NPASS Compound

Structure

CID51326 OpenBabel06191715382D 41 45 0 0 1 0 0 0 0 0999 V2000 -8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 C 0 0 0 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 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 -6.0622 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 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 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 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 0.8660 0.5000 0.0000 C 0 0 2 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 0.8660 4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 36 1 0 0 0 0 2 5 2 0 0 0 0 2 11 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 13 1 0 0 0 0 5 17 1 0 0 0 0 6 11 2 0 0 0 0 6 15 1 0 0 0 0 7 12 2 0 0 0 0 7 18 1 0 0 0 0 8 14 2 0 0 0 0 8 37 1 0 0 0 0 9 16 1 0 0 0 0 9 38 1 0 0 0 0 10 39 1 0 0 0 0 11 14 1 0 0 0 0 12 40 1 0 0 0 0 13 18 2 0 0 0 0 13 20 1 0 0 0 0 14 20 1 0 0 0 0 15 17 2 0 0 0 0 15 28 1 0 0 0 0 16 21 1 0 0 0 0 16 29 1 6 0 0 0 17 36 1 0 0 0 0 18 37 1 0 0 0 0 19 10 1 6 0 0 0 19 22 1 0 0 0 0 19 41 1 0 0 0 0 20 30 2 0 0 0 0 21 24 1 0 0 0 0 21 31 1 1 0 0 0 22 23 1 0 0 0 0 22 32 1 1 0 0 0 23 25 1 0 0 0 0 23 33 1 6 0 0 0 24 26 1 0 0 0 0 24 34 1 6 0 0 0 25 27 1 0 0 0 0 25 35 1 1 0 0 0 26 38 1 0 0 0 0 26 39 1 1 0 0 0 27 40 1 6 0 0 0 27 41 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	550.21
Volume:	522.43
LogP:	0.653
LogD:	1.335
LogS:	-3.645
# Rotatable Bonds:	8
TPSA:	165.76
# H-Bond Aceptor:	12
# H-Bond Donor:	5
# Rings:	5
# Heavy Atoms:	12

MedChem Properties

QED Drug-Likeness Score:	0.312
Synthetic Accessibility Score:	4.549
Fsp3:	0.556
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.147
MDCK Permeability:	2.904400935221929e-05
Pgp-inhibitor:	0.054
Pgp-substrate:	0.847
Human Intestinal Absorption (HIA):	0.504
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.089

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.126
Plasma Protein Binding (PPB):	60.548431396484375%
Volume Distribution (VD):	0.336
Pgp-substrate:	21.695144653320312%

ADMET: Metabolism

CYP1A2-inhibitor:	0.016
CYP1A2-substrate:	0.782
CYP2C19-inhibitor:	0.013
CYP2C19-substrate:	0.722
CYP2C9-inhibitor:	0.01
CYP2C9-substrate:	0.406
CYP2D6-inhibitor:	0.025
CYP2D6-substrate:	0.253
CYP3A4-inhibitor:	0.099
CYP3A4-substrate:	0.192

ADMET: Excretion

Clearance (CL):	4.265
Half-life (T1/2):	0.577

ADMET: Toxicity

hERG Blockers:	0.438
Human Hepatotoxicity (H-HT):	0.153
Drug-inuced Liver Injury (DILI):	0.095
AMES Toxicity:	0.126
Rat Oral Acute Toxicity:	0.031
Maximum Recommended Daily Dose:	0.093
Skin Sensitization:	0.774
Carcinogencity:	0.088
Eye Corrosion:	0.003
Eye Irritation:	0.023
Respiratory Toxicity:	0.09

Download Data

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

Natural Product: NPC51326

Natural Product ID:	NPC51326
*Common Name:**	3'-Hydroxy-4'-Methoxyisoflavone-7-O-Beta-D-Xylopyranosyl-(1->6)-Beta-D-Glucopyranoside
IUPAC Name:	3-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
Synonyms:
Standard InCHIKey:	UJFILKCKDPSIPS-FGXGINFVSA-N
Standard InCHI:	InChI=1S/C27H30O14/c1-36-17-5-2-11(6-15(17)28)14-8-37-18-7-12(3-4-13(18)20(14)30)40-27-25(35)23(33)22(32)19(41-27)10-39-26-24(34)21(31)16(29)9-38-26/h2-8,16,19,21-29,31-35H,9-10H2,1H3/t16-,19-,21+,22-,23+,24-,25-,26+,27-/m1/s1
SMILES:	COc1ccc(cc1O)c1coc2c(c1=O)ccc(c2)O[C@@H]1O[C@H](CO[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3092854
PubChem CID:	73603980
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002506] Isoflavonoids [CHEMONTID:0000507] Isoflavonoid O-glycosides

