Structure

Physi-Chem Properties

Molecular Weight:  512.26
Volume:  512.695
LogP:  3.266
LogD:  3.0
LogS:  -3.621
# Rotatable Bonds:  15
TPSA:  142.03
# H-Bond Aceptor:  9
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.176
Synthetic Accessibility Score:  4.729
Fsp3:  0.76
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.819
MDCK Permeability:  1.2873817468062043e-05
Pgp-inhibitor:  0.81
Pgp-substrate:  0.589
Human Intestinal Absorption (HIA):  0.939
20% Bioavailability (F20%):  0.038
30% Bioavailability (F30%):  0.972

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.472
Plasma Protein Binding (PPB):  79.06297302246094%
Volume Distribution (VD):  0.668
Pgp-substrate:  28.954219818115234%

ADMET: Metabolism

CYP1A2-inhibitor:  0.008
CYP1A2-substrate:  0.425
CYP2C19-inhibitor:  0.093
CYP2C19-substrate:  0.438
CYP2C9-inhibitor:  0.175
CYP2C9-substrate:  0.102
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.095
CYP3A4-inhibitor:  0.883
CYP3A4-substrate:  0.533

ADMET: Excretion

Clearance (CL):  5.54
Half-life (T1/2):  0.467

ADMET: Toxicity

hERG Blockers:  0.009
Human Hepatotoxicity (H-HT):  0.14
Drug-inuced Liver Injury (DILI):  0.035
AMES Toxicity:  0.042
Rat Oral Acute Toxicity:  0.01
Maximum Recommended Daily Dose:  0.087
Skin Sensitization:  0.399
Carcinogencity:  0.782
Eye Corrosion:  0.003
Eye Irritation:  0.026
Respiratory Toxicity:  0.129

Download Data

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

  Natural Product: NPC201968

Natural Product ID:  NPC201968
Common Name*:   Cinnabaramide G
IUPAC Name:   methyl (2R)-2-acetamido-3-[(2R,3S,4R)-2-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-4-hexyl-3-hydroxy-3-methyl-5-oxopyrrolidine-2-carbonyl]sulfanylpropanoate
Synonyms:   Cinnabaramide G
Standard InCHIKey:  GMTRMEITDRYTSO-YNCBRICXSA-N
Standard InCHI:  InChI=1S/C25H40N2O7S/c1-5-6-7-11-14-18-21(30)27-25(24(18,3)33,20(29)17-12-9-8-10-13-17)23(32)35-15-19(22(31)34-4)26-16(2)28/h9,12,17-20,29,33H,5-8,10-11,13-15H2,1-4H3,(H,26,28)(H,27,30)/t17-,18+,19+,20+,24+,25+/m1/s1
SMILES:  CCCCCC[C@H]1C(=N[C@@]([C@H]([C@@H]2C=CCCC2)O)(C(=O)SC[C@@H](C(=O)OC)N=C(C)O)[C@@]1(C)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL447239
PubChem CID:   16109815
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000347] Amino acids and derivatives
            • [CHEMONTID:0000060] Alpha amino acids and derivatives
              • [CHEMONTID:0001189] N-acyl-alpha amino acids and derivatives

*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
NPO32890 terrestrial streptomycete Species n.a. n.a. n.a. n.a. n.a. PMID[17249727]

☑ 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
NPT24354 PROTEIN COMPLEX 20S proteasome Homo sapiens IC50 = 0.6 nM PMID[494903]
NPT35 Others n.a. Stability = 90.0 % PMID[494903]
NPT35 Others n.a. Stability = 45.0 % PMID[494903]

