NPASS Compound

Structure

CID188947 OpenBabel06191715572D 21 23 0 0 0 0 0 0 0 0999 V2000 -5.1962 1.0000 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 -2.5981 -0.5000 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 -4.3301 -1.5000 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 -0.8660 -0.5000 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 -1.5000 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 -4.3301 -0.5000 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 -5.1962 -0.0000 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 20 1 0 0 0 0 2 5 1 0 0 0 0 2 11 2 0 0 0 0 3 6 2 0 0 0 0 3 11 1 0 0 0 0 4 7 2 0 0 0 0 4 13 1 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 12 2 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 12 1 0 0 0 0 10 21 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 20 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 16 21 1 0 0 0 0 17 19 2 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	282.09
Volume:	290.988
LogP:	3.078
LogD:	3.219
LogS:	-4.498
# Rotatable Bonds:	2
TPSA:	55.76
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.86
Synthetic Accessibility Score:	2.188
Fsp3:	0.118
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.716
MDCK Permeability:	1.3449362086248584e-05
Pgp-inhibitor:	0.016
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.005
30% Bioavailability (F30%):	0.835

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.321
Plasma Protein Binding (PPB):	98.88980865478516%
Volume Distribution (VD):	0.592
Pgp-substrate:	1.3781335353851318%

ADMET: Metabolism

CYP1A2-inhibitor:	0.97
CYP1A2-substrate:	0.776
CYP2C19-inhibitor:	0.914
CYP2C19-substrate:	0.067
CYP2C9-inhibitor:	0.823
CYP2C9-substrate:	0.828
CYP2D6-inhibitor:	0.417
CYP2D6-substrate:	0.872
CYP3A4-inhibitor:	0.816
CYP3A4-substrate:	0.318

ADMET: Excretion

Clearance (CL):	12.743
Half-life (T1/2):	0.547

ADMET: Toxicity

hERG Blockers:	0.037
Human Hepatotoxicity (H-HT):	0.297
Drug-inuced Liver Injury (DILI):	0.943
AMES Toxicity:	0.929
Rat Oral Acute Toxicity:	0.27
Maximum Recommended Daily Dose:	0.861
Skin Sensitization:	0.237
Carcinogencity:	0.931
Eye Corrosion:	0.004
Eye Irritation:	0.672
Respiratory Toxicity:	0.133

Download Data

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

Natural Product: NPC188947

Natural Product ID:	NPC188947
*Common Name:**	Bonducellin
IUPAC Name:	(3E)-7-hydroxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one
Synonyms:	Bonducellin
Standard InCHIKey:	DLQSYZMPSWHYMW-XYOKQWHBSA-N
Standard InCHI:	InChI=1S/C17H14O4/c1-20-14-5-2-11(3-6-14)8-12-10-21-16-9-13(18)4-7-15(16)17(12)19/h2-9,18H,10H2,1H3/b12-8+
SMILES:	COc1ccc(cc1)/C=C/1COc2c(C1=O)ccc(c2)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL450675
PubChem CID:	14079439
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002507] Homoisoflavonoids

