NPASS Compound

Structure

CID121400 OpenBabel06191715472D 26 29 0 0 0 0 0 0 0 0999 V2000 7.4134 -1.9354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4134 2.0646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9187 2.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9242 2.3917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2276 -1.2444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2765 -1.5534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2765 1.6826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6814 -0.9354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6814 1.0646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7377 -0.4354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3255 1.3736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8154 -0.4354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8154 0.5646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7377 0.5646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2276 1.3736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5474 -0.4354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5474 0.5646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3255 -1.2444 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8154 2.1826 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4134 -0.9354 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4134 1.0646 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 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 23 1 0 0 0 0 2 24 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 6 1 0 0 0 0 5 13 1 0 0 0 0 6 21 1 0 0 0 0 7 12 1 0 0 0 0 7 16 1 0 0 0 0 8 13 2 0 0 0 0 8 18 1 0 0 0 0 9 14 2 0 0 0 0 9 19 1 0 0 0 0 10 15 1 0 0 0 0 10 21 1 0 0 0 0 11 25 1 0 0 0 0 11 26 1 0 0 0 0 12 15 2 0 0 0 0 13 14 1 0 0 0 0 14 16 1 0 0 0 0 15 20 1 0 0 0 0 16 22 2 0 0 0 0 17 20 2 0 0 0 0 17 25 1 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	355.14
Volume:	356.743
LogP:	2.18
LogD:	2.507
LogS:	-3.535
# Rotatable Bonds:	2
TPSA:	66.02
# H-Bond Aceptor:	6
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.893
Synthetic Accessibility Score:	3.112
Fsp3:	0.35
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:	-4.951
MDCK Permeability:	2.2409314624383114e-05
Pgp-inhibitor:	0.028
Pgp-substrate:	0.228
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.964
Plasma Protein Binding (PPB):	61.36556625366211%
Volume Distribution (VD):	2.062
Pgp-substrate:	9.245800971984863%

ADMET: Metabolism

CYP1A2-inhibitor:	0.928
CYP1A2-substrate:	0.748
CYP2C19-inhibitor:	0.719
CYP2C19-substrate:	0.843
CYP2C9-inhibitor:	0.034
CYP2C9-substrate:	0.802
CYP2D6-inhibitor:	0.969
CYP2D6-substrate:	0.916
CYP3A4-inhibitor:	0.933
CYP3A4-substrate:	0.701

ADMET: Excretion

Clearance (CL):	10.189
Half-life (T1/2):	0.468

ADMET: Toxicity

hERG Blockers:	0.496
Human Hepatotoxicity (H-HT):	0.69
Drug-inuced Liver Injury (DILI):	0.847
AMES Toxicity:	0.133
Rat Oral Acute Toxicity:	0.413
Maximum Recommended Daily Dose:	0.848
Skin Sensitization:	0.268
Carcinogencity:	0.156
Eye Corrosion:	0.003
Eye Irritation:	0.007
Respiratory Toxicity:	0.776

Download Data

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

Natural Product: NPC121400

Natural Product ID:	NPC121400
*Common Name:**	WIILRXFCYJMJTC-UHFFFAOYSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	WIILRXFCYJMJTC-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C20H21NO5/c1-23-18-8-13-5-6-21-10-15-12(3-4-17-20(15)26-11-25-17)7-16(22)14(13)9-19(18)24-2/h3-4,8-9,21H,5-7,10-11H2,1-2H3
SMILES:	COc1cc2CCNCc3c(ccc4c3OCO4)CC(=O)c2cc1OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2000522
PubChem CID:	371229
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000296] Benzodioxoles