☑ 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 NPC201968 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
0.9813 High Similarity NPC50694
0.8505 High Similarity NPC234542
0.8455 Intermediate Similarity NPC14537
0.8426 Intermediate Similarity NPC473224
0.8378 Intermediate Similarity NPC473252
0.7863 Intermediate Similarity NPC12270
0.7818 Intermediate Similarity NPC123141
0.7664 Intermediate Similarity NPC193386
0.7542 Intermediate Similarity NPC329305
0.7478 Intermediate Similarity NPC72401
0.7478 Intermediate Similarity NPC325339
0.7455 Intermediate Similarity NPC319473
0.7395 Intermediate Similarity NPC474891
0.7368 Intermediate Similarity NPC132931
0.7333 Intermediate Similarity NPC127578
0.7241 Intermediate Similarity NPC474873
0.7213 Intermediate Similarity NPC268327
0.7213 Intermediate Similarity NPC295444
0.7213 Intermediate Similarity NPC273215
0.7213 Intermediate Similarity NPC279383
0.7143 Intermediate Similarity NPC135216
0.7143 Intermediate Similarity NPC101106
0.7107 Intermediate Similarity NPC474725
0.7083 Intermediate Similarity NPC475800
0.7025 Intermediate Similarity NPC287572
0.7025 Intermediate Similarity NPC471636
0.7025 Intermediate Similarity NPC474969
0.7025 Intermediate Similarity NPC476034
0.7016 Intermediate Similarity NPC475988
0.6942 Remote Similarity NPC250187
0.6879 Remote Similarity NPC193753
0.6879 Remote Similarity NPC160222
0.6789 Remote Similarity NPC474312
0.6777 Remote Similarity NPC74035
0.6772 Remote Similarity NPC477554
0.6754 Remote Similarity NPC319021
0.6748 Remote Similarity NPC307903
0.6748 Remote Similarity NPC140251
0.6719 Remote Similarity NPC477553
0.6694 Remote Similarity NPC474563
0.6694 Remote Similarity NPC473578
0.6667 Remote Similarity NPC477555
0.6613 Remote Similarity NPC70235
0.6613 Remote Similarity NPC475150
0.6585 Remote Similarity NPC472615
0.6585 Remote Similarity NPC475918
0.6562 Remote Similarity NPC471645
0.6535 Remote Similarity NPC469865
0.6522 Remote Similarity NPC39290
0.6522 Remote Similarity NPC159369
0.6504 Remote Similarity NPC472616
0.6496 Remote Similarity NPC226513
0.6471 Remote Similarity NPC477793
0.6471 Remote Similarity NPC329919
0.6423 Remote Similarity NPC215988
0.641 Remote Similarity NPC314500
0.6406 Remote Similarity NPC474995
0.6397 Remote Similarity NPC204556
0.6378 Remote Similarity NPC113012
0.6378 Remote Similarity NPC122926
0.632 Remote Similarity NPC271269
0.6299 Remote Similarity NPC133729
0.6288 Remote Similarity NPC9714
0.6288 Remote Similarity NPC471118
0.6288 Remote Similarity NPC471121
0.6279 Remote Similarity NPC261750
0.6279 Remote Similarity NPC1111
0.627 Remote Similarity NPC251330
0.6261 Remote Similarity NPC475753
0.625 Remote Similarity NPC46764
0.625 Remote Similarity NPC476290
0.6241 Remote Similarity NPC323532
0.6239 Remote Similarity NPC118193
0.6239 Remote Similarity NPC256902
0.6222 Remote Similarity NPC478015
0.6222 Remote Similarity NPC273185
0.6222 Remote Similarity NPC478016
0.6222 Remote Similarity NPC478014
0.6214 Remote Similarity NPC314686
0.6214 Remote Similarity NPC268844
0.6212 Remote Similarity NPC147707
0.6212 Remote Similarity NPC471120
0.6212 Remote Similarity NPC471117
0.6202 Remote Similarity NPC29501
0.6198 Remote Similarity NPC475503
0.6195 Remote Similarity NPC47135
0.6194 Remote Similarity NPC310467
0.619 Remote Similarity NPC154601
0.6183 Remote Similarity NPC476814
0.6183 Remote Similarity NPC476813
0.6183 Remote Similarity NPC474984
0.6182 Remote Similarity NPC316242
0.6154 Remote Similarity NPC60432
0.6154 Remote Similarity NPC476269
0.6148 Remote Similarity NPC4834
0.6148 Remote Similarity NPC23963