*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
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/0031-9422(90)85349-K]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	DOI[10.1186/1471-2202-6-1]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10579865]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[10716597]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757718]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11374948]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11561442]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	roots	n.a.	n.a.	PMID[12398547]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12579877]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1375626]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1375626]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1602302]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1602302]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[16864458]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	roots	n.a.	n.a.	PMID[16989518]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[17250858]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17265278]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	n.a.	root	n.a.	PMID[18164718]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18554602]
NPO32846	heamatoxylon campechianum	Species	n.a.	n.a.	stems	XiShuangBanNa, Yunnan Province, China	2005-Sep	PMID[18610999]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	bark	n.a.	PMID[18996177]
NPO17186	Sibiraea angustata	Species	Rosaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[19252323]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20853876]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	root	n.a.	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21514608]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	dried roots	purchased from Sichuan Neautus Traditional Chinese Medicine Co. Ltd. (Chengdu, P.R. China)	n.a.	PMID[22148431]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	leaves	n.a.	n.a.	PMID[23268606]
NPO19747	Maytenus emarginata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2380715]
NPO19747	Maytenus emarginata	Species	Celastraceae	Eukaryota	n.a.	stem	n.a.	PMID[2380715]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23852638]
NPO33036	stuhlmannia moavi	Species	Fabaceae	Eukaryota	n.a.	Madagascar dry forest	n.a.	PMID[24239390]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24549173]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24963543]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25237706]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	bark	n.a.	PMID[2534610]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[2816380]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28485933]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[29355322]
NPO1534	Jatropha gossypiifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30106289]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[31556299]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	n.a.	root	n.a.	PMID[547813]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7102323]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7304185]
NPO19747	Maytenus emarginata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8176403]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8699928]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8722541]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO529	Thalictrum glaucum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18131	Micromelum falcatum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19614	Erica cinerea	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16481	Xanthium canadense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14941	Delphinium tricorne	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18492	Prunus pseudocerasus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18492	Prunus pseudocerasus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16481	Xanthium canadense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1534	Jatropha gossypiifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2554	Biancaea sappan	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18131	Micromelum falcatum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18156	Andrographis lineata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO529	Thalictrum glaucum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14941	Delphinium tricorne	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19614	Erica cinerea	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14595	Lactarius torminosus	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18492	Prunus pseudocerasus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2554	Biancaea sappan	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2351	Echinocardium cordatum	Species	Loveniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6570	Cinnamomum philippinense	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7886	Eria tomentosa	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2554	Biancaea sappan	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19416	Streptomyces sakaiensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO17987	Mycosphaerella nawae	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16034	Lecanora sulphurata	Species	Lecanoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15709	Lobelia langeana	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11763	Cyperus capitatus	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17433	Peltophorum dubium	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1560	Boronia alata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18970	Baccharis patagonica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19683	Pycnothymus rigidus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO13248	Pistacia mexicana	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17876	Magnolia henryi	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7358	Xanthoparmelia verrucigera	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20618	Penicilliopsis clavariiformis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16256	Helleborus viridis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19350	Ephedra altissima	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18899	Keyserlingia koreensis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO1534	Jatropha gossypiifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4171	Isolona pilosa	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18653	Cyathus intermedius	Species	Nidulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17186	Sibiraea angustata	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19554	Coronilla hyrcana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9142	Aeschynanthus parvifolius	Species	Gesneriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18824	Alpinia pulcherrima	Species	Staphylinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10957	Cladosiphon okamuranus	Species	Chordariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6642	Mocis latipes	Species	0ctuidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19285	Chromodoris cavae	Species	Chromodorididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17565	Hordeum bulbosum	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1457	Phoma asparagi	Species	Didymellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14941	Delphinium tricorne	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25549	Rhizophagus intraradices	Species	Glomeraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19495	Bignonia unguiscati	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3816	Aspergillus sulphureus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19069	Thelepus setosus	Species	Terebellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18156	Andrographis lineata	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18326	Eria siamensis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19747	Maytenus emarginata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18747	Bufo bankorensis	Species	Bufonidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO529	Thalictrum glaucum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22703	Lithoplocamia lithistoides	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO13245	Agelas longissima	Species	Agelasidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16727	Iris sibirica	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18131	Micromelum falcatum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18576	Vernonia aurea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19222	Mycale tenuis	Species	Mycalidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12464	Litsea nitida	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16481	Xanthium canadense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18492	Prunus pseudocerasus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19614	Erica cinerea	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14595	Lactarius torminosus	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11853	Eucalyptus froggattii	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18986	Betula papyrifera	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15370	Tamarix dioica	Species	Tamaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19115	Hoya australis	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17050	Haemanthus albiflos	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7328	Salvia miniata	Species	Lamiaceae	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	5
MIC	1
Others	11

