NPASS Compound

Structure

CID293201 OpenBabel06191716102D 24 26 0 0 0 0 0 0 0 0999 V2000 4.3301 0.5000 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 -6.0622 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 2.5981 1.5000 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 -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 -3.4641 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 0.8660 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -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 O 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 -5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 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 21 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 7 2 0 0 0 0 4 12 1 0 0 0 0 5 6 2 0 0 0 0 5 14 1 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 12 1 0 0 0 0 8 13 2 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 13 1 0 0 0 0 11 24 1 0 0 0 0 13 19 1 0 0 0 0 14 21 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 18 2 0 0 0 0 16 22 1 0 0 0 0 17 24 1 0 0 0 0 18 23 1 0 0 0 0 19 20 2 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	326.12
Volume:	334.37
LogP:	3.134
LogD:	3.318
LogS:	-5.369
# Rotatable Bonds:	4
TPSA:	53.99
# H-Bond Aceptor:	5
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.806
Synthetic Accessibility Score:	2.153
Fsp3:	0.211
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:	-4.797
MDCK Permeability:	2.3284215785679407e-05
Pgp-inhibitor:	0.989
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.013

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.199
Plasma Protein Binding (PPB):	95.95325469970703%
Volume Distribution (VD):	0.596
Pgp-substrate:	2.360503673553467%

ADMET: Metabolism

CYP1A2-inhibitor:	0.864
CYP1A2-substrate:	0.952
CYP2C19-inhibitor:	0.814
CYP2C19-substrate:	0.547
CYP2C9-inhibitor:	0.692
CYP2C9-substrate:	0.85
CYP2D6-inhibitor:	0.038
CYP2D6-substrate:	0.904
CYP3A4-inhibitor:	0.784
CYP3A4-substrate:	0.693

ADMET: Excretion

Clearance (CL):	11.338
Half-life (T1/2):	0.378

ADMET: Toxicity

hERG Blockers:	0.04
Human Hepatotoxicity (H-HT):	0.461
Drug-inuced Liver Injury (DILI):	0.922
AMES Toxicity:	0.865
Rat Oral Acute Toxicity:	0.09
Maximum Recommended Daily Dose:	0.889
Skin Sensitization:	0.097
Carcinogencity:	0.913
Eye Corrosion:	0.003
Eye Irritation:	0.055
Respiratory Toxicity:	0.654

Download Data

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

Natural Product: NPC293201

Natural Product ID:	NPC293201
*Common Name:**	3-(3,4-Dimethoxybenzylidene)-7-Methoxychroman-4-One
IUPAC Name:	(3E)-3-[(3,4-dimethoxyphenyl)methylidene]-7-methoxychromen-4-one
Synonyms:
Standard InCHIKey:	YKRAQIAZPKGEIC-MDWZMJQESA-N
Standard InCHI:	InChI=1S/C19H18O5/c1-21-14-5-6-15-17(10-14)24-11-13(19(15)20)8-12-4-7-16(22-2)18(9-12)23-3/h4-10H,11H2,1-3H3/b13-8+
SMILES:	COc1ccc2c(c1)OC/C(=Cc1ccc(c(c1)OC)OC)/C2=O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL597065
PubChem CID:	5783568
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.	n.a.	n.a.	PMID[1375626]
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[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.	root	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18554602]
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	root	n.a.	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	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]
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]
NPO18131	Micromelum falcatum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14941	Delphinium tricorne	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16481	Xanthium canadense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18492	Prunus pseudocerasus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19614	Erica cinerea	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14595	Lactarius torminosus	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18131	Micromelum falcatum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17333	Valeriana officinalis	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18492	Prunus pseudocerasus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14941	Delphinium tricorne	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1534	Jatropha gossypiifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16481	Xanthium canadense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19614	Erica cinerea	Species	Ericaceae	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]
NPO19747	Maytenus emarginata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14595	Lactarius torminosus	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18653	Cyathus intermedius	Species	Nidulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19222	Mycale tenuis	Species	Mycalidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6570	Cinnamomum philippinense	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9142	Aeschynanthus parvifolius	Species	Gesneriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19614	Erica cinerea	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18492	Prunus pseudocerasus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15370	Tamarix dioica	Species	Tamaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14941	Delphinium tricorne	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18986	Betula papyrifera	Species	Betulaceae	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]
NPO19069	Thelepus setosus	Species	Terebellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2351	Echinocardium cordatum	Species	Loveniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17987	Mycosphaerella nawae	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18747	Bufo bankorensis	Species	Bufonidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19416	Streptomyces sakaiensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO11763	Cyperus capitatus	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18131	Micromelum falcatum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1560	Boronia alata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15709	Lobelia langeana	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16481	Xanthium canadense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17876	Magnolia henryi	Species	Magnoliaceae	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]
NPO17050	Haemanthus albiflos	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19350	Ephedra altissima	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20618	Penicilliopsis clavariiformis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1534	Jatropha gossypiifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16034	Lecanora sulphurata	Species	Lecanoraceae	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]
NPO17433	Peltophorum dubium	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16256	Helleborus viridis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17186	Sibiraea angustata	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10957	Cladosiphon okamuranus	Species	Chordariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4171	Isolona pilosa	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19285	Chromodoris cavae	Species	Chromodorididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18824	Alpinia pulcherrima	Species	Staphylinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19495	Bignonia unguiscati	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19554	Coronilla hyrcana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13245	Agelas longissima	Species	Agelasidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17565	Hordeum bulbosum	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6642	Mocis latipes	Species	0ctuidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16727	Iris sibirica	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25549	Rhizophagus intraradices	Species	Glomeraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18576	Vernonia aurea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1457	Phoma asparagi	Species	Didymellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12464	Litsea nitida	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18326	Eria siamensis	Species	Orchidaceae	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	4