0.6136 Remote Similarity NPC30196
0.6129 Remote Similarity NPC316250
0.6127 Remote Similarity NPC76999
0.6126 Remote Similarity NPC315535
0.6126 Remote Similarity NPC478017
0.6126 Remote Similarity NPC315131
0.6121 Remote Similarity NPC258824
0.6119 Remote Similarity NPC169328
0.6111 Remote Similarity NPC119329
0.6103 Remote Similarity NPC80150
0.6099 Remote Similarity NPC139585
0.609 Remote Similarity NPC316325
0.609 Remote Similarity NPC6531
0.609 Remote Similarity NPC188010
0.609 Remote Similarity NPC476190
0.6087 Remote Similarity NPC477199
0.6084 Remote Similarity NPC75318
0.608 Remote Similarity NPC477198
0.6077 Remote Similarity NPC476875
0.6068 Remote Similarity NPC86005
0.6066 Remote Similarity NPC195645
0.6066 Remote Similarity NPC165332
0.6066 Remote Similarity NPC180722
0.6056 Remote Similarity NPC314361
0.6048 Remote Similarity NPC233932
0.6045 Remote Similarity NPC315974
0.6042 Remote Similarity NPC472430
0.6042 Remote Similarity NPC145899
0.6033 Remote Similarity NPC5418
0.6029 Remote Similarity NPC469515
0.6016 Remote Similarity NPC315531
0.6016 Remote Similarity NPC475646
0.6016 Remote Similarity NPC475438
0.6014 Remote Similarity NPC469494
0.6014 Remote Similarity NPC475584
0.6014 Remote Similarity NPC313333
0.6014 Remote Similarity NPC313342
0.6014 Remote Similarity NPC204639
0.6014 Remote Similarity NPC475152
0.6014 Remote Similarity NPC314451
0.6014 Remote Similarity NPC314512
0.6014 Remote Similarity NPC475394
0.6 Remote Similarity NPC230889
0.6 Remote Similarity NPC477997
0.5986 Remote Similarity NPC172365
0.5986 Remote Similarity NPC82931
0.5986 Remote Similarity NPC475472
0.5986 Remote Similarity NPC210729
0.5985 Remote Similarity NPC190663
0.5982 Remote Similarity NPC474833
0.5973 Remote Similarity NPC475892
0.597 Remote Similarity NPC209734
0.5969 Remote Similarity NPC171734
0.5966 Remote Similarity NPC477729
0.5966 Remote Similarity NPC97577
0.5963 Remote Similarity NPC43219
0.5959 Remote Similarity NPC200788
0.5959 Remote Similarity NPC243680
0.5952 Remote Similarity NPC128501
0.5948 Remote Similarity NPC227051
0.5946 Remote Similarity NPC469514
0.5944 Remote Similarity NPC119794
0.5944 Remote Similarity NPC73829
0.5942 Remote Similarity NPC16709
0.594 Remote Similarity NPC470540
0.5932 Remote Similarity NPC477959
0.5929 Remote Similarity NPC314282
0.5926 Remote Similarity NPC201889
0.5926 Remote Similarity NPC106791
0.5909 Remote Similarity NPC86064
0.5906 Remote Similarity NPC476877
0.5903 Remote Similarity NPC78189
0.5903 Remote Similarity NPC477072
0.5899 Remote Similarity NPC160493
0.5893 Remote Similarity NPC281296
0.5887 Remote Similarity NPC167380
0.5882 Remote Similarity NPC34754
0.5882 Remote Similarity NPC477515
0.5882 Remote Similarity NPC313802
0.5882 Remote Similarity NPC314268
0.5882 Remote Similarity NPC67917
0.5878 Remote Similarity NPC477557
0.5877 Remote Similarity NPC311369
0.5871 Remote Similarity NPC314050
0.5871 Remote Similarity NPC315809
0.587 Remote Similarity NPC45777
0.587 Remote Similarity NPC477061
0.5868 Remote Similarity NPC36491
0.5865 Remote Similarity NPC469597
0.5865 Remote Similarity NPC106479
0.5862 Remote Similarity NPC235772
0.5862 Remote Similarity NPC95478
0.5862 Remote Similarity NPC280941
0.5862 Remote Similarity NPC69469
0.5862 Remote Similarity NPC472428
0.5862 Remote Similarity NPC145748
0.5862 Remote Similarity NPC155670
0.5859 Remote Similarity NPC205176
0.5857 Remote Similarity NPC309525
0.5854 Remote Similarity NPC54905
0.5854 Remote Similarity NPC314009
0.5846 Remote Similarity NPC207820
0.5846 Remote Similarity NPC15413
0.5845 Remote Similarity NPC316205

