NPASS Compound

Structure

CID186619 OpenBabel06191715562D 23 25 0 0 1 0 0 0 0 0999 V2000 4.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 2.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 0.0570 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0388 1.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.3867 2.4538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7989 1.6448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3812 2.3493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2002 0.6267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6069 -0.2868 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7989 3.2628 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2057 0.7312 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7880 1.4357 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 1.9538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7788 -0.8940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9690 3.1583 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 1.6750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 21 1 0 0 0 0 3 12 2 0 0 0 0 3 15 1 0 0 0 0 4 5 1 0 0 0 0 4 16 1 6 0 0 0 5 2 1 1 0 0 0 5 22 1 0 0 0 0 6 1 1 1 0 0 0 6 15 1 0 0 0 0 6 22 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 15 1 0 0 0 0 9 14 2 0 0 0 0 9 17 1 0 0 0 0 10 11 2 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 18 23 1 0 0 0 0 19 23 1 0 0 0 0 20 23 2 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	347.06
Volume:	281.644
LogP:	-2.805
LogD:	-1.459
LogS:	-1.717
# Rotatable Bonds:	4
TPSA:	183.38
# H-Bond Aceptor:	12
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.412
Synthetic Accessibility Score:	5.02
Fsp3:	0.5
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.454
MDCK Permeability:	3.4303797292523086e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.938
Human Intestinal Absorption (HIA):	0.042
20% Bioavailability (F20%):	0.893
30% Bioavailability (F30%):	0.044

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.822
Plasma Protein Binding (PPB):	12.192947387695312%
Volume Distribution (VD):	0.616
Pgp-substrate:	78.76806640625%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.54
CYP2C19-inhibitor:	0.056
CYP2C19-substrate:	0.032
CYP2C9-inhibitor:	0.004
CYP2C9-substrate:	0.017
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.022
CYP3A4-inhibitor:	0.006
CYP3A4-substrate:	0.031

ADMET: Excretion

Clearance (CL):	2.061
Half-life (T1/2):	0.944

ADMET: Toxicity

hERG Blockers:	0.039
Human Hepatotoxicity (H-HT):	0.995
Drug-inuced Liver Injury (DILI):	0.985
AMES Toxicity:	0.927
Rat Oral Acute Toxicity:	0.093
Maximum Recommended Daily Dose:	0.967
Skin Sensitization:	0.51
Carcinogencity:	0.947
Eye Corrosion:	0.003
Eye Irritation:	0.033
Respiratory Toxicity:	0.867

Download Data

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

Natural Product: NPC186619

Natural Product ID:	NPC186619
*Common Name:**	Deoxyguanosine 5'-Monophosphate (Dgmp)
IUPAC Name:	[(2R,3S,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
Synonyms:	Deoxyguanosine 5'-Monophosphate
Standard InCHIKey:	LTFMZDNNPPEQNG-KVQBGUIXSA-N
Standard InCHI:	InChI=1S/C10H14N5O7P/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1
SMILES:	C1[C@@H]([C@@H](COP(=O)(O)O)O[C@H]1n1cnc2c1[nH]c(=N)nc2O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL477487
PubChem CID:	65059
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000289] Nucleosides, nucleotides, and analogues [CHEMONTID:0001506] Purine nucleotides [CHEMONTID:0002134] Purine deoxyribonucleotides [CHEMONTID:0002135] Purine deoxyribonucleoside monophosphates [CHEMONTID:0002141] Purine 2'-deoxyribonucleoside monophosphates

