Structure

Physi-Chem Properties

Molecular Weight:  766.41
Volume:  785.254
LogP:  4.664
LogD:  3.746
LogS:  -4.131
# Rotatable Bonds:  23
TPSA:  182.58
# H-Bond Aceptor:  14
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.101
Synthetic Accessibility Score:  5.266
Fsp3:  0.7
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.18
MDCK Permeability:  0.00020973631762899458
Pgp-inhibitor:  0.999
Pgp-substrate:  0.998
Human Intestinal Absorption (HIA):  0.997
20% Bioavailability (F20%):  0.013
30% Bioavailability (F30%):  0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.089
Plasma Protein Binding (PPB):  89.76961517333984%
Volume Distribution (VD):  1.314
Pgp-substrate:  13.724100112915039%

ADMET: Metabolism

CYP1A2-inhibitor:  0.008
CYP1A2-substrate:  0.02
CYP2C19-inhibitor:  0.015
CYP2C19-substrate:  0.053
CYP2C9-inhibitor:  0.088
CYP2C9-substrate:  0.021
CYP2D6-inhibitor:  0.96
CYP2D6-substrate:  0.02
CYP3A4-inhibitor:  0.482
CYP3A4-substrate:  0.247

ADMET: Excretion

Clearance (CL):  1.472
Half-life (T1/2):  0.748

ADMET: Toxicity

hERG Blockers:  0.306
Human Hepatotoxicity (H-HT):  0.996
Drug-inuced Liver Injury (DILI):  0.78
AMES Toxicity:  0.015
Rat Oral Acute Toxicity:  0.001
Maximum Recommended Daily Dose:  0.012
Skin Sensitization:  0.966
Carcinogencity:  0.012
Eye Corrosion:  0.004
Eye Irritation:  0.012
Respiratory Toxicity:  0.03

Download Data

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

  Natural Product: NPC127295

Natural Product ID:  NPC127295
Common Name*:   Cupacinoside
IUPAC Name:   [(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]-5-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
Synonyms:   Cupacinoside
Standard InCHIKey:  WIVIEKSHGBRJOH-UZZLBKCXSA-N
Standard InCHI:  InChI=1S/C40H62O14/c1-23(2)14-11-15-24(3)16-12-17-25(4)18-13-19-26(5)20-21-47-39-36(34(46)33(45)32(53-39)22-48-28(7)41)54-40-38(52-31(10)44)37(51-30(9)43)35(27(6)49-40)50-29(8)42/h14,16,18,20,27,32-40,45-46H,11-13,15,17,19,21-22H2,1-10H3/b24-16+,25-18+,26-20+/t27-,32+,33+,34-,35-,36+,37+,38+,39+,40-/m0/s1
SMILES:  C/C(=CCO[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)O)O)/CC/C=C(/CC/C=C(/CCC=C(C)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1775012
PubChem CID:   52951499
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001755] Diterpene glycosides

*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
NPO31410 Cupania cinerea Species Sapindaceae Eukaryota n.a. bark n.a. PMID[21438586]

☑ 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
NPT839 Cell Line L6 Rattus norvegicus IC50 = 11600.0 nM PMID[552983]
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 1300.0 nM PMID[552983]
NPT844 Organism Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 = 4600.0 nM PMID[552983]