Activity Type	# Activity
Cell Line	1
Individual Protein	10
NON-MOLECULAR	1
Organism	3
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT36	Individual Protein	Tyrosine-protein kinase SRC	Homo sapiens	Inhibition	=	0.0	%	PMID[448645]
NPT1478	Individual Protein	Vascular endothelial growth factor receptor 2	Homo sapiens	Inhibition	=	13.8	%	PMID[448645]
NPT1479	Individual Protein	Stem cell growth factor receptor	Homo sapiens	Inhibition	=	6.0	%	PMID[448645]
NPT285	Individual Protein	Epidermal growth factor receptor erbB1	Homo sapiens	Inhibition	=	0.0	%	PMID[448645]
NPT1480	Individual Protein	Fibroblast growth factor receptor 1	Homo sapiens	Inhibition	=	6.7	%	PMID[448645]
NPT1481	Individual Protein	Fibroblast growth factor receptor 2	Homo sapiens	Inhibition	=	0.0	%	PMID[448645]
NPT582	Individual Protein	Monoamine oxidase B	Homo sapiens	IC50	=	1060.0	nM	PMID[448647]
NPT261	Individual Protein	Monoamine oxidase A	Homo sapiens	Inhibition	=	24.1	%	PMID[448647]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	IC50	>	100000.0	nM	PMID[448647]
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	10600.0	nM	PMID[448648]
NPT1107	Organism	Mycobacterium smegmatis str. MC2 155	Mycobacterium smegmatis str. MC2 155	FICI	=	0.5	n.a.	PMID[448646]
NPT1107	Organism	Mycobacterium smegmatis str. MC2 155	Mycobacterium smegmatis str. MC2 155	FICI	=	0.62	n.a.	PMID[448646]
NPT2	Others	Unspecified		FC	=	4.0	n.a.	PMID[448646]
NPT2	Others	Unspecified		FC	=	8.0	n.a.	PMID[448646]
NPT1107	Organism	Mycobacterium smegmatis str. MC2 155	Mycobacterium smegmatis str. MC2 155	MIC	=	125.0	ug.mL-1	PMID[448646]
NPT67	Individual Protein	Cholinesterase	Equus caballus	IC50	>	100000.0	nM	PMID[448647]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	26000.0	nM	PMID[448648]

☑ 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 NPC188947 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	339
0.1-0.2	1612
0.2-0.3	4333
0.3-0.4	10871
0.4-0.5	6985
0.5-0.6	3706
0.6-0.7	5658
0.7-0.8	5201
0.8-0.85	2178
0.85-0.9	1127
0.9-0.95	541
0.95-1	146

