NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	198.16
Volume:	222.496
LogP:	4.424
LogD:	3.677
LogS:	-4.64
# Rotatable Bonds:	7
TPSA:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.462
Synthetic Accessibility Score:	2.624
Fsp3:	0.917
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:	-4.546
MDCK Permeability:	3.9888458559289575e-05
Pgp-inhibitor:	0.955
Pgp-substrate:	0.008
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.478
30% Bioavailability (F30%):	0.973

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.42
Plasma Protein Binding (PPB):	93.00119018554688%
Volume Distribution (VD):	0.478
Pgp-substrate:	6.393226146697998%

ADMET: Metabolism

CYP1A2-inhibitor:	0.5
CYP1A2-substrate:	0.292
CYP2C19-inhibitor:	0.2
CYP2C19-substrate:	0.088
CYP2C9-inhibitor:	0.206
CYP2C9-substrate:	0.917
CYP2D6-inhibitor:	0.046
CYP2D6-substrate:	0.182
CYP3A4-inhibitor:	0.382
CYP3A4-substrate:	0.159

ADMET: Excretion

Clearance (CL):	8.048
Half-life (T1/2):	0.406

ADMET: Toxicity

hERG Blockers:	0.082
Human Hepatotoxicity (H-HT):	0.124
Drug-inuced Liver Injury (DILI):	0.267
AMES Toxicity:	0.033
Rat Oral Acute Toxicity:	0.02
Maximum Recommended Daily Dose:	0.866
Skin Sensitization:	0.951
Carcinogencity:	0.58
Eye Corrosion:	0.977
Eye Irritation:	0.96
Respiratory Toxicity:	0.714

Download Data

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

Natural Product: NPC63182

Natural Product ID:	NPC63182
*Common Name:**	Gamma-Dodecalactone
IUPAC Name:	(5S)-5-octyloxolan-2-one
Synonyms:	Gamma-Dodecalactone
Standard InCHIKey:	WGPCZPLRVAWXPW-NSHDSACASA-N
Standard InCHI:	InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-11-9-10-12(13)14-11/h11H,2-10H2,1H3/t11-/m0/s1
SMILES:	CCCCCCCC[C@H]1CCC(=O)O1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1269378
PubChem CID:	12237820
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000050] Lactones [CHEMONTID:0001245] Gamma butyrolactones

*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
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	kernel	n.a.	PMID[10670815]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruits	Malatya Fruit Research Institute	between the first and third weeks of 2005-Jul.	PMID[18038980]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4795	Prunus armeniaca	Species	Rosaceae	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	41

Activity Type	# Activity
Cell Line	33
Others	8

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.02	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.015	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.019	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.01	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.009	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.0	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.007	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.008	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.022	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.027	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.017	ug	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	8.44	ng	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	9.95	ng	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	8.4	ng	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.0	ng	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.791	mg/ml	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.774	mg/ml	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.618	mg/ml	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.9	mg/ml	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.658	mg/ml	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.011	ng	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.013	ng	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.016	ng	PMID[574176]
NPT927	Cell Line	PBMC	Homo sapiens	Drug uptake	=	0.001	ng	PMID[574176]
NPT2	Others	Unspecified		Activity	=	33.65	%	PMID[574176]
NPT2	Others	Unspecified		Activity	=	10.51	%	PMID[574176]
NPT2	Others	Unspecified		Activity	=	13.58	%	PMID[574176]
NPT2	Others	Unspecified		Activity	=	19.37	%	PMID[574176]
NPT2	Others	Unspecified		FC	=	1.5	n.a.	PMID[574176]
NPT2	Others	Unspecified		FC	=	2.5	n.a.	PMID[574176]
NPT27	Others	Unspecified		Drug uptake	=	18.62	ng	PMID[574176]
NPT27	Others	Unspecified		Activity	=	29.0	%	PMID[574176]

☑ 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 NPC63182 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	680
0.1-0.2	10400
0.2-0.3	16684
0.3-0.4	9704
0.4-0.5	4142
0.5-0.6	891
0.6-0.7	130
0.7-0.8	44
0.8-0.85	13
0.85-0.9	3
0.9-0.95	0
0.95-1	6

