NPASS Compound

Structure

CID30583 OpenBabel06191715362D 33 37 0 0 1 0 0 0 0 0999 V2000 5.7215 0.3465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4517 1.4232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9589 0.5709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0243 1.9143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8712 -1.4534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -0.9782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6452 0.9505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8223 1.4252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1130 -1.4232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6443 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6457 2.8485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8231 2.3742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8220 -0.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2915 -1.8984 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8231 -1.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6460 -1.8989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7838 0.1977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1127 -0.4738 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6455 0.0005 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6446 0.9495 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0003 0.9500 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4677 2.3733 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4684 -0.4743 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4689 -2.3731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4672 1.4238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8226 1.4247 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8229 -0.4748 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 2.4686 -1.4237 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1861 0.9354 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3206 2.8651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5660 -2.6667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1746 -3.0082 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 5 27 1 0 0 0 0 7 8 1 0 0 0 0 7 19 1 0 0 0 0 8 21 1 0 0 0 0 9 14 1 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 22 1 0 0 0 0 12 26 1 0 0 0 0 13 28 1 0 0 0 0 14 29 1 0 0 0 0 15 16 1 0 0 0 0 15 27 1 0 0 0 0 16 29 1 0 0 0 0 17 30 2 0 0 0 0 18 17 1 6 0 0 0 18 23 1 0 0 0 0 19 23 1 0 0 0 0 19 27 1 6 0 0 0 20 25 1 0 0 0 0 20 26 1 1 0 0 0 21 26 1 1 0 0 0 21 28 1 0 0 0 0 22 25 1 0 0 0 0 22 31 1 1 0 0 0 23 29 1 1 0 0 0 24 32 2 0 0 0 0 24 33 1 0 0 0 0 26 4 1 1 0 0 0 27 28 1 1 0 0 0 28 6 1 1 0 0 0 29 24 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	458.34
Volume:	497.246
LogP:	4.554
LogD:	4.849
LogS:	-4.169
# Rotatable Bonds:	2
TPSA:	74.6
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.524
Synthetic Accessibility Score:	4.673
Fsp3:	0.931
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
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:	-5.387
MDCK Permeability:	2.986122854053974e-05
Pgp-inhibitor:	0.004
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.04
30% Bioavailability (F30%):	0.972

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.065
Plasma Protein Binding (PPB):	94.13560485839844%
Volume Distribution (VD):	0.748
Pgp-substrate:	2.5405333042144775%

ADMET: Metabolism

CYP1A2-inhibitor:	0.014
CYP1A2-substrate:	0.668
CYP2C19-inhibitor:	0.027
CYP2C19-substrate:	0.932
CYP2C9-inhibitor:	0.187
CYP2C9-substrate:	0.833
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.682
CYP3A4-inhibitor:	0.127
CYP3A4-substrate:	0.228

ADMET: Excretion

Clearance (CL):	3.161
Half-life (T1/2):	0.39

ADMET: Toxicity

hERG Blockers:	0.022
Human Hepatotoxicity (H-HT):	0.255
Drug-inuced Liver Injury (DILI):	0.018
AMES Toxicity:	0.003
Rat Oral Acute Toxicity:	0.748
Maximum Recommended Daily Dose:	0.926
Skin Sensitization:	0.219
Carcinogencity:	0.017
Eye Corrosion:	0.901
Eye Irritation:	0.347
Respiratory Toxicity:	0.976

Download Data

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

Natural Product: NPC30583

Natural Product ID:	NPC30583
*Common Name:**	Platanic Acid
IUPAC Name:	(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
Synonyms:	Platanic Acid
Standard InCHIKey:	RVMPLOSJMIQORE-FUAAEJBOSA-N
Standard InCHI:	InChI=1S/C29H46O4/c1-17(30)18-9-14-29(24(32)33)16-15-27(5)19(23(18)29)7-8-21-26(4)12-11-22(31)25(2,3)20(26)10-13-28(21,27)6/h18-23,31H,7-16H2,1-6H3,(H,32,33)/t18-,19+,20-,21+,22-,23+,26-,27+,28+,29-/m0/s1
SMILES:	CC(=O)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL80460
PubChem CID:	64980
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001194] Oxosteroids