Activity Type	# Activity
Cell Line	3
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	IC50	>	20000.0	nM	PMID[449859]
NPT91	Cell Line	KB	Homo sapiens	IC50	>	20000.0	nM	PMID[449859]
NPT90	Cell Line	DU-145	Homo sapiens	IC50	>	20000.0	nM	PMID[449859]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	18300.0	nM	PMID[449859]

☑ 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 NPC293201 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	457
0.1-0.2	1861
0.2-0.3	5113
0.3-0.4	11740
0.4-0.5	5395
0.5-0.6	3693
0.6-0.7	5264
0.7-0.8	5701
0.8-0.85	2306
0.85-0.9	1005
0.9-0.95	158
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
0.9786	High Similarity	NPC470511
0.9784	High Similarity	NPC471590
0.9712	High Similarity	NPC113089
0.9643	High Similarity	NPC136278
0.964	High Similarity	NPC70853
0.964	High Similarity	NPC9966
0.9577	High Similarity	NPC10304
0.9577	High Similarity	NPC476342
0.9577	High Similarity	NPC63256
0.9568	High Similarity	NPC185607
0.9568	High Similarity	NPC29536
0.9562	High Similarity	NPC44573
0.951	High Similarity	NPC238366
0.9507	High Similarity	NPC205522
0.9507	High Similarity	NPC299923
0.9448	High Similarity	NPC477231
0.9448	High Similarity	NPC257648
0.9448	High Similarity	NPC40033
0.9444	High Similarity	NPC5840
0.9444	High Similarity	NPC189270
0.9437	High Similarity	NPC106461
0.9437	High Similarity	NPC310259
0.9437	High Similarity	NPC231013
0.9437	High Similarity	NPC40818
0.9437	High Similarity	NPC14958
0.9437	High Similarity	NPC110639
0.9437	High Similarity	NPC215932
0.9384	High Similarity	NPC472915
0.9379	High Similarity	NPC31363
0.9375	High Similarity	NPC474648
0.9371	High Similarity	NPC117463
0.9371	High Similarity	NPC85233
0.9362	High Similarity	NPC476054
0.9343	High Similarity	NPC125269
0.932	High Similarity	NPC31018
0.932	High Similarity	NPC255807
0.9315	High Similarity	NPC472912
0.9315	High Similarity	NPC68882
0.931	High Similarity	NPC338131
0.9306	High Similarity	NPC183236
0.9306	High Similarity	NPC261548
0.9306	High Similarity	NPC195202
0.9301	High Similarity	NPC302408
0.9301	High Similarity	NPC283002
0.9301	High Similarity	NPC120924
0.9301	High Similarity	NPC216314
0.9301	High Similarity	NPC195919
0.9296	High Similarity	NPC23955
0.9257	High Similarity	NPC472916
0.9252	High Similarity	NPC18727
0.9252	High Similarity	NPC469550
0.9252	High Similarity	NPC186507
0.9247	High Similarity	NPC308451
0.9241	High Similarity	NPC69752
0.9236	High Similarity	NPC12200
0.9236	High Similarity	NPC62536
0.9236	High Similarity	NPC95864
0.9236	High Similarity	NPC474999
0.9236	High Similarity	NPC33265
0.9231	High Similarity	NPC165512
0.9225	High Similarity	NPC119663
0.922	High Similarity	NPC171094
0.922	High Similarity	NPC58229
0.9209	High Similarity	NPC254741
0.9195	High Similarity	NPC67876
0.9195	High Similarity	NPC299520
0.9195	High Similarity	NPC181960
0.9195	High Similarity	NPC291508
0.9195	High Similarity	NPC129684
0.9189	High Similarity	NPC168247
0.9189	High Similarity	NPC117992
0.9189	High Similarity	NPC230149
0.9189	High Similarity	NPC471746
0.9189	High Similarity	NPC472909
0.9189	High Similarity	NPC152951
0.9189	High Similarity	NPC226025
0.9189	High Similarity	NPC57674
0.9189	High Similarity	NPC37392
0.9189	High Similarity	NPC2928
0.9184	High Similarity	NPC39732
0.9184	High Similarity	NPC60972
0.9184	High Similarity	NPC236637
0.9184	High Similarity	NPC260979
0.9184	High Similarity	NPC302950
0.9184	High Similarity	NPC219582
0.9184	High Similarity	NPC166201
0.9178	High Similarity	NPC166753
0.9178	High Similarity	NPC259058
0.9178	High Similarity	NPC201547
0.9178	High Similarity	NPC50728