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC280284
1.0	High Similarity	NPC99333
0.9924	High Similarity	NPC275055
0.9924	High Similarity	NPC290291
0.9778	High Similarity	NPC3188
0.9776	High Similarity	NPC20709
0.9776	High Similarity	NPC150648
0.9776	High Similarity	NPC261234
0.9776	High Similarity	NPC310135
0.9776	High Similarity	NPC225153
0.9776	High Similarity	NPC265871
0.9776	High Similarity	NPC329203
0.9776	High Similarity	NPC274784
0.9776	High Similarity	NPC222342
0.9774	High Similarity	NPC266597
0.9774	High Similarity	NPC188879
0.9774	High Similarity	NPC250266
0.9706	High Similarity	NPC202981
0.9704	High Similarity	NPC110228
0.9704	High Similarity	NPC6407
0.9704	High Similarity	NPC188243
0.9704	High Similarity	NPC129853
0.9704	High Similarity	NPC76445
0.9704	High Similarity	NPC284550
0.9701	High Similarity	NPC147686
0.9701	High Similarity	NPC329225
0.9701	High Similarity	NPC124269
0.9701	High Similarity	NPC472460
0.9701	High Similarity	NPC118813
0.9699	High Similarity	NPC127447
0.9699	High Similarity	NPC29353
0.9699	High Similarity	NPC234133
0.9699	High Similarity	NPC240593
0.9699	High Similarity	NPC124784
0.9699	High Similarity	NPC473887
0.9699	High Similarity	NPC47815
0.9699	High Similarity	NPC231772
0.9699	High Similarity	NPC194281
0.9635	High Similarity	NPC310130
0.9635	High Similarity	NPC149026
0.9635	High Similarity	NPC68104
0.9635	High Similarity	NPC91560
0.9635	High Similarity	NPC257097
0.9635	High Similarity	NPC175504
0.9635	High Similarity	NPC75049
0.9635	High Similarity	NPC39329
0.9635	High Similarity	NPC150408
0.9635	High Similarity	NPC169591
0.9635	High Similarity	NPC143896
0.9635	High Similarity	NPC164980
0.9635	High Similarity	NPC221432
0.9632	High Similarity	NPC213322
0.9632	High Similarity	NPC324386
0.9632	High Similarity	NPC4743
0.9632	High Similarity	NPC312391
0.963	High Similarity	NPC140890
0.9627	High Similarity	NPC476480
0.9627	High Similarity	NPC13768
0.9627	High Similarity	NPC32441
0.9627	High Similarity	NPC296490
0.9627	High Similarity	NPC243083
0.9627	High Similarity	NPC84585
0.9627	High Similarity	NPC12296
0.9627	High Similarity	NPC79943
0.9627	High Similarity	NPC295261
0.9627	High Similarity	NPC287246
0.9627	High Similarity	NPC107586
0.9624	High Similarity	NPC9985
0.9624	High Similarity	NPC239495
0.9565	High Similarity	NPC473015
0.9565	High Similarity	NPC236766
0.9565	High Similarity	NPC303185
0.9565	High Similarity	NPC184649
0.9565	High Similarity	NPC209040
0.9565	High Similarity	NPC197252
0.9565	High Similarity	NPC473013
0.9562	High Similarity	NPC148757
0.9562	High Similarity	NPC37496
0.9562	High Similarity	NPC125855
0.9562	High Similarity	NPC161506
0.9562	High Similarity	NPC296917
0.9562	High Similarity	NPC1089
0.9562	High Similarity	NPC194432
0.9562	High Similarity	NPC76338
0.9562	High Similarity	NPC306829
0.9562	High Similarity	NPC166934
0.9562	High Similarity	NPC182852
0.9562	High Similarity	NPC228504
0.9562	High Similarity	NPC32739
0.9562	High Similarity	NPC177354
0.9562	High Similarity	NPC107572
0.9562	High Similarity	NPC227579
0.9562	High Similarity	NPC78
0.9562	High Similarity	NPC166482
0.9562	High Similarity	NPC223500
0.9562	High Similarity	NPC64915
0.9562	High Similarity	NPC328164
0.9562	High Similarity	NPC265040
0.9562	High Similarity	NPC167624
0.9562	High Similarity	NPC324436
