NPASS Compound

Structure

CID143851 OpenBabel06191715502D 31 34 0 0 1 0 0 0 0 0999 V2000 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -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 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -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 -0.0000 1.0000 0.0000 C 0 0 2 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 6.0622 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 9 2 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 11 2 0 0 0 0 4 11 1 0 0 0 0 5 10 2 0 0 0 0 5 12 1 0 0 0 0 6 10 1 0 0 0 0 6 15 2 0 0 0 0 7 13 1 0 0 0 0 7 14 2 0 0 0 0 8 22 1 0 0 0 0 9 14 1 0 0 0 0 10 23 1 0 0 0 0 11 29 1 0 0 0 0 12 17 2 0 0 0 0 12 24 1 0 0 0 0 13 17 1 0 0 0 0 13 25 2 0 0 0 0 14 30 1 0 0 0 0 15 17 1 0 0 0 0 15 30 1 0 0 0 0 16 8 1 6 0 0 0 16 18 1 0 0 0 0 16 31 1 0 0 0 0 18 19 1 0 0 0 0 18 26 1 1 0 0 0 19 20 1 0 0 0 0 19 27 1 6 0 0 0 20 21 1 0 0 0 0 20 28 1 1 0 0 0 21 29 1 6 0 0 0 21 31 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	432.11
Volume:	404.357
LogP:	1.325
LogD:	0.839
LogS:	-4.002
# Rotatable Bonds:	4
TPSA:	170.05
# H-Bond Aceptor:	10
# H-Bond Donor:	6
# Rings:	4
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.331
Synthetic Accessibility Score:	3.781
Fsp3:	0.286
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.111
MDCK Permeability:	1.1900085155502893e-05
Pgp-inhibitor:	0.004
Pgp-substrate:	0.968
Human Intestinal Absorption (HIA):	0.525
20% Bioavailability (F20%):	0.053
30% Bioavailability (F30%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.028
Plasma Protein Binding (PPB):	91.34165954589844%
Volume Distribution (VD):	0.886
Pgp-substrate:	9.606963157653809%

ADMET: Metabolism

CYP1A2-inhibitor:	0.466
CYP1A2-substrate:	0.056
CYP2C19-inhibitor:	0.042
CYP2C19-substrate:	0.058
CYP2C9-inhibitor:	0.042
CYP2C9-substrate:	0.538
CYP2D6-inhibitor:	0.307
CYP2D6-substrate:	0.261
CYP3A4-inhibitor:	0.146
CYP3A4-substrate:	0.035

ADMET: Excretion

Clearance (CL):	2.878
Half-life (T1/2):	0.688

ADMET: Toxicity

hERG Blockers:	0.262
Human Hepatotoxicity (H-HT):	0.07
Drug-inuced Liver Injury (DILI):	0.894
AMES Toxicity:	0.721
Rat Oral Acute Toxicity:	0.019
Maximum Recommended Daily Dose:	0.015
Skin Sensitization:	0.77
Carcinogencity:	0.461
Eye Corrosion:	0.003
Eye Irritation:	0.127
Respiratory Toxicity:	0.051

