NPASS Compound

Structure

CID5209 OpenBabel06191715322D 21 24 0 0 1 0 0 0 0 0999 V2000 -2.0352 2.5899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3286 0.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9636 1.3303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2979 1.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1879 1.1887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1686 0.6273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6720 2.2358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2793 2.3071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7610 1.5537 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4004 0.7578 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2094 1.4476 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7177 0.2924 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4621 1.5817 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9282 1.6078 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9282 1.6078 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9282 0.5359 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4599 1.9733 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 2.1437 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.1437 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9282 0.5359 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4 17 1 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 15 1 0 0 0 0 9 1 1 1 0 0 0 9 11 1 0 0 0 0 10 2 1 1 0 0 0 10 12 1 0 0 0 0 10 13 1 0 0 0 0 11 16 1 6 0 0 0 12 16 1 6 0 0 0 13 17 1 0 0 0 0 13 18 1 0 0 0 0 14 16 1 6 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 15 3 1 1 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 1 0 0 0 20 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	400.14
Volume:	377.491
LogP:	-0.583
LogD:	0.29
LogS:	-0.837
# Rotatable Bonds:	9
TPSA:	166.14
# H-Bond Aceptor:	10
# H-Bond Donor:	6
# Rings:	2
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.215
Synthetic Accessibility Score:	3.854
Fsp3:	0.5
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.971
MDCK Permeability:	0.00022473403078038245
Pgp-inhibitor:	0.001
Pgp-substrate:	0.988
Human Intestinal Absorption (HIA):	0.863
20% Bioavailability (F20%):	0.632
30% Bioavailability (F30%):	0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.527
Plasma Protein Binding (PPB):	45.407127380371094%
Volume Distribution (VD):	0.295
Pgp-substrate:	62.553585052490234%

ADMET: Metabolism

CYP1A2-inhibitor:	0.016
CYP1A2-substrate:	0.024
CYP2C19-inhibitor:	0.02
CYP2C19-substrate:	0.068
CYP2C9-inhibitor:	0.002
CYP2C9-substrate:	0.439
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.152
CYP3A4-inhibitor:	0.018
CYP3A4-substrate:	0.034

ADMET: Excretion

Clearance (CL):	1.57
Half-life (T1/2):	0.73

ADMET: Toxicity

hERG Blockers:	0.06
Human Hepatotoxicity (H-HT):	0.056
Drug-inuced Liver Injury (DILI):	0.013
AMES Toxicity:	0.303
Rat Oral Acute Toxicity:	0.333
Maximum Recommended Daily Dose:	0.009
Skin Sensitization:	0.382
Carcinogencity:	0.214
Eye Corrosion:	0.003
Eye Irritation:	0.01
Respiratory Toxicity:	0.034

Download Data

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

Natural Product: NPC5209

Natural Product ID:	NPC5209
*Common Name:**	SXYIRMFQILZOAM-DAWBJHCGSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	SXYIRMFQILZOAM-DAWBJHCGSA-N
Standard InCHI:	InChI=1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13?,14-,15+,16-/m1/s1
SMILES:	C[C@@H]1CC[C@H]2[C@@H](C)C(OC)O[C@H]3[C@]42[C@H]1CC[C@@](C)(O3)OO4
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3349376
PubChem CID:	45006102
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002440] Artemisinins

*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
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	flower	n.a.	DOI[10.1007/s11418-006-0112-9]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1007/s11418-006-0112-9]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	stem	n.a.	DOI[10.1007/s11418-006-0112-9]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6387056]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10506	Artemisia apiacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10506	Artemisia apiacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10506	Artemisia apiacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26589	Artemisia annua L.	Strain	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO10506	Artemisia apiacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO10506	Artemisia apiacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26589	Artemisia annua L.	Strain	Asteraceae	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

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	7.5	nM	PMID[531474]

