NPASS Compound

Natural Product: NPC12046

Natural Product ID	NPC12046
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	12-O-Deacetyl-12-Epi-Scalarin
IUPAC Name	(1R,5aS,5bR,7aS,11aS,11bR,13R,13aS,13bR)-1,13-dihydroxy-5b,8,8,11a,13a-pentamethyl-5,5a,6,7,7a,9,10,11,11b,12,13,13b-dodecahydro-1H-phenanthro[2,1-e][2]benzofuran-3-one
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL399743
PubChem CID	10960421
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001552] Sesterterpenoids [CHEMONTID:0002883] Scalarane sesterterpenoids

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 67 71 0 0 0 0 0 0 0 0999 V2000 4.1633 1.3754 2.8661 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4466 0.4929 1.7934 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7382 0.9190 1.3334 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6489 1.4207 0.0531 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5406 2.0602 -0.5504 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3178 1.0749 -0.4888 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7815 0.9961 -1.6693 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3862 0.6164 -1.9770 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6822 0.2673 -0.7291 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5507 -0.3533 0.3162 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4904 0.7665 0.7270 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4228 -1.4869 -0.1616 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8411 -0.8334 1.5281 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5437 -1.9007 2.1395 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4482 -1.3923 1.3052 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2985 -0.4886 0.4073 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3380 -0.4354 -0.9519 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5906 -1.7456 -1.6004 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4050 0.4766 -1.9110 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8794 0.4877 -1.7393 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2857 0.6763 -0.2699 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7953 -0.6093 0.3965 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3415 -1.8064 -0.2778 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3213 -0.5863 1.8059 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8255 -0.7052 1.7446 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5110 0.2516 0.8582 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6731 1.0485 -0.0650 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7440 2.5175 0.4070 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4196 1.1022 -1.4125 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9910 1.6133 3.3206 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5077 -0.4903 2.2359 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4305 1.2357 -2.5241 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9315 1.5037 -2.4887 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4288 -0.1715 -2.7464 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3473 1.2568 -0.2765 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8232 1.6540 0.9156 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9148 -2.4841 -0.0052 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8446 -1.3820 -1.1528 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3158 -1.5599 0.5293 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8227 -0.0227 2.2896 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9188 -2.3745 2.7705 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4633 -2.4556 1.0286 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0052 -1.3730 2.3469 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1251 0.5501 0.8441 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3861 -2.6352 -0.9965 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6566 -1.8813 -1.9548 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0225 -1.8051 -2.5785 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1796 0.1185 -2.9366 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0413 1.5249 -1.8678 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4086 -0.3545 -2.1893 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2582 1.4094 -2.2626 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5940 1.5009 0.0817 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9317 -2.0903 -1.2369 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3555 -2.6870 0.4293 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4392 -1.6086 -0.4652 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9716 0.2553 2.4051 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0013 -1.5245 2.3521 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0489 -1.7794 1.4706 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1722 -0.6443 2.8202 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3132 -0.3292 0.3039 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1439 0.9186 1.5232 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6960 2.9787 0.1414 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8608 3.0773 0.0345 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6519 2.4557 1.5225 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5055 1.2206 -1.1179 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1802 2.0099 -1.9754 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3631 0.1634 -1.9567 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 2 0 4 6 1 0 6 7 2 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 10 12 1 6 10 13 1 0 13 14 1 0 13 15 1 0 15 16 1 0 16 17 1 0 17 18 1 6 17 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 6 22 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 27 29 1 0 11 2 1 0 22 16 1 0 11 6 1 0 27 21 1 0 17 9 1 0 1 30 1 0 2 31 1 1 7 32 1 0 8 33 1 0 8 34 1 0 9 35 1 1 11 36 1 1 12 37 1 0 12 38 1 0 12 39 1 0 13 40 1 1 14 41 1 0 15 42 1 0 15 43 1 0 16 44 1 1 18 45 1 0 18 46 1 0 18 47 1 0 19 48 1 0 19 49 1 0 20 50 1 0 20 51 1 0 21 52 1 1 23 53 1 0 23 54 1 0 23 55 1 0 24 56 1 0 24 57 1 0 25 58 1 0 25 59 1 0 26 60 1 0 26 61 1 0 28 62 1 0 28 63 1 0 28 64 1 0 29 65 1 0 29 66 1 0 29 67 1 0 M END

Standard InCHIKey	ATVQOEWPZTUPDT-PNXXKSHTSA-N
Standard InCHI	InChI=1S/C25H38O4/c1-22(2)10-6-11-23(3)15(22)9-12-24(4)16-8-7-14-19(21(28)29-20(14)27)25(16,5)18(26)13-17(23)24/h7,15-19,21,26,28H,6,8-13H2,1-5H3/t15-,16-,17+,18+,19+,21+,23-,24-,25+/m0/s1
SMILES	O[C@@H]1OC(=O)C2=CC[C@@H]3[C@]([C@@H]12)(C)[C@H](O)C[C@H]1[C@@]3(C)CC[C@@H]2[C@]1(C)CCCC2(C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	402.28	Volume:	428.062 ? Van der Waals volume.
Dense:	0.94	LogP:	3.78 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.588 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.044 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	0.0	Rigid Bonds:	26.0
TPSA:	66.76 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	2.0	Rings:	5.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.588	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.969	Fsp³:	0.88
MCE-18:	95.319 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.441	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.021 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.245	Promiscuous compounds:	0.144

