NPASS Compound

Natural Product: NPC119149

Natural Product ID	NPC119149
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	QCIILLDRJZPUDI-HSGFTUQLSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	44259428
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003531] Flavonoid-3-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 74 78 0 0 0 0 0 0 0 0999 V2000 6.3947 1.4600 -2.0975 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5298 0.6854 -0.8170 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7694 1.5615 0.3853 C 0 0 1 0 0 0 0 0 0 0 0 0 5.5980 2.4733 0.5703 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2686 1.7559 0.5092 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2493 0.6932 -0.5650 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1658 -0.1451 -0.3101 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2304 -0.1342 -1.3160 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0999 -1.0554 -0.9735 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5575 -2.4794 -0.7548 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2730 -3.3251 -0.7377 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5334 -2.7865 0.4251 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7495 -1.3304 0.3696 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4936 -0.6423 0.2171 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6048 -0.8413 -0.6554 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5137 0.1768 -0.3260 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0360 1.5023 -0.3564 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 1.7159 -0.6767 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9148 2.5073 -0.0273 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5089 3.8213 -0.0367 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4103 4.8355 0.3012 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7098 4.5263 0.6456 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0851 3.2132 0.6462 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2144 2.1690 0.3145 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5616 0.9441 0.3140 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7935 -0.1164 0.0099 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4072 -1.4328 0.0724 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6302 -1.5770 0.7104 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3066 -2.7783 0.7604 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7392 -3.8841 0.1479 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5276 -3.7772 -0.4943 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8879 -2.5373 -0.5143 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9788 -4.8991 -1.1008 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4004 -5.1012 0.1860 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5277 -2.8544 1.4157 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5780 5.5661 0.9761 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 4.1309 -0.3829 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2733 -3.0341 1.5728 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3898 -3.2854 -1.9372 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1208 -2.6232 0.5117 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3949 -0.0788 -0.5641 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9744 1.1395 1.7189 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7019 3.0103 1.8745 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8644 0.7372 1.4950 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9212 2.4507 -1.9492 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3707 1.4978 -2.5938 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7174 0.8849 -2.7649 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3865 -0.0119 -0.9182 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6727 2.1949 0.2748 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6250 3.3619 -0.1033 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5032 2.5215 0.2237 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0766 1.1752 -1.5519 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7341 -0.5757 -2.2258 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8787 0.8547 -1.6238 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3244 -1.0966 -1.7741 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2386 -2.8301 -1.5563 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5787 -4.3594 -0.5264 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4328 -3.3690 0.5580 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1256 -0.9539 1.3324 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0997 5.8635 0.2959 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0846 2.9563 0.9096 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0480 -0.7003 1.1788 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9564 -2.5215 -1.0562 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5279 -4.7344 -2.0138 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3575 -5.0940 -0.1864 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4882 -2.9844 2.4296 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5450 5.3105 1.1426 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8187 5.0525 -0.2832 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3446 -3.0634 2.3471 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1480 -2.9656 -2.6999 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1795 -1.7976 1.0167 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6967 1.8469 2.3494 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6046 3.3344 2.0604 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2713 -0.1537 1.2743 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 13 15 1 0 15 16 1 0 16 17 1 0 17 18 2 0 17 19 1 0 19 20 2 0 20 21 1 0 21 22 2 0 22 23 1 0 23 24 2 0 24 25 1 0 25 26 1 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 31 33 1 0 30 34 1 0 29 35 1 0 22 36 1 0 20 37 1 0 12 38 1 0 11 39 1 0 10 40 1 0 6 41 1 0 5 42 1 0 4 43 1 0 3 44 1 0 41 2 1 0 14 9 1 0 26 16 2 0 32 27 1 0 24 19 1 0 1 45 1 0 1 46 1 0 1 47 1 0 2 48 1 0 3 49 1 6 4 50 1 6 5 51 1 0 6 52 1 6 8 53 1 0 8 54 1 0 9 55 1 0 10 56 1 6 11 57 1 0 12 58 1 0 13 59 1 1 21 60 1 0 23 61 1 0 28 62 1 0 32 63 1 0 33 64 1 0 34 65 1 0 35 66 1 0 36 67 1 0 37 68 1 0 38 69 1 0 39 70 1 0 40 71 1 0 42 72 1 0 43 73 1 0 44 74 1 0 M END