*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
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15019787]
NPO21435	Thalictrum faberi	Species	Ranunculaceae	Eukaryota	Roots	n.a.	n.a.	PMID[19299148]
NPO3504	Argemone mexicana	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21094631]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22029392]
NPO14103	Fumaria parviflora	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22029392]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23517479]
NPO21435	Thalictrum faberi	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7528786]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	Latex Exudate	n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO13297	Thalictrum atriplex	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29868	Dicentra spectabilis	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21435	Thalictrum faberi	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15847	Thalictrum glandulosissimum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2114.1	Thalictrum minus var. hypoleucum	Varieties	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30288	Thalictrum thunbergii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3504	Argemone mexicana	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16640	Thalictrum petaloideum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25761	Thalictrum microgynum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22043	Hylomecon japonica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14103	Fumaria parviflora	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13637	Thalictrum foliolosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21451	Thalictrum simplex	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10246	Fumaria officinalis	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22043	Hylomecon japonica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17796	Lamprocapnos spectabilis	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10246	Fumaria officinalis	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21435	Thalictrum faberi	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21451	Thalictrum simplex	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3504	Argemone mexicana	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14103	Fumaria parviflora	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15847	Thalictrum glandulosissimum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2114.1	Thalictrum minus var. hypoleucum	Varieties	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13297	Thalictrum atriplex	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13637	Thalictrum foliolosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16640	Thalictrum petaloideum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25761	Thalictrum microgynum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14103	Fumaria parviflora	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3504	Argemone mexicana	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO13637	Thalictrum foliolosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29868	Dicentra spectabilis	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22043	Hylomecon japonica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28372	Corydalis pallida	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30288	Thalictrum thunbergii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11457	Chelidonium majus	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25761	Thalictrum microgynum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14103	Fumaria parviflora	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10246	Fumaria officinalis	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21451	Thalictrum simplex	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13637	Thalictrum foliolosum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3504	Argemone mexicana	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17796	Lamprocapnos spectabilis	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22043	Hylomecon japonica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2114.1	Thalictrum minus var. hypoleucum	Varieties	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28372	Corydalis pallida	Species	Papaveraceae	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
GI50	51

Activity Type	# Activity
Cell Line	51

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT574	Cell Line	XF498	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT731	Cell Line	LXFL 529	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[458930]

