NPASS Compound

Structure

CID153979 OpenBabel06191715522D 32 33 0 0 1 0 0 0 0 0999 V2000 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 5.1962 0.0000 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 6.0622 0.5000 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 -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 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 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 -1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 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 1.7321 0.0000 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 -0.8660 1.5000 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 6.9282 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 3.4641 2.0000 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 -0.0000 -1.0000 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 15 1 0 0 0 0 2 15 1 0 0 0 0 3 16 2 0 0 0 0 4 16 1 0 0 0 0 5 32 1 0 0 0 0 6 7 1 0 0 0 0 6 15 2 0 0 0 0 8 10 2 0 0 0 0 8 17 1 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 19 1 0 0 0 0 11 21 1 0 0 0 0 12 18 1 0 0 0 0 12 20 1 0 0 0 0 13 19 2 0 0 0 0 13 22 1 0 0 0 0 14 23 2 0 0 0 0 14 24 1 0 0 0 0 16 18 1 0 0 0 0 17 22 2 0 0 0 0 18 7 1 1 0 0 0 19 27 1 0 0 0 0 20 23 1 0 0 0 0 20 26 2 0 0 0 0 21 25 1 0 0 0 0 21 28 2 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 24 25 2 0 0 0 0 24 32 1 0 0 0 0 25 26 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	438.2
Volume:	467.516
LogP:	5.75
LogD:	3.749
LogS:	-3.942
# Rotatable Bonds:	9
TPSA:	107.22
# H-Bond Aceptor:	6
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.234
Synthetic Accessibility Score:	3.579
Fsp3:	0.269
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.138
MDCK Permeability:	1.4387764167622663e-05
Pgp-inhibitor:	0.873
Pgp-substrate:	0.867
Human Intestinal Absorption (HIA):	0.021
20% Bioavailability (F20%):	0.91
30% Bioavailability (F30%):	0.104

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.003
Plasma Protein Binding (PPB):	100.26737213134766%
Volume Distribution (VD):	0.522
Pgp-substrate:	0.839365541934967%

ADMET: Metabolism

CYP1A2-inhibitor:	0.885
CYP1A2-substrate:	0.879
CYP2C19-inhibitor:	0.758
CYP2C19-substrate:	0.063
CYP2C9-inhibitor:	0.828
CYP2C9-substrate:	0.949
CYP2D6-inhibitor:	0.912
CYP2D6-substrate:	0.853
CYP3A4-inhibitor:	0.481
CYP3A4-substrate:	0.162

ADMET: Excretion

Clearance (CL):	11.202
Half-life (T1/2):	0.649

ADMET: Toxicity

hERG Blockers:	0.045
Human Hepatotoxicity (H-HT):	0.594
Drug-inuced Liver Injury (DILI):	0.64
AMES Toxicity:	0.163
Rat Oral Acute Toxicity:	0.636
Maximum Recommended Daily Dose:	0.935
Skin Sensitization:	0.943
Carcinogencity:	0.39
Eye Corrosion:	0.003
Eye Irritation:	0.918
Respiratory Toxicity:	0.503

Download Data

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

Natural Product: NPC153979

Natural Product ID:	NPC153979
*Common Name:**	Kuraidin
IUPAC Name:	(E)-1-[2,4-dihydroxy-6-methoxy-3-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]phenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one
Synonyms:	Kuraidin; Kuraridin
Standard InCHIKey:	PIAPWPAWQGDOMN-SXAWMYDMSA-N
Standard InCHI:	InChI=1S/C26H30O6/c1-15(2)6-7-18(16(3)4)12-20-23(30)14-24(32-5)25(26(20)31)21(28)11-9-17-8-10-19(27)13-22(17)29/h6,8-11,13-14,18,27,29-31H,3,7,12H2,1-2,4-5H3/b11-9+/t18-/m1/s1
SMILES:	CC(=CC[C@H](Cc1c(cc(c(C(=O)/C=C/c2ccc(cc2O)O)c1O)OC)O)C(=C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL243362
PubChem CID:	44428631
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0003467] Linear 1,3-diarylpropanoids [CHEMONTID:0001630] Chalcones and dihydrochalcones [CHEMONTID:0003509] 3-prenylated chalcones

