NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	196.07
Volume:	197.575
LogP:	1.252
LogD:	1.285
LogS:	-1.543
# Rotatable Bonds:	4
TPSA:	66.76
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.563
Synthetic Accessibility Score:	1.963
Fsp3:	0.3
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.518
MDCK Permeability:	2.186775418522302e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.118
20% Bioavailability (F20%):	0.898
30% Bioavailability (F30%):	0.984

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.057
Plasma Protein Binding (PPB):	33.27723693847656%
Volume Distribution (VD):	0.641
Pgp-substrate:	67.1924057006836%

ADMET: Metabolism

CYP1A2-inhibitor:	0.844
CYP1A2-substrate:	0.132
CYP2C19-inhibitor:	0.422
CYP2C19-substrate:	0.066
CYP2C9-inhibitor:	0.271
CYP2C9-substrate:	0.819
CYP2D6-inhibitor:	0.607
CYP2D6-substrate:	0.557
CYP3A4-inhibitor:	0.429
CYP3A4-substrate:	0.225

ADMET: Excretion

Clearance (CL):	14.876
Half-life (T1/2):	0.923

ADMET: Toxicity

hERG Blockers:	0.02
Human Hepatotoxicity (H-HT):	0.044
Drug-inuced Liver Injury (DILI):	0.125
AMES Toxicity:	0.642
Rat Oral Acute Toxicity:	0.034
Maximum Recommended Daily Dose:	0.033
Skin Sensitization:	0.869
Carcinogencity:	0.532
Eye Corrosion:	0.372
Eye Irritation:	0.969
Respiratory Toxicity:	0.12

Download Data

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

Natural Product: NPC264558

Natural Product ID:	NPC264558
*Common Name:**	Hydroxytyrosol Acetate
IUPAC Name:	2-(3,4-dihydroxyphenyl)ethyl acetate
Synonyms:
Standard InCHIKey:	FGJGLFPNIZXRLV-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C10H12O4/c1-7(11)14-5-4-8-2-3-9(12)10(13)6-8/h2-3,6,12-13H,4-5H2,1H3
SMILES:	CC(=O)OCCc1ccc(c(c1)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3093465
PubChem CID:	155240
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0000139] Tyrosols and derivatives

*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
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	fruit	n.a.	PMID[12802735]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	fruit	n.a.	PMID[18384095]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	fruit	n.a.	PMID[22014120]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	leaf	n.a.	PMID[22014120]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	leaf	n.a.	PMID[22014168]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23540838]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24295708]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	leaf	n.a.	PMID[25102361]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	fruit	n.a.	PMID[25306330]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	Oil	n.a.	n.a.	Database[FooDB]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17458	Sparganium stoloniferum	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17458	Sparganium stoloniferum	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17458	Sparganium stoloniferum	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17458	Sparganium stoloniferum	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28608	Olea europaea	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17458	Sparganium stoloniferum	Species	Typhaceae	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
NPO28608	NPC264558	Oil	n.a.	1.357110775	n.a.	n.a.	mg/100g	Database [PHENOL EXPLORER]
NPO28608	NPC264558	Oil	n.a.	1.481759971	n.a.	n.a.	mg/100g	Database [PHENOL EXPLORER]