*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
NPO24304	Glycyrrhiza lepidota	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11524125]
NPO24304	Glycyrrhiza lepidota	Species	Fabaceae	Eukaryota	n.a.	leaf	n.a.	PMID[11524125]
NPO24136	Melaleuca ericifolia	Species	Myrtaceae	Eukaryota	leaves	Mansoura, Egypt	2006-JAN	PMID[18826277]
NPO26000	Breynia fruticosa	Species	Phyllanthaceae	Eukaryota	roots	Xishuangbanna of Yunnan Province, China	n.a.	PMID[21428418]
NPO26000	Breynia fruticosa	Species	Phyllanthaceae	Eukaryota	n.a.	root	n.a.	PMID[21428418]
NPO25197	Magnolia sprengeri	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22080044]
NPO25887	Turbinaria ornata	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25050371]
NPO25887	Turbinaria ornata	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2607351]
NPO20150	Erythrina sacleuxii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[33170684]
NPO28686	Syzygium claviflorum	Species	Myrtaceae	Eukaryota	n.a.	leaf	n.a.	PMID[8176401]
NPO24304	Glycyrrhiza lepidota	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23313	Dioscorea althaeoides	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25678	Albertisia papuana	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25197	Magnolia sprengeri	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20150	Erythrina sacleuxii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25678	Albertisia papuana	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23313	Dioscorea althaeoides	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25197	Magnolia sprengeri	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24304	Glycyrrhiza lepidota	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23854	Scilla maritima	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24304	Glycyrrhiza lepidota	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23313	Dioscorea althaeoides	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25197	Magnolia sprengeri	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24416	Artemisia tournefortiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25862	Lafoensia glyptocarpa	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24230	Petriella sordida	Species	Microascaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26000	Breynia fruticosa	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24304	Glycyrrhiza lepidota	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5771	Sinularia molesta	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28686	Syzygium claviflorum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20150	Erythrina sacleuxii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6157	Dahlstedtia araripensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23854	Scilla maritima	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25197	Magnolia sprengeri	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25705	Cordia curassavica	Species	Cordiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24446	Diotis maritima	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO14279.1	Ficus sarmentosa var. thunbergii	Varieties	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25263	Aulacomnium androgynum	Species	Aulacomniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24605	Monochaetia compta	Species	Sporocadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25887	Turbinaria ornata	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23313	Dioscorea althaeoides	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5064	Derris uliginosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23975	Osteophloeum platyspermum	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25535	Cosmos pringlei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21196	Dichotomaria marginata	Species	Galaxauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23698	Gardneria insularis	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29226.1	Ficus cordata subsp. salicifolia	Subspecies	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25372	Valeriana fedtschenkoi	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4074	Lonchocarpus orotinus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24136	Melaleuca ericifolia	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22144	Daphne lancifolia	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25647	Taraxacum bicorne	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21967	Astragalus asper	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25678	Albertisia papuana	Species	Menispermaceae	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	29
GI50	4
IC50	9
Ki	3
Others	5

