NPASS Compound

Structure

CID283849 OpenBabel06191716092D 42 47 0 0 1 0 0 0 0 0999 V2000 -4.4933 -0.4562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0167 1.0857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5231 -1.4687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0335 -0.6208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8480 1.4688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6960 -0.9792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8480 -1.4688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6960 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6960 -2.9375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8480 -2.4479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8480 0.4896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2399 1.4687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8480 1.4688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3919 1.9583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6960 1.9583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3919 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0879 -0.9792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6960 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5439 0.4896 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9359 -1.4687 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6960 -0.9792 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.9792 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5439 -2.4479 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9359 -2.4479 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0879 -2.9375 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2399 -2.4479 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5439 2.4479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2399 0.4896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5439 -1.4687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8480 -1.4688 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8480 0.4896 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5439 1.4687 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7839 -0.9792 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7839 -2.9375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0879 -3.9167 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6960 2.9375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3919 2.9375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2399 -1.4687 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3919 -2.9375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 30 1 0 0 0 0 3 31 1 0 0 0 0 4 31 1 0 0 0 0 6 33 1 0 0 0 0 8 9 1 0 0 0 0 8 20 2 0 0 0 0 9 24 1 0 0 0 0 10 13 1 0 0 0 0 10 23 1 0 0 0 0 11 12 1 0 0 0 0 11 25 1 0 0 0 0 12 32 1 0 0 0 0 13 34 1 0 0 0 0 14 16 1 0 0 0 0 14 30 1 0 0 0 0 15 17 1 0 0 0 0 15 33 1 0 0 0 0 16 35 1 0 0 0 0 17 35 1 0 0 0 0 18 21 1 0 0 0 0 18 30 1 0 0 0 0 19 22 1 0 0 0 0 19 41 1 0 0 0 0 20 21 1 0 0 0 0 20 33 1 0 0 0 0 21 35 1 6 0 0 0 22 26 1 0 0 0 0 22 36 1 6 0 0 0 23 31 1 0 0 0 0 23 32 1 1 0 0 0 24 32 1 1 0 0 0 24 34 1 0 0 0 0 25 31 1 0 0 0 0 25 42 1 1 0 0 0 26 27 1 0 0 0 0 26 37 1 6 0 0 0 27 28 1 0 0 0 0 27 38 1 1 0 0 0 28 41 1 0 0 0 0 28 42 1 6 0 0 0 29 39 2 0 0 0 0 29 40 1 0 0 0 0 32 5 1 1 0 0 0 33 34 1 1 0 0 0 34 7 1 1 0 0 0 35 29 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	588.4
Volume:	618.836
LogP:	5.655
LogD:	4.729
LogS:	-4.23
# Rotatable Bonds:	3
TPSA:	116.45
# H-Bond Aceptor:	7
# H-Bond Donor:	4
# Rings:	6
# Heavy Atoms:	7

MedChem Properties

QED Drug-Likeness Score:	0.247
Synthetic Accessibility Score:	5.132
Fsp3:	0.914
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.365
MDCK Permeability:	1.829775283113122e-05
Pgp-inhibitor:	0.101
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.021
30% Bioavailability (F30%):	0.297

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.105
Plasma Protein Binding (PPB):	93.09131622314453%
Volume Distribution (VD):	0.629
Pgp-substrate:	5.7545857429504395%

ADMET: Metabolism

CYP1A2-inhibitor:	0.002
CYP1A2-substrate:	0.628
CYP2C19-inhibitor:	0.007
CYP2C19-substrate:	0.764
CYP2C9-inhibitor:	0.083
CYP2C9-substrate:	0.12
CYP2D6-inhibitor:	0.01
CYP2D6-substrate:	0.121
CYP3A4-inhibitor:	0.148
CYP3A4-substrate:	0.124

ADMET: Excretion

Clearance (CL):	0.917
Half-life (T1/2):	0.099

ADMET: Toxicity

hERG Blockers:	0.009
Human Hepatotoxicity (H-HT):	0.305
Drug-inuced Liver Injury (DILI):	0.012
AMES Toxicity:	0.027
Rat Oral Acute Toxicity:	0.119
Maximum Recommended Daily Dose:	0.903
Skin Sensitization:	0.069
Carcinogencity:	0.098
Eye Corrosion:	0.012
Eye Irritation:	0.019
Respiratory Toxicity:	0.98