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC52700
1.0	High Similarity	NPC145045
1.0	High Similarity	NPC105329
0.9762	High Similarity	NPC273545
0.9286	High Similarity	NPC176500
0.8864	High Similarity	NPC287231
0.8864	High Similarity	NPC47363
0.881	High Similarity	NPC250028
0.881	High Similarity	NPC256163
0.881	High Similarity	NPC149299
0.881	High Similarity	NPC40597
0.8605	High Similarity	NPC53541
0.8571	High Similarity	NPC94368
0.8571	High Similarity	NPC80234
0.8571	High Similarity	NPC223249
0.8478	Intermediate Similarity	NPC326957
0.8409	Intermediate Similarity	NPC236579
0.8409	Intermediate Similarity	NPC203531
0.8372	Intermediate Similarity	NPC165533
0.8333	Intermediate Similarity	NPC54980
0.8333	Intermediate Similarity	NPC201622
0.8333	Intermediate Similarity	NPC305182
0.8333	Intermediate Similarity	NPC305660
0.8333	Intermediate Similarity	NPC22903
0.814	Intermediate Similarity	NPC31551
0.814	Intermediate Similarity	NPC219536
0.7959	Intermediate Similarity	NPC55678
0.7955	Intermediate Similarity	NPC161097
0.7955	Intermediate Similarity	NPC28598
0.7955	Intermediate Similarity	NPC12156
0.7917	Intermediate Similarity	NPC106872
0.7872	Intermediate Similarity	NPC282440
0.7857	Intermediate Similarity	NPC80641
0.7857	Intermediate Similarity	NPC154642
0.7857	Intermediate Similarity	NPC80396
0.7857	Intermediate Similarity	NPC321699
0.7826	Intermediate Similarity	NPC317128
0.78	Intermediate Similarity	NPC314084
0.78	Intermediate Similarity	NPC287811
0.7708	Intermediate Similarity	NPC328497
0.7708	Intermediate Similarity	NPC324004
0.7619	Intermediate Similarity	NPC196442
0.7619	Intermediate Similarity	NPC156630
0.7619	Intermediate Similarity	NPC301398
0.7619	Intermediate Similarity	NPC223374
0.7619	Intermediate Similarity	NPC86545
0.7551	Intermediate Similarity	NPC200618
0.7551	Intermediate Similarity	NPC131770
0.75	Intermediate Similarity	NPC12438
0.75	Intermediate Similarity	NPC30195
0.74	Intermediate Similarity	NPC26253
0.74	Intermediate Similarity	NPC304162
0.7381	Intermediate Similarity	NPC154396
0.7381	Intermediate Similarity	NPC286498
0.7358	Intermediate Similarity	NPC469937
0.7358	Intermediate Similarity	NPC23155
0.7358	Intermediate Similarity	NPC53463
0.7358	Intermediate Similarity	NPC320588
0.7333	Intermediate Similarity	NPC279026
0.7333	Intermediate Similarity	NPC14227
0.7333	Intermediate Similarity	NPC301585
0.7333	Intermediate Similarity	NPC81263
0.7333	Intermediate Similarity	NPC113928
0.7333	Intermediate Similarity	NPC301696
0.7333	Intermediate Similarity	NPC201844
0.7333	Intermediate Similarity	NPC154186
0.7333	Intermediate Similarity	NPC261080
0.7273	Intermediate Similarity	NPC128996
0.7255	Intermediate Similarity	NPC90904
0.7143	Intermediate Similarity	NPC322892
0.7143	Intermediate Similarity	NPC286695
0.7083	Intermediate Similarity	NPC74845
0.7059	Intermediate Similarity	NPC250919
0.7021	Intermediate Similarity	NPC196924
0.7021	Intermediate Similarity	NPC307783
0.7021	Intermediate Similarity	NPC171736
0.7021	Intermediate Similarity	NPC216630
0.7021	Intermediate Similarity	NPC209970
0.7021	Intermediate Similarity	NPC149184
0.7018	Intermediate Similarity	NPC17935
0.7	Intermediate Similarity	NPC469926
0.7	Intermediate Similarity	NPC157518
0.7	Intermediate Similarity	NPC249754
0.6981	Remote Similarity	NPC310746
0.6977	Remote Similarity	NPC57499
0.6957	Remote Similarity	NPC214610
0.6957	Remote Similarity	NPC294085
0.6957	Remote Similarity	NPC118968
0.6957	Remote Similarity	NPC183424
0.6939	Remote Similarity	NPC469781
0.6905	Remote Similarity	NPC40965
0.6905	Remote Similarity	NPC12904
0.6889	Remote Similarity	NPC14608
0.6875	Remote Similarity	NPC67462
