NPASS Compound

Natural Product: NPC579928

Natural Product ID	NPC579928
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	2-Stearoylglycerol
IUPAC Name	[2-hydroxy-1-(hydroxymethyl)ethyl] octadecanoate
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds]

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 66 0 0 0 0 0 0 0 0999 V2000 -8.6430 -1.3399 2.7584 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3524 -0.2248 1.7799 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5144 -0.8212 0.6578 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2166 0.2721 -0.3257 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3826 -0.2305 -1.4830 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0630 -0.7825 -1.0151 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2492 0.2661 -0.2972 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9559 -0.3995 0.1216 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0320 0.5569 0.8629 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6581 1.7327 0.0329 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9576 1.4298 -1.2506 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3551 0.6801 -0.9160 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1030 0.3664 -2.1544 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3651 -0.3709 -2.0011 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5052 0.2565 -1.3339 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4448 0.7403 0.0499 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8589 1.2215 0.4622 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8042 0.0988 0.4631 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5493 -1.1134 0.3030 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1564 0.4026 0.6661 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1272 -0.6091 0.6820 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1202 -0.4688 -0.4549 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0614 -1.4961 -0.3927 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8320 -0.7301 2.0158 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4897 0.4427 2.3757 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4948 -1.0730 3.4066 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7444 -1.5283 3.3922 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8234 -2.2567 2.1800 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7488 0.5662 2.3013 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3118 0.1834 1.3867 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1089 -1.6184 0.1855 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5916 -1.2256 1.1232 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1948 0.6039 -0.7542 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7405 1.1304 0.1578 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1795 0.6120 -2.1676 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9240 -1.0511 -2.0050 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5039 -1.0980 -1.9296 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2097 -1.6945 -0.4078 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8135 0.5920 0.5767 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0772 1.1061 -0.9840 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4261 -0.8530 -0.7390 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1931 -1.2125 0.8320 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1429 -0.0098 1.1629 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5673 0.8661 1.7956 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0486 2.4145 0.6945 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5565 2.3483 -0.2209 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5738 0.7659 -1.8875 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6453 2.3124 -1.8087 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0290 -0.2847 -0.4598 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8598 1.2764 -0.1912 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3529 1.3377 -2.7009 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4154 -0.1485 -2.9068 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6524 -0.6979 -3.0753 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1243 -1.3671 -1.4946 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3628 -0.4892 -1.4216 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8955 1.1521 -1.9476 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0239 0.0851 0.8117 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8802 1.7349 0.1199 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1386 1.9702 -0.3137 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7262 1.6887 1.4586 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6170 -1.5779 0.5159 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6349 0.4972 -0.4651 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6009 -0.5875 -1.4294 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6110 -2.3775 -0.4217 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0774 -1.0328 2.7607 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5997 -1.5182 1.8981 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3287 0.5789 1.9067 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 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 2 0 18 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 21 24 1 0 24 25 1 0 1 26 1 0 1 27 1 0 1 28 1 0 2 29 1 0 2 30 1 0 3 31 1 0 3 32 1 0 4 33 1 0 4 34 1 0 5 35 1 0 5 36 1 0 6 37 1 0 6 38 1 0 7 39 1 0 7 40 1 0 8 41 1 0 8 42 1 0 9 43 1 0 9 44 1 0 10 45 1 0 10 46 1 0 11 47 1 0 11 48 1 0 12 49 1 0 12 50 1 0 13 51 1 0 13 52 1 0 14 53 1 0 14 54 1 0 15 55 1 0 15 56 1 0 16 57 1 0 16 58 1 0 17 59 1 0 17 60 1 0 21 61 1 0 22 62 1 0 22 63 1 0 23 64 1 0 24 65 1 0 24 66 1 0 25 67 1 0 M END

Standard InCHIKey	YQEMORVAKMFKLG-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C21H42O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h20,22-23H,2-19H2,1H3
SMILES	CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO

Calculated Properties

Physi-Chem Properties

Molecular Weight:	358.31	Volume:	404.297 ? Van der Waals volume.
Dense:	0.886	LogP:	4.878 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.402 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.474 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	20.0	Rigid Bonds:	1.0
TPSA:	66.76 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	2.0	Rings:	0.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.248	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.191	Fsp³:	0.952
MCE-18:	0.0 ? 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:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.286	Fluc inhibitor:	0.006 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.002 ? 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:	0.919	Promiscuous compounds:	0.206

