NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	112.05
Volume:	116.083
LogP:	1.386
LogD:	0.872
LogS:	-0.783
# Rotatable Bonds:	0
TPSA:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.343
Synthetic Accessibility Score:	3.826
Fsp3:	0.5
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.362
MDCK Permeability:	3.0558814614778385e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.005
30% Bioavailability (F30%):	0.919

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.992
Plasma Protein Binding (PPB):	23.984180450439453%
Volume Distribution (VD):	0.919
Pgp-substrate:	70.64751434326172%

ADMET: Metabolism

CYP1A2-inhibitor:	0.254
CYP1A2-substrate:	0.128
CYP2C19-inhibitor:	0.046
CYP2C19-substrate:	0.428
CYP2C9-inhibitor:	0.01
CYP2C9-substrate:	0.524
CYP2D6-inhibitor:	0.01
CYP2D6-substrate:	0.368
CYP3A4-inhibitor:	0.034
CYP3A4-substrate:	0.243

ADMET: Excretion

Clearance (CL):	13.087
Half-life (T1/2):	0.821

ADMET: Toxicity

hERG Blockers:	0.007
Human Hepatotoxicity (H-HT):	0.136
Drug-inuced Liver Injury (DILI):	0.364
AMES Toxicity:	0.898
Rat Oral Acute Toxicity:	0.112
Maximum Recommended Daily Dose:	0.044
Skin Sensitization:	0.698
Carcinogencity:	0.914
Eye Corrosion:	0.994
Eye Irritation:	0.99
Respiratory Toxicity:	0.145

Download Data

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

Natural Product: NPC275316

Natural Product ID:	NPC275316
*Common Name:**	(+)-(6S)-Parasorbic Acid
IUPAC Name:	(2S)-2-methyl-2,3-dihydropyran-6-one
Synonyms:
Standard InCHIKey:	DYNKRGCMLGUEMN-YFKPBYRVSA-N
Standard InCHI:	InChI=1S/C6H8O2/c1-5-3-2-4-6(7)8-5/h2,4-5H,3H2,1H3/t5-/m0/s1
SMILES:	C[C@H]1CC=CC(=O)O1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2252704
PubChem CID:	441575
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000086] Pyrans [CHEMONTID:0000481] Pyranones and derivatives [CHEMONTID:0001211] Dihydropyranones

*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]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[18177011]
NPO30240	Bergenia ligulata	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18622126]
NPO13029	Sorbus aucuparia	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18635332]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19271742]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20590154]
NPO14376	Stephania cephalantha	Species	Menispermaceae	Eukaryota	n.a.	stem	n.a.	PMID[21214233]
NPO14376	Stephania cephalantha	Species	Menispermaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21214233]
NPO30240	Bergenia ligulata	Species	Saxifragaceae	Eukaryota	volatile oil	n.a.	n.a.	PMID[21639116]
NPO9498	Papaver somniferum	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]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[8064299]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8064299]
NPO13029	Sorbus aucuparia	Species	Rosaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	Latex Exudate	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Rhizome	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO19669	Papaver album	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13029	Sorbus aucuparia	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27640	Sorbus tianschanica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO14376	Stephania cephalantha	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19669	Papaver album	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7282	Rauvolfia serpentina	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13029	Sorbus aucuparia	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27640	Sorbus tianschanica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO13029	Sorbus aucuparia	Species	Rosaceae	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]
NPO27640	Sorbus tianschanica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19669	Papaver album	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7282	Rauvolfia serpentina	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20553	Zingiber officinale	Species	Zingiberaceae	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]
NPO7282	Rauvolfia serpentina	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13029	Sorbus aucuparia	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27640	Sorbus tianschanica	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
LD50	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1077	Organism	Drosophila melanogaster	Drosophila melanogaster	LD50	=	1.44	ug	PMID[533712]