Download Data

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

Natural Product: NPC143851

Natural Product ID:	NPC143851
*Common Name:**	Apigenin 4'-Beta-O-D-Glucopyranoside
IUPAC Name:	5,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
Synonyms:
Standard InCHIKey:	ICLVCWSZHUZEFT-QNDFHXLGSA-N
Standard InCHI:	InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-3-1-9(2-4-11)14-7-13(25)17-12(24)5-10(23)6-15(17)30-14/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1
SMILES:	c1cc(ccc1c1cc(=O)c2c(cc(cc2o1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL563492
PubChem CID:	5491384
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	fruit	n.a.	DOI[10.1007/s00217-007-0799-1]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	flower	n.a.	DOI[10.1016/j.foodchem.2011.01.077]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11520216]
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12932140]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15620261]
NPO20779	Garcinia hombroniana	Species	Clusiaceae	Eukaryota	leaves	n.a.	n.a.	PMID[16124765]
NPO29092	Machilus japonica	Species	Lauraceae	Eukaryota	leaves	n.a.	n.a.	PMID[19719245]
NPO12088	Conyza canadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20121251]
NPO20842	Beauveria felina	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21438588]
NPO20146	Cladiella krempfi	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21861494]
NPO20096	Cirsium japonicum	Species	Asteraceae	Eukaryota	n.a.	whole plant	n.a.	PMID[21899269]
NPO12088	Conyza canadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22612410]
NPO20842	Beauveria felina	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23822585]
NPO20842	Beauveria felina	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26295595]
NPO22052	Aspergillus candidus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[5391291]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Root Bark	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Stem Bark	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Twig	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO22976	Ruta microcarpa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5087	Daphne oleoides	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16414	Thuja plicata	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29092	Machilus japonica	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21096	Cardiospermum halicacabum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12088	Conyza canadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20096	Cirsium japonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO16414	Thuja plicata	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21096	Cardiospermum halicacabum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29092	Machilus japonica	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22121	Piper arboreum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5087	Daphne oleoides	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29466	Triglochin maritima	Species	Juncaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12088	Conyza canadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22976	Ruta microcarpa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20096	Cirsium japonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6395	Phedimus kamtschaticus	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20096	Cirsium japonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12088	Conyza canadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22976	Ruta microcarpa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21096	Cardiospermum halicacabum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28912	Astragalus gummifer	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20096	Cirsium japonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20779	Garcinia hombroniana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12362	Coreopsis fasciculata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22447	Sidastrum acuminatum	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6395	Phedimus kamtschaticus	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2780	Brenneria rubrifaciens	Species	Pectobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO23953	Zanthoxylum monophyllum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22315	Phlogacanthus thyrsiflorus	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22635	Penstemon secundiflorus	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21859	Centaurea nigrescens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21603	Eskemukerjea megacarpum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO21730	Pouzolzia occidentalis	Species	Urticaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22893	Apterostigma dentigerum	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20096	Cirsium japonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23010	Crinum defixum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22763	Cuphea carthagenensis	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22568	Aristolochia elegans	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22829	Ozoroa insignis	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20652	Phytolacca acinosa	Species	Phytolaccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21096	Cardiospermum halicacabum	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21227	Aglaia elaeagnoidea	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19899	Crepis foetida	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29092	Machilus japonica	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20332	Dioscoreophyllum cumminsii	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20209	Dorstenia lindeniana	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22381	Euphorbia segetalis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20972	Oscillatoria princeps	Species	Oscillatoriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO20146	Cladiella krempfi	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29466	Triglochin maritima	Species	Juncaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22976	Ruta microcarpa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5087	Daphne oleoides	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12088	Conyza canadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13355	Selinum carvifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21473	Urtica triangularis	Species	Urticaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22052	Aspergillus candidus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20842	Beauveria felina	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21991	Modiolus demissus	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21282	Aplidium orthium	Species	Polyclinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16414	Thuja plicata	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28912	Astragalus gummifer	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22509	Syncolostemon parviflorus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22250	Parastrephia lepidophylla	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21420	Phormia regina	Species	Calliphoridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22121	Piper arboreum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
Others	1

Activity Type	# Activity
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Inhibition	=	18.7	%	PMID[454856]

☑ 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 NPC143851 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	418
0.1-0.2	1673
0.2-0.3	3922
0.3-0.4	9599
0.4-0.5	8844
0.5-0.6	4373
0.6-0.7	5650
0.7-0.8	4678
0.8-0.85	2453
0.85-0.9	675
0.9-0.95	356
0.95-1	56