*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]
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]
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]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	bark	n.a.	PMID[21553897]
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]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27575476]
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]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17334	Onopordum acanthium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21375	Euphorbia nematocypha	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18668	Asimina parviflora	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20879	Clerodendrum bungei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20142	Embelia schimperi	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20680	Erythrina melanacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17334	Onopordum acanthium	Species	Asteraceae	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[TCMID]
NPO20489	Epilobium hirsutum	Species	Onagraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19231	Sophora flavescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20598	Lythrum salicaria	Species	Lythraceae	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]
NPO17334	Onopordum acanthium	Species	Asteraceae	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]
NPO20680	Erythrina melanacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18176	Ephedra sinica	Species	Ephedraceae	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]
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]
NPO17258	Rhinella marina	Species	Bufonidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9968	Shigella dysenteriae	Species	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO19810	Myxococcus stipitatus	Species	Myxococcaceae	Bacteria	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]
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]
NPO20843	Monsonia senegalensis	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20624	Simarouba glauca	Species	Simaroubaceae	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]
NPO18473	Plathymenia reticulata	Species	Fabaceae	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]
NPO22937	Vernonia fagifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21631	Faramea salicifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21038	Lemaireocereus longispinus	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19912	Vellozia nanuzae	Species	Velloziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3152	Morella rubra	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21170	Embelia parviflora	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28202	Helichrysum tenuifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20879	Clerodendrum bungei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19667	Hypericum styphelioides	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20142	Embelia schimperi	Species	Primulaceae	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]
NPO20421	Aplophyllum alberti-regelii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO20598	Lythrum salicaria	Species	Lythraceae	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]
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]
NPO20489	Epilobium hirsutum	Species	Onagraceae	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]
NPO17849	Centaurea maculosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18176	Ephedra sinica	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20680	Erythrina melanacantha	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21243	Siphonaria capensis	Species	Siphonariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4051	Tricholoma columbetta	Species	Tricholomataceae	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]
NPO12313	Haplophyllum obtusifolium	Species	Rutaceae	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]
NPO12056	Chondrodendron tomentosum	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21562	Diospyros assimilis	Species	Ebenaceae	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
EC50	1
IC50	4
Others	4

Activity Type	# Activity
Individual Protein	4
Organism	1
Others	3
Protein Family	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1536	Individual Protein	Phosphodiesterase 5A	Rattus norvegicus	IC50	=	640.0	nM	PMID[531198]
NPT640	Individual Protein	Sodium/glucose cotransporter 1	Homo sapiens	Inhibition	=	71.1	%	PMID[531199]
NPT641	Individual Protein	Sodium/glucose cotransporter 2	Homo sapiens	Inhibition	=	100.0	%	PMID[531199]
NPT30	Individual Protein	Cyclooxygenase-1	Homo sapiens	IC50	=	600.0	nM	PMID[531200]
NPT2	Others	Unspecified		IC50	=	1250.0	nM	PMID[531198]
NPT1537	Protein Family	Phosphodiesterase 4	Rattus norvegicus	IC50	=	8270.0	nM	PMID[531198]
NPT2	Others	Unspecified		Ratio	=	2.0	n.a.	PMID[531198]
NPT2	Others	Unspecified		Ratio	=	12.9	n.a.	PMID[531198]
NPT190	Organism	Human herpesvirus 1	Human herpesvirus 1	EC50	>	300.0	ug.mL-1	PMID[531201]

☑ 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 NPC153979 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	348
0.1-0.2	1502
0.2-0.3	3822
0.3-0.4	10124
0.4-0.5	8314
0.5-0.6	3589
0.6-0.7	6030
0.7-0.8	5558
0.8-0.85	1939
0.85-0.9	907
0.9-0.95	479
0.95-1	85

