approved
0.6575 Remote Similarity NPD342 Phase 1
0.6556 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4820 Approved
0.6552 Remote Similarity NPD7514 Phase 3
0.6552 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6552 Remote Similarity NPD4821 Approved
0.6552 Remote Similarity NPD4822 Approved
0.6552 Remote Similarity NPD4819 Approved
0.6552 Remote Similarity NPD7332 Phase 2
0.6533 Remote Similarity NPD585 Clinical (unspecified phase)
0.6489 Remote Similarity NPD7087 Discontinued
0.6484 Remote Similarity NPD4249 Approved
0.6477 Remote Similarity NPD6902 Approved
0.6471 Remote Similarity NPD6933 Approved
0.6442 Remote Similarity NPD6371 Approved
0.6421 Remote Similarity NPD5779 Approved
0.6421 Remote Similarity NPD5778 Approved
0.6413 Remote Similarity NPD4250 Approved
0.6413 Remote Similarity NPD4251 Approved
0.6395 Remote Similarity NPD5776 Phase 2
0.6395 Remote Similarity NPD6925 Approved
0.6374 Remote Similarity NPD6893 Approved
0.6333 Remote Similarity NPD7154 Phase 3
0.6322 Remote Similarity NPD7145 Approved
0.6322 Remote Similarity NPD4271 Approved
0.6322 Remote Similarity NPD4268 Approved
0.631 Remote Similarity NPD4732 Discontinued
0.6292 Remote Similarity NPD6898 Phase 1
0.6263 Remote Similarity NPD4225 Approved
0.6263 Remote Similarity NPD8029 Clinical (unspecified phase)
0.625 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6237 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6235 Remote Similarity NPD6924 Approved
0.6235 Remote Similarity NPD6926 Approved
0.6207 Remote Similarity NPD6932 Approved
0.6163 Remote Similarity NPD8264 Approved
0.6154 Remote Similarity NPD5362 Discontinued
0.6154 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6110 Phase 1
0.6146 Remote Similarity NPD7637 Suspended
0.6136 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6125 Remote Similarity NPD371 Approved
0.6105 Remote Similarity NPD1695 Approved
0.6078 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6075 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6067 Remote Similarity NPD6683 Phase 2
0.6058 Remote Similarity NPD5357 Phase 1
0.6058 Remote Similarity NPD6640 Phase 3
0.6022 Remote Similarity NPD6082 Clinical (unspecified phase)
0.602 Remote Similarity NPD5282 Discontinued
0.6 Remote Similarity NPD7525 Registered
0.6 Remote Similarity NPD7509 Discontinued
0.5978 Remote Similarity NPD5331 Approved
0.5978 Remote Similarity NPD5332 Approved
0.5943 Remote Similarity NPD6686 Approved
0.5934 Remote Similarity NPD4790 Discontinued
0.5909 Remote Similarity NPD3701 Clinical (unspecified phase)
0.59 Remote Similarity NPD7839 Suspended
0.5889 Remote Similarity NPD7645 Phase 2
0.5888 Remote Similarity NPD4061 Clinical (unspecified phase)
0.587 Remote Similarity NPD4269 Approved
0.587 Remote Similarity NPD6435 Approved
0.587 Remote Similarity NPD4270 Approved
0.5825 Remote Similarity NPD4159 Approved
0.5804 Remote Similarity NPD7115 Discovery
0.58 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5795 Remote Similarity NPD7339 Approved
0.5795 Remote Similarity NPD6942 Approved
0.5789 Remote Similarity NPD5786 Approved
0.5778 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5773 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5773 Remote Similarity NPD6101 Approved
0.5765 Remote Similarity NPD6923 Approved
0.5765 Remote Similarity NPD6922 Approved
0.5761 Remote Similarity NPD5369 Approved
0.575 Remote Similarity NPD1145 Discontinued
0.5745 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5743 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5728 Remote Similarity NPD7639 Approved
0.5728 Remote Similarity NPD7640 Approved
0.5714 Remote Similarity NPD7136 Phase 2
0.5701 Remote Similarity NPD6412 Phase 2
0.5698 Remote Similarity NPD7144 Approved
0.5698 Remote Similarity NPD7143 Approved
0.5684 Remote Similarity NPD5363 Approved
0.5678 Remote Similarity NPD8273 Phase 1
0.5657 Remote Similarity NPD6411 Approved
0.5652 Remote Similarity NPD4252 Approved
0.5652 Remote Similarity NPD5368 Approved
0.5632 Remote Similarity NPD7152 Approved
0.5632 Remote Similarity NPD7150 Approved
0.5632 Remote Similarity NPD7151 Approved
0.5631 Remote Similarity NPD7638 Approved
0.5614 Remote Similarity NPD7327 Approved
0.5614 Remote Similarity NPD7328 Approved
0.5603 Remote Similarity NPD8516 Approved
0.5603 Remote Similarity NPD8517 Approved
0.5603 Remote Similarity NPD8033 Approved
0.5603 Remote Similarity NPD8513 Phase 3
0.5603 Remote Similarity NPD8515 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

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