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC210003
1.0	High Similarity	NPC29763
1.0	High Similarity	NPC39360
1.0	High Similarity	NPC83283
0.9932	High Similarity	NPC27408
0.9932	High Similarity	NPC95090
0.9865	High Similarity	NPC323593
0.9865	High Similarity	NPC203500
0.9865	High Similarity	NPC307938
0.9799	High Similarity	NPC156457
0.9799	High Similarity	NPC197304
0.9799	High Similarity	NPC197896
0.9799	High Similarity	NPC54802
0.9799	High Similarity	NPC65003
0.9799	High Similarity	NPC161749
0.9799	High Similarity	NPC182634
0.9799	High Similarity	NPC108831
0.9799	High Similarity	NPC129827
0.9799	High Similarity	NPC258035
0.9799	High Similarity	NPC60966
0.9799	High Similarity	NPC44931
0.9799	High Similarity	NPC135391
0.9799	High Similarity	NPC78263
0.9799	High Similarity	NPC313163
0.9799	High Similarity	NPC77672
0.9799	High Similarity	NPC122809
0.9799	High Similarity	NPC473512
0.9799	High Similarity	NPC133671
0.9797	High Similarity	NPC26195
0.9797	High Similarity	NPC169248
0.9797	High Similarity	NPC72649
0.9797	High Similarity	NPC97052
0.9797	High Similarity	NPC39351
0.9796	High Similarity	NPC259767
0.9796	High Similarity	NPC88484
0.9796	High Similarity	NPC259182
0.9796	High Similarity	NPC121001
0.9733	High Similarity	NPC320283
0.9733	High Similarity	NPC41121
0.9733	High Similarity	NPC22062
0.9733	High Similarity	NPC73511
0.9733	High Similarity	NPC138811
0.9733	High Similarity	NPC111929
0.9733	High Similarity	NPC473634
0.9733	High Similarity	NPC472459
0.9732	High Similarity	NPC261866
0.9732	High Similarity	NPC206378
0.9732	High Similarity	NPC170475
0.973	High Similarity	NPC106625
0.9669	High Similarity	NPC471079
0.9669	High Similarity	NPC187379
0.9669	High Similarity	NPC473623
0.9669	High Similarity	NPC304741
0.9669	High Similarity	NPC136761
0.9669	High Similarity	NPC470405
0.9664	High Similarity	NPC99233
0.966	High Similarity	NPC191154
0.9605	High Similarity	NPC282169
0.9605	High Similarity	NPC265885
0.9605	High Similarity	NPC477628
0.9605	High Similarity	NPC135846
0.9605	High Similarity	NPC246943
0.9605	High Similarity	NPC270675
0.9605	High Similarity	NPC215710
0.9605	High Similarity	NPC224530
0.9605	High Similarity	NPC101636
0.9605	High Similarity	NPC253788
0.9605	High Similarity	NPC139320
0.9605	High Similarity	NPC195685
0.9605	High Similarity	NPC216496
0.9605	High Similarity	NPC259957
0.9605	High Similarity	NPC477629
0.9605	High Similarity	NPC64305
0.9605	High Similarity	NPC116458
0.9605	High Similarity	NPC159579
0.9605	High Similarity	NPC170052
0.9605	High Similarity	NPC181465
0.9605	High Similarity	NPC303913
0.9605	High Similarity	NPC173582
0.9605	High Similarity	NPC48093
0.9605	High Similarity	NPC472994
0.9605	High Similarity	NPC473438
0.9605	High Similarity	NPC297987
0.9605	High Similarity	NPC476215
0.9605	High Similarity	NPC249281
0.9605	High Similarity	NPC85707
0.9605	High Similarity	NPC47923
0.9605	High Similarity	NPC276377
0.9605	High Similarity	NPC163242
0.9605	High Similarity	NPC470125
0.9605	High Similarity	NPC210961
0.9605	High Similarity	NPC129217
0.9603	High Similarity	NPC308265
0.96	High Similarity	NPC265480
0.96	High Similarity	NPC295613
0.96	High Similarity	NPC45165
0.96	High Similarity	NPC149368
0.96	High Similarity	NPC473657
0.96	High Similarity	NPC127406
0.9595	High Similarity	NPC134819