0.9178	High Similarity	NPC29231
0.9167	High Similarity	NPC12377
0.9161	High Similarity	NPC182842
0.9155	High Similarity	NPC214919
0.9155	High Similarity	NPC124467
0.9155	High Similarity	NPC28326
0.9137	High Similarity	NPC77955
0.9137	High Similarity	NPC99854
0.9128	High Similarity	NPC474983
0.9128	High Similarity	NPC303255
0.9128	High Similarity	NPC291878
0.9128	High Similarity	NPC195796
0.9128	High Similarity	NPC155063
0.9128	High Similarity	NPC35038
0.9128	High Similarity	NPC278778
0.9122	High Similarity	NPC472408
0.9122	High Similarity	NPC273462
0.9122	High Similarity	NPC227337
0.9122	High Similarity	NPC49402
0.9122	High Similarity	NPC70433
0.9122	High Similarity	NPC280937
0.9122	High Similarity	NPC128961
0.9122	High Similarity	NPC33051
0.9116	High Similarity	NPC474388
0.9116	High Similarity	NPC474663
0.9116	High Similarity	NPC208043
0.9116	High Similarity	NPC198615
0.9116	High Similarity	NPC472535
0.9116	High Similarity	NPC474170
0.9116	High Similarity	NPC226973
0.9116	High Similarity	NPC149614
0.9116	High Similarity	NPC236769
0.9116	High Similarity	NPC117579
0.911	High Similarity	NPC52005
0.911	High Similarity	NPC105512
0.911	High Similarity	NPC223579
0.911	High Similarity	NPC181250
0.911	High Similarity	NPC137062
0.911	High Similarity	NPC177298
0.911	High Similarity	NPC328119
0.911	High Similarity	NPC159103
0.911	High Similarity	NPC48479
0.911	High Similarity	NPC287101
0.911	High Similarity	NPC183950
0.9097	High Similarity	NPC296575
0.9073	High Similarity	NPC298093
0.9073	High Similarity	NPC474960
0.9067	High Similarity	NPC474836
0.9067	High Similarity	NPC96167
0.9067	High Similarity	NPC19097
0.9067	High Similarity	NPC222814
0.9067	High Similarity	NPC472963
0.9067	High Similarity	NPC52889
0.9067	High Similarity	NPC471515
0.9067	High Similarity	NPC472913
0.9067	High Similarity	NPC475267
0.9067	High Similarity	NPC78071
0.9067	High Similarity	NPC156057
0.9067	High Similarity	NPC472910
0.9067	High Similarity	NPC472598
0.9067	High Similarity	NPC284820
0.9067	High Similarity	NPC472914
0.9067	High Similarity	NPC472911
0.9067	High Similarity	NPC474208
0.9067	High Similarity	NPC258644
0.9067	High Similarity	NPC162869
0.9067	High Similarity	NPC27337
0.9067	High Similarity	NPC48208
0.9067	High Similarity	NPC473272
0.9067	High Similarity	NPC210084
0.9067	High Similarity	NPC474055
0.9067	High Similarity	NPC108456
0.9067	High Similarity	NPC99597
0.9067	High Similarity	NPC471479
0.9067	High Similarity	NPC52530
0.9067	High Similarity	NPC245758
0.906	High Similarity	NPC477503
0.906	High Similarity	NPC256612
0.906	High Similarity	NPC200761
0.906	High Similarity	NPC256925
0.906	High Similarity	NPC234255
0.906	High Similarity	NPC20830
0.906	High Similarity	NPC470327
0.906	High Similarity	NPC284353
0.906	High Similarity	NPC45849
0.906	High Similarity	NPC213622
0.9058	High Similarity	NPC473655
0.9058	High Similarity	NPC101294
0.9054	High Similarity	NPC134677
0.9054	High Similarity	NPC55205
0.9048	High Similarity	NPC179183
0.9048	High Similarity	NPC177839
0.9048	High Similarity	NPC29056
0.9048	High Similarity	NPC306821
0.9048	High Similarity	NPC219330
0.9041	High Similarity	NPC194653
0.9041	High Similarity	NPC43669
0.9041	High Similarity	NPC272721
0.9041	High Similarity	NPC80710
0.9041	High Similarity	NPC120464
0.9041	High Similarity	NPC139364
0.9041	High Similarity	NPC254702
0.9041	High Similarity	NPC3036
0.9041	High Similarity	NPC196277
0.9041	High Similarity	NPC203747
0.9014	High Similarity	NPC11566
0.9013	High Similarity	NPC165549
0.9013	High Similarity	NPC34376
0.9007	High Similarity	NPC113055
0.9007	High Similarity	NPC259685

