NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	186.16
Volume:	213.756
LogP:	4.121
LogD:	3.588
LogS:	-4.025
# Rotatable Bonds:	9
TPSA:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	0
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.429
Synthetic Accessibility Score:	1.573
Fsp3:	0.909
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.426
MDCK Permeability:	2.6129433535970747e-05
Pgp-inhibitor:	0.867
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.875
30% Bioavailability (F30%):	0.973

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.875
Plasma Protein Binding (PPB):	93.16310119628906%
Volume Distribution (VD):	0.583
Pgp-substrate:	7.182814121246338%

ADMET: Metabolism

CYP1A2-inhibitor:	0.978
CYP1A2-substrate:	0.456
CYP2C19-inhibitor:	0.799
CYP2C19-substrate:	0.281
CYP2C9-inhibitor:	0.671
CYP2C9-substrate:	0.85
CYP2D6-inhibitor:	0.067
CYP2D6-substrate:	0.097
CYP3A4-inhibitor:	0.198
CYP3A4-substrate:	0.155

ADMET: Excretion

Clearance (CL):	7.913
Half-life (T1/2):	0.693

ADMET: Toxicity

hERG Blockers:	0.084
Human Hepatotoxicity (H-HT):	0.018
Drug-inuced Liver Injury (DILI):	0.123
AMES Toxicity:	0.007
Rat Oral Acute Toxicity:	0.064
Maximum Recommended Daily Dose:	0.014
Skin Sensitization:	0.917
Carcinogencity:	0.157
Eye Corrosion:	0.97
Eye Irritation:	0.983
Respiratory Toxicity:	0.511

Download Data

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

Natural Product: NPC40597

Natural Product ID:	NPC40597
*Common Name:**	Ethyl Nonanoate
IUPAC Name:	ethyl nonanoate
Synonyms:
Standard InCHIKey:	BYEVBITUADOIGY-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C11H22O2/c1-3-5-6-7-8-9-10-11(12)13-4-2/h3-10H2,1-2H3
SMILES:	CCCCCCCCC(=O)OCC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3187336
PubChem CID:	31251
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0000324] Fatty acid esters

*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
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	Nigeria(latitude 80°N and longitude 4°E)	2005; 2006	DOI[10.1002/ejlt.201000080]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11306-010-0259-y]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11306-014-0638-x]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11746-997-0093-1]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.phytol.2008.07.007]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Seeds	Plovdiv, Plovdiv region in South Bulgaria		DOI[10.1051/CTV/20163101031]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11170689]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	leaf	n.a.	PMID[11312782]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	fruit	n.a.	PMID[11312782]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11408943]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	fruit	n.a.	PMID[12105962]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	Esuela Tecnica Superior de Ingenieros Agrónomos de Albacete	2007	PMID[19256538]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20826702]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23759170]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Stalks	n.a.	n.a.	PMID[24521157]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Seeds	Benedictine Pannonhalma Archabbey, Hungary		PMID[29803478]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31433178]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17024	Vitis vinifera	Species	Vitaceae	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
Others	1
Potency	3

Activity Type	# Activity
Individual Protein	1
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT346	Individual Protein	Transient receptor potential cation channel subfamily A member 1	Homo sapiens	Activity	=	12.0	%	PMID[515758]
NPT2	Others	Unspecified		Potency	n.a.	27306	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	61130.6	nM	PubChem BioAssay data set

☑ 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 NPC40597 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	907
0.1-0.2	13182
0.2-0.3	16745
0.3-0.4	8927
0.4-0.5	2335
0.5-0.6	350
0.6-0.7	127
0.7-0.8	62
0.8-0.85	28
0.85-0.9	8
0.9-0.95	16
0.95-1	10