☑ 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 NPC275316 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	179
0.1-0.2	6551
0.2-0.3	20976
0.3-0.4	10111
0.4-0.5	3557
0.5-0.6	1057
0.6-0.7	195
0.7-0.8	62
0.8-0.85	8
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8364	Intermediate Similarity	NPC159650
0.8364	Intermediate Similarity	NPC302564
0.8364	Intermediate Similarity	NPC22897
0.8214	Intermediate Similarity	NPC26223
0.8085	Intermediate Similarity	NPC57923
0.8039	Intermediate Similarity	NPC15789
0.7797	Intermediate Similarity	NPC25747
0.7797	Intermediate Similarity	NPC148233
0.7797	Intermediate Similarity	NPC308457
0.7778	Intermediate Similarity	NPC159535
0.7778	Intermediate Similarity	NPC151761
0.7692	Intermediate Similarity	NPC236338
0.7667	Intermediate Similarity	NPC273600
0.7667	Intermediate Similarity	NPC96414
0.7541	Intermediate Similarity	NPC124586
0.7541	Intermediate Similarity	NPC201356
0.7541	Intermediate Similarity	NPC475555
0.7541	Intermediate Similarity	NPC475675
0.75	Intermediate Similarity	NPC234084
0.75	Intermediate Similarity	NPC245002
0.75	Intermediate Similarity	NPC86948
0.75	Intermediate Similarity	NPC150717
0.7414	Intermediate Similarity	NPC97570
0.7407	Intermediate Similarity	NPC191643
0.7333	Intermediate Similarity	NPC210303
0.7333	Intermediate Similarity	NPC44343
0.7333	Intermediate Similarity	NPC179087
0.7333	Intermediate Similarity	NPC473737
0.7302	Intermediate Similarity	NPC475760
0.7292	Intermediate Similarity	NPC281043
0.7288	Intermediate Similarity	NPC309408
0.7255	Intermediate Similarity	NPC26600
0.7255	Intermediate Similarity	NPC47946
0.7255	Intermediate Similarity	NPC270706
0.7234	Intermediate Similarity	NPC226511
0.7213	Intermediate Similarity	NPC470808
0.7193	Intermediate Similarity	NPC221763
0.7193	Intermediate Similarity	NPC230296
0.7188	Intermediate Similarity	NPC151481
0.7167	Intermediate Similarity	NPC15193
0.7167	Intermediate Similarity	NPC151648
0.7167	Intermediate Similarity	NPC26810
0.7143	Intermediate Similarity	NPC221250
0.7119	Intermediate Similarity	NPC286189
0.7115	Intermediate Similarity	NPC128280
0.7115	Intermediate Similarity	NPC197467
0.7097	Intermediate Similarity	NPC19769
0.7097	Intermediate Similarity	NPC182794
0.7083	Intermediate Similarity	NPC147824
0.7069	Intermediate Similarity	NPC294938
0.7069	Intermediate Similarity	NPC129150
0.7049	Intermediate Similarity	NPC474774
0.7049	Intermediate Similarity	NPC2328
0.7031	Intermediate Similarity	NPC477117
0.7018	Intermediate Similarity	NPC474913
0.7018	Intermediate Similarity	NPC173157
0.7	Intermediate Similarity	NPC130953
0.7	Intermediate Similarity	NPC79756
0.7	Intermediate Similarity	NPC41409
0.6984	Remote Similarity	NPC146811
0.6984	Remote Similarity	NPC276299
0.697	Remote Similarity	NPC475762
0.6949	Remote Similarity	NPC474084
0.6949	Remote Similarity	NPC478096
0.6949	Remote Similarity	NPC223679
0.6949	Remote Similarity	NPC254095
0.6939	Remote Similarity	NPC297608
0.6939	Remote Similarity	NPC123357
0.6939	Remote Similarity	NPC8270
0.6897	Remote Similarity	NPC51846
0.6875	Remote Similarity	NPC225272
0.6875	Remote Similarity	NPC122627
0.6875	Remote Similarity	NPC203335
0.6866	Remote Similarity	NPC185186
0.6866	Remote Similarity	NPC327383
0.6852	Remote Similarity	NPC135698
0.6842	Remote Similarity	NPC218486
0.6842	Remote Similarity	NPC478120
0.6833	Remote Similarity	NPC478095
0.6833	Remote Similarity	NPC133600
0.6833	Remote Similarity	NPC82465
0.6825	Remote Similarity	NPC476589
0.6818	Remote Similarity	NPC59558
0.6818	Remote Similarity	NPC202011
0.6809	Remote Similarity	NPC65353
0.6786	Remote Similarity	NPC106531
0.678	Remote Similarity	NPC135863
0.678	Remote Similarity	NPC471277
0.678	Remote Similarity	NPC471279
0.678	Remote Similarity	NPC212730
0.678	Remote Similarity	NPC265551
0.678	Remote Similarity	NPC293437
0.678	Remote Similarity	NPC249850
0.6769	Remote Similarity	NPC63873
0.6739	Remote Similarity	NPC63354
0.6724	Remote Similarity	NPC478117
0.6721	Remote Similarity	NPC98519
0.6719	Remote Similarity	NPC248125
0.6719	Remote Similarity	NPC37382
0.6667	Remote Similarity	NPC187922
0.6667	Remote Similarity	NPC477780
0.6667	Remote Similarity	NPC477781
0.6667	Remote Similarity	NPC128520
0.6667	Remote Similarity	NPC21946
0.6667	Remote Similarity	NPC327041
0.6667	Remote Similarity	NPC477456