Similarity Score	Similarity Level	Natural Product ID
0.9924	High Similarity	NPC168105
0.9924	High Similarity	NPC186838
0.9924	High Similarity	NPC1486
0.9924	High Similarity	NPC274109
0.9924	High Similarity	NPC477242
0.9924	High Similarity	NPC150399
0.9924	High Similarity	NPC41461
0.9924	High Similarity	NPC66349
0.9924	High Similarity	NPC249606
0.9924	High Similarity	NPC12165
0.9924	High Similarity	NPC477243
0.9924	High Similarity	NPC25287
0.9924	High Similarity	NPC477244
0.9924	High Similarity	NPC98115
0.985	High Similarity	NPC477956
0.9848	High Similarity	NPC472419
0.9848	High Similarity	NPC317119
0.9847	High Similarity	NPC156092
0.9847	High Similarity	NPC131039
0.9847	High Similarity	NPC13575
0.9774	High Similarity	NPC21350
0.9771	High Similarity	NPC286336
0.9771	High Similarity	NPC103842
0.9701	High Similarity	NPC470211
0.9701	High Similarity	NPC472366
0.9695	High Similarity	NPC294593
0.9695	High Similarity	NPC192304
0.9695	High Similarity	NPC312318
0.9695	High Similarity	NPC263670
0.9695	High Similarity	NPC472365
0.9695	High Similarity	NPC20560
0.9695	High Similarity	NPC82225
0.9695	High Similarity	NPC204960
0.9695	High Similarity	NPC175098
0.9695	High Similarity	NPC337373
0.9695	High Similarity	NPC188646
0.9695	High Similarity	NPC242294
0.9695	High Similarity	NPC56031
0.9695	High Similarity	NPC27643
0.9695	High Similarity	NPC18877
0.9695	High Similarity	NPC159623
0.9695	High Similarity	NPC144051
0.9695	High Similarity	NPC139813
0.9695	High Similarity	NPC28753
0.963	High Similarity	NPC204985
0.963	High Similarity	NPC219917
0.963	High Similarity	NPC172250
0.963	High Similarity	NPC80962
0.963	High Similarity	NPC326109
0.963	High Similarity	NPC213659
0.963	High Similarity	NPC259166
0.963	High Similarity	NPC48624
0.963	High Similarity	NPC11056
0.963	High Similarity	NPC215311
0.963	High Similarity	NPC144118
0.9627	High Similarity	NPC471620
0.9627	High Similarity	NPC472368
0.9627	High Similarity	NPC251681
0.9627	High Similarity	NPC243528
0.9624	High Similarity	NPC24394
0.9624	High Similarity	NPC213603
0.9618	High Similarity	NPC212631
0.9618	High Similarity	NPC129132
0.9618	High Similarity	NPC257756
0.9618	High Similarity	NPC205468
0.9618	High Similarity	NPC87231
0.9559	High Similarity	NPC470087
0.9559	High Similarity	NPC55832
0.9559	High Similarity	NPC469404
0.9559	High Similarity	NPC110969
0.9559	High Similarity	NPC470089
0.9559	High Similarity	NPC26051
0.9559	High Similarity	NPC282300
0.9559	High Similarity	NPC268204
0.9559	High Similarity	NPC321980
0.9559	High Similarity	NPC52789
0.9556	High Similarity	NPC295384
0.9556	High Similarity	NPC283429
0.9542	High Similarity	NPC164236
0.9542	High Similarity	NPC308037
0.9542	High Similarity	NPC475008
0.9542	High Similarity	NPC262359
0.9542	High Similarity	NPC309717
0.9542	High Similarity	NPC128348
0.9542	High Similarity	NPC66384
0.9542	High Similarity	NPC64359
0.9542	High Similarity	NPC186097
0.9542	High Similarity	NPC475009
0.9542	High Similarity	NPC112192
0.9542	High Similarity	NPC189106
0.9542	High Similarity	NPC313618
0.9493	High Similarity	NPC328623
0.9493	High Similarity	NPC473013
0.9493	High Similarity	NPC473015
0.9489	High Similarity	NPC11561
0.9489	High Similarity	NPC226636
0.9489	High Similarity	NPC297600
0.9485	High Similarity	NPC270883
0.9485	High Similarity	NPC261227
