NPASS Compound

Structure

CID218614 OpenBabel06191716012D 24 28 0 0 1 0 0 0 0 0999 V2000 1.7498 2.7185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7293 4.7590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6976 3.0342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7025 2.0260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5882 -0.4918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0147 3.0259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5784 1.5255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8470 -0.4913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0323 1.0037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0090 0.5286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7123 0.0083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8277 3.4904 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7074 1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4593 0.0168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4544 1.0254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0098 2.0177 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8373 1.5085 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0049 1.0086 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0371 2.0127 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8648 0.4983 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8176 4.4522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4201 -0.2903 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4122 1.3418 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 19 1 0 0 0 0 2 21 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 17 1 0 0 0 0 5 11 2 0 0 0 0 5 14 1 0 0 0 0 6 12 1 0 0 0 0 6 16 1 0 0 0 0 7 13 2 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 24 1 0 0 0 0 9 18 1 0 0 0 0 9 19 1 0 0 0 0 10 22 1 0 0 0 0 10 23 1 0 0 0 0 11 13 1 0 0 0 0 12 21 1 1 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 6 0 0 0 16 19 1 0 0 0 0 17 18 1 6 0 0 0 18 20 1 6 0 0 0 18 24 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	331.14
Volume:	321.504
LogP:	1.644
LogD:	1.852
LogS:	-3.01
# Rotatable Bonds:	1
TPSA:	60.39
# H-Bond Aceptor:	6
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.78
Synthetic Accessibility Score:	5.122
Fsp3:	0.556
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.874
MDCK Permeability:	2.587085691629909e-05
Pgp-inhibitor:	0.002
Pgp-substrate:	0.015
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.159
30% Bioavailability (F30%):	0.926

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.96
Plasma Protein Binding (PPB):	36.037681579589844%
Volume Distribution (VD):	1.969
Pgp-substrate:	53.568424224853516%

ADMET: Metabolism

CYP1A2-inhibitor:	0.325
CYP1A2-substrate:	0.956
CYP2C19-inhibitor:	0.029
CYP2C19-substrate:	0.921
CYP2C9-inhibitor:	0.016
CYP2C9-substrate:	0.05
CYP2D6-inhibitor:	0.61
CYP2D6-substrate:	0.89
CYP3A4-inhibitor:	0.744
CYP3A4-substrate:	0.885

ADMET: Excretion

Clearance (CL):	13.558
Half-life (T1/2):	0.211

ADMET: Toxicity

hERG Blockers:	0.091
Human Hepatotoxicity (H-HT):	0.29
Drug-inuced Liver Injury (DILI):	0.028
AMES Toxicity:	0.202
Rat Oral Acute Toxicity:	0.247
Maximum Recommended Daily Dose:	0.978
Skin Sensitization:	0.744
Carcinogencity:	0.912
Eye Corrosion:	0.003
Eye Irritation:	0.009
Respiratory Toxicity:	0.981

Download Data

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

Natural Product: NPC218614

Natural Product ID:	NPC218614
*Common Name:**	Tazettine
IUPAC Name:	n.a.
Synonyms:	(+)-Tazettine
Standard InCHIKey:	YLWAQARRNQVEHD-PBZHRCKQSA-N
Standard InCHI:	InChI=1S/C18H21NO5/c1-19-9-18(20)17(4-3-12(21-2)6-16(17)19)13-7-15-14(22-10-23-15)5-11(13)8-24-18/h3-5,7,12,16,20H,6,8-10H2,1-2H3/t12-,16+,17+,18-/m1/s1
SMILES:	CO[C@@H]1C=C[C@@]23[C@H](C1)N(C)C[C@@]3(O)OCc1c2cc2OCOc2c1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL457605
PubChem CID:	5321780
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0001775] Amaryllidaceae alkaloids [CHEMONTID:0004124] Tazettine-type amaryllidaceae alkaloids