0.9542	High Similarity	NPC475382
0.9542	High Similarity	NPC240306
0.9542	High Similarity	NPC44947
0.9542	High Similarity	NPC150164
0.9542	High Similarity	NPC189142
0.9542	High Similarity	NPC27942
0.9542	High Similarity	NPC298171
0.9542	High Similarity	NPC131745
0.9542	High Similarity	NPC77660
0.9539	High Similarity	NPC472320
0.9539	High Similarity	NPC142860
0.9539	High Similarity	NPC271270
0.9539	High Similarity	NPC200708
0.9539	High Similarity	NPC271479
0.9539	High Similarity	NPC153342
0.9539	High Similarity	NPC97285
0.9539	High Similarity	NPC246469
0.9536	High Similarity	NPC6985
0.9536	High Similarity	NPC43638
0.9536	High Similarity	NPC288084
0.9536	High Similarity	NPC23817
0.9524	High Similarity	NPC199335
0.9481	High Similarity	NPC121703
0.9481	High Similarity	NPC124155
0.9481	High Similarity	NPC183672
0.9481	High Similarity	NPC309025
0.9481	High Similarity	NPC278419
0.9481	High Similarity	NPC179198
0.9481	High Similarity	NPC473644
0.9481	High Similarity	NPC257566
0.9481	High Similarity	NPC80068
0.9481	High Similarity	NPC88023
0.9481	High Similarity	NPC168822
0.9481	High Similarity	NPC19709
0.9481	High Similarity	NPC243930
0.9481	High Similarity	NPC66087
0.9481	High Similarity	NPC270335
0.9481	High Similarity	NPC311850
0.9481	High Similarity	NPC191306
0.9474	High Similarity	NPC104677
0.9474	High Similarity	NPC43761
0.9467	High Similarity	NPC87304
0.9467	High Similarity	NPC268950
0.9467	High Similarity	NPC108706
0.9467	High Similarity	NPC211158
0.9467	High Similarity	NPC78021
0.9456	High Similarity	NPC23084
0.9419	High Similarity	NPC205824
0.9419	High Similarity	NPC72016
0.9419	High Similarity	NPC135358
0.9419	High Similarity	NPC287889
0.9419	High Similarity	NPC129264
0.9419	High Similarity	NPC277205
0.9419	High Similarity	NPC76831
0.9419	High Similarity	NPC289667
0.9419	High Similarity	NPC292929
0.9419	High Similarity	NPC85751
0.9419	High Similarity	NPC311830
0.9419	High Similarity	NPC22832
0.9419	High Similarity	NPC139060
0.9419	High Similarity	NPC19240
0.9416	High Similarity	NPC190450
0.9416	High Similarity	NPC259834
0.9416	High Similarity	NPC472876
0.9416	High Similarity	NPC473043
0.9404	High Similarity	NPC470605
0.9404	High Similarity	NPC470603
0.9404	High Similarity	NPC470604
0.9396	High Similarity	NPC213723
0.9396	High Similarity	NPC214454
0.9396	High Similarity	NPC106025
0.9396	High Similarity	NPC477240
0.9359	High Similarity	NPC221342
0.9359	High Similarity	NPC189564
0.9359	High Similarity	NPC142142
0.9359	High Similarity	NPC308404
0.9359	High Similarity	NPC203145
0.9359	High Similarity	NPC88789
0.9359	High Similarity	NPC477613
0.9359	High Similarity	NPC145038
0.9359	High Similarity	NPC276222
0.9359	High Similarity	NPC186816
0.9359	High Similarity	NPC262222
0.9359	High Similarity	NPC89809
0.9359	High Similarity	NPC8856
0.9359	High Similarity	NPC56077
0.9359	High Similarity	NPC115674
0.9359	High Similarity	NPC68592
0.9359	High Similarity	NPC197285
0.9359	High Similarity	NPC298666
0.9359	High Similarity	NPC473278
0.9359	High Similarity	NPC476470
0.9359	High Similarity	NPC118284
0.9359	High Similarity	NPC256188
0.9359	High Similarity	NPC253662
0.9359	High Similarity	NPC274618
0.9359	High Similarity	NPC21100
0.9359	High Similarity	NPC281131
0.9359	High Similarity	NPC210073
0.9359	High Similarity	NPC260504