0.9485	High Similarity	NPC241100
0.9485	High Similarity	NPC101366
0.9485	High Similarity	NPC69769
0.9485	High Similarity	NPC253822
0.9485	High Similarity	NPC159275
0.9485	High Similarity	NPC265178
0.9485	High Similarity	NPC172986
0.9481	High Similarity	NPC124269
0.9478	High Similarity	NPC473391
0.9478	High Similarity	NPC472367
0.9478	High Similarity	NPC472364
0.9478	High Similarity	NPC476333
0.9474	High Similarity	NPC164136
0.947	High Similarity	NPC15834
0.947	High Similarity	NPC215875
0.9466	High Similarity	NPC324482
0.9424	High Similarity	NPC477955
0.9424	High Similarity	NPC25844
0.942	High Similarity	NPC81697
0.942	High Similarity	NPC175504
0.942	High Similarity	NPC51887
0.942	High Similarity	NPC117836
0.942	High Similarity	NPC166138
0.942	High Similarity	NPC475705
0.942	High Similarity	NPC257097
0.942	High Similarity	NPC106985
0.942	High Similarity	NPC91560
0.942	High Similarity	NPC310130
0.942	High Similarity	NPC107177
0.942	High Similarity	NPC223812
0.942	High Similarity	NPC221432
0.942	High Similarity	NPC75049
0.942	High Similarity	NPC125894
0.942	High Similarity	NPC278249
0.942	High Similarity	NPC149026
0.942	High Similarity	NPC77794
0.942	High Similarity	NPC245482
0.942	High Similarity	NPC150408
0.942	High Similarity	NPC39329
0.942	High Similarity	NPC85162
0.942	High Similarity	NPC143896
0.942	High Similarity	NPC68104
0.942	High Similarity	NPC169591
0.942	High Similarity	NPC476178
0.942	High Similarity	NPC301751
0.942	High Similarity	NPC164980
0.942	High Similarity	NPC18585
0.9416	High Similarity	NPC156590
0.9416	High Similarity	NPC40118
0.9416	High Similarity	NPC232021
0.9416	High Similarity	NPC205006
0.9416	High Similarity	NPC26238
0.9416	High Similarity	NPC103362
0.9416	High Similarity	NPC118840
0.9416	High Similarity	NPC126534
0.9416	High Similarity	NPC147688
0.9416	High Similarity	NPC3188
0.9416	High Similarity	NPC64908
0.9412	High Similarity	NPC217186
0.9412	High Similarity	NPC303633
0.9412	High Similarity	NPC18260
0.9412	High Similarity	NPC96565
0.9412	High Similarity	NPC220062
0.9412	High Similarity	NPC78913
0.9412	High Similarity	NPC53181
0.9412	High Similarity	NPC55018
0.9412	High Similarity	NPC216978
0.9412	High Similarity	NPC109232
0.9412	High Similarity	NPC301217
0.9407	High Similarity	NPC303644
0.9407	High Similarity	NPC162680
0.9407	High Similarity	NPC23870
0.9407	High Similarity	NPC188879
0.9407	High Similarity	NPC116632
0.9407	High Similarity	NPC7013
0.9407	High Similarity	NPC181124
0.9407	High Similarity	NPC209560
0.9407	High Similarity	NPC294409
0.9398	High Similarity	NPC16197
0.9394	High Similarity	NPC27490
0.9389	High Similarity	NPC247779
0.9389	High Similarity	NPC84772
0.9353	High Similarity	NPC473014
0.9353	High Similarity	NPC209040
0.9353	High Similarity	NPC131579
0.9353	High Similarity	NPC131568
0.9353	High Similarity	NPC476055
0.9353	High Similarity	NPC235217
0.9353	High Similarity	NPC236766
0.9353	High Similarity	NPC197252
0.9353	High Similarity	NPC234629
0.9353	High Similarity	NPC271288
0.9353	High Similarity	NPC311741
0.9348	High Similarity	NPC161506
0.9348	High Similarity	NPC32739
0.9348	High Similarity	NPC324436
0.9348	High Similarity	NPC66515
0.9348	High Similarity	NPC148545
0.9348	High Similarity	NPC328164
0.9348	High Similarity	NPC76338
0.9348	High Similarity	NPC64915