*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
NPO29841	Taxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12217376]
NPO29841	Taxus yunnanensis	Species	Taxaceae	Eukaryota	wood	n.a.	n.a.	PMID[12444707]
NPO24293	Neorautanenia mitis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16562843]
NPO25694	Leucojum aestivum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18356045]
NPO17954	Narcissus tazetta	Species	Amaryllidaceae	Eukaryota	n.a.	Turkey	n.a.	PMID[19299148]
NPO13120	Pancratium maritimum	Species	Amaryllidaceae	Eukaryota	n.a.	Turkey	n.a.	PMID[19299148]
NPO25694	Leucojum aestivum	Species	Amaryllidaceae	Eukaryota	n.a.	Turkey	n.a.	PMID[19299148]
NPO13784	Dalbergia candenatensis	Species	Fabaceae	Eukaryota	heartwood	n.a.	n.a.	PMID[19653666]
NPO25694	Leucojum aestivum	Species	Amaryllidaceae	Eukaryota	n.a.	stem	n.a.	PMID[20066175]
NPO12711	Ligularia altaica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20073490]
NPO29841	Taxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	xylem	n.a.	PMID[21138310]
NPO29841	Taxus yunnanensis	Species	Taxaceae	Eukaryota	wood	Yunnang Province, China	2000-OCT	PMID[21138310]
NPO9927.2	Crinum asiaticum var. sinicum	Varieties	Amaryllidaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21314165]
NPO9927.2	Crinum asiaticum var. sinicum	Varieties	Amaryllidaceae	Eukaryota	n.a.	bulb	n.a.	PMID[21314165]
NPO27843	Lycoris radiata	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21510636]
NPO10671	Zephyranthes candida	Species	Amaryllidaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[23190013]
NPO10671	Zephyranthes candida	Species	Amaryllidaceae	Eukaryota	whole plants	n.a.	n.a.	PMID[23190013]
NPO10671	Zephyranthes candida	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2348199]
NPO25694	Leucojum aestivum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25061748]
NPO10671	Zephyranthes candida	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26913788]
NPO4576	Corynandra viscosa	Species	Cleomaceae	Eukaryota	n.a.	leaf	n.a.	PMID[28135851]
NPO13784	Dalbergia candenatensis	Species	Fabaceae	Eukaryota	n.a.	Thai	n.a.	PMID[3430167]
NPO9942.1	Narcissus tazetta var. chinensis	Varieties	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13120	Pancratium maritimum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10671	Zephyranthes candida	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5400	Lycoris aurea	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26304	Hymenocallis littoralis	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9927.2	Crinum asiaticum var. sinicum	Varieties	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9927	Crinum asiaticum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17954	Narcissus tazetta	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13893	Cyrtanthus falcatus	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3630	Crotalaria crispata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29841	Taxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27843	Lycoris radiata	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25694	Leucojum aestivum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17954	Narcissus tazetta	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5400	Lycoris aurea	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9927.2	Crinum asiaticum var. sinicum	Varieties	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25694	Leucojum aestivum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4576	Corynandra viscosa	Species	Cleomaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO389	Actaea heracleifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15125.2	Taxus wallichiana var. wallichiana	Varieties	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3630	Crotalaria crispata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10671	Zephyranthes candida	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13893	Cyrtanthus falcatus	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27843	Lycoris radiata	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24293	Neorautanenia mitis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26304	Hymenocallis littoralis	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13120	Pancratium maritimum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9942.1	Narcissus tazetta var. chinensis	Varieties	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9927	Crinum asiaticum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO30487	Hymenocallis americana	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17954.1	Narcissus tazetta l var. chinensis roem.	Varieties	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10671	Zephyranthes candida	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5400	Lycoris aurea	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27843	Lycoris radiata	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29841	Taxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9927.3	Crinum asiaticum l. var. sinicum bak.	Varieties	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO389	Actaea heracleifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9927	Crinum asiaticum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23091	Halocarpus bidwillii	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13120	Pancratium maritimum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24293	Neorautanenia mitis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1412	Artemisia juncea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11473	Viburnum lantana	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10319	Calycodendron milnei	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO25694	Leucojum aestivum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO389	Actaea heracleifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18502	Sideritis distans	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25680	Ramalina siliquosa	Species	Ramalinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10671	Zephyranthes candida	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO530	Vellozia stipitata	Species	Velloziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13893	Cyrtanthus falcatus	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13181	Ferula persica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19776	Hesperocyparis arizonica	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13784	Dalbergia candenatensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21398	Jasminum laurifolium f. nitidum	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17954	Narcissus tazetta	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27843	Lycoris radiata	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9612	Dryopteris dilatata	Species	Dryopteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9485	Haplopappus deserticola	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11000	Eupatorium laevigatum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9144	Atriplex parvifolia	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15125.2	Taxus wallichiana var. wallichiana	Varieties	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5400	Lycoris aurea	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3630	Crotalaria crispata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26299	Reticularia lycoperdon	Species	Reticulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17432	Ligularia przewalskii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17820	Sesbania cannabina	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19610	Stachys aegyptiaca	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12711	Ligularia altaica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4576	Corynandra viscosa	Species	Cleomaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26304	Hymenocallis littoralis	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19044	Medicago polymorpha	Species	Fabaceae	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
ED50	11
IC50	13
Others	1