☑ 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 NPC127295 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
1.0 High Similarity NPC163362
0.8902 High Similarity NPC118077
0.8902 High Similarity NPC475186
0.869 High Similarity NPC285588
0.8659 High Similarity NPC470124
0.8625 High Similarity NPC469469
0.8537 High Similarity NPC266718
0.8519 High Similarity NPC251026
0.8488 Intermediate Similarity NPC110072
0.8415 Intermediate Similarity NPC473315
0.8415 Intermediate Similarity NPC142111
0.8354 Intermediate Similarity NPC110813
0.8313 Intermediate Similarity NPC473308
0.8313 Intermediate Similarity NPC475035
0.8295 Intermediate Similarity NPC294293
0.8289 Intermediate Similarity NPC474078
0.8256 Intermediate Similarity NPC477748
0.825 Intermediate Similarity NPC133377
0.8235 Intermediate Similarity NPC475037
0.8235 Intermediate Similarity NPC125142
0.8228 Intermediate Similarity NPC229655
0.8202 Intermediate Similarity NPC469543
0.8193 Intermediate Similarity NPC473500
0.8193 Intermediate Similarity NPC38295
0.8193 Intermediate Similarity NPC470313
0.8193 Intermediate Similarity NPC156089
0.8182 Intermediate Similarity NPC320089
0.8182 Intermediate Similarity NPC472195
0.8182 Intermediate Similarity NPC472196
0.8182 Intermediate Similarity NPC238090
0.8161 Intermediate Similarity NPC303451
0.8161 Intermediate Similarity NPC6414
0.8161 Intermediate Similarity NPC118078
0.8161 Intermediate Similarity NPC202886
0.814 Intermediate Similarity NPC470137
0.8118 Intermediate Similarity NPC208473
0.809 Intermediate Similarity NPC159698
0.8077 Intermediate Similarity NPC55652
0.8077 Intermediate Similarity NPC132938
0.8068 Intermediate Similarity NPC477749
0.8 Intermediate Similarity NPC326661
0.8 Intermediate Similarity NPC475034
0.7978 Intermediate Similarity NPC320552
0.7975 Intermediate Similarity NPC472174
0.7975 Intermediate Similarity NPC472173
0.7955 Intermediate Similarity NPC327253
0.7952 Intermediate Similarity NPC236649
0.7952 Intermediate Similarity NPC21693
0.7931 Intermediate Similarity NPC248312
0.7867 Intermediate Similarity NPC147292
0.7865 Intermediate Similarity NPC9447
0.7865 Intermediate Similarity NPC472197
0.7865 Intermediate Similarity NPC472199
0.7805 Intermediate Similarity NPC477314
0.7791 Intermediate Similarity NPC477746
0.7791 Intermediate Similarity NPC477747
0.7791 Intermediate Similarity NPC73166
0.7778 Intermediate Similarity NPC61201
0.7766 Intermediate Similarity NPC2313
0.7766 Intermediate Similarity NPC154132
0.7766 Intermediate Similarity NPC57586
0.7766 Intermediate Similarity NPC475157
0.7766 Intermediate Similarity NPC475655
0.7766 Intermediate Similarity NPC471637
0.7753 Intermediate Similarity NPC473311
0.7727 Intermediate Similarity NPC137368
0.7717 Intermediate Similarity NPC54731
0.7692 Intermediate Similarity NPC472198
0.7684 Intermediate Similarity NPC222062
0.7674 Intermediate Similarity NPC288471
0.7667 Intermediate Similarity NPC469410
0.7667 Intermediate Similarity NPC477349
0.7647 Intermediate Similarity NPC20072
0.7619 Intermediate Similarity NPC470147
0.7619 Intermediate Similarity NPC133226
0.7609 Intermediate Similarity NPC170204
0.7604 Intermediate Similarity NPC267869
0.7604 Intermediate Similarity NPC197736
0.7604 Intermediate Similarity NPC197541
0.7604 Intermediate Similarity NPC118761
0.7604 Intermediate Similarity NPC284929
0.7604 Intermediate Similarity NPC234304
0.7553 Intermediate Similarity NPC198422
0.7553 Intermediate Similarity NPC40182
0.7527 Intermediate Similarity NPC306041
0.7527 Intermediate Similarity NPC143446
0.75 Intermediate Similarity NPC179933
0.75 Intermediate Similarity NPC477348
0.75 Intermediate Similarity NPC44682
0.75 Intermediate Similarity NPC201191
0.75 Intermediate Similarity NPC470148
0.75 Intermediate Similarity NPC256368
0.75 Intermediate Similarity NPC321728
0.75 Intermediate Similarity NPC31496
0.75 Intermediate Similarity NPC13143
0.75 Intermediate Similarity NPC294813
0.75 Intermediate Similarity NPC180725
0.75 Intermediate Similarity NPC477345
0.75 Intermediate Similarity NPC163409
0.75 Intermediate Similarity NPC238264