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 NPC293201 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	405
0.1-0.2	1011
0.2-0.3	1728
0.3-0.4	2657
0.4-0.5	1695
0.5-0.6	999
0.6-0.7	457
0.7-0.8	154
0.8-0.85	24
0.85-0.9	17
0.9-0.95	3
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9184	High Similarity	NPD1934	Approved
0.9073	High Similarity	NPD5494	Approved
0.9071	High Similarity	NPD2796	Approved
0.906	High Similarity	NPD3817	Phase 2
0.9	High Similarity	NPD3882	Suspended
0.8993	High Similarity	NPD2393	Clinical (unspecified phase)
0.8993	High Similarity	NPD2801	Approved
0.8767	High Similarity	NPD6799	Approved
0.8767	High Similarity	NPD1511	Approved
0.8718	High Similarity	NPD6167	Clinical (unspecified phase)
0.8718	High Similarity	NPD6166	Phase 2
0.8718	High Similarity	NPD6168	Clinical (unspecified phase)
0.8681	High Similarity	NPD1549	Phase 2
0.8649	High Similarity	NPD1512	Approved
0.8618	High Similarity	NPD7819	Suspended
0.8618	High Similarity	NPD7096	Clinical (unspecified phase)
0.8611	High Similarity	NPD1552	Clinical (unspecified phase)
0.8611	High Similarity	NPD1550	Clinical (unspecified phase)
0.8553	High Similarity	NPD7054	Approved
0.8535	High Similarity	NPD3926	Phase 2
0.8516	High Similarity	NPD919	Approved
0.85	High Similarity	NPD7472	Approved
0.85	High Similarity	NPD7074	Phase 3
0.8491	Intermediate Similarity	NPD3818	Discontinued
0.8472	Intermediate Similarity	NPD1510	Phase 2
0.8467	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.8456	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8452	Intermediate Similarity	NPD7075	Discontinued
0.8421	Intermediate Similarity	NPD4380	Phase 2
0.8421	Intermediate Similarity	NPD6599	Discontinued
0.8408	Intermediate Similarity	NPD1247	Approved
0.8392	Intermediate Similarity	NPD1933	Approved
0.8387	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8366	Intermediate Similarity	NPD7411	Suspended
0.8344	Intermediate Similarity	NPD7808	Phase 3
0.8333	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD6797	Phase 2
0.8322	Intermediate Similarity	NPD1240	Approved
0.8312	Intermediate Similarity	NPD6801	Discontinued
0.8282	Intermediate Similarity	NPD7251	Discontinued
0.8232	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8212	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.821	Intermediate Similarity	NPD5844	Phase 1
0.8207	Intermediate Similarity	NPD1607	Approved
0.8205	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8125	Intermediate Similarity	NPD6232	Discontinued
0.8105	Intermediate Similarity	NPD5403	Approved
0.8095	Intermediate Similarity	NPD3748	Approved
0.8092	Intermediate Similarity	NPD5401	Approved
0.8089	Intermediate Similarity	NPD5402	Approved
0.8086	Intermediate Similarity	NPD7473	Discontinued
0.8058	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.8056	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.8042	Intermediate Similarity	NPD6832	Phase 2
0.8	Intermediate Similarity	NPD1243	Approved
0.7987	Intermediate Similarity	NPD920	Approved
0.7961	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.795	Intermediate Similarity	NPD6959	Discontinued
0.7945	Intermediate Similarity	NPD943	Approved
0.7933	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7919	Intermediate Similarity	NPD1551	Phase 2
0.7914	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7911	Intermediate Similarity	NPD1465	Phase 2