*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
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/0003-9861(62)90112-1]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	DOI[10.1016/0006-291X(79)91731-5]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	DOI[10.1093/emboj/18.8.2021]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1172/JCI16309]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1371/journal.pone.0115359]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[10557354]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[1091286]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10977898]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[1100617]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[11034610]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11035032]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[11419736]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[11530998]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11745165]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11750815]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[1175644]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[12369847]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[12391014]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[12467448]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[12805358]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[12812989]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[12840027]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[12878451]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12902239]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	ChEBI[131529]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[13610867]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[13831814]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[13835567]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14389294]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1449509]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14607989]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[14973046]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15031653]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[15084647]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[1521032]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[15230696]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15292242]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[15314235]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15375647]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15610037]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15744050]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[16112079]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[1644759]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16630633]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[16770722]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16850348]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[1687010]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[170247]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[17116739]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[17190852]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17439666]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17765195]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[17875433]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[179975]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[18311922]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[18544912]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[18799520]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19026742]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[19425150]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19514719]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19561621]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[19961175]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[20506249]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[20601097]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	faeces	n.a.	PMID[20708442]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	urine	n.a.	PMID[20708442]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	bile	n.a.	PMID[20708442]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[20876113]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21437340]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[21798258]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21988831]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22031445]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22289691]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[2268561]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[22711758]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22855027]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[23315938]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23537328]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23676670]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[23717534]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[23752203]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[23810710]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[23811455]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[23868375]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[23919613]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2405251]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[24101735]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[241475]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24206068]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24305546]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[24399466]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[24494566]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[24558969]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24678285]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24733517]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24783849]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[24816727]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24831709]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24831709]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24939187]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24966042]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24967680]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24981409]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[25114169]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[25181601]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[25293588]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[2543976]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[25644343]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25867074]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26195826]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[26236990]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26337258]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26670289]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26826371]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2687322]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[27471436]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[29897754]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[30302998]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[3179836]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[318639]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[3283102]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3289762]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[347637]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[398096]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[4266242]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[4616942]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[4696527]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[4877125]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[4879561]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[4908789]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[5332408]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[5432584]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[5764336]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[6102982]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[6121420]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[6284709]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6306574]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[6338507]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[6780563]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[7042909]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[7601837]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[767332]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7929110]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8017107]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[8600370]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8798704]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8852895]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8852895]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8971708]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[8987136]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[9192820]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9470222]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9748245]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	PMID[9800648]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO20338	Mus musculus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO730	Escherichia coli	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	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	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
Others	18

Activity Type	# Activity
Organism	2
Others	16

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT875	Organism	Bos taurus	Bos taurus	Km	=	1200000.0	nM	PMID[503771]
NPT875	Organism	Bos taurus	Bos taurus	Relative Vmax	=	14.0	n.a.	PMID[503771]
NPT2	Others	Unspecified		Activity	=	0.45	/s	PMID[503772]
NPT2	Others	Unspecified		Activity	=	16.0	nM	PMID[503772]
NPT2	Others	Unspecified		Activity	=	74.0	nM	PMID[503772]
NPT2	Others	Unspecified		Activity	=	0.02	/s	PMID[503772]
NPT2	Others	Unspecified		Activity	=	2.6	/s	PMID[503772]
NPT2	Others	Unspecified		Activity	=	0.27	/s	PMID[503772]
NPT2	Others	Unspecified		Activity	=	27.0	nM	PMID[503772]
NPT2	Others	Unspecified		Activity	=	11.0	nM	PMID[503772]
NPT2	Others	Unspecified		Activity	=	0.25	/s	PMID[503772]
NPT2	Others	Unspecified		Activity	=	12.0	/s	PMID[503772]
NPT2	Others	Unspecified		Activity	=	77.0	nM	PMID[503772]
NPT2	Others	Unspecified		Activity	=	65.0	nM	PMID[503772]
NPT2	Others	Unspecified		Activity	=	24.0	nM	PMID[503772]
NPT2	Others	Unspecified		Activity	=	125.0	/s	PMID[503772]
NPT2	Others	Unspecified		Activity	=	1.3	/s	PMID[503772]

☑ 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 NPC186619 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	1142
0.1-0.2	31095
0.2-0.3	6118
0.3-0.4	3431
0.4-0.5	609
0.5-0.6	121
0.6-0.7	74
0.7-0.8	50
0.8-0.85	22
0.85-0.9	14
0.9-0.95	9
0.95-1	12

