NPASS Compound

Natural Product: NPC483707

Natural Product ID	NPC483707
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	QLRKRAVCZXWQPN-KJLCVKRCSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds]

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 76 80 0 0 0 0 0 0 0 0999 V2000 -10.9907 2.2372 0.7035 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7527 2.3701 1.3907 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6583 1.6757 0.8854 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7623 0.8830 -0.2434 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6640 0.1805 -0.7564 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4349 0.2548 -0.1529 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3322 1.0449 0.9712 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4108 1.7399 1.4828 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2562 -0.4558 -0.6343 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2771 -1.2692 -1.7477 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1534 -1.9340 -2.1868 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1804 -2.6850 -3.2174 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9879 -1.7606 -1.4709 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0112 -0.9344 -0.3590 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8143 -0.7983 0.3188 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6493 -1.4327 -0.0608 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6981 -2.2484 -1.1870 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8707 -2.4148 -1.8974 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9345 -3.2251 -3.0231 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4109 -2.9234 -1.6453 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7390 -4.2178 -1.2409 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5557 -1.3262 0.5785 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8862 -0.5571 1.6871 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1210 -1.4687 2.8659 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1234 -2.5069 2.4801 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0899 -1.9279 1.5063 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1939 -0.4232 1.5889 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1817 -0.0088 0.5235 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4390 1.3343 0.4645 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3637 1.5670 -0.5405 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8281 2.4208 -1.6675 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0070 2.6406 -2.6181 C 0 0 1 0 0 0 0 0 0 0 0 0 7.0107 3.5079 -1.8898 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7287 3.4211 -0.3929 C 0 0 2 0 0 0 0 0 0 0 0 0 7.8543 3.8926 0.2702 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5357 2.0996 -0.0012 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9294 4.8286 -2.2661 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5879 1.4372 -2.9513 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8852 1.6259 -2.3477 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9924 0.2127 1.3489 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3738 -2.4346 1.8066 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4437 -3.5595 1.8485 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5300 -0.7635 3.9955 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1136 -0.3371 -0.0023 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.2720 1.1504 0.7673 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.7872 2.8425 1.1824 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8865 2.4585 -0.3784 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7338 0.8143 -0.7357 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7941 -0.4230 -1.6384 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3440 1.1032 1.4554 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2943 2.3567 2.3750 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1829 -1.4111 -2.3150 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7882 -0.1698 1.1809 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5160 -2.8444 -3.8642 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0508 -4.5884 -0.4782 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7834 -4.1654 -0.8215 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7535 -4.8555 -2.1552 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0336 0.1084 2.0140 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1343 -1.9148 3.1211 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6561 -2.9416 3.3569 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9024 -2.2136 0.4541 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6081 -0.0867 2.5630 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1504 -0.5216 0.7369 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8555 -0.4139 -0.4804 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6408 0.5989 -1.0074 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4090 3.3774 -1.3628 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7103 3.1624 -3.5367 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0384 3.1558 -2.0946 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8668 4.0195 -0.0949 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2472 3.2571 0.9044 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7578 5.4115 -1.5059 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3296 1.1807 -2.3325 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7421 1.9892 -3.2731 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5110 -3.3380 1.4409 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8271 -4.4432 2.0634 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7322 -0.4169 4.4834 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 6 9 1 0 9 10 2 0 10 11 1 0 11 12 2 0 11 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 16 17 1 0 17 18 2 0 18 19 1 0 17 20 1 0 20 21 1 0 16 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 34 36 1 0 33 37 1 0 32 38 1 0 31 39 1 0 27 40 1 0 26 41 1 0 25 42 1 0 24 43 1 0 14 44 1 0 8 3 1 0 44 9 1 0 18 13 1 0 40 23 1 0 36 30 1 0 1 45 1 0 1 46 1 0 1 47 1 0 4 48 1 0 5 49 1 0 7 50 1 0 8 51 1 0 10 52 1 0 15 53 1 0 19 54 1 0 21 55 1 0 21 56 1 0 21 57 1 0 23 58 1 1 24 59 1 1 25 60 1 1 26 61 1 6 27 62 1 1 28 63 1 0 28 64 1 0 30 65 1 0 31 66 1 1 32 67 1 6 33 68 1 1 34 69 1 6 35 70 1 0 37 71 1 0 38 72 1 0 39 73 1 0 41 74 1 0 42 75 1 0 43 76 1 0 M END

Standard InCHIKey	QLRKRAVCZXWQPN-KJLCVKRCSA-N
Standard InCHI	InChI=1S/C28H32O16/c1-38-11-5-3-10(4-6-11)13-7-12(29)17-14(41-13)8-15(25(39-2)19(17)31)42-28-24(36)20(32)18(30)16(43-28)9-40-27-23(35)21(33)22(34)26(37)44-27/h3-8,16,18,20-24,26-28,30-37H,9H2,1-2H3/t16-,18-,20+,21-,22-,23-,24-,26-,27?,28-/m1/s1
SMILES	COc1ccc(cc1)c1cc(=O)c2c(cc(c(c2O)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](COC3[C@@H]([C@@H]([C@H]([C@H](O)O3)O)O)O)O2)O)O)O)o1

Calculated Properties

Physi-Chem Properties

Molecular Weight:	624.17	Volume:	569.614 ? Van der Waals volume.
Dense:	1.096	LogP:	1.158 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.572 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.6 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	30.0
TPSA:	247.43 ? Topological Polar Surface Area.	H-Bond Acceptor:	16.0
H-Bond Donor:	8.0	Rings:	5.0
Heavy Atoms:	16.0