0.7892	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7891	Intermediate Similarity	NPD447	Suspended
0.7891	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7881	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7879	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7844	Intermediate Similarity	NPD6559	Discontinued
0.7829	Intermediate Similarity	NPD3750	Approved
0.7826	Intermediate Similarity	NPD5536	Phase 2
0.7812	Intermediate Similarity	NPD7768	Phase 2
0.7764	Intermediate Similarity	NPD3749	Approved
0.775	Intermediate Similarity	NPD5353	Approved
0.7744	Intermediate Similarity	NPD5242	Approved
0.773	Intermediate Similarity	NPD7199	Phase 2
0.7712	Intermediate Similarity	NPD4628	Phase 3
0.7703	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7703	Intermediate Similarity	NPD1613	Approved
0.7682	Intermediate Similarity	NPD2935	Discontinued
0.7677	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7673	Intermediate Similarity	NPD6386	Approved
0.7673	Intermediate Similarity	NPD6385	Approved
0.7671	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7651	Intermediate Similarity	NPD230	Phase 1
0.7647	Intermediate Similarity	NPD2654	Approved
0.764	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7636	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7616	Intermediate Similarity	NPD2799	Discontinued
0.7603	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7603	Intermediate Similarity	NPD3018	Phase 2
0.7597	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7593	Intermediate Similarity	NPD5019	Clinical (unspecified phase)
0.7566	Intermediate Similarity	NPD6099	Approved
0.7566	Intermediate Similarity	NPD6100	Approved
0.7536	Intermediate Similarity	NPD1241	Discontinued
0.7534	Intermediate Similarity	NPD2798	Approved
0.7532	Intermediate Similarity	NPD2800	Approved
0.7516	Intermediate Similarity	NPD2532	Approved
0.7516	Intermediate Similarity	NPD2344	Approved
0.7516	Intermediate Similarity	NPD2346	Discontinued
0.7516	Intermediate Similarity	NPD2534	Approved
0.7516	Intermediate Similarity	NPD2533	Approved
0.75	Intermediate Similarity	NPD3751	Discontinued
0.75	Intermediate Similarity	NPD2981	Phase 2
0.75	Intermediate Similarity	NPD3027	Phase 3
0.75	Intermediate Similarity	NPD3972	Approved
0.7485	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7483	Intermediate Similarity	NPD9494	Approved
0.7471	Intermediate Similarity	NPD5953	Discontinued
0.747	Intermediate Similarity	NPD3787	Discontinued
0.7466	Intermediate Similarity	NPD1203	Approved
0.745	Intermediate Similarity	NPD2313	Discontinued
0.7448	Intermediate Similarity	NPD2983	Phase 2
0.7448	Intermediate Similarity	NPD2982	Phase 2
0.7448	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7438	Intermediate Similarity	NPD3226	Approved
0.7432	Intermediate Similarity	NPD4908	Phase 1
0.7415	Intermediate Similarity	NPD1019	Discontinued
0.7413	Intermediate Similarity	NPD17	Approved
0.7386	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7384	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7381	Intermediate Similarity	NPD2403	Approved
0.7379	Intermediate Similarity	NPD9717	Approved
0.7375	Intermediate Similarity	NPD1653	Approved
0.7372	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD6651	Approved
0.7353	Intermediate Similarity	NPD7286	Phase 2
0.7351	Intermediate Similarity	NPD3142	Approved