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 NPC143851 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	386
0.1-0.2	870
0.2-0.3	1764
0.3-0.4	2705
0.4-0.5	1921
0.5-0.6	1021
0.6-0.7	303
0.7-0.8	129
0.8-0.85	34
0.85-0.9	14
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9799	High Similarity	NPD4381	Clinical (unspecified phase)
0.9241	High Similarity	NPD7054	Approved
0.9241	High Similarity	NPD7804	Clinical (unspecified phase)
0.9182	High Similarity	NPD7472	Approved
0.9139	High Similarity	NPD4380	Phase 2
0.9125	High Similarity	NPD6797	Phase 2
0.9068	High Similarity	NPD7251	Discontinued
0.9062	High Similarity	NPD7074	Phase 3
0.9057	High Similarity	NPD3818	Discontinued
0.9012	High Similarity	NPD4338	Clinical (unspecified phase)
0.9012	High Similarity	NPD7808	Phase 3
0.8844	High Similarity	NPD1552	Clinical (unspecified phase)
0.8844	High Similarity	NPD1550	Clinical (unspecified phase)
0.8784	High Similarity	NPD1549	Phase 2
0.8693	High Similarity	NPD5403	Approved
0.8671	High Similarity	NPD7075	Discontinued
0.8654	High Similarity	NPD6801	Discontinued
0.8654	High Similarity	NPD1934	Approved
0.8606	High Similarity	NPD6559	Discontinued
0.8599	High Similarity	NPD2393	Clinical (unspecified phase)
0.858	High Similarity	NPD6166	Phase 2
0.858	High Similarity	NPD6168	Clinical (unspecified phase)
0.858	High Similarity	NPD6167	Clinical (unspecified phase)
0.8562	High Similarity	NPD5401	Approved
0.8562	High Similarity	NPD4378	Clinical (unspecified phase)
0.8497	Intermediate Similarity	NPD1511	Approved
0.8497	Intermediate Similarity	NPD6799	Approved
0.8481	Intermediate Similarity	NPD2801	Approved
0.8481	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8471	Intermediate Similarity	NPD7411	Suspended
0.8456	Intermediate Similarity	NPD1510	Phase 2
0.8442	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8428	Intermediate Similarity	NPD3817	Phase 2
0.8428	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8428	Intermediate Similarity	NPD5402	Approved
0.84	Intermediate Similarity	NPD2796	Approved
0.8387	Intermediate Similarity	NPD1512	Approved
0.8375	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8188	Intermediate Similarity	NPD1240	Approved
0.8176	Intermediate Similarity	NPD6599	Discontinued
0.8148	Intermediate Similarity	NPD3882	Suspended
0.8137	Intermediate Similarity	NPD7819	Suspended
0.8079	Intermediate Similarity	NPD1607	Approved
0.8065	Intermediate Similarity	NPD3750	Approved
0.8065	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.8061	Intermediate Similarity	NPD6959	Discontinued
0.8024	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7978	Intermediate Similarity	NPD7584	Approved
0.7965	Intermediate Similarity	NPD8313	Approved
0.7965	Intermediate Similarity	NPD8312	Approved
0.7955	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7937	Intermediate Similarity	NPD1653	Approved
0.7933	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7929	Intermediate Similarity	NPD3751	Discontinued
0.7922	Intermediate Similarity	NPD1551	Phase 2
0.7914	Intermediate Similarity	NPD8455	Phase 2
0.7904	Intermediate Similarity	NPD3787	Discontinued
0.7892	Intermediate Similarity	NPD5494	Approved
0.7879	Intermediate Similarity	NPD3749	Approved
0.7834	Intermediate Similarity	NPD4628	Phase 3
0.7821	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7818	Intermediate Similarity	NPD7768	Phase 2
