NPASS Compound

Structure

CID35038 OpenBabel06191715362D 27 29 0 0 1 0 0 0 0 0999 V2000 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 26 1 0 0 0 0 4 6 1 0 0 0 0 4 11 2 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 12 2 0 0 0 0 8 18 1 0 0 0 0 9 15 2 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 10 17 1 0 0 0 0 13 15 1 0 0 0 0 13 21 2 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 20 1 0 0 0 0 16 24 2 0 0 0 0 17 12 1 1 0 0 0 17 27 1 0 0 0 0 18 26 1 0 0 0 0 19 20 2 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	370.14
Volume:	377.752
LogP:	4.547
LogD:	3.189
LogS:	-3.702
# Rotatable Bonds:	4
TPSA:	96.22
# H-Bond Aceptor:	6
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.703
Synthetic Accessibility Score:	3.234
Fsp3:	0.286
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.847
MDCK Permeability:	1.204346426675329e-05
Pgp-inhibitor:	0.214
Pgp-substrate:	0.145
Human Intestinal Absorption (HIA):	0.012
20% Bioavailability (F20%):	0.037
30% Bioavailability (F30%):	0.863

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.008
Plasma Protein Binding (PPB):	93.89219665527344%
Volume Distribution (VD):	0.771
Pgp-substrate:	6.708572864532471%

ADMET: Metabolism

CYP1A2-inhibitor:	0.406
CYP1A2-substrate:	0.913
CYP2C19-inhibitor:	0.881
CYP2C19-substrate:	0.097
CYP2C9-inhibitor:	0.883
CYP2C9-substrate:	0.914
CYP2D6-inhibitor:	0.83
CYP2D6-substrate:	0.59
CYP3A4-inhibitor:	0.44
CYP3A4-substrate:	0.197

ADMET: Excretion

Clearance (CL):	16.964
Half-life (T1/2):	0.494

ADMET: Toxicity

hERG Blockers:	0.022
Human Hepatotoxicity (H-HT):	0.777
Drug-inuced Liver Injury (DILI):	0.901
AMES Toxicity:	0.059
Rat Oral Acute Toxicity:	0.812
Maximum Recommended Daily Dose:	0.31
Skin Sensitization:	0.889
Carcinogencity:	0.272
Eye Corrosion:	0.003
Eye Irritation:	0.798
Respiratory Toxicity:	0.924

Download Data

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

Natural Product: NPC35038

Natural Product ID:	NPC35038
*Common Name:**	6-Prenyl-3'-O-Methyleriodyctiol
IUPAC Name:	(2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Synonyms:
Standard InCHIKey:	GWVGVAPNTKLROZ-KRWDZBQOSA-N
Standard InCHI:	InChI=1S/C21H22O6/c1-11(2)4-6-13-15(23)9-19-20(21(13)25)16(24)10-17(27-19)12-5-7-14(22)18(8-12)26-3/h4-5,7-9,17,22-23,25H,6,10H2,1-3H3/t17-/m0/s1
SMILES:	CC(=CCc1c(cc2c(C(=O)C[C@@H](c3ccc(c(c3)OC)O)O2)c1O)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3581358
PubChem CID:	38351420
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0000337] Flavans [CHEMONTID:0003646] 6-prenylated flavans [CHEMONTID:0003507] 6-prenylated flavanones