Standard InCHIKey	QCIILLDRJZPUDI-HSGFTUQLSA-N
Standard InCHI	InChI=1S/C27H30O17/c1-7-16(32)20(36)22(38)26(41-7)40-6-14-18(34)21(37)23(39)27(43-14)44-25-19(35)15-10(29)4-9(28)5-13(15)42-24(25)8-2-11(30)17(33)12(31)3-8/h2-5,7,14,16,18,20-23,26-34,36-39H,6H2,1H3/t7?,14?,16-,18+,20-,21?,22?,23?,26+,27-/m0/s1
SMILES	CC1[C@@H]([C@@H](C([C@H](OCC2[C@H](C(C([C@@H](O2)Oc2c(=O)c3c(cc(cc3oc2c2cc(c(c(c2)O)O)O)O)O)O)O)O)O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	626.15	Volume:	561.108 ? Van der Waals volume.
Dense:	1.116	LogP:	0.225 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.848 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.176 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	6.0	Rigid Bonds:	30.0
TPSA:	289.66 ? Topological Polar Surface Area.	H-Bond Acceptor:	17.0
H-Bond Donor:	11.0	Rings:	5.0
Heavy Atoms:	17.0

MedChem Properties

QED Drug-Likeness Score:	0.132	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.897	Fsp³:	0.444
MCE-18:	126.462 ? 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:	1
Chelating Alert:	1	PAINS Alert:	1
Colloidal aggregators:	0.638	Fluc inhibitor:	0.083 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.894 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.754 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.143	Promiscuous compounds:	0.562

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.351	MDCK Permeability:	-4.952
Pgp-inhibitor:	0.0	Pgp-substrate:	0.996
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):	0.06
20% Bioavailability (F20%):	0.724	30% Bioavailability (F30%):	0.994
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.093
Plasma Protein Binding (PPB):	81.77%	Volume Distribution (VD):	-0.043
Fu:	17.585% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.357
OATP1B3 inhibitor:	0.881	BCRP inhibitor:	0.444
BSEP inhibitor:	0.017

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:	0.353
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.209 ? 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):

1.569

Half-life (T1/2):