Download Data

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

Natural Product: NPC283849

Natural Product ID:	NPC283849
*Common Name:**	Fatsiaside A1
IUPAC Name:	(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:
Standard InCHIKey:	HZLWUYJLOIAQFC-HRDZKRTASA-N
Standard InCHI:	InChI=1S/C35H56O7/c1-30(2)14-16-35(29(39)40)17-15-33(6)20(21(35)18-30)8-9-24-32(5)12-11-25(31(3,4)23(32)10-13-34(24,33)7)42-28-27(38)26(37)22(36)19-41-28/h8,21-28,36-38H,9-19H2,1-7H3,(H,39,40)/t21-,22-,23-,24+,25-,26-,27+,28-,32-,33+,34+,35-/m0/s1
SMILES:	CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]34C)O[C@H]3[C@@H]([C@H]([C@H](CO3)O)O)O)[C@@H]2C1)C(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL444982
PubChem CID:	13878127
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[10843584]
NPO31494	Acanthopanax senticosus	n.a.	n.a.	n.a.	n.a.	leaf	n.a.	PMID[11816040]
NPO27252	Iochroma australe	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12027740]
NPO26782	Dendrilla membranosa	Species	Darwinellidae	Eukaryota	n.a.	antarctic	n.a.	PMID[15270575]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15497934]
NPO16143.1	Phyllanthus polyphyllus	Under-species	n.a.	n.a.	leaves	n.a.	n.a.	PMID[16038539]
NPO31494	Acanthopanax senticosus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[17125224]
NPO25841	Caulophyllum thalictroides	Species	Berberidaceae	Eukaryota	underground parts	n.a.	n.a.	PMID[19449879]
NPO32682	anemone taipaiensis	Species	Ranunculaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[23992864]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[30407007]
NPO31494	Acanthopanax senticosus	n.a.	n.a.	n.a.	Barks	Iksan, Chunbuk, Korea	n.a.	PMID[3127544]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[31301930]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO30520	Patrinia scabiosaefolia	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO31494	Acanthopanax senticosus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25821	Delphinium cashmerianum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25717	Maytenus hookeri	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26163	Anisodus tanguticus	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29051	Ranunculus acris	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25717	Maytenus hookeri	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26163	Anisodus tanguticus	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25821	Delphinium cashmerianum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2039	Callerya cinerea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO30520	Patrinia scabiosaefolia	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO31494	Acanthopanax senticosus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25717	Maytenus hookeri	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26186	Stereocaulon leprocauloides	Species	Stereocaulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26563	Alectoria japonica	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25741	Aster ageratoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26026	Vitis silvestris	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26289	Lecidella chodati	Species	Lecanoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8622	Stauntonia hexaphylla	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13781	Eremostachys moluccelloides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26952	Cineraria geifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26430	Aplysina laevis	Species	Aplysinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25717	Maytenus hookeri	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25821	Delphinium cashmerianum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27252	Iochroma australe	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7214	Bufotes viridis	Species	Bufonidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26754	Stevia connata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26244	Panax papyrifer	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26163	Anisodus tanguticus	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2344	Carlina acanthifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26782	Dendrilla membranosa	Species	Darwinellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO137	Nepeta multifida	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26213	Tephrosia vogelii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2039	Callerya cinerea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25997	Senecio rupestris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14466	Penicillium olsonii	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26903	Plectranthus purpuratus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19823	Vicia benghalensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26078	Mussaenda parviflora	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25952	Lastrea thelypteris	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO25926	Tephrosia pumila	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26135	Walsura tubulata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25873	Thaminophyllum multiflorum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26980	Halocarpus biformis	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26727	Eremocarpus setiger	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO26625	Stichopus chloronotus	Species	Stichopodidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26109	Pilocarpus spicatus	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26408	Melanophryniscus moreirae	Species	Bufonidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26352	Heuchera cylindrica	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24378	Osmanthus heterophyllus	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3346	Piper sanctum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26535	Balanus glandula	Species	Balanidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26678	Calea pilosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26053	Pluchea suaveolens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25849	Streptomyces lomondensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO18292	Guarea trichilioides	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11845	Petrorhagia dubia	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27377	Diaporthe helianthi	Species	Diaporthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25793	Gremmeniella abietina	Species	Helotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29051	Ranunculus acris	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26884	Helichrysum davenportii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26377	Amelanchier vulgaris	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25841	Caulophyllum thalictroides	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26453	Prunus lusitanica	Species	Rosaceae	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	10

