NPASS Compound

Natural Product: NPC304710

Natural Product ID	NPC304710
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	UGZKXZGXGFWBLZ-TUAZENJXSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	11968740
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003533] Flavonoid-7-O-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 67 71 0 0 0 0 0 0 0 0999 V2000 2.5532 -3.2857 -0.5237 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9630 -1.8881 -0.5099 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8667 -0.8679 -1.1063 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2923 -0.0359 -2.1865 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8148 -0.0042 -2.2986 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0814 -0.7327 -1.1913 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7125 -1.9672 -1.0807 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 -0.0273 -0.0167 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1502 0.3772 0.5953 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0143 1.0881 1.7960 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0752 1.5538 2.5159 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3597 1.3315 2.0683 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4753 1.7895 2.7720 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3317 2.4215 3.8410 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7426 1.5327 2.2676 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8368 0.8377 1.0959 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1550 0.5502 0.5368 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2441 -0.1626 -0.6648 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4649 -0.4544 -1.2257 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6509 -0.0660 -0.6428 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5794 0.6334 0.5353 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3393 0.9293 1.1042 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8853 -0.3605 -1.2090 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7458 0.4167 0.4530 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5357 0.6395 0.8972 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4357 0.1684 0.1706 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9432 2.2593 3.7071 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4156 -0.5853 -3.5030 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8471 -0.3577 -3.4482 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4454 -0.0778 -0.0943 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8015 -0.2415 0.0218 C 0 0 1 0 0 0 0 0 0 0 0 0 5.5999 1.0164 -0.1735 C 0 0 1 0 0 0 0 0 0 0 0 0 7.0529 0.5983 -0.3614 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4724 -0.1981 0.8327 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4645 -1.2413 1.2328 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1650 -0.7582 1.2801 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6554 -0.8855 0.4890 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8865 1.6893 -0.5084 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1623 1.7810 -1.2505 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3727 -3.4045 0.2108 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7586 -4.0030 -0.2313 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8681 -3.5850 -1.5499 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8041 -1.6405 0.5752 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7412 -1.4348 -1.5473 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6316 1.0292 -2.0151 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3987 1.0452 -2.3270 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9247 -0.9479 -1.5916 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0274 1.2843 2.1824 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5783 1.8940 2.8251 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3178 -0.4666 -1.1211 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5434 -1.0145 -2.1707 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5074 0.9530 1.0177 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3273 1.4852 2.0380 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.6231 -0.6870 -0.5978 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5988 -0.3680 -0.7389 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9494 1.7498 4.5964 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8232 -1.4874 -3.6111 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8460 -0.2722 -3.3557 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2046 -0.9871 -0.7238 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5492 1.6115 0.7535 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1494 -0.0322 -1.2882 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7344 0.4869 1.6569 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5623 -2.1379 0.5952 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7261 -1.5639 2.2740 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9843 -1.3988 1.2827 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5441 1.6044 -1.2366 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4117 1.3946 -2.1190 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 6 8 1 0 8 9 1 0 9 10 2 0 10 11 1 0 11 12 2 0 12 13 1 0 13 14 2 0 13 15 1 0 15 16 2 0 16 17 1 0 17 18 2 0 18 19 1 0 19 20 2 0 20 21 1 0 21 22 2 0 20 23 1 0 16 24 1 0 24 25 1 0 25 26 2 0 11 27 1 0 5 28 1 0 4 29 1 0 3 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 34 37 1 0 33 38 1 0 32 39 1 0 7 2 1 0 26 9 1 0 36 31 1 0 25 12 1 0 22 17 1 0 1 40 1 0 1 41 1 0 1 42 1 0 2 43 1 1 3 44 1 6 4 45 1 1 5 46 1 6 6 47 1 6 10 48 1 0 15 49 1 0 18 50 1 0 19 51 1 0 21 52 1 0 22 53 1 0 23 54 1 0 26 55 1 0 27 56 1 0 28 57 1 0 29 58 1 0 31 59 1 6 32 60 1 1 33 61 1 6 34 62 1 1 35 63 1 0 35 64 1 0 37 65 1 0 38 66 1 0 39 67 1 0 M END