☑ 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 NPC5209 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	639
0.1-0.2	6209
0.2-0.3	16726
0.3-0.4	9897
0.4-0.5	5809
0.5-0.6	3083
0.6-0.7	303
0.7-0.8	11
0.8-0.85	0
0.85-0.9	9
0.9-0.95	8
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC29005
1.0	High Similarity	NPC51956
0.9275	High Similarity	NPC209666
0.9275	High Similarity	NPC31046
0.9275	High Similarity	NPC200167
0.9275	High Similarity	NPC53868
0.8442	Intermediate Similarity	NPC30102
0.8442	Intermediate Similarity	NPC67158
0.8442	Intermediate Similarity	NPC128816
0.8421	Intermediate Similarity	NPC260977
0.8421	Intermediate Similarity	NPC30443
0.8421	Intermediate Similarity	NPC285480
0.8421	Intermediate Similarity	NPC45256
0.8026	Intermediate Similarity	NPC177343
0.7821	Intermediate Similarity	NPC60568
0.7733	Intermediate Similarity	NPC166250
0.76	Intermediate Similarity	NPC123122
0.7564	Intermediate Similarity	NPC272841
0.7531	Intermediate Similarity	NPC241959
0.75	Intermediate Similarity	NPC308489
0.7375	Intermediate Similarity	NPC471216
0.7375	Intermediate Similarity	NPC471217
0.7349	Intermediate Similarity	NPC290612
0.7333	Intermediate Similarity	NPC471879
0.7308	Intermediate Similarity	NPC107963
0.7284	Intermediate Similarity	NPC71541
0.7262	Intermediate Similarity	NPC471410
0.7262	Intermediate Similarity	NPC471411
0.7209	Intermediate Similarity	NPC131466
0.7176	Intermediate Similarity	NPC140446
0.7176	Intermediate Similarity	NPC43912
0.7143	Intermediate Similarity	NPC476718
0.7125	Intermediate Similarity	NPC477577
0.7111	Intermediate Similarity	NPC148872
0.7108	Intermediate Similarity	NPC470070
0.7073	Intermediate Similarity	NPC476494
0.7059	Intermediate Similarity	NPC107603
0.7059	Intermediate Similarity	NPC268633
0.7045	Intermediate Similarity	NPC229801
0.7045	Intermediate Similarity	NPC210759
0.7045	Intermediate Similarity	NPC307167
0.7037	Intermediate Similarity	NPC170595
0.7024	Intermediate Similarity	NPC474156
0.7011	Intermediate Similarity	NPC82955
0.7	Intermediate Similarity	NPC132998
0.6977	Remote Similarity	NPC472396
0.6966	Remote Similarity	NPC323231
0.6966	Remote Similarity	NPC224003
0.6966	Remote Similarity	NPC470623
0.6966	Remote Similarity	NPC171741
0.6966	Remote Similarity	NPC18724
0.6951	Remote Similarity	NPC186588
0.6951	Remote Similarity	NPC475456
0.6933	Remote Similarity	NPC477754
0.6933	Remote Similarity	NPC477758
0.6933	Remote Similarity	NPC477761
0.6933	Remote Similarity	NPC477760
0.6933	Remote Similarity	NPC477759
0.6933	Remote Similarity	NPC179823
0.6932	Remote Similarity	NPC261990
0.6932	Remote Similarity	NPC474249
0.6932	Remote Similarity	NPC279329
0.6932	Remote Similarity	NPC65550
0.6897	Remote Similarity	NPC281004
0.6889	Remote Similarity	NPC309866
0.6889	Remote Similarity	NPC305418
0.6889	Remote Similarity	NPC45959
0.6889	Remote Similarity	NPC252253
0.6889	Remote Similarity	NPC253611
0.6889	Remote Similarity	NPC267238
0.6889	Remote Similarity	NPC471373
0.6889	Remote Similarity	NPC148593
0.6889	Remote Similarity	NPC77717
0.6875	Remote Similarity	NPC279575
0.686	Remote Similarity	NPC474008
0.6854	Remote Similarity	NPC289361
0.6854	Remote Similarity	NPC36372
0.6854	Remote Similarity	NPC59006
0.6854	Remote Similarity	NPC473830
0.6854	Remote Similarity	NPC293609
0.6854	Remote Similarity	NPC204881
0.6824	Remote Similarity	NPC166279
0.6824	Remote Similarity	NPC18953
0.6818	Remote Similarity	NPC102725
0.6818	Remote Similarity	NPC473472
0.6813	Remote Similarity	NPC106701
0.6813	Remote Similarity	NPC471425
0.6813	Remote Similarity	NPC471424
0.6813	Remote Similarity	NPC471429
0.6813	Remote Similarity	NPC94582
0.6813	Remote Similarity	NPC92196
0.6813	Remote Similarity	NPC189575
0.6813	Remote Similarity	NPC205129