Activity Type	# Activity
Cell Line	34
CELL-LINE	2
Individual Protein	8
NON-MOLECULAR	3
Organism	1
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	>	50000.0	nM	PMID[551965]
NPT387	Cell Line	M14	Homo sapiens	GI50	>	50000.0	nM	PMID[551965]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	>	50000.0	nM	PMID[551965]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	>	50000.0	nM	PMID[551965]
NPT306	Cell Line	PC-3	Homo sapiens	EC50	>	50000000.0	nM	PMID[551965]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	EC50	>	50000000.0	nM	PMID[551965]
NPT759	Cell Line	H9	Homo sapiens	IC50	=	90000.0	nM	PMID[551967]
NPT540	Individual Protein	Bile acid receptor FXR	Homo sapiens	EC50	=	0.0	nM	PMID[551968]
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	68050.0	nM	PMID[551969]
NPT1215	Cell Line	8505C	Homo sapiens	IC50	=	93600.0	nM	PMID[551969]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	63230.0	nM	PMID[551969]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	75370.0	nM	PMID[551969]
NPT1215	Cell Line	8505C	Homo sapiens	EC50	=	1570.0	nM	PMID[551970]
NPT81	Cell Line	A549	Homo sapiens	EC50	=	1540.0	nM	PMID[551970]
NPT139	Cell Line	HT-29	Homo sapiens	EC50	=	1690.0	nM	PMID[551970]
NPT83	Cell Line	MCF7	Homo sapiens	EC50	=	1550.0	nM	PMID[551970]
NPT179	Cell Line	A2780	Homo sapiens	EC50	>	30000.0	nM	PMID[551971]
NPT139	Cell Line	HT-29	Homo sapiens	EC50	>	30000.0	nM	PMID[551971]
NPT83	Cell Line	MCF7	Homo sapiens	EC50	>	30000.0	nM	PMID[551971]
NPT81	Cell Line	A549	Homo sapiens	EC50	>	30000.0	nM	PMID[551971]
NPT1215	Cell Line	8505C	Homo sapiens	EC50	>	30000.0	nM	PMID[551971]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Ki	=	36860.0	nM	PMID[551972]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Ki	=	31640.0	nM	PMID[551972]
NPT179	Cell Line	A2780	Homo sapiens	EC50	=	37000.0	nM	PMID[551973]
NPT139	Cell Line	HT-29	Homo sapiens	EC50	=	36200.0	nM	PMID[551973]
NPT83	Cell Line	MCF7	Homo sapiens	EC50	=	34200.0	nM	PMID[551973]
NPT81	Cell Line	A549	Homo sapiens	EC50	=	47300.0	nM	PMID[551973]
NPT886	Cell Line	NIH3T3	Mus musculus	EC50	=	35400.0	nM	PMID[551973]
NPT461	Cell Line	PANC-1	Homo sapiens	PC50	=	14.2	uM	PMID[551974]
NPT681	Cell Line	PC-12	Rattus norvegicus	EC50	=	170.0	nM	PMID[551975]
NPT681	Cell Line	PC-12	Rattus norvegicus	Activity	=	96.82	%	PMID[551975]
NPT1083	Cell Line	A-375	Homo sapiens	EC50	>	30000.0	nM	PMID[551976]
NPT139	Cell Line	HT-29	Homo sapiens	EC50	>	30000.0	nM	PMID[551976]
NPT83	Cell Line	MCF7	Homo sapiens	EC50	>	30000.0	nM	PMID[551976]
NPT179	Cell Line	A2780	Homo sapiens	EC50	>	30000.0	nM	PMID[551976]
NPT1216	Cell Line	FaDu	Homo sapiens	EC50	>	30000.0	nM	PMID[551976]
NPT886	Cell Line	NIH3T3	Mus musculus	EC50	>	30000.0	nM	PMID[551976]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	20000.0	nM	PMID[551966]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	6500.0	nM	PMID[551967]
NPT27	Others	Unspecified		Ratio IC50/EC50	=	13.0	n.a.	PMID[551967]
NPT760	Individual Protein	Protein kinase C beta	Homo sapiens	IC50	>	150000.0	nM	PMID[551967]
NPT761	Individual Protein	Protein kinase C epsilon	Homo sapiens	IC50	>	150000.0	nM	PMID[551967]
NPT745	Individual Protein	G-protein coupled bile acid receptor 1	Homo sapiens	EC50	=	3110.0	nM	PMID[551968]
NPT745	Individual Protein	G-protein coupled bile acid receptor 1	Homo sapiens	Efficacy	=	156.0	%	PMID[551968]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	97470.0	nM	PMID[551969]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	1500.0	nM	PMID[551970]
NPT24664	CELL-LINE	518A2	Homo sapiens	EC50	>	30000.0	nM	PMID[551971]
NPT2	Others	Unspecified		Ratio Ki	>	1.6	n.a.	PMID[551972]
NPT67	Individual Protein	Cholinesterase	Equus caballus	Ki	>	50000.0	nM	PMID[551972]
NPT24664	CELL-LINE	518A2	Homo sapiens	EC50	=	44800.0	nM	PMID[551973]