*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
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10654410]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[10843587]
NPO20142	Embelia schimperi	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11054840]
NPO18668	Asimina parviflora	Species	Annonaceae	Eukaryota	twigs	n.a.	n.a.	PMID[1453182]
NPO19667	Hypericum styphelioides	Species	Hypericaceae	Eukaryota	n.a.	leaf	n.a.	PMID[15165152]
NPO19667	Hypericum styphelioides	Species	Hypericaceae	Eukaryota	leaves	n.a.	n.a.	PMID[15165152]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[15568770]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15911254]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16392664]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	roots	Hualien Hsien, Taiwan	2003-JUL	PMID[16933887]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16933887]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	fruits	n.a.	n.a.	PMID[17625893]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[17951038]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18175961]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[18293924]
NPO20879	Clerodendrum bungei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18348535]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	root	n.a.	PMID[18975262]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19407970]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20192247]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	fruit	n.a.	PMID[21319773]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	bark	n.a.	PMID[21553897]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	fruits	n.a.	n.a.	PMID[22445674]
NPO17376	Bacillus amyloliquefaciens	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23265519]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	fruits	n.a.	n.a.	PMID[23623680]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24295087]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24333010]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24459770]
NPO17376	Bacillus amyloliquefaciens	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24698790]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	fruits	n.a.	n.a.	PMID[25735399]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27575476]
NPO17376	Bacillus amyloliquefaciens	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[27934031]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[28322565]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[28968119]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[30298740]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[9868163]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17334	Onopordum acanthium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21375	Euphorbia nematocypha	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20489	Epilobium hirsutum	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20142	Embelia schimperi	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20879	Clerodendrum bungei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18668	Asimina parviflora	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20680	Erythrina melanacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17334	Onopordum acanthium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21375	Euphorbia nematocypha	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21375	Euphorbia nematocypha	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17334	Onopordum acanthium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20680	Erythrina melanacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17334	Onopordum acanthium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27367	Latrunculia magnifica	Species	Latrunculiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18473	Plathymenia reticulata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20843	Monsonia senegalensis	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19511	Dolabella californica	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22961	Cordia leucocephala	Species	Cordiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21631	Faramea salicifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19036	Esenbeckia leiocarpa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5903	Conus mus	Species	Conidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21038	Lemaireocereus longispinus	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20624	Simarouba glauca	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28202	Helichrysum tenuifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19667	Hypericum styphelioides	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20879	Clerodendrum bungei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20084	Atraphaxis spinosa	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18143	Dendronephthya griffini	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19912	Vellozia nanuzae	Species	Velloziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20142	Embelia schimperi	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22937	Vernonia fagifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16569	Gymnocalycium schickendantzii	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19995	Baccharis neglecta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20421	Aplophyllum alberti-regelii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO19778	Streptomyces flaveus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO20489	Epilobium hirsutum	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11523	Erysimum leptophyllum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21375	Euphorbia nematocypha	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17849	Centaurea maculosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28072	Theonella conica	Species	Theonellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20680	Erythrina melanacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4051	Tricholoma columbetta	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21243	Siphonaria capensis	Species	Siphonariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17376	Bacillus amyloliquefaciens	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO12313	Haplophyllum obtusifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13449	Syzygium polycephaloides	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21108	Eria anomala	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21562	Diospyros assimilis	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14241	Planchonia grandis	Species	Asterolecaniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16141	Piper regnellii	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18866	Pteridium esculentum	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17560	Pancratium sickenbergeri	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9968	Shigella dysenteriae	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16803	Libanothamnus occultus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19810	Myxococcus stipitatus	Species	Myxococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21495	Abelia chinensis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18668	Asimina parviflora	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17258	Rhinella marina	Species	Bufonidae	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
IC50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1970	Cell Line	THP-1	Homo sapiens	IC50	>	10000.0	nM	PMID[486042]

☑ 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 NPC35038 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	409
0.1-0.2	1539
0.2-0.3	3984
0.3-0.4	9734
0.4-0.5	8468
0.5-0.6	3225
0.6-0.7	4633
0.7-0.8	5324
0.8-0.85	2885
0.85-0.9	1731
0.9-0.95	637
0.95-1	128

