NPASS Compound

Natural Product: NPC102854

Natural Product ID	NPC102854
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	ANPHLQXCHVRCDX-KKZJBSMNSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001445] Bile acids, alcohols and derivatives [CHEMONTID:0002194] Hydroxy bile acids, alcohols and derivatives [CHEMONTID:0000516] Dihydroxy bile acids, alcohols and derivatives

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 74 77 0 0 0 0 0 0 0 0999 V2000 7.3485 0.0964 -1.2217 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0628 0.5741 0.1754 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6066 0.6109 0.5061 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9479 -0.7460 0.3971 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5073 -0.6309 0.7413 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2172 -0.4856 1.9141 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4236 -0.6889 -0.3080 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5244 -2.0402 -0.9697 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0810 -0.4449 0.2929 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0402 0.9404 0.9595 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3360 1.8133 -0.0541 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7048 0.8979 -0.5768 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9212 0.7582 0.2445 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5157 2.0040 0.8301 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6791 1.4879 1.6584 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5325 0.6475 1.0903 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6477 0.1833 1.9692 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8251 -0.1392 1.0422 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.3319 -1.2378 0.1426 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2259 -0.8597 -0.7707 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3400 0.2615 -0.3036 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7569 1.4903 -1.1379 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9196 -0.0008 -0.6064 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4542 -1.4288 -0.5317 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0181 -1.5740 -0.1581 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0827 -0.5073 -0.6283 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2404 -0.7649 -2.0703 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2918 0.9679 0.3788 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8869 -0.1937 1.1852 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6217 0.2492 2.4791 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4774 0.2249 -1.8796 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1775 0.6789 -1.6745 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7116 -0.9694 -1.2250 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4297 1.6362 0.2281 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4873 1.0137 1.5220 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1173 1.3113 -0.1941 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0044 -1.0991 -0.6578 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4820 -1.4979 1.0047 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7165 0.0633 -1.0653 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6958 -2.7078 -0.6480 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4532 -2.5644 -0.5890 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6230 -1.9596 -2.0723 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9665 -1.1606 1.1602 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0462 1.3515 1.1217 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4066 0.9211 1.8696 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0592 2.0263 -0.8752 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0819 2.7204 0.3740 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0112 1.2284 -1.5986 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6485 0.1166 1.1349 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8141 2.7661 0.1143 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7920 2.4320 1.5263 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7909 1.8142 2.6943 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4125 -0.7547 2.4976 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9623 0.9493 2.6971 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6179 -0.5905 1.6886 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2263 -1.5927 -0.4401 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0448 -2.0955 0.7879 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6350 -1.7812 -0.9736 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6923 -0.6308 -1.7760 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0814 2.3290 -0.5223 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9245 1.8350 -1.7951 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5904 1.2581 -1.8263 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7549 0.2927 -1.6935 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0458 -1.9282 0.2780 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6793 -1.9927 -1.4654 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8791 -1.7599 0.9479 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6740 -2.5421 -0.6240 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0951 -0.1696 -2.4397 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2549 -1.8300 -2.3455 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6422 -0.3483 -2.6474 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9806 1.7795 0.8753 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8084 -1.2836 1.0775 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9609 0.0696 0.9873 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4110 1.2006 2.4243 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 2 0 5 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 0 14 15 1 0 15 16 2 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 6 21 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 6 18 28 1 0 2 29 1 0 29 30 1 0 26 9 1 0 26 12 1 0 23 13 1 0 21 16 1 0 1 31 1 0 1 32 1 0 1 33 1 0 2 34 1 6 3 35 1 0 3 36 1 0 4 37 1 0 4 38 1 0 7 39 1 6 8 40 1 0 8 41 1 0 8 42 1 0 9 43 1 1 10 44 1 0 10 45 1 0 11 46 1 0 11 47 1 0 12 48 1 6 13 49 1 1 14 50 1 0 14 51 1 0 15 52 1 0 17 53 1 0 17 54 1 0 18 55 1 1 19 56 1 0 19 57 1 0 20 58 1 0 20 59 1 0 22 60 1 0 22 61 1 0 22 62 1 0 23 63 1 6 24 64 1 0 24 65 1 0 25 66 1 0 25 67 1 0 27 68 1 0 27 69 1 0 27 70 1 0 28 71 1 0 29 72 1 0 29 73 1 0 30 74 1 0 M END

Standard InCHIKey	ANPHLQXCHVRCDX-KKZJBSMNSA-N
Standard InCHI	InChI=1S/C27H44O3/c1-17(16-28)5-10-25(30)18(2)22-8-9-23-21-7-6-19-15-20(29)11-13-26(19,3)24(21)12-14-27(22,23)4/h6,17-18,20-24,28-29H,5,7-16H2,1-4H3/t17-,18-,20-,21+,22+,23+,24+,26-,27+/m0/s1
SMILES	C[C@@H](CCC(=O)[C@@H](C)[C@H]1CC[C@@H]2[C@H]3CC=C4C[C@H](CC[C@]4(C)[C@@H]3CC[C@]12C)O)CO

Calculated Properties

Physi-Chem Properties

Molecular Weight:	416.33	Volume:	462.42 ? Van der Waals volume.
Dense:	0.9	LogP:	4.556 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.074 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.632 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	6.0	Rigid Bonds:	21.0
TPSA:	57.53 ? Topological Polar Surface Area.	H-Bond Acceptor:	3.0
H-Bond Donor:	2.0	Rings:	4.0
Heavy Atoms:	3.0