Activity Type	# Activity
Cell Line	8
NON-MOLECULAR	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT639	Cell Line	NCI-H187	Homo sapiens	IC50	=	3.2	ug.mL-1	PMID[539061]
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	2.8	ug.mL-1	PMID[539061]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	3.4	ug.mL-1	PMID[539062]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	19590.0	nM	PMID[539063]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	22340.0	nM	PMID[539063]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	9130.0	nM	PMID[539063]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	11570.0	nM	PMID[539063]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	4000.0	nM	PMID[539064]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	1.7	ug.mL-1	PMID[539061]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	15760.0	nM	PMID[539063]

☑ 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 NPC283849 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	254
0.1-0.2	1636
0.2-0.3	5029
0.3-0.4	12141
0.4-0.5	10304
0.5-0.6	5923
0.6-0.7	4264
0.7-0.8	1932
0.8-0.85	634
0.85-0.9	243
0.9-0.95	126
0.95-1	211

Similarity Score	Similarity Level	Natural Product ID
0.9899	High Similarity	NPC476123
0.9899	High Similarity	NPC177246
0.9899	High Similarity	NPC28198
0.9899	High Similarity	NPC284807
0.98	High Similarity	NPC237503
0.98	High Similarity	NPC204407
0.98	High Similarity	NPC57362
0.98	High Similarity	NPC167383
0.98	High Similarity	NPC127853
0.98	High Similarity	NPC306746
0.9798	High Similarity	NPC473538
0.9703	High Similarity	NPC475296
0.9703	High Similarity	NPC174679
0.9703	High Similarity	NPC476880
0.9703	High Similarity	NPC7870
0.9703	High Similarity	NPC59804
0.9703	High Similarity	NPC476881
0.9703	High Similarity	NPC110139
0.9703	High Similarity	NPC476884
0.9703	High Similarity	NPC136877
0.9703	High Similarity	NPC56713
0.9703	High Similarity	NPC476887
0.9703	High Similarity	NPC274507
0.9703	High Similarity	NPC199457
0.9703	High Similarity	NPC476882
0.9703	High Similarity	NPC474589
0.9703	High Similarity	NPC102914
0.9703	High Similarity	NPC29069
0.9703	High Similarity	NPC476885
0.9703	High Similarity	NPC164194
0.9703	High Similarity	NPC476883
0.9703	High Similarity	NPC75747
0.9703	High Similarity	NPC90856
0.9703	High Similarity	NPC127056
0.9703	High Similarity	NPC270667
0.9703	High Similarity	NPC279554
0.9703	High Similarity	NPC68419
0.9703	High Similarity	NPC108709
0.9703	High Similarity	NPC476886
0.9703	High Similarity	NPC242611
0.9697	High Similarity	NPC475611
0.9608	High Similarity	NPC473481
0.9608	High Similarity	NPC297208
0.9608	High Similarity	NPC235841
0.9608	High Similarity	NPC31839
0.9608	High Similarity	NPC179434
0.9608	High Similarity	NPC30397
0.9608	High Similarity	NPC164419
0.9608	High Similarity	NPC108748
0.9608	High Similarity	NPC191763
0.9608	High Similarity	NPC211798
0.9604	High Similarity	NPC137917
0.9515	High Similarity	NPC292677
0.9515	High Similarity	NPC257468
0.9515	High Similarity	NPC475504
0.9515	High Similarity	NPC469946
0.9515	High Similarity	NPC100383
0.9515	High Similarity	NPC471383
0.9515	High Similarity	NPC101744
0.9515	High Similarity	NPC473373
0.9515	High Similarity	NPC116794
0.9515	High Similarity	NPC109079
0.9515	High Similarity	NPC10320
0.9515	High Similarity	NPC128925
0.9515	High Similarity	NPC79718
0.9515	High Similarity	NPC48249
0.9515	High Similarity	NPC256798
0.9515	High Similarity	NPC80843
0.9515	High Similarity	NPC102439
0.9515	High Similarity	NPC471967
0.9515	High Similarity	NPC139894
0.9515	High Similarity	NPC473383
0.9515	High Similarity	NPC475516
0.9515	High Similarity	NPC139044
0.9515	High Similarity	NPC324875
0.9515	High Similarity	NPC1046
0.9515	High Similarity	NPC104400
0.9515	High Similarity	NPC46388
0.9515	High Similarity	NPC104071
0.9515	High Similarity	NPC37739
0.9515	High Similarity	NPC276093
0.951	High Similarity	NPC269095