Activity Type	# Activity
Cell Line	17
Individual Protein	1
NON-MOLECULAR	5
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT762	Cell Line	A-431	Homo sapiens	ED50	=	11.1	ug ml-1	PMID[529899]
NPT1851	Cell Line	Col2	Homo sapiens	ED50	=	5.0	ug ml-1	PMID[529899]
NPT2049	Cell Line	HT	Homo sapiens	ED50	=	11.8	ug ml-1	PMID[529899]
NPT91	Cell Line	KB	Homo sapiens	ED50	=	7.3	ug ml-1	PMID[529899]
NPT858	Cell Line	LNCaP	Homo sapiens	ED50	=	5.9	ug ml-1	PMID[529899]
NPT1034	Cell Line	Lu1	Homo sapiens	ED50	=	11.1	ug ml-1	PMID[529899]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	ED50	=	12.9	ug ml-1	PMID[529899]
NPT133	Cell Line	ZR-75-1	Homo sapiens	ED50	=	6.9	ug ml-1	PMID[529899]
NPT168	Cell Line	P388	Mus musculus	ED50	=	1.0	ug ml-1	PMID[529899]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	10000.0	nM	PMID[529900]
NPT916	Cell Line	SK-MEL	Homo sapiens	IC50	>	10000.0	nM	PMID[529900]
NPT169	Cell Line	B16-F10	Mus musculus	IC50	>	10000.0	nM	PMID[529900]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	>	10000.0	nM	PMID[529903]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	10000.0	nM	PMID[529903]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	10000.0	nM	PMID[529903]
NPT111	Cell Line	K562	Homo sapiens	IC50	>	10000.0	nM	PMID[529903]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	10000.0	nM	PMID[529903]
NPT3504	Individual Protein	Aldo-keto-reductase family 1 member C3	Homo sapiens	IC50	=	15800.0	nM	PMID[529905]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	>	20.0	ug ml-1	PMID[529899]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	78000.0	nM	PMID[529900]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	10000.0	nM	PMID[529900]
NPT485	Organism	Plasmodium falciparum (isolate K1 / Thailand)	Plasmodium falciparum K1	IC50	=	5.42	ug.mL-1	PMID[529901]
NPT1019	Organism	Trichomonas vaginalis	Trichomonas vaginalis	Activity	=	15.0	%	PMID[529904]