☑ 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	1
IC50	5
Others	19

Activity Type	# Activity
Cell Line	2
CELL-LINE	1
NON-MOLECULAR	6
Organism	12
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT189	Cell Line	Vero	Chlorocebus aethiops	CC50	=	100.0	ug.mL-1	PMID[489396]
NPT165	Cell Line	HeLa	Homo sapiens	Activity	=	36.0	%	PMID[489397]
NPT1	Others	Radical scavenging activity		EC50	=	0.57	ug.mL-1	PMID[489395]
NPT4691	Organism	Human poliovirus 1 strain Sabin	Human poliovirus 1 strain Sabin	ID50	>	100.0	ug ml-1	PMID[489396]
NPT3119	Organism	Human coxsackievirus B3	Human coxsackievirus B3	ID50	=	50.0	ug ml-1	PMID[489396]
NPT4692	Organism	Human echovirus 9	Human echovirus 9	ID50	>	100.0	ug ml-1	PMID[489396]
NPT190	Organism	Human herpesvirus 1	Human herpesvirus 1	ID50	=	20.0	ug ml-1	PMID[489396]
NPT1141	Organism	Human herpesvirus 2	Human herpesvirus 2	ID50	=	40.0	ug ml-1	PMID[489396]
NPT4194	Organism	Human adenovirus type 2	Human adenovirus 2	ID50	>	50.0	ug ml-1	PMID[489396]
NPT4693	Organism	Human adenovirus type 5	Human adenovirus 5	ID50	>	50.0	ug ml-1	PMID[489396]
NPT3148	Organism	Cytomegalovirus	Cytomegalovirus	ID50	>	50.0	ug ml-1	PMID[489396]
NPT27	Others	Unspecified		CC50	=	50.0	ug.mL-1	PMID[489396]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI	=	20.0	%	PMID[489397]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	32000.0	nM	PMID[489397]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ID50	=	16.05	mg/kg/day	PMID[489397]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	37.0	%	PMID[489397]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	66.0	%	PMID[489397]
NPT20967	CELL-LINE	Platelet	n.a.	IC50	=	10000.0	nM	PMID[489397]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	50000.0	nM	PMID[489399]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	43400.0	nM	PMID[489399]
NPT2	Others	Unspecified		Ratio IC50	>	1.0	n.a.	PMID[489399]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	48.0	%	PMID[489399]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	10000.0	nM	PMID[489399]
NPT471	Organism	Trypanosoma brucei brucei	Trypanosoma brucei brucei	Ratio IC50	=	1.0	n.a.	PMID[489399]