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC195796
1.0	High Similarity	NPC291878
1.0	High Similarity	NPC278778
0.9933	High Similarity	NPC472598
0.9933	High Similarity	NPC291508
0.9933	High Similarity	NPC474055
0.9933	High Similarity	NPC27337
0.9932	High Similarity	NPC45849
0.9932	High Similarity	NPC200761
0.9932	High Similarity	NPC470327
0.9932	High Similarity	NPC477503
0.9866	High Similarity	NPC472626
0.9866	High Similarity	NPC209614
0.9866	High Similarity	NPC470328
0.9865	High Similarity	NPC213896
0.9865	High Similarity	NPC192083
0.9865	High Similarity	NPC18727
0.9801	High Similarity	NPC118256
0.9801	High Similarity	NPC192686
0.9801	High Similarity	NPC36217
0.9801	High Similarity	NPC472624
0.9801	High Similarity	NPC119209
0.9801	High Similarity	NPC282009
0.9801	High Similarity	NPC287328
0.98	High Similarity	NPC223787
0.9799	High Similarity	NPC321779
0.9799	High Similarity	NPC226025
0.9797	High Similarity	NPC302950
0.9797	High Similarity	NPC236637
0.9797	High Similarity	NPC219582
0.9797	High Similarity	NPC106976
0.9737	High Similarity	NPC474038
0.9737	High Similarity	NPC471499
0.9737	High Similarity	NPC26326
0.9737	High Similarity	NPC472634
0.9737	High Similarity	NPC471210
0.9737	High Similarity	NPC472632
0.9735	High Similarity	NPC22192
0.9735	High Similarity	NPC250214
0.9735	High Similarity	NPC95936
0.9732	High Similarity	NPC298692
0.9732	High Similarity	NPC74924
0.9673	High Similarity	NPC474033
0.9673	High Similarity	NPC472635
0.9673	High Similarity	NPC201800
0.9673	High Similarity	NPC474034
0.9673	High Similarity	NPC476247
0.9671	High Similarity	NPC470326
0.9671	High Similarity	NPC475784
0.9671	High Similarity	NPC472630
0.9671	High Similarity	NPC472631
0.9671	High Similarity	NPC174953
0.9669	High Similarity	NPC284820
0.9669	High Similarity	NPC471479
0.9669	High Similarity	NPC471515
0.9669	High Similarity	NPC474208
0.9669	High Similarity	NPC48208
0.9669	High Similarity	NPC471209
0.9669	High Similarity	NPC475267
0.9669	High Similarity	NPC474836
0.9669	High Similarity	NPC162869
0.9669	High Similarity	NPC78225
0.9669	High Similarity	NPC473272
0.9669	High Similarity	NPC156057
0.9667	High Similarity	NPC152951
0.9667	High Similarity	NPC230149
0.9667	High Similarity	NPC57674
0.9667	High Similarity	NPC117992
0.9667	High Similarity	NPC168247
0.9664	High Similarity	NPC471982
0.9664	High Similarity	NPC472912
0.9662	High Similarity	NPC338131
0.961	High Similarity	NPC186686
0.961	High Similarity	NPC124038
0.961	High Similarity	NPC472625
0.9608	High Similarity	NPC266314
0.9608	High Similarity	NPC142252
0.9608	High Similarity	NPC471212
0.9608	High Similarity	NPC134783
0.9608	High Similarity	NPC471211
0.9605	High Similarity	NPC210459
0.9605	High Similarity	NPC473990
0.9605	High Similarity	NPC117418
0.9605	High Similarity	NPC53545
0.9603	High Similarity	NPC191146
0.9603	High Similarity	NPC320825
0.9603	High Similarity	NPC255106
0.9603	High Similarity	NPC471500
0.9603	High Similarity	NPC13858
0.9603	High Similarity	NPC68093
0.9603	High Similarity	NPC235165
0.9603	High Similarity	NPC326037
0.96	High Similarity	NPC33051
0.96	High Similarity	NPC273462
0.96	High Similarity	NPC49402
0.96	High Similarity	NPC227337
0.96	High Similarity	NPC70433
0.9548	High Similarity	NPC293319
0.9548	High Similarity	NPC472277
0.9548	High Similarity	NPC108433
