NPASS Compound

Natural Product: NPC470051

Natural Product ID	NPC470051
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Deoxyflindissone
IUPAC Name	(9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(3S,5R)-5-(2-methylprop-1-enyl)oxolan-3-yl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
Synonyms	Deoxyflindissone
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1668106
PubChem CID	53326248
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

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 78 82 0 0 0 0 0 0 0 0999 V2000 8.9439 0.8380 -0.6259 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6579 0.4366 -0.0109 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8065 -0.2816 -0.6836 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4943 -0.7427 -0.1793 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8569 -1.6183 -1.0145 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4804 -1.5172 -0.8171 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2477 -0.4822 0.2505 C 0 0 1 0 0 0 0 0 0 0 0 0 4.4826 0.4056 -0.0433 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0690 0.3726 0.0537 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9800 1.3433 1.2230 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5207 1.3593 1.6353 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1367 0.8986 0.3771 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7167 -0.3267 0.0448 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6154 -1.3511 1.1240 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2956 -0.7918 -1.2976 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1844 -0.8145 -1.5722 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9863 -0.6868 -0.2801 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5563 0.5531 0.4521 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4371 1.2818 1.1264 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8873 0.9047 1.1796 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2148 0.4409 -0.2528 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4498 -0.8112 -0.4807 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7305 -1.4467 -1.8285 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9492 -1.8574 0.5331 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4037 -2.1372 0.4351 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2292 -0.9436 0.1878 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4135 -0.9833 0.4545 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6853 0.3221 -0.3771 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3444 1.4357 0.4115 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1618 0.5136 -1.8177 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1178 2.0053 -0.6410 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3703 0.8716 1.3796 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8464 1.7224 -1.2715 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3988 0.0044 -1.2134 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7085 1.0712 0.1707 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0521 -0.5815 -1.6993 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5516 -1.1977 0.8262 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0964 -2.5083 -0.5840 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0689 -1.0831 -1.7695 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4543 -0.8406 1.2735 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3431 0.9141 -1.0063 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7002 1.0550 0.8039 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1929 0.9096 -0.9252 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5406 0.9629 2.1045 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3849 2.3418 0.9864 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3468 0.7270 2.5242 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2399 2.4036 1.9120 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5118 -2.4044 0.7225 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5887 -1.4525 1.7048 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1087 -1.1270 1.9323 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7643 -0.1439 -2.0704 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7592 -1.7967 -1.4597 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5117 -0.0889 -2.3445 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4220 -1.8195 -1.9802 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 -1.6186 0.2874 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0993 2.1556 1.6423 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4335 1.8583 1.3169 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1425 0.1818 1.9400 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8509 1.2642 -0.9197 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3221 -2.4947 -1.7624 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8467 -1.6215 -1.8460 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3529 -0.8878 -2.6792 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4308 -2.8034 0.1758 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5455 -1.6990 1.5362 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7231 -2.5615 1.4294 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6517 -2.9115 -0.3106 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3480 1.2668 1.5018 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9252 2.3983 0.0824 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4185 1.4651 0.0797 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8282 -0.3074 -2.1394 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2787 0.6379 -2.5114 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7437 1.4482 -1.9507 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0398 1.6780 -1.6858 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0499 2.5390 -0.5119 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7009 2.7646 -0.4552 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6559 0.1950 1.9025 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9738 1.9100 1.3961 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2851 0.8840 2.0197 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 3 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 7 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 1 13 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 2 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 2 0 26 28 1 0 28 29 1 0 28 30 1 0 12 31 1 6 2 32 1 0 8 4 1 0 13 9 1 0 22 17 1 0 18 12 1 0 28 21 1 0 1 33 1 0 1 34 1 0 1 35 1 0 3 36 1 0 4 37 1 1 6 38 1 0 6 39 1 0 7 40 1 1 8 41 1 0 8 42 1 0 9 43 1 6 10 44 1 0 10 45 1 0 11 46 1 0 11 47 1 0 14 48 1 0 14 49 1 0 14 50 1 0 15 51 1 0 15 52 1 0 16 53 1 0 16 54 1 0 17 55 1 1 19 56 1 0 20 57 1 0 20 58 1 0 21 59 1 0 23 60 1 0 23 61 1 0 23 62 1 0 24 63 1 0 24 64 1 0 25 65 1 0 25 66 1 0 29 67 1 0 29 68 1 0 29 69 1 0 30 70 1 0 30 71 1 0 30 72 1 0 31 73 1 0 31 74 1 0 31 75 1 0 32 76 1 0 32 77 1 0 32 78 1 0 M END

