NPASS Compound

Natural Product: NPC98862

Natural Product ID	NPC98862
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	SJFPKCIBEJDLOI-BCECXGKMSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	11227130
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002506] Isoflavonoids [CHEMONTID:0000507] Isoflavonoid 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 -6.7181 -0.5928 0.3109 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6582 0.7329 -0.4565 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.5536 1.8898 0.4787 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1506 2.4473 0.5678 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4604 2.3918 -0.7709 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5010 0.8946 -1.1933 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6120 0.6745 -2.1614 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5288 -0.0500 -2.1941 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5474 -1.5464 -2.1060 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3531 -2.1671 -1.0348 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7381 -3.5571 -0.7829 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4194 -3.2417 -0.0775 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6277 -2.3683 -1.0367 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0929 -1.2441 -0.4311 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1955 -0.8753 -0.2273 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3081 -1.5899 -0.6037 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5827 -1.1333 -0.3538 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7570 0.0725 0.2908 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6703 0.8245 0.6872 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3980 0.3529 0.4295 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9180 1.9578 1.2928 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1359 2.3959 1.5313 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2703 1.6987 1.1641 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6144 2.1603 1.4111 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5503 1.2519 1.9033 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8587 1.6379 2.1602 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2756 2.9222 1.9403 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3531 3.8469 1.4476 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0587 3.4399 1.1997 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5797 3.3140 2.1948 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0494 0.4889 0.5183 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0479 -0.1979 0.1566 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6499 -1.9104 -0.7633 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4556 -3.1355 -1.4177 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2652 -2.0880 -2.2101 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7727 -4.4367 0.2250 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5647 -4.3712 -0.0543 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6851 -2.3362 -1.3632 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8107 0.6469 -1.4947 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1636 2.8397 -0.6533 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4246 1.6737 1.4626 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5131 2.8763 0.2610 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5094 -0.4961 1.1009 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7415 -0.8509 0.7528 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0625 -1.4089 -0.3520 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7092 0.8388 -0.9163 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 1.5006 1.5158 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1914 3.4848 0.9721 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0782 2.9626 -1.4918 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2514 0.3665 -0.2626 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9183 0.2593 -3.1205 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8228 0.3537 -1.3738 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0391 -1.8742 -3.0835 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2134 -1.6454 -0.0743 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4692 -3.9420 -1.7880 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6523 -2.7054 0.8667 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2513 -3.0209 -1.3327 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1686 -2.5288 -1.1051 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5717 0.9667 0.7525 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2752 3.3351 2.0328 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2897 0.2249 2.0993 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5818 0.9144 2.5453 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7051 4.8589 1.2804 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3344 4.1484 0.8174 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2918 3.1688 1.4671 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9539 -2.9571 -2.3874 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3831 -3.7289 -1.5098 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7502 -3.7865 -0.8251 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1948 -4.3856 0.0319 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0127 -4.8651 0.5988 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9402 -3.2715 -1.2805 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1525 3.5517 0.0309 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9993 1.1019 2.0331 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7773 2.8402 -0.6933 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 14 15 1 0 15 16 2 0 16 17 1 0 17 18 2 0 18 19 1 0 19 20 2 0 19 21 1 0 21 22 1 0 22 23 2 0 23 24 1 0 24 25 2 0 25 26 1 0 26 27 2 0 27 28 1 0 28 29 2 0 27 30 1 0 23 31 1 0 31 32 2 0 17 33 1 0 33 34 1 0 13 35 1 0 12 36 1 0 11 37 1 0 10 38 1 0 6 39 1 0 5 40 1 0 4 41 1 0 3 42 1 0 39 2 1 0 35 9 1 0 20 15 1 0 29 24 1 0 31 18 1 0 1 43 1 0 1 44 1 0 1 45 1 0 2 46 1 6 3 47 1 1 4 48 1 1 5 49 1 6 6 50 1 1 8 51 1 0 8 52 1 0 9 53 1 6 10 54 1 1 11 55 1 6 12 56 1 1 13 57 1 6 16 58 1 0 20 59 1 0 22 60 1 0 25 61 1 0 26 62 1 0 28 63 1 0 29 64 1 0 30 65 1 0 34 66 1 0 34 67 1 0 34 68 1 0 36 69 1 0 37 70 1 0 38 71 1 0 40 72 1 0 41 73 1 0 42 74 1 0 M END

Standard InCHIKey	SJFPKCIBEJDLOI-BCECXGKMSA-N
Standard InCHI	InChI=1S/C28H32O14/c1-11-20(30)23(33)25(35)27(40-11)39-10-18-22(32)24(34)26(36)28(42-18)41-14-7-16(37-2)19-17(8-14)38-9-15(21(19)31)12-3-5-13(29)6-4-12/h3-9,11,18,20,22-30,32-36H,10H2,1-2H3/t11-,18+,20-,22+,23+,24-,25+,26+,27+,28+/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@H]([C@H](OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](Oc3cc(c4c(c3)occ(c3ccc(cc3)O)c4=O)OC)O2)O)O)O)O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	592.18	Volume:	552.033 ? Van der Waals volume.
Dense:	1.073	LogP:	0.051 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	0.775 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.524 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	7.0	Rigid Bonds:	30.0
TPSA:	217.97 ? Topological Polar Surface Area.	H-Bond Acceptor:	14.0
H-Bond Donor:	7.0	Rings:	5.0
Heavy Atoms:	14.0

MedChem Properties

QED Drug-Likeness Score:	0.179	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.619	Fsp³:	0.464
MCE-18:	115.098 ? 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:	0.58	Fluc inhibitor:	0.19 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.795 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.501 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.049	Promiscuous compounds:	0.208