4.735

ADMET: Toxicity

hERG Blockers:	0.016	hERG Blockers (10um):	0.731
Human Hepatotoxicity (H-HT):	0.306	Drug-induced Liver Injury (DILI):	0.633
AMES Toxicity:	0.684	Rat Oral Acute Toxicity:	0.217
Maximum Recommended Daily Dose:	0.642	Skin Sensitization:	0.987
Carcinogencity:	0.014	Eye Corrosion:	0.0
Eye Irritation:	0.508	Respiratory Toxicity:	0.01
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.996
Hematotoxicity:	0.002	Drug-induced Nephrotoxicity:	0.003
Genotoxicity:	0.978	RPMI-8226 Immunitoxicity:	0.017
A549 Cytotoxicity:	0.918	Hek293 Cytotoxicity:	0.65
BCF:	0.362 ? 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:	3.002 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.827 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.801 ? 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
NPO14379	Onobrychis viciifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14379	Onobrychis viciifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14379	Onobrychis viciifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14379	Onobrychis viciifolia	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 NPC119149 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	20018
0.1-0.2	26154
0.2-0.3	2805
0.3-0.4	434
0.4-0.5	207
0.5-0.6	87
0.6-0.7	68
0.7-0.8	0
0.8-0.85	7
0.85-0.9	12
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC39834
0.8875	High Similarity	NPC203259
0.8875	High Similarity	NPC33054
0.8875	High Similarity	NPC176740
0.8875	High Similarity	NPC471725
0.8875	High Similarity	NPC134532
0.8875	High Similarity	NPC602582
0.8519	High Similarity	NPC173582
0.8519	High Similarity	NPC265885
0.8519	High Similarity	NPC181465
0.8519	High Similarity	NPC215710
0.8519	High Similarity	NPC473438
0.8519	High Similarity	NPC253788
0.8158	Intermediate Similarity	NPC135599
0.8158	Intermediate Similarity	NPC73855
0.8158	Intermediate Similarity	NPC113968
0.8158	Intermediate Similarity	NPC328940
0.8158	Intermediate Similarity	NPC277174
0.8158	Intermediate Similarity	NPC606877
0.8023	Intermediate Similarity	NPC473327
0.7841	Intermediate Similarity	NPC476472
0.7841	Intermediate Similarity	NPC294815
0.7841	Intermediate Similarity	NPC16194
0.7765	Intermediate Similarity	NPC156869
0.7647	Intermediate Similarity	NPC67326
0.7356	Intermediate Similarity	NPC65563
0.7356	Intermediate Similarity	NPC470949
0.7326	Intermediate Similarity	NPC471079
0.7294	Intermediate Similarity	NPC116864
0.7294	Intermediate Similarity	NPC244776
0.7222	Intermediate Similarity	NPC122467
0.7191	Intermediate Similarity	NPC126784
0.7191	Intermediate Similarity	NPC241423
0.716	Intermediate Similarity	NPC127546
0.716	Intermediate Similarity	NPC19388
0.716	Intermediate Similarity	NPC240431
0.716	Intermediate Similarity	NPC57625
0.716	Intermediate Similarity	NPC55786
0.716	Intermediate Similarity	NPC173637
0.716	Intermediate Similarity	NPC317489
0.716	Intermediate Similarity	NPC223424
0.716	Intermediate Similarity	NPC600591
0.7158	Intermediate Similarity	NPC292019
0.7158	Intermediate Similarity	NPC202908
0.7065	Intermediate Similarity	NPC89127
0.6932	Remote Similarity	NPC187379
0.6923	Remote Similarity	NPC12013
0.6923	Remote Similarity	NPC11432
0.6923	Remote Similarity	NPC477613
0.6889	Remote Similarity	NPC473571
0.6889	Remote Similarity	NPC110941
0.6889	Remote Similarity	NPC186816
0.6875	Remote Similarity	NPC189564
0.6867	Remote Similarity	NPC265530
0.6829	Remote Similarity	NPC111929
0.6829	Remote Similarity	NPC320283
0.6829	Remote Similarity	NPC41121
0.679	Remote Similarity	NPC34531
0.6771	Remote Similarity	NPC203145
0.6742	Remote Similarity	NPC609888
0.6739	Remote Similarity	NPC470443
0.6667	Remote Similarity	NPC37668
0.6667	Remote Similarity	NPC227508
0.6632	Remote Similarity	NPC221342
0.6632	Remote Similarity	NPC476470
0.6628	Remote Similarity	NPC182121
0.6593	Remote Similarity	NPC605592
0.6566	Remote Similarity	NPC303694
0.6562	Remote Similarity	NPC602448
0.6526	Remote Similarity	NPC473073
0.6526	Remote Similarity	NPC471669
0.6489	Remote Similarity	NPC270448
0.6471	Remote Similarity	NPC158674
0.6452	Remote Similarity	NPC153755
0.6437	Remote Similarity	NPC219904
0.6429	Remote Similarity	NPC89052
0.6381	Remote Similarity	NPC241781
0.6346	Remote Similarity	NPC156785
0.6333	Remote Similarity	NPC95866
0.63	Remote Similarity	NPC173837
0.6292	Remote Similarity	NPC223747
0.6279	Remote Similarity	NPC145038
0.6279	Remote Similarity	NPC56077
0.6279	Remote Similarity	NPC281131