0.9548	High Similarity	NPC300053
0.9548	High Similarity	NPC62261
0.9545	High Similarity	NPC474150
0.9545	High Similarity	NPC474162
0.9542	High Similarity	NPC321399
0.9542	High Similarity	NPC328102
0.9542	High Similarity	NPC299436
0.9539	High Similarity	NPC222814
0.9539	High Similarity	NPC36852
0.9539	High Similarity	NPC96167
0.9539	High Similarity	NPC99597
0.9539	High Similarity	NPC67876
0.9539	High Similarity	NPC129684
0.9539	High Similarity	NPC262286
0.9539	High Similarity	NPC472913
0.9539	High Similarity	NPC245758
0.9539	High Similarity	NPC472914
0.9539	High Similarity	NPC299520
0.9539	High Similarity	NPC210084
0.9539	High Similarity	NPC52530
0.9539	High Similarity	NPC472910
0.9539	High Similarity	NPC52889
0.9539	High Similarity	NPC472911
0.9536	High Similarity	NPC256925
0.9536	High Similarity	NPC67396
0.9536	High Similarity	NPC234255
0.9536	High Similarity	NPC37392
0.9533	High Similarity	NPC477231
0.9533	High Similarity	NPC257648
0.9533	High Similarity	NPC260979
0.953	High Similarity	NPC3825
0.953	High Similarity	NPC88804
0.9527	High Similarity	NPC476342
0.9527	High Similarity	NPC294852
0.9527	High Similarity	NPC188679
0.9527	High Similarity	NPC321011
0.9487	High Similarity	NPC43319
0.9487	High Similarity	NPC471213
0.9484	High Similarity	NPC205265
0.9484	High Similarity	NPC472281
0.9484	High Similarity	NPC18100
0.9481	High Similarity	NPC289771
0.9481	High Similarity	NPC158188
0.9477	High Similarity	NPC204879
0.9477	High Similarity	NPC85121
0.9477	High Similarity	NPC184755
0.9477	High Similarity	NPC74178
0.9474	High Similarity	NPC471985
0.9474	High Similarity	NPC138243
0.9474	High Similarity	NPC472916
0.9474	High Similarity	NPC472455
0.9474	High Similarity	NPC24640
0.9474	High Similarity	NPC250922
0.947	High Similarity	NPC469550
0.9467	High Similarity	NPC256406
0.9467	High Similarity	NPC31363
0.9463	High Similarity	NPC183950
0.9463	High Similarity	NPC48479
0.9463	High Similarity	NPC52005
0.9463	High Similarity	NPC183959
0.9463	High Similarity	NPC223579
0.9463	High Similarity	NPC177298
0.9463	High Similarity	NPC137062
0.9463	High Similarity	NPC1612
0.9463	High Similarity	NPC287101
0.9427	High Similarity	NPC218226
0.9423	High Similarity	NPC326520
0.9423	High Similarity	NPC475888
0.9419	High Similarity	NPC83922
0.9419	High Similarity	NPC472448
0.9419	High Similarity	NPC472964
0.9419	High Similarity	NPC211107
0.9419	High Similarity	NPC81679
0.9416	High Similarity	NPC476283
0.9416	High Similarity	NPC228785
0.9416	High Similarity	NPC263449
0.9416	High Similarity	NPC14353
0.9416	High Similarity	NPC292415
0.9416	High Similarity	NPC472902
0.9416	High Similarity	NPC470183
0.9416	High Similarity	NPC56085
0.9416	High Similarity	NPC476980
0.9416	High Similarity	NPC204290
0.9412	High Similarity	NPC136674
0.9412	High Similarity	NPC469584
0.9412	High Similarity	NPC219867
0.9412	High Similarity	NPC187745
0.9412	High Similarity	NPC161960
0.9412	High Similarity	NPC108456
0.9412	High Similarity	NPC304008
0.9412	High Similarity	NPC218313
0.9412	High Similarity	NPC474681
0.9412	High Similarity	NPC470402
0.9412	High Similarity	NPC180011
0.9408	High Similarity	NPC472280
0.9408	High Similarity	NPC255807
0.9408	High Similarity	NPC213622
0.9408	High Similarity	NPC133392
0.9408	High Similarity	NPC31018
0.9408	High Similarity	NPC113906

