NPASS Compound

Natural Product: NPC86422

Natural Product ID	NPC86422
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	VLFUANNVMXKBPF-UHFFFAOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	14423519
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 80 84 0 0 0 0 0 0 0 0999 V2000 6.0725 0.7737 2.1315 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1360 0.7353 0.9765 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7418 -0.0169 -0.1517 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8726 -0.3774 -1.2976 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5183 -0.9450 -0.8441 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5519 -1.1466 -1.9292 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4392 -0.2350 -2.1791 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8281 0.5011 -1.0095 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2727 1.9650 -1.2161 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5239 0.0320 0.1899 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8679 -0.4008 1.2067 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6066 -0.4345 1.1867 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1524 -0.6584 -0.2401 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6117 -0.8222 -0.0546 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7692 -2.0636 0.8458 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4337 -1.0865 -1.2592 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9029 -1.2476 -0.9515 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3728 0.0939 -0.4291 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6293 0.4447 0.8012 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1487 -0.4371 1.9202 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0489 1.8664 1.1941 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1170 0.3869 0.6916 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5802 1.6762 0.2124 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2449 1.7684 -0.3839 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6629 0.5284 -1.0080 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0643 0.5243 -2.4687 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3277 1.0592 -1.4264 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9996 0.0742 0.1404 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7461 0.1922 1.3888 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0520 -0.9382 2.2566 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8508 -2.2601 -0.2348 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9624 -2.7290 -0.1382 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7597 1.6550 1.9790 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5455 0.9763 3.0853 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7465 -0.1012 2.2117 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9548 1.7906 0.6359 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3484 -0.8975 0.2013 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5407 0.6694 -0.5731 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6761 0.4885 -1.9758 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3695 -1.1409 -1.9006 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1549 -1.2303 -2.8888 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1340 -2.2001 -1.8394 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7251 0.4660 -3.0061 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5961 -0.8426 -2.6269 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4205 2.5020 -0.2863 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5581 2.5276 -1.8446 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2316 2.0077 -1.8057 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3083 -0.7633 2.1322 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8879 0.5917 1.5627 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0440 -1.1270 1.9148 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6658 -1.5612 -0.6210 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9579 -1.7876 1.8980 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5005 -2.7820 0.4480 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8150 -2.6714 0.8653 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1063 -1.9488 -1.8326 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4625 -0.1335 -1.8684 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1995 -2.0935 -0.3671 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4055 -1.3590 -1.9590 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4396 -0.0359 -0.1549 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1824 -0.0402 2.1530 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5846 -0.3144 2.8591 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3148 -1.4790 1.6106 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0880 1.7962 1.6378 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4319 2.2897 1.9819 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1885 2.5088 0.3001 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8276 0.1891 1.7734 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6100 2.3942 1.0895 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3539 2.1167 -0.4775 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2919 2.5721 -1.1764 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4907 2.1517 0.3297 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8313 1.3403 -2.6707 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3478 -0.4383 -2.8755 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2311 0.9020 -3.1421 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6911 0.6707 -2.2566 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2256 1.0730 -0.3737 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2846 1.0324 1.9796 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1167 -1.3276 2.2055 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4346 -1.8263 2.2563 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0142 -0.5769 3.3348 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0420 -2.8560 0.1570 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 8 10 1 0 10 11 2 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 14 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 19 21 1 0 19 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 18 27 1 0 10 28 1 0 28 29 1 0 29 30 1 0 5 31 1 0 31 32 2 0 29 2 1 0 28 5 1 0 25 8 1 0 25 13 1 0 22 14 1 0 1 33 1 0 1 34 1 0 1 35 1 0 2 36 1 0 3 37 1 0 3 38 1 0 4 39 1 0 4 40 1 0 6 41 1 0 6 42 1 0 7 43 1 0 7 44 1 0 9 45 1 0 9 46 1 0 9 47 1 0 11 48 1 0 12 49 1 0 12 50 1 0 13 51 1 0 15 52 1 0 15 53 1 0 15 54 1 0 16 55 1 0 16 56 1 0 17 57 1 0 17 58 1 0 18 59 1 0 20 60 1 0 20 61 1 0 20 62 1 0 21 63 1 0 21 64 1 0 21 65 1 0 22 66 1 0 23 67 1 0 23 68 1 0 24 69 1 0 24 70 1 0 26 71 1 0 26 72 1 0 26 73 1 0 27 74 1 0 28 75 1 0 29 76 1 0 30 77 1 0 30 78 1 0 30 79 1 0 31 80 1 0 M END