☑ 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 NPC121400 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	295
0.1-0.2	1650
0.2-0.3	6124
0.3-0.4	11475
0.4-0.5	4535
0.5-0.6	12020
0.6-0.7	6041
0.7-0.8	523
0.8-0.85	24
0.85-0.9	4
0.9-0.95	3
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.963	High Similarity	NPC67978
0.963	High Similarity	NPC303581
0.9512	High Similarity	NPC308267
0.9268	High Similarity	NPC86469
0.9198	High Similarity	NPC153631
0.85	High Similarity	NPC469816
0.85	High Similarity	NPC469815
0.8457	Intermediate Similarity	NPC27887
0.8352	Intermediate Similarity	NPC125924
0.8324	Intermediate Similarity	NPC477259
0.8324	Intermediate Similarity	NPC169387
0.8212	Intermediate Similarity	NPC116007
0.8133	Intermediate Similarity	NPC470088
0.8118	Intermediate Similarity	NPC207239
0.8087	Intermediate Similarity	NPC226708
0.8054	Intermediate Similarity	NPC477258
0.8047	Intermediate Similarity	NPC470708
0.8036	Intermediate Similarity	NPC119669
0.8011	Intermediate Similarity	NPC83511
0.8011	Intermediate Similarity	NPC24228
0.8	Intermediate Similarity	NPC469978
0.7978	Intermediate Similarity	NPC207721
0.7967	Intermediate Similarity	NPC18306
0.7933	Intermediate Similarity	NPC222524
0.7927	Intermediate Similarity	NPC46990
0.7921	Intermediate Similarity	NPC4669
0.7895	Intermediate Similarity	NPC138487
0.7895	Intermediate Similarity	NPC216459
0.7895	Intermediate Similarity	NPC41178
0.7892	Intermediate Similarity	NPC63152
0.7872	Intermediate Similarity	NPC73020
0.7872	Intermediate Similarity	NPC71124
0.7872	Intermediate Similarity	NPC124302
0.7872	Intermediate Similarity	NPC14622
0.7872	Intermediate Similarity	NPC46744
0.7872	Intermediate Similarity	NPC215098
0.7872	Intermediate Similarity	NPC70290
0.7857	Intermediate Similarity	NPC475959
0.7849	Intermediate Similarity	NPC146288
0.7841	Intermediate Similarity	NPC304659
0.7841	Intermediate Similarity	NPC86144
0.7831	Intermediate Similarity	NPC125134
0.7831	Intermediate Similarity	NPC137920
0.7831	Intermediate Similarity	NPC86455
0.7812	Intermediate Similarity	NPC268077
0.7801	Intermediate Similarity	NPC119818
0.7801	Intermediate Similarity	NPC328700
0.7801	Intermediate Similarity	NPC202771
0.7801	Intermediate Similarity	NPC2173
0.7791	Intermediate Similarity	NPC93593
0.7789	Intermediate Similarity	NPC120671
0.7789	Intermediate Similarity	NPC314100
0.7789	Intermediate Similarity	NPC226652
0.7789	Intermediate Similarity	NPC72788
0.7765	Intermediate Similarity	NPC227683
0.776	Intermediate Similarity	NPC207971
0.7759	Intermediate Similarity	NPC106786
0.7754	Intermediate Similarity	NPC254957
0.7746	Intermediate Similarity	NPC31311
0.7746	Intermediate Similarity	NPC234392
0.7737	Intermediate Similarity	NPC5374
0.7727	Intermediate Similarity	NPC59567
0.7727	Intermediate Similarity	NPC189470
0.7714	Intermediate Similarity	NPC135006
0.7709	Intermediate Similarity	NPC6152
0.7697	Intermediate Similarity	NPC284842
0.7688	Intermediate Similarity	NPC141440
0.7684	Intermediate Similarity	NPC39103
0.7684	Intermediate Similarity	NPC2770
0.7674	Intermediate Similarity	NPC58661
0.7661	Intermediate Similarity	NPC223125
0.7637	Intermediate Similarity	NPC283810
0.7637	Intermediate Similarity	NPC35680
0.7634	Intermediate Similarity	NPC474009
0.7633	Intermediate Similarity	NPC229787
0.763	Intermediate Similarity	NPC477564
0.763	Intermediate Similarity	NPC2295
0.7622	Intermediate Similarity	NPC7018
0.7605	Intermediate Similarity	NPC28398
0.7594	Intermediate Similarity	NPC208890
0.7594	Intermediate Similarity	NPC166979
0.7592	Intermediate Similarity	NPC23080
0.7592	Intermediate Similarity	NPC193906
0.7584	Intermediate Similarity	NPC306669
0.7584	Intermediate Similarity	NPC238530
0.7584	Intermediate Similarity	NPC232514
0.7584	Intermediate Similarity	NPC276944
0.7584	Intermediate Similarity	NPC231198
0.7579	Intermediate Similarity	NPC33256
0.7574	Intermediate Similarity	NPC46880
0.7572	Intermediate Similarity	NPC233029
0.7572	Intermediate Similarity	NPC223124
0.7572	Intermediate Similarity	NPC210148
0.7546	Intermediate Similarity	NPC160692
0.7541	Intermediate Similarity	NPC5167
0.7541	Intermediate Similarity	NPC85613
0.7529	Intermediate Similarity	NPC220577