0.951	High Similarity	NPC220984
0.951	High Similarity	NPC78046
0.9423	High Similarity	NPC219180
0.9423	High Similarity	NPC251263
0.9423	High Similarity	NPC163183
0.9423	High Similarity	NPC269315
0.9423	High Similarity	NPC151543
0.9423	High Similarity	NPC189884
0.9423	High Similarity	NPC73318
0.9423	High Similarity	NPC174720
0.9423	High Similarity	NPC271138
0.9423	High Similarity	NPC96641
0.9423	High Similarity	NPC241909
0.9423	High Similarity	NPC309714
0.9423	High Similarity	NPC295823
0.9423	High Similarity	NPC166422
0.9423	High Similarity	NPC473826
0.9423	High Similarity	NPC473343
0.9423	High Similarity	NPC138334
0.9423	High Similarity	NPC238935
0.9423	High Similarity	NPC47063
0.9423	High Similarity	NPC258885
0.9423	High Similarity	NPC133818
0.9423	High Similarity	NPC323341
0.9423	High Similarity	NPC204458
0.9423	High Similarity	NPC192600
0.9423	High Similarity	NPC114304
0.9423	High Similarity	NPC134835
0.9423	High Similarity	NPC475208
0.9423	High Similarity	NPC114287
0.9423	High Similarity	NPC475287
0.9423	High Similarity	NPC150400
0.9423	High Similarity	NPC46665
0.9423	High Similarity	NPC475467
0.9423	High Similarity	NPC155410
0.9423	High Similarity	NPC124296
0.9333	High Similarity	NPC227551
0.9333	High Similarity	NPC79643
0.9333	High Similarity	NPC236638
0.9333	High Similarity	NPC161717
0.9333	High Similarity	NPC298034
0.9333	High Similarity	NPC57484
0.9333	High Similarity	NPC164389
0.9333	High Similarity	NPC294453
0.9333	High Similarity	NPC204414
0.9333	High Similarity	NPC41061
0.9333	High Similarity	NPC469782
0.9333	High Similarity	NPC475486
0.9333	High Similarity	NPC250247
0.9333	High Similarity	NPC305981
0.9333	High Similarity	NPC476068
0.9333	High Similarity	NPC475140
0.9333	High Similarity	NPC60557
0.9333	High Similarity	NPC65105
0.9333	High Similarity	NPC43550
0.9333	High Similarity	NPC473714
0.9333	High Similarity	NPC70809
0.9333	High Similarity	NPC261506
0.9333	High Similarity	NPC71065
0.9333	High Similarity	NPC67857
0.9333	High Similarity	NPC471385
0.9333	High Similarity	NPC76972
0.9333	High Similarity	NPC123199
0.9333	High Similarity	NPC475633
0.9333	High Similarity	NPC475160
0.9333	High Similarity	NPC202828
0.9333	High Similarity	NPC4328
0.9333	High Similarity	NPC309907
0.9333	High Similarity	NPC100639
0.9333	High Similarity	NPC293330
0.9333	High Similarity	NPC471550
0.9333	High Similarity	NPC224381
0.9333	High Similarity	NPC54636
0.9333	High Similarity	NPC119592
0.9314	High Similarity	NPC285576
0.9245	High Similarity	NPC37134
0.9245	High Similarity	NPC51465
0.9245	High Similarity	NPC291903
0.9245	High Similarity	NPC471384
0.9245	High Similarity	NPC160415
0.9245	High Similarity	NPC75287
0.9245	High Similarity	NPC26626
0.9245	High Similarity	NPC288205
0.9245	High Similarity	NPC161674
0.9245	High Similarity	NPC305267
0.9245	High Similarity	NPC58448
0.9245	High Similarity	NPC476992
0.9231	High Similarity	NPC190837
0.9208	High Similarity	NPC173583
0.9159	High Similarity	NPC475119
0.9159	High Similarity	NPC185466
0.9159	High Similarity	NPC220160
0.9159	High Similarity	NPC309223
0.9159	High Similarity	NPC102505
0.9159	High Similarity	NPC33012
0.9159	High Similarity	NPC104137
0.9159	High Similarity	NPC323359
0.9159	High Similarity	NPC475514
0.9159	High Similarity	NPC68175
0.9159	High Similarity	NPC85154
0.9159	High Similarity	NPC473405
0.9159	High Similarity	NPC123522
0.9159	High Similarity	NPC191827
0.9159	High Similarity	NPC69811
0.9159	High Similarity	NPC473452
0.9159	High Similarity	NPC8524
0.9159	High Similarity	NPC148417
0.9159	High Similarity	NPC470876
0.9159	High Similarity	NPC286457
0.9159	High Similarity	NPC110633
0.9159	High Similarity	NPC471547
0.9159	High Similarity	NPC473824
0.9159	High Similarity	NPC475209
0.9159	High Similarity	NPC300419
0.9159	High Similarity	NPC136768
0.9143	High Similarity	NPC212968
0.9143	High Similarity	NPC195132
0.9143	High Similarity	NPC65590