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 NPC153979 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	320
0.1-0.2	948
0.2-0.3	1452
0.3-0.4	2577
0.4-0.5	1979
0.5-0.6	1230
0.6-0.7	448
0.7-0.8	145
0.8-0.85	34
0.85-0.9	11
0.9-0.95	5
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9542	High Similarity	NPD1240	Approved
0.9398	High Similarity	NPD1607	Approved
0.9259	High Similarity	NPD1510	Phase 2
0.9214	High Similarity	NPD4378	Clinical (unspecified phase)
0.9078	High Similarity	NPD7410	Clinical (unspecified phase)
0.9058	High Similarity	NPD1549	Phase 2
0.8986	High Similarity	NPD1552	Clinical (unspecified phase)
0.8986	High Similarity	NPD1550	Clinical (unspecified phase)
0.8897	High Similarity	NPD4380	Phase 2
0.8836	High Similarity	NPD7411	Suspended
0.8832	High Similarity	NPD6651	Approved
0.8784	High Similarity	NPD8443	Clinical (unspecified phase)
0.8777	High Similarity	NPD2796	Approved
0.8716	High Similarity	NPD2393	Clinical (unspecified phase)
0.8667	High Similarity	NPD7075	Discontinued
0.8643	High Similarity	NPD2935	Discontinued
0.8611	High Similarity	NPD6799	Approved
0.8591	High Similarity	NPD7819	Suspended
0.8591	High Similarity	NPD7096	Clinical (unspecified phase)
0.8523	High Similarity	NPD6801	Discontinued
0.8521	High Similarity	NPD970	Clinical (unspecified phase)
0.8462	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.84	Intermediate Similarity	NPD1934	Approved
0.8389	Intermediate Similarity	NPD6599	Discontinued
0.8356	Intermediate Similarity	NPD1511	Approved
0.8355	Intermediate Similarity	NPD7768	Phase 2
0.8355	Intermediate Similarity	NPD3882	Suspended
0.8344	Intermediate Similarity	NPD2801	Approved
0.8333	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD2800	Approved
0.831	Intermediate Similarity	NPD2799	Discontinued
0.8301	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.828	Intermediate Similarity	NPD7473	Discontinued
0.8276	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.8276	Intermediate Similarity	NPD3750	Approved
0.8273	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.8252	Intermediate Similarity	NPD1551	Phase 2
0.8243	Intermediate Similarity	NPD1512	Approved
0.8207	Intermediate Similarity	NPD1243	Approved
0.8205	Intermediate Similarity	NPD6232	Discontinued
0.8182	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.8176	Intermediate Similarity	NPD2534	Approved
0.8176	Intermediate Similarity	NPD2533	Approved
0.8176	Intermediate Similarity	NPD2532	Approved
0.8156	Intermediate Similarity	NPD943	Approved
0.8141	Intermediate Similarity	NPD6959	Discontinued
0.8116	Intermediate Similarity	NPD2798	Approved
0.8077	Intermediate Similarity	NPD5494	Approved
0.8075	Intermediate Similarity	NPD5953	Discontinued
0.8069	Intermediate Similarity	NPD2344	Approved
0.8067	Intermediate Similarity	NPD920	Approved
0.8065	Intermediate Similarity	NPD3749	Approved
0.8063	Intermediate Similarity	NPD7286	Phase 2
0.8063	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8043	Intermediate Similarity	NPD1203	Approved
0.8041	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7987	Intermediate Similarity	NPD6166	Phase 2
0.7987	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7987	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7975	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7959	Intermediate Similarity	NPD2654	Approved
0.7956	Intermediate Similarity	NPD3972	Approved
0.7947	Intermediate Similarity	NPD5403	Approved
0.7935	Intermediate Similarity	NPD3817	Phase 2
0.7933	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7931	Intermediate Similarity	NPD3748	Approved
0.7888	Intermediate Similarity	NPD3818	Discontinued
0.7887	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7887	Intermediate Similarity	NPD2313	Discontinued
0.7872	Intermediate Similarity	NPD6832	Phase 2
0.7867	Intermediate Similarity	NPD7390	Discontinued
0.7852	Intermediate Similarity	NPD2309	Approved
0.7836	Intermediate Similarity	NPD9493	Approved
0.7826	Intermediate Similarity	NPD9717	Approved
0.7815	Intermediate Similarity	NPD5401	Approved
0.7805	Intermediate Similarity	NPD6559	Discontinued
0.7791	Intermediate Similarity	NPD7074	Phase 3
0.7785	Intermediate Similarity	NPD4628	Phase 3
0.7771	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7762	Intermediate Similarity	NPD3268	Approved
0.7755	Intermediate Similarity	NPD6099	Approved
0.7755	Intermediate Similarity	NPD6100	Approved
0.7754	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7746	Intermediate Similarity	NPD4908	Phase 1
0.773	Intermediate Similarity	NPD7054	Approved
0.7727	Intermediate Similarity	NPD7458	Discontinued
0.7727	Intermediate Similarity	NPD3226	Approved
0.7721	Intermediate Similarity	NPD9545	Approved
0.7712	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7683	Intermediate Similarity	NPD7472	Approved
0.7673	Intermediate Similarity	NPD919	Approved
0.7667	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7667	Intermediate Similarity	NPD7003	Approved
0.766	Intermediate Similarity	NPD1164	Approved