  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 NPC201968 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
0.7863 Intermediate Similarity NPD1719 Phase 1
0.7143 Intermediate Similarity NPD4211 Phase 1
0.7043 Intermediate Similarity NPD4228 Discovery
0.6967 Remote Similarity NPD6413 Approved
0.6911 Remote Similarity NPD6420 Discontinued
0.6911 Remote Similarity NPD6421 Discontinued
0.6638 Remote Similarity NPD5781 Clinical (unspecified phase)
0.641 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6379 Remote Similarity NPD5370 Suspended
0.6276 Remote Similarity NPD6864 Phase 2
0.6276 Remote Similarity NPD6865 Phase 2
0.6273 Remote Similarity NPD3732 Approved
0.6259 Remote Similarity NPD6914 Discontinued
0.6241 Remote Similarity NPD7517 Approved
0.6241 Remote Similarity NPD7518 Approved
0.6241 Remote Similarity NPD7519 Approved
0.6195 Remote Similarity NPD7345 Approved
0.6181 Remote Similarity NPD6333 Approved
0.6181 Remote Similarity NPD6334 Approved
0.6148 Remote Similarity NPD4209 Clinical (unspecified phase)
0.6126 Remote Similarity NPD7918 Clinical (unspecified phase)
0.6126 Remote Similarity NPD7917 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6422 Discontinued
0.6106 Remote Similarity NPD5369 Approved
0.609 Remote Similarity NPD7500 Approved
0.609 Remote Similarity NPD7505 Discontinued
0.6083 Remote Similarity NPD5778 Approved
0.6083 Remote Similarity NPD5779 Approved
0.6074 Remote Similarity NPD7147 Phase 3
0.6074 Remote Similarity NPD7148 Clinical (unspecified phase)
0.6066 Remote Similarity NPD7839 Suspended
0.6061 Remote Similarity NPD7915 Approved
0.6061 Remote Similarity NPD7916 Approved
0.6054 Remote Similarity NPD6077 Discontinued
0.605 Remote Similarity NPD6095 Approved
0.605 Remote Similarity NPD6094 Approved
0.6028 Remote Similarity NPD8392 Approved
0.6028 Remote Similarity NPD8391 Approved
0.6028 Remote Similarity NPD8390 Approved
0.6028 Remote Similarity NPD7751 Phase 1
0.6014 Remote Similarity NPD8342 Approved
0.6014 Remote Similarity NPD8341 Approved
0.6014 Remote Similarity NPD8340 Approved
0.6014 Remote Similarity NPD8299 Approved
0.5987 Remote Similarity NPD7749 Clinical (unspecified phase)
0.5974 Remote Similarity NPD6390 Discontinued
0.5971 Remote Similarity NPD8451 Approved
0.597 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5966 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5966 Remote Similarity NPD6101 Approved
0.5929 Remote Similarity NPD8448 Approved
0.5929 Remote Similarity NPD8074 Phase 3
0.5924 Remote Similarity NPD6915 Approved
0.5868 Remote Similarity NPD6411 Approved
0.5868 Remote Similarity NPD1749 Approved
0.5857 Remote Similarity NPD8273 Phase 1
0.5847 Remote Similarity NPD5786 Approved
0.5839 Remote Similarity NPD3648 Clinical (unspecified phase)
0.5839 Remote Similarity NPD6093 Discontinued
0.5833 Remote Similarity NPD2204 Approved
0.5833 Remote Similarity NPD4125 Approved
