NPASS Compound

Natural Product: NPC117130

Natural Product ID	NPC117130
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	SARSZJDBDZHKQN-IOAVGLNOSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	11555996
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000253] Stilbenes [CHEMONTID:0000142] Stilbene glycosides

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 71 74 0 0 0 0 0 0 0 0999 V2000 -8.0824 -3.8296 -3.6782 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2631 -2.7573 -2.8061 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2494 -2.1637 -2.0730 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9426 -2.5964 -2.1475 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9397 -2.0016 -1.4157 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2411 -0.9429 -0.5824 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5470 -0.4796 -0.4816 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5379 -1.1062 -1.2378 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8609 -0.6825 -1.1745 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9017 0.5833 0.3433 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9704 1.2730 1.1389 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5556 -2.4507 -1.4892 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3029 -3.4214 -2.2700 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5018 -1.9255 -0.7965 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1709 -2.3981 -0.9045 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2725 -1.5831 0.0091 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4927 -1.8897 1.4505 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1120 -0.7443 2.2039 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3856 0.5546 1.9695 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3289 0.5691 0.6384 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3627 1.8615 0.1509 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4892 2.5914 -0.1043 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7856 2.1595 0.0825 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8959 2.9208 -0.1847 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2736 2.4967 0.0011 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6201 1.3161 0.4537 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9950 0.8538 0.6540 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2055 -0.4406 1.1469 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4663 -0.9491 1.3629 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5476 -0.1428 1.0789 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3420 1.1285 0.5948 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0660 1.6590 0.3702 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8426 -0.6310 1.2880 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7018 4.2142 -0.6768 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4171 4.6654 -0.8707 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3194 3.9043 -0.6033 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2362 5.9657 -1.3651 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2796 -0.2536 -0.2946 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5711 0.6885 2.9726 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4537 -0.6637 1.8442 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7386 -2.1873 2.0443 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.0545 -4.3561 -3.8394 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7614 -3.5038 -4.7093 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3866 -4.5970 -3.2808 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6721 -3.4181 -2.7862 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4709 -0.4546 0.0051 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2984 -0.3856 -0.3111 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0251 1.4213 0.5712 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8117 0.6673 2.0589 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3406 2.2563 1.4757 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7573 -2.3271 -1.9111 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1761 -3.4693 -0.6187 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7711 -1.9459 -0.2512 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1461 -2.8083 1.5190 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0849 -0.9734 3.2956 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0346 1.4454 2.0186 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3323 0.1559 0.8109 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9318 1.1598 0.4629 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1038 3.1791 -0.2414 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8024 0.6143 0.7036 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3528 -1.0748 1.3701 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6530 -1.9423 1.7415 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1801 1.7986 0.3576 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9728 2.6663 -0.0121 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2867 -1.2781 0.6462 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5194 4.8778 -0.9126 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3362 4.3000 -0.7707 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9666 6.6798 -1.2651 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1841 1.2336 3.7127 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0520 -0.4542 2.5939 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5379 -2.6319 2.9233 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 2 0 8 9 1 0 7 10 1 0 10 11 1 0 5 12 1 0 12 13 2 0 12 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 2 0 23 24 1 0 24 25 1 0 25 26 2 0 26 27 1 0 27 28 2 0 28 29 1 0 29 30 2 0 30 31 1 0 31 32 2 0 30 33 1 0 24 34 2 0 34 35 1 0 35 36 2 0 35 37 1 0 20 38 1 0 19 39 1 0 18 40 1 0 17 41 1 0 8 3 1 0 38 16 1 0 36 22 1 0 32 27 1 0 1 42 1 0 1 43 1 0 1 44 1 0 4 45 1 0 6 46 1 0 9 47 1 0 11 48 1 0 11 49 1 0 11 50 1 0 15 51 1 0 15 52 1 0 16 53 1 6 17 54 1 6 18 55 1 1 19 56 1 6 20 57 1 1 23 58 1 0 25 59 1 0 26 60 1 0 28 61 1 0 29 62 1 0 31 63 1 0 32 64 1 0 33 65 1 0 34 66 1 0 36 67 1 0 37 68 1 0 39 69 1 0 40 70 1 0 41 71 1 0 M END

Standard InCHIKey	SARSZJDBDZHKQN-IOAVGLNOSA-N
Standard InCHI	InChI=1S/C29H30O12/c1-37-21-11-17(12-22(38-2)24(21)32)28(36)39-14-23-25(33)26(34)27(35)29(41-23)40-20-10-16(9-19(31)13-20)4-3-15-5-7-18(30)8-6-15/h3-13,23,25-27,29-35H,14H2,1-2H3/b4-3+/t23-,25-,26+,27-,29-/m1/s1
SMILES	COc1cc(cc(c1O)OC)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](Oc2cc(/C=C/c3ccc(cc3)O)cc(c2)O)O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	570.17	Volume:	552.396 ? Van der Waals volume.
Dense:	1.032	LogP:	2.54 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.51 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.583 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	10.0	Rigid Bonds:	26.0
TPSA:	184.6 ? Topological Polar Surface Area.	H-Bond Acceptor:	12.0
H-Bond Donor:	6.0	Rings:	4.0
Heavy Atoms:	12.0

