NPASS Compound

Structure

CID317237 OpenBabel06191716142D 22 25 0 0 1 0 0 0 0 0999 V2000 -0.8341 -2.4092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -2.8908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1731 0.4815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1730 -1.4460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5040 0.4816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8343 0.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3382 -0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8342 -1.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3382 -0.9642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8346 -2.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0074 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0073 -0.9643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -0.9641 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8345 -1.4456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -0.9640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -0.0001 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7100 -2.9143 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8734 0.4996 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8733 -1.4643 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7097 -0.9401 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6692 0.9999 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 8 1 0 0 0 0 2 10 1 0 0 0 0 3 7 2 0 0 0 0 3 11 1 0 0 0 0 4 9 2 0 0 0 0 4 12 1 0 0 0 0 5 7 1 0 0 0 0 5 16 1 0 0 0 0 6 16 1 0 0 0 0 6 22 1 0 0 0 0 7 9 1 0 0 0 0 8 13 1 0 0 0 0 8 15 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 14 15 1 0 0 0 0 14 20 1 0 0 0 0 15 22 1 0 0 0 0 16 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	302.08
Volume:	287.989
LogP:	1.584
LogD:	1.064
LogS:	-3.122
# Rotatable Bonds:	0
TPSA:	110.38
# H-Bond Aceptor:	6
# H-Bond Donor:	5
# Rings:	4
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.469
Synthetic Accessibility Score:	3.858
Fsp3:	0.25
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	2
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.581
MDCK Permeability:	7.999165973160416e-06
Pgp-inhibitor:	0.012
Pgp-substrate:	0.076
Human Intestinal Absorption (HIA):	0.151
20% Bioavailability (F20%):	0.995
30% Bioavailability (F30%):	0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.007
Plasma Protein Binding (PPB):	96.04920959472656%
Volume Distribution (VD):	0.526
Pgp-substrate:	5.077950477600098%

ADMET: Metabolism

CYP1A2-inhibitor:	0.235
CYP1A2-substrate:	0.491
CYP2C19-inhibitor:	0.041
CYP2C19-substrate:	0.063
CYP2C9-inhibitor:	0.367
CYP2C9-substrate:	0.633
CYP2D6-inhibitor:	0.066
CYP2D6-substrate:	0.305
CYP3A4-inhibitor:	0.191
CYP3A4-substrate:	0.277

ADMET: Excretion

Clearance (CL):	19.619
Half-life (T1/2):	0.718

ADMET: Toxicity

hERG Blockers:	0.035
Human Hepatotoxicity (H-HT):	0.083
Drug-inuced Liver Injury (DILI):	0.35
AMES Toxicity:	0.703
Rat Oral Acute Toxicity:	0.349
Maximum Recommended Daily Dose:	0.934
Skin Sensitization:	0.928
Carcinogencity:	0.119
Eye Corrosion:	0.003
Eye Irritation:	0.9
Respiratory Toxicity:	0.192

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs

Natural Product: NPC317237

Natural Product ID:	NPC317237
*Common Name:**	Haematoxylin
IUPAC Name:	7,11b-dihydro-6H-indeno[2,1-c]chromene-3,4,6a,9,10-pentol
Synonyms:
Standard InCHIKey:	WZUVPPKBWHMQCE-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C16H14O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,13,17-21H,5-6H2
SMILES:	C1C2=CC(=C(C=C2C3C1(COC4=C3C=CC(=C4O)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1479103
PubChem CID:	10603
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000123] Benzopyrans [CHEMONTID:0003410] 1-benzopyrans

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO31133	Haematoxylum campechianum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12751322]

☑ 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	NP ID	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
AC50	3
EC50	6
IC50	14
Potency	104