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.186	MDCK Permeability:	-4.786
Pgp-inhibitor:	0.0	Pgp-substrate:	0.261
PAMPA:	0.015 ? 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):	0.995
20% Bioavailability (F20%):	0.976	30% Bioavailability (F30%):	0.998
50% Bioavailability (F50%):	0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.975
Plasma Protein Binding (PPB):	98.828%	Volume Distribution (VD):	1.201
Fu:	1.947% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.066
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.885
BSEP inhibitor:	0.176

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.001	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	1.0	CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.915	CYP2D6-substrate:	0.054
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.852
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.205
HLM stability:	0.0 ? 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):

4.287

Half-life (T1/2):

1.391

ADMET: Toxicity

hERG Blockers:	0.144	hERG Blockers (10um):	0.496
Human Hepatotoxicity (H-HT):	0.475	Drug-induced Liver Injury (DILI):	0.065
AMES Toxicity:	0.124	Rat Oral Acute Toxicity:	0.012
Maximum Recommended Daily Dose:	0.019	Skin Sensitization:	0.999
Carcinogencity:	0.303	Eye Corrosion:	0.473
Eye Irritation:	0.947	Respiratory Toxicity:	0.145
Drug-induced Neurotoxicity:	0.018	Ototoxicity:	0.575
Hematotoxicity:	0.068	Drug-induced Nephrotoxicity:	0.299
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.031
A549 Cytotoxicity:	0.454	Hek293 Cytotoxicity:	0.064
BCF:	1.428 ? 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:	4.857 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.153 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.299 ? 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
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	aerial parts	n.a.	n.a.	PMID[19299148]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	stem	n.a.	PMID[22210168]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	leaf	n.a.	PMID[22210168]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota	aerial parts and buds	Cagliari, Sardinia	2012-FEB	PMID[22769561]
NPO8402	Thevetia peruviana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26714048]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[2691636]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2691636]
NPO8402	Thevetia peruviana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39027575]
NPO8402	Thevetia peruviana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota	Flower	n.a.	n.a.	Database[FooDB]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2865	Abrus precatorius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1099	Capparis spinosa	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8402	Thevetia peruviana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2865	Abrus precatorius	Species	Fabaceae	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
NPO8402	Thevetia peruviana	n.a.	Bark	0.08	n.a.	n.a.	%	PMID[39027575]

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

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

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 NPC579928 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	16474
0.1-0.2	28820
0.2-0.3	3959
0.3-0.4	498
0.4-0.5	62
0.5-0.6	27
0.6-0.7	5
0.7-0.8	0
0.8-0.85	1
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	NPC23155
0.8065	Intermediate Similarity	NPC148192
0.7576	Intermediate Similarity	NPC476660
0.7059	Intermediate Similarity	NPC476657
0.7059	Intermediate Similarity	NPC476659
0.6667	Remote Similarity	NPC47363
0.6667	Remote Similarity	NPC287231
0.6571	Remote Similarity	NPC81896
0.6389	Remote Similarity	NPC476658
0.6207	Remote Similarity	NPC603863
0.5625	Remote Similarity	NPC26253
0.5517	Remote Similarity	NPC326957
0.5517	Remote Similarity	NPC63182
0.5517	Remote Similarity	NPC145045
0.5517	Remote Similarity	NPC52700
0.55	Remote Similarity	NPC48218
0.55	Remote Similarity	NPC141481
0.55	Remote Similarity	NPC464342
0.5455	Remote Similarity	NPC488257
0.5455	Remote Similarity	NPC469937
0.5455	Remote Similarity	NPC94699
0.5455	Remote Similarity	NPC320588
0.5455	Remote Similarity	NPC53463
0.5455	Remote Similarity	NPC609089
0.5357	Remote Similarity	NPC201622
0.5357	Remote Similarity	NPC305660
0.5357	Remote Similarity	NPC12156
0.5357	Remote Similarity	NPC161097
0.5357	Remote Similarity	NPC28598
0.5357	Remote Similarity	NPC22903
0.5357	Remote Similarity	NPC54980
0.5294	Remote Similarity	NPC55678
0.5185	Remote Similarity	NPC94368
0.5172	Remote Similarity	NPC105329
0.5172	Remote Similarity	NPC273545
0.5116	Remote Similarity	NPC473559
0.5116	Remote Similarity	NPC324981

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC579928 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5935
0.1-0.2	2982
0.2-0.3	211
0.3-0.4	17
0.4-0.5	1
0.5-0.6	2
0.6-0.7	2
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
0.6667	Remote Similarity	NPD2699	Pre-clinical
0.6471	Remote Similarity	NPD3730	Pre-clinical
0.5641	Remote Similarity	NPD3728	Approved
0.5294	Remote Similarity	NPD6125	Phase 4

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