0.6813	Remote Similarity	NPC57964
0.6813	Remote Similarity	NPC477494
0.68	Remote Similarity	NPC477764
0.68	Remote Similarity	NPC477752
0.68	Remote Similarity	NPC477751
0.68	Remote Similarity	NPC477756
0.679	Remote Similarity	NPC476719
0.6786	Remote Similarity	NPC470611
0.6778	Remote Similarity	NPC144790
0.6778	Remote Similarity	NPC149400
0.6778	Remote Similarity	NPC137004
0.6778	Remote Similarity	NPC167644
0.6778	Remote Similarity	NPC473726
0.6778	Remote Similarity	NPC88962
0.6778	Remote Similarity	NPC277774
0.6778	Remote Similarity	NPC311246
0.6778	Remote Similarity	NPC172838
0.6742	Remote Similarity	NPC473542
0.6742	Remote Similarity	NPC223143
0.6739	Remote Similarity	NPC304011
0.6739	Remote Similarity	NPC238796
0.6739	Remote Similarity	NPC237071
0.6739	Remote Similarity	NPC142264
0.6739	Remote Similarity	NPC203434
0.6739	Remote Similarity	NPC476510
0.6739	Remote Similarity	NPC139271
0.6709	Remote Similarity	NPC470659
0.6709	Remote Similarity	NPC470660
0.6706	Remote Similarity	NPC213737
0.6706	Remote Similarity	NPC475820
0.6706	Remote Similarity	NPC474284
0.6706	Remote Similarity	NPC474346
0.6706	Remote Similarity	NPC474253
0.6705	Remote Similarity	NPC470872
0.6705	Remote Similarity	NPC221993
0.6703	Remote Similarity	NPC178949
0.6703	Remote Similarity	NPC291547
0.6703	Remote Similarity	NPC312678
0.6703	Remote Similarity	NPC175
0.6703	Remote Similarity	NPC174024
0.6703	Remote Similarity	NPC477224
0.6703	Remote Similarity	NPC473851
0.6703	Remote Similarity	NPC113500
0.6703	Remote Similarity	NPC131693
0.6703	Remote Similarity	NPC253268
0.6703	Remote Similarity	NPC473503
0.6703	Remote Similarity	NPC30687
0.6703	Remote Similarity	NPC24960
0.6703	Remote Similarity	NPC179859
0.6703	Remote Similarity	NPC473774
0.6703	Remote Similarity	NPC475436
0.6703	Remote Similarity	NPC151214
0.6703	Remote Similarity	NPC191915
0.6703	Remote Similarity	NPC96736
0.6703	Remote Similarity	NPC3538
0.6667	Remote Similarity	NPC476668
0.6667	Remote Similarity	NPC470836
0.6667	Remote Similarity	NPC149966
0.6667	Remote Similarity	NPC470028
0.6667	Remote Similarity	NPC477222
0.6667	Remote Similarity	NPC473637
0.6667	Remote Similarity	NPC477223
0.6667	Remote Similarity	NPC471368
0.6667	Remote Similarity	NPC5632
0.6667	Remote Similarity	NPC233649
0.663	Remote Similarity	NPC473067
0.663	Remote Similarity	NPC473065
0.663	Remote Similarity	NPC474399
0.663	Remote Similarity	NPC469710
0.663	Remote Similarity	NPC473064
0.6629	Remote Similarity	NPC20822
0.6627	Remote Similarity	NPC477287
0.6596	Remote Similarity	NPC471374
0.6596	Remote Similarity	NPC471375
0.6596	Remote Similarity	NPC209798
0.6593	Remote Similarity	NPC249204
0.6593	Remote Similarity	NPC325828
0.6593	Remote Similarity	NPC477547
0.6593	Remote Similarity	NPC177834
0.6593	Remote Similarity	NPC250393
0.6593	Remote Similarity	NPC35164
0.6593	Remote Similarity	NPC297348
0.6593	Remote Similarity	NPC234352
0.6593	Remote Similarity	NPC477451
0.6593	Remote Similarity	NPC476669
0.6593	Remote Similarity	NPC48339
0.6593	Remote Similarity	NPC141769
0.6591	Remote Similarity	NPC110365
0.6591	Remote Similarity	NPC161928
0.6591	Remote Similarity	NPC210658
0.6591	Remote Similarity	NPC45833
0.6591	Remote Similarity	NPC62202
0.6591	Remote Similarity	NPC213658
0.6588	Remote Similarity	NPC296734
0.6588	Remote Similarity	NPC208912
0.6588	Remote Similarity	NPC2096
0.6585	Remote Similarity	NPC188793
0.6559	Remote Similarity	NPC473287
0.6559	Remote Similarity	NPC472989
0.6559	Remote Similarity	NPC296936
0.6559	Remote Similarity	NPC121453
0.6559	Remote Similarity	NPC252056
0.6559	Remote Similarity	NPC90583
0.6552	Remote Similarity	NPC273290
0.6552	Remote Similarity	NPC232044
0.6552	Remote Similarity	NPC235402
0.6543	Remote Similarity	NPC472952