☑ 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 NPC30583 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	371
0.1-0.2	3209
0.2-0.3	12129
0.3-0.4	12165
0.4-0.5	5742
0.5-0.6	4453
0.6-0.7	3467
0.7-0.8	955
0.8-0.85	146
0.85-0.9	44
0.9-0.95	13
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9487	High Similarity	NPC289486
0.9487	High Similarity	NPC61107
0.9351	High Similarity	NPC320144
0.9342	High Similarity	NPC298168
0.9342	High Similarity	NPC143133
0.9221	High Similarity	NPC185465
0.9211	High Similarity	NPC4209
0.9211	High Similarity	NPC475742
0.9211	High Similarity	NPC5767
0.9091	High Similarity	NPC317913
0.9091	High Similarity	NPC207010
0.9091	High Similarity	NPC221420
0.9079	High Similarity	NPC195155
0.9079	High Similarity	NPC212733
0.9079	High Similarity	NPC472311
0.9079	High Similarity	NPC174964
0.9079	High Similarity	NPC97534
0.8987	High Similarity	NPC261616
0.8974	High Similarity	NPC224802
0.8974	High Similarity	NPC80089
0.8974	High Similarity	NPC324700
0.8974	High Similarity	NPC171426
0.8974	High Similarity	NPC34046
0.8947	High Similarity	NPC167702
0.8947	High Similarity	NPC280026
0.8902	High Similarity	NPC62572
0.8861	High Similarity	NPC201276
0.8861	High Similarity	NPC80891
0.8846	High Similarity	NPC23884
0.8816	High Similarity	NPC232112
0.8718	High Similarity	NPC472486
0.8718	High Similarity	NPC472487
0.8701	High Similarity	NPC133922
0.8684	High Similarity	NPC156277
0.8684	High Similarity	NPC58057
0.8684	High Similarity	NPC151018
0.8684	High Similarity	NPC320549
0.8642	High Similarity	NPC12933
0.8625	High Similarity	NPC472310
0.859	High Similarity	NPC21220
0.859	High Similarity	NPC125767
0.859	High Similarity	NPC273366
0.8588	High Similarity	NPC474719
0.8571	High Similarity	NPC2783
0.8554	High Similarity	NPC473336
0.8554	High Similarity	NPC471044
0.8553	High Similarity	NPC108131
0.8537	High Similarity	NPC268040
0.8537	High Similarity	NPC121121
0.8519	High Similarity	NPC477851
0.85	High Similarity	NPC472608
0.85	High Similarity	NPC26029
0.85	High Similarity	NPC329117
0.8471	Intermediate Similarity	NPC269360
0.8471	Intermediate Similarity	NPC252714
0.8471	Intermediate Similarity	NPC33768
0.8471	Intermediate Similarity	NPC264005
0.8462	Intermediate Similarity	NPC254340
0.8452	Intermediate Similarity	NPC294438
0.8452	Intermediate Similarity	NPC264317
0.8442	Intermediate Similarity	NPC89310
0.8442	Intermediate Similarity	NPC472309
0.8421	Intermediate Similarity	NPC319671
0.8421	Intermediate Similarity	NPC476734
0.8421	Intermediate Similarity	NPC469941
0.8421	Intermediate Similarity	NPC6120
0.8421	Intermediate Similarity	NPC327728
0.8421	Intermediate Similarity	NPC252032
0.8421	Intermediate Similarity	NPC213178
0.8421	Intermediate Similarity	NPC131892
0.8415	Intermediate Similarity	NPC58631
0.8415	Intermediate Similarity	NPC476071
0.8409	Intermediate Similarity	NPC224060
0.8409	Intermediate Similarity	NPC244356
0.8375	Intermediate Similarity	NPC475031
0.8372	Intermediate Similarity	NPC16377
0.8354	Intermediate Similarity	NPC159789
0.8353	Intermediate Similarity	NPC12774
0.8353	Intermediate Similarity	NPC472272
0.8353	Intermediate Similarity	NPC302111
0.8333	Intermediate Similarity	NPC319909
0.8333	Intermediate Similarity	NPC68426
0.8333	Intermediate Similarity	NPC237938
0.8333	Intermediate Similarity	NPC477229
0.8333	Intermediate Similarity	NPC219535
0.8333	Intermediate Similarity	NPC282905
0.8313	Intermediate Similarity	NPC328007
0.8312	Intermediate Similarity	NPC477929
0.8276	Intermediate Similarity	NPC220498
0.8276	Intermediate Similarity	NPC213832
0.8276	Intermediate Similarity	NPC57954
0.8272	Intermediate Similarity	NPC31031
0.8272	Intermediate Similarity	NPC243594
0.825	Intermediate Similarity	NPC471046
0.825	Intermediate Similarity	NPC108840
0.8228	Intermediate Similarity	NPC168511
0.8228	Intermediate Similarity	NPC159325
0.8228	Intermediate Similarity	NPC477930
0.8222	Intermediate Similarity	NPC266431
0.8214	Intermediate Similarity	NPC475726
0.8214	Intermediate Similarity	NPC327451
