NPASS Compound

Structure

CID248132 OpenBabel06191716052D 41 45 0 0 1 0 0 0 0 0999 V2000 -3.1707 -5.7886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3023 -2.4429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9617 -3.7995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6662 -2.2172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -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 -2.1424 -0.5066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3344 -2.2292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8571 -2.8050 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 -1.7357 -1.4201 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7412 -1.3156 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.8752 -4.2063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5797 -2.6240 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 -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 2 0 0 0 0 0 0 0 0 0 -4.6842 -3.6185 0.0000 C 0 0 0 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 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9436 -2.3983 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5332 -0.3375 0.0000 C 0 0 1 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 0.0000 1.0000 0.0000 C 0 0 1 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 -5.5978 -4.0252 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 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9797 -5.2008 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3887 -2.0362 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0776 -2.8983 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3993 0.1625 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 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 34 1 0 0 0 0 2 35 1 0 0 0 0 3 36 1 0 0 0 0 4 37 1 0 0 0 0 5 12 2 0 0 0 0 5 16 1 0 0 0 0 6 12 1 0 0 0 0 6 17 2 0 0 0 0 7 13 2 0 0 0 0 7 18 1 0 0 0 0 8 13 1 0 0 0 0 8 19 2 0 0 0 0 9 29 1 0 0 0 0 10 39 1 0 0 0 0 11 38 1 0 0 0 0 14 10 1 6 0 0 0 14 15 1 0 0 0 0 14 25 1 0 0 0 0 15 11 1 6 0 0 0 15 26 1 0 0 0 0 16 21 2 0 0 0 0 16 34 1 0 0 0 0 17 21 1 0 0 0 0 17 35 1 0 0 0 0 18 27 2 0 0 0 0 18 36 1 0 0 0 0 19 27 1 0 0 0 0 19 37 1 0 0 0 0 20 9 1 6 0 0 0 20 22 1 0 0 0 0 20 40 1 0 0 0 0 21 30 1 0 0 0 0 22 23 1 0 0 0 0 22 31 1 1 0 0 0 23 24 1 0 0 0 0 23 32 1 6 0 0 0 24 28 1 0 0 0 0 24 33 1 1 0 0 0 25 12 1 1 0 0 0 25 38 1 0 0 0 0 26 13 1 1 0 0 0 26 39 1 0 0 0 0 27 41 1 0 0 0 0 28 40 1 0 0 0 0 28 41 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	580.22
Volume:	548.516
LogP:	0.547
LogD:	1.226
LogS:	-3.3
# Rotatable Bonds:	9
TPSA:	174.99
# H-Bond Aceptor:	13
# H-Bond Donor:	5
# Rings:	5
# Heavy Atoms:	13

MedChem Properties

QED Drug-Likeness Score:	0.28
Synthetic Accessibility Score:	4.615
Fsp3:	0.571
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:	-6.214
MDCK Permeability:	3.5767316148849204e-05
Pgp-inhibitor:	0.248
Pgp-substrate:	0.944
Human Intestinal Absorption (HIA):	0.414
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.056

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.207
Plasma Protein Binding (PPB):	53.727378845214844%
Volume Distribution (VD):	0.31
Pgp-substrate:	28.53191566467285%

ADMET: Metabolism

CYP1A2-inhibitor:	0.01
CYP1A2-substrate:	0.924
CYP2C19-inhibitor:	0.008
CYP2C19-substrate:	0.823
CYP2C9-inhibitor:	0.006
CYP2C9-substrate:	0.351
CYP2D6-inhibitor:	0.015
CYP2D6-substrate:	0.238
CYP3A4-inhibitor:	0.073
CYP3A4-substrate:	0.249

ADMET: Excretion

Clearance (CL):	4.207
Half-life (T1/2):	0.681

ADMET: Toxicity

hERG Blockers:	0.487
Human Hepatotoxicity (H-HT):	0.152
Drug-inuced Liver Injury (DILI):	0.086
AMES Toxicity:	0.091
Rat Oral Acute Toxicity:	0.019
Maximum Recommended Daily Dose:	0.087
Skin Sensitization:	0.891
Carcinogencity:	0.041
Eye Corrosion:	0.003
Eye Irritation:	0.016
Respiratory Toxicity:	0.095