*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	leaves	n.a.	n.a.	PMID[15165152]
NPO19667	Hypericum styphelioides	Species	Hypericaceae	Eukaryota	n.a.	leaf	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]
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]
NPO20598	Lythrum salicaria	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18286	Lycogala epidendrum	Species	Enteridiidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19231	Sophora flavescens	Species	Fabaceae	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]
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]
NPO19231	Sophora flavescens	Species	Fabaceae	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]
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]
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]
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]
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]
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]
NPO3152	Morella rubra	Species	Myricaceae	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]
NPO20142	Embelia schimperi	Species	Primulaceae	Eukaryota	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]
NPO20421	Aplophyllum alberti-regelii	n.a.	n.a.	n.a.	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]
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]
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]
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]
NPO13449	Syzygium polycephaloides	Species	Myrtaceae	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]
NPO14241	Planchonia grandis	Species	Asterolecaniidae	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]
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]
NPO19810	Myxococcus stipitatus	Species	Myxococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO9968	Shigella dysenteriae	Species	Enterobacteriaceae	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]
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]
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]
NPO19036	Esenbeckia leiocarpa	Species	Rutaceae	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]
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]
NPO5903	Conus mus	Species	Conidae	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	2

Activity Type	# Activity
CELL-LINE	1
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	46.3	%	PMID[486170]
NPT21742	CELL-LINE	L02	Homo sapiens	Survival	=	71.5	%	PMID[486170]

☑ 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 NPC51326 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	446
0.1-0.2	1835
0.2-0.3	4016
0.3-0.4	9791
0.4-0.5	8590
0.5-0.6	4411
0.6-0.7	5463
0.7-0.8	5537
0.8-0.85	1581
0.85-0.9	602
0.9-0.95	367
0.95-1	58