0.6863	Remote Similarity	NPC216130
0.6833	Remote Similarity	NPC314103
0.6818	Remote Similarity	NPC289344
0.6818	Remote Similarity	NPC155872
0.68	Remote Similarity	NPC308301
0.6792	Remote Similarity	NPC100096
0.678	Remote Similarity	NPC306750
0.6774	Remote Similarity	NPC469925
0.6739	Remote Similarity	NPC268826
0.6735	Remote Similarity	NPC255837
0.6735	Remote Similarity	NPC19305
0.6735	Remote Similarity	NPC76051
0.6727	Remote Similarity	NPC319589
0.6724	Remote Similarity	NPC470363
0.6667	Remote Similarity	NPC155263
0.6667	Remote Similarity	NPC82315
0.6613	Remote Similarity	NPC315525
0.6613	Remote Similarity	NPC135043
0.661	Remote Similarity	NPC478126
0.6607	Remote Similarity	NPC128061
0.6607	Remote Similarity	NPC200845
0.6607	Remote Similarity	NPC28779
0.6607	Remote Similarity	NPC10316
0.6607	Remote Similarity	NPC223677
0.66	Remote Similarity	NPC8219
0.66	Remote Similarity	NPC55023
0.6562	Remote Similarity	NPC5714
0.6562	Remote Similarity	NPC144511
0.6562	Remote Similarity	NPC199557
0.6562	Remote Similarity	NPC296522
0.6545	Remote Similarity	NPC71761
0.6538	Remote Similarity	NPC13105
0.6531	Remote Similarity	NPC289686
0.6471	Remote Similarity	NPC166287
0.6471	Remote Similarity	NPC314679
0.6471	Remote Similarity	NPC172042
0.6462	Remote Similarity	NPC472955
0.6452	Remote Similarity	NPC295256
0.6441	Remote Similarity	NPC472019
0.6441	Remote Similarity	NPC226602
0.6441	Remote Similarity	NPC472020
0.6406	Remote Similarity	NPC119838
0.6393	Remote Similarity	NPC54925
0.6383	Remote Similarity	NPC316546
0.6364	Remote Similarity	NPC161366
0.6364	Remote Similarity	NPC470243
0.6364	Remote Similarity	NPC147054
0.6346	Remote Similarity	NPC21844
0.6333	Remote Similarity	NPC472021
0.6333	Remote Similarity	NPC229252
0.6333	Remote Similarity	NPC143857
0.6327	Remote Similarity	NPC103286
0.6327	Remote Similarity	NPC163746
0.6308	Remote Similarity	NPC28526
0.6304	Remote Similarity	NPC301919
0.6304	Remote Similarity	NPC134782
0.629	Remote Similarity	NPC68343
0.629	Remote Similarity	NPC328089
0.6279	Remote Similarity	NPC168982
0.6269	Remote Similarity	NPC473775
0.6269	Remote Similarity	NPC473699
0.6269	Remote Similarity	NPC474100
0.6269	Remote Similarity	NPC51249
0.6269	Remote Similarity	NPC475260
0.6269	Remote Similarity	NPC475232
0.6269	Remote Similarity	NPC474755
0.6269	Remote Similarity	NPC109510
0.625	Remote Similarity	NPC309606
0.625	Remote Similarity	NPC139545
0.625	Remote Similarity	NPC39633
0.625	Remote Similarity	NPC473784
0.623	Remote Similarity	NPC469922
0.623	Remote Similarity	NPC201939
0.6226	Remote Similarity	NPC477878
0.6226	Remote Similarity	NPC68577
0.6226	Remote Similarity	NPC324793
0.62	Remote Similarity	NPC71317
0.62	Remote Similarity	NPC129972
0.62	Remote Similarity	NPC301528
0.619	Remote Similarity	NPC234005
0.619	Remote Similarity	NPC326651
0.619	Remote Similarity	NPC325117
0.619	Remote Similarity	NPC322319
0.619	Remote Similarity	NPC215987
0.619	Remote Similarity	NPC306805
0.6182	Remote Similarity	NPC274261
0.6182	Remote Similarity	NPC291724
0.6176	Remote Similarity	NPC215030
0.6176	Remote Similarity	NPC469643
0.6176	Remote Similarity	NPC55508
0.6176	Remote Similarity	NPC469641
0.6176	Remote Similarity	NPC472966
0.6167	Remote Similarity	NPC475821
0.6154	Remote Similarity	NPC218477
0.6136	Remote Similarity	NPC261991
0.6136	Remote Similarity	NPC49151
0.6136	Remote Similarity	NPC262505
0.6136	Remote Similarity	NPC254713
0.6136	Remote Similarity	NPC179831
0.6129	Remote Similarity	NPC325773
0.6129	Remote Similarity	NPC235788
0.6119	Remote Similarity	NPC184550
0.6119	Remote Similarity	NPC129665
0.6119	Remote Similarity	NPC477641
0.6119	Remote Similarity	NPC185419
0.6119	Remote Similarity	NPC320865