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.332	MDCK Permeability:	-5.276
Pgp-inhibitor:	0.0	Pgp-substrate:	0.751
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):	0.702
20% Bioavailability (F20%):	0.153	30% Bioavailability (F30%):	0.795
50% Bioavailability (F50%):	0.952

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.075
Plasma Protein Binding (PPB):	76.584%	Volume Distribution (VD):	-0.258
Fu:	22.2% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.993
OATP1B3 inhibitor:	0.997	BCRP inhibitor:	0.1
BSEP inhibitor:	0.027

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:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.485
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.664
HLM stability:	0.0 ? 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):

1.748

Half-life (T1/2):

4.341

ADMET: Toxicity

hERG Blockers:	0.053	hERG Blockers (10um):	0.218
Human Hepatotoxicity (H-HT):	0.409	Drug-induced Liver Injury (DILI):	0.805
AMES Toxicity:	0.818	Rat Oral Acute Toxicity:	0.01
Maximum Recommended Daily Dose:	0.017	Skin Sensitization:	0.88
Carcinogencity:	0.047	Eye Corrosion:	0.0
Eye Irritation:	0.05	Respiratory Toxicity:	0.002
Drug-induced Neurotoxicity:	0.004	Ototoxicity:	0.977
Hematotoxicity:	0.125	Drug-induced Nephrotoxicity:	0.692
Genotoxicity:	0.306	RPMI-8226 Immunitoxicity:	0.15
A549 Cytotoxicity:	0.156	Hek293 Cytotoxicity:	0.31
BCF:	0.422 ? 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:	3.143 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.617 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.755 ? 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
NPO29215	Millettia nitida	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29215	Millettia nitida	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29215	Millettia nitida	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 NPC98862 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	18953
0.1-0.2	26604
0.2-0.3	3385
0.3-0.4	668
0.4-0.5	173
0.5-0.6	58
0.6-0.7	11
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
0.7701	Intermediate Similarity	NPC303913
0.7262	Intermediate Similarity	NPC100720
0.7111	Intermediate Similarity	NPC475155
0.6739	Remote Similarity	NPC479405
0.6667	Remote Similarity	NPC479404
0.6196	Remote Similarity	NPC479407
0.6139	Remote Similarity	NPC475261
0.6136	Remote Similarity	NPC259070
0.6136	Remote Similarity	NPC211014
0.6136	Remote Similarity	NPC348541
0.6087	Remote Similarity	NPC479406
0.6082	Remote Similarity	NPC475366
0.6042	Remote Similarity	NPC473512
0.6	Remote Similarity	NPC231194
0.5823	Remote Similarity	NPC162680
0.58	Remote Similarity	NPC51326
0.5773	Remote Similarity	NPC44931
0.5714	Remote Similarity	NPC129827
0.57	Remote Similarity	NPC479403
0.5699	Remote Similarity	NPC479402
0.5688	Remote Similarity	NPC473895
0.5657	Remote Similarity	NPC186816
0.5556	Remote Similarity	NPC22062
0.5556	Remote Similarity	NPC473634
0.5556	Remote Similarity	NPC138811
0.551	Remote Similarity	NPC473657
0.55	Remote Similarity	NPC473571
0.55	Remote Similarity	NPC110941
0.5455	Remote Similarity	NPC67105
0.54	Remote Similarity	NPC210073
0.5376	Remote Similarity	NPC197896
0.5376	Remote Similarity	NPC105511
0.5376	Remote Similarity	NPC313163
0.5376	Remote Similarity	NPC161749
0.5347	Remote Similarity	NPC204693
0.534	Remote Similarity	NPC209296
0.5333	Remote Similarity	NPC235575
0.5326	Remote Similarity	NPC160515
0.53	Remote Similarity	NPC173582
0.53	Remote Similarity	NPC265885
0.53	Remote Similarity	NPC181465
0.53	Remote Similarity	NPC215710
0.53	Remote Similarity	NPC473438
0.53	Remote Similarity	NPC253788
0.5294	Remote Similarity	NPC475497
0.5263	Remote Similarity	NPC205076
0.5258	Remote Similarity	NPC99957
0.5248	Remote Similarity	NPC65563
0.5248	Remote Similarity	NPC470949
0.5243	Remote Similarity	NPC470443
0.5234	Remote Similarity	NPC244875
0.5233	Remote Similarity	NPC469622
0.5217	Remote Similarity	NPC3293
0.52	Remote Similarity	NPC295613
0.52	Remote Similarity	NPC236191
0.52	Remote Similarity	NPC187379
0.5165	Remote Similarity	NPC25547
0.5149	Remote Similarity	NPC301683
0.5149	Remote Similarity	NPC227508
0.5146	Remote Similarity	NPC126784
0.5146	Remote Similarity	NPC241423
0.5143	Remote Similarity	NPC142142
0.5098	Remote Similarity	NPC203259
0.5098	Remote Similarity	NPC33054
0.5098	Remote Similarity	NPC102028
0.5098	Remote Similarity	NPC176740
0.5098	Remote Similarity	NPC471725
0.5098	Remote Similarity	NPC134532
0.5098	Remote Similarity	NPC602582
0.505	Remote Similarity	NPC51774
0.5048	Remote Similarity	NPC473327
0.5048	Remote Similarity	NPC257714

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC98862 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4816
0.1-0.2	4262
0.2-0.3	60
0.3-0.4	4
0.4-0.5	3
0.5-0.6	5
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
0.5769	Remote Similarity	NPD7472	Pre-clinical
0.5376	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.534	Remote Similarity	NPD7054	Phase 4
0.5098	Remote Similarity	NPD6797	Phase 2
0.5094	Remote Similarity	NPD7251	Phase 2

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