MedChem Properties

QED Drug-Likeness Score:	0.163	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	3.973	Fsp³:	0.276
MCE-18:	88.297 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	0
Chelating Alert:	1	PAINS Alert:	0
Colloidal aggregators:	0.746	Fluc inhibitor:	0.999 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.29 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.964 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.125	Promiscuous compounds:	0.485

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.088	MDCK Permeability:	-5.428
Pgp-inhibitor:	0.002	Pgp-substrate:	0.008
PAMPA:	0.661 ? 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%):	0.892	30% Bioavailability (F30%):	0.774
50% Bioavailability (F50%):	0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.098
Plasma Protein Binding (PPB):	88.797%	Volume Distribution (VD):	-0.156
Fu:	11.3% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.086
BSEP inhibitor:	0.756

ADMET: Metabolism

CYP1A2-inhibitor:	0.003	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.015
CYP2D6-inhibitor:	0.029	CYP2D6-substrate:	0.861
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.996
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.815 ? 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):

2.704

Half-life (T1/2):

3.473

ADMET: Toxicity

hERG Blockers:	0.18	hERG Blockers (10um):	0.575
Human Hepatotoxicity (H-HT):	0.452	Drug-induced Liver Injury (DILI):	0.704
AMES Toxicity:	0.63	Rat Oral Acute Toxicity:	0.041
Maximum Recommended Daily Dose:	0.395	Skin Sensitization:	0.95
Carcinogencity:	0.182	Eye Corrosion:	0.0
Eye Irritation:	0.638	Respiratory Toxicity:	0.03
Drug-induced Neurotoxicity:	0.08	Ototoxicity:	0.626
Hematotoxicity:	0.016	Drug-induced Nephrotoxicity:	0.422
Genotoxicity:	0.406	RPMI-8226 Immunitoxicity:	0.22
A549 Cytotoxicity:	0.751	Hek293 Cytotoxicity:	0.79
BCF:	0.962 ? 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:	3.853 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.01 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.585 ? 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
NPO21036	Celaenodendron mexicanum	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[19299148]
NPO21542	Vernonia menthaefolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21164	Veratrum dahuricum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17130	Hylotelephium telephium	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19969	Dermocybe canaria	Species	Cortinariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21036	Celaenodendron mexicanum	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18859	Carica pennata	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20715	Astragalus cibarius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21918	Aconitum heterophylloides	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20715	Astragalus cibarius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20715	Astragalus cibarius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20715	Astragalus cibarius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21918	Aconitum heterophylloides	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19969	Dermocybe canaria	Species	Cortinariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21036	Celaenodendron mexicanum	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO21542	Vernonia menthaefolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18859	Carica pennata	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21164	Veratrum dahuricum	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17130	Hylotelephium telephium	Species	Crassulaceae	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 NPC117130 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	16804
0.1-0.2	27782
0.2-0.3	4438
0.3-0.4	675
0.4-0.5	115
0.5-0.6	30
0.6-0.7	9
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8194	Intermediate Similarity	NPC289346
0.7308	Intermediate Similarity	NPC33298
0.6711	Remote Similarity	NPC130496
0.6623	Remote Similarity	NPC40664
0.6623	Remote Similarity	NPC197723
0.6533	Remote Similarity	NPC119125
0.6329	Remote Similarity	NPC102851
0.625	Remote Similarity	NPC85799
0.625	Remote Similarity	NPC303422
0.6076	Remote Similarity	NPC311803
0.6049	Remote Similarity	NPC5786
0.5875	Remote Similarity	NPC197708
0.5867	Remote Similarity	NPC294166
0.5867	Remote Similarity	NPC115022
0.5844	Remote Similarity	NPC212770
0.5811	Remote Similarity	NPC65833
0.5641	Remote Similarity	NPC98777
0.561	Remote Similarity	NPC3293
0.557	Remote Similarity	NPC25389
0.5513	Remote Similarity	NPC166277
0.5488	Remote Similarity	NPC327032
0.5465	Remote Similarity	NPC89686
0.5465	Remote Similarity	NPC257095
0.5455	Remote Similarity	NPC242028
0.5455	Remote Similarity	NPC203230
0.5443	Remote Similarity	NPC472859
0.5402	Remote Similarity	NPC485743
0.5395	Remote Similarity	NPC218003
0.5385	Remote Similarity	NPC8497
0.5375	Remote Similarity	NPC1913
0.5349	Remote Similarity	NPC602634
0.5341	Remote Similarity	NPC658
0.5341	Remote Similarity	NPC478797
0.5309	Remote Similarity	NPC215811
0.5244	Remote Similarity	NPC478884
0.5181	Remote Similarity	NPC160780
0.5181	Remote Similarity	NPC199977
0.5176	Remote Similarity	NPC238243
0.5176	Remote Similarity	NPC188555
0.5122	Remote Similarity	NPC4958
0.5063	Remote Similarity	NPC484156

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC117130 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4277
0.1-0.2	4741
0.2-0.3	128
0.3-0.4	4
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