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC231194
0.9874	High Similarity	NPC229729
0.9814	High Similarity	NPC256760
0.9812	High Similarity	NPC229687
0.9812	High Similarity	NPC209296
0.9812	High Similarity	NPC195257
0.9811	High Similarity	NPC115674
0.9811	High Similarity	NPC5778
0.9811	High Similarity	NPC236934
0.9811	High Similarity	NPC210073
0.9753	High Similarity	NPC208668
0.9752	High Similarity	NPC79056
0.9752	High Similarity	NPC177731
0.9752	High Similarity	NPC78734
0.9752	High Similarity	NPC150767
0.9752	High Similarity	NPC105095
0.9752	High Similarity	NPC44328
0.975	High Similarity	NPC45400
0.9748	High Similarity	NPC311830
0.9748	High Similarity	NPC22832
0.9691	High Similarity	NPC205076
0.9691	High Similarity	NPC307518
0.9691	High Similarity	NPC48773
0.9691	High Similarity	NPC235575
0.9689	High Similarity	NPC43587
0.9689	High Similarity	NPC86008
0.9689	High Similarity	NPC293629
0.9688	High Similarity	NPC8856
0.9686	High Similarity	NPC29830
0.9686	High Similarity	NPC284960
0.9686	High Similarity	NPC309025
0.9686	High Similarity	NPC19709
0.9686	High Similarity	NPC270335
0.9686	High Similarity	NPC191306
0.9686	High Similarity	NPC222936
0.9686	High Similarity	NPC243930
0.9686	High Similarity	NPC88023
0.9686	High Similarity	NPC168822
0.9632	High Similarity	NPC51774
0.9632	High Similarity	NPC236191
0.9632	High Similarity	NPC204693
0.9632	High Similarity	NPC472993
0.9632	High Similarity	NPC239549
0.963	High Similarity	NPC285197
0.963	High Similarity	NPC67105
0.963	High Similarity	NPC22195
0.963	High Similarity	NPC206123
0.963	High Similarity	NPC21190
0.963	High Similarity	NPC224462
0.963	High Similarity	NPC95866
0.963	High Similarity	NPC44558
0.963	High Similarity	NPC218488
0.963	High Similarity	NPC105511
0.963	High Similarity	NPC471416
0.963	High Similarity	NPC474434
0.963	High Similarity	NPC183357
0.963	High Similarity	NPC34287
0.9627	High Similarity	NPC477502
0.9625	High Similarity	NPC284277
0.9625	High Similarity	NPC165720
0.9625	High Similarity	NPC475366
0.9625	High Similarity	NPC475497
0.9623	High Similarity	NPC77660
0.9623	High Similarity	NPC189142
0.9623	High Similarity	NPC473043
0.9623	High Similarity	NPC300537
0.9623	High Similarity	NPC127782
0.9573	High Similarity	NPC220173
0.9573	High Similarity	NPC16194
0.9573	High Similarity	NPC473327
0.9573	High Similarity	NPC294629
0.9573	High Similarity	NPC198199
0.9573	High Similarity	NPC294815
0.9573	High Similarity	NPC19108
0.9573	High Similarity	NPC476472
0.9571	High Similarity	NPC180918
0.9571	High Similarity	NPC155877
0.9571	High Similarity	NPC3583
0.9571	High Similarity	NPC60735
0.9571	High Similarity	NPC301683
0.9571	High Similarity	NPC471725
0.9571	High Similarity	NPC134532
0.9571	High Similarity	NPC67134
0.9571	High Similarity	NPC259152
0.9571	High Similarity	NPC203259
0.9571	High Similarity	NPC33054
0.9571	High Similarity	NPC47140
0.9571	High Similarity	NPC475155
0.9571	High Similarity	NPC176740
0.9571	High Similarity	NPC471748
0.9571	High Similarity	NPC26230
0.9571	High Similarity	NPC261254
0.9571	High Similarity	NPC267254
0.9568	High Similarity	NPC219904
0.9568	High Similarity	NPC95855
0.9568	High Similarity	NPC170675
0.9568	High Similarity	NPC225434
0.9568	High Similarity	NPC201292
0.9568	High Similarity	NPC58053
0.9568	High Similarity	NPC61791