0.7528	Intermediate Similarity	NPC476569
0.7514	Intermediate Similarity	NPC477559
0.7514	Intermediate Similarity	NPC160298
0.7514	Intermediate Similarity	NPC266753
0.7514	Intermediate Similarity	NPC474506
0.7514	Intermediate Similarity	NPC232924
0.7514	Intermediate Similarity	NPC32413
0.7514	Intermediate Similarity	NPC306902
0.7514	Intermediate Similarity	NPC152212
0.75	Intermediate Similarity	NPC23219
0.75	Intermediate Similarity	NPC60538
0.75	Intermediate Similarity	NPC207824
0.7485	Intermediate Similarity	NPC16107
0.7485	Intermediate Similarity	NPC51957
0.7485	Intermediate Similarity	NPC210437
0.7485	Intermediate Similarity	NPC476144
0.7485	Intermediate Similarity	NPC106295
0.7473	Intermediate Similarity	NPC275132
0.7471	Intermediate Similarity	NPC148898
0.7471	Intermediate Similarity	NPC145304
0.747	Intermediate Similarity	NPC253429
0.7463	Intermediate Similarity	NPC55470
0.7459	Intermediate Similarity	NPC241055
0.7459	Intermediate Similarity	NPC149285
0.7459	Intermediate Similarity	NPC470879
0.7459	Intermediate Similarity	NPC267408
0.7459	Intermediate Similarity	NPC258695
0.7453	Intermediate Similarity	NPC286683
0.7446	Intermediate Similarity	NPC112575
0.7444	Intermediate Similarity	NPC476432
0.7444	Intermediate Similarity	NPC24264
0.7443	Intermediate Similarity	NPC203784
0.7443	Intermediate Similarity	NPC126519
0.7443	Intermediate Similarity	NPC170503
0.7442	Intermediate Similarity	NPC37144
0.7442	Intermediate Similarity	NPC59907
0.7442	Intermediate Similarity	NPC7467
0.744	Intermediate Similarity	NPC188163
0.744	Intermediate Similarity	NPC328750
0.744	Intermediate Similarity	NPC474915
0.744	Intermediate Similarity	NPC213206
0.7433	Intermediate Similarity	NPC135772
0.7429	Intermediate Similarity	NPC118332
0.7427	Intermediate Similarity	NPC290404
0.7419	Intermediate Similarity	NPC476574
0.7419	Intermediate Similarity	NPC477561
0.7419	Intermediate Similarity	NPC312918
0.7419	Intermediate Similarity	NPC155442
0.7414	Intermediate Similarity	NPC476579
0.7414	Intermediate Similarity	NPC76213
0.7414	Intermediate Similarity	NPC37220
0.7414	Intermediate Similarity	NPC277669
0.741	Intermediate Similarity	NPC89504
0.741	Intermediate Similarity	NPC88065
0.741	Intermediate Similarity	NPC95485
0.7403	Intermediate Similarity	NPC247389
0.7399	Intermediate Similarity	NPC211296
0.7399	Intermediate Similarity	NPC469540
0.7399	Intermediate Similarity	NPC469539
0.7396	Intermediate Similarity	NPC908
0.7396	Intermediate Similarity	NPC138438
0.7391	Intermediate Similarity	NPC477558
0.7389	Intermediate Similarity	NPC225774
0.7389	Intermediate Similarity	NPC167546
0.7389	Intermediate Similarity	NPC16805
0.7389	Intermediate Similarity	NPC302527
0.7386	Intermediate Similarity	NPC78733
0.7384	Intermediate Similarity	NPC476151
0.7384	Intermediate Similarity	NPC296575
0.7384	Intermediate Similarity	NPC224687
0.7381	Intermediate Similarity	NPC314682
0.738	Intermediate Similarity	NPC102760
0.7368	Intermediate Similarity	NPC281581
0.7366	Intermediate Similarity	NPC99723
0.736	Intermediate Similarity	NPC118804
0.736	Intermediate Similarity	NPC111485
0.7356	Intermediate Similarity	NPC478189
0.7354	Intermediate Similarity	NPC471650
0.7354	Intermediate Similarity	NPC162694
0.7348	Intermediate Similarity	NPC219341
0.7346	Intermediate Similarity	NPC172403
0.7341	Intermediate Similarity	NPC153620
0.7341	Intermediate Similarity	NPC24257
0.7337	Intermediate Similarity	NPC223336
0.7337	Intermediate Similarity	NPC2314
0.733	Intermediate Similarity	NPC104353
0.7326	Intermediate Similarity	NPC327052
0.7323	Intermediate Similarity	NPC80472
0.7322	Intermediate Similarity	NPC474708
0.7308	Intermediate Similarity	NPC298979
0.7308	Intermediate Similarity	NPC210918
0.7306	Intermediate Similarity	NPC470646
0.7299	Intermediate Similarity	NPC103379
0.7299	Intermediate Similarity	NPC477565
0.7293	Intermediate Similarity	NPC168409
0.7292	Intermediate Similarity	NPC94499
0.7288	Intermediate Similarity	NPC187022
0.7288	Intermediate Similarity	NPC169742
0.7288	Intermediate Similarity	NPC80129
0.7286	Intermediate Similarity	NPC222561
0.7278	Intermediate Similarity	NPC325122
0.7278	Intermediate Similarity	NPC125713
0.7278	Intermediate Similarity	NPC470962