Standard InCHIKey	VLFUANNVMXKBPF-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C30H48O2/c1-19-10-15-30(18-31)17-16-28(6)21(25(30)20(19)2)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h8,18-20,22-25,32H,9-17H2,1-7H3
SMILES	CC1CCC2(CCC3(C)C(=CCC4C5(C)CCC(C(C)(C)C5CCC34C)O)C2C1C)C=O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	440.37	Volume:	496.961 ? Van der Waals volume.
Dense:	0.886	LogP:	5.193 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.399 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-6.222 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	1.0	Rigid Bonds:	27.0
TPSA:	37.3 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	1.0	Rings:	5.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.346	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.909	Fsp³:	0.9
MCE-18:	99.965 ? 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:	0.666	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.044 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.011 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.379	Promiscuous compounds:	0.001

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.028	MDCK Permeability:	-4.777
Pgp-inhibitor:	0.078	Pgp-substrate:	0.01
PAMPA:	0.073 ? 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):	0.004
20% Bioavailability (F20%):	0.009	30% Bioavailability (F30%):	0.057
50% Bioavailability (F50%):	0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.989	MRP1:	0.998
Plasma Protein Binding (PPB):	84.239%	Volume Distribution (VD):	0.089
Fu:	20.821% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.002
OATP1B3 inhibitor:	0.776	BCRP inhibitor:	0.062
BSEP inhibitor:	0.977

ADMET: Metabolism

CYP1A2-inhibitor:	0.703	CYP1A2-substrate:	0.032
CYP2C19-inhibitor:	0.999	CYP2C19-substrate:	0.707
CYP2C9-inhibitor:	0.981	CYP2C9-substrate:	0.027
CYP2D6-inhibitor:	0.132	CYP2D6-substrate:	0.368
CYP3A4-inhibitor:	0.201	CYP3A4-substrate:	0.014
CYP2B6-substrate:	1.0	CYP2C8-inhibitor:	0.884
HLM stability:	0.996 ? 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):

12.733

Half-life (T1/2):