☑ 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 NPC264558 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	221
0.1-0.2	1227
0.2-0.3	4078
0.3-0.4	11281
0.4-0.5	7819
0.5-0.6	7028
0.6-0.7	8079
0.7-0.8	2731
0.8-0.85	175
0.85-0.9	41
0.9-0.95	16
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9107	High Similarity	NPC145023
0.9107	High Similarity	NPC610
0.9107	High Similarity	NPC200988
0.9107	High Similarity	NPC175799
0.9091	High Similarity	NPC95381
0.9091	High Similarity	NPC148969
0.9043	High Similarity	NPC472271
0.9043	High Similarity	NPC147654
0.9043	High Similarity	NPC322332
0.9027	High Similarity	NPC203124
0.9027	High Similarity	NPC86198
0.9027	High Similarity	NPC309434
0.9009	High Similarity	NPC33749
0.9009	High Similarity	NPC328593
0.9009	High Similarity	NPC261453
0.8962	High Similarity	NPC12278
0.8947	High Similarity	NPC70084
0.8947	High Similarity	NPC470214
0.8947	High Similarity	NPC470215
0.8947	High Similarity	NPC109371
0.8929	High Similarity	NPC233669
0.8929	High Similarity	NPC474967
0.8909	High Similarity	NPC226250
0.886	High Similarity	NPC63126
0.885	High Similarity	NPC281277
0.8839	High Similarity	NPC217472
0.8818	High Similarity	NPC222084
0.8814	High Similarity	NPC85565
0.8796	High Similarity	NPC1075
0.8796	High Similarity	NPC1786
0.8796	High Similarity	NPC294902
0.8793	High Similarity	NPC470849
0.8793	High Similarity	NPC470848
0.8783	High Similarity	NPC263386
0.8783	High Similarity	NPC141791
0.8774	High Similarity	NPC110764
0.8772	High Similarity	NPC65791
0.8761	High Similarity	NPC4665
0.8696	High Similarity	NPC275519
0.8667	High Similarity	NPC109955
0.8661	High Similarity	NPC131530
0.8621	High Similarity	NPC477803
0.8611	High Similarity	NPC52087
0.8585	High Similarity	NPC131587
0.8547	High Similarity	NPC202474
0.8534	High Similarity	NPC255675
0.8522	High Similarity	NPC221049
0.8519	High Similarity	NPC196479
0.85	High Similarity	NPC146886
0.85	High Similarity	NPC469568
0.85	High Similarity	NPC20443
0.85	High Similarity	NPC60517
0.8476	Intermediate Similarity	NPC107522
0.8475	Intermediate Similarity	NPC204466
0.8462	Intermediate Similarity	NPC320987
0.8462	Intermediate Similarity	NPC181969
0.8462	Intermediate Similarity	NPC241634
0.8455	Intermediate Similarity	NPC19149
0.8455	Intermediate Similarity	NPC226855
0.8443	Intermediate Similarity	NPC281020
0.844	Intermediate Similarity	NPC471511
0.844	Intermediate Similarity	NPC120719
0.844	Intermediate Similarity	NPC79672
0.843	Intermediate Similarity	NPC280767
0.8421	Intermediate Similarity	NPC471485
0.8417	Intermediate Similarity	NPC224208
0.8417	Intermediate Similarity	NPC212541
0.8417	Intermediate Similarity	NPC474275
0.8411	Intermediate Similarity	NPC171843
0.8403	Intermediate Similarity	NPC470804
0.8403	Intermediate Similarity	NPC266045
0.8403	Intermediate Similarity	NPC194416
0.8403	Intermediate Similarity	NPC70752
0.8403	Intermediate Similarity	NPC177291
0.839	Intermediate Similarity	NPC2058
0.839	Intermediate Similarity	NPC177475
0.839	Intermediate Similarity	NPC35071
0.839	Intermediate Similarity	NPC148615
0.8376	Intermediate Similarity	NPC137537
0.8376	Intermediate Similarity	NPC107588
0.8376	Intermediate Similarity	NPC272471
0.8376	Intermediate Similarity	NPC164706
0.8376	Intermediate Similarity	NPC70744
0.8374	Intermediate Similarity	NPC109275
0.8361	Intermediate Similarity	NPC213552
0.8361	Intermediate Similarity	NPC120225
0.8349	Intermediate Similarity	NPC477801
0.8349	Intermediate Similarity	NPC477802
0.8348	Intermediate Similarity	NPC120280
0.8347	Intermediate Similarity	NPC288945
0.8333	Intermediate Similarity	NPC209567
0.8333	Intermediate Similarity	NPC223393
0.8333	Intermediate Similarity	NPC155209
0.8333	Intermediate Similarity	NPC168799
0.832	Intermediate Similarity	NPC318799
0.832	Intermediate Similarity	NPC198388
0.8319	Intermediate Similarity	NPC147634
0.8319	Intermediate Similarity	NPC79793
0.8319	Intermediate Similarity	NPC174096
0.8319	Intermediate Similarity	NPC120982
0.8319	Intermediate Similarity	NPC226401