0.8214	Intermediate Similarity	NPC472743
0.8205	Intermediate Similarity	NPC469940
0.8202	Intermediate Similarity	NPC472147
0.8202	Intermediate Similarity	NPC472148
0.8193	Intermediate Similarity	NPC48756
0.8193	Intermediate Similarity	NPC469745
0.8193	Intermediate Similarity	NPC280781
0.8182	Intermediate Similarity	NPC196197
0.8182	Intermediate Similarity	NPC169933
0.8182	Intermediate Similarity	NPC77756
0.8171	Intermediate Similarity	NPC220379
0.8161	Intermediate Similarity	NPC4309
0.8161	Intermediate Similarity	NPC471900
0.8148	Intermediate Similarity	NPC180199
0.8148	Intermediate Similarity	NPC477918
0.8148	Intermediate Similarity	NPC477919
0.814	Intermediate Similarity	NPC120395
0.814	Intermediate Similarity	NPC248216
0.814	Intermediate Similarity	NPC83242
0.8125	Intermediate Similarity	NPC267753
0.8118	Intermediate Similarity	NPC473299
0.8118	Intermediate Similarity	NPC474996
0.8118	Intermediate Similarity	NPC475745
0.8118	Intermediate Similarity	NPC474482
0.8118	Intermediate Similarity	NPC50438
0.8101	Intermediate Similarity	NPC310766
0.8101	Intermediate Similarity	NPC81759
0.8095	Intermediate Similarity	NPC317066
0.809	Intermediate Similarity	NPC52756
0.8077	Intermediate Similarity	NPC477850
0.8072	Intermediate Similarity	NPC470609
0.8068	Intermediate Similarity	NPC271974
0.8068	Intermediate Similarity	NPC56962
0.8068	Intermediate Similarity	NPC471459
0.8068	Intermediate Similarity	NPC247312
0.8068	Intermediate Similarity	NPC24705
0.8068	Intermediate Similarity	NPC67653
0.8052	Intermediate Similarity	NPC470956
0.8052	Intermediate Similarity	NPC473225
0.8049	Intermediate Similarity	NPC199965
0.8049	Intermediate Similarity	NPC476732
0.8046	Intermediate Similarity	NPC57469
0.8046	Intermediate Similarity	NPC4643
0.8026	Intermediate Similarity	NPC42060
0.8026	Intermediate Similarity	NPC268736
0.8026	Intermediate Similarity	NPC477931
0.8026	Intermediate Similarity	NPC142712
0.8025	Intermediate Similarity	NPC477932
0.8025	Intermediate Similarity	NPC477933
0.8023	Intermediate Similarity	NPC201655
0.8023	Intermediate Similarity	NPC292553
0.8	Intermediate Similarity	NPC471902
0.8	Intermediate Similarity	NPC473690
0.8	Intermediate Similarity	NPC291373
0.8	Intermediate Similarity	NPC130011
0.8	Intermediate Similarity	NPC476189
0.8	Intermediate Similarity	NPC287118
0.7978	Intermediate Similarity	NPC476296
0.7976	Intermediate Similarity	NPC474870
0.7976	Intermediate Similarity	NPC73515
0.7976	Intermediate Similarity	NPC271572
0.7975	Intermediate Similarity	NPC290058
0.7955	Intermediate Similarity	NPC236459
0.7955	Intermediate Similarity	NPC473319
0.7955	Intermediate Similarity	NPC131104
0.7955	Intermediate Similarity	NPC90676
0.7955	Intermediate Similarity	NPC3032
0.7949	Intermediate Similarity	NPC324607
0.7949	Intermediate Similarity	NPC321732
0.7949	Intermediate Similarity	NPC474962
0.7949	Intermediate Similarity	NPC64466
0.7931	Intermediate Similarity	NPC476726
0.7931	Intermediate Similarity	NPC80700
0.7931	Intermediate Similarity	NPC472738
0.7931	Intermediate Similarity	NPC476727
0.7927	Intermediate Similarity	NPC112463
0.7927	Intermediate Similarity	NPC471151
0.7927	Intermediate Similarity	NPC264602
0.7922	Intermediate Similarity	NPC472984
0.7922	Intermediate Similarity	NPC48079
0.7912	Intermediate Similarity	NPC277399
0.7912	Intermediate Similarity	NPC303863
0.7907	Intermediate Similarity	NPC105895
0.7907	Intermediate Similarity	NPC264665
0.7907	Intermediate Similarity	NPC474233
0.7907	Intermediate Similarity	NPC74595
0.7901	Intermediate Similarity	NPC132064
0.7901	Intermediate Similarity	NPC477934
0.7901	Intermediate Similarity	NPC179858
0.7895	Intermediate Similarity	NPC469791
0.7889	Intermediate Similarity	NPC475416
0.7889	Intermediate Similarity	NPC160506
0.7889	Intermediate Similarity	NPC471901
0.7857	Intermediate Similarity	NPC472853
0.7848	Intermediate Similarity	NPC192192
0.7841	Intermediate Similarity	NPC263802
0.7826	Intermediate Similarity	NPC470031
0.7826	Intermediate Similarity	NPC62407
0.7826	Intermediate Similarity	NPC287354