☑ 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 NPC218614 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	264
0.1-0.2	1201
0.2-0.3	3812
0.3-0.4	11761
0.4-0.5	7678
0.5-0.6	12752
0.6-0.7	4186
0.7-0.8	911
0.8-0.85	71
0.85-0.9	45
0.9-0.95	13
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9805	High Similarity	NPC252960
0.9371	High Similarity	NPC477640
0.9371	High Similarity	NPC225597
0.9371	High Similarity	NPC470739
0.9367	High Similarity	NPC82533
0.9367	High Similarity	NPC266176
0.9367	High Similarity	NPC290759
0.9367	High Similarity	NPC158148
0.9308	High Similarity	NPC474475
0.9245	High Similarity	NPC58766
0.9245	High Similarity	NPC475686
0.9198	High Similarity	NPC474470
0.9057	High Similarity	NPC247972
0.8987	High Similarity	NPC4304
0.897	High Similarity	NPC244554
0.8868	High Similarity	NPC97072
0.8868	High Similarity	NPC215829
0.8855	High Similarity	NPC99179
0.8854	High Similarity	NPC78733
0.8827	High Similarity	NPC100566
0.8758	High Similarity	NPC320104
0.872	High Similarity	NPC311991
0.872	High Similarity	NPC75958
0.8712	High Similarity	NPC190332
0.8712	High Similarity	NPC181653
0.8675	High Similarity	NPC304675
0.8655	High Similarity	NPC141440
0.865	High Similarity	NPC476002
0.8623	High Similarity	NPC237044
0.8614	High Similarity	NPC2314
0.8598	High Similarity	NPC474324
0.8598	High Similarity	NPC57812
0.8589	High Similarity	NPC180306
0.8571	High Similarity	NPC15919
0.8571	High Similarity	NPC474325
0.8554	High Similarity	NPC65403
0.8545	High Similarity	NPC475845
0.8521	High Similarity	NPC474745
0.8494	Intermediate Similarity	NPC474708
0.8457	Intermediate Similarity	NPC59028
0.8457	Intermediate Similarity	NPC92191
0.843	Intermediate Similarity	NPC9867
0.8375	Intermediate Similarity	NPC148898
0.8372	Intermediate Similarity	NPC474746
0.8372	Intermediate Similarity	NPC475981
0.8353	Intermediate Similarity	NPC118633
0.8353	Intermediate Similarity	NPC294790
0.8353	Intermediate Similarity	NPC148693
0.8343	Intermediate Similarity	NPC49353
0.8333	Intermediate Similarity	NPC147091
0.8276	Intermediate Similarity	NPC230098
0.8266	Intermediate Similarity	NPC156576
0.8239	Intermediate Similarity	NPC475959
0.8235	Intermediate Similarity	NPC187678
0.8225	Intermediate Similarity	NPC57272
0.8221	Intermediate Similarity	NPC323443
0.8221	Intermediate Similarity	NPC180756
0.8208	Intermediate Similarity	NPC248642
0.8204	Intermediate Similarity	NPC124657
0.8182	Intermediate Similarity	NPC205167
0.8182	Intermediate Similarity	NPC249274
0.8182	Intermediate Similarity	NPC165797
0.8166	Intermediate Similarity	NPC474953
0.8148	Intermediate Similarity	NPC210148
0.8148	Intermediate Similarity	NPC223124
0.8148	Intermediate Similarity	NPC233029
0.811	Intermediate Similarity	NPC31311
0.811	Intermediate Similarity	NPC234392
0.8101	Intermediate Similarity	NPC33256
0.8092	Intermediate Similarity	NPC126284
0.8049	Intermediate Similarity	NPC216459
0.8049	Intermediate Similarity	NPC41178
0.8049	Intermediate Similarity	NPC138487
0.8047	Intermediate Similarity	NPC301189
0.8047	Intermediate Similarity	NPC298186
0.8047	Intermediate Similarity	NPC150879
0.8036	Intermediate Similarity	NPC238530
0.8036	Intermediate Similarity	NPC276944
0.8036	Intermediate Similarity	NPC232514
0.8036	Intermediate Similarity	NPC231198
0.8025	Intermediate Similarity	NPC274026
0.8025	Intermediate Similarity	NPC223125
0.8012	Intermediate Similarity	NPC111485
0.8012	Intermediate Similarity	NPC69360
0.8012	Intermediate Similarity	NPC477080
0.8	Intermediate Similarity	NPC102760
0.8	Intermediate Similarity	NPC146288
0.8	Intermediate Similarity	NPC275132
0.7963	Intermediate Similarity	NPC211296
0.7956	Intermediate Similarity	NPC474432
0.7956	Intermediate Similarity	NPC475713
0.7952	Intermediate Similarity	NPC148014
0.7952	Intermediate Similarity	NPC78359
0.7952	Intermediate Similarity	NPC40389
0.7952	Intermediate Similarity	NPC65490
0.7952	Intermediate Similarity	NPC315707
0.7941	Intermediate Similarity	NPC247389
0.7941	Intermediate Similarity	NPC210918
0.7937	Intermediate Similarity	NPC130926
0.7931	Intermediate Similarity	NPC320223