0.9568	High Similarity	NPC52382
0.9568	High Similarity	NPC475942
0.9568	High Similarity	NPC223747
0.9568	High Similarity	NPC120099
0.9568	High Similarity	NPC270578
0.9568	High Similarity	NPC472381
0.9568	High Similarity	NPC105283
0.9568	High Similarity	NPC183036
0.9568	High Similarity	NPC210042
0.9568	High Similarity	NPC203050
0.9568	High Similarity	NPC186807
0.9568	High Similarity	NPC93337
0.9568	High Similarity	NPC472383
0.9568	High Similarity	NPC112755
0.9568	High Similarity	NPC226294
0.9568	High Similarity	NPC105025
0.9568	High Similarity	NPC227508
0.9568	High Similarity	NPC471457
0.9568	High Similarity	NPC469931
0.9568	High Similarity	NPC45638
0.9565	High Similarity	NPC21100
0.9565	High Similarity	NPC197285
0.9563	High Similarity	NPC88043
0.956	High Similarity	NPC303913
0.956	High Similarity	NPC182045
0.9515	High Similarity	NPC169733
0.9515	High Similarity	NPC255799
0.9512	High Similarity	NPC25724
0.9509	High Similarity	NPC255157
0.9509	High Similarity	NPC254855
0.9509	High Similarity	NPC67326
0.9509	High Similarity	NPC29958
0.9509	High Similarity	NPC259896
0.9509	High Similarity	NPC156869
0.9509	High Similarity	NPC212748
0.9509	High Similarity	NPC136042
0.9506	High Similarity	NPC223424
0.9506	High Similarity	NPC52550
0.9506	High Similarity	NPC135345
0.9506	High Similarity	NPC93099
0.9506	High Similarity	NPC160156
0.9506	High Similarity	NPC92565
0.9506	High Similarity	NPC58716
0.9506	High Similarity	NPC275454
0.9506	High Similarity	NPC127546
0.9506	High Similarity	NPC116745
0.9506	High Similarity	NPC173637
0.9506	High Similarity	NPC146792
0.9506	High Similarity	NPC45618
0.9506	High Similarity	NPC317489
0.9506	High Similarity	NPC226304
0.9506	High Similarity	NPC325555
0.9506	High Similarity	NPC84362
0.9506	High Similarity	NPC265530
0.9503	High Similarity	NPC277205
0.9503	High Similarity	NPC15358
0.9497	High Similarity	NPC110349
0.9458	High Similarity	NPC120952
0.9458	High Similarity	NPC173837
0.9458	High Similarity	NPC476618
0.9458	High Similarity	NPC139571
0.9458	High Similarity	NPC217520
0.9458	High Similarity	NPC251417
0.9458	High Similarity	NPC476620
0.9458	High Similarity	NPC472387
0.9458	High Similarity	NPC476619
0.9458	High Similarity	NPC89052
0.9458	High Similarity	NPC476622
0.9458	High Similarity	NPC476621
0.9458	High Similarity	NPC476623
0.9455	High Similarity	NPC142996
0.9455	High Similarity	NPC102028
0.9451	High Similarity	NPC211594
0.9451	High Similarity	NPC172807
0.9451	High Similarity	NPC254540
0.9451	High Similarity	NPC153755
0.9451	High Similarity	NPC476405
0.9451	High Similarity	NPC156977
0.9451	High Similarity	NPC472386
0.9451	High Similarity	NPC117260
0.9444	High Similarity	NPC276222
0.9444	High Similarity	NPC99957
0.9444	High Similarity	NPC181616
0.9444	High Similarity	NPC145038
0.9444	High Similarity	NPC281131
0.9444	High Similarity	NPC179950
0.9444	High Similarity	NPC56077
0.9444	High Similarity	NPC274618
0.9444	High Similarity	NPC135599
0.9444	High Similarity	NPC113968
0.9444	High Similarity	NPC253662
0.9444	High Similarity	NPC328940
0.9444	High Similarity	NPC277174
0.9444	High Similarity	NPC308404
0.9444	High Similarity	NPC73855
0.9444	High Similarity	NPC88789
0.9444	High Similarity	NPC118284
0.9434	High Similarity	NPC73511
0.9401	High Similarity	NPC192539
0.9401	High Similarity	NPC473682