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 NPC283849 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	233
0.1-0.2	1961
0.2-0.3	3877
0.3-0.4	2022
0.4-0.5	601
0.5-0.6	275
0.6-0.7	147
0.7-0.8	27
0.8-0.85	4
0.85-0.9	3
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8857	High Similarity	NPD8132	Clinical (unspecified phase)
0.8673	High Similarity	NPD8328	Phase 3
0.8636	High Similarity	NPD8295	Clinical (unspecified phase)
0.8318	Intermediate Similarity	NPD6412	Phase 2
0.8317	Intermediate Similarity	NPD7748	Approved
0.8252	Intermediate Similarity	NPD7902	Approved
0.8198	Intermediate Similarity	NPD8133	Approved
0.8119	Intermediate Similarity	NPD7515	Phase 2
0.8073	Intermediate Similarity	NPD6686	Approved
0.7961	Intermediate Similarity	NPD7900	Approved
0.7961	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7899	Intermediate Similarity	NPD7507	Approved
0.7778	Intermediate Similarity	NPD8294	Approved
0.7778	Intermediate Similarity	NPD8377	Approved
0.7769	Intermediate Similarity	NPD7736	Approved
0.7712	Intermediate Similarity	NPD8380	Approved
0.7712	Intermediate Similarity	NPD8335	Approved
0.7712	Intermediate Similarity	NPD8378	Approved
0.7712	Intermediate Similarity	NPD8379	Approved
0.7712	Intermediate Similarity	NPD8033	Approved
0.7712	Intermediate Similarity	NPD8296	Approved
0.7705	Intermediate Similarity	NPD7319	Approved
0.7607	Intermediate Similarity	NPD7327	Approved
0.7607	Intermediate Similarity	NPD7328	Approved
0.7596	Intermediate Similarity	NPD8034	Phase 2
0.7596	Intermediate Similarity	NPD8035	Phase 2
0.7542	Intermediate Similarity	NPD7516	Approved
0.7541	Intermediate Similarity	NPD8293	Discontinued
0.7449	Intermediate Similarity	NPD7645	Phase 2
0.7417	Intermediate Similarity	NPD8515	Approved
0.7417	Intermediate Similarity	NPD8516	Approved
0.7417	Intermediate Similarity	NPD8517	Approved
0.7417	Intermediate Similarity	NPD8513	Phase 3
0.7417	Intermediate Similarity	NPD7503	Approved
0.7358	Intermediate Similarity	NPD6399	Phase 3
0.7355	Intermediate Similarity	NPD6370	Approved
0.7353	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7339	Intermediate Similarity	NPD7638	Approved
0.7328	Intermediate Similarity	NPD6882	Approved
0.7328	Intermediate Similarity	NPD8297	Approved
0.7273	Intermediate Similarity	NPD7640	Approved
0.7273	Intermediate Similarity	NPD7639	Approved
0.7257	Intermediate Similarity	NPD5739	Approved
0.7257	Intermediate Similarity	NPD7128	Approved
0.7257	Intermediate Similarity	NPD6675	Approved
0.7257	Intermediate Similarity	NPD6402	Approved
0.7236	Intermediate Similarity	NPD7492	Approved
0.7227	Intermediate Similarity	NPD6009	Approved
0.7217	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.719	Intermediate Similarity	NPD6059	Approved
0.719	Intermediate Similarity	NPD6054	Approved
0.7177	Intermediate Similarity	NPD6616	Approved
0.7168	Intermediate Similarity	NPD8170	Clinical (unspecified phase)
0.7154	Intermediate Similarity	NPD6067	Discontinued
0.713	Intermediate Similarity	NPD7320	Approved
0.713	Intermediate Similarity	NPD6881	Approved
0.713	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.713	Intermediate Similarity	NPD6899	Approved