Activity Type	# Activity
Individual Protein	103
NON-MOLECULAR	2
Organism	2
Others	17
Protein Complex	1
Protein-Protein Interaction	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT149	Individual Protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	1584.9	nM	PMID[495503]
NPT47	Individual Protein	ATP-dependent DNA helicase Q1	Homo sapiens	Potency	=	39810.7	nM	PMID[495504]
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	707.9	nM	PMID[495503]
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	10000.0	nM	PMID[495504]
NPT2741	Individual Protein	Pyruvate kinase	Leishmania mexicana	Potency	=	8912.5	nM	PMID[495504]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	251.2	nM	PMID[495504]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	891.3	nM	PMID[495503]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	2818.4	nM	PMID[495503]
NPT2628	Individual Protein	Luciferase	Photuris pennsylvanica	Potency	=	12589.3	nM	PMID[495503]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	3162.3	nM	PMID[495504]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	3981.1	nM	PMID[495503]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	3981.1	nM	PMID[495504]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	12589.3	nM	PMID[495503]
NPT3	Individual Protein	Thioredoxin glutathione reductase	Schistosoma mansoni	Potency	=	707.9	nM	PMID[495504]
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	2511.9	nM	PMID[495504]
NPT583	Individual Protein	Inositol monophosphatase 1	Rattus norvegicus	Potency	=	4466.8	nM	PMID[495503]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	25118.9	nM	PMID[495503]
NPT3835	Individual Protein	Mannose-6-phosphate isomerase	Homo sapiens	IC50	=	26374.0	nM	PMID[495504]
NPT282	Individual Protein	MAP kinase ERK2	Homo sapiens	Potency	=	15848.9	nM	PMID[495503]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	19952.6	nM	PMID[495504]
NPT55	Individual Protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	6294.6	nM	PMID[495503]
NPT55	Individual Protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	19905.4	nM	PMID[495504]
NPT282	Individual Protein	MAP kinase ERK2	Homo sapiens	Potency	=	31622.8	nM	PMID[495504]
NPT282	Individual Protein	MAP kinase ERK2	Homo sapiens	Potency	=	11220.2	nM	PMID[495503]
NPT57	Individual Protein	Induced myeloid leukemia cell differentiation protein Mcl-1	Homo sapiens	IC50	=	3439.26	nM	PMID[495504]
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	1122.0	nM	PMID[495503]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	15848.9	nM	PMID[495503]
NPT524	Individual Protein	Serine-protein kinase ATM	Homo sapiens	Potency	=	35481.3	nM	PMID[495504]
NPT539	Individual Protein	Cellular tumor antigen p53	Homo sapiens	Potency	=	31622.8	nM	PMID[495503]
NPT60	Individual Protein	Lysosomal alpha-glucosidase	Homo sapiens	Potency	=	3162.3	nM	PMID[495504]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	15848.9	nM	PMID[495503]
NPT59	Individual Protein	DNA polymerase beta	Homo sapiens	Potency	=	12589.3	nM	PMID[495504]
NPT61	Individual Protein	Beta-glucocerebrosidase	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[495503]
NPT532	Individual Protein	Lysine-specific demethylase 4A	Homo sapiens	Potency	n.a.	3548.1	nM	PMID[495504]
NPT62	Individual Protein	6-phospho-1-fructokinase	Trypanosoma brucei	Potency	n.a.	849.2	nM	PMID[495504]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	25929.0	nM	PMID[495504]
NPT2865	Individual Protein	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Plasmodium berghei	IC50	=	4740.0	nM	PMID[495504]
NPT443	Individual Protein	Histone acetyltransferase GCN5	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[495503]
NPT62	Individual Protein	6-phospho-1-fructokinase	Trypanosoma brucei	Potency	n.a.	4775.5	nM	PMID[495504]