0.722

ADMET: Toxicity

hERG Blockers:	0.1	hERG Blockers (10um):	0.653
Human Hepatotoxicity (H-HT):	0.395	Drug-induced Liver Injury (DILI):	0.115
AMES Toxicity:	0.138	Rat Oral Acute Toxicity:	0.127
Maximum Recommended Daily Dose:	0.826	Skin Sensitization:	0.294
Carcinogencity:	0.497	Eye Corrosion:	0.004
Eye Irritation:	0.115	Respiratory Toxicity:	0.74
Drug-induced Neurotoxicity:	0.521	Ototoxicity:	0.881
Hematotoxicity:	0.165	Drug-induced Nephrotoxicity:	0.057
Genotoxicity:	0.005	RPMI-8226 Immunitoxicity:	0.046
A549 Cytotoxicity:	0.513	Hek293 Cytotoxicity:	0.514
BCF:	2.189 ? 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:	4.969 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.108 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.744 ? 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
NPO14179	Campsis radicans	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36201048]
NPO29352	Uncaria sinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10597	Fructus syzygii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2028	Campsis grandiflora	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29352	Uncaria sinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10597	Fructus syzygii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO10597	Fructus syzygii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO29352	Uncaria sinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2028	Campsis grandiflora	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2028	Campsis grandiflora	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29352	Uncaria sinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29352	Uncaria sinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14179	Campsis radicans	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2028	Campsis grandiflora	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2028	Campsis grandiflora	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29352	Uncaria sinensis	Species	Rubiaceae	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 NPC86422 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	20927
0.1-0.2	24092
0.2-0.3	3822
0.3-0.4	792
0.4-0.5	155
0.5-0.6	56
0.6-0.7	5
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	NPC95594
0.7963	Intermediate Similarity	NPC27765
0.7963	Intermediate Similarity	NPC122418
0.7963	Intermediate Similarity	NPC491014
0.7797	Intermediate Similarity	NPC477579
0.7627	Intermediate Similarity	NPC40552
0.7414	Intermediate Similarity	NPC40394
0.7119	Intermediate Similarity	NPC235341
0.6949	Remote Similarity	NPC132478
0.6441	Remote Similarity	NPC120098
0.6167	Remote Similarity	NPC290598
0.6167	Remote Similarity	NPC30590
0.6032	Remote Similarity	NPC291379
0.597	Remote Similarity	NPC307335
0.597	Remote Similarity	NPC74855
0.5938	Remote Similarity	NPC602872
0.5821	Remote Similarity	NPC610937
0.5758	Remote Similarity	NPC246708
0.5735	Remote Similarity	NPC51700
0.5735	Remote Similarity	NPC88716
0.5735	Remote Similarity	NPC68160
0.5735	Remote Similarity	NPC195019
0.5652	Remote Similarity	NPC18872
0.5652	Remote Similarity	NPC290614
0.5625	Remote Similarity	NPC101475
0.5571	Remote Similarity	NPC49776
0.5571	Remote Similarity	NPC63118
0.5571	Remote Similarity	NPC474436
0.5556	Remote Similarity	NPC82477
0.5538	Remote Similarity	NPC290495
0.5507	Remote Similarity	NPC171203
0.5507	Remote Similarity	NPC307426
0.5507	Remote Similarity	NPC98442
0.5507	Remote Similarity	NPC242468
0.5488	Remote Similarity	NPC477292
0.5455	Remote Similarity	NPC470588
0.5441	Remote Similarity	NPC479748
0.5362	Remote Similarity	NPC272075
0.5362	Remote Similarity	NPC86372
0.5303	Remote Similarity	NPC253807
0.5303	Remote Similarity	NPC158662
0.5294	Remote Similarity	NPC606009
0.5294	Remote Similarity	NPC610552
0.5286	Remote Similarity	NPC7260
0.5286	Remote Similarity	NPC210037
0.5286	Remote Similarity	NPC120968
0.5286	Remote Similarity	NPC488519
0.5286	Remote Similarity	NPC227467
0.5286	Remote Similarity	NPC273621
0.5286	Remote Similarity	NPC112866
0.5217	Remote Similarity	NPC127855
0.5217	Remote Similarity	NPC477872
0.5152	Remote Similarity	NPC311078
0.5152	Remote Similarity	NPC34177
0.5152	Remote Similarity	NPC196753
0.5143	Remote Similarity	NPC480946
0.5143	Remote Similarity	NPC187722
0.5143	Remote Similarity	NPC274330
0.5143	Remote Similarity	NPC130577
0.5143	Remote Similarity	NPC142415
0.5143	Remote Similarity	NPC102683
0.5143	Remote Similarity	NPC304285
0.5143	Remote Similarity	NPC2539
0.5143	Remote Similarity	NPC329943
0.5132	Remote Similarity	NPC171208
0.507	Remote Similarity	NPC182797
0.507	Remote Similarity	NPC52169
0.507	Remote Similarity	NPC488562
0.507	Remote Similarity	NPC606443

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC86422 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7351
0.1-0.2	1745
0.2-0.3	51
0.3-0.4	1
0.4-0.5	2
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