0.766	Intermediate Similarity	NPD2797	Approved
0.7636	Intermediate Similarity	NPD6797	Phase 2
0.7626	Intermediate Similarity	NPD1610	Phase 2
0.7626	Intermediate Similarity	NPD422	Phase 1
0.7622	Intermediate Similarity	NPD5844	Phase 1
0.7595	Intermediate Similarity	NPD5402	Approved
0.7593	Intermediate Similarity	NPD3926	Phase 2
0.7591	Intermediate Similarity	NPD1548	Phase 1
0.759	Intermediate Similarity	NPD7251	Discontinued
0.7589	Intermediate Similarity	NPD1876	Approved
0.7584	Intermediate Similarity	NPD2346	Discontinued
0.7578	Intermediate Similarity	NPD1247	Approved
0.7576	Intermediate Similarity	NPD1729	Discontinued
0.7568	Intermediate Similarity	NPD7033	Discontinued
0.7545	Intermediate Similarity	NPD7808	Phase 3
0.7536	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7535	Intermediate Similarity	NPD1470	Approved
0.7531	Intermediate Similarity	NPD5710	Approved
0.7531	Intermediate Similarity	NPD5711	Approved
0.7517	Intermediate Similarity	NPD5406	Approved
0.7517	Intermediate Similarity	NPD5408	Approved
0.7517	Intermediate Similarity	NPD5404	Approved
0.7517	Intermediate Similarity	NPD5405	Approved
0.7516	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD4363	Phase 3
0.7514	Intermediate Similarity	NPD4360	Phase 2
0.75	Intermediate Similarity	NPD1201	Approved
0.7483	Intermediate Similarity	NPD5124	Phase 1
0.7483	Intermediate Similarity	NPD230	Phase 1
0.7483	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7471	Intermediate Similarity	NPD4361	Phase 2
0.7471	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.745	Intermediate Similarity	NPD4308	Phase 3
0.745	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7447	Intermediate Similarity	NPD1608	Approved
0.744	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7413	Intermediate Similarity	NPD3266	Approved
0.7413	Intermediate Similarity	NPD3267	Approved
0.7397	Intermediate Similarity	NPD3764	Approved
0.7365	Intermediate Similarity	NPD1933	Approved
0.7365	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7353	Intermediate Similarity	NPD1241	Discontinued
0.7351	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7343	Intermediate Similarity	NPD3225	Approved
0.7343	Intermediate Similarity	NPD1283	Approved
0.7329	Intermediate Similarity	NPD3027	Phase 3
0.7329	Intermediate Similarity	NPD4625	Phase 3
0.7321	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7312	Intermediate Similarity	NPD1465	Phase 2
0.7299	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.729	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7286	Intermediate Similarity	NPD1651	Approved
0.7279	Intermediate Similarity	NPD411	Approved
0.7279	Intermediate Similarity	NPD1296	Phase 2
0.7278	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7278	Intermediate Similarity	NPD6104	Discontinued
0.7273	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD2296	Approved
0.7267	Intermediate Similarity	NPD4288	Approved
0.7248	Intermediate Similarity	NPD447	Suspended
0.7244	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD1019	Discontinued
0.7239	Intermediate Similarity	NPD74	Approved
0.7239	Intermediate Similarity	NPD9266	Approved
0.7237	Intermediate Similarity	NPD1471	Phase 3
0.7234	Intermediate Similarity	NPD17	Approved
0.7212	Intermediate Similarity	NPD7229	Phase 3
0.7207	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7197	Intermediate Similarity	NPD5049	Phase 3
0.7192	Intermediate Similarity	NPD9494	Approved
0.7188	Intermediate Similarity	NPD5890	Approved
0.7188	Intermediate Similarity	NPD5889	Approved
0.7183	Intermediate Similarity	NPD3847	Discontinued
0.7181	Intermediate Similarity	NPD4307	Phase 2
0.7176	Intermediate Similarity	NPD940	Approved
0.7176	Intermediate Similarity	NPD846	Approved
0.7164	Intermediate Similarity	NPD9267	Approved
0.7164	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7164	Intermediate Similarity	NPD9263	Approved
0.7164	Intermediate Similarity	NPD9264	Approved
0.7162	Intermediate Similarity	NPD6798	Discontinued
0.7161	Intermediate Similarity	NPD2354	Approved
0.7153	Intermediate Similarity	NPD4749	Approved
0.7143	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD37	Approved
0.7143	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD4662	Approved
0.7134	Intermediate Similarity	NPD4661	Approved
0.7133	Intermediate Similarity	NPD6355	Discontinued
0.7133	Intermediate Similarity	NPD1281	Approved
0.7126	Intermediate Similarity	NPD2403	Approved
0.7125	Intermediate Similarity	NPD6585	Discontinued
0.7123	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7113	Intermediate Similarity	NPD4626	Approved
0.7093	Intermediate Similarity	NPD8312	Approved
0.7093	Intermediate Similarity	NPD8313	Approved
0.7086	Intermediate Similarity	NPD4287	Approved
0.7086	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD1481	Phase 2
0.7075	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7067	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7067	Intermediate Similarity	NPD4060	Phase 1
0.7067	Intermediate Similarity	NPD3140	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