0.7931	Intermediate Similarity	NPC114364
0.7927	Intermediate Similarity	NPC82285
0.7927	Intermediate Similarity	NPC133011
0.7923	Intermediate Similarity	NPC474427
0.7898	Intermediate Similarity	NPC233718
0.7889	Intermediate Similarity	NPC94499
0.7882	Intermediate Similarity	NPC24264
0.7882	Intermediate Similarity	NPC219341
0.7882	Intermediate Similarity	NPC476432
0.787	Intermediate Similarity	NPC59567
0.787	Intermediate Similarity	NPC233650
0.7865	Intermediate Similarity	NPC214116
0.7844	Intermediate Similarity	NPC129603
0.7841	Intermediate Similarity	NPC305847
0.7831	Intermediate Similarity	NPC76079
0.7826	Intermediate Similarity	NPC185838
0.7824	Intermediate Similarity	NPC302527
0.7824	Intermediate Similarity	NPC225774
0.7824	Intermediate Similarity	NPC134858
0.7824	Intermediate Similarity	NPC16805
0.7824	Intermediate Similarity	NPC167546
0.7821	Intermediate Similarity	NPC11147
0.7821	Intermediate Similarity	NPC237579
0.7818	Intermediate Similarity	NPC471073
0.7818	Intermediate Similarity	NPC270811
0.7816	Intermediate Similarity	NPC128560
0.7816	Intermediate Similarity	NPC229166
0.7816	Intermediate Similarity	NPC199465
0.7814	Intermediate Similarity	NPC14622
0.7814	Intermediate Similarity	NPC46744
0.7814	Intermediate Similarity	NPC215098
0.7814	Intermediate Similarity	NPC70290
0.7814	Intermediate Similarity	NPC73020
0.7814	Intermediate Similarity	NPC124302
0.7799	Intermediate Similarity	NPC474915
0.7799	Intermediate Similarity	NPC188163
0.7799	Intermediate Similarity	NPC328750
0.7799	Intermediate Similarity	NPC213206
0.7797	Intermediate Similarity	NPC302449
0.7791	Intermediate Similarity	NPC246587
0.7791	Intermediate Similarity	NPC160570
0.7791	Intermediate Similarity	NPC147390
0.7791	Intermediate Similarity	NPC24233
0.7791	Intermediate Similarity	NPC135538
0.7791	Intermediate Similarity	NPC428
0.7791	Intermediate Similarity	NPC476571
0.7784	Intermediate Similarity	NPC149285
0.7784	Intermediate Similarity	NPC160931
0.7784	Intermediate Similarity	NPC37205
0.7784	Intermediate Similarity	NPC475794
0.7784	Intermediate Similarity	NPC267408
0.7778	Intermediate Similarity	NPC329717
0.7771	Intermediate Similarity	NPC174191
0.7771	Intermediate Similarity	NPC35680
0.7771	Intermediate Similarity	NPC7018
0.7766	Intermediate Similarity	NPC11708
0.7765	Intermediate Similarity	NPC162694
0.7751	Intermediate Similarity	NPC18402
0.7742	Intermediate Similarity	NPC202771
0.7742	Intermediate Similarity	NPC2173
0.7742	Intermediate Similarity	NPC328700
0.7742	Intermediate Similarity	NPC119818
0.7736	Intermediate Similarity	NPC314682
0.7735	Intermediate Similarity	NPC319549
0.7735	Intermediate Similarity	NPC63152
0.7733	Intermediate Similarity	NPC298979
0.7733	Intermediate Similarity	NPC210140
0.773	Intermediate Similarity	NPC191376
0.773	Intermediate Similarity	NPC314100
0.773	Intermediate Similarity	NPC321505
0.773	Intermediate Similarity	NPC476151
0.773	Intermediate Similarity	NPC72788
0.773	Intermediate Similarity	NPC179825
0.773	Intermediate Similarity	NPC226652
0.773	Intermediate Similarity	NPC120671
0.7725	Intermediate Similarity	NPC93593
0.7722	Intermediate Similarity	NPC193528
0.7719	Intermediate Similarity	NPC54125
0.7719	Intermediate Similarity	NPC89199
0.7716	Intermediate Similarity	NPC145304
0.7713	Intermediate Similarity	NPC80472
0.7697	Intermediate Similarity	NPC476575
0.7697	Intermediate Similarity	NPC474650
0.7692	Intermediate Similarity	NPC259742
0.7692	Intermediate Similarity	NPC106786
0.7692	Intermediate Similarity	NPC104077
0.7692	Intermediate Similarity	NPC147616
0.7692	Intermediate Similarity	NPC329640
0.7692	Intermediate Similarity	NPC219671
0.7688	Intermediate Similarity	NPC182257
0.7683	Intermediate Similarity	NPC59907
0.7683	Intermediate Similarity	NPC37144
0.767	Intermediate Similarity	NPC241704
0.767	Intermediate Similarity	NPC283999
0.7662	Intermediate Similarity	NPC165128
0.7662	Intermediate Similarity	NPC158471
0.7662	Intermediate Similarity	NPC226862
0.7662	Intermediate Similarity	NPC57119
0.7661	Intermediate Similarity	NPC293871
0.7661	Intermediate Similarity	NPC124433