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.186	MDCK Permeability:	-4.855
Pgp-inhibitor:	0.663	Pgp-substrate:	0.003
PAMPA:	0.313 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.021	30% Bioavailability (F30%):	0.094
50% Bioavailability (F50%):	0.906

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.518	MRP1:	0.516
Plasma Protein Binding (PPB):	97.102%	Volume Distribution (VD):	0.217
Fu:	4.321% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.999	BCRP inhibitor:	0.281
BSEP inhibitor:	0.988

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.001
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.153
CYP2D6-inhibitor:	0.298	CYP2D6-substrate:	0.06
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.97
HLM stability:	0.448 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

7.07

Half-life (T1/2):

1.641

ADMET: Toxicity

hERG Blockers:	0.105	hERG Blockers (10um):	0.353
Human Hepatotoxicity (H-HT):	0.416	Drug-induced Liver Injury (DILI):	0.296
AMES Toxicity:	0.215	Rat Oral Acute Toxicity:	0.115
Maximum Recommended Daily Dose:	0.777	Skin Sensitization:	0.957
Carcinogencity:	0.719	Eye Corrosion:	0.05
Eye Irritation:	0.707	Respiratory Toxicity:	0.443
Drug-induced Neurotoxicity:	0.07	Ototoxicity:	0.64
Hematotoxicity:	0.204	Drug-induced Nephrotoxicity:	0.744
Genotoxicity:	0.194	RPMI-8226 Immunitoxicity:	0.079
A549 Cytotoxicity:	0.087	Hek293 Cytotoxicity:	0.407
BCF:	2.047 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	4.563 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.995 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.512 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO33376	Spongia sp.	Species	Spongiidae	Eukaryota	n.a.	Tongoa, Vanuatu Islands	1996	PMID[10757711]
NPO33376	Spongia sp.	Species	Spongiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[12662110]
NPO33376	Spongia sp.	Species	Spongiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15497946]
NPO33376	Spongia sp.	Species	Spongiidae	Eukaryota	n.a.	Tong-Yong City in the South Sea, Korea	n.a.	PMID[16905319]
NPO33376	Spongia sp.	Species	Spongiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17567172]
NPO33376	Spongia sp.	Species	Spongiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17988093]
NPO33376	Spongia sp.	Species	Spongiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18407692]
NPO33376	Spongia sp.	Species	Spongiidae	Eukaryota	n.a.	Indonesian	n.a.	PMID[24992702]
NPO33376	Spongia sp.	Species	Spongiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]

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	Organism Name	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	5

Activity Type	# Activity
Individual protein	1
Cell line	4

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT540	Individual protein	Bile acid receptor FXR	Homo sapiens	IC50	=	75000.0	nM	PMID[23398362]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT137	Cell line	L1210	Mus musculus	IC50	=	2.3	ug.mL-1	PMID[17070063]
NPT165	Cell line	HeLa	Homo sapiens	IC50	=	15.0	ug.mL-1	PMID[20643902]
NPT81	Cell line	A549	Homo sapiens	IC50	=	14.8	ug.mL-1	PMID[9213587]
NPT91	Cell line	KB	Homo sapiens	IC50	=	14.3	ug.mL-1	PubChem BioAssay data set

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC12046 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	16523
0.1-0.2	25670
0.2-0.3	7128
0.3-0.4	430
0.4-0.5	80
0.5-0.6	19
0.6-0.7	7
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.6949	Remote Similarity	NPC110496
0.6923	Remote Similarity	NPC166346
0.6721	Remote Similarity	NPC157441
0.661	Remote Similarity	NPC189513
0.6393	Remote Similarity	NPC194951
0.6207	Remote Similarity	NPC606859
0.6032	Remote Similarity	NPC63249
0.5781	Remote Similarity	NPC275539
0.5781	Remote Similarity	NPC100892
0.5781	Remote Similarity	NPC189075
0.5652	Remote Similarity	NPC161527
0.5469	Remote Similarity	NPC473319
0.5397	Remote Similarity	NPC90946
0.5397	Remote Similarity	NPC300614
0.5312	Remote Similarity	NPC275086
0.5238	Remote Similarity	NPC473299
0.5224	Remote Similarity	NPC604992
0.5167	Remote Similarity	NPC605274
0.5077	Remote Similarity	NPC135224
0.5077	Remote Similarity	NPC61369
0.5077	Remote Similarity	NPC5532
0.5077	Remote Similarity	NPC469545
0.5077	Remote Similarity	NPC610547
0.5075	Remote Similarity	NPC51499
0.5075	Remote Similarity	NPC471207
0.5072	Remote Similarity	NPC95585

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC12046 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6532
0.1-0.2	2471
0.2-0.3	146
0.3-0.4	1
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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