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 NPC30583 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	396
0.1-0.2	3459
0.2-0.3	3608
0.3-0.4	1049
0.4-0.5	257
0.5-0.6	212
0.6-0.7	134
0.7-0.8	19
0.8-0.85	5
0.85-0.9	10
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9211	High Similarity	NPD6117	Approved
0.9091	High Similarity	NPD6116	Phase 1
0.8974	High Similarity	NPD6115	Approved
0.8974	High Similarity	NPD6697	Approved
0.8974	High Similarity	NPD6114	Approved
0.8974	High Similarity	NPD6118	Approved
0.8947	High Similarity	NPD6113	Clinical (unspecified phase)
0.8684	High Similarity	NPD6081	Approved
0.8684	High Similarity	NPD4808	Clinical (unspecified phase)
0.8684	High Similarity	NPD4809	Clinical (unspecified phase)
0.8452	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.8421	Intermediate Similarity	NPD3700	Clinical (unspecified phase)
0.8421	Intermediate Similarity	NPD3699	Clinical (unspecified phase)
0.8354	Intermediate Similarity	NPD3703	Phase 2
0.8077	Intermediate Similarity	NPD4789	Approved
0.8077	Intermediate Similarity	NPD4244	Approved
0.8077	Intermediate Similarity	NPD4245	Approved
0.8052	Intermediate Similarity	NPD5360	Phase 3
0.8052	Intermediate Similarity	NPD5361	Clinical (unspecified phase)
0.8026	Intermediate Similarity	NPD4224	Phase 2
0.7949	Intermediate Similarity	NPD3698	Phase 2
0.7895	Intermediate Similarity	NPD3171	Clinical (unspecified phase)
0.7889	Intermediate Similarity	NPD8035	Phase 2
0.7889	Intermediate Similarity	NPD8034	Phase 2
0.775	Intermediate Similarity	NPD5777	Approved
0.7683	Intermediate Similarity	NPD3702	Approved
0.7619	Intermediate Similarity	NPD3671	Phase 1
0.7531	Intermediate Similarity	NPD4758	Discontinued
0.75	Intermediate Similarity	NPD7515	Phase 2
0.75	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.7412	Intermediate Similarity	NPD5364	Discontinued
0.7283	Intermediate Similarity	NPD5328	Approved
0.7158	Intermediate Similarity	NPD7748	Approved
0.7143	Intermediate Similarity	NPD8418	Phase 2
0.7128	Intermediate Similarity	NPD6079	Approved
0.7111	Intermediate Similarity	NPD4786	Approved
0.7053	Intermediate Similarity	NPD6399	Phase 3
0.7	Intermediate Similarity	NPD4788	Approved
0.6988	Remote Similarity	NPD4787	Phase 1
0.6961	Remote Similarity	NPD5739	Approved
0.6961	Remote Similarity	NPD6675	Approved
0.6961	Remote Similarity	NPD6402	Approved
0.6961	Remote Similarity	NPD7128	Approved
0.6957	Remote Similarity	NPD3618	Phase 1
0.6939	Remote Similarity	NPD7902	Approved
0.6889	Remote Similarity	NPD3667	Approved
0.6863	Remote Similarity	NPD8170	Clinical (unspecified phase)
0.6837	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6837	Remote Similarity	NPD5221	Approved
0.6837	Remote Similarity	NPD5222	Approved
0.6837	Remote Similarity	NPD4697	Phase 3
0.6827	Remote Similarity	NPD6899	Approved
0.6827	Remote Similarity	NPD6881	Approved
0.6827	Remote Similarity	NPD7320	Approved
0.6796	Remote Similarity	NPD6920	Discontinued
0.6795	Remote Similarity	NPD3198	Approved
0.6768	Remote Similarity	NPD4755	Approved
0.6768	Remote Similarity	NPD5173	Approved
0.6762	Remote Similarity	NPD6373	Approved