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 NPC51326 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	408
0.1-0.2	943
0.2-0.3	1911
0.3-0.4	2769
0.4-0.5	1820
0.5-0.6	882
0.6-0.7	279
0.7-0.8	111
0.8-0.85	11
0.85-0.9	8
0.9-0.95	4
0.95-1	4

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9812	High Similarity	NPD7054	Approved
0.9752	High Similarity	NPD7074	Phase 3
0.9752	High Similarity	NPD7472	Approved
0.9571	High Similarity	NPD6797	Phase 2
0.9512	High Similarity	NPD7251	Discontinued
0.9506	High Similarity	NPD3818	Discontinued
0.9455	High Similarity	NPD7808	Phase 3
0.9371	High Similarity	NPD4381	Clinical (unspecified phase)
0.9264	High Similarity	NPD6167	Clinical (unspecified phase)
0.9264	High Similarity	NPD6166	Phase 2
0.9264	High Similarity	NPD6168	Clinical (unspecified phase)
0.9222	High Similarity	NPD4338	Clinical (unspecified phase)
0.9119	High Similarity	NPD1934	Approved
0.9096	High Similarity	NPD7804	Clinical (unspecified phase)
0.8944	High Similarity	NPD2393	Clinical (unspecified phase)
0.8827	High Similarity	NPD2801	Approved
0.8758	High Similarity	NPD4380	Phase 2
0.872	High Similarity	NPD4868	Clinical (unspecified phase)
0.8659	High Similarity	NPD3817	Phase 2
0.8616	High Similarity	NPD1511	Approved
0.8606	High Similarity	NPD3882	Suspended
0.8605	High Similarity	NPD6559	Discontinued
0.8547	High Similarity	NPD7993	Clinical (unspecified phase)
0.8509	High Similarity	NPD1512	Approved
0.8452	Intermediate Similarity	NPD5494	Approved
0.8443	Intermediate Similarity	NPD7075	Discontinued
0.8313	Intermediate Similarity	NPD6801	Discontinued
0.8302	Intermediate Similarity	NPD1549	Phase 2
0.8293	Intermediate Similarity	NPD1653	Approved
0.8263	Intermediate Similarity	NPD1465	Phase 2
0.8263	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8239	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8239	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8221	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8218	Intermediate Similarity	NPD5844	Phase 1
0.8214	Intermediate Similarity	NPD5402	Approved
0.8187	Intermediate Similarity	NPD6959	Discontinued
0.8176	Intermediate Similarity	NPD2796	Approved
0.8161	Intermediate Similarity	NPD7228	Approved
0.8155	Intermediate Similarity	NPD7819	Suspended
0.8144	Intermediate Similarity	NPD7411	Suspended
0.8121	Intermediate Similarity	NPD5403	Approved
0.8121	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.8113	Intermediate Similarity	NPD1510	Phase 2
0.811	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8107	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.809	Intermediate Similarity	NPD8313	Approved
0.809	Intermediate Similarity	NPD8312	Approved
0.8079	Intermediate Similarity	NPD7685	Pre-registration
0.8077	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.8049	Intermediate Similarity	NPD6799	Approved
0.8035	Intermediate Similarity	NPD6232	Discontinued
0.8	Intermediate Similarity	NPD5401	Approved
0.8	Intermediate Similarity	NPD7473	Discontinued
0.7977	Intermediate Similarity	NPD7199	Phase 2
0.7967	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7955	Intermediate Similarity	NPD3751	Discontinued
0.7943	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7901	Intermediate Similarity	NPD7266	Discontinued
0.787	Intermediate Similarity	NPD6599	Discontinued
0.7862	Intermediate Similarity	NPD1613	Approved
0.7862	Intermediate Similarity	NPD1240	Approved
0.7862	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7861	Intermediate Similarity	NPD6234	Discontinued
0.7829	Intermediate Similarity	NPD3787	Discontinued
0.7824	Intermediate Similarity	NPD8151	Discontinued
0.7812	Intermediate Similarity	NPD7584	Approved
0.7802	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7784	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD6777	Approved
0.7778	Intermediate Similarity	NPD6776	Approved
0.7778	Intermediate Similarity	NPD6779	Approved
0.7778	Intermediate Similarity	NPD6778	Approved
0.7778	Intermediate Similarity	NPD6781	Approved
0.7778	Intermediate Similarity	NPD6782	Approved
0.7778	Intermediate Similarity	NPD37	Approved
0.7778	Intermediate Similarity	NPD6780	Approved
0.7764	Intermediate Similarity	NPD1607	Approved
0.7759	Intermediate Similarity	NPD919	Approved
0.7758	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7758	Intermediate Similarity	NPD3750	Approved
0.775	Intermediate Similarity	NPD943	Approved
0.7746	Intermediate Similarity	NPD4966	Approved
0.7746	Intermediate Similarity	NPD4965	Approved
0.7746	Intermediate Similarity	NPD4967	Phase 2
0.7733	Intermediate Similarity	NPD8455	Phase 2
0.7725	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7702	Intermediate Similarity	NPD1933	Approved
0.7684	Intermediate Similarity	NPD3926	Phase 2
0.768	Intermediate Similarity	NPD7240	Approved
0.7673	Intermediate Similarity	NPD3027	Phase 3
0.767	Intermediate Similarity	NPD1247	Approved
0.7656	Intermediate Similarity	NPD7698	Approved
0.7656	Intermediate Similarity	NPD7697	Approved
0.7656	Intermediate Similarity	NPD7435	Discontinued
0.7656	Intermediate Similarity	NPD7696	Phase 3