Standard InCHIKey	UGZKXZGXGFWBLZ-TUAZENJXSA-N
Standard InCHI	InChI=1S/C26H28O13/c1-10-24(39-25-22(33)20(31)16(30)9-35-25)21(32)23(34)26(36-10)37-13-6-14(28)19-15(29)8-17(38-18(19)7-13)11-2-4-12(27)5-3-11/h2-8,10,16,20-28,30-34H,9H2,1H3/t10-,16+,20-,21-,22+,23+,24-,25-,26-/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)Oc1cc(c2c(=O)cc(c3ccc(cc3)O)oc2c1)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	548.15	Volume:	508.651 ? Van der Waals volume.
Dense:	1.078	LogP:	1.181 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.442 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.928 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	30.0
TPSA:	208.74 ? Topological Polar Surface Area.	H-Bond Acceptor:	13.0
H-Bond Donor:	7.0	Rings:	5.0
Heavy Atoms:	13.0

MedChem Properties

QED Drug-Likeness Score:	0.216	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.552	Fsp³:	0.423
MCE-18:	113.297 ? 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:	0	PAINS Alert:	0
Colloidal aggregators:	0.641	Fluc inhibitor:	0.383 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.946 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.54 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.116	Promiscuous compounds:	0.478

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.367	MDCK Permeability:	-5.17
Pgp-inhibitor:	0.0	Pgp-substrate:	0.922
PAMPA:	1.0 ? 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):	0.45
20% Bioavailability (F20%):	0.777	30% Bioavailability (F30%):	0.99
50% Bioavailability (F50%):	0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.393
Plasma Protein Binding (PPB):	82.814%	Volume Distribution (VD):	-0.041
Fu:	15.86% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.993
OATP1B3 inhibitor:	0.999	BCRP inhibitor:	0.396
BSEP inhibitor:	0.005

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.608
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.972
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.821
HLM stability:	0.111 ? 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):

1.918

Half-life (T1/2):

3.895

ADMET: Toxicity

hERG Blockers:	0.03	hERG Blockers (10um):	0.214
Human Hepatotoxicity (H-HT):	0.479	Drug-induced Liver Injury (DILI):	0.976
AMES Toxicity:	0.852	Rat Oral Acute Toxicity:	0.057
Maximum Recommended Daily Dose:	0.221	Skin Sensitization:	0.991
Carcinogencity:	0.103	Eye Corrosion:	0.0
Eye Irritation:	0.682	Respiratory Toxicity:	0.086
Drug-induced Neurotoxicity:	0.002	Ototoxicity:	0.765
Hematotoxicity:	0.095	Drug-induced Nephrotoxicity:	0.376
Genotoxicity:	0.67	RPMI-8226 Immunitoxicity:	0.187
A549 Cytotoxicity:	0.725	Hek293 Cytotoxicity:	0.681
BCF:	0.429 ? 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:	3.091 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.507 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.605 ? 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
NPO3634	Robinia pseudoacacia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11551759]
NPO3634	Robinia pseudoacacia	Species	Fabaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[21214467]
NPO3634	Robinia pseudoacacia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3634	Robinia pseudoacacia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3634	Robinia pseudoacacia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3634	Robinia pseudoacacia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3634	Robinia pseudoacacia	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