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC250028
1.0	High Similarity	NPC256163
1.0	High Similarity	NPC149299
0.9737	High Similarity	NPC53541
0.973	High Similarity	NPC80234
0.973	High Similarity	NPC223249
0.9487	High Similarity	NPC203531
0.9487	High Similarity	NPC236579
0.9474	High Similarity	NPC165533
0.9459	High Similarity	NPC22903
0.9459	High Similarity	NPC54980
0.9459	High Similarity	NPC201622
0.9459	High Similarity	NPC305660
0.9211	High Similarity	NPC31551
0.9211	High Similarity	NPC219536
0.9024	High Similarity	NPC287231
0.9024	High Similarity	NPC47363
0.8974	High Similarity	NPC12156
0.8974	High Similarity	NPC161097
0.8974	High Similarity	NPC28598
0.8919	High Similarity	NPC80396
0.8919	High Similarity	NPC154642
0.8919	High Similarity	NPC80641
0.881	High Similarity	NPC145045
0.881	High Similarity	NPC52700
0.881	High Similarity	NPC105329
0.881	High Similarity	NPC63182
0.8649	High Similarity	NPC196442
0.8649	High Similarity	NPC301398
0.8649	High Similarity	NPC223374
0.8649	High Similarity	NPC156630
0.8649	High Similarity	NPC86545
0.8605	High Similarity	NPC326957
0.8571	High Similarity	NPC273545
0.8378	Intermediate Similarity	NPC286498
0.8378	Intermediate Similarity	NPC154396
0.8372	Intermediate Similarity	NPC30195
0.8372	Intermediate Similarity	NPC12438
0.8333	Intermediate Similarity	NPC317128
0.825	Intermediate Similarity	NPC154186
0.825	Intermediate Similarity	NPC113928
0.825	Intermediate Similarity	NPC14227
0.825	Intermediate Similarity	NPC81263
0.825	Intermediate Similarity	NPC279026
0.825	Intermediate Similarity	NPC301696
0.825	Intermediate Similarity	NPC301585
0.825	Intermediate Similarity	NPC201844
0.825	Intermediate Similarity	NPC261080
0.8222	Intermediate Similarity	NPC26253
0.8205	Intermediate Similarity	NPC128996
0.8108	Intermediate Similarity	NPC286695
0.8108	Intermediate Similarity	NPC322892
0.8095	Intermediate Similarity	NPC176500
0.8043	Intermediate Similarity	NPC55678
0.8043	Intermediate Similarity	NPC305182
0.8	Intermediate Similarity	NPC106872
0.7895	Intermediate Similarity	NPC57499
0.7872	Intermediate Similarity	NPC287811
0.7872	Intermediate Similarity	NPC314084
0.7857	Intermediate Similarity	NPC196924
0.7857	Intermediate Similarity	NPC216630
0.7857	Intermediate Similarity	NPC209970
0.7857	Intermediate Similarity	NPC171736
0.7857	Intermediate Similarity	NPC149184
0.7857	Intermediate Similarity	NPC307783
0.7838	Intermediate Similarity	NPC12904
0.7838	Intermediate Similarity	NPC40965
0.7826	Intermediate Similarity	NPC250919
0.7805	Intermediate Similarity	NPC183424
0.7805	Intermediate Similarity	NPC118968
0.7805	Intermediate Similarity	NPC214610
0.7805	Intermediate Similarity	NPC294085
0.7778	Intermediate Similarity	NPC324004
0.7778	Intermediate Similarity	NPC249754
0.7778	Intermediate Similarity	NPC328497
0.775	Intermediate Similarity	NPC14608
0.7708	Intermediate Similarity	NPC310746
0.7692	Intermediate Similarity	NPC155872
0.7692	Intermediate Similarity	NPC289344
0.7674	Intermediate Similarity	NPC67462
0.7609	Intermediate Similarity	NPC216130
0.7609	Intermediate Similarity	NPC200618
0.7609	Intermediate Similarity	NPC131770
0.7561	Intermediate Similarity	NPC268826
0.7556	Intermediate Similarity	NPC282440
0.7556	Intermediate Similarity	NPC308301
0.75	Intermediate Similarity	NPC255837
0.75	Intermediate Similarity	NPC19305
0.75	Intermediate Similarity	NPC155263
0.75	Intermediate Similarity	NPC74845
0.7447	Intermediate Similarity	NPC304162
0.74	Intermediate Similarity	NPC23155
0.74	Intermediate Similarity	NPC320588
0.74	Intermediate Similarity	NPC469937
0.74	Intermediate Similarity	NPC53463
0.7381	Intermediate Similarity	NPC94368
0.7333	Intermediate Similarity	NPC8219