0.7808	Intermediate Similarity	NPD1091	Approved
0.7778	Intermediate Similarity	NPD5844	Phase 1
0.7771	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7742	Intermediate Similarity	NPD3748	Approved
0.7697	Intermediate Similarity	NPD1465	Phase 2
0.7692	Intermediate Similarity	NPD6232	Discontinued
0.768	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7662	Intermediate Similarity	NPD1933	Approved
0.7661	Intermediate Similarity	NPD7473	Discontinued
0.7654	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.765	Intermediate Similarity	NPD6776	Approved
0.765	Intermediate Similarity	NPD6782	Approved
0.765	Intermediate Similarity	NPD6777	Approved
0.765	Intermediate Similarity	NPD6781	Approved
0.765	Intermediate Similarity	NPD6778	Approved
0.765	Intermediate Similarity	NPD6780	Approved
0.765	Intermediate Similarity	NPD6779	Approved
0.7644	Intermediate Similarity	NPD7685	Pre-registration
0.7633	Intermediate Similarity	NPD7199	Phase 2
0.7628	Intermediate Similarity	NPD7033	Discontinued
0.76	Intermediate Similarity	NPD1203	Approved
0.7597	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7597	Intermediate Similarity	NPD1613	Approved
0.7568	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7566	Intermediate Similarity	NPD6832	Phase 2
0.7553	Intermediate Similarity	NPD7585	Approved
0.7547	Intermediate Similarity	NPD2800	Approved
0.7547	Intermediate Similarity	NPD1652	Phase 2
0.7546	Intermediate Similarity	NPD920	Approved
0.7534	Intermediate Similarity	NPD1548	Phase 1
0.7531	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7527	Intermediate Similarity	NPD7435	Discontinued
0.7516	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD7228	Approved
0.7513	Intermediate Similarity	NPD8151	Discontinued
0.75	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7583	Approved
0.75	Intermediate Similarity	NPD6651	Approved
0.7486	Intermediate Similarity	NPD5953	Discontinued
0.7473	Intermediate Similarity	NPD4363	Phase 3
0.7473	Intermediate Similarity	NPD4360	Phase 2
0.7471	Intermediate Similarity	NPD7286	Phase 2
0.7468	Intermediate Similarity	NPD2935	Discontinued
0.7468	Intermediate Similarity	NPD2313	Discontinued
0.7455	Intermediate Similarity	NPD7458	Discontinued
0.7451	Intermediate Similarity	NPD4908	Phase 1
0.7442	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7438	Intermediate Similarity	NPD1243	Approved
0.7436	Intermediate Similarity	NPD5124	Phase 1
0.7436	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7435	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7435	Intermediate Similarity	NPD7783	Phase 2
0.7434	Intermediate Similarity	NPD2798	Approved
0.7433	Intermediate Similarity	NPD7698	Approved
0.7433	Intermediate Similarity	NPD7696	Phase 3
0.7433	Intermediate Similarity	NPD7697	Approved
0.7425	Intermediate Similarity	NPD37	Approved
0.7423	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7423	Intermediate Similarity	NPD2532	Approved
0.7423	Intermediate Similarity	NPD2534	Approved
0.7423	Intermediate Similarity	NPD2533	Approved
0.7421	Intermediate Similarity	NPD7266	Discontinued
0.7417	Intermediate Similarity	NPD3225	Approved
0.7412	Intermediate Similarity	NPD6234	Discontinued
0.7399	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7396	Intermediate Similarity	NPD4966	Approved
0.7396	Intermediate Similarity	NPD4965	Approved