0.6762	Remote Similarity	NPD6372	Approved
0.6731	Remote Similarity	NPD5701	Approved
0.6731	Remote Similarity	NPD5697	Approved
0.6701	Remote Similarity	NPD4202	Approved
0.67	Remote Similarity	NPD7638	Approved
0.6698	Remote Similarity	NPD6883	Approved
0.6698	Remote Similarity	NPD7102	Approved
0.6698	Remote Similarity	NPD7290	Approved
0.6667	Remote Similarity	NPD6011	Approved
0.6667	Remote Similarity	NPD7525	Registered
0.6667	Remote Similarity	NPD6928	Phase 2
0.6636	Remote Similarity	NPD6617	Approved
0.6636	Remote Similarity	NPD6869	Approved
0.6636	Remote Similarity	NPD8130	Phase 1
0.6636	Remote Similarity	NPD6847	Approved
0.6636	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD6649	Approved
0.6636	Remote Similarity	NPD6650	Approved
0.6634	Remote Similarity	NPD4696	Approved
0.6634	Remote Similarity	NPD7640	Approved
0.6634	Remote Similarity	NPD7639	Approved
0.6634	Remote Similarity	NPD5286	Approved
0.6634	Remote Similarity	NPD4700	Approved
0.6634	Remote Similarity	NPD5285	Approved
0.6633	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6633	Remote Similarity	NPD7900	Approved
0.6632	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD6014	Approved
0.6604	Remote Similarity	NPD6013	Approved
0.6604	Remote Similarity	NPD6012	Approved
0.66	Remote Similarity	NPD6083	Phase 2
0.66	Remote Similarity	NPD6084	Phase 2
0.6579	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.6574	Remote Similarity	NPD6882	Approved
0.6574	Remote Similarity	NPD8297	Approved
0.6569	Remote Similarity	NPD5223	Approved
0.6559	Remote Similarity	NPD3666	Approved
0.6559	Remote Similarity	NPD3665	Phase 1
0.6559	Remote Similarity	NPD3133	Approved
0.6535	Remote Similarity	NPD5696	Approved
0.6514	Remote Similarity	NPD8298	Phase 2
0.6505	Remote Similarity	NPD7632	Discontinued
0.6505	Remote Similarity	NPD5225	Approved
0.6505	Remote Similarity	NPD4633	Approved
0.6505	Remote Similarity	NPD5226	Approved
0.6505	Remote Similarity	NPD5211	Phase 2
0.6505	Remote Similarity	NPD5224	Approved
0.6463	Remote Similarity	NPD7909	Approved
0.6458	Remote Similarity	NPD6672	Approved
0.6458	Remote Similarity	NPD5737	Approved
0.6442	Remote Similarity	NPD5174	Approved
0.6442	Remote Similarity	NPD4754	Approved
0.6442	Remote Similarity	NPD5175	Approved
0.6421	Remote Similarity	NPD7334	Approved
0.6421	Remote Similarity	NPD6409	Approved
0.6421	Remote Similarity	NPD6684	Approved
0.6421	Remote Similarity	NPD7521	Approved
0.6421	Remote Similarity	NPD7146	Approved
0.6421	Remote Similarity	NPD5330	Approved
0.64	Remote Similarity	NPD4629	Approved
0.64	Remote Similarity	NPD5210	Approved
0.6396	Remote Similarity	NPD6868	Approved
0.6392	Remote Similarity	NPD4753	Phase 2
0.6383	Remote Similarity	NPD3668	Phase 3
0.6381	Remote Similarity	NPD5141	Approved
0.6364	Remote Similarity	NPD4632	Approved
0.6339	Remote Similarity	NPD7115	Discovery
0.6337	Remote Similarity	NPD7614	Phase 1
0.6321	Remote Similarity	NPD4767	Approved
0.6321	Remote Similarity	NPD4768	Approved
0.6289	Remote Similarity	NPD6903	Approved
0.6283	Remote Similarity	NPD6335	Approved
0.6264	Remote Similarity	NPD3617	Approved