MedChem Properties

QED Drug-Likeness Score:	0.137	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.708	Fsp³:	0.464
MCE-18:	118.585 ? 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:	0
Colloidal aggregators:	0.597	Fluc inhibitor:	0.273 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.825 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.733 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.051	Promiscuous compounds:	0.24

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.27	MDCK Permeability:	-5.318
Pgp-inhibitor:	0.0	Pgp-substrate:	0.764
PAMPA:	0.995 ? 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):	0.925
20% Bioavailability (F20%):	0.098	30% Bioavailability (F30%):	0.929
50% Bioavailability (F50%):	0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.13
Plasma Protein Binding (PPB):	86.983%	Volume Distribution (VD):	-0.208
Fu:	12.051% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.376
BSEP inhibitor:	0.057

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.002	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.002 ? 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):

1.28

Half-life (T1/2):

4.446

ADMET: Toxicity

hERG Blockers:	0.024	hERG Blockers (10um):	0.146
Human Hepatotoxicity (H-HT):	0.301	Drug-induced Liver Injury (DILI):	0.941
AMES Toxicity:	0.86	Rat Oral Acute Toxicity:	0.011
Maximum Recommended Daily Dose:	0.06	Skin Sensitization:	0.904
Carcinogencity:	0.05	Eye Corrosion:	0.0
Eye Irritation:	0.11	Respiratory Toxicity:	0.014
Drug-induced Neurotoxicity:	0.001	Ototoxicity:	0.953
Hematotoxicity:	0.126	Drug-induced Nephrotoxicity:	0.773
Genotoxicity:	0.564	RPMI-8226 Immunitoxicity:	0.257
A549 Cytotoxicity:	0.055	Hek293 Cytotoxicity:	0.276
BCF:	0.296 ? 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:	3.018 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.489 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.688 ? 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
NPO40190	Lippia rubella	Species	Verbenaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30817148]

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

Activity Type	# Activity
MIC	3

Activity Type	# Activity
Organism	3

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
NPT188	Organism	Candida parapsilosis	Candida parapsilosis	MIC	>	125.0	ug.mL-1	PMID[30817148]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	125.0	ug.mL-1	PMID[30817148]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	MIC	>	125.0	ug.mL-1	PMID[30817148]

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 NPC483707 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	18919
0.1-0.2	27215
0.2-0.3	2770
0.3-0.4	687
0.4-0.5	202
0.5-0.6	45
0.6-0.7	13
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
0.8256	Intermediate Similarity	NPC204693
0.7882	Intermediate Similarity	NPC211594
0.6977	Remote Similarity	NPC186807
0.6774	Remote Similarity	NPC22062
0.6774	Remote Similarity	NPC473634
0.6774	Remote Similarity	NPC138811
0.6552	Remote Similarity	NPC58053
0.6522	Remote Similarity	NPC172807
0.6429	Remote Similarity	NPC488089
0.6327	Remote Similarity	NPC473623
0.6277	Remote Similarity	NPC254540
0.6044	Remote Similarity	NPC105025
0.6042	Remote Similarity	NPC295613
0.6042	Remote Similarity	NPC473657
0.6	Remote Similarity	NPC209296
0.596	Remote Similarity	NPC46202
0.5914	Remote Similarity	NPC609451
0.5851	Remote Similarity	NPC605067
0.5816	Remote Similarity	NPC44931
0.5806	Remote Similarity	NPC201292
0.5758	Remote Similarity	NPC233994
0.5699	Remote Similarity	NPC181712
0.566	Remote Similarity	NPC11468
0.5625	Remote Similarity	NPC99957
0.5625	Remote Similarity	NPC602805
0.56	Remote Similarity	NPC473512
0.56	Remote Similarity	NPC129827
0.56	Remote Similarity	NPC210073
0.5591	Remote Similarity	NPC93337
0.5591	Remote Similarity	NPC95090
0.5591	Remote Similarity	NPC27408
0.5556	Remote Similarity	NPC145379
0.5545	Remote Similarity	NPC488087
0.5524	Remote Similarity	NPC101636
0.549	Remote Similarity	NPC284277
0.549	Remote Similarity	NPC475366
0.549	Remote Similarity	NPC475497
0.5446	Remote Similarity	NPC488086
0.5437	Remote Similarity	NPC211532
0.5437	Remote Similarity	NPC488364
0.5405	Remote Similarity	NPC488083
0.54	Remote Similarity	NPC187379
0.5368	Remote Similarity	NPC45638
0.5364	Remote Similarity	NPC473644
0.5347	Remote Similarity	NPC15358
0.5327	Remote Similarity	NPC135358
0.5315	Remote Similarity	NPC311850
0.5306	Remote Similarity	NPC607707
0.5288	Remote Similarity	NPC65711
0.5192	Remote Similarity	NPC64051
0.5175	Remote Similarity	NPC68592
0.514	Remote Similarity	NPC477629
0.5094	Remote Similarity	NPC229409
0.5093	Remote Similarity	NPC298171
0.5088	Remote Similarity	NPC488088
0.5051	Remote Similarity	NPC243930
0.5049	Remote Similarity	NPC67105
0.5047	Remote Similarity	NPC270675
0.5047	Remote Similarity	NPC195685
0.5042	Remote Similarity	NPC262222

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC483707 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5039
0.1-0.2	4031
0.2-0.3	69
0.3-0.4	6
0.4-0.5	3
0.5-0.6	1
0.6-0.7	1
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
0.6	Remote Similarity	NPD7054	Phase 4
0.5229	Remote Similarity	NPD7472	Pre-clinical

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