NPT4	Individual Protein	Large T antigen	Simian virus 40	IC50	n.a.	4660.0	nM	PMID[495504]
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	3162.3	nM	PMID[495504]
NPT63	Individual Protein	Bromodomain adjacent to zinc finger domain protein 2B	Homo sapiens	Potency	n.a.	44668.4	nM	PMID[495504]
NPT1139	Individual Protein	Arachidonate 15-lipoxygenase, type II	Homo sapiens	Potency	n.a.	398.1	nM	PMID[495503]
NPT62	Individual Protein	6-phospho-1-fructokinase	Trypanosoma brucei	Potency	n.a.	425.6	nM	PMID[495504]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	22387.2	nM	PMID[495503]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[495504]
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	7943.3	nM	PMID[495504]
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	22387.2	nM	PMID[495505]
NPT2630	Individual Protein	mRNA interferase MazF	Escherichia coli K-12	EC50	=	72800.0	nM	PMID[495504]
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	177.8	nM	PMID[495503]
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[495504]
NPT2865	Individual Protein	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Plasmodium berghei	IC50	=	25900.0	nM	PMID[495504]
NPT484	Individual Protein	Luciferin 4-monooxygenase	Photinus pyralis	Potency	n.a.	8492.1	nM	PMID[495504]
NPT2630	Individual Protein	mRNA interferase MazF	Escherichia coli K-12	EC50	=	30100.0	nM	PMID[495504]
NPT2865	Individual Protein	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Plasmodium berghei	IC50	=	29500.0	nM	PMID[495504]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	50118.7	nM	PMID[495503]
NPT534	Individual Protein	Phosphoglycerate kinase, glycosomal	Trypanosoma brucei brucei	Potency	n.a.	28183.8	nM	PMID[495504]
NPT2971	Individual Protein	DNA dC->dU-editing enzyme APOBEC-3F	Homo sapiens	Potency	n.a.	31622.8	nM	PMID[495504]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	14581.0	nM	PMID[495504]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	580.5	nM	PMID[495504]
NPT478	Individual Protein	Ataxin-2	Homo sapiens	Potency	n.a.	25118.9	nM	PMID[495504]
NPT1853	Individual Protein	Putative uncharacterized protein	Trypanosoma brucei brucei (strain 927/4 GUTat10.1)	Potency	n.a.	10000.0	nM	PMID[495504]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	25118.9	nM	PMID[495505]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[495504]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	4610.9	nM	PMID[495503]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	5173.5	nM	PMID[495503]
NPT1854	Individual Protein	Phosphoglycerate kinase	Trypanosoma brucei brucei (strain 927/4 GUTat10.1)	Potency	n.a.	5798.8	nM	PMID[495504]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[495505]
NPT2852	Individual Protein	Prion protein	Homo sapiens	IC50	=	13956.0	nM	PMID[495504]
NPT2970	Individual Protein	Fibrinogen beta chain	Homo sapiens	IC50	>	83295.0	nM	PMID[495504]
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[495504]
NPT2970	Individual Protein	Fibrinogen beta chain	Homo sapiens	IC50	=	9328.0	nM	PMID[495504]
NPT446	Individual Protein	Rap guanine nucleotide exchange factor 3	Homo sapiens	Potency	n.a.	50118.7	nM	PMID[495504]
NPT1040	Individual Protein	Human immunodeficiency virus type 1 Tat protein	Human immunodeficiency virus type 1 group M subtype B (isolate HXB2)(HIV-1)	IC50	n.a.	11696.0	nM	PMID[495504]
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	39810.7	nM	PMID[495503]
NPT2	Others	Unspecified		Potency	=	10000.0	nM	PMID[495503]
NPT93	Individual Protein	Survival motor neuron protein	Homo sapiens	Potency	=	11220.2	nM	PMID[495503]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	11220.2	nM	PMID[495503]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	39810.7	nM	PMID[495504]
NPT792	Individual Protein	Arachidonate 15-lipoxygenase	Homo sapiens	Potency	=	5011.9	nM	PMID[495503]