Standard InCHIKey	WAGHSYJXJAHWPX-XZXIZOHXSA-N
Standard InCHI	InChI=1S/C30H46O2/c1-19(2)16-21-17-20(18-32-21)22-10-14-30(7)24-8-9-25-27(3,4)26(31)12-13-28(25,5)23(24)11-15-29(22,30)6/h8,16,20-23,25H,9-15,17-18H2,1-7H3/t20-,21+,22+,23+,25?,28-,29+,30-/m1/s1
SMILES	CC(=C[C@@H]1OC[C@@H](C1)[C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CCC2[C@]1(C)CCC(=O)C2(C)C)C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	438.35	Volume:	494.325 ? Van der Waals volume.
Dense:	0.887	LogP:	6.548 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.504 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-7.19 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	2.0	Rigid Bonds:	27.0
TPSA:	26.3 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	0.0	Rings:	5.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.416	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.944	Fsp³:	0.833
MCE-18:	92.909 ? 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:	0.826	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.004 ? 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:	0.525	Promiscuous compounds:	0.308

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.552	MDCK Permeability:	-4.679
Pgp-inhibitor:	0.993	Pgp-substrate:	0.007
PAMPA:	0.047 ? 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):	0.0
20% Bioavailability (F20%):	0.031	30% Bioavailability (F30%):	0.073
50% Bioavailability (F50%):	0.954

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.325	MRP1:	0.976
Plasma Protein Binding (PPB):	93.697%	Volume Distribution (VD):	0.666
Fu:	6.521% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.685
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.141	CYP1A2-substrate:	0.274
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.043
CYP2C9-inhibitor:	0.004	CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.994
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	0.996
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.998
HLM stability:	0.992 ? 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):

10.783

Half-life (T1/2):

0.204

ADMET: Toxicity

hERG Blockers:	0.09	hERG Blockers (10um):	0.343
Human Hepatotoxicity (H-HT):	0.81	Drug-induced Liver Injury (DILI):	0.549
AMES Toxicity:	0.396	Rat Oral Acute Toxicity:	0.518
Maximum Recommended Daily Dose:	0.878	Skin Sensitization:	0.961
Carcinogencity:	0.873	Eye Corrosion:	0.013
Eye Irritation:	0.483	Respiratory Toxicity:	0.669
Drug-induced Neurotoxicity:	0.701	Ototoxicity:	0.518
Hematotoxicity:	0.603	Drug-induced Nephrotoxicity:	0.644
Genotoxicity:	0.795	RPMI-8226 Immunitoxicity:	0.122
A549 Cytotoxicity:	0.416	Hek293 Cytotoxicity:	0.523
BCF:	2.701 ? 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:	4.56 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.371 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.305 ? 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
NPO19594	Cornus walteri	Species	Cornaceae	Eukaryota	n.a.	stem	n.a.	PMID[21182258]
NPO19594	Cornus walteri	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21182258]
NPO19594	Cornus walteri	Species	Cornaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19594	Cornus walteri	Species	Cornaceae	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	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	4

Activity Type	# Activity
Cell line	4

Molecular-level activity

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

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell line	A549	Homo sapiens	IC50	=	4020.0	nM	PMID[26290401]
NPT146	Cell line	SK-OV-3	Homo sapiens	IC50	=	3640.0	nM	PMID[25856683]
NPT147	Cell line	SK-MEL-2	Homo sapiens	IC50	=	6070.0	nM	PMID[15711537]
NPT574	Cell line	XF498	Homo sapiens	IC50	=	5100.0	nM	PMID[21723121]

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 NPC470051 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	24963
0.1-0.2	21828
0.2-0.3	2780
0.3-0.4	199
0.4-0.5	50
0.5-0.6	26
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	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC470050
0.7344	Intermediate Similarity	NPC470047
0.7344	Intermediate Similarity	NPC470046
0.7143	Intermediate Similarity	NPC470223
0.6957	Remote Similarity	NPC273669
0.6957	Remote Similarity	NPC484802
0.6957	Remote Similarity	NPC118647
0.6912	Remote Similarity	NPC605437
0.6061	Remote Similarity	NPC470078
0.6056	Remote Similarity	NPC67831
0.6056	Remote Similarity	NPC174051
0.5942	Remote Similarity	NPC470052
0.5915	Remote Similarity	NPC486521
0.5915	Remote Similarity	NPC262870
0.5753	Remote Similarity	NPC479667
0.5714	Remote Similarity	NPC90652
0.5714	Remote Similarity	NPC155255
0.5714	Remote Similarity	NPC470417
0.5714	Remote Similarity	NPC260992
0.5641	Remote Similarity	NPC189282
0.5641	Remote Similarity	NPC237402
0.5584	Remote Similarity	NPC63023
0.5584	Remote Similarity	NPC121566
0.5584	Remote Similarity	NPC100955
0.5584	Remote Similarity	NPC95243
0.5479	Remote Similarity	NPC471224
0.5467	Remote Similarity	NPC293081
0.5443	Remote Similarity	NPC484792
0.5405	Remote Similarity	NPC472239
0.5333	Remote Similarity	NPC6190
0.5286	Remote Similarity	NPC247220
0.527	Remote Similarity	NPC28227
0.5139	Remote Similarity	NPC470224
0.5135	Remote Similarity	NPC147066
0.5132	Remote Similarity	NPC478557
0.5128	Remote Similarity	NPC73506
0.5068	Remote Similarity	NPC470049

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC470051 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7252
0.1-0.2	1844
0.2-0.3	54
0.3-0.4	0
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