0.6264	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.625	Remote Similarity	NPD5279	Phase 3
0.625	Remote Similarity	NPD6940	Discontinued
0.625	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.625	Remote Similarity	NPD6274	Approved
0.6238	Remote Similarity	NPD5695	Phase 3
0.6238	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6228	Remote Similarity	NPD7101	Approved
0.6228	Remote Similarity	NPD7100	Approved
0.6224	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6216	Remote Similarity	NPD8133	Approved
0.6204	Remote Similarity	NPD4730	Approved
0.6204	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6204	Remote Similarity	NPD5168	Approved
0.6204	Remote Similarity	NPD4729	Approved
0.6204	Remote Similarity	NPD5128	Approved
0.6204	Remote Similarity	NPD6415	Discontinued
0.6196	Remote Similarity	NPD7645	Phase 2
0.6195	Remote Similarity	NPD6317	Approved
0.6195	Remote Similarity	NPD6009	Approved
0.617	Remote Similarity	NPD4223	Phase 3
0.617	Remote Similarity	NPD4221	Approved
0.6168	Remote Similarity	NPD6008	Approved
0.6154	Remote Similarity	NPD615	Clinical (unspecified phase)
0.6147	Remote Similarity	NPD8132	Clinical (unspecified phase)
0.6146	Remote Similarity	NPD5329	Approved
0.614	Remote Similarity	NPD6313	Approved
0.614	Remote Similarity	NPD6314	Approved
0.6121	Remote Similarity	NPD6909	Approved
0.6121	Remote Similarity	NPD6908	Approved
0.6111	Remote Similarity	NPD6942	Approved
0.6111	Remote Similarity	NPD7339	Approved
0.61	Remote Similarity	NPD5281	Approved
0.61	Remote Similarity	NPD5284	Approved
0.6095	Remote Similarity	NPD1700	Approved
0.6091	Remote Similarity	NPD4634	Approved
0.6091	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6091	Remote Similarity	NPD5247	Approved
0.6091	Remote Similarity	NPD5169	Approved
0.6091	Remote Similarity	NPD5251	Approved
0.6091	Remote Similarity	NPD5248	Approved
0.6091	Remote Similarity	NPD5135	Approved
0.6091	Remote Similarity	NPD5249	Phase 3
0.6091	Remote Similarity	NPD5250	Approved
0.6087	Remote Similarity	NPD4802	Phase 2
0.6087	Remote Similarity	NPD4238	Approved
0.6083	Remote Similarity	NPD7736	Approved
0.6082	Remote Similarity	NPD6098	Approved
0.6064	Remote Similarity	NPD4139	Approved
0.6064	Remote Similarity	NPD4692	Approved
0.6061	Remote Similarity	NPD6080	Approved
0.6061	Remote Similarity	NPD6904	Approved
0.6061	Remote Similarity	NPD6673	Approved
0.6053	Remote Similarity	NPD8295	Clinical (unspecified phase)
0.605	Remote Similarity	NPD7507	Approved
0.6042	Remote Similarity	NPD4197	Approved
0.604	Remote Similarity	NPD8171	Discontinued
0.6036	Remote Similarity	NPD5215	Approved
0.6036	Remote Similarity	NPD5216	Approved
0.6036	Remote Similarity	NPD5127	Approved
0.6036	Remote Similarity	NPD5217	Approved
0.6034	Remote Similarity	NPD6319	Approved
0.602	Remote Similarity	NPD3573	Approved
0.6019	Remote Similarity	NPD7732	Phase 3
0.6017	Remote Similarity	NPD7604	Phase 2
0.6	Remote Similarity	NPD6700	Approved
0.6	Remote Similarity	NPD6701	Clinical (unspecified phase)
0.5983	Remote Similarity	NPD5983	Phase 2

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data