Download Data

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

Natural Product: NPC248132

Natural Product ID:	NPC248132
*Common Name:**	Acanthoside B
IUPAC Name:	(2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:	Acanthoside B; GNF-Pf-2316
Standard InCHIKey:	WEKCEGQSIIQPAQ-FKLBZQFOSA-N
Standard InCHI:	InChI=1S/C28H36O13/c1-34-16-5-12(6-17(35-2)21(16)30)25-14-10-39-26(15(14)11-38-25)13-7-18(36-3)27(19(8-13)37-4)41-28-24(33)23(32)22(31)20(9-29)40-28/h5-8,14-15,20,22-26,28-33H,9-11H2,1-4H3/t14-,15-,20-,22-,23+,24-,25+,26+,28+/m1/s1
SMILES:	OC[C@H]1O[C@@H](Oc2c(OC)cc(cc2OC)[C@@H]2OC[C@@H]3[C@H]2CO[C@H]3c2cc(OC)c(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL573710
PubChem CID:	45482321
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0001392] Lignans, neolignans and related compounds [CHEMONTID:0001511] Lignan 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
NPO24176	Streptomyces fradiae	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10757717]
NPO2353	Bituminaria bituminosa	Species	Fabaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[12943781]
NPO7484	Salacia chinensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12951446]
NPO7484	Salacia chinensis	Species	Celastraceae	Eukaryota	stems	Thailand	n.a.	PMID[14510595]
NPO14555	Porella swartziana	Species	Porellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14738381]
NPO14555	Porella swartziana	Species	Porellaceae	Eukaryota	n.a.	Argentine	n.a.	PMID[14738381]
NPO12339	Daphne feddei	Species	Thymelaeaceae	Eukaryota	stem bark	Kunming, Yunnan Province, China	n.a.	PMID[18986199]
NPO12977	Solenopsis invicta	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21905650]
NPO23289	Heracleum sphondylium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24697288]
NPO14826	Streptomyces mobaraensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[32998509]
NPO9420	Aspergillus arenarius	Species	Aspergillaceae	Eukaryota	sclerotia	n.a.	n.a.	PMID[9599285]
NPO15510	Kummerowia striata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16847	Consolida ajacis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5728	Gerbera piloselloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15961	Sida cordifolia	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23289	Heracleum sphondylium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5728	Gerbera piloselloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14869	Ormosia panamensis	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15510	Kummerowia striata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23754	Solanum aculeatissimum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23289	Heracleum sphondylium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15961	Sida cordifolia	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16847	Consolida ajacis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16847	Consolida ajacis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5728	Gerbera piloselloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5552	Solanum sisymbriifolium	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13548	Chrozophora obliqua	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21329	Ilyonectria destructans	Species	Nectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7484	Salacia chinensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16175	Trichia floriformis	Species	Trichiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8499	Osmerus mordax	Species	Osmeridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13859	Senecio flavus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11881	Adenopeltis colliguaya	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13230	Pedicularis condensata	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14869	Ormosia panamensis	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4039	Verbascum pseudonobile	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11599	Elaeagnus commutata	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5728	Gerbera piloselloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2353	Bituminaria bituminosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16678	Flindersia brayleyana	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9420	Aspergillus arenarius	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13710	Lyophyllum shimeji	Species	Lyophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14034	Salvia coulteri	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3391	Jungermannia obovata	Species	Jungermanniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10211	Pajanelia multijuga	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO15272	Mascarenhasia arborescens	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9780	Merremia umbellata	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14826	Streptomyces mobaraensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO8142	Pinus pumilio	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8446	Alnus mandshurica	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5078	Turraeanthus mannii	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15858	Phoebe formosana	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15510	Kummerowia striata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15961	Sida cordifolia	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12339	Daphne feddei	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16428	Millettia conraui	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12680	Perityle vaseyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23754	Solanum aculeatissimum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15015	Meconopsis napaulensis	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13375	Palafoxia rosea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24176	Streptomyces fradiae	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO12555	Aspergillus quadrilineatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24732	Cereus weberi	Species	Sagartiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15138	Rheum webbianum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15393	Eucalyptus flocktoniae	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16847	Consolida ajacis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23289	Heracleum sphondylium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4267	Ceratocystis clavigera	Species	Ceratocystidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26017	Dalbergia stipulacea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12977	Solenopsis invicta	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14218	Spodoptera littoralis	Species	0ctuidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4935	Dinemasporium strigosum	Species	Chaetosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14555	Porella swartziana	Species	Porellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16516	Centaurea seridis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15755	Thymbra spicata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11194	Bombus hortorum	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16758	Satureja cuneifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5269	Coleus garckeanus	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
EC50	2
IC50	2
Others	2