0.75 Intermediate Similarity NPC470149
0.7474 Intermediate Similarity NPC22149
0.7474 Intermediate Similarity NPC306344
0.7474 Intermediate Similarity NPC255677
0.7473 Intermediate Similarity NPC472124
0.7473 Intermediate Similarity NPC472126
0.7473 Intermediate Similarity NPC472125
0.747 Intermediate Similarity NPC474026
0.7449 Intermediate Similarity NPC315070
0.7447 Intermediate Similarity NPC309503
0.7447 Intermediate Similarity NPC155319
0.7447 Intermediate Similarity NPC239547
0.7447 Intermediate Similarity NPC125551
0.7447 Intermediate Similarity NPC91197
0.7447 Intermediate Similarity NPC96597
0.7444 Intermediate Similarity NPC104129
0.7444 Intermediate Similarity NPC249408
0.7412 Intermediate Similarity NPC100697
0.7403 Intermediate Similarity NPC471760
0.7403 Intermediate Similarity NPC190418
0.7403 Intermediate Similarity NPC471761
0.74 Intermediate Similarity NPC133625
0.7396 Intermediate Similarity NPC198992
0.7396 Intermediate Similarity NPC28304
0.7396 Intermediate Similarity NPC298255
0.7396 Intermediate Similarity NPC280991
0.7391 Intermediate Similarity NPC280390
0.7386 Intermediate Similarity NPC471494
0.7386 Intermediate Similarity NPC470658
0.7381 Intermediate Similarity NPC248775
0.7363 Intermediate Similarity NPC120021
0.7363 Intermediate Similarity NPC270908
0.7363 Intermediate Similarity NPC117596
0.7363 Intermediate Similarity NPC216826
0.7363 Intermediate Similarity NPC65665
0.7363 Intermediate Similarity NPC307699
0.7363 Intermediate Similarity NPC231710
0.7363 Intermediate Similarity NPC470573
0.7347 Intermediate Similarity NPC470768
0.7347 Intermediate Similarity NPC86095
0.734 Intermediate Similarity NPC475593
0.734 Intermediate Similarity NPC473605
0.734 Intermediate Similarity NPC475164
0.734 Intermediate Similarity NPC476066
0.734 Intermediate Similarity NPC475540
0.734 Intermediate Similarity NPC475525
0.734 Intermediate Similarity NPC475241
0.734 Intermediate Similarity NPC473765
0.734 Intermediate Similarity NPC475375
0.7333 Intermediate Similarity NPC155457
0.7326 Intermediate Similarity NPC280367
0.732 Intermediate Similarity NPC261117
0.732 Intermediate Similarity NPC13171
0.732 Intermediate Similarity NPC195510
0.732 Intermediate Similarity NPC310804
0.7317 Intermediate Similarity NPC477304
0.7317 Intermediate Similarity NPC477308
0.7317 Intermediate Similarity NPC477309
0.7317 Intermediate Similarity NPC477313
0.7317 Intermediate Similarity NPC477316
0.7317 Intermediate Similarity NPC477315
0.7317 Intermediate Similarity NPC477305
0.7317 Intermediate Similarity NPC477312
0.7312 Intermediate Similarity NPC25701
0.7312 Intermediate Similarity NPC2003
0.7303 Intermediate Similarity NPC311163
0.7303 Intermediate Similarity NPC47937
0.7292 Intermediate Similarity NPC244878
0.7273 Intermediate Similarity NPC239961
0.7263 Intermediate Similarity NPC475332
0.7263 Intermediate Similarity NPC472290
0.7262 Intermediate Similarity NPC475711
0.7262 Intermediate Similarity NPC477203
0.7245 Intermediate Similarity NPC309398
0.7229 Intermediate Similarity NPC285840
0.7229 Intermediate Similarity NPC477306
0.7229 Intermediate Similarity NPC327041
0.7222 Intermediate Similarity NPC313658
0.7222 Intermediate Similarity NPC316138
0.7216 Intermediate Similarity NPC20673
0.7204 Intermediate Similarity NPC473561
0.7204 Intermediate Similarity NPC473663
0.7204 Intermediate Similarity NPC473520
0.7204 Intermediate Similarity NPC474835
0.7204 Intermediate Similarity NPC475173
0.7204 Intermediate Similarity NPC473723
0.72 Intermediate Similarity NPC472390
0.7195 Intermediate Similarity NPC477311
0.7195 Intermediate Similarity NPC477303
0.7191 Intermediate Similarity NPC34581
0.7191 Intermediate Similarity NPC477013
0.7191 Intermediate Similarity NPC182383
0.7191 Intermediate Similarity NPC477014
0.7191 Intermediate Similarity NPC120398
0.7191 Intermediate Similarity NPC329615
0.7191 Intermediate Similarity NPC329838
0.7191 Intermediate Similarity NPC471567
0.7188 Intermediate Similarity NPC313440
0.7188 Intermediate Similarity NPC169468
0.7188 Intermediate Similarity NPC151093