Similarity Score	Similarity Level	Natural Product ID
0.9847	High Similarity	NPC211820
0.9847	High Similarity	NPC251233
0.9847	High Similarity	NPC318590
0.9773	High Similarity	NPC317746
0.9773	High Similarity	NPC177169
0.9773	High Similarity	NPC89147
0.9773	High Similarity	NPC274384
0.9699	High Similarity	NPC232408
0.9699	High Similarity	NPC64705
0.9535	High Similarity	NPC262926
0.9466	High Similarity	NPC30326
0.9462	High Similarity	NPC61198
0.9231	High Similarity	NPC324009
0.916	High Similarity	NPC319221
0.8776	High Similarity	NPC14590
0.8741	High Similarity	NPC320818
0.845	Intermediate Similarity	NPC327579
0.8369	Intermediate Similarity	NPC74306
0.8369	Intermediate Similarity	NPC315642
0.8288	Intermediate Similarity	NPC185991
0.8288	Intermediate Similarity	NPC211025
0.8288	Intermediate Similarity	NPC85689
0.8231	Intermediate Similarity	NPC321814
0.8207	Intermediate Similarity	NPC121222
0.8176	Intermediate Similarity	NPC302778
0.8176	Intermediate Similarity	NPC130586
0.8176	Intermediate Similarity	NPC212551
0.8176	Intermediate Similarity	NPC164952
0.8121	Intermediate Similarity	NPC174802
0.8095	Intermediate Similarity	NPC326694
0.8067	Intermediate Similarity	NPC224076
0.8041	Intermediate Similarity	NPC161224
0.8013	Intermediate Similarity	NPC226245
0.8013	Intermediate Similarity	NPC316618
0.7885	Intermediate Similarity	NPC261595
0.7877	Intermediate Similarity	NPC156461
0.7877	Intermediate Similarity	NPC21448
0.7877	Intermediate Similarity	NPC107374
0.7834	Intermediate Similarity	NPC324033
0.7834	Intermediate Similarity	NPC321458
0.7823	Intermediate Similarity	NPC164665
0.7823	Intermediate Similarity	NPC189068
0.777	Intermediate Similarity	NPC309832
0.777	Intermediate Similarity	NPC219313
0.777	Intermediate Similarity	NPC269827
0.7756	Intermediate Similarity	NPC323091
0.774	Intermediate Similarity	NPC229974
0.7724	Intermediate Similarity	NPC161659
0.7724	Intermediate Similarity	NPC209525
0.7632	Intermediate Similarity	NPC321052
0.7619	Intermediate Similarity	NPC314152
0.7603	Intermediate Similarity	NPC317821
0.7597	Intermediate Similarity	NPC52238
0.7548	Intermediate Similarity	NPC54320
0.7548	Intermediate Similarity	NPC311197
0.7548	Intermediate Similarity	NPC313754
0.7516	Intermediate Similarity	NPC472816
0.7439	Intermediate Similarity	NPC189261
0.7436	Intermediate Similarity	NPC239737
0.7386	Intermediate Similarity	NPC150853