Activity Type	# Activity
Cell Line	3
Organism	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	>	300000.0	nM	PMID[549486]
NPT1229	Cell Line	Huh-7	Homo sapiens	CC50	>	10000.0	nM	PMID[549487]
NPT848	Cell Line	N9	Homo sapiens	IC50	=	91500.0	nM	PMID[549488]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	EC50	=	771.0	nM	PMID[549487]
NPT2	Others	Unspecified		IFI	=	0.0	%	PMID[549487]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	EC50	=	388.0	nM	PMID[549487]

☑ 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 NPC248132 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	454
0.1-0.2	1361
0.2-0.3	3739
0.3-0.4	9149
0.4-0.5	9755
0.5-0.6	5783
0.6-0.7	7959
0.7-0.8	3479
0.8-0.85	710
0.85-0.9	225
0.9-0.95	62
0.95-1	21

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC130449
0.9929	High Similarity	NPC286235
0.9929	High Similarity	NPC55158
0.9929	High Similarity	NPC51328
0.9787	High Similarity	NPC39657
0.9714	High Similarity	NPC187774
0.9714	High Similarity	NPC118385
0.9714	High Similarity	NPC472712
0.9714	High Similarity	NPC472713
0.9714	High Similarity	NPC473046
0.9645	High Similarity	NPC22150
0.9645	High Similarity	NPC38041
0.9645	High Similarity	NPC279298
0.9583	High Similarity	NPC472710
0.9583	High Similarity	NPC472709
0.9577	High Similarity	NPC112861
0.9571	High Similarity	NPC472714
0.9571	High Similarity	NPC5262
0.9514	High Similarity	NPC35877
0.9514	High Similarity	NPC55715
0.9514	High Similarity	NPC95392
0.9507	High Similarity	NPC18979
0.9504	High Similarity	NPC185307
0.9504	High Similarity	NPC470950
0.9504	High Similarity	NPC477898
0.9437	High Similarity	NPC283995
0.9437	High Similarity	NPC473045
0.9437	High Similarity	NPC470235
0.9437	High Similarity	NPC25292
0.9437	High Similarity	NPC84181
0.9437	High Similarity	NPC129417
0.9433	High Similarity	NPC189115
0.9433	High Similarity	NPC476356
0.9433	High Similarity	NPC246947
0.9433	High Similarity	NPC469559
0.9429	High Similarity	NPC226547
0.9429	High Similarity	NPC177868
0.9371	High Similarity	NPC475096
0.9366	High Similarity	NPC12728
0.9366	High Similarity	NPC46092
0.9366	High Similarity	NPC473044
0.9366	High Similarity	NPC185071
0.9362	High Similarity	NPC469661
0.9362	High Similarity	NPC472711
0.9315	High Similarity	NPC475224
0.9315	High Similarity	NPC98624
0.931	High Similarity	NPC270751
0.931	High Similarity	NPC166584
0.931	High Similarity	NPC301961
0.9306	High Similarity	NPC190714
0.9306	High Similarity	NPC99515
0.9306	High Similarity	NPC212890
0.9306	High Similarity	NPC226540
0.9301	High Similarity	NPC471415
0.9301	High Similarity	NPC470097
0.9301	High Similarity	NPC114119
0.9286	High Similarity	NPC283949
0.9286	High Similarity	NPC474039
0.9241	High Similarity	NPC275284
0.9241	High Similarity	NPC114505
0.9241	High Similarity	NPC31325
0.9241	High Similarity	NPC213074
0.9241	High Similarity	NPC15956
0.9241	High Similarity	NPC227902
0.9241	High Similarity	NPC224674
0.9241	High Similarity	NPC193473
0.9236	High Similarity	NPC469586
0.9236	High Similarity	NPC477702
0.9236	High Similarity	NPC277867
0.9236	High Similarity	NPC161700
0.9236	High Similarity	NPC307466
0.9231	High Similarity	NPC298317
0.9231	High Similarity	NPC255566
0.922	High Similarity	NPC98777
0.922	High Similarity	NPC212770
0.922	High Similarity	NPC156376
0.9184	High Similarity	NPC238140
0.9178	High Similarity	NPC71726
0.9178	High Similarity	NPC175976
0.9172	High Similarity	NPC125755
0.9172	High Similarity	NPC276753
0.9172	High Similarity	NPC317053
0.9172	High Similarity	NPC205796
0.9172	High Similarity	NPC324492
0.9161	High Similarity	NPC302506
0.9161	High Similarity	NPC475084
0.9155	High Similarity	NPC46591
0.9155	High Similarity	NPC56091