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 NPC35038 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	352
0.1-0.2	920
0.2-0.3	1740
0.3-0.4	2611
0.4-0.5	1791
0.5-0.6	995
0.6-0.7	539
0.7-0.8	141
0.8-0.85	34
0.85-0.9	19
0.9-0.95	6
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9865	High Similarity	NPD2393	Clinical (unspecified phase)
0.9797	High Similarity	NPD1934	Approved
0.9342	High Similarity	NPD2801	Approved
0.9299	High Similarity	NPD6168	Clinical (unspecified phase)
0.9299	High Similarity	NPD6167	Clinical (unspecified phase)
0.9299	High Similarity	NPD6166	Phase 2
0.9128	High Similarity	NPD1511	Approved
0.9097	High Similarity	NPD3882	Suspended
0.9068	High Similarity	NPD7074	Phase 3
0.902	High Similarity	NPD4380	Phase 2
0.9007	High Similarity	NPD1512	Approved
0.9006	High Similarity	NPD7054	Approved
0.8951	High Similarity	NPD7472	Approved
0.8944	High Similarity	NPD3818	Discontinued
0.894	High Similarity	NPD4378	Clinical (unspecified phase)
0.8924	High Similarity	NPD5494	Approved
0.8917	High Similarity	NPD7075	Discontinued
0.891	High Similarity	NPD3817	Phase 2
0.8854	High Similarity	NPD4868	Clinical (unspecified phase)
0.8851	High Similarity	NPD1552	Clinical (unspecified phase)
0.8851	High Similarity	NPD1550	Clinical (unspecified phase)
0.8846	High Similarity	NPD7096	Clinical (unspecified phase)
0.8792	High Similarity	NPD1549	Phase 2
0.878	High Similarity	NPD6797	Phase 2
0.8727	High Similarity	NPD7251	Discontinued
0.8679	High Similarity	NPD4381	Clinical (unspecified phase)
0.8675	High Similarity	NPD4338	Clinical (unspecified phase)
0.8675	High Similarity	NPD7808	Phase 3
0.8671	High Similarity	NPD8443	Clinical (unspecified phase)
0.8608	High Similarity	NPD7819	Suspended
0.858	High Similarity	NPD6232	Discontinued
0.8545	High Similarity	NPD5844	Phase 1
0.8545	High Similarity	NPD7804	Clinical (unspecified phase)
0.8544	High Similarity	NPD6801	Discontinued
0.8537	High Similarity	NPD7473	Discontinued
0.8533	High Similarity	NPD2796	Approved
0.8519	High Similarity	NPD6959	Discontinued
0.8481	Intermediate Similarity	NPD7411	Suspended
0.8467	Intermediate Similarity	NPD1510	Phase 2
0.8452	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8393	Intermediate Similarity	NPD6559	Discontinued
0.8387	Intermediate Similarity	NPD6799	Approved
0.8333	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8322	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.8322	Intermediate Similarity	NPD1240	Approved
0.8322	Intermediate Similarity	NPD1613	Approved
0.8261	Intermediate Similarity	NPD1465	Phase 2
0.8212	Intermediate Similarity	NPD1607	Approved
0.82	Intermediate Similarity	NPD943	Approved
0.8187	Intermediate Similarity	NPD6599	Discontinued
0.8182	Intermediate Similarity	NPD1247	Approved
0.8176	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8171	Intermediate Similarity	NPD919	Approved
0.8144	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.8121	Intermediate Similarity	NPD3027	Phase 3
0.8108	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.8098	Intermediate Similarity	NPD5402	Approved
0.8052	Intermediate Similarity	NPD2935	Discontinued
0.8049	Intermediate Similarity	NPD7768	Phase 2
0.8013	Intermediate Similarity	NPD2800	Approved
0.8013	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD5403	Approved
0.7987	Intermediate Similarity	NPD2533	Approved
0.7987	Intermediate Similarity	NPD2534	Approved
0.7987	Intermediate Similarity	NPD2532	Approved
0.7976	Intermediate Similarity	NPD3926	Phase 2
0.7949	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7908	Intermediate Similarity	NPD230	Phase 1
0.7888	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7875	Intermediate Similarity	NPD5401	Approved
0.7857	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7853	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7848	Intermediate Similarity	NPD3750	Approved
0.7848	Intermediate Similarity	NPD4628	Phase 3
0.7844	Intermediate Similarity	NPD6234	Discontinued
0.7829	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7821	Intermediate Similarity	NPD1551	Phase 2
0.7792	Intermediate Similarity	NPD447	Suspended
0.7784	Intermediate Similarity	NPD3749	Approved
0.7778	Intermediate Similarity	NPD920	Approved
0.7751	Intermediate Similarity	NPD7199	Phase 2
0.7742	Intermediate Similarity	NPD6651	Approved
0.773	Intermediate Similarity	NPD1653	Approved
0.7714	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7712	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7707	Intermediate Similarity	NPD6100	Approved
0.7707	Intermediate Similarity	NPD6099	Approved
0.7702	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7701	Intermediate Similarity	NPD5953	Discontinued
0.7688	Intermediate Similarity	NPD7286	Phase 2
0.7684	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7683	Intermediate Similarity	NPD3226	Approved
0.7677	Intermediate Similarity	NPD1933	Approved
0.7673	Intermediate Similarity	NPD1243	Approved
0.7667	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7661	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7658	Intermediate Similarity	NPD2346	Discontinued