0.7378	Intermediate Similarity	NPC326529
0.7346	Intermediate Similarity	NPC326082
0.7333	Intermediate Similarity	NPC319100
0.7333	Intermediate Similarity	NPC324198
0.729	Intermediate Similarity	NPC207633
0.7208	Intermediate Similarity	NPC136349
0.7181	Intermediate Similarity	NPC129756
0.707	Intermediate Similarity	NPC328479
0.7007	Intermediate Similarity	NPC313547
0.6957	Remote Similarity	NPC195140
0.6887	Remote Similarity	NPC33996
0.6842	Remote Similarity	NPC59314
0.6747	Remote Similarity	NPC324484
0.6741	Remote Similarity	NPC119133
0.6726	Remote Similarity	NPC290959
0.6707	Remote Similarity	NPC325906
0.6691	Remote Similarity	NPC41958
0.6687	Remote Similarity	NPC93365
0.6617	Remote Similarity	NPC293163
0.657	Remote Similarity	NPC313897
0.6479	Remote Similarity	NPC63433
0.6471	Remote Similarity	NPC10466
0.6389	Remote Similarity	NPC313514
0.6343	Remote Similarity	NPC320256
0.6301	Remote Similarity	NPC222174
0.6222	Remote Similarity	NPC24589
0.6209	Remote Similarity	NPC282458
0.6209	Remote Similarity	NPC78941
0.6176	Remote Similarity	NPC321393
0.6127	Remote Similarity	NPC33382
0.6092	Remote Similarity	NPC125659
0.6092	Remote Similarity	NPC168702
0.6054	Remote Similarity	NPC240084
0.6019	Remote Similarity	NPC107160
0.6013	Remote Similarity	NPC180462
0.601	Remote Similarity	NPC21461
0.5928	Remote Similarity	NPC157821
0.5915	Remote Similarity	NPC174020
0.5907	Remote Similarity	NPC276373
0.5876	Remote Similarity	NPC5802
0.5849	Remote Similarity	NPC158055
0.5833	Remote Similarity	NPC250178
0.5823	Remote Similarity	NPC57279
0.5817	Remote Similarity	NPC109322
0.5789	Remote Similarity	NPC60537
0.5776	Remote Similarity	NPC470141
0.5706	Remote Similarity	NPC210947
0.5705	Remote Similarity	NPC144223
0.5704	Remote Similarity	NPC476561
0.5696	Remote Similarity	NPC287876
0.5685	Remote Similarity	NPC103388
0.5677	Remote Similarity	NPC248007
0.5671	Remote Similarity	NPC185903
0.566	Remote Similarity	NPC470138
0.5652	Remote Similarity	NPC280946
0.5652	Remote Similarity	NPC6166
0.5652	Remote Similarity	NPC51000
0.5652	Remote Similarity	NPC226769
0.5638	Remote Similarity	NPC327613
0.5633	Remote Similarity	NPC14330
0.5617	Remote Similarity	NPC470140
0.5612	Remote Similarity	NPC90240
0.5612	Remote Similarity	NPC120887
0.561	Remote Similarity	NPC470139
0.5603	Remote Similarity	NPC328914
0.5602	Remote Similarity	NPC8590