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 NPC218614 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	165
0.1-0.2	599
0.2-0.3	1099
0.3-0.4	2462
0.4-0.5	2503
0.5-0.6	1504
0.6-0.7	665
0.7-0.8	145
0.8-0.85	8
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8442	Intermediate Similarity	NPD4237	Approved
0.8442	Intermediate Similarity	NPD4236	Phase 3
0.8221	Intermediate Similarity	NPD2978	Approved
0.8221	Intermediate Similarity	NPD2977	Approved
0.8165	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.8155	Intermediate Similarity	NPD2969	Approved
0.8155	Intermediate Similarity	NPD2970	Approved
0.8137	Intermediate Similarity	NPD4210	Discontinued
0.811	Intermediate Similarity	NPD5773	Approved
0.811	Intermediate Similarity	NPD5772	Approved
0.8101	Intermediate Similarity	NPD5241	Discontinued
0.8101	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.8095	Intermediate Similarity	NPD3051	Approved
0.8	Intermediate Similarity	NPD2489	Approved
0.8	Intermediate Similarity	NPD4481	Phase 3
0.8	Intermediate Similarity	NPD27	Approved
0.7966	Intermediate Similarity	NPD7243	Clinical (unspecified phase)
0.7952	Intermediate Similarity	NPD2560	Approved
0.7952	Intermediate Similarity	NPD2563	Approved
0.7882	Intermediate Similarity	NPD6071	Discontinued
0.7865	Intermediate Similarity	NPD7906	Approved
0.7848	Intermediate Similarity	NPD1375	Discontinued
0.7841	Intermediate Similarity	NPD4578	Approved
0.7841	Intermediate Similarity	NPD7310	Approved
0.7841	Intermediate Similarity	NPD4577	Approved
0.7841	Intermediate Similarity	NPD7312	Approved
0.7841	Intermediate Similarity	NPD7311	Approved
0.7841	Intermediate Similarity	NPD7313	Approved
0.7814	Intermediate Similarity	NPD4420	Approved
0.7809	Intermediate Similarity	NPD4663	Approved
0.7799	Intermediate Similarity	NPD4664	Clinical (unspecified phase)
0.7797	Intermediate Similarity	NPD7309	Approved
0.7784	Intermediate Similarity	NPD6818	Clinical (unspecified phase)
0.7771	Intermediate Similarity	NPD4773	Phase 2
0.7771	Intermediate Similarity	NPD4772	Phase 2
0.7742	Intermediate Similarity	NPD5006	Approved
0.7742	Intermediate Similarity	NPD5005	Approved
0.7735	Intermediate Similarity	NPD7296	Approved
0.773	Intermediate Similarity	NPD1754	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.7705	Intermediate Similarity	NPD5582	Discontinued
0.764	Intermediate Similarity	NPD3060	Approved
0.7628	Intermediate Similarity	NPD554	Clinical (unspecified phase)
0.7622	Intermediate Similarity	NPD4584	Approved
0.761	Intermediate Similarity	NPD1753	Discontinued
0.759	Intermediate Similarity	NPD3687	Approved
0.759	Intermediate Similarity	NPD3686	Approved
0.7568	Intermediate Similarity	NPD2973	Approved
0.7568	Intermediate Similarity	NPD2975	Approved
0.7568	Intermediate Similarity	NPD2974	Approved
0.755	Intermediate Similarity	NPD3705	Approved
0.7546	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7531	Intermediate Similarity	NPD4162	Approved
0.7514	Intermediate Similarity	NPD6107	Approved
0.75	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7469	Intermediate Similarity	NPD1372	Clinical (unspecified phase)
0.7447	Intermediate Similarity	NPD4580	Approved
0.7444	Intermediate Similarity	NPD7280	Phase 3
0.7444	Intermediate Similarity	NPD7281	Phase 3
0.7442	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.744	Intermediate Similarity	NPD4005	Discontinued
0.7439	Intermediate Similarity	NPD3692	Discontinued