0.712	Intermediate Similarity	NPD7078	Approved
0.7119	Intermediate Similarity	NPD4632	Approved
0.7103	Intermediate Similarity	NPD6411	Approved
0.7094	Intermediate Similarity	NPD8130	Phase 1
0.7083	Intermediate Similarity	NPD7115	Discovery
0.7069	Intermediate Similarity	NPD6373	Approved
0.7069	Intermediate Similarity	NPD6372	Approved
0.7049	Intermediate Similarity	NPD6319	Approved
0.7043	Intermediate Similarity	NPD5701	Approved
0.7043	Intermediate Similarity	NPD5697	Approved
0.7009	Intermediate Similarity	NPD6883	Approved
0.7009	Intermediate Similarity	NPD7102	Approved
0.7009	Intermediate Similarity	NPD7290	Approved
0.6992	Remote Similarity	NPD6016	Approved
0.6992	Remote Similarity	NPD6015	Approved
0.6981	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6952	Remote Similarity	NPD3618	Phase 1
0.6949	Remote Similarity	NPD6869	Approved
0.6949	Remote Similarity	NPD6649	Approved
0.6949	Remote Similarity	NPD6847	Approved
0.6949	Remote Similarity	NPD6650	Approved
0.6949	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.6949	Remote Similarity	NPD6617	Approved
0.6937	Remote Similarity	NPD6084	Phase 2
0.6937	Remote Similarity	NPD6083	Phase 2
0.6935	Remote Similarity	NPD5988	Approved
0.6923	Remote Similarity	NPD6014	Approved
0.6923	Remote Similarity	NPD6012	Approved
0.6923	Remote Similarity	NPD6013	Approved
0.6923	Remote Similarity	NPD4786	Approved
0.6916	Remote Similarity	NPD6101	Approved
0.6916	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6916	Remote Similarity	NPD5328	Approved
0.6893	Remote Similarity	NPD3667	Approved
0.6887	Remote Similarity	NPD3573	Approved
0.6875	Remote Similarity	NPD4225	Approved
0.6864	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD6011	Approved
0.6807	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD7334	Approved
0.6792	Remote Similarity	NPD7146	Approved
0.6792	Remote Similarity	NPD6684	Approved
0.6792	Remote Similarity	NPD5330	Approved
0.6792	Remote Similarity	NPD7521	Approved
0.6792	Remote Similarity	NPD6409	Approved
0.6789	Remote Similarity	NPD6079	Approved
0.6786	Remote Similarity	NPD4755	Approved
0.6759	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6746	Remote Similarity	NPD7604	Phase 2
0.6727	Remote Similarity	NPD4202	Approved
0.6727	Remote Similarity	NPD8171	Discontinued
0.672	Remote Similarity	NPD5983	Phase 2
0.6699	Remote Similarity	NPD7525	Registered
0.6697	Remote Similarity	NPD46	Approved
0.6697	Remote Similarity	NPD6698	Approved
0.6696	Remote Similarity	NPD7632	Discontinued
0.6667	Remote Similarity	NPD6008	Approved
0.6667	Remote Similarity	NPD6033	Approved
0.6667	Remote Similarity	NPD4696	Approved
0.6667	Remote Similarity	NPD6672	Approved
0.6667	Remote Similarity	NPD4700	Approved
0.6667	Remote Similarity	NPD5286	Approved
0.6667	Remote Similarity	NPD5285	Approved
0.6667	Remote Similarity	NPD5737	Approved
0.6667	Remote Similarity	NPD6903	Approved
0.6641	Remote Similarity	NPD6336	Discontinued
0.661	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.6607	Remote Similarity	NPD5695	Phase 3
0.6604	Remote Similarity	NPD3665	Phase 1
0.6604	Remote Similarity	NPD3133	Approved
0.6604	Remote Similarity	NPD3666	Approved