0.7333	Intermediate Similarity	NPC55023
0.7292	Intermediate Similarity	NPC90904
0.7255	Intermediate Similarity	NPC223677
0.7255	Intermediate Similarity	NPC28779
0.7255	Intermediate Similarity	NPC128061
0.7255	Intermediate Similarity	NPC200845
0.7255	Intermediate Similarity	NPC10316
0.72	Intermediate Similarity	NPC71761
0.7179	Intermediate Similarity	NPC147054
0.7174	Intermediate Similarity	NPC172042
0.7174	Intermediate Similarity	NPC314679
0.7143	Intermediate Similarity	NPC316546
0.7111	Intermediate Similarity	NPC76051
0.7073	Intermediate Similarity	NPC134782
0.7045	Intermediate Similarity	NPC103286
0.7045	Intermediate Similarity	NPC163746
0.7021	Intermediate Similarity	NPC21844
0.7	Intermediate Similarity	NPC161366
0.6957	Remote Similarity	NPC469781
0.6923	Remote Similarity	NPC261991
0.6923	Remote Similarity	NPC49151
0.6923	Remote Similarity	NPC179831
0.6923	Remote Similarity	NPC262505
0.6923	Remote Similarity	NPC254713
0.6889	Remote Similarity	NPC129972
0.6889	Remote Similarity	NPC301528
0.6889	Remote Similarity	NPC71317
0.6875	Remote Similarity	NPC68577
0.6875	Remote Similarity	NPC324793
0.6875	Remote Similarity	NPC13105
0.6875	Remote Similarity	NPC477878
0.6863	Remote Similarity	NPC309606
0.6863	Remote Similarity	NPC139545
0.6863	Remote Similarity	NPC39633
0.6829	Remote Similarity	NPC317203
0.68	Remote Similarity	NPC100096
0.6757	Remote Similarity	NPC248233
0.6757	Remote Similarity	NPC143211
0.675	Remote Similarity	NPC175342
0.675	Remote Similarity	NPC168714
0.675	Remote Similarity	NPC41007
0.675	Remote Similarity	NPC178643
0.675	Remote Similarity	NPC99700
0.675	Remote Similarity	NPC35371
0.6744	Remote Similarity	NPC73245
0.6735	Remote Similarity	NPC163345
0.6735	Remote Similarity	NPC223675
0.6731	Remote Similarity	NPC319589
0.6727	Remote Similarity	NPC17935
0.6727	Remote Similarity	NPC470363
0.6667	Remote Similarity	NPC301919
0.6667	Remote Similarity	NPC321699
0.6667	Remote Similarity	NPC248763
0.6667	Remote Similarity	NPC168982
0.6667	Remote Similarity	NPC325452
0.6607	Remote Similarity	NPC45097
0.6607	Remote Similarity	NPC143857
0.6607	Remote Similarity	NPC229252
0.6604	Remote Similarity	NPC228473
0.66	Remote Similarity	NPC224227
0.6585	Remote Similarity	NPC49615
0.6531	Remote Similarity	NPC180534
0.6522	Remote Similarity	NPC289686
0.6491	Remote Similarity	NPC306750
0.6486	Remote Similarity	NPC166804
0.6471	Remote Similarity	NPC470410
0.6471	Remote Similarity	NPC262968
0.6471	Remote Similarity	NPC470412
0.6458	Remote Similarity	NPC166287
0.6429	Remote Similarity	NPC226602
0.6429	Remote Similarity	NPC472020
0.6429	Remote Similarity	NPC472019
0.641	Remote Similarity	NPC29561
0.641	Remote Similarity	NPC42403
0.641	Remote Similarity	NPC221192
0.641	Remote Similarity	NPC153439
0.641	Remote Similarity	NPC127696
0.641	Remote Similarity	NPC222997
0.641	Remote Similarity	NPC196434
0.641	Remote Similarity	NPC79887
0.641	Remote Similarity	NPC4962
0.64	Remote Similarity	NPC207815
0.6379	Remote Similarity	NPC54925
0.6379	Remote Similarity	NPC235788
0.6346	Remote Similarity	NPC281245
0.6341	Remote Similarity	NPC18224
0.6341	Remote Similarity	NPC108238
0.6341	Remote Similarity	NPC328710
0.6316	Remote Similarity	NPC472021
0.6275	Remote Similarity	NPC50457
0.6275	Remote Similarity	NPC142103
0.6271	Remote Similarity	NPC328089
0.6271	Remote Similarity	NPC68343
0.6271	Remote Similarity	NPC314103
0.625	Remote Similarity	NPC312547
0.625	Remote Similarity	NPC21374
0.6226	Remote Similarity	NPC1813
0.6226	Remote Similarity	NPC139029
0.6226	Remote Similarity	NPC72722
0.6226	Remote Similarity	NPC36061
0.6226	Remote Similarity	NPC294548
0.6222	Remote Similarity	NPC3531
0.6222	Remote Similarity	NPC225963