0.5833 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5828 Remote Similarity NPD2437 Approved
0.5828 Remote Similarity NPD2436 Approved
0.5827 Remote Similarity NPD7642 Approved
0.5826 Remote Similarity NPD1448 Clinical (unspecified phase)
0.5809 Remote Similarity NPD7641 Discontinued
0.5806 Remote Similarity NPD3189 Approved
0.5806 Remote Similarity NPD3191 Approved
0.5806 Remote Similarity NPD3190 Approved
0.5797 Remote Similarity NPD8444 Approved
0.5797 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5793 Remote Similarity NPD4738 Phase 2
0.5776 Remote Similarity NPD4269 Approved
0.5776 Remote Similarity NPD4270 Approved
0.5776 Remote Similarity NPD6435 Approved
0.5755 Remote Similarity NPD8080 Discontinued
0.575 Remote Similarity NPD4264 Clinical (unspecified phase)
0.5745 Remote Similarity NPD3677 Clinical (unspecified phase)
0.5739 Remote Similarity NPD5368 Approved
0.5738 Remote Similarity NPD7983 Approved
0.5714 Remote Similarity NPD7830 Approved
0.5714 Remote Similarity NPD7829 Approved
0.5693 Remote Similarity NPD1773 Discontinued
0.5692 Remote Similarity NPD5357 Phase 1
0.5683 Remote Similarity NPD7739 Clinical (unspecified phase)
0.568 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5676 Remote Similarity NPD5323 Approved
0.5659 Remote Similarity NPD2259 Approved
0.5659 Remote Similarity NPD2258 Approved
0.5655 Remote Similarity NPD7828 Discontinued
0.5652 Remote Similarity NPD3159 Discontinued
0.5649 Remote Similarity NPD2147 Approved
0.5646 Remote Similarity NPD8415 Approved
0.5646 Remote Similarity NPD5299 Approved
0.5643 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5643 Remote Similarity NPD7623 Phase 3
0.5643 Remote Similarity NPD1748 Approved
0.5635 Remote Similarity NPD842 Phase 3
0.563 Remote Similarity NPD5363 Approved
0.563 Remote Similarity NPD1376 Discontinued
0.5621 Remote Similarity NPD6119 Clinical (unspecified phase)
0.5616 Remote Similarity NPD2613 Approved
0.5608 Remote Similarity NPD4745 Approved
0.5608 Remote Similarity NPD4746 Phase 3
0.5608 Remote Similarity NPD3616 Approved
0.5608 Remote Similarity NPD2571 Approved
0.5608 Remote Similarity NPD2566 Approved
0.5608 Remote Similarity NPD3089 Approved
0.5608 Remote Similarity NPD2574 Discontinued
0.5608 Remote Similarity NPD2573 Approved
0.5608 Remote Similarity NPD3614 Approved
0.5608 Remote Similarity NPD3615 Approved
0.5608 Remote Similarity NPD2572 Clinical (unspecified phase)
0.5608 Remote Similarity NPD3087 Approved
0.5608 Remote Similarity NPD3088 Approved
0.5608 Remote Similarity NPD2570 Approved
0.5608 Remote Similarity NPD3090 Approved
0.5603 Remote Similarity NPD4820 Approved
0.5603 Remote Similarity NPD4821 Approved
0.5603 Remote Similarity NPD4819 Approved
0.5603 Remote Similarity NPD4822 Approved
0.5603 Remote Similarity NPD4252 Approved
0.56 Remote Similarity NPD8172 Phase 2
0.56 Remote Similarity NPD8173 Phase 2

  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