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 NPC121400 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	181
0.1-0.2	748
0.2-0.3	1004
0.3-0.4	2039
0.4-0.5	2661
0.5-0.6	1777
0.6-0.7	656
0.7-0.8	81
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8225	Intermediate Similarity	NPD5978	Approved
0.8225	Intermediate Similarity	NPD5977	Approved
0.7872	Intermediate Similarity	NPD4420	Approved
0.7857	Intermediate Similarity	NPD6618	Phase 2
0.7801	Intermediate Similarity	NPD5006	Approved
0.7801	Intermediate Similarity	NPD5005	Approved
0.7789	Intermediate Similarity	NPD5457	Discontinued
0.763	Intermediate Similarity	NPD6385	Approved
0.763	Intermediate Similarity	NPD6386	Approved
0.7602	Intermediate Similarity	NPD4859	Phase 1
0.7594	Intermediate Similarity	NPD7235	Clinical (unspecified phase)
0.7553	Intermediate Similarity	NPD5525	Clinical (unspecified phase)
0.7515	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD824	Approved
0.75	Intermediate Similarity	NPD5242	Approved
0.75	Intermediate Similarity	NPD3639	Approved
0.75	Intermediate Similarity	NPD6031	Approved
0.75	Intermediate Similarity	NPD3640	Phase 3
0.75	Intermediate Similarity	NPD3641	Approved
0.75	Intermediate Similarity	NPD6662	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6030	Approved
0.7485	Intermediate Similarity	NPD4584	Approved
0.7471	Intermediate Similarity	NPD1337	Clinical (unspecified phase)
0.7446	Intermediate Similarity	NPD6297	Approved
0.744	Intermediate Similarity	NPD4664	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD6873	Phase 2
0.7419	Intermediate Similarity	NPD7281	Phase 3
0.7419	Intermediate Similarity	NPD7280	Phase 3
0.7416	Intermediate Similarity	NPD1309	Phase 2
0.7416	Intermediate Similarity	NPD1307	Phase 2
0.7414	Intermediate Similarity	NPD2649	Approved
0.7414	Intermediate Similarity	NPD2651	Approved
0.7394	Intermediate Similarity	NPD4084	Clinical (unspecified phase)
0.7378	Intermediate Similarity	NPD554	Clinical (unspecified phase)
0.7371	Intermediate Similarity	NPD6875	Approved
0.7371	Intermediate Similarity	NPD6876	Approved
0.7358	Intermediate Similarity	NPD5564	Approved
0.7341	Intermediate Similarity	NPD3647	Clinical (unspecified phase)
0.7337	Intermediate Similarity	NPD5950	Discontinued
0.733	Intermediate Similarity	NPD7110	Phase 1
0.733	Intermediate Similarity	NPD7109	Clinical (unspecified phase)
0.7303	Intermediate Similarity	NPD5616	Clinical (unspecified phase)
0.7302	Intermediate Similarity	NPD3863	Clinical (unspecified phase)
0.7293	Intermediate Similarity	NPD6107	Approved
0.7288	Intermediate Similarity	NPD7298	Approved
0.7287	Intermediate Similarity	NPD6851	Approved
0.7287	Intermediate Similarity	NPD6853	Approved
0.7268	Intermediate Similarity	NPD4575	Clinical (unspecified phase)
0.7254	Intermediate Similarity	NPD4413	Clinical (unspecified phase)
0.7236	Intermediate Similarity	NPD7607	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD6146	Clinical (unspecified phase)
0.7231	Intermediate Similarity	NPD5071	Phase 2
0.7219	Intermediate Similarity	NPD5192	Clinical (unspecified phase)
0.7219	Intermediate Similarity	NPD7039	Approved
0.7219	Intermediate Similarity	NPD7038	Approved
0.72	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7189	Intermediate Similarity	NPD2822	Clinical (unspecified phase)
0.7189	Intermediate Similarity	NPD2163	Approved