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 NPC186619 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	239
0.1-0.2	2481
0.2-0.3	3157
0.3-0.4	2065
0.4-0.5	849
0.5-0.6	153
0.6-0.7	118
0.7-0.8	59
0.8-0.85	11
0.85-0.9	11
0.9-0.95	6
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9462	High Similarity	NPD252	Clinical (unspecified phase)
0.9348	High Similarity	NPD3086	Phase 3
0.9275	High Similarity	NPD3085	Phase 1
0.9237	High Similarity	NPD194	Clinical (unspecified phase)
0.9077	High Similarity	NPD9632	Phase 3
0.9037	High Similarity	NPD549	Approved
0.8958	High Similarity	NPD4074	Clinical (unspecified phase)
0.845	Intermediate Similarity	NPD9607	Approved
0.8372	Intermediate Similarity	NPD9606	Approved
0.8369	Intermediate Similarity	NPD582	Approved
0.8288	Intermediate Similarity	NPD283	Approved
0.8244	Intermediate Similarity	NPD9409	Discontinued
0.8188	Intermediate Similarity	NPD209	Clinical (unspecified phase)
0.8176	Intermediate Similarity	NPD338	Approved
0.8176	Intermediate Similarity	NPD242	Approved
0.814	Intermediate Similarity	NPD9374	Approved
0.8121	Intermediate Similarity	NPD339	Approved
0.8067	Intermediate Similarity	NPD169	Phase 2
0.8041	Intermediate Similarity	NPD353	Discontinued
0.803	Intermediate Similarity	NPD307	Approved
0.7986	Intermediate Similarity	NPD545	Clinical (unspecified phase)
0.7984	Intermediate Similarity	NPD9373	Approved
0.7885	Intermediate Similarity	NPD247	Clinical (unspecified phase)
0.7877	Intermediate Similarity	NPD250	Approved
0.7877	Intermediate Similarity	NPD249	Approved
0.7867	Intermediate Similarity	NPD536	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD547	Clinical (unspecified phase)
0.777	Intermediate Similarity	NPD195	Approved
0.777	Intermediate Similarity	NPD186	Discovery
0.7671	Intermediate Similarity	NPD1430	Approved
0.7671	Intermediate Similarity	NPD1431	Approved
0.7622	Intermediate Similarity	NPD4716	Approved
0.7619	Intermediate Similarity	NPD185	Approved
0.76	Intermediate Similarity	NPD775	Approved
0.7582	Intermediate Similarity	NPD1369	Phase 2
0.7582	Intermediate Similarity	NPD1750	Clinical (unspecified phase)
0.7576	Intermediate Similarity	NPD4744	Clinical (unspecified phase)
0.7548	Intermediate Similarity	NPD216	Approved
0.7548	Intermediate Similarity	NPD219	Phase 3
0.7548	Intermediate Similarity	NPD2624	Phase 2
0.7548	Intermediate Similarity	NPD220	Clinical (unspecified phase)
0.7548	Intermediate Similarity	NPD218	Approved
0.7548	Intermediate Similarity	NPD217	Approved
0.7517	Intermediate Similarity	NPD166	Approved
0.75	Intermediate Similarity	NPD9375	Discontinued
0.7483	Intermediate Similarity	NPD193	Suspended
0.7468	Intermediate Similarity	NPD213	Clinical (unspecified phase)
0.7468	Intermediate Similarity	NPD214	Approved
0.7468	Intermediate Similarity	NPD3107	Discontinued
0.7438	Intermediate Similarity	NPD7988	Suspended
0.7436	Intermediate Similarity	NPD2646	Discontinued
0.7436	Intermediate Similarity	NPD1732	Phase 3
0.7347	Intermediate Similarity	NPD1808	Phase 1
0.7333	Intermediate Similarity	NPD4171	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD1121	Approved
0.7329	Intermediate Similarity	NPD1120	Approved
0.7289	Intermediate Similarity	NPD1412	Clinical (unspecified phase)
0.7254	Intermediate Similarity	NPD515	Phase 1
0.7208	Intermediate Similarity	NPD548	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD3083	Approved
0.7093	Intermediate Similarity	NPD6417	Clinical (unspecified phase)
0.708	Intermediate Similarity	NPD9584	Phase 2
0.707	Intermediate Similarity	NPD9605	Phase 3
0.705	Intermediate Similarity	NPD9360	Approved
0.7011	Intermediate Similarity	NPD2631	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD2632	Approved
0.7011	Intermediate Similarity	NPD2630	Approved
0.6971	Remote Similarity	NPD4054	Clinical (unspecified phase)
0.697	Remote Similarity	NPD2647	Phase 3
0.6929	Remote Similarity	NPD237	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD7842	Phase 2