0.6667	Remote Similarity	NPC189700
0.6667	Remote Similarity	NPC475982
0.6667	Remote Similarity	NPC285840
0.6667	Remote Similarity	NPC477457
0.661	Remote Similarity	NPC472808
0.661	Remote Similarity	NPC324224
0.66	Remote Similarity	NPC250954
0.6567	Remote Similarity	NPC476012
0.6567	Remote Similarity	NPC476037
0.6562	Remote Similarity	NPC471566
0.6562	Remote Similarity	NPC282760
0.6562	Remote Similarity	NPC133904
0.6562	Remote Similarity	NPC470123
0.6562	Remote Similarity	NPC471565
0.6562	Remote Similarity	NPC131174
0.6557	Remote Similarity	NPC474267
0.6557	Remote Similarity	NPC222852
0.6552	Remote Similarity	NPC269615
0.6545	Remote Similarity	NPC15912
0.6515	Remote Similarity	NPC470256
0.6515	Remote Similarity	NPC474823
0.6515	Remote Similarity	NPC238223
0.6515	Remote Similarity	NPC218477
0.6508	Remote Similarity	NPC474658
0.6508	Remote Similarity	NPC474723
0.6508	Remote Similarity	NPC217940
0.6508	Remote Similarity	NPC474729
0.6479	Remote Similarity	NPC475711
0.6479	Remote Similarity	NPC474026
0.6471	Remote Similarity	NPC293114
0.6471	Remote Similarity	NPC316185
0.6462	Remote Similarity	NPC470033
0.6458	Remote Similarity	NPC75204
0.6452	Remote Similarity	NPC429928
0.6452	Remote Similarity	NPC471278
0.6452	Remote Similarity	NPC19241
0.6441	Remote Similarity	NPC25038
0.6429	Remote Similarity	NPC27264
0.6418	Remote Similarity	NPC475004
0.6418	Remote Similarity	NPC88877
0.6418	Remote Similarity	NPC476591
0.6415	Remote Similarity	NPC12907
0.64	Remote Similarity	NPC298413
0.6389	Remote Similarity	NPC248775
0.6379	Remote Similarity	NPC327103
0.6377	Remote Similarity	NPC329914
0.6377	Remote Similarity	NPC284006
0.6377	Remote Similarity	NPC329890
0.6364	Remote Similarity	NPC132286
0.6364	Remote Similarity	NPC90490
0.6364	Remote Similarity	NPC194871
0.6349	Remote Similarity	NPC55376
0.6349	Remote Similarity	NPC263732
0.6327	Remote Similarity	NPC279300
0.6324	Remote Similarity	NPC469660
0.6316	Remote Similarity	NPC148056
0.6308	Remote Similarity	NPC478099
0.6308	Remote Similarity	NPC478098
0.6308	Remote Similarity	NPC471556
0.6301	Remote Similarity	NPC470149
0.6301	Remote Similarity	NPC470148
0.6301	Remote Similarity	NPC473947
0.6301	Remote Similarity	NPC180725
0.6301	Remote Similarity	NPC139712
0.6296	Remote Similarity	NPC158853
0.6286	Remote Similarity	NPC107654
0.6286	Remote Similarity	NPC315843
0.6269	Remote Similarity	NPC280374
0.625	Remote Similarity	NPC82446
0.625	Remote Similarity	NPC72258
0.625	Remote Similarity	NPC126184
0.625	Remote Similarity	NPC122676
0.625	Remote Similarity	NPC68110
0.625	Remote Similarity	NPC475073
0.6232	Remote Similarity	NPC133098
0.6232	Remote Similarity	NPC178575
0.623	Remote Similarity	NPC472445
0.623	Remote Similarity	NPC44542
0.6216	Remote Similarity	NPC133226
0.6216	Remote Similarity	NPC470147
0.6212	Remote Similarity	NPC284447
0.6212	Remote Similarity	NPC469446
0.6212	Remote Similarity	NPC478101
0.6207	Remote Similarity	NPC151919
0.6197	Remote Similarity	NPC260396
0.6164	Remote Similarity	NPC28049
0.6154	Remote Similarity	NPC471611
0.6143	Remote Similarity	NPC222244
0.6143	Remote Similarity	NPC474705
0.6143	Remote Similarity	NPC16349
0.614	Remote Similarity	NPC221467
0.6133	Remote Similarity	NPC297440
0.6129	Remote Similarity	NPC187770
0.6119	Remote Similarity	NPC478100

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 NPC275316 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	173
0.1-0.2	4616
0.2-0.3	3524
0.3-0.4	694
0.4-0.5	110
0.5-0.6	26
0.6-0.7	7
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7021	Intermediate Similarity	NPD9115	Approved
0.6667	Remote Similarity	NPD9297	Discontinued
0.6667	Remote Similarity	NPD9091	Suspended
0.6607	Remote Similarity	NPD6927	Phase 3
0.6415	Remote Similarity	NPD6096	Approved
0.6415	Remote Similarity	NPD6097	Approved
0.6308	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.6296	Remote Similarity	NPD9090	Phase 3
0.6129	Remote Similarity	NPD69	Approved
0.6129	Remote Similarity	NPD9119	Approved
0.6094	Remote Similarity	NPD9418	Clinical (unspecified phase)
0.6071	Remote Similarity	NPD5343	Approved
0.5968	Remote Similarity	NPD9118	Approved
0.5965	Remote Similarity	NPD4220	Pre-registration
0.5909	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD6109	Phase 1
0.5625	Remote Similarity	NPD585	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