0.6589	Remote Similarity	NPD8074	Phase 3
0.6585	Remote Similarity	NPD6274	Approved
0.6585	Remote Similarity	NPD6940	Discontinued
0.6583	Remote Similarity	NPD4634	Approved
0.6579	Remote Similarity	NPD5696	Approved
0.6577	Remote Similarity	NPD5779	Approved
0.6577	Remote Similarity	NPD5778	Approved
0.6569	Remote Similarity	NPD6116	Phase 1
0.656	Remote Similarity	NPD7100	Approved
0.656	Remote Similarity	NPD7101	Approved
0.6552	Remote Similarity	NPD4633	Approved
0.6552	Remote Similarity	NPD5224	Approved
0.6552	Remote Similarity	NPD5211	Phase 2
0.6552	Remote Similarity	NPD5225	Approved
0.6552	Remote Similarity	NPD5226	Approved
0.6549	Remote Similarity	NPD5222	Approved
0.6549	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6549	Remote Similarity	NPD4697	Phase 3
0.6549	Remote Similarity	NPD5221	Approved
0.6505	Remote Similarity	NPD6115	Approved
0.6505	Remote Similarity	NPD6697	Approved
0.6505	Remote Similarity	NPD6118	Approved
0.6505	Remote Similarity	NPD6114	Approved
0.6496	Remote Similarity	NPD5175	Approved
0.6496	Remote Similarity	NPD5174	Approved
0.6491	Remote Similarity	NPD5173	Approved
0.6486	Remote Similarity	NPD7983	Approved
0.648	Remote Similarity	NPD6335	Approved
0.6471	Remote Similarity	NPD6117	Approved
0.6466	Remote Similarity	NPD5223	Approved
0.646	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6457	Remote Similarity	NPD6908	Approved
0.6457	Remote Similarity	NPD6921	Approved
0.6457	Remote Similarity	NPD6909	Approved
0.6455	Remote Similarity	NPD4753	Phase 2
0.6452	Remote Similarity	NPD6868	Approved
0.6449	Remote Similarity	NPD3668	Phase 3
0.6441	Remote Similarity	NPD5141	Approved
0.6404	Remote Similarity	NPD7614	Phase 1
0.6404	Remote Similarity	NPD7732	Phase 3
0.64	Remote Similarity	NPD6317	Approved
0.6387	Remote Similarity	NPD4767	Approved
0.6387	Remote Similarity	NPD4768	Approved
0.6356	Remote Similarity	NPD4754	Approved
0.6355	Remote Similarity	NPD3669	Approved
0.6355	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.6349	Remote Similarity	NPD6314	Approved
0.6349	Remote Similarity	NPD6313	Approved
0.6343	Remote Similarity	NPD8449	Approved
0.633	Remote Similarity	NPD6098	Approved
0.6325	Remote Similarity	NPD5344	Discontinued
0.6321	Remote Similarity	NPD1779	Approved
0.6321	Remote Similarity	NPD1780	Approved
0.6306	Remote Similarity	NPD6904	Approved
0.6306	Remote Similarity	NPD6673	Approved
0.6306	Remote Similarity	NPD6080	Approved
0.6296	Remote Similarity	NPD8450	Suspended
0.6293	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6281	Remote Similarity	NPD4729	Approved
0.6281	Remote Similarity	NPD5128	Approved
0.6281	Remote Similarity	NPD4730	Approved
0.6275	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.6262	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6226	Remote Similarity	NPD4695	Discontinued
0.6224	Remote Similarity	NPD7625	Phase 1
0.6214	Remote Similarity	NPD6942	Approved
0.6214	Remote Similarity	NPD7339	Approved
0.621	Remote Similarity	NPD6053	Discontinued
0.6202	Remote Similarity	NPD6291	Clinical (unspecified phase)
0.6195	Remote Similarity	NPD5281	Approved
0.6195	Remote Similarity	NPD7637	Suspended

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