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 NPC40597 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	1313
0.1-0.2	5197
0.2-0.3	1773
0.3-0.4	613
0.4-0.5	174
0.5-0.6	52
0.6-0.7	18
0.7-0.8	6
0.8-0.85	3
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9024	High Similarity	NPD2699	Approved
0.8462	Intermediate Similarity	NPD3206	Approved
0.825	Intermediate Similarity	NPD9448	Phase 2
0.825	Intermediate Similarity	NPD633	Phase 3
0.8	Intermediate Similarity	NPD6125	Clinical (unspecified phase)
0.7857	Intermediate Similarity	NPD2270	Approved
0.7805	Intermediate Similarity	NPD9655	Approved
0.7674	Intermediate Similarity	NPD387	Clinical (unspecified phase)
0.74	Intermediate Similarity	NPD3728	Approved
0.74	Intermediate Similarity	NPD3730	Approved
0.7333	Intermediate Similarity	NPD3199	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD634	Phase 3
0.6905	Remote Similarity	NPD9449	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD2266	Phase 2
0.6731	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.6585	Remote Similarity	NPD900	Approved
0.6531	Remote Similarity	NPD622	Approved
0.6471	Remote Similarity	NPD29	Approved
0.6471	Remote Similarity	NPD28	Approved
0.6458	Remote Similarity	NPD9430	Approved
0.6458	Remote Similarity	NPD9431	Approved
0.6429	Remote Similarity	NPD9447	Approved
0.6346	Remote Similarity	NPD3186	Phase 1
0.6226	Remote Similarity	NPD3172	Approved
0.6222	Remote Similarity	NPD9450	Approved
0.6222	Remote Similarity	NPD77	Approved
0.614	Remote Similarity	NPD3198	Approved
0.6111	Remote Similarity	NPD3196	Approved
0.6111	Remote Similarity	NPD4266	Approved
0.6111	Remote Similarity	NPD3195	Phase 2
0.6111	Remote Similarity	NPD3194	Approved
0.6111	Remote Similarity	NPD615	Clinical (unspecified phase)
0.6098	Remote Similarity	NPD907	Approved
0.6098	Remote Similarity	NPD908	Approved
0.6098	Remote Similarity	NPD1461	Approved
0.6	Remote Similarity	NPD9513	Phase 1
0.5926	Remote Similarity	NPD630	Approved
0.5926	Remote Similarity	NPD631	Approved
0.5909	Remote Similarity	NPD370	Phase 3
0.5882	Remote Similarity	NPD5343	Approved
0.5873	Remote Similarity	NPD8278	Approved
0.5849	Remote Similarity	NPD9638	Phase 2
0.58	Remote Similarity	NPD3174	Discontinued
0.5781	Remote Similarity	NPD8277	Approved
0.5781	Remote Similarity	NPD3725	Approved
0.5781	Remote Similarity	NPD3726	Approved
0.5745	Remote Similarity	NPD7536	Approved
0.5738	Remote Similarity	NPD7909	Approved
0.5738	Remote Similarity	NPD3197	Phase 1
0.5645	Remote Similarity	NPD9496	Clinical (unspecified phase)
0.5641	Remote Similarity	NPD8989	Approved
0.5625	Remote Similarity	NPD229	Approved
0.561	Remote Similarity	NPD62	Approved
0.5606	Remote Similarity	NPD2256	Clinical (unspecified phase)
0.5606	Remote Similarity	NPD5777	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