NPT864	Individual Protein	Lethal(3)malignant brain tumor-like protein 1	Homo sapiens	Potency	=	125.9	nM	PMID[495504]
NPT2	Others	Unspecified		Potency	n.a.	20596.2	nM	PMID[495504]
NPT1509	Protein Complex	Cyclin-dependent kinase 5/CDK5 activator 1	Homo sapiens	AC50	=	17507.0	nM	PMID[495504]
NPT798	Individual Protein	Alkaline phosphatase placental-like	Homo sapiens	EC50	=	60400.0	nM	PMID[495504]
NPT2	Others	Unspecified		Potency	n.a.	10000.0	nM	PMID[495504]
NPT801	Individual Protein	Intestinal alkaline phosphatase	Homo sapiens	EC50	=	50000.0	nM	PMID[495504]
NPT802	Individual Protein	Alkaline phosphatase, tissue-nonspecific isozyme	Homo sapiens	EC50	=	85700.0	nM	PMID[495504]
NPT799	Individual Protein	Intestinal alkaline phosphatase	Mus musculus	EC50	n.a.	62100.0	nM	PMID[495504]
NPT2	Others	Unspecified		AC50	=	6080.0	nM	PMID[495504]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	2616.9	nM	PMID[495504]
NPT905	Individual Protein	Glucose-6-phosphate 1-dehydrogenase	Homo sapiens	IC50	=	66500.0	nM	PMID[495504]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	12589.3	nM	PMID[495504]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	8912.5	nM	PMID[495505]
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[495505]
NPT698	Individual Protein	Regulator of G-protein signaling 4	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[495504]
NPT803	Individual Protein	Flap endonuclease 1	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[495504]
NPT803	Individual Protein	Flap endonuclease 1	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[495505]
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	7943.3	nM	PMID[495504]
NPT9	Individual Protein	DNA polymerase eta	Homo sapiens	Potency	n.a.	7079.5	nM	PMID[495504]
NPT917	Individual Protein	Dengue virus type 2 NS3 protein	Dengue virus type 2 (strain Thailand/16681/1984) (DENV-2)	IC50	n.a.	17360.0	nM	PMID[495504]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	11689.1	nM	PMID[495504]
NPT2	Others	Unspecified		Potency	n.a.	28183.8	nM	PMID[495504]
NPT821	Individual Protein	Werner syndrome ATP-dependent helicase	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[495504]
NPT755	Individual Protein	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Homo sapiens	Potency	n.a.	63095.7	nM	PMID[495504]
NPT2	Others	Unspecified		AC50	=	19550.0	nM	PMID[495504]
NPT2	Others	Unspecified		Potency	n.a.	14125.4	nM	PMID[495503]
NPT2	Others	Unspecified		Potency	n.a.	3548.1	nM	PMID[495505]
NPT2	Others	Unspecified		Potency	n.a.	2511.9	nM	PMID[495504]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	n.a.	3.3	nM	PMID[495506]
NPT9	Individual Protein	DNA polymerase eta	Homo sapiens	Potency	n.a.	26854.5	nM	PMID[495504]
NPT2	Others	Unspecified		Potency	n.a.	1995.3	nM	PMID[495504]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	138059.0	nM	PMID[495504]
NPT2	Others	Unspecified		Potency	n.a.	17782.8	nM	PMID[495503]
NPT831	Individual Protein	Serine/threonine-protein kinase PLK1	Homo sapiens	Potency	n.a.	29934.9	nM	PMID[495504]
NPT2	Others	Unspecified		Potency	n.a.	11220.2	nM	PMID[495503]
NPT2	Others	Unspecified		Potency	n.a.	1258.9	nM	PMID[495504]
NPT803	Individual Protein	Flap endonuclease 1	Homo sapiens	Potency	n.a.	33807.8	nM	PMID[495504]
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	23778.1	nM	PMID[495504]
NPT2	Others	Unspecified		Potency	n.a.	3981.1	nM	PMID[495503]
NPT2	Others	Unspecified		Potency	n.a.	39810.7	nM	PMID[495504]
NPT2	Others	Unspecified		Potency	n.a.	28183.8	nM	PMID[495503]
NPT2	Others	Unspecified		IC50	n.a.	460.0	nM	PMID[495504]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC317237 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	520
0.1-0.2	1779
0.2-0.3	4578
0.3-0.4	12281
0.4-0.5	5850
0.5-0.6	4337
0.6-0.7	7530
0.7-0.8	4543
0.8-0.85	811
0.85-0.9	400
0.9-0.95	59
0.95-1	9