0.6864	Remote Similarity	NPD5666	Phase 2
0.6842	Remote Similarity	NPD8837	Clinical (unspecified phase)
0.6806	Remote Similarity	NPD798	Discontinued
0.6791	Remote Similarity	NPD9626	Clinical (unspecified phase)
0.6782	Remote Similarity	NPD1692	Approved
0.6757	Remote Similarity	NPD248	Discontinued
0.6741	Remote Similarity	NPD9291	Approved
0.6731	Remote Similarity	NPD7158	Phase 1
0.6723	Remote Similarity	NPD2152	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD1777	Approved
0.6707	Remote Similarity	NPD1776	Approved
0.6691	Remote Similarity	NPD1816	Clinical (unspecified phase)
0.6689	Remote Similarity	NPD9633	Phase 3
0.6687	Remote Similarity	NPD546	Clinical (unspecified phase)
0.6622	Remote Similarity	NPD870	Clinical (unspecified phase)
0.6599	Remote Similarity	NPD9408	Phase 3
0.6582	Remote Similarity	NPD6381	Phase 2
0.6566	Remote Similarity	NPD516	Clinical (unspecified phase)
0.6517	Remote Similarity	NPD5684	Clinical (unspecified phase)
0.6517	Remote Similarity	NPD5682	Phase 3
0.6517	Remote Similarity	NPD5683	Clinical (unspecified phase)
0.6465	Remote Similarity	NPD6036	Suspended
0.6403	Remote Similarity	NPD9416	Phase 3
0.6403	Remote Similarity	NPD9417	Phase 3
0.6389	Remote Similarity	NPD7138	Phase 2
0.6389	Remote Similarity	NPD1368	Approved
0.6275	Remote Similarity	NPD282	Approved
0.6266	Remote Similarity	NPD3696	Approved
0.6266	Remote Similarity	NPD3695	Approved
0.6258	Remote Similarity	NPD1119	Phase 2
0.6243	Remote Similarity	NPD1063	Phase 2
0.622	Remote Similarity	NPD3708	Phase 2
0.6194	Remote Similarity	NPD5340	Clinical (unspecified phase)
0.6184	Remote Similarity	NPD1354	Approved
0.6184	Remote Similarity	NPD1356	Approved
0.6184	Remote Similarity	NPD1355	Clinical (unspecified phase)
0.6169	Remote Similarity	NPD9650	Phase 3
0.6159	Remote Similarity	NPD4812	Phase 1
0.6135	Remote Similarity	NPD7531	Clinical (unspecified phase)
0.6125	Remote Similarity	NPD2253	Discontinued
0.6111	Remote Similarity	NPD171	Discontinued
0.6048	Remote Similarity	NPD231	Clinical (unspecified phase)
0.6031	Remote Similarity	NPD2876	Phase 3
0.6031	Remote Similarity	NPD2877	Clinical (unspecified phase)
0.6027	Remote Similarity	NPD9406	Approved
0.5979	Remote Similarity	NPD2965	Clinical (unspecified phase)
0.5974	Remote Similarity	NPD1127	Approved
0.5974	Remote Similarity	NPD1128	Approved
0.597	Remote Similarity	NPD5080	Phase 2
0.5969	Remote Similarity	NPD5665	Clinical (unspecified phase)
0.5969	Remote Similarity	NPD2824	Phase 2
0.5963	Remote Similarity	NPD1118	Discontinued
0.5954	Remote Similarity	NPD5768	Phase 2
0.5951	Remote Similarity	NPD4240	Approved
0.5948	Remote Similarity	NPD281	Approved
0.592	Remote Similarity	NPD5079	Phase 2
0.5912	Remote Similarity	NPD1046	Clinical (unspecified phase)
0.5906	Remote Similarity	NPD2604	Approved
0.5899	Remote Similarity	NPD7486	Phase 1
0.589	Remote Similarity	NPD1117	Clinical (unspecified phase)
0.5849	Remote Similarity	NPD6840	Approved
0.5814	Remote Similarity	NPD3697	Discontinued
0.5813	Remote Similarity	NPD535	Approved
0.5789	Remote Similarity	NPD2180	Approved
0.5783	Remote Similarity	NPD1730	Discontinued
0.5773	Remote Similarity	NPD4599	Clinical (unspecified phase)
0.575	Remote Similarity	NPD4495	Phase 1
0.5731	Remote Similarity	NPD1731	Clinical (unspecified phase)
0.5696	Remote Similarity	NPD8829	Clinical (unspecified phase)
0.5695	Remote Similarity	NPD578	Discontinued
0.5693	Remote Similarity	NPD2902	Phase 2
0.5693	Remote Similarity	NPD2903	Clinical (unspecified phase)
0.5687	Remote Similarity	NPD9083	Clinical (unspecified phase)
0.5677	Remote Similarity	NPD9084	Phase 2
0.5667	Remote Similarity	NPD3139	Phase 3
0.5652	Remote Similarity	NPD8838	Approved
0.565	Remote Similarity	NPD527	Clinical (unspecified phase)
0.5603	Remote Similarity	NPD1454	Phase 3
0.5603	Remote Similarity	NPD1455	Phase 3
0.5602	Remote Similarity	NPD1451	Approved
0.56	Remote Similarity	NPD3138	Phase 3

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