MedChem Properties

QED Drug-Likeness Score:	0.559	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.533	Fsp³:	0.889
MCE-18:	69.882 ? 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:	0.895	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.008 ? 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:	0.517	Promiscuous compounds:	0.155

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.244	MDCK Permeability:	-5.013
Pgp-inhibitor:	0.864	Pgp-substrate:	0.036
PAMPA:	0.227 ? 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%):	0.053	30% Bioavailability (F30%):	0.017
50% Bioavailability (F50%):	0.543

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.851
Plasma Protein Binding (PPB):	71.903%	Volume Distribution (VD):	-0.112
Fu:	21.993% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.996
OATP1B3 inhibitor:	0.992	BCRP inhibitor:	0.433
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.007	CYP2C19-substrate:	0.062
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.002
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.569
CYP3A4-inhibitor:	0.148	CYP3A4-substrate:	0.999
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.957
HLM stability:	0.934 ? 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):

15.097

Half-life (T1/2):

1.096

ADMET: Toxicity

hERG Blockers:	0.069	hERG Blockers (10um):	0.171
Human Hepatotoxicity (H-HT):	0.464	Drug-induced Liver Injury (DILI):	0.136
AMES Toxicity:	0.19	Rat Oral Acute Toxicity:	0.078
Maximum Recommended Daily Dose:	0.665	Skin Sensitization:	0.993
Carcinogencity:	0.816	Eye Corrosion:	0.053
Eye Irritation:	0.766	Respiratory Toxicity:	0.8
Drug-induced Neurotoxicity:	0.047	Ototoxicity:	0.676
Hematotoxicity:	0.394	Drug-induced Nephrotoxicity:	0.438
Genotoxicity:	0.02	RPMI-8226 Immunitoxicity:	0.05
A549 Cytotoxicity:	0.222	Hek293 Cytotoxicity:	0.475
BCF:	0.935 ? 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:	3.346 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.831 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.193 ? 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
NPO4897	Veratrum grandiflorum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4897	Veratrum grandiflorum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4897	Veratrum grandiflorum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2906	Leptactina senegambica	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9996	Garcinia quaesita	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4897	Veratrum grandiflorum	Species	Melanthiaceae	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

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 NPC102854 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	17267
0.1-0.2	26684
0.2-0.3	5530
0.3-0.4	247
0.4-0.5	78
0.5-0.6	18
0.6-0.7	33
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
0.7414	Intermediate Similarity	NPC59453
0.6949	Remote Similarity	NPC321381
0.6885	Remote Similarity	NPC243985
0.6885	Remote Similarity	NPC280710
0.6885	Remote Similarity	NPC240650
0.6842	Remote Similarity	NPC221758
0.6833	Remote Similarity	NPC33913
0.678	Remote Similarity	NPC51014
0.6557	Remote Similarity	NPC472265
0.6552	Remote Similarity	NPC600590
0.6462	Remote Similarity	NPC601043
0.6462	Remote Similarity	NPC605412
0.6441	Remote Similarity	NPC136188
0.6441	Remote Similarity	NPC28657
0.6379	Remote Similarity	NPC162742
0.6379	Remote Similarity	NPC304309
0.6379	Remote Similarity	NPC470228
0.6271	Remote Similarity	NPC22105
0.6271	Remote Similarity	NPC34019
0.6271	Remote Similarity	NPC107059
0.619	Remote Similarity	NPC603646
0.6167	Remote Similarity	NPC474216
0.6167	Remote Similarity	NPC328313
0.6167	Remote Similarity	NPC154330
0.6066	Remote Similarity	NPC230301
0.6066	Remote Similarity	NPC113733
0.6066	Remote Similarity	NPC198968
0.6066	Remote Similarity	NPC285893
0.6066	Remote Similarity	NPC134847
0.6032	Remote Similarity	NPC1272
0.6032	Remote Similarity	NPC318495
0.6032	Remote Similarity	NPC470614
0.6	Remote Similarity	NPC151519
0.6	Remote Similarity	NPC488870
0.5968	Remote Similarity	NPC241290
0.5968	Remote Similarity	NPC164840
0.5968	Remote Similarity	NPC484739
0.5968	Remote Similarity	NPC209944
0.5968	Remote Similarity	NPC264245
0.5968	Remote Similarity	NPC155986
0.5873	Remote Similarity	NPC328714
0.5846	Remote Similarity	NPC473943
0.5846	Remote Similarity	NPC155011
0.5775	Remote Similarity	NPC469599
0.5758	Remote Similarity	NPC47761
0.5645	Remote Similarity	NPC20688
0.5556	Remote Similarity	NPC76879
0.5522	Remote Similarity	NPC474164
0.5424	Remote Similarity	NPC96319
0.5224	Remote Similarity	NPC477522
0.5211	Remote Similarity	NPC5985
0.5067	Remote Similarity	NPC486119

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC102854 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6327
0.1-0.2	2561
0.2-0.3	230
0.3-0.4	26
0.4-0.5	1
0.5-0.6	1
0.6-0.7	4
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
0.6842	Remote Similarity	NPD4786	Phase 1
0.6441	Remote Similarity	NPD6942	Phase 4
0.6066	Remote Similarity	NPD7339	Approved
0.6	Remote Similarity	NPD3667	Phase 4
0.5424	Remote Similarity	NPD3701	Pre-clinical

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