0.9562	High Similarity	NPC220998
0.9562	High Similarity	NPC66515
0.9562	High Similarity	NPC324134
0.9562	High Similarity	NPC10937
0.9562	High Similarity	NPC40833
0.9562	High Similarity	NPC76372
0.9559	High Similarity	NPC281207
0.9559	High Similarity	NPC269652
0.9559	High Similarity	NPC69769
0.9552	High Similarity	NPC13408
0.9549	High Similarity	NPC125269
0.9549	High Similarity	NPC172262
0.9545	High Similarity	NPC129132
0.9545	High Similarity	NPC205468
0.9545	High Similarity	NPC87231
0.9545	High Similarity	NPC212631
0.9545	High Similarity	NPC257756
0.9496	High Similarity	NPC299011
0.9493	High Similarity	NPC166138
0.9493	High Similarity	NPC125894
0.9493	High Similarity	NPC18585
0.9493	High Similarity	NPC81697
0.9493	High Similarity	NPC85162
0.9493	High Similarity	NPC107177
0.9493	High Similarity	NPC278249
0.9493	High Similarity	NPC106985
0.9493	High Similarity	NPC113770
0.9493	High Similarity	NPC478086
0.9493	High Similarity	NPC185276
0.9493	High Similarity	NPC223812
0.9493	High Similarity	NPC214166
0.9493	High Similarity	NPC77794
0.9493	High Similarity	NPC316816
0.9489	High Similarity	NPC136840
0.9489	High Similarity	NPC110038
0.9489	High Similarity	NPC258630
0.9489	High Similarity	NPC17170
0.9489	High Similarity	NPC156190
0.9489	High Similarity	NPC110969
0.9489	High Similarity	NPC248372
0.9489	High Similarity	NPC96408
0.9489	High Similarity	NPC279650
0.9489	High Similarity	NPC166689
0.9485	High Similarity	NPC241838
0.9485	High Similarity	NPC143799
0.9485	High Similarity	NPC18260
0.9485	High Similarity	NPC152042
0.9485	High Similarity	NPC316480
0.9485	High Similarity	NPC78913
0.9481	High Similarity	NPC303644
0.9481	High Similarity	NPC116632
0.9481	High Similarity	NPC162680
0.9481	High Similarity	NPC209560
0.9481	High Similarity	NPC294409
0.9481	High Similarity	NPC228661
0.9481	High Similarity	NPC181124
0.9481	High Similarity	NPC7013
0.9474	High Similarity	NPC472365
0.9474	High Similarity	NPC188646
0.9474	High Similarity	NPC139813
0.9474	High Similarity	NPC50898
0.9474	High Similarity	NPC242294
0.9474	High Similarity	NPC78540
0.9474	High Similarity	NPC192304
0.9474	High Similarity	NPC337373
0.9474	High Similarity	NPC274121
0.9474	High Similarity	NPC312318
0.9474	High Similarity	NPC175098
0.9474	High Similarity	NPC263670
0.9474	High Similarity	NPC213216
0.9474	High Similarity	NPC56031
0.9474	High Similarity	NPC57601
0.947	High Similarity	NPC262359
0.947	High Similarity	NPC64359
0.947	High Similarity	NPC308037
0.9429	High Similarity	NPC23728
0.9429	High Similarity	NPC110303
0.9424	High Similarity	NPC311144
0.9424	High Similarity	NPC473014
0.9424	High Similarity	NPC235217
0.9424	High Similarity	NPC131568
0.9424	High Similarity	NPC271288
0.9424	High Similarity	NPC131579
0.942	High Similarity	NPC147145
0.942	High Similarity	NPC226636
0.942	High Similarity	NPC144499
0.942	High Similarity	NPC73028
0.942	High Similarity	NPC11561
0.9416	High Similarity	NPC103342
0.9416	High Similarity	NPC59951
0.9416	High Similarity	NPC103904
0.9416	High Similarity	NPC172986
0.9416	High Similarity	NPC159275
0.9416	High Similarity	NPC184536
0.9416	High Similarity	NPC146679
0.9416	High Similarity	NPC230285
0.9416	High Similarity	NPC261227
0.9416	High Similarity	NPC241100
0.9416	High Similarity	NPC270883
0.9412	High Similarity	NPC90665