0.9149	High Similarity	NPC59324
0.9149	High Similarity	NPC470413
0.9149	High Similarity	NPC138738
0.9149	High Similarity	NPC65530
0.9149	High Similarity	NPC185908
0.9143	High Similarity	NPC236522
0.9143	High Similarity	NPC24490
0.9143	High Similarity	NPC150534
0.9143	High Similarity	NPC141765
0.9143	High Similarity	NPC34103
0.9143	High Similarity	NPC165155
0.911	High Similarity	NPC328567
0.911	High Similarity	NPC320970
0.911	High Similarity	NPC320671
0.911	High Similarity	NPC327412
0.9103	High Similarity	NPC476301
0.9103	High Similarity	NPC180953
0.9103	High Similarity	NPC178014
0.9103	High Similarity	NPC43508
0.9103	High Similarity	NPC42716
0.9103	High Similarity	NPC474749
0.9103	High Similarity	NPC11422
0.9097	High Similarity	NPC37793
0.9097	High Similarity	NPC81638
0.9091	High Similarity	NPC471908
0.9078	High Similarity	NPC25695
0.9078	High Similarity	NPC177035
0.9078	High Similarity	NPC242028
0.9078	High Similarity	NPC52277
0.9078	High Similarity	NPC203230
0.9078	High Similarity	NPC172818
0.9078	High Similarity	NPC199459
0.9071	High Similarity	NPC13745
0.9071	High Similarity	NPC326095
0.9071	High Similarity	NPC48863
0.9071	High Similarity	NPC107478
0.9071	High Similarity	NPC251981
0.9071	High Similarity	NPC244983
0.9067	High Similarity	NPC159922
0.906	High Similarity	NPC302610
0.9054	High Similarity	NPC145979
0.9054	High Similarity	NPC225815
0.9054	High Similarity	NPC185955
0.9054	High Similarity	NPC9933
0.9054	High Similarity	NPC182368
0.9054	High Similarity	NPC469706
0.9054	High Similarity	NPC469707
0.9054	High Similarity	NPC218041
0.9054	High Similarity	NPC214326
0.9054	High Similarity	NPC260781
0.9048	High Similarity	NPC226153
0.9048	High Similarity	NPC304048
0.9041	High Similarity	NPC162193
0.9034	High Similarity	NPC168579
0.9034	High Similarity	NPC471063
0.9034	High Similarity	NPC179521
0.9034	High Similarity	NPC138227
0.9034	High Similarity	NPC471667
0.9034	High Similarity	NPC469313
0.9034	High Similarity	NPC76176
0.9034	High Similarity	NPC217635
0.9034	High Similarity	NPC79429
0.9028	High Similarity	NPC287124
0.9021	High Similarity	NPC309124
0.9021	High Similarity	NPC266197
0.9021	High Similarity	NPC184797
0.9021	High Similarity	NPC106944
0.9021	High Similarity	NPC291101
0.9014	High Similarity	NPC195196
0.9007	High Similarity	NPC99572
0.9007	High Similarity	NPC126409
0.9007	High Similarity	NPC184938
0.9007	High Similarity	NPC135777
0.9007	High Similarity	NPC101624
0.9007	High Similarity	NPC142547
0.9	High Similarity	NPC215833
0.9	High Similarity	NPC69513
0.8986	High Similarity	NPC240521
0.8986	High Similarity	NPC473266
0.8986	High Similarity	NPC470826
0.8986	High Similarity	NPC470098
0.8986	High Similarity	NPC106138
0.898	High Similarity	NPC15538
0.898	High Similarity	NPC473480
0.8974	High Similarity	NPC59516
0.8966	High Similarity	NPC278961
0.8966	High Similarity	NPC474808
0.8966	High Similarity	NPC252169
0.8966	High Similarity	NPC113680
0.8958	High Similarity	NPC247291
0.8958	High Similarity	NPC311530
0.8951	High Similarity	NPC236306
0.8951	High Similarity	NPC193666
0.8951	High Similarity	NPC292487
0.8951	High Similarity	NPC232164
0.8951	High Similarity	NPC88640
0.8951	High Similarity	NPC123526
0.8951	High Similarity	NPC473739
0.8947	High Similarity	NPC11411
0.8944	High Similarity	NPC164857
0.8936	High Similarity	NPC170694
0.8936	High Similarity	NPC187194
0.8936	High Similarity	NPC476411
0.8936	High Similarity	NPC287745
0.8933	High Similarity	NPC21902
0.8929	High Similarity	NPC65183
0.8929	High Similarity	NPC470270
0.8929	High Similarity	NPC175067
0.8929	High Similarity	NPC261812
0.8929	High Similarity	NPC204215
0.8929	High Similarity	NPC299144
0.8929	High Similarity	NPC72046