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC277951
1.0	High Similarity	NPC44530
0.9926	High Similarity	NPC135767
0.9926	High Similarity	NPC155392
0.9926	High Similarity	NPC274721
0.9855	High Similarity	NPC211758
0.9855	High Similarity	NPC87794
0.9559	High Similarity	NPC94994
0.9209	High Similarity	NPC232164
0.9209	High Similarity	NPC473739
0.9209	High Similarity	NPC236306
0.9203	High Similarity	NPC265433
0.9203	High Similarity	NPC248727
0.9203	High Similarity	NPC162659
0.9203	High Similarity	NPC270456
0.9143	High Similarity	NPC184797
0.9143	High Similarity	NPC309124
0.9071	High Similarity	NPC25966
0.9071	High Similarity	NPC319647
0.9071	High Similarity	NPC70682
0.9071	High Similarity	NPC127218
0.9071	High Similarity	NPC245207
0.9071	High Similarity	NPC260741
0.9065	High Similarity	NPC230734
0.9065	High Similarity	NPC234952
0.9065	High Similarity	NPC227503
0.9065	High Similarity	NPC269091
0.9065	High Similarity	NPC474639
0.9065	High Similarity	NPC302701
0.9058	High Similarity	NPC317380
0.9051	High Similarity	NPC86655
0.9051	High Similarity	NPC202762
0.9021	High Similarity	NPC473108
0.9014	High Similarity	NPC107161
0.9014	High Similarity	NPC204347
0.9014	High Similarity	NPC475891
0.9014	High Similarity	NPC2613
0.9014	High Similarity	NPC59841
0.9	High Similarity	NPC276490
0.8993	High Similarity	NPC94750
0.8993	High Similarity	NPC121812
0.8993	High Similarity	NPC112939
0.8993	High Similarity	NPC151224
0.8993	High Similarity	NPC164787
0.8993	High Similarity	NPC112246
0.8993	High Similarity	NPC474206
0.8993	High Similarity	NPC470356
0.8944	High Similarity	NPC471389
0.8944	High Similarity	NPC35216
0.8944	High Similarity	NPC247291
0.8936	High Similarity	NPC32630
0.8929	High Similarity	NPC173660
0.8929	High Similarity	NPC306441
0.8929	High Similarity	NPC16435
0.8913	High Similarity	NPC126029
0.8913	High Similarity	NPC261619
0.8913	High Similarity	NPC61477
0.8913	High Similarity	NPC219876
0.8913	High Similarity	NPC15658
0.8913	High Similarity	NPC78770
0.8913	High Similarity	NPC127624
0.8913	High Similarity	NPC185604
0.8905	High Similarity	NPC91291
0.8897	High Similarity	NPC233980
0.8897	High Similarity	NPC226331
0.8897	High Similarity	NPC46274
0.8889	High Similarity	NPC45257
0.8889	High Similarity	NPC50250
0.8889	High Similarity	NPC469795
0.8889	High Similarity	NPC93323
0.8889	High Similarity	NPC280092
0.8889	High Similarity	NPC12641
0.8873	High Similarity	NPC259519
0.8873	High Similarity	NPC254759
0.8873	High Similarity	NPC160283
0.8873	High Similarity	NPC27495
0.8865	High Similarity	NPC474282
0.8865	High Similarity	NPC103976
0.8865	High Similarity	NPC211549
0.8865	High Similarity	NPC102904
0.8865	High Similarity	NPC107551
0.8865	High Similarity	NPC176051
0.8865	High Similarity	NPC326797
0.8857	High Similarity	NPC260898
0.8857	High Similarity	NPC234333
0.8857	High Similarity	NPC61946
0.8857	High Similarity	NPC47398
0.8857	High Similarity	NPC195022
0.8849	High Similarity	NPC168059
0.8849	High Similarity	NPC11060
0.8849	High Similarity	NPC229442
0.8841	High Similarity	NPC42760
0.8841	High Similarity	NPC220825
0.8841	High Similarity	NPC268266
0.8841	High Similarity	NPC268342
0.8836	High Similarity	NPC16269
0.8836	High Similarity	NPC474397
0.8836	High Similarity	NPC21776
0.8824	High Similarity	NPC250432
0.8824	High Similarity	NPC5447