0.6279	Remote Similarity	NPC253662
0.6279	Remote Similarity	NPC179950
0.6279	Remote Similarity	NPC88789
0.6279	Remote Similarity	NPC491374
0.6277	Remote Similarity	NPC488073
0.6277	Remote Similarity	NPC488074
0.625	Remote Similarity	NPC175107
0.6235	Remote Similarity	NPC476771
0.6224	Remote Similarity	NPC223426
0.619	Remote Similarity	NPC162394
0.617	Remote Similarity	NPC129264
0.6168	Remote Similarity	NPC192539
0.6163	Remote Similarity	NPC476772
0.6162	Remote Similarity	NPC81042
0.6129	Remote Similarity	NPC67105
0.6105	Remote Similarity	NPC470125
0.6105	Remote Similarity	NPC154741
0.6064	Remote Similarity	NPC155877
0.6044	Remote Similarity	NPC476215
0.6038	Remote Similarity	NPC474522
0.602	Remote Similarity	NPC85751
0.602	Remote Similarity	NPC19240
0.6	Remote Similarity	NPC276222
0.6	Remote Similarity	NPC214621
0.6	Remote Similarity	NPC34267
0.6	Remote Similarity	NPC274618
0.6	Remote Similarity	NPC189913
0.6	Remote Similarity	NPC118284
0.6	Remote Similarity	NPC608147
0.5977	Remote Similarity	NPC77672
0.5977	Remote Similarity	NPC133671
0.5977	Remote Similarity	NPC135391
0.5977	Remote Similarity	NPC78263
0.5977	Remote Similarity	NPC250069
0.5957	Remote Similarity	NPC471748
0.5955	Remote Similarity	NPC138927
0.5938	Remote Similarity	NPC296018
0.593	Remote Similarity	NPC67037
0.593	Remote Similarity	NPC255615
0.5909	Remote Similarity	NPC64305
0.59	Remote Similarity	NPC470446
0.5895	Remote Similarity	NPC210073
0.5851	Remote Similarity	NPC258044
0.5851	Remote Similarity	NPC217387
0.5851	Remote Similarity	NPC29958
0.5843	Remote Similarity	NPC349108
0.5833	Remote Similarity	NPC480444
0.5804	Remote Similarity	NPC487499
0.58	Remote Similarity	NPC292929
0.58	Remote Similarity	NPC470445
0.5789	Remote Similarity	NPC196127
0.5789	Remote Similarity	NPC275454
0.5789	Remote Similarity	NPC163242
0.5789	Remote Similarity	NPC272068
0.5778	Remote Similarity	NPC472459
0.5778	Remote Similarity	NPC325555
0.5778	Remote Similarity	NPC226304
0.5769	Remote Similarity	NPC480441
0.5714	Remote Similarity	NPC60735
0.5714	Remote Similarity	NPC26230
0.5699	Remote Similarity	NPC355481
0.5698	Remote Similarity	NPC54802
0.5698	Remote Similarity	NPC197304
0.5684	Remote Similarity	NPC139320
0.5673	Remote Similarity	NPC477895
0.5667	Remote Similarity	NPC305811
0.5667	Remote Similarity	NPC271692
0.566	Remote Similarity	NPC139571
0.5652	Remote Similarity	NPC120099
0.5652	Remote Similarity	NPC484158
0.5648	Remote Similarity	NPC480445
0.5644	Remote Similarity	NPC287889
0.5644	Remote Similarity	NPC470449
0.5632	Remote Similarity	NPC288084
0.5625	Remote Similarity	NPC44931
0.5619	Remote Similarity	NPC217520
0.5619	Remote Similarity	NPC25523
0.5614	Remote Similarity	NPC275977
0.5614	Remote Similarity	NPC473554
0.5603	Remote Similarity	NPC487502
0.56	Remote Similarity	NPC142142
0.5596	Remote Similarity	NPC488740
0.5596	Remote Similarity	NPC488736
0.5596	Remote Similarity	NPC488733
0.5591	Remote Similarity	NPC209023
0.5545	Remote Similarity	NPC470447
0.5545	Remote Similarity	NPC135831
0.5545	Remote Similarity	NPC76831
0.5543	Remote Similarity	NPC159579
0.5532	Remote Similarity	NPC203050
0.5532	Remote Similarity	NPC225434
0.5517	Remote Similarity	NPC72554
0.551	Remote Similarity	NPC255157
0.551	Remote Similarity	NPC259896
0.5495	Remote Similarity	NPC46420
0.5495	Remote Similarity	NPC488737
0.5495	Remote Similarity	NPC52550
0.5474	Remote Similarity	NPC254855
0.5474	Remote Similarity	NPC94610
0.5444	Remote Similarity	NPC249281
0.5417	Remote Similarity	NPC480463
0.5417	Remote Similarity	NPC487500
0.5413	Remote Similarity	NPC488734
0.5413	Remote Similarity	NPC488735
0.5413	Remote Similarity	NPC488739
0.5413	Remote Similarity	NPC488732
0.5413	Remote Similarity	NPC488738
0.5408	Remote Similarity	NPC22062
0.5408	Remote Similarity	NPC473634
0.5408	Remote Similarity	NPC138811
0.54	Remote Similarity	NPC245452
0.5392	Remote Similarity	NPC220173
0.5372	Remote Similarity	NPC487501
0.5368	Remote Similarity	NPC276377
0.5354	Remote Similarity	NPC35167
0.5347	Remote Similarity	NPC209296

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC119149 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5519
0.1-0.2	3582
0.2-0.3	39
0.3-0.4	4
0.4-0.5	2
0.5-0.6	1
0.6-0.7	2
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8875	High Similarity	NPD6797	Phase 2
0.6702	Remote Similarity	NPD7251	Phase 2
0.61	Remote Similarity	NPD7808	Phase 3
0.5347	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