0.7181	Intermediate Similarity	NPD7190	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD3451	Clinical (unspecified phase)
0.7158	Intermediate Similarity	NPD4166	Phase 2
0.7151	Intermediate Similarity	NPD4585	Approved
0.7151	Intermediate Similarity	NPD2978	Approved
0.7151	Intermediate Similarity	NPD2977	Approved
0.7143	Intermediate Similarity	NPD2653	Approved
0.7143	Intermediate Similarity	NPD3534	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD2492	Phase 1
0.7135	Intermediate Similarity	NPD6377	Clinical (unspecified phase)
0.7102	Intermediate Similarity	NPD5976	Discontinued
0.7102	Intermediate Similarity	NPD1670	Discontinued
0.7101	Intermediate Similarity	NPD743	Approved
0.7093	Intermediate Similarity	NPD4162	Approved
0.7086	Intermediate Similarity	NPD1424	Approved
0.7086	Intermediate Similarity	NPD4662	Approved
0.7086	Intermediate Similarity	NPD4661	Approved
0.7085	Intermediate Similarity	NPD956	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD7291	Discontinued
0.7083	Intermediate Similarity	NPD7693	Approved
0.7081	Intermediate Similarity	NPD2898	Approved
0.7071	Intermediate Similarity	NPD4107	Approved
0.7071	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.707	Intermediate Similarity	NPD6625	Approved
0.7069	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD3050	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD5312	Approved
0.7059	Intermediate Similarity	NPD5313	Approved
0.7053	Intermediate Similarity	NPD2968	Approved
0.7053	Intermediate Similarity	NPD2971	Approved
0.7041	Intermediate Similarity	NPD7667	Clinical (unspecified phase)
0.7033	Intermediate Similarity	NPD8005	Clinical (unspecified phase)
0.7026	Intermediate Similarity	NPD4466	Phase 1
0.7	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.6994	Remote Similarity	NPD3060	Approved
0.6973	Remote Similarity	NPD5183	Approved
0.6973	Remote Similarity	NPD5186	Approved
0.695	Remote Similarity	NPD4482	Phase 3
0.6942	Remote Similarity	NPD7827	Phase 1
0.6936	Remote Similarity	NPD1372	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6927	Remote Similarity	NPD3455	Phase 2
0.6927	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6927	Remote Similarity	NPD4017	Approved
0.6923	Remote Similarity	NPD2560	Approved
0.6923	Remote Similarity	NPD2563	Approved
0.6923	Remote Similarity	NPD3142	Approved
0.6923	Remote Similarity	NPD3140	Approved
0.6923	Remote Similarity	NPD3808	Clinical (unspecified phase)
0.6919	Remote Similarity	NPD1632	Clinical (unspecified phase)
0.6915	Remote Similarity	NPD7627	Approved
0.6915	Remote Similarity	NPD7626	Approved
0.6907	Remote Similarity	NPD3349	Phase 2
0.6901	Remote Similarity	NPD6895	Approved
0.6901	Remote Similarity	NPD6896	Approved
0.6897	Remote Similarity	NPD7999	Approved
0.6886	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.6885	Remote Similarity	NPD4581	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD7858	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD6973	Clinical (unspecified phase)
0.686	Remote Similarity	NPD6029	Clinical (unspecified phase)
0.686	Remote Similarity	NPD6028	Clinical (unspecified phase)
0.6854	Remote Similarity	NPD7278	Phase 2
0.6854	Remote Similarity	NPD7279	Phase 2
0.6853	Remote Similarity	NPD6181	Discontinued
0.6845	Remote Similarity	NPD2669	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD5441	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD2325	Approved
0.6837	Remote Similarity	NPD7668	Phase 2