0.8319	Intermediate Similarity	NPC470414
0.8306	Intermediate Similarity	NPC48315
0.8293	Intermediate Similarity	NPC158654
0.8293	Intermediate Similarity	NPC476873
0.8291	Intermediate Similarity	NPC278652
0.8288	Intermediate Similarity	NPC477814
0.8279	Intermediate Similarity	NPC58279
0.8279	Intermediate Similarity	NPC300326
0.8279	Intermediate Similarity	NPC289459
0.8268	Intermediate Similarity	NPC135127
0.8268	Intermediate Similarity	NPC67247
0.8268	Intermediate Similarity	NPC106406
0.8254	Intermediate Similarity	NPC25581
0.8254	Intermediate Similarity	NPC5419
0.8254	Intermediate Similarity	NPC61
0.8254	Intermediate Similarity	NPC18074
0.8246	Intermediate Similarity	NPC297657
0.8246	Intermediate Similarity	NPC156840
0.8246	Intermediate Similarity	NPC257430
0.8246	Intermediate Similarity	NPC268032
0.8246	Intermediate Similarity	NPC257124
0.8246	Intermediate Similarity	NPC173746
0.8246	Intermediate Similarity	NPC8547
0.8246	Intermediate Similarity	NPC179002
0.8246	Intermediate Similarity	NPC187583
0.823	Intermediate Similarity	NPC228343
0.823	Intermediate Similarity	NPC254833
0.823	Intermediate Similarity	NPC55617
0.823	Intermediate Similarity	NPC62258
0.8226	Intermediate Similarity	NPC232880
0.8205	Intermediate Similarity	NPC123559
0.8198	Intermediate Similarity	NPC239291
0.8197	Intermediate Similarity	NPC246704
0.8189	Intermediate Similarity	NPC307006
0.8189	Intermediate Similarity	NPC129889
0.8182	Intermediate Similarity	NPC304638
0.8174	Intermediate Similarity	NPC48525
0.8167	Intermediate Similarity	NPC98305
0.8167	Intermediate Similarity	NPC267064
0.816	Intermediate Similarity	NPC83062
0.816	Intermediate Similarity	NPC477294
0.816	Intermediate Similarity	NPC229784
0.816	Intermediate Similarity	NPC477293
0.8158	Intermediate Similarity	NPC63345
0.8151	Intermediate Similarity	NPC20674
0.8151	Intermediate Similarity	NPC135961
0.8142	Intermediate Similarity	NPC31274
0.8142	Intermediate Similarity	NPC114392
0.8142	Intermediate Similarity	NPC34864
0.8142	Intermediate Similarity	NPC105727
0.8142	Intermediate Similarity	NPC58427
0.814	Intermediate Similarity	NPC471988
0.8136	Intermediate Similarity	NPC122117
0.8131	Intermediate Similarity	NPC313650
0.813	Intermediate Similarity	NPC90318
0.813	Intermediate Similarity	NPC194519
0.8125	Intermediate Similarity	NPC886
0.8125	Intermediate Similarity	NPC287597
0.8125	Intermediate Similarity	NPC248150
0.8125	Intermediate Similarity	NPC34293
0.8115	Intermediate Similarity	NPC473451
0.8115	Intermediate Similarity	NPC471693
0.811	Intermediate Similarity	NPC473285
0.8099	Intermediate Similarity	NPC476343
0.8099	Intermediate Similarity	NPC49341
0.8091	Intermediate Similarity	NPC94343
0.8087	Intermediate Similarity	NPC78918
0.8087	Intermediate Similarity	NPC139617
0.8083	Intermediate Similarity	NPC229401
0.8077	Intermediate Similarity	NPC281780
0.8077	Intermediate Similarity	NPC126206
0.807	Intermediate Similarity	NPC36108
0.807	Intermediate Similarity	NPC233731
0.807	Intermediate Similarity	NPC326187
0.807	Intermediate Similarity	NPC246358
0.807	Intermediate Similarity	NPC7097
0.8067	Intermediate Similarity	NPC206205
0.8067	Intermediate Similarity	NPC205502
0.8065	Intermediate Similarity	NPC178284
0.8065	Intermediate Similarity	NPC147192
0.8065	Intermediate Similarity	NPC191037
0.8065	Intermediate Similarity	NPC58607
0.8065	Intermediate Similarity	NPC118584
0.8062	Intermediate Similarity	NPC123988
0.8053	Intermediate Similarity	NPC176527
0.8049	Intermediate Similarity	NPC257682
0.8049	Intermediate Similarity	NPC146355
0.8049	Intermediate Similarity	NPC131747
0.8047	Intermediate Similarity	NPC156124
0.8047	Intermediate Similarity	NPC254398
0.8047	Intermediate Similarity	NPC1321
0.8047	Intermediate Similarity	NPC304929
0.8036	Intermediate Similarity	NPC127676
0.8034	Intermediate Similarity	NPC294941
0.8034	Intermediate Similarity	NPC235250
0.8031	Intermediate Similarity	NPC219677
0.8031	Intermediate Similarity	NPC469480
0.8017	Intermediate Similarity	NPC26615
0.8016	Intermediate Similarity	NPC470747

