Structure

Physi-Chem Properties

Molecular Weight:  234.16
Volume:  260.554
LogP:  2.808
LogD:  3.006
LogS:  -2.896
# Rotatable Bonds:  2
TPSA:  34.14
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.688
Synthetic Accessibility Score:  4.18
Fsp3:  0.733
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.537
MDCK Permeability:  2.538550688768737e-05
Pgp-inhibitor:  0.038
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.111
30% Bioavailability (F30%):  0.027

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.211
Plasma Protein Binding (PPB):  84.9848403930664%
Volume Distribution (VD):  0.763
Pgp-substrate:  11.1871976852417%

ADMET: Metabolism

CYP1A2-inhibitor:  0.436
CYP1A2-substrate:  0.632
CYP2C19-inhibitor:  0.362
CYP2C19-substrate:  0.876
CYP2C9-inhibitor:  0.155
CYP2C9-substrate:  0.295
CYP2D6-inhibitor:  0.015
CYP2D6-substrate:  0.22
CYP3A4-inhibitor:  0.457
CYP3A4-substrate:  0.635

ADMET: Excretion

Clearance (CL):  11.016
Half-life (T1/2):  0.75

ADMET: Toxicity

hERG Blockers:  0.041
Human Hepatotoxicity (H-HT):  0.63
Drug-inuced Liver Injury (DILI):  0.128
AMES Toxicity:  0.464
Rat Oral Acute Toxicity:  0.196
Maximum Recommended Daily Dose:  0.885
Skin Sensitization:  0.932
Carcinogencity:  0.889
Eye Corrosion:  0.942
Eye Irritation:  0.924
Respiratory Toxicity:  0.932

Download Data

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

  Natural Product: NPC162867

Natural Product ID:  NPC162867
Common Name*:   2-Oxaisodauc-5-En-12-Al
IUPAC Name:   (3R,3aS,8aS)-8a-methyl-8-oxo-3-propan-2-yl-1,2,3,3a,6,7-hexahydroazulene-5-carbaldehyde
Synonyms:  
Standard InCHIKey:  VYPYFZUEGQREKP-NFAWXSAZSA-N
Standard InCHI:  InChI=1S/C15H22O2/c1-10(2)12-6-7-15(3)13(12)8-11(9-16)4-5-14(15)17/h8-10,12-13H,4-7H2,1-3H3/t12-,13-,15+/m1/s1
SMILES:  CC(C)[C@H]1CC[C@@]2(C)[C@@H]1C=C(CCC2=O)C=O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2331813
PubChem CID:   14446658
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
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota leaves, twigs, and fruits Nui Chua National Park (11 43' N; 109 08' E; 730 m alt.), Ninh Thuan Province, Vietnam 2010-Jan PMID[23301897]
NPO4720 Aglaia perviridis Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[31621322]
NPO4720 Aglaia perviridis Species Meliaceae 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 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
NPT139 Cell Line HT-29 Homo sapiens ED50 > 20.0 uM PMID[536440]
NPT721 Individual Protein Nuclear factor NF-kappa-B p65 subunit Homo sapiens ED50 = 0.005 uM PMID[536440]