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 NPC304710 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	20802
0.1-0.2	25508
0.2-0.3	2642
0.3-0.4	590
0.4-0.5	233
0.5-0.6	61
0.6-0.7	20
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
0.7045	Intermediate Similarity	NPC44931
0.7037	Intermediate Similarity	NPC331652
0.6905	Remote Similarity	NPC27942
0.6747	Remote Similarity	NPC39360
0.6747	Remote Similarity	NPC29763
0.6747	Remote Similarity	NPC210003
0.625	Remote Similarity	NPC488089
0.6237	Remote Similarity	NPC210073
0.6224	Remote Similarity	NPC179862
0.6222	Remote Similarity	NPC190003
0.6163	Remote Similarity	NPC19709
0.6122	Remote Similarity	NPC101636
0.6122	Remote Similarity	NPC298171
0.6105	Remote Similarity	NPC64051
0.6064	Remote Similarity	NPC473512
0.6064	Remote Similarity	NPC22062
0.6064	Remote Similarity	NPC65003
0.6064	Remote Similarity	NPC129827
0.6064	Remote Similarity	NPC473634
0.6064	Remote Similarity	NPC138811
0.6044	Remote Similarity	NPC276377
0.6023	Remote Similarity	NPC181712
0.5918	Remote Similarity	NPC270675
0.5918	Remote Similarity	NPC195685
0.5909	Remote Similarity	NPC189142
0.5909	Remote Similarity	NPC77660
0.5833	Remote Similarity	NPC122809
0.5743	Remote Similarity	NPC472994
0.573	Remote Similarity	NPC95090
0.573	Remote Similarity	NPC27408
0.5714	Remote Similarity	NPC282169
0.5714	Remote Similarity	NPC65711
0.5682	Remote Similarity	NPC473043
0.5657	Remote Similarity	NPC473623
0.5657	Remote Similarity	NPC209296
0.5652	Remote Similarity	NPC601144
0.5618	Remote Similarity	NPC261866
0.5591	Remote Similarity	NPC311830
0.5524	Remote Similarity	NPC472993
0.5514	Remote Similarity	NPC488087
0.5514	Remote Similarity	NPC488083
0.5513	Remote Similarity	NPC234133
0.551	Remote Similarity	NPC186816
0.5505	Remote Similarity	NPC298666
0.55	Remote Similarity	NPC229409
0.5444	Remote Similarity	NPC249281
0.5444	Remote Similarity	NPC108831
0.5444	Remote Similarity	NPC182634
0.5417	Remote Similarity	NPC8856
0.5354	Remote Similarity	NPC115674
0.5319	Remote Similarity	NPC22832
0.5319	Remote Similarity	NPC243930
0.5312	Remote Similarity	NPC172807
0.5306	Remote Similarity	NPC604854
0.53	Remote Similarity	NPC46202
0.5288	Remote Similarity	NPC484301
0.5275	Remote Similarity	NPC83283
0.5253	Remote Similarity	NPC150164
0.5217	Remote Similarity	NPC93337
0.5217	Remote Similarity	NPC297987
0.5217	Remote Similarity	NPC146792
0.5217	Remote Similarity	NPC323593
0.5217	Remote Similarity	NPC203500
0.5204	Remote Similarity	NPC295613
0.5204	Remote Similarity	NPC473657
0.5204	Remote Similarity	NPC139320
0.5196	Remote Similarity	NPC210961
0.5189	Remote Similarity	NPC11468
0.5182	Remote Similarity	NPC488088
0.5161	Remote Similarity	NPC46420
0.5161	Remote Similarity	NPC105025
0.5161	Remote Similarity	NPC610763
0.5158	Remote Similarity	NPC80188
0.5152	Remote Similarity	NPC67105
0.5104	Remote Similarity	NPC116458
0.5104	Remote Similarity	NPC246943
0.5104	Remote Similarity	NPC220169
0.5104	Remote Similarity	NPC607707
0.5096	Remote Similarity	NPC195257
0.5096	Remote Similarity	NPC475382
0.5053	Remote Similarity	NPC20505
0.5049	Remote Similarity	NPC72016
0.5046	Remote Similarity	NPC473644

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC304710 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5290
0.1-0.2	3792
0.2-0.3	57
0.3-0.4	6
0.4-0.5	4
0.5-0.6	1
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
0.5657	Remote Similarity	NPD7054	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