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 NPC188947 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	321
0.1-0.2	942
0.2-0.3	1533
0.3-0.4	2586
0.4-0.5	1873
0.5-0.6	1216
0.6-0.7	461
0.7-0.8	148
0.8-0.85	45
0.85-0.9	18
0.9-0.95	4
0.95-1	3

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9701	High Similarity	NPD1549	Phase 2
0.9627	High Similarity	NPD1550	Clinical (unspecified phase)
0.9627	High Similarity	NPD1552	Clinical (unspecified phase)
0.9333	High Similarity	NPD1510	Phase 2
0.9323	High Similarity	NPD1240	Approved
0.9185	High Similarity	NPD1607	Approved
0.9149	High Similarity	NPD4378	Clinical (unspecified phase)
0.9124	High Similarity	NPD2796	Approved
0.9034	High Similarity	NPD7411	Suspended
0.9014	High Similarity	NPD7410	Clinical (unspecified phase)
0.8973	High Similarity	NPD1934	Approved
0.8944	High Similarity	NPD6799	Approved
0.8912	High Similarity	NPD2393	Clinical (unspecified phase)
0.8859	High Similarity	NPD7075	Discontinued
0.8851	High Similarity	NPD8443	Clinical (unspecified phase)
0.8836	High Similarity	NPD4380	Phase 2
0.8811	High Similarity	NPD1511	Approved
0.8784	High Similarity	NPD7819	Suspended
0.8784	High Similarity	NPD7096	Clinical (unspecified phase)
0.8733	High Similarity	NPD4381	Clinical (unspecified phase)
0.8714	High Similarity	NPD1551	Phase 2
0.869	High Similarity	NPD1512	Approved
0.8667	High Similarity	NPD3882	Suspended
0.8658	High Similarity	NPD2801	Approved
0.8613	High Similarity	NPD6859	Clinical (unspecified phase)
0.8601	High Similarity	NPD3750	Approved
0.8591	High Similarity	NPD6801	Discontinued
0.8581	High Similarity	NPD6599	Discontinued
0.8531	High Similarity	NPD7421	Clinical (unspecified phase)
0.8516	High Similarity	NPD7852	Clinical (unspecified phase)
0.8487	Intermediate Similarity	NPD3749	Approved
0.8462	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.8421	Intermediate Similarity	NPD7768	Phase 2
0.8397	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8397	Intermediate Similarity	NPD6166	Phase 2
0.8397	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8382	Intermediate Similarity	NPD1203	Approved
0.8378	Intermediate Similarity	NPD5403	Approved
0.8367	Intermediate Similarity	NPD5401	Approved
0.8358	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.8355	Intermediate Similarity	NPD3817	Phase 2
0.8345	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.8323	Intermediate Similarity	NPD6959	Discontinued
0.8276	Intermediate Similarity	NPD2800	Approved
0.8264	Intermediate Similarity	NPD2344	Approved
0.8252	Intermediate Similarity	NPD3748	Approved
0.8239	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8239	Intermediate Similarity	NPD7054	Approved
0.8201	Intermediate Similarity	NPD6832	Phase 2
0.8195	Intermediate Similarity	NPD1548	Phase 1
0.8187	Intermediate Similarity	NPD7074	Phase 3
0.8187	Intermediate Similarity	NPD7472	Approved
0.8182	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8176	Intermediate Similarity	NPD3818	Discontinued
0.8162	Intermediate Similarity	NPD9717	Approved
0.8151	Intermediate Similarity	NPD1243	Approved
0.8141	Intermediate Similarity	NPD5494	Approved
0.8137	Intermediate Similarity	NPD6797	Phase 2
0.8133	Intermediate Similarity	NPD920	Approved
0.8112	Intermediate Similarity	NPD6651	Approved
0.8108	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.8088	Intermediate Similarity	NPD1610	Phase 2
0.8086	Intermediate Similarity	NPD7251	Discontinued
0.8071	Intermediate Similarity	NPD4908	Phase 1
0.8069	Intermediate Similarity	NPD2935	Discontinued
0.8041	Intermediate Similarity	NPD2309	Approved
0.8037	Intermediate Similarity	NPD7808	Phase 3
0.8025	Intermediate Similarity	NPD5953	Discontinued
0.8012	Intermediate Similarity	NPD7286	Phase 2
0.8	Intermediate Similarity	NPD2799	Discontinued
0.8	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD5402	Approved
0.7975	Intermediate Similarity	NPD6559	Discontinued
0.7973	Intermediate Similarity	NPD4628	Phase 3
0.7972	Intermediate Similarity	NPD943	Approved
0.7958	Intermediate Similarity	NPD2313	Discontinued
0.7958	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7956	Intermediate Similarity	NPD422	Phase 1
0.7945	Intermediate Similarity	NPD6099	Approved
0.7945	Intermediate Similarity	NPD6100	Approved
0.7927	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7927	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7926	Intermediate Similarity	NPD9545	Approved
0.7917	Intermediate Similarity	NPD1933	Approved
0.7881	Intermediate Similarity	NPD2532	Approved
0.7881	Intermediate Similarity	NPD2534	Approved
0.7881	Intermediate Similarity	NPD2533	Approved
0.7877	Intermediate Similarity	NPD7033	Discontinued
0.7877	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7832	Intermediate Similarity	NPD3268	Approved
0.782	Intermediate Similarity	NPD1241	Discontinued
0.7812	Intermediate Similarity	NPD6232	Discontinued
0.7801	Intermediate Similarity	NPD2798	Approved
0.7793	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7792	Intermediate Similarity	NPD3226	Approved
0.7791	Intermediate Similarity	NPD5844	Phase 1
0.7786	Intermediate Similarity	NPD3225	Approved
0.7785	Intermediate Similarity	NPD2654	Approved