0.7351	Intermediate Similarity	NPD4307	Phase 2
0.7351	Intermediate Similarity	NPD3140	Approved
0.7347	Intermediate Similarity	NPD3267	Approved
0.7347	Intermediate Similarity	NPD3266	Approved
0.7333	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7325	Intermediate Similarity	NPD2309	Approved
0.7325	Intermediate Similarity	NPD3887	Approved
0.731	Intermediate Similarity	NPD1610	Phase 2
0.7301	Intermediate Similarity	NPD6844	Discontinued
0.7301	Intermediate Similarity	NPD37	Approved
0.7296	Intermediate Similarity	NPD3688	Clinical (unspecified phase)
0.7296	Intermediate Similarity	NPD3146	Approved
0.7296	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.729	Intermediate Similarity	NPD1471	Phase 3
0.7286	Intermediate Similarity	NPD5283	Phase 1
0.7273	Intermediate Similarity	NPD4967	Phase 2
0.7273	Intermediate Similarity	NPD1548	Phase 1
0.7273	Intermediate Similarity	NPD7033	Discontinued
0.7273	Intermediate Similarity	NPD4965	Approved
0.7273	Intermediate Similarity	NPD4966	Approved
0.726	Intermediate Similarity	NPD1608	Approved
0.7239	Intermediate Similarity	NPD5890	Approved
0.7239	Intermediate Similarity	NPD5889	Approved
0.7233	Intermediate Similarity	NPD4357	Discontinued
0.7232	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7219	Intermediate Similarity	NPD6798	Discontinued
0.7219	Intermediate Similarity	NPD411	Approved
0.7219	Intermediate Similarity	NPD1296	Phase 2
0.7219	Intermediate Similarity	NPD3268	Approved
0.7215	Intermediate Similarity	NPD6190	Approved
0.7212	Intermediate Similarity	NPD5978	Approved
0.7212	Intermediate Similarity	NPD5977	Approved
0.7195	Intermediate Similarity	NPD6280	Approved
0.7195	Intermediate Similarity	NPD6279	Approved
0.7193	Intermediate Similarity	NPD2163	Approved
0.7188	Intermediate Similarity	NPD4662	Approved
0.7188	Intermediate Similarity	NPD4661	Approved
0.7186	Intermediate Similarity	NPD6234	Discontinued
0.7179	Intermediate Similarity	NPD2355	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD2353	Approved
0.7162	Intermediate Similarity	NPD1876	Approved
0.7161	Intermediate Similarity	NPD4308	Phase 3
0.7159	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD7685	Pre-registration
0.7126	Intermediate Similarity	NPD6104	Discontinued
0.7126	Intermediate Similarity	NPD6971	Discontinued
0.7125	Intermediate Similarity	NPD7390	Discontinued
0.7117	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD7458	Discontinued
0.7115	Intermediate Similarity	NPD3539	Phase 1
0.7114	Intermediate Similarity	NPD2797	Approved
0.7108	Intermediate Similarity	NPD4288	Approved
0.7093	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7089	Intermediate Similarity	NPD1652	Phase 2
0.7088	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7081	Intermediate Similarity	NPD5005	Approved
0.7081	Intermediate Similarity	NPD5006	Approved
0.7078	Intermediate Similarity	NPD6355	Discontinued
0.7075	Intermediate Similarity	NPD422	Phase 1
0.7073	Intermediate Similarity	NPD1337	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD6585	Discontinued
0.7072	Intermediate Similarity	NPD4363	Phase 3
0.7072	Intermediate Similarity	NPD4360	Phase 2
0.707	Intermediate Similarity	NPD3540	Phase 1
0.7059	Intermediate Similarity	NPD5710	Approved
0.7059	Intermediate Similarity	NPD6233	Phase 2
0.7059	Intermediate Similarity	NPD6808	Phase 2

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