☑ 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 NPC162867 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 NPC61702
0.8636 High Similarity NPC473902
0.8615 High Similarity NPC475795
0.8507 High Similarity NPC183422
0.8485 Intermediate Similarity NPC32285
0.8462 Intermediate Similarity NPC25853
0.8356 Intermediate Similarity NPC215481
0.8333 Intermediate Similarity NPC97322
0.8308 Intermediate Similarity NPC259261
0.8281 Intermediate Similarity NPC193695
0.8267 Intermediate Similarity NPC90965
0.8261 Intermediate Similarity NPC475523
0.8209 Intermediate Similarity NPC165695
0.8154 Intermediate Similarity NPC30215
0.8154 Intermediate Similarity NPC94991
0.8154 Intermediate Similarity NPC266295
0.8088 Intermediate Similarity NPC212210
0.8056 Intermediate Similarity NPC474562
0.8056 Intermediate Similarity NPC304983
0.803 Intermediate Similarity NPC143834
0.8026 Intermediate Similarity NPC261125
0.8026 Intermediate Similarity NPC181195
0.8 Intermediate Similarity NPC267626
0.8 Intermediate Similarity NPC49575
0.8 Intermediate Similarity NPC55004
0.7895 Intermediate Similarity NPC228911
0.7887 Intermediate Similarity NPC155198
0.7867 Intermediate Similarity NPC469796
0.7867 Intermediate Similarity NPC469793
0.7794 Intermediate Similarity NPC213152
0.7792 Intermediate Similarity NPC170793
0.7727 Intermediate Similarity NPC230823
0.7692 Intermediate Similarity NPC474509
0.7692 Intermediate Similarity NPC164218
0.7681 Intermediate Similarity NPC167256
0.7639 Intermediate Similarity NPC469688
0.7576 Intermediate Similarity NPC20603
0.7538 Intermediate Similarity NPC95581
0.7534 Intermediate Similarity NPC469677
0.75 Intermediate Similarity NPC290350
0.75 Intermediate Similarity NPC285594
0.75 Intermediate Similarity NPC77501
0.75 Intermediate Similarity NPC4370
0.75 Intermediate Similarity NPC263698
0.75 Intermediate Similarity NPC96551
0.7467 Intermediate Similarity NPC474228
0.7467 Intermediate Similarity NPC303613
0.7465 Intermediate Similarity NPC470329
0.7436 Intermediate Similarity NPC474056
0.7436 Intermediate Similarity NPC115515
0.7432 Intermediate Similarity NPC251929
0.7432 Intermediate Similarity NPC151045
0.7432 Intermediate Similarity NPC2634
0.7432 Intermediate Similarity NPC265782
0.7432 Intermediate Similarity NPC307176
0.7432 Intermediate Similarity NPC246722
0.7407 Intermediate Similarity NPC470165
0.7397 Intermediate Similarity NPC469679
0.7385 Intermediate Similarity NPC296311
0.7385 Intermediate Similarity NPC474141
0.7368 Intermediate Similarity NPC469691
0.7368 Intermediate Similarity NPC309852
0.7368 Intermediate Similarity NPC167049
0.7333 Intermediate Similarity NPC54123
0.7333 Intermediate Similarity NPC5701
0.7317 Intermediate Similarity NPC230527
0.7317 Intermediate Similarity NPC7927
0.7297 Intermediate Similarity NPC139397
0.7273 Intermediate Similarity NPC216791
0.7273 Intermediate Similarity NPC475771
0.7273 Intermediate Similarity NPC469678
0.7273 Intermediate Similarity NPC469669
0.7273 Intermediate Similarity NPC251435
0.7237 Intermediate Similarity NPC92909
0.7237 Intermediate Similarity NPC470045
0.7237 Intermediate Similarity NPC470044
0.7237 Intermediate Similarity NPC107783
0.7237 Intermediate Similarity NPC300940
0.7237 Intermediate Similarity NPC251705
0.7229 Intermediate Similarity NPC142649
0.7222 Intermediate Similarity NPC251118
0.7206 Intermediate Similarity NPC115385
0.72 Intermediate Similarity NPC159577
0.72 Intermediate Similarity NPC282593
0.72 Intermediate Similarity NPC35734
0.72 Intermediate Similarity NPC260040
0.7195 Intermediate Similarity NPC41539
0.7183 Intermediate Similarity NPC472306
0.7183 Intermediate Similarity NPC288253
0.7179 Intermediate Similarity NPC69408
0.7179 Intermediate Similarity NPC469646
0.7179 Intermediate Similarity NPC472959
0.7164 Intermediate Similarity NPC275472
0.7164 Intermediate Similarity NPC188789