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 NPC248132 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	344
0.1-0.2	779
0.2-0.3	1935
0.3-0.4	2902
0.4-0.5	1728
0.5-0.6	986
0.6-0.7	413
0.7-0.8	55
0.8-0.85	8
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8679	High Similarity	NPD7228	Approved
0.859	High Similarity	NPD6234	Discontinued
0.8582	High Similarity	NPD3027	Phase 3
0.8531	High Similarity	NPD1612	Clinical (unspecified phase)
0.8531	High Similarity	NPD1613	Approved
0.8462	Intermediate Similarity	NPD4967	Phase 2
0.8462	Intermediate Similarity	NPD4966	Approved
0.8462	Intermediate Similarity	NPD4965	Approved
0.831	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.8269	Intermediate Similarity	NPD37	Approved
0.8252	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8247	Intermediate Similarity	NPD1653	Approved
0.82	Intermediate Similarity	NPD6674	Discontinued
0.8137	Intermediate Similarity	NPD7199	Phase 2
0.8133	Intermediate Similarity	NPD7240	Approved
0.8121	Intermediate Similarity	NPD7074	Phase 3
0.811	Intermediate Similarity	NPD3818	Discontinued
0.8067	Intermediate Similarity	NPD7266	Discontinued
0.8061	Intermediate Similarity	NPD7054	Approved
0.8012	Intermediate Similarity	NPD7472	Approved
0.7927	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7887	Intermediate Similarity	NPD3705	Approved
0.7877	Intermediate Similarity	NPD4908	Phase 1
0.7811	Intermediate Similarity	NPD7251	Discontinued
0.777	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD7808	Phase 3
0.7762	Intermediate Similarity	NPD1610	Phase 2
0.7762	Intermediate Similarity	NPD1091	Approved
0.7753	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7751	Intermediate Similarity	NPD6797	Phase 2
0.7702	Intermediate Similarity	NPD1934	Approved
0.7687	Intermediate Similarity	NPD2861	Phase 2
0.7674	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7669	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7661	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7651	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7622	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7602	Intermediate Similarity	NPD6559	Discontinued
0.7582	Intermediate Similarity	NPD7680	Approved
0.758	Intermediate Similarity	NPD5058	Phase 3
0.756	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.756	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.756	Intermediate Similarity	NPD6166	Phase 2
0.7552	Intermediate Similarity	NPD1357	Approved
0.755	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.755	Intermediate Similarity	NPD3620	Phase 2
0.7546	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7534	Intermediate Similarity	NPD4749	Approved
0.7532	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7529	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6374	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7685	Pre-registration
0.7427	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7415	Intermediate Similarity	NPD2983	Phase 2
0.7415	Intermediate Similarity	NPD2982	Phase 2
0.741	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7407	Intermediate Similarity	NPD6055	Clinical (unspecified phase)