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 NPC264558 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	205
0.1-0.2	813
0.2-0.3	1780
0.3-0.4	2817
0.4-0.5	1803
0.5-0.6	1136
0.6-0.7	509
0.7-0.8	83
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8246	Intermediate Similarity	NPD228	Approved
0.823	Intermediate Similarity	NPD3021	Approved
0.823	Intermediate Similarity	NPD3022	Approved
0.8047	Intermediate Similarity	NPD230	Phase 1
0.8015	Intermediate Similarity	NPD7266	Discontinued
0.7969	Intermediate Similarity	NPD826	Approved
0.7969	Intermediate Similarity	NPD825	Approved
0.7907	Intermediate Similarity	NPD555	Phase 2
0.7845	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7787	Intermediate Similarity	NPD9381	Approved
0.7787	Intermediate Similarity	NPD9384	Approved
0.7778	Intermediate Similarity	NPD257	Approved
0.7778	Intermediate Similarity	NPD258	Approved
0.7769	Intermediate Similarity	NPD9545	Approved
0.7752	Intermediate Similarity	NPD259	Phase 1
0.7734	Intermediate Similarity	NPD3027	Phase 3
0.7712	Intermediate Similarity	NPD9379	Approved
0.7712	Intermediate Similarity	NPD9377	Approved
0.768	Intermediate Similarity	NPD9622	Approved
0.76	Intermediate Similarity	NPD9269	Phase 2
0.7578	Intermediate Similarity	NPD9569	Approved
0.7557	Intermediate Similarity	NPD1613	Approved
0.7557	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7545	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7545	Intermediate Similarity	NPD2934	Approved
0.7545	Intermediate Similarity	NPD2933	Approved
0.754	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7537	Intermediate Similarity	NPD9570	Approved
0.7524	Intermediate Similarity	NPD111	Approved
0.7522	Intermediate Similarity	NPD1242	Phase 1
0.7519	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7518	Intermediate Similarity	NPD6190	Approved
0.75	Intermediate Similarity	NPD9620	Approved
0.75	Intermediate Similarity	NPD9621	Approved
0.75	Intermediate Similarity	NPD9619	Approved
0.7477	Intermediate Similarity	NPD2860	Approved
0.7477	Intermediate Similarity	NPD2859	Approved
0.7477	Intermediate Similarity	NPD844	Approved
0.7456	Intermediate Similarity	NPD846	Approved
0.7456	Intermediate Similarity	NPD940	Approved
0.7445	Intermediate Similarity	NPD8166	Discontinued
0.7442	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7436	Intermediate Similarity	NPD1358	Approved
0.7434	Intermediate Similarity	NPD3020	Approved
0.7424	Intermediate Similarity	NPD4060	Phase 1
0.7411	Intermediate Similarity	NPD288	Approved
0.7381	Intermediate Similarity	NPD3705	Approved
0.7381	Intermediate Similarity	NPD422	Phase 1
0.7368	Intermediate Similarity	NPD275	Approved
0.7368	Intermediate Similarity	NPD274	Approved
0.7368	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.736	Intermediate Similarity	NPD1778	Approved
0.7328	Intermediate Similarity	NPD9537	Phase 1
0.7328	Intermediate Similarity	NPD9536	Phase 1
0.7308	Intermediate Similarity	NPD5736	Approved
0.7308	Intermediate Similarity	NPD9494	Approved
0.7302	Intermediate Similarity	NPD3496	Discontinued
0.7293	Intermediate Similarity	NPD1558	Phase 1
0.7288	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.728	Intermediate Similarity	NPD1357	Approved
0.728	Intermediate Similarity	NPD9268	Approved
0.7273	Intermediate Similarity	NPD601	Approved
0.7273	Intermediate Similarity	NPD597	Approved
0.7273	Intermediate Similarity	NPD598	Approved
0.7227	Intermediate Similarity	NPD2684	Approved
0.7222	Intermediate Similarity	NPD4626	Approved
0.7218	Intermediate Similarity	NPD1132	Approved
0.7218	Intermediate Similarity	NPD1136	Approved
0.7218	Intermediate Similarity	NPD1130	Approved
0.7213	Intermediate Similarity	NPD5283	Phase 1
0.7209	Intermediate Similarity	NPD9634	Clinical (unspecified phase)
0.7203	Intermediate Similarity	NPD1653	Approved
0.7203	Intermediate Similarity	NPD3134	Approved
0.7188	Intermediate Similarity	NPD1608	Approved
0.7167	Intermediate Similarity	NPD9380	Clinical (unspecified phase)
0.7164	Intermediate Similarity	NPD3062	Approved
0.7164	Intermediate Similarity	NPD3059	Approved
0.7164	Intermediate Similarity	NPD943	Approved
0.7164	Intermediate Similarity	NPD3061	Approved
0.7163	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD5691	Approved
0.7131	Intermediate Similarity	NPD7843	Approved
0.7109	Intermediate Similarity	NPD3092	Approved
0.7101	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD7157	Approved
0.7097	Intermediate Similarity	NPD255	Approved
0.7097	Intermediate Similarity	NPD256	Approved
0.709	Intermediate Similarity	NPD6663	Approved
0.7083	Intermediate Similarity	NPD3687	Approved
0.7083	Intermediate Similarity	NPD3686	Approved
0.7068	Intermediate Similarity	NPD7095	Approved
0.7063	Intermediate Similarity	NPD1548	Phase 1