0.7143 Intermediate Similarity NPC474796
0.7143 Intermediate Similarity NPC474797
0.7143 Intermediate Similarity NPC329866
0.7143 Intermediate Similarity NPC127582
0.7143 Intermediate Similarity NPC159497
0.7143 Intermediate Similarity NPC255021
0.7108 Intermediate Similarity NPC475796
0.7108 Intermediate Similarity NPC238197
0.7105 Intermediate Similarity NPC115023
0.7105 Intermediate Similarity NPC223187
0.7105 Intermediate Similarity NPC181204
0.7105 Intermediate Similarity NPC305501
0.7105 Intermediate Similarity NPC234707
0.7101 Intermediate Similarity NPC311852
0.7089 Intermediate Similarity NPC276769
0.7083 Intermediate Similarity NPC169275
0.7083 Intermediate Similarity NPC6697
0.7083 Intermediate Similarity NPC52449
0.7067 Intermediate Similarity NPC256846
0.7051 Intermediate Similarity NPC293803
0.7051 Intermediate Similarity NPC255650
0.7042 Intermediate Similarity NPC260573
0.7037 Intermediate Similarity NPC45495
0.7024 Intermediate Similarity NPC472931
0.7024 Intermediate Similarity NPC472940
0.7015 Intermediate Similarity NPC63396
0.7015 Intermediate Similarity NPC202850
0.7015 Intermediate Similarity NPC209431
0.7015 Intermediate Similarity NPC100809
0.7015 Intermediate Similarity NPC250539
0.6988 Remote Similarity NPC65350
0.6988 Remote Similarity NPC62214
0.6977 Remote Similarity NPC477710
0.697 Remote Similarity NPC471751
0.6962 Remote Similarity NPC472967
0.6962 Remote Similarity NPC226242
0.6962 Remote Similarity NPC266159
0.6957 Remote Similarity NPC192427
0.6951 Remote Similarity NPC136150
0.6941 Remote Similarity NPC6247
0.6933 Remote Similarity NPC188292
0.6933 Remote Similarity NPC260474
0.6933 Remote Similarity NPC20610
0.6933 Remote Similarity NPC87141
0.6923 Remote Similarity NPC128346
0.6923 Remote Similarity NPC219232
0.6923 Remote Similarity NPC211641
0.6914 Remote Similarity NPC229204
0.6914 Remote Similarity NPC469690
0.6914 Remote Similarity NPC7232
0.6901 Remote Similarity NPC270042
0.6897 Remote Similarity NPC41217
0.6892 Remote Similarity NPC304665
0.6892 Remote Similarity NPC154728
0.6892 Remote Similarity NPC126899
0.6883 Remote Similarity NPC469737
0.6875 Remote Similarity NPC15975
0.6875 Remote Similarity NPC195785
0.6867 Remote Similarity NPC133844
0.6866 Remote Similarity NPC45283
0.6866 Remote Similarity NPC268564
0.6857 Remote Similarity NPC56905
0.6857 Remote Similarity NPC27610
0.6849 Remote Similarity NPC475124
0.6849 Remote Similarity NPC285371
0.6842 Remote Similarity NPC296522
0.6842 Remote Similarity NPC144511
0.6842 Remote Similarity NPC261398
0.6842 Remote Similarity NPC182815
0.6835 Remote Similarity NPC474011
0.6829 Remote Similarity NPC472478
0.6829 Remote Similarity NPC471656
0.6824 Remote Similarity NPC8571
0.6818 Remote Similarity NPC2946
0.6818 Remote Similarity NPC27438
0.6818 Remote Similarity NPC234829
0.6818 Remote Similarity NPC306168
0.6818 Remote Similarity NPC49946
0.6818 Remote Similarity NPC191684
0.6818 Remote Similarity NPC477711
0.6806 Remote Similarity NPC60565
0.6795 Remote Similarity NPC472956
0.679 Remote Similarity NPC82635
0.679 Remote Similarity NPC207186
0.679 Remote Similarity NPC469996
0.6769 Remote Similarity NPC145311
0.6761 Remote Similarity NPC276764
0.6761 Remote Similarity NPC472304
0.6757 Remote Similarity NPC268039
0.6757 Remote Similarity NPC474329
0.6757 Remote Similarity NPC474304
0.6753 Remote Similarity NPC214770
0.6753 Remote Similarity NPC40574
0.6753 Remote Similarity NPC477856
0.675 Remote Similarity NPC19907
0.675 Remote Similarity NPC470525
0.6747 Remote Similarity NPC90055
0.6719 Remote Similarity NPC195246
0.6719 Remote Similarity NPC22098
0.6719 Remote Similarity NPC276009
0.6716 Remote Similarity NPC22182
0.6711 Remote Similarity NPC310992
0.6709 Remote Similarity NPC469641
0.6709 Remote Similarity NPC20025
0.6709 Remote Similarity NPC469643
0.6707 Remote Similarity NPC471890