0.7391	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7376	Intermediate Similarity	NPD5283	Phase 1
0.7361	Intermediate Similarity	NPD1548	Phase 1
0.7351	Intermediate Similarity	NPD4625	Phase 3
0.7349	Intermediate Similarity	NPD3882	Suspended
0.7347	Intermediate Similarity	NPD2981	Phase 2
0.7333	Intermediate Similarity	NPD3018	Phase 2
0.7333	Intermediate Similarity	NPD2977	Approved
0.7333	Intermediate Similarity	NPD2978	Approved
0.7333	Intermediate Similarity	NPD2801	Approved
0.7333	Intermediate Similarity	NPD8455	Phase 2
0.7278	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD5735	Approved
0.7273	Intermediate Similarity	NPD7157	Approved
0.7247	Intermediate Similarity	NPD6841	Approved
0.7247	Intermediate Similarity	NPD6842	Approved
0.7247	Intermediate Similarity	NPD6843	Phase 3
0.7244	Intermediate Similarity	NPD5588	Approved
0.7241	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD228	Approved
0.7229	Intermediate Similarity	NPD1465	Phase 2
0.7225	Intermediate Similarity	NPD5844	Phase 1
0.7219	Intermediate Similarity	NPD5494	Approved
0.7208	Intermediate Similarity	NPD4060	Phase 1
0.7186	Intermediate Similarity	NPD3817	Phase 2
0.7183	Intermediate Similarity	NPD7843	Approved
0.7179	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD4538	Approved
0.7179	Intermediate Similarity	NPD4536	Approved
0.7169	Intermediate Similarity	NPD3382	Approved
0.7169	Intermediate Similarity	NPD3383	Approved
0.7169	Intermediate Similarity	NPD3384	Approved
0.7152	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7152	Intermediate Similarity	NPD1375	Discontinued
0.7143	Intermediate Similarity	NPD5126	Approved
0.7143	Intermediate Similarity	NPD5125	Phase 3
0.7101	Intermediate Similarity	NPD7075	Discontinued
0.7099	Intermediate Similarity	NPD1511	Approved
0.7097	Intermediate Similarity	NPD1558	Phase 1
0.7092	Intermediate Similarity	NPD3021	Approved
0.7092	Intermediate Similarity	NPD3022	Approved
0.7091	Intermediate Similarity	NPD4005	Discontinued
0.7089	Intermediate Similarity	NPD6100	Approved
0.7089	Intermediate Similarity	NPD6099	Approved
0.7081	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7078	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.707	Intermediate Similarity	NPD7097	Phase 1
0.7067	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD1652	Phase 2
0.7051	Intermediate Similarity	NPD5124	Phase 1
0.7051	Intermediate Similarity	NPD6355	Discontinued
0.7051	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD4678	Approved
0.7048	Intermediate Similarity	NPD4675	Approved
0.7048	Intermediate Similarity	NPD4380	Phase 2
0.7044	Intermediate Similarity	NPD5762	Approved
0.7044	Intermediate Similarity	NPD5763	Approved
0.7035	Intermediate Similarity	NPD3787	Discontinued
0.7025	Intermediate Similarity	NPD5960	Phase 3
0.7025	Intermediate Similarity	NPD4108	Discontinued
0.7021	Intermediate Similarity	NPD2684	Approved
0.702	Intermediate Similarity	NPD8651	Approved
0.7019	Intermediate Similarity	NPD6331	Phase 2
0.7019	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD4110	Phase 3
0.7013	Intermediate Similarity	NPD7095	Approved
0.7012	Intermediate Similarity	NPD1512	Approved
0.7011	Intermediate Similarity	NPD7473	Discontinued
0.7006	Intermediate Similarity	NPD6653	Approved
