NPASS Compound

Natural Product: NPC599788

Natural Product ID	NPC599788
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	XEDWWPGWIXPVRQ-UHFFFAOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL329522
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 30 31 0 0 0 0 0 0 0 0999 V2000 0.2222 1.4344 -2.0108 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1252 0.6856 -0.9761 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2215 0.4309 -0.4903 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5443 0.2157 0.8313 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8537 -0.0916 1.2091 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1973 -0.3141 2.5425 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8589 -0.1858 0.2716 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1743 -0.4891 0.6007 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5570 0.0287 -1.0554 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5701 -0.0639 -2.0077 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2692 0.3277 -1.4095 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3436 0.1729 -0.4013 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4181 -0.8315 0.5217 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6422 -1.3086 0.9975 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8229 -0.7670 0.5369 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0319 -1.2685 1.0322 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7886 0.2416 -0.3891 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9863 0.7710 -0.8382 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5645 0.6868 -0.8352 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6040 1.7219 -1.7828 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8072 0.3077 1.6243 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5014 0.4871 3.1177 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4045 -1.4773 0.6710 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4974 0.2962 -1.8487 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0699 0.4937 -2.4755 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5430 -1.3067 0.8931 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6998 -2.1049 1.7287 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8280 -1.3587 0.4106 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3769 0.5876 -1.7647 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5294 2.6782 -1.4179 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 1 0 5 7 2 0 7 8 1 0 7 9 1 0 9 10 1 0 9 11 2 0 2 12 1 0 12 13 2 0 13 14 1 0 14 15 2 0 15 16 1 0 15 17 1 0 17 18 1 0 17 19 2 0 19 20 1 0 11 3 1 0 19 12 1 0 4 21 1 0 6 22 1 0 8 23 1 0 10 24 1 0 11 25 1 0 13 26 1 0 14 27 1 0 16 28 1 0 18 29 1 0 20 30 1 0 M END

Standard InCHIKey	XEDWWPGWIXPVRQ-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C13H10O7/c14-7-2-1-6(11(18)13(7)20)10(17)5-3-8(15)12(19)9(16)4-5/h1-4,14-16,18-20H
SMILES	O=C(c1cc(O)c(O)c(O)c1)c1ccc(O)c(O)c1O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	278.04	Volume:	259.368 ? Van der Waals volume.
Dense:	1.072	LogP:	1.284 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.377 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.695 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	2.0	Rigid Bonds:	13.0
TPSA:	138.45 ? Topological Polar Surface Area.	H-Bond Acceptor:	7.0
H-Bond Donor:	6.0	Rings:	2.0
Heavy Atoms:	7.0

MedChem Properties

QED Drug-Likeness Score:	0.358	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.469	Fsp³:	0.0
MCE-18:	15.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Rejected
Golden Triangle Rule:	Rejected	BMS Rule:	1
Chelating Alert:	1	PAINS Alert:	1
Colloidal aggregators:	0.726	Fluc inhibitor:	0.318 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.413 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.011 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.795	Promiscuous compounds:	0.689

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.395	MDCK Permeability:	-4.839
Pgp-inhibitor:	0.0	Pgp-substrate:	0.001
PAMPA:	0.967 ? 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):	0.022
20% Bioavailability (F20%):	0.921	30% Bioavailability (F30%):	0.921
50% Bioavailability (F50%):	0.988

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.005	MRP1:	0.982
Plasma Protein Binding (PPB):	90.226%	Volume Distribution (VD):	-0.377
Fu:	9.283% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.943
OATP1B3 inhibitor:	0.959	BCRP inhibitor:	0.666
BSEP inhibitor:	0.001

ADMET: Metabolism

CYP1A2-inhibitor:	0.019	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.756
CYP2C9-inhibitor:	0.003	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.057	CYP2D6-substrate:	0.998
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.014
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.999
HLM stability:	0.152 ? 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):

11.198

Half-life (T1/2):

2.038

ADMET: Toxicity

hERG Blockers:	0.074	hERG Blockers (10um):	0.852
Human Hepatotoxicity (H-HT):	0.305	Drug-induced Liver Injury (DILI):	0.793
AMES Toxicity:	0.708	Rat Oral Acute Toxicity:	0.2
Maximum Recommended Daily Dose:	0.724	Skin Sensitization:	1.0
Carcinogencity:	0.216	Eye Corrosion:	0.035
Eye Irritation:	0.996	Respiratory Toxicity:	0.522
Drug-induced Neurotoxicity:	0.001	Ototoxicity:	0.929
Hematotoxicity:	0.016	Drug-induced Nephrotoxicity:	0.009
Genotoxicity:	0.984	RPMI-8226 Immunitoxicity:	0.003
A549 Cytotoxicity:	0.995	Hek293 Cytotoxicity:	0.193
BCF:	0.972 ? 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:	3.311 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.338 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.066 ? 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
NPO56520	Terminalia ferdinandiana	Genus	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]