0.7778	Intermediate Similarity	NPD9493	Approved
0.7778	Intermediate Similarity	NPD7473	Discontinued
0.777	Intermediate Similarity	NPD2346	Discontinued
0.7755	Intermediate Similarity	NPD4308	Phase 3
0.7736	Intermediate Similarity	NPD919	Approved
0.7733	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.773	Intermediate Similarity	NPD2797	Approved
0.7707	Intermediate Similarity	NPD1465	Phase 2
0.7697	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7676	Intermediate Similarity	NPD1019	Discontinued
0.7671	Intermediate Similarity	NPD230	Phase 1
0.7654	Intermediate Similarity	NPD3926	Phase 2
0.7643	Intermediate Similarity	NPD3972	Approved
0.764	Intermediate Similarity	NPD1247	Approved
0.7606	Intermediate Similarity	NPD3267	Approved
0.7606	Intermediate Similarity	NPD3266	Approved
0.7603	Intermediate Similarity	NPD1613	Approved
0.7603	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7586	Intermediate Similarity	NPD411	Approved
0.758	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7572	Intermediate Similarity	NPD4363	Phase 3
0.7572	Intermediate Similarity	NPD4360	Phase 2
0.7569	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7551	Intermediate Similarity	NPD447	Suspended
0.7551	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7551	Intermediate Similarity	NPD5124	Phase 1
0.7548	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7547	Intermediate Similarity	NPD4288	Approved
0.7545	Intermediate Similarity	NPD6104	Discontinued
0.7532	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.753	Intermediate Similarity	NPD1729	Discontinued
0.7518	Intermediate Similarity	NPD1608	Approved
0.7515	Intermediate Similarity	NPD3751	Discontinued
0.75	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7486	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7483	Intermediate Similarity	NPD3142	Approved
0.7483	Intermediate Similarity	NPD4307	Phase 2
0.7483	Intermediate Similarity	NPD3140	Approved
0.7468	Intermediate Similarity	NPD7390	Discontinued
0.7466	Intermediate Similarity	NPD1296	Phase 2
0.7466	Intermediate Similarity	NPD3764	Approved
0.7466	Intermediate Similarity	NPD6798	Discontinued
0.7442	Intermediate Similarity	NPD4287	Approved
0.7438	Intermediate Similarity	NPD2296	Approved
0.7429	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD4361	Phase 2
0.7421	Intermediate Similarity	NPD6844	Discontinued
0.741	Intermediate Similarity	NPD1894	Discontinued
0.74	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7397	Intermediate Similarity	NPD4625	Phase 3
0.7394	Intermediate Similarity	NPD1481	Phase 2
0.7394	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7378	Intermediate Similarity	NPD5710	Approved
0.7378	Intermediate Similarity	NPD5711	Approved
0.7361	Intermediate Similarity	NPD1470	Approved
0.736	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7358	Intermediate Similarity	NPD5889	Approved
0.7358	Intermediate Similarity	NPD5890	Approved
0.7343	Intermediate Similarity	NPD4749	Approved
0.7342	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7342	Intermediate Similarity	NPD7458	Discontinued
0.7338	Intermediate Similarity	NPD2354	Approved
0.7324	Intermediate Similarity	NPD1201	Approved
0.7324	Intermediate Similarity	NPD1535	Discovery
0.732	Intermediate Similarity	NPD1652	Phase 2
0.7312	Intermediate Similarity	NPD7577	Discontinued
0.7308	Intermediate Similarity	NPD4662	Approved
0.7308	Intermediate Similarity	NPD4661	Approved
0.7305	Intermediate Similarity	NPD17	Approved
0.7303	Intermediate Similarity	NPD1471	Phase 3
0.7303	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7297	Intermediate Similarity	NPD6233	Phase 2
0.7292	Intermediate Similarity	NPD1876	Approved
0.729	Intermediate Similarity	NPD7440	Discontinued
0.7273	Intermediate Similarity	NPD3787	Discontinued
0.726	Intermediate Similarity	NPD2861	Phase 2
0.726	Intermediate Similarity	NPD9494	Approved
0.7257	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7244	Intermediate Similarity	NPD7212	Phase 2
0.7244	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7244	Intermediate Similarity	NPD7213	Phase 3
0.7241	Intermediate Similarity	NPD1164	Approved
0.7239	Intermediate Similarity	NPD6971	Discontinued
0.723	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD3887	Approved
0.7213	Intermediate Similarity	NPD7584	Approved
0.7212	Intermediate Similarity	NPD7199	Phase 2
0.7211	Intermediate Similarity	NPD1008	Clinical (unspecified phase)
0.7205	Intermediate Similarity	NPD6280	Approved
0.7205	Intermediate Similarity	NPD6279	Approved
0.7202	Intermediate Similarity	NPD5940	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD6355	Discontinued
0.7197	Intermediate Similarity	NPD7447	Phase 1
0.719	Intermediate Similarity	NPD2355	Clinical (unspecified phase)
0.719	Intermediate Similarity	NPD2353	Approved
0.7188	Intermediate Similarity	NPD6585	Discontinued
0.7185	Intermediate Similarity	NPD9266	Approved
0.7185	Intermediate Similarity	NPD74	Approved
0.7169	Intermediate Similarity	NPD7229	Phase 3
0.7162	Intermediate Similarity	NPD3027	Phase 3
0.7161	Intermediate Similarity	NPD7003	Approved
0.7151	Intermediate Similarity	NPD8313	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