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 NPC63182 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	1055
0.1-0.2	5120
0.2-0.3	1911
0.3-0.4	739
0.4-0.5	250
0.5-0.6	56
0.6-0.7	16
0.7-0.8	2
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8864	High Similarity	NPD2699	Approved
0.7917	Intermediate Similarity	NPD6125	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD3206	Approved
0.7358	Intermediate Similarity	NPD3728	Approved
0.7358	Intermediate Similarity	NPD3730	Approved
0.7333	Intermediate Similarity	NPD9448	Phase 2
0.7333	Intermediate Similarity	NPD633	Phase 3
0.7021	Intermediate Similarity	NPD2270	Approved
0.6957	Remote Similarity	NPD9655	Approved
0.6875	Remote Similarity	NPD387	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.66	Remote Similarity	NPD3199	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD9430	Approved
0.6471	Remote Similarity	NPD9431	Approved
0.6471	Remote Similarity	NPD634	Phase 3
0.6452	Remote Similarity	NPD9496	Clinical (unspecified phase)
0.6441	Remote Similarity	NPD3198	Approved
0.6406	Remote Similarity	NPD229	Approved
0.6226	Remote Similarity	NPD2266	Phase 2
0.6222	Remote Similarity	NPD900	Approved
0.617	Remote Similarity	NPD9449	Clinical (unspecified phase)
0.614	Remote Similarity	NPD615	Clinical (unspecified phase)
0.6119	Remote Similarity	NPD2256	Clinical (unspecified phase)
0.5965	Remote Similarity	NPD631	Approved
0.5965	Remote Similarity	NPD630	Approved
0.5957	Remote Similarity	NPD370	Phase 3
0.5926	Remote Similarity	NPD622	Approved
0.5909	Remote Similarity	NPD8278	Approved
0.5893	Remote Similarity	NPD29	Approved
0.5893	Remote Similarity	NPD28	Approved
0.5882	Remote Similarity	NPD5777	Approved
0.5821	Remote Similarity	NPD8277	Approved
0.5789	Remote Similarity	NPD3186	Phase 1
0.5781	Remote Similarity	NPD3197	Phase 1
0.5781	Remote Similarity	NPD7909	Approved
0.5745	Remote Similarity	NPD9447	Approved
0.5714	Remote Similarity	NPD8989	Approved
0.569	Remote Similarity	NPD3172	Approved
0.5682	Remote Similarity	NPD62	Approved
0.5667	Remote Similarity	NPD73	Approved
0.5616	Remote Similarity	NPD4802	Phase 2
0.5616	Remote Similarity	NPD4238	Approved
0.56	Remote Similarity	NPD9450	Approved
0.56	Remote Similarity	NPD77	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