0.6837	Remote Similarity	NPD2488	Approved
0.6837	Remote Similarity	NPD2490	Approved
0.6834	Remote Similarity	NPD2974	Approved
0.6834	Remote Similarity	NPD2973	Approved
0.6834	Remote Similarity	NPD2975	Approved
0.6832	Remote Similarity	NPD3057	Approved
0.6831	Remote Similarity	NPD5353	Approved
0.6825	Remote Similarity	NPD7893	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD6040	Clinical (unspecified phase)
0.6816	Remote Similarity	NPD4727	Phase 1
0.6813	Remote Similarity	NPD6280	Approved
0.6813	Remote Similarity	NPD5720	Discontinued
0.6813	Remote Similarity	NPD6279	Approved
0.6812	Remote Similarity	NPD683	Approved
0.6811	Remote Similarity	NPD6315	Phase 2
0.6809	Remote Similarity	NPD6894	Phase 1
0.6805	Remote Similarity	NPD5718	Phase 2
0.6804	Remote Similarity	NPD5087	Clinical (unspecified phase)
0.6802	Remote Similarity	NPD7296	Approved
0.68	Remote Similarity	NPD2654	Approved
0.6798	Remote Similarity	NPD7597	Clinical (unspecified phase)
0.6794	Remote Similarity	NPD7930	Approved
0.6791	Remote Similarity	NPD6747	Phase 1
0.6786	Remote Similarity	NPD5896	Clinical (unspecified phase)
0.678	Remote Similarity	NPD7584	Approved
0.6772	Remote Similarity	NPD3366	Approved
0.6763	Remote Similarity	NPD5914	Approved
0.6762	Remote Similarity	NPD8149	Discontinued
0.6761	Remote Similarity	NPD3977	Clinical (unspecified phase)
0.6757	Remote Similarity	NPD7831	Phase 2
0.6757	Remote Similarity	NPD7832	Clinical (unspecified phase)
0.6757	Remote Similarity	NPD7833	Phase 2
0.6749	Remote Similarity	NPD3448	Approved
0.6749	Remote Similarity	NPD2972	Approved
0.6749	Remote Similarity	NPD3533	Approved
0.6749	Remote Similarity	NPD2491	Approved
0.6745	Remote Similarity	NPD8318	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD4846	Phase 2
0.6738	Remote Similarity	NPD2821	Approved
0.6737	Remote Similarity	NPD6620	Discovery
0.6737	Remote Similarity	NPD3818	Discontinued
0.6737	Remote Similarity	NPD7177	Discontinued
0.6737	Remote Similarity	NPD8099	Discontinued
0.6737	Remote Similarity	NPD8251	Approved
0.6737	Remote Similarity	NPD8252	Approved
0.6736	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6734	Remote Similarity	NPD7669	Phase 3
0.6733	Remote Similarity	NPD6780	Approved
0.6733	Remote Similarity	NPD6781	Approved
0.6733	Remote Similarity	NPD6778	Approved
0.6733	Remote Similarity	NPD6779	Approved
0.6733	Remote Similarity	NPD6782	Approved
0.6733	Remote Similarity	NPD6777	Approved
0.6733	Remote Similarity	NPD7255	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD4580	Approved
0.6733	Remote Similarity	NPD6776	Approved
0.6722	Remote Similarity	NPD5586	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD7577	Discontinued
0.6721	Remote Similarity	NPD3383	Approved
0.6721	Remote Similarity	NPD3382	Approved
0.6721	Remote Similarity	NPD3384	Approved
0.6721	Remote Similarity	NPD6844	Discontinued
0.672	Remote Similarity	NPD4481	Phase 3
0.6719	Remote Similarity	NPD3823	Discontinued
0.6705	Remote Similarity	NPD2976	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD5019	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD6788	Approved
0.6703	Remote Similarity	NPD4947	Clinical (unspecified phase)
0.6702	Remote Similarity	NPD6808	Phase 2
0.6702	Remote Similarity	NPD6071	Discontinued
0.6702	Remote Similarity	NPD4503	Phase 2
0.6702	Remote Similarity	NPD8156	Discontinued
0.6701	Remote Similarity	NPD5910	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data