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
IC50	15
Inhibition	7
EC50	1
AC50	6
LTKB_BD DILI severity score	1
Hepatotoxicity (acute)	2
Hepatotoxicity (malignant tumour)	1
MTC	2
Hepatotoxicity (comment)	1
PC50	2
Hepatotoxicity (mechanism)	1
DILI_Concern	1
Inhibition index	1
Activity	1
Hepatotoxicity (moderate)	2
Hepatotoxicity (successful reintroduction)	1
Hepatotoxicity (cytolytic)	1
TC50	2
Hepatotoxicity (chronic liver disease)	1
Hepatotoxicity (choleostasis)	1
Hepatotoxicity (severe hepatitis)	1
Hepatotoxicity (cirrhosis)	1
Hepatotoxicity (steatosis)	1
Safety index	1
Hepatotoxicity (granulomatous hepatitis)	1
Hepatotoxicity (animal toxicity known)	1
Hepatotoxicity (association with vascular disease)	1
Hepatotoxicity (benign tumour)	1
Hepatotoxicity (time to onset)	1
DILI positive/negative	1

Activity Type	# Activity
Cell line	6
Unchecked	31
Organism	5
Single protein	4
Individual protein	3
Phenotype	2
Non-molecular	9

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	IC50	=	4380.0	nM	Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	17.44	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT692	Individual protein	Histone deacetylase 6	Homo sapiens	Inhibition	=	-1.28	%	HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators
NPT684	Individual protein	Histone deacetylase 1	Homo sapiens	EC50	=	45.0	nM	PMID[37974956]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	90.77	%	Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen
NPT22753	Single protein	Replicase polyprotein 1ab	Middle East respiratory syndrome-related coronavirus (isolate UnitedKingdom/H123990006/2012) (Betacoronavirus England 1) (Humancoronavirus EMC)	Inhibition	=	0.0	%	Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen
NPT22753	Single protein	Replicase polyprotein 1ab	Middle East respiratory syndrome-related coronavirus (isolate UnitedKingdom/H123990006/2012) (Betacoronavirus England 1) (Humancoronavirus EMC)	IC50	>	10000.0	nM	Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT804	Cell line	HT-22	Mus musculus	MTC	=	50.0	uM	PMID[10571150]
NPT804	Cell line	HT-22	Mus musculus	PC50	>	10.0	uM	PMID[10571150]
NPT804	Cell line	HT-22	Mus musculus	MTC	=	10.0	uM	PMID[10571150]
NPT804	Cell line	HT-22	Mus musculus	TC50	=	91.0	uM	PMID[10571150]
NPT804	Cell line	HT-22	Mus musculus	TC50	=	34.0	uM	PMID[10571150]
NPT28438	Unchecked	Unchecked	n.a.	IC50	n.a.	10000.0	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	192.37	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	AC50	n.a.	1778.3	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	9951.6	nM	PubChem BioAssay data set
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-1.48	%	Identification of inhibitors of SARS-CoV-2 in-vitro cellular toxicity in human (Caco-2) cells using a large scale drug repurposing collection
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	16303.6	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	69.11	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	9382.07	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	12767.0	nM	PubChem BioAssay data set
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-0.04	%	Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (acute)	=	9.0	n.a.	PMID[15646539]
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (malignant tumour)	=	0.0	n.a.	PMID[15646539]
NPT28438	Unchecked	Unchecked	n.a.	Ac50	n.a.	1.778	uM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (comment)	n.a.	n.a.	n.a.	PMID[15646539]
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	9449.4	nM	PubChem BioAssay data set
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition index	=	0.9092	n.a.	In vitro screening of a FDA approved chemical library reveals potential inhibitors of SARS-CoV-2 replication
NPT28438	Unchecked	Unchecked	n.a.	Activity	=	80.0	%	PMID[37974956]
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	11887.4	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (successful reintroduction)	n.a.	n.a.	n.a.	PMID[15646539]
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (cytolytic)	=	9.0	n.a.	PMID[15646539]
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (chronic liver disease)	=	0.0	n.a.	PMID[15646539]
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (choleostasis)	=	0.0	n.a.	PMID[15646539]
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (severe hepatitis)	=	4.0	n.a.	PMID[15646539]
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (cirrhosis)	=	0.0	n.a.	PMID[15646539]
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (steatosis)	=	0.0	n.a.	PMID[15646539]
NPT28438	Unchecked	Unchecked	n.a.	Hepatotoxicity (association with vascular disease)	=	0.0	n.a.	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (mechanism)	n.a.	n.a.	n.a.	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (acute)	=	0.0	%	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (moderate)	=	0.0	n.a.	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (moderate)	=	0.0	%	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Safety index	=	n.a.	n.a.	PMID[10571150]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (granulomatous hepatitis)	=	0.0	n.a.	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (animal toxicity known)	n.a.	n.a.	n.a.	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (benign tumour)	=	0.0	n.a.	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (time to onset)	n.a.	n.a.	n.a.	PMID[15646539]
NPT605	Organism	Homo sapiens	Homo sapiens	DILI_Concern	n.a.	n.a.	n.a.	PMID[26948801]
NPT20596	Phenotype	Hepatotoxicity	n.a.	LTKB_BD DILI severity score	n.a.	n.a.	n.a.	PMID[21624500]
NPT20596	Phenotype	Hepatotoxicity	n.a.	DILI positive/negative	=	1.0	n.a.	PMID[22194678]

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
-	Rattus norvegicus	LD50	=	1425.0	mg/kg	ToxVal
-	Homo sapiens	DILI_severity_class	=	8.0	n.a.	PMID[26948801]

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 NPC599788 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	30546
0.1-0.2	17594
0.2-0.3	1663
0.3-0.4	52
0.4-0.5	2
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	Natural Product ID
0.5526	Remote Similarity	NPC107672

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC599788 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5653
0.1-0.2	3369
0.2-0.3	120
0.3-0.4	7
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	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD943	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