  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 NPC127295 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
0.7368 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD46 Approved
0.7174 Intermediate Similarity NPD6698 Approved
0.7129 Intermediate Similarity NPD6686 Approved
0.6989 Remote Similarity NPD7838 Discovery
0.6923 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6809 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6727 Remote Similarity NPD8377 Approved
0.6727 Remote Similarity NPD8294 Approved
0.6703 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8296 Approved
0.6667 Remote Similarity NPD8513 Phase 3
0.6667 Remote Similarity NPD8380 Approved
0.6667 Remote Similarity NPD8335 Approved
0.6667 Remote Similarity NPD8379 Approved
0.6667 Remote Similarity NPD8516 Approved
0.6667 Remote Similarity NPD8517 Approved
0.6667 Remote Similarity NPD8515 Approved
0.6667 Remote Similarity NPD8033 Approved
0.6667 Remote Similarity NPD8378 Approved
0.6622 Remote Similarity NPD890 Clinical (unspecified phase)
0.6622 Remote Similarity NPD891 Phase 3
0.6622 Remote Similarity NPD893 Approved
0.6622 Remote Similarity NPD892 Phase 3
0.6622 Remote Similarity NPD888 Phase 3
0.6562 Remote Similarity NPD7983 Approved
0.6545 Remote Similarity NPD7328 Approved
0.6545 Remote Similarity NPD7327 Approved
0.6486 Remote Similarity NPD2269 Approved
0.6486 Remote Similarity NPD7516 Approved
0.6456 Remote Similarity NPD6123 Approved
0.6404 Remote Similarity NPD7830 Approved
0.6404 Remote Similarity NPD7829 Approved
0.6372 Remote Similarity NPD7503 Approved
0.6351 Remote Similarity NPD905 Approved
0.6351 Remote Similarity NPD904 Phase 3
0.633 Remote Similarity NPD8133 Approved
0.6293 Remote Similarity NPD8451 Approved
0.6239 Remote Similarity NPD8448 Approved
0.6228 Remote Similarity NPD8444 Approved
0.6214 Remote Similarity NPD5344 Discontinued
0.6184 Remote Similarity NPD887 Approved
0.6184 Remote Similarity NPD895 Approved
0.6184 Remote Similarity NPD889 Approved
0.6184 Remote Similarity NPD894 Approved
0.6154 Remote Similarity NPD7507 Approved
0.6154 Remote Similarity NPD7329 Approved
0.6139 Remote Similarity NPD7839 Suspended
0.6111 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6104 Remote Similarity NPD7346 Approved
0.6102 Remote Similarity NPD8074 Phase 3
0.6095 Remote Similarity NPD1407 Approved
0.6091 Remote Similarity NPD6429 Approved
0.6091 Remote Similarity NPD6430 Approved
0.6083 Remote Similarity NPD8391 Approved
0.6083 Remote Similarity NPD8392 Approved
0.6083 Remote Similarity NPD8390 Approved
0.6075 Remote Similarity NPD6412 Phase 2
0.6068 Remote Similarity NPD8340 Approved
0.6068 Remote Similarity NPD8342 Approved
0.6068 Remote Similarity NPD8341 Approved
0.6068 Remote Similarity NPD8299 Approved
0.6023 Remote Similarity NPD3181 Approved
0.6 Remote Similarity NPD7319 Approved
0.6 Remote Similarity NPD896 Approved
0.6 Remote Similarity NPD898 Approved
0.6 Remote Similarity NPD6109 Phase 1
0.6 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6 Remote Similarity NPD897 Approved
0.5983 Remote Similarity NPD8328 Phase 3
0.5926 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5921 Remote Similarity NPD6927 Phase 3
0.5895 Remote Similarity NPD6110 Phase 1
0.5877 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5877 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5854 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5847 Remote Similarity NPD7642 Approved
0.5826 Remote Similarity NPD7641 Discontinued
0.5816 Remote Similarity NPD4250 Approved
0.5816 Remote Similarity NPD4251 Approved
0.581 Remote Similarity NPD6648 Approved
0.5802 Remote Similarity NPD585 Clinical (unspecified phase)
0.5773 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5765 Remote Similarity NPD2685 Clinical (unspecified phase)
0.575 Remote Similarity NPD2267 Suspended
0.5745 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5743 Remote Similarity NPD7637 Suspended
0.5714 Remote Similarity NPD7638 Approved
0.5714 Remote Similarity NPD4225 Approved
0.5714 Remote Similarity NPD4249 Approved
0.5686 Remote Similarity NPD5778 Approved
0.5686 Remote Similarity NPD5779 Approved
0.5679 Remote Similarity NPD369 Approved
0.5678 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5676 Remote Similarity NPD8998 Phase 2
0.5676 Remote Similarity NPD9000 Phase 3
0.5676 Remote Similarity NPD8993 Phase 1
0.5676 Remote Similarity NPD8999 Phase 3
0.5676 Remote Similarity NPD8997 Approved
0.566 Remote Similarity NPD7639 Approved
0.566 Remote Similarity NPD7640 Approved
0.5647 Remote Similarity NPD3197 Phase 1
0.563 Remote Similarity NPD8080 Discontinued
0.5625 Remote Similarity NPD6371 Approved
0.5618 Remote Similarity NPD7532 Clinical (unspecified phase)
0.561 Remote Similarity NPD69 Approved
0.561 Remote Similarity NPD9119 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