0.7651	Intermediate Similarity	NPD4628	Phase 3
0.7644	Intermediate Similarity	NPD7768	Phase 2
0.7636	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.761	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.76	Intermediate Similarity	NPD3749	Approved
0.7593	Intermediate Similarity	NPD230	Phase 1
0.759	Intermediate Similarity	NPD7701	Phase 2
0.7563	Intermediate Similarity	NPD7783	Phase 2
0.7563	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7547	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7526	Intermediate Similarity	NPD7870	Phase 2
0.7526	Intermediate Similarity	NPD7871	Phase 2
0.7515	Intermediate Similarity	NPD1551	Phase 2
0.7515	Intermediate Similarity	NPD2935	Discontinued
0.7513	Intermediate Similarity	NPD6535	Approved
0.7513	Intermediate Similarity	NPD6534	Approved
0.7513	Intermediate Similarity	NPD6823	Phase 2
0.75	Intermediate Similarity	NPD6190	Approved
0.7487	Intermediate Similarity	NPD7699	Phase 2
0.7487	Intermediate Similarity	NPD7700	Phase 2
0.7485	Intermediate Similarity	NPD447	Suspended
0.7485	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7455	Intermediate Similarity	NPD3748	Approved
0.7435	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7424	Intermediate Similarity	NPD7874	Approved
0.7424	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7411	Intermediate Similarity	NPD7585	Approved
0.7409	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7407	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7399	Intermediate Similarity	NPD7458	Discontinued
0.7387	Intermediate Similarity	NPD7801	Approved
0.7384	Intermediate Similarity	NPD920	Approved
0.7368	Intermediate Similarity	NPD2533	Approved
0.7368	Intermediate Similarity	NPD2534	Approved
0.7368	Intermediate Similarity	NPD2532	Approved
0.736	Intermediate Similarity	NPD7583	Approved
0.7358	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7347	Intermediate Similarity	NPD8319	Approved
0.7347	Intermediate Similarity	NPD8320	Phase 1
0.7337	Intermediate Similarity	NPD5953	Discontinued
0.7299	Intermediate Similarity	NPD3226	Approved
0.7296	Intermediate Similarity	NPD7680	Approved
0.7287	Intermediate Similarity	NPD8150	Discontinued
0.7278	Intermediate Similarity	NPD6674	Discontinued
0.7278	Intermediate Similarity	NPD2800	Approved
0.7278	Intermediate Similarity	NPD1243	Approved
0.7277	Intermediate Similarity	NPD6212	Phase 3
0.7277	Intermediate Similarity	NPD6213	Phase 3
0.7277	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7267	Intermediate Similarity	NPD2798	Approved
0.7267	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7258	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7251	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7246	Intermediate Similarity	NPD7033	Discontinued
0.7246	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.724	Intermediate Similarity	NPD4363	Phase 3
0.724	Intermediate Similarity	NPD4360	Phase 2
0.7228	Intermediate Similarity	NPD7286	Phase 2
0.7222	Intermediate Similarity	NPD9494	Approved
0.7209	Intermediate Similarity	NPD7390	Discontinued
0.7202	Intermediate Similarity	NPD6100	Approved
0.7202	Intermediate Similarity	NPD6099	Approved
0.7196	Intermediate Similarity	NPD8434	Phase 2
0.7195	Intermediate Similarity	NPD2313	Discontinued
0.7188	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7178	Intermediate Similarity	NPD4908	Phase 1
0.7178	Intermediate Similarity	NPD6832	Phase 2
0.7175	Intermediate Similarity	NPD6844	Discontinued
0.717	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.717	Intermediate Similarity	NPD1091	Approved
0.7163	Intermediate Similarity	NPD5619	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD2346	Discontinued
0.716	Intermediate Similarity	NPD2344	Approved
0.7143	Intermediate Similarity	NPD2799	Discontinued
0.7135	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD6651	Approved
0.7104	Intermediate Similarity	NPD5242	Approved
0.7102	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7099	Intermediate Similarity	NPD1203	Approved
0.7095	Intermediate Similarity	NPD5353	Approved
0.7091	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7088	Intermediate Similarity	NPD8127	Discontinued
0.7076	Intermediate Similarity	NPD1652	Phase 2
0.7074	Intermediate Similarity	NPD7549	Discontinued
0.7068	Intermediate Similarity	NPD6842	Approved
0.7068	Intermediate Similarity	NPD6841	Approved
0.7068	Intermediate Similarity	NPD6843	Phase 3
0.7067	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD5124	Phase 1
0.7066	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7065	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD2309	Approved
0.6988	Remote Similarity	NPD6798	Discontinued
0.6988	Remote Similarity	NPD3268	Approved
0.6985	Remote Similarity	NPD5006	Approved
0.6985	Remote Similarity	NPD5005	Approved
0.6971	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6965	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD1610	Phase 2
0.6957	Remote Similarity	NPD5710	Approved
0.6957	Remote Similarity	NPD5711	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