0.6982	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6977	Remote Similarity	NPD8127	Discontinued
0.6975	Remote Similarity	NPD6190	Approved
0.6966	Remote Similarity	NPD7549	Discontinued
0.6961	Remote Similarity	NPD7906	Approved
0.6957	Remote Similarity	NPD4236	Phase 3
0.6957	Remote Similarity	NPD5177	Phase 3
0.6957	Remote Similarity	NPD4237	Approved
0.6954	Remote Similarity	NPD27	Approved
0.6954	Remote Similarity	NPD2489	Approved
0.6951	Remote Similarity	NPD7447	Phase 1
0.6951	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6937	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6936	Remote Similarity	NPD6232	Discontinued
0.6933	Remote Similarity	NPD7124	Phase 2
0.6927	Remote Similarity	NPD7313	Approved
0.6927	Remote Similarity	NPD7311	Approved
0.6927	Remote Similarity	NPD7312	Approved
0.6927	Remote Similarity	NPD8313	Approved
0.6927	Remote Similarity	NPD8312	Approved
0.6927	Remote Similarity	NPD7310	Approved
0.6923	Remote Similarity	NPD5772	Approved
0.6923	Remote Similarity	NPD5773	Approved
0.6923	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7819	Suspended
0.6918	Remote Similarity	NPD6671	Approved
0.6914	Remote Similarity	NPD3892	Phase 2
0.6914	Remote Similarity	NPD7466	Approved
0.6914	Remote Similarity	NPD4628	Phase 3
0.6906	Remote Similarity	NPD4663	Approved
0.6905	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD2970	Approved
0.6897	Remote Similarity	NPD2969	Approved
0.689	Remote Similarity	NPD7213	Phase 3
0.689	Remote Similarity	NPD7212	Phase 2
0.6889	Remote Similarity	NPD8054	Approved
0.6889	Remote Similarity	NPD8053	Approved
0.6889	Remote Similarity	NPD7309	Approved
0.6879	Remote Similarity	NPD4140	Approved
0.6875	Remote Similarity	NPD3751	Discontinued
0.6875	Remote Similarity	NPD2161	Phase 2
0.6871	Remote Similarity	NPD5084	Clinical (unspecified phase)
0.6868	Remote Similarity	NPD7243	Clinical (unspecified phase)
0.6855	Remote Similarity	NPD6111	Discontinued
0.6852	Remote Similarity	NPD3060	Approved
0.6845	Remote Similarity	NPD7028	Phase 2
0.6842	Remote Similarity	NPD5327	Phase 3
0.6839	Remote Similarity	NPD7229	Phase 3
0.6839	Remote Similarity	NPD6071	Discontinued
0.6839	Remote Similarity	NPD3051	Approved
0.6835	Remote Similarity	NPD230	Phase 1
0.6833	Remote Similarity	NPD4577	Approved
0.6833	Remote Similarity	NPD4578	Approved
0.6832	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD3540	Phase 1
0.6829	Remote Similarity	NPD6783	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD422	Phase 1
0.6821	Remote Similarity	NPD7827	Phase 1
0.6818	Remote Similarity	NPD6584	Phase 3
0.6815	Remote Similarity	NPD6233	Phase 2
0.6813	Remote Similarity	NPD6028	Clinical (unspecified phase)
0.6813	Remote Similarity	NPD6029	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD7526	Approved
0.6807	Remote Similarity	NPD52	Approved
0.6807	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD7527	Clinical (unspecified phase)
0.68	Remote Similarity	NPD6516	Phase 2
0.68	Remote Similarity	NPD5846	Approved
0.6797	Remote Similarity	NPD6696	Suspended
0.6792	Remote Similarity	NPD6353	Approved
0.679	Remote Similarity	NPD1549	Phase 2
0.6788	Remote Similarity	NPD4357	Discontinued

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