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 NPC5209 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	689
0.1-0.2	5051
0.2-0.3	2537
0.3-0.4	520
0.4-0.5	287
0.5-0.6	54
0.6-0.7	3
0.7-0.8	0
0.8-0.85	0
0.85-0.9	4
0.9-0.95	2
0.95-1	3

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD2686	Approved
1.0	High Similarity	NPD2687	Approved
1.0	High Similarity	NPD2254	Approved
0.9275	High Similarity	NPD1811	Approved
0.9275	High Similarity	NPD1810	Approved
0.8442	Intermediate Similarity	NPD3670	Clinical (unspecified phase)
0.8442	Intermediate Similarity	NPD3669	Approved
0.8421	Intermediate Similarity	NPD1780	Approved
0.8421	Intermediate Similarity	NPD1779	Approved
0.6771	Remote Similarity	NPD3710	Phase 2
0.6593	Remote Similarity	NPD8171	Discontinued
0.6533	Remote Similarity	NPD371	Approved
0.6353	Remote Similarity	NPD6928	Phase 2
0.625	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6197	Remote Similarity	NPD7346	Approved
0.5941	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.5921	Remote Similarity	NPD1145	Discontinued
0.5909	Remote Similarity	NPD367	Approved
0.5732	Remote Similarity	NPD4267	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.5648	Remote Similarity	NPD8133	Approved
0.5616	Remote Similarity	NPD893	Approved
0.5616	Remote Similarity	NPD888	Phase 3
0.5616	Remote Similarity	NPD891	Phase 3
0.5616	Remote Similarity	NPD892	Phase 3
0.5616	Remote Similarity	NPD890	Clinical (unspecified phase)
0.5612	Remote Similarity	NPD7991	Discontinued

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