0.7396	Intermediate Similarity	NPD4967	Phase 2
0.7394	Intermediate Similarity	NPD7870	Phase 2
0.7394	Intermediate Similarity	NPD7871	Phase 2
0.738	Intermediate Similarity	NPD6823	Phase 2
0.7377	Intermediate Similarity	NPD6534	Approved
0.7377	Intermediate Similarity	NPD6535	Approved
0.7372	Intermediate Similarity	NPD943	Approved
0.7368	Intermediate Similarity	NPD7701	Phase 2
0.7362	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7355	Intermediate Similarity	NPD6798	Discontinued
0.7355	Intermediate Similarity	NPD3268	Approved
0.7355	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7348	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7338	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD422	Phase 1
0.7333	Intermediate Similarity	NPD1610	Phase 2
0.7312	Intermediate Similarity	NPD2344	Approved
0.731	Intermediate Similarity	NPD919	Approved
0.7308	Intermediate Similarity	NPD6233	Phase 2
0.7296	Intermediate Similarity	NPD2799	Discontinued
0.7292	Intermediate Similarity	NPD7874	Approved
0.7292	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7285	Intermediate Similarity	NPD9717	Approved
0.7278	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7262	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7258	Intermediate Similarity	NPD7699	Phase 2
0.7258	Intermediate Similarity	NPD7700	Phase 2
0.7255	Intermediate Similarity	NPD2797	Approved
0.7254	Intermediate Similarity	NPD7801	Approved
0.725	Intermediate Similarity	NPD6100	Approved
0.725	Intermediate Similarity	NPD6099	Approved
0.7246	Intermediate Similarity	NPD3226	Approved
0.7241	Intermediate Similarity	NPD3926	Phase 2
0.7239	Intermediate Similarity	NPD6190	Approved
0.7225	Intermediate Similarity	NPD1247	Approved
0.7219	Intermediate Similarity	NPD6844	Discontinued
0.7215	Intermediate Similarity	NPD230	Phase 1
0.7179	Intermediate Similarity	NPD3027	Phase 3
0.7152	Intermediate Similarity	NPD7390	Discontinued
0.7151	Intermediate Similarity	NPD7240	Approved
0.7143	Intermediate Similarity	NPD8434	Phase 2
0.7143	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD6213	Phase 3
0.7135	Intermediate Similarity	NPD6212	Phase 3
0.7135	Intermediate Similarity	NPD4288	Approved
0.7134	Intermediate Similarity	NPD2309	Approved
0.7125	Intermediate Similarity	NPD7097	Phase 1
0.712	Intermediate Similarity	NPD8319	Approved
0.712	Intermediate Similarity	NPD8320	Phase 1
0.7117	Intermediate Similarity	NPD2654	Approved
0.7108	Intermediate Similarity	NPD4662	Approved
0.7108	Intermediate Similarity	NPD4661	Approved
0.7107	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD6355	Discontinued
0.7107	Intermediate Similarity	NPD447	Suspended
0.7099	Intermediate Similarity	NPD2346	Discontinued
0.7081	Intermediate Similarity	NPD4308	Phase 3
0.7073	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7067	Intermediate Similarity	NPD9545	Approved
0.7059	Intermediate Similarity	NPD4361	Phase 2
0.7059	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD2424	Discontinued
0.7049	Intermediate Similarity	NPD8150	Discontinued
0.7032	Intermediate Similarity	NPD3266	Approved
0.7032	Intermediate Similarity	NPD3267	Approved
0.7025	Intermediate Similarity	NPD1296	Phase 2
0.7019	Intermediate Similarity	NPD4978	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD7501	Clinical (unspecified phase)

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