0.8819	High Similarity	NPC85264
0.8819	High Similarity	NPC47633
0.8819	High Similarity	NPC163508
0.8819	High Similarity	NPC81638
0.8819	High Similarity	NPC173203
0.8819	High Similarity	NPC102044
0.8811	High Similarity	NPC178054
0.8811	High Similarity	NPC263261
0.8811	High Similarity	NPC87725
0.8811	High Similarity	NPC265075
0.8803	High Similarity	NPC184613
0.8803	High Similarity	NPC471388
0.8803	High Similarity	NPC292882
0.8792	High Similarity	NPC160196
0.8786	High Similarity	NPC478085
0.8786	High Similarity	NPC106215
0.8776	High Similarity	NPC329836
0.8776	High Similarity	NPC473876
0.8768	High Similarity	NPC126836
0.8759	High Similarity	NPC304894
0.8759	High Similarity	NPC15659
0.8759	High Similarity	NPC63879
0.875	High Similarity	NPC277784
0.8741	High Similarity	NPC198038
0.8723	High Similarity	NPC473413
0.8723	High Similarity	NPC55239
0.8723	High Similarity	NPC180602
0.8723	High Similarity	NPC214853
0.8723	High Similarity	NPC313081
0.8723	High Similarity	NPC240279
0.8714	High Similarity	NPC158331
0.8714	High Similarity	NPC263064
0.8714	High Similarity	NPC475840
0.8707	High Similarity	NPC101376
0.8705	High Similarity	NPC469907
0.8699	High Similarity	NPC469557
0.8699	High Similarity	NPC307466
0.869	High Similarity	NPC477616
0.869	High Similarity	NPC474104
0.869	High Similarity	NPC469630
0.8681	High Similarity	NPC311530
0.8681	High Similarity	NPC71046
0.8675	High Similarity	NPC80918
0.8675	High Similarity	NPC188578
0.8671	High Similarity	NPC471183
0.8671	High Similarity	NPC6300
0.8671	High Similarity	NPC292487
0.8671	High Similarity	NPC114171
0.8671	High Similarity	NPC230124
0.8662	High Similarity	NPC143139
0.8662	High Similarity	NPC133025
0.8662	High Similarity	NPC472334
0.8662	High Similarity	NPC202846
0.8662	High Similarity	NPC472336
0.8662	High Similarity	NPC470802
0.8652	High Similarity	NPC160697
0.8652	High Similarity	NPC289258
0.8652	High Similarity	NPC287745
0.8652	High Similarity	NPC170694
0.8652	High Similarity	NPC276026
0.8652	High Similarity	NPC555
0.8652	High Similarity	NPC209199
0.8652	High Similarity	NPC206737
0.8652	High Similarity	NPC188378
0.8652	High Similarity	NPC7515
0.8652	High Similarity	NPC469659
0.8652	High Similarity	NPC56764
0.8649	High Similarity	NPC166584
0.8649	High Similarity	NPC301961
0.8643	High Similarity	NPC6451
0.8643	High Similarity	NPC175067
0.8643	High Similarity	NPC470752
0.8643	High Similarity	NPC253105
0.8643	High Similarity	NPC201587
0.8643	High Similarity	NPC204215
0.8639	High Similarity	NPC324492
0.8639	High Similarity	NPC260397
0.8639	High Similarity	NPC317053
0.8639	High Similarity	NPC112251
0.8639	High Similarity	NPC226540
0.863	High Similarity	NPC473845
0.8621	High Similarity	NPC470917
0.8611	High Similarity	NPC234568
0.8611	High Similarity	NPC291101
0.8611	High Similarity	NPC22317
0.8611	High Similarity	NPC109240
0.8611	High Similarity	NPC266197
0.8601	High Similarity	NPC156948
0.8601	High Similarity	NPC3072
0.8601	High Similarity	NPC46277
0.8601	High Similarity	NPC477938
0.8601	High Similarity	NPC301765
0.8601	High Similarity	NPC86605
0.8601	High Similarity	NPC35550
0.86	High Similarity	NPC2745
0.8592	High Similarity	NPC108198
0.8592	High Similarity	NPC10314
0.8592	High Similarity	NPC99572
0.8592	High Similarity	NPC69029
0.8592	High Similarity	NPC200557

Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC317237 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	434
0.1-0.2	928
0.2-0.3	1947
0.3-0.4	2751
0.4-0.5	1522
0.5-0.6	888
0.6-0.7	573
0.7-0.8	96
0.8-0.85	8
0.85-0.9	3
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8913	High Similarity	NPD1613	Approved
0.8913	High Similarity	NPD1612	Clinical (unspecified phase)
0.8897	High Similarity	NPD1529	Clinical (unspecified phase)
0.8824	High Similarity	NPD1530	Clinical (unspecified phase)
0.8429	Intermediate Similarity	NPD3027	Phase 3
0.8382	Intermediate Similarity	NPD1610	Phase 2
0.8286	Intermediate Similarity	NPD2861	Phase 2
0.8227	Intermediate Similarity	NPD4908	Phase 1
0.8112	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.8042	Intermediate Similarity	NPD4625	Phase 3
0.8013	Intermediate Similarity	NPD1934	Approved
0.8	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD7199	Phase 2
0.8	Intermediate Similarity	NPD3620	Phase 2
0.7956	Intermediate Similarity	NPD1548	Phase 1
0.7901	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7872	Intermediate Similarity	NPD4749	Approved
0.7764	Intermediate Similarity	NPD6234	Discontinued
0.7763	Intermediate Similarity	NPD3892	Phase 2
0.774	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7736	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7682	Intermediate Similarity	NPD5762	Approved
0.7682	Intermediate Similarity	NPD5763	Approved
0.7643	Intermediate Similarity	NPD1653	Approved
0.764	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7635	Intermediate Similarity	NPD4060	Phase 1
0.7625	Intermediate Similarity	NPD1465	Phase 2
0.7625	Intermediate Similarity	NPD2801	Approved
0.7613	Intermediate Similarity	NPD1511	Approved
0.7584	Intermediate Similarity	NPD5735	Approved
0.7582	Intermediate Similarity	NPD6674	Discontinued
0.7582	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7562	Intermediate Similarity	NPD37	Approved
0.7545	Intermediate Similarity	NPD7228	Approved
0.7534	Intermediate Similarity	NPD3018	Phase 2
0.7531	Intermediate Similarity	NPD4966	Approved
0.7531	Intermediate Similarity	NPD3882	Suspended
0.7531	Intermediate Similarity	NPD4965	Approved
0.7531	Intermediate Similarity	NPD4967	Phase 2
0.753	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.753	Intermediate Similarity	NPD6166	Phase 2
0.753	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7516	Intermediate Similarity	NPD1512	Approved
0.7464	Intermediate Similarity	NPD5283	Phase 1
0.7451	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7445	Intermediate Similarity	NPD228	Approved
0.744	Intermediate Similarity	NPD3818	Discontinued
0.7417	Intermediate Similarity	NPD6353	Approved
0.7396	Intermediate Similarity	NPD5844	Phase 1
0.7386	Intermediate Similarity	NPD6099	Approved
0.7386	Intermediate Similarity	NPD6100	Approved
0.7379	Intermediate Similarity	NPD2983	Phase 2
0.7379	Intermediate Similarity	NPD5327	Phase 3
0.7379	Intermediate Similarity	NPD2982	Phase 2
0.7361	Intermediate Similarity	NPD3705	Approved
0.7353	Intermediate Similarity	NPD7074	Phase 3
0.7347	Intermediate Similarity	NPD4624	Approved
0.731	Intermediate Similarity	NPD2981	Phase 2
0.7308	Intermediate Similarity	NPD3750	Approved
0.7296	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7294	Intermediate Similarity	NPD7054	Approved
0.7289	Intermediate Similarity	NPD5494	Approved
0.7285	Intermediate Similarity	NPD1558	Phase 1
0.7285	Intermediate Similarity	NPD4140	Approved
0.7283	Intermediate Similarity	NPD4577	Approved
0.7283	Intermediate Similarity	NPD4578	Approved
0.7279	Intermediate Similarity	NPD3094	Phase 2
0.726	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7257	Intermediate Similarity	NPD4663	Approved
0.7256	Intermediate Similarity	NPD3817	Phase 2
0.7251	Intermediate Similarity	NPD7472	Approved
0.7241	Intermediate Similarity	NPD8054	Approved
0.7241	Intermediate Similarity	NPD1091	Approved
0.7241	Intermediate Similarity	NPD8053	Approved
0.7237	Intermediate Similarity	NPD3657	Discovery
0.7234	Intermediate Similarity	NPD6671	Approved
0.723	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD7549	Discontinued
0.7202	Intermediate Similarity	NPD6232	Discontinued
0.72	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7184	Intermediate Similarity	NPD7313	Approved
0.7184	Intermediate Similarity	NPD7312	Approved
0.7184	Intermediate Similarity	NPD7311	Approved
0.7184	Intermediate Similarity	NPD7310	Approved
0.7179	Intermediate Similarity	NPD1549	Phase 2
0.7176	Intermediate Similarity	NPD7473	Discontinued
0.7174	Intermediate Similarity	NPD3021	Approved
0.7174	Intermediate Similarity	NPD3022	Approved
0.7168	Intermediate Similarity	NPD7685	Pre-registration
0.716	Intermediate Similarity	NPD4005	Discontinued
0.7152	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7309	Approved