0.7439	Intermediate Similarity	NPD2677	Approved
0.7438	Intermediate Similarity	NPD6895	Approved
0.7438	Intermediate Similarity	NPD6896	Approved
0.7436	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD4123	Phase 3
0.7407	Intermediate Similarity	NPD2494	Approved
0.7407	Intermediate Similarity	NPD2493	Approved
0.7394	Intermediate Similarity	NPD7124	Phase 2
0.7391	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7391	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD2898	Approved
0.7365	Intermediate Similarity	NPD7526	Approved
0.7365	Intermediate Similarity	NPD7527	Clinical (unspecified phase)
0.7365	Intermediate Similarity	NPD52	Approved
0.7358	Intermediate Similarity	NPD2238	Phase 2
0.7356	Intermediate Similarity	NPD7201	Clinical (unspecified phase)
0.7348	Intermediate Similarity	NPD2971	Approved
0.7348	Intermediate Similarity	NPD2968	Approved
0.7342	Intermediate Similarity	NPD5718	Phase 2
0.7341	Intermediate Similarity	NPD7831	Phase 2
0.7341	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.7341	Intermediate Similarity	NPD7833	Phase 2
0.7321	Intermediate Similarity	NPD4727	Phase 1
0.7316	Intermediate Similarity	NPD3452	Approved
0.7316	Intermediate Similarity	NPD3450	Approved
0.731	Intermediate Similarity	NPD7945	Clinical (unspecified phase)
0.7302	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7301	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7297	Intermediate Similarity	NPD2488	Approved
0.7297	Intermediate Similarity	NPD2490	Approved
0.7292	Intermediate Similarity	NPD4582	Approved
0.7292	Intermediate Similarity	NPD4583	Approved
0.7289	Intermediate Similarity	NPD3122	Phase 3
0.7263	Intermediate Similarity	NPD8156	Discontinued
0.7256	Intermediate Similarity	NPD7037	Approved
0.7246	Intermediate Similarity	NPD1774	Approved
0.7241	Intermediate Similarity	NPD5604	Discontinued
0.724	Intermediate Similarity	NPD4002	Approved
0.724	Intermediate Similarity	NPD4004	Approved
0.7239	Intermediate Similarity	NPD2161	Phase 2
0.7235	Intermediate Similarity	NPD4017	Approved
0.7219	Intermediate Similarity	NPD3641	Approved
0.7219	Intermediate Similarity	NPD3639	Approved
0.7219	Intermediate Similarity	NPD2122	Discontinued
0.7219	Intermediate Similarity	NPD6030	Approved
0.7219	Intermediate Similarity	NPD6031	Approved
0.7219	Intermediate Similarity	NPD3640	Phase 3
0.7213	Intermediate Similarity	NPD8054	Approved
0.7213	Intermediate Similarity	NPD6851	Approved
0.7213	Intermediate Similarity	NPD6853	Approved
0.7213	Intermediate Similarity	NPD8053	Approved
0.7212	Intermediate Similarity	NPD5177	Phase 3
0.7209	Intermediate Similarity	NPD3383	Approved
0.7209	Intermediate Similarity	NPD3382	Approved
0.7209	Intermediate Similarity	NPD3384	Approved
0.7207	Intermediate Similarity	NPD8099	Discontinued
0.7207	Intermediate Similarity	NPD8251	Approved
0.7207	Intermediate Similarity	NPD8252	Approved
0.7202	Intermediate Similarity	NPD4160	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD4675	Approved
0.7193	Intermediate Similarity	NPD4678	Approved
0.7186	Intermediate Similarity	NPD7047	Phase 3
0.7182	Intermediate Similarity	NPD7007	Discovery
0.7169	Intermediate Similarity	NPD6658	Clinical (unspecified phase)
0.7169	Intermediate Similarity	NPD6331	Phase 2
0.7167	Intermediate Similarity	NPD42	Phase 2
0.7167	Intermediate Similarity	NPD6042	Phase 2
0.716	Intermediate Similarity	NPD823	Approved
0.716	Intermediate Similarity	NPD5261	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD817	Approved