  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 NPC162867 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
0.7432 Intermediate Similarity NPD4747 Approved
0.7432 Intermediate Similarity NPD4691 Approved
0.7333 Intermediate Similarity NPD5276 Approved
0.7297 Intermediate Similarity NPD4137 Phase 3
0.7143 Intermediate Similarity NPD5733 Approved
0.7143 Intermediate Similarity NPD4687 Approved
0.7143 Intermediate Similarity NPD4058 Approved
0.6711 Remote Similarity NPD3621 Clinical (unspecified phase)
0.662 Remote Similarity NPD287 Approved
0.6585 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5279 Phase 3
0.6522 Remote Similarity NPD4629 Approved
0.6522 Remote Similarity NPD5210 Approved
0.6512 Remote Similarity NPD3666 Approved
0.6512 Remote Similarity NPD3665 Phase 1
0.6512 Remote Similarity NPD3133 Approved
0.6471 Remote Similarity NPD4221 Approved
0.6471 Remote Similarity NPD4223 Phase 3
0.6404 Remote Similarity NPD5737 Approved
0.6404 Remote Similarity NPD6672 Approved
0.6395 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6374 Remote Similarity NPD6079 Approved
0.6364 Remote Similarity NPD6684 Approved
0.6364 Remote Similarity NPD3618 Phase 1
0.6364 Remote Similarity NPD5330 Approved
0.6364 Remote Similarity NPD7521 Approved
0.6364 Remote Similarity NPD5690 Phase 2
0.6364 Remote Similarity NPD7334 Approved
0.6364 Remote Similarity NPD7146 Approved
0.6364 Remote Similarity NPD6409 Approved
0.6333 Remote Similarity NPD5328 Approved
0.6333 Remote Similarity NPD4753 Phase 2
0.6322 Remote Similarity NPD4197 Approved
0.6322 Remote Similarity NPD4786 Approved
0.6279 Remote Similarity NPD3667 Approved
0.6277 Remote Similarity NPD4697 Phase 3
0.625 Remote Similarity NPD5329 Approved
0.6222 Remote Similarity NPD6903 Approved
0.6222 Remote Similarity NPD7513 Clinical (unspecified phase)
0.618 Remote Similarity NPD5280 Approved
0.618 Remote Similarity NPD4690 Approved
0.618 Remote Similarity NPD4693 Phase 3
0.618 Remote Similarity NPD4688 Approved
0.618 Remote Similarity NPD4689 Approved
0.618 Remote Similarity NPD4694 Approved
0.618 Remote Similarity NPD4138 Approved
0.618 Remote Similarity NPD5205 Approved
0.6146 Remote Similarity NPD5696 Approved
0.6136 Remote Similarity NPD3668 Phase 3
0.6129 Remote Similarity NPD4202 Approved
0.6105 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6105 Remote Similarity NPD5222 Approved
0.6105 Remote Similarity NPD5221 Approved
0.6092 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5785 Approved
0.6067 Remote Similarity NPD5363 Approved
0.6067 Remote Similarity NPD1694 Approved
0.6047 Remote Similarity NPD4695 Discontinued
0.6044 Remote Similarity NPD4518 Approved
0.6044 Remote Similarity NPD5208 Approved
0.6042 Remote Similarity NPD5173 Approved
0.6026 Remote Similarity NPD7331 Phase 2
0.6023 Remote Similarity NPD4788 Approved
0.6 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6 Remote Similarity NPD5695 Phase 3
0.6 Remote Similarity NPD3617 Approved
0.5978 Remote Similarity NPD6080 Approved
0.5978 Remote Similarity NPD6904 Approved
0.5978 Remote Similarity NPD6673 Approved
0.597 Remote Similarity NPD344 Approved
0.597 Remote Similarity NPD343 Approved
0.597 Remote Similarity NPD345 Approved
0.593 Remote Similarity NPD4195 Approved
0.5918 Remote Similarity NPD4696 Approved
0.5918 Remote Similarity NPD5286 Approved
0.5918 Remote Similarity NPD5285 Approved
0.5914 Remote Similarity NPD5207 Approved
0.5914 Remote Similarity NPD4096 Approved
0.5914 Remote Similarity NPD5692 Phase 3
0.5909 Remote Similarity NPD5209 Approved
0.5876 Remote Similarity NPD4755 Approved
0.5876 Remote Similarity NPD6083 Phase 2
0.5876 Remote Similarity NPD6084 Phase 2
0.5862 Remote Similarity NPD5368 Approved
0.5859 Remote Similarity NPD5223 Approved
0.5851 Remote Similarity NPD5694 Approved
0.5851 Remote Similarity NPD5281 Approved
0.5851 Remote Similarity NPD5284 Approved
0.5851 Remote Similarity NPD6050 Approved
0.5851 Remote Similarity NPD5693 Phase 1
0.5843 Remote Similarity NPD5362 Discontinued
0.5833 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5824 Remote Similarity NPD6098 Approved
0.5806 Remote Similarity NPD1695 Approved
0.58 Remote Similarity NPD5224 Approved
0.58 Remote Similarity NPD5091 Approved
0.58 Remote Similarity NPD5211 Phase 2
0.58 Remote Similarity NPD5226 Approved
0.58 Remote Similarity NPD4633 Approved
0.58 Remote Similarity NPD5225 Approved
0.5795 Remote Similarity NPD8028 Phase 2
0.5795 Remote Similarity NPD5369 Approved
0.5789 Remote Similarity NPD6399 Phase 3
0.5758 Remote Similarity NPD4700 Approved
0.5753 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5743 Remote Similarity NPD5174 Approved
0.5743 Remote Similarity NPD5175 Approved
0.573 Remote Similarity NPD4270 Approved
0.573 Remote Similarity NPD6435 Approved
0.573 Remote Similarity NPD4269 Approved
0.5729 Remote Similarity NPD6001 Approved
0.5696 Remote Similarity NPD7341 Phase 2
0.5686 Remote Similarity NPD5141 Approved
0.5682 Remote Similarity NPD4252 Approved
0.5682 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5652 Remote Similarity NPD4519 Discontinued
0.5652 Remote Similarity NPD4623 Approved
0.5625 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5133 Approved
0.5618 Remote Similarity NPD4692 Approved
0.5618 Remote Similarity NPD4139 Approved
0.561 Remote Similarity NPD6922 Approved
0.561 Remote Similarity NPD6923 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