0.7126	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7125	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7125	Intermediate Similarity	NPD4160	Clinical (unspecified phase)
0.7125	Intermediate Similarity	NPD7447	Phase 1
0.7124	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7124	Intermediate Similarity	NPD5124	Phase 1
0.7124	Intermediate Similarity	NPD6355	Discontinued
0.7123	Intermediate Similarity	NPD3092	Approved
0.7123	Intermediate Similarity	NPD422	Phase 1
0.7119	Intermediate Similarity	NPD7906	Approved
0.7118	Intermediate Similarity	NPD2489	Approved
0.7118	Intermediate Similarity	NPD27	Approved
0.7117	Intermediate Similarity	NPD4678	Approved
0.7117	Intermediate Similarity	NPD4675	Approved
0.7117	Intermediate Similarity	NPD4380	Phase 2
0.711	Intermediate Similarity	NPD6797	Phase 2
0.711	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD3787	Discontinued
0.7097	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD5588	Approved
0.7097	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD8651	Approved
0.7095	Intermediate Similarity	NPD6696	Suspended
0.7091	Intermediate Similarity	NPD7819	Suspended
0.7089	Intermediate Similarity	NPD6331	Phase 2
0.7089	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7089	Intermediate Similarity	NPD7466	Approved
0.7078	Intermediate Similarity	NPD6653	Approved
0.7069	Intermediate Similarity	NPD7251	Discontinued
0.7069	Intermediate Similarity	NPD7240	Approved
0.7066	Intermediate Similarity	NPD7833	Phase 2
0.7066	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD7831	Phase 2
0.7066	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD7212	Phase 2
0.7063	Intermediate Similarity	NPD7213	Phase 3
0.7059	Intermediate Similarity	NPD2970	Approved
0.7059	Intermediate Similarity	NPD2969	Approved
0.7044	Intermediate Similarity	NPD2677	Approved
0.7041	Intermediate Similarity	NPD8127	Discontinued
0.7035	Intermediate Similarity	NPD3751	Discontinued
0.7032	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD4536	Approved
0.7032	Intermediate Similarity	NPD4538	Approved
0.7029	Intermediate Similarity	NPD7808	Phase 3
0.7025	Intermediate Similarity	NPD1652	Phase 2
0.7025	Intermediate Similarity	NPD5177	Phase 3
0.7019	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD1375	Discontinued
0.7006	Intermediate Similarity	NPD7266	Discontinued
0.7006	Intermediate Similarity	NPD3540	Phase 1
0.7	Intermediate Similarity	NPD7229	Phase 3
0.7	Intermediate Similarity	NPD5058	Phase 3
0.7	Intermediate Similarity	NPD3051	Approved
0.6993	Remote Similarity	NPD7157	Approved
0.6988	Remote Similarity	NPD5929	Approved
0.6987	Remote Similarity	NPD3748	Approved
0.6987	Remote Similarity	NPD1510	Phase 2
0.6987	Remote Similarity	NPD5960	Phase 3
0.6981	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD4110	Phase 3
0.6978	Remote Similarity	NPD2684	Approved
0.6975	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD7095	Approved
0.6968	Remote Similarity	NPD2157	Approved
0.6966	Remote Similarity	NPD3091	Approved
0.6964	Remote Similarity	NPD7075	Discontinued
0.6964	Remote Similarity	NPD3749	Approved
0.6962	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD968	Approved
0.6951	Remote Similarity	NPD6055	Clinical (unspecified phase)
0.6949	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6948	Remote Similarity	NPD2238	Phase 2
0.6946	Remote Similarity	NPD2560	Approved
0.6946	Remote Similarity	NPD2563	Approved
0.6946	Remote Similarity	NPD6374	Clinical (unspecified phase)
0.6946	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6943	Remote Similarity	NPD3539	Phase 1
0.6941	Remote Similarity	NPD6959	Discontinued
0.6914	Remote Similarity	NPD1754	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD7028	Phase 2
0.6906	Remote Similarity	NPD290	Approved
0.6901	Remote Similarity	NPD7843	Approved
0.6901	Remote Similarity	NPD6071	Discontinued
0.6899	Remote Similarity	NPD6004	Phase 3
0.6899	Remote Similarity	NPD6005	Phase 3
0.6899	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD6002	Phase 3
0.6897	Remote Similarity	NPD8156	Discontinued
0.6894	Remote Similarity	NPD7124	Phase 2
0.6887	Remote Similarity	NPD6584	Phase 3
0.6886	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6879	Remote Similarity	NPD7033	Discontinued
0.6875	Remote Similarity	NPD6559	Discontinued
0.6871	Remote Similarity	NPD6516	Phase 2
0.6871	Remote Similarity	NPD4059	Approved
0.6871	Remote Similarity	NPD5846	Approved
0.6867	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6864	Remote Similarity	NPD4055	Discovery
0.6859	Remote Similarity	NPD4097	Suspended
0.6855	Remote Similarity	NPD7037	Approved
0.6855	Remote Similarity	NPD2424	Discontinued

Bioactivity similarity: Similar Natural Products in NPASS

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