0.716	Intermediate Similarity	NPD2492	Phase 1
0.7143	Intermediate Similarity	NPD3110	Approved
0.7143	Intermediate Similarity	NPD7667	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD3109	Approved
0.7124	Intermediate Similarity	NPD1357	Approved
0.7118	Intermediate Similarity	NPD5976	Discontinued
0.7117	Intermediate Similarity	NPD6111	Discontinued
0.711	Intermediate Similarity	NPD7298	Approved
0.7102	Intermediate Similarity	NPD5709	Phase 3
0.7101	Intermediate Similarity	NPD7020	Approved
0.7101	Intermediate Similarity	NPD7019	Approved
0.7101	Intermediate Similarity	NPD4739	Approved
0.7095	Intermediate Similarity	NPD6365	Clinical (unspecified phase)
0.7088	Intermediate Similarity	NPD6297	Approved
0.7081	Intermediate Similarity	NPD3532	Approved
0.7081	Intermediate Similarity	NPD3531	Approved
0.7081	Intermediate Similarity	NPD3530	Approved
0.7081	Intermediate Similarity	NPD1132	Approved
0.7081	Intermediate Similarity	NPD1136	Approved
0.7081	Intermediate Similarity	NPD1130	Approved
0.7079	Intermediate Similarity	NPD4010	Discontinued
0.7078	Intermediate Similarity	NPD2667	Approved
0.7078	Intermediate Similarity	NPD2668	Approved
0.7073	Intermediate Similarity	NPD4108	Discontinued
0.7072	Intermediate Similarity	NPD5312	Approved
0.7072	Intermediate Similarity	NPD5313	Approved
0.7069	Intermediate Similarity	NPD5563	Clinical (unspecified phase)
0.7065	Intermediate Similarity	NPD3534	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD3180	Approved
0.7063	Intermediate Similarity	NPD3179	Approved
0.7062	Intermediate Similarity	NPD4666	Phase 3
0.7059	Intermediate Similarity	NPD3647	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD3054	Approved
0.7055	Intermediate Similarity	NPD3052	Approved
0.7055	Intermediate Similarity	NPD4579	Clinical (unspecified phase)
0.7052	Intermediate Similarity	NPD6385	Approved
0.7052	Intermediate Similarity	NPD6072	Discontinued
0.7052	Intermediate Similarity	NPD6386	Approved
0.7051	Intermediate Similarity	NPD2232	Approved
0.7051	Intermediate Similarity	NPD2233	Approved
0.7051	Intermediate Similarity	NPD2230	Approved
0.7049	Intermediate Similarity	NPD7039	Approved
0.7049	Intermediate Similarity	NPD7038	Approved
0.7043	Intermediate Similarity	NPD3857	Clinical (unspecified phase)
0.7039	Intermediate Similarity	NPD6688	Approved
0.7039	Intermediate Similarity	NPD6687	Approved
0.7035	Intermediate Similarity	NPD7827	Phase 1
0.703	Intermediate Similarity	NPD6032	Approved
0.7025	Intermediate Similarity	NPD4103	Phase 2
0.7025	Intermediate Similarity	NPD4104	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD5525	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD601	Approved
0.7019	Intermediate Similarity	NPD597	Approved
0.7019	Intermediate Similarity	NPD598	Approved
0.7012	Intermediate Similarity	NPD2200	Suspended
0.701	Intermediate Similarity	NPD3057	Approved
0.7005	Intermediate Similarity	NPD6841	Approved
0.7005	Intermediate Similarity	NPD6843	Phase 3
0.7005	Intermediate Similarity	NPD6842	Approved
0.6995	Remote Similarity	NPD4107	Approved
0.6989	Remote Similarity	NPD4967	Phase 2
0.6989	Remote Similarity	NPD6788	Approved
0.6989	Remote Similarity	NPD4965	Approved
0.6989	Remote Similarity	NPD4966	Approved
0.6985	Remote Similarity	NPD5676	Approved
0.6983	Remote Similarity	NPD4166	Phase 2
0.6982	Remote Similarity	NPD6667	Approved
0.6982	Remote Similarity	NPD6666	Approved

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