0.7654	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7651	Intermediate Similarity	NPD37	Approved
0.7643	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7643	Intermediate Similarity	NPD2799	Discontinued
0.7643	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.764	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7632	Intermediate Similarity	NPD9494	Approved
0.763	Intermediate Similarity	NPD7228	Approved
0.763	Intermediate Similarity	NPD3751	Discontinued
0.7619	Intermediate Similarity	NPD4967	Phase 2
0.7619	Intermediate Similarity	NPD4965	Approved
0.7619	Intermediate Similarity	NPD4966	Approved
0.7602	Intermediate Similarity	NPD3787	Discontinued
0.76	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7597	Intermediate Similarity	NPD2313	Discontinued
0.7593	Intermediate Similarity	NPD7390	Discontinued
0.7584	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7582	Intermediate Similarity	NPD4360	Phase 2
0.7582	Intermediate Similarity	NPD4908	Phase 1
0.7582	Intermediate Similarity	NPD4363	Phase 3
0.7578	Intermediate Similarity	NPD6190	Approved
0.7571	Intermediate Similarity	NPD8312	Approved
0.7571	Intermediate Similarity	NPD8313	Approved
0.7547	Intermediate Similarity	NPD2344	Approved
0.7532	Intermediate Similarity	NPD3748	Approved
0.7516	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7516	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD5711	Approved
0.75	Intermediate Similarity	NPD5710	Approved
0.7485	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7467	Intermediate Similarity	NPD1610	Phase 2
0.7458	Intermediate Similarity	NPD7685	Pre-registration
0.7439	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7439	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7421	Intermediate Similarity	NPD7584	Approved
0.7421	Intermediate Similarity	NPD7033	Discontinued
0.7419	Intermediate Similarity	NPD4625	Phase 3
0.7391	Intermediate Similarity	NPD2424	Discontinued
0.7386	Intermediate Similarity	NPD1203	Approved
0.738	Intermediate Similarity	NPD6776	Approved
0.738	Intermediate Similarity	NPD6779	Approved
0.738	Intermediate Similarity	NPD6780	Approved
0.738	Intermediate Similarity	NPD6781	Approved
0.738	Intermediate Similarity	NPD6778	Approved
0.738	Intermediate Similarity	NPD6782	Approved
0.738	Intermediate Similarity	NPD6777	Approved
0.7372	Intermediate Similarity	NPD6798	Discontinued
0.7365	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7362	Intermediate Similarity	NPD2309	Approved
0.7356	Intermediate Similarity	NPD5242	Approved
0.7355	Intermediate Similarity	NPD6832	Phase 2
0.7353	Intermediate Similarity	NPD5353	Approved
0.7348	Intermediate Similarity	NPD8434	Phase 2
0.7348	Intermediate Similarity	NPD8150	Discontinued
0.7344	Intermediate Similarity	NPD8151	Discontinued
0.7342	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7342	Intermediate Similarity	NPD5124	Phase 1
0.7342	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7315	Intermediate Similarity	NPD1548	Phase 1
0.7299	Intermediate Similarity	NPD7229	Phase 3
0.7294	Intermediate Similarity	NPD8455	Phase 2
0.729	Intermediate Similarity	NPD2861	Phase 2
0.7278	Intermediate Similarity	NPD4060	Phase 1
0.7263	Intermediate Similarity	NPD7435	Discontinued
0.7262	Intermediate Similarity	NPD7458	Discontinued
0.7261	Intermediate Similarity	NPD3268	Approved
0.7258	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7258	Intermediate Similarity	NPD4361	Phase 2
0.7239	Intermediate Similarity	NPD1652	Phase 2
0.7239	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7235	Intermediate Similarity	NPD6844	Discontinued
0.7233	Intermediate Similarity	NPD6355	Discontinued
0.7226	Intermediate Similarity	NPD2798	Approved
0.7222	Intermediate Similarity	NPD7266	Discontinued
0.7215	Intermediate Similarity	NPD6233	Phase 2
0.7207	Intermediate Similarity	NPD3823	Discontinued
0.719	Intermediate Similarity	NPD9717	Approved
0.719	Intermediate Similarity	NPD9269	Phase 2
0.719	Intermediate Similarity	NPD1608	Approved
0.7179	Intermediate Similarity	NPD7783	Phase 2
0.7179	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD3018	Phase 2
0.7176	Intermediate Similarity	NPD6386	Approved
0.7176	Intermediate Similarity	NPD6385	Approved
0.7173	Intermediate Similarity	NPD7697	Approved
0.7173	Intermediate Similarity	NPD7696	Phase 3
0.7173	Intermediate Similarity	NPD7698	Approved
0.7167	Intermediate Similarity	NPD7240	Approved
0.7161	Intermediate Similarity	NPD2797	Approved
0.7152	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD1729	Discontinued
0.7143	Intermediate Similarity	NPD8127	Discontinued
0.7143	Intermediate Similarity	NPD4749	Approved
0.7135	Intermediate Similarity	NPD7870	Phase 2
0.7135	Intermediate Similarity	NPD7871	Phase 2
0.7134	Intermediate Similarity	NPD6674	Discontinued
0.7134	Intermediate Similarity	NPD2654	Approved
0.7133	Intermediate Similarity	NPD5536	Phase 2
0.7126	Intermediate Similarity	NPD4662	Approved
0.7126	Intermediate Similarity	NPD4661	Approved
0.7124	Intermediate Similarity	NPD422	Phase 1
0.7124	Intermediate Similarity	NPD1201	Approved

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