0.7059	Intermediate Similarity	NPD5314	Approved
0.7043	Intermediate Similarity	NPD9495	Approved
0.7034	Intermediate Similarity	NPD3455	Phase 2
0.7025	Intermediate Similarity	NPD4750	Phase 3
0.7023	Intermediate Similarity	NPD3055	Approved
0.7023	Intermediate Similarity	NPD3053	Approved
0.7023	Intermediate Similarity	NPD3094	Phase 2
0.7018	Intermediate Similarity	NPD1809	Phase 2
0.7015	Intermediate Similarity	NPD3764	Approved
0.7015	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD9094	Approved
0.7	Intermediate Similarity	NPD290	Approved
0.6992	Remote Similarity	NPD5535	Approved
0.6991	Remote Similarity	NPD845	Approved
0.6985	Remote Similarity	NPD4340	Discontinued
0.6984	Remote Similarity	NPD5536	Phase 2
0.6977	Remote Similarity	NPD1535	Discovery
0.6977	Remote Similarity	NPD1610	Phase 2
0.6963	Remote Similarity	NPD2674	Phase 3
0.6957	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6953	Remote Similarity	NPD17	Approved
0.695	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.695	Remote Similarity	NPD4628	Phase 3
0.695	Remote Similarity	NPD4110	Phase 3
0.6947	Remote Similarity	NPD5311	Approved
0.6947	Remote Similarity	NPD1283	Approved
0.6947	Remote Similarity	NPD5310	Approved
0.6934	Remote Similarity	NPD6653	Approved
0.6934	Remote Similarity	NPD817	Approved
0.6934	Remote Similarity	NPD823	Approved
0.693	Remote Similarity	NPD9296	Approved
0.6929	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD1894	Discontinued
0.6929	Remote Similarity	NPD3091	Approved
0.6923	Remote Similarity	NPD1511	Approved
0.6923	Remote Similarity	NPD1481	Phase 2
0.6917	Remote Similarity	NPD968	Approved
0.6917	Remote Similarity	NPD1444	Approved
0.6917	Remote Similarity	NPD2861	Phase 2
0.6917	Remote Similarity	NPD1445	Approved
0.6912	Remote Similarity	NPD3620	Phase 2
0.6912	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD9568	Approved
0.6905	Remote Similarity	NPD9493	Approved
0.6899	Remote Similarity	NPD3847	Discontinued
0.6894	Remote Similarity	NPD987	Approved
0.6892	Remote Similarity	NPD1934	Approved
0.6891	Remote Similarity	NPD9608	Approved
0.6891	Remote Similarity	NPD9610	Approved
0.6889	Remote Similarity	NPD6798	Discontinued
0.6887	Remote Similarity	NPD6234	Discontinued
0.688	Remote Similarity	NPD9614	Approved
0.688	Remote Similarity	NPD9618	Approved
0.688	Remote Similarity	NPD2629	Approved
0.687	Remote Similarity	NPD2982	Phase 2
0.687	Remote Similarity	NPD2983	Phase 2
0.6867	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6866	Remote Similarity	NPD4908	Phase 1
0.6861	Remote Similarity	NPD447	Suspended
0.6861	Remote Similarity	NPD6355	Discontinued
0.6857	Remote Similarity	NPD5762	Approved
0.6857	Remote Similarity	NPD1375	Discontinued
0.6857	Remote Similarity	NPD5763	Approved
0.6855	Remote Similarity	NPD821	Approved
0.685	Remote Similarity	NPD856	Approved
0.685	Remote Similarity	NPD318	Approved
0.685	Remote Similarity	NPD317	Approved
0.685	Remote Similarity	NPD16	Approved
0.6846	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD1091	Approved
0.6838	Remote Similarity	NPD4062	Phase 3
0.6838	Remote Similarity	NPD6233	Phase 2
0.6838	Remote Similarity	NPD1726	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD1512	Approved
0.6825	Remote Similarity	NPD6671	Approved
0.6825	Remote Similarity	NPD4198	Discontinued
0.6822	Remote Similarity	NPD2932	Approved
0.6822	Remote Similarity	NPD3019	Approved
0.6794	Remote Similarity	NPD2337	Clinical (unspecified phase)
0.6794	Remote Similarity	NPD2981	Phase 2
0.6791	Remote Similarity	NPD3018	Phase 2
0.6788	Remote Similarity	NPD4140	Approved
0.678	Remote Similarity	NPD3028	Approved
0.6774	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD694	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD3145	Approved
0.6765	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD3144	Approved
0.6761	Remote Similarity	NPD1652	Phase 2
0.6761	Remote Similarity	NPD4236	Phase 3
0.6761	Remote Similarity	NPD3060	Approved
0.6761	Remote Similarity	NPD4237	Approved
0.6759	Remote Similarity	NPD3688	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD3146	Approved
0.6755	Remote Similarity	NPD3882	Suspended
0.6748	Remote Similarity	NPD1792	Phase 2
0.6744	Remote Similarity	NPD5585	Approved
0.6742	Remote Similarity	NPD3600	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD2801	Approved
0.6723	Remote Similarity	NPD291	Approved
0.6719	Remote Similarity	NPD9613	Approved
0.6719	Remote Similarity	NPD9615	Approved
0.6719	Remote Similarity	NPD9616	Approved
0.6718	Remote Similarity	NPD1281	Approved
0.6716	Remote Similarity	NPD6584	Phase 3
0.6692	Remote Similarity	NPD8651	Approved
0.6692	Remote Similarity	NPD3095	Discontinued

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