NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	114.07
Volume:	124.64
LogP:	1.819
LogD:	0.919
LogS:	-0.735
# Rotatable Bonds:	3
TPSA:	37.3
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	0
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.563
Synthetic Accessibility Score:	2.618
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:	-4.614
MDCK Permeability:	9.292906179325655e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.001
30% Bioavailability (F30%):	0.008

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.844
Plasma Protein Binding (PPB):	38.104454040527344%
Volume Distribution (VD):	0.245
Pgp-substrate:	40.166927337646484%

ADMET: Metabolism

CYP1A2-inhibitor:	0.022
CYP1A2-substrate:	0.116
CYP2C19-inhibitor:	0.022
CYP2C19-substrate:	0.087
CYP2C9-inhibitor:	0.005
CYP2C9-substrate:	0.924
CYP2D6-inhibitor:	0.007
CYP2D6-substrate:	0.195
CYP3A4-inhibitor:	0.011
CYP3A4-substrate:	0.051

ADMET: Excretion

Clearance (CL):	9.438
Half-life (T1/2):	0.85

ADMET: Toxicity

hERG Blockers:	0.004
Human Hepatotoxicity (H-HT):	0.039
Drug-inuced Liver Injury (DILI):	0.025
AMES Toxicity:	0.01
Rat Oral Acute Toxicity:	0.029
Maximum Recommended Daily Dose:	0.017
Skin Sensitization:	0.339
Carcinogencity:	0.176
Eye Corrosion:	0.993
Eye Irritation:	0.995
Respiratory Toxicity:	0.134

Download Data

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

Natural Product: NPC221250

Natural Product ID:	NPC221250
*Common Name:**	(2E)-Hexenoic Acid
IUPAC Name:	(E)-hex-2-enoic acid
Synonyms:
Standard InCHIKey:	NIONDZDPPYHYKY-SNAWJCMRSA-N
Standard InCHI:	InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h4-5H,2-3H2,1H3,(H,7,8)/b5-4+
SMILES:	CCC/C=C/C(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2252747
PubChem CID:	5282707
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0000262] Fatty acids and conjugates [CHEMONTID:0003086] Medium-chain fatty acids

*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.	fruit	n.a.	PMID[11312782]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	leaf	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]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	n.a.	fruit	n.a.	PMID[22396124]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23501116]
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	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]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	Leaf	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	Plant	n.a.	n.a.	Database[FooDB]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10449	Arctium lappa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17024	Vitis vinifera	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10449	Arctium lappa	Species	Asteraceae	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
MIC	1
Others	3

Activity Type	# Activity
Individual Protein	2
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	14.42	%	PMID[480785]
NPT774	Organism	Zygosaccharomyces bailii	Zygosaccharomyces bailii	MIC	=	1600.0	ug.mL-1	PMID[480784]
NPT774	Organism	Zygosaccharomyces bailii	Zygosaccharomyces bailii	MFC	=	800.0	ug ml-1	PMID[480784]
NPT67	Individual Protein	Cholinesterase	Equus caballus	Inhibition	=	5.91	%	PMID[480785]

☑ 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 NPC221250 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	226
0.1-0.2	10542
0.2-0.3	22240
0.3-0.4	6832
0.4-0.5	2041
0.5-0.6	602
0.6-0.7	163
0.7-0.8	35
0.8-0.85	5
0.85-0.9	8
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9737	High Similarity	NPC8270
0.8421	Intermediate Similarity	NPC297363
0.8421	Intermediate Similarity	NPC60675
0.8372	Intermediate Similarity	NPC304079
0.8372	Intermediate Similarity	NPC6963
0.825	Intermediate Similarity	NPC63598
0.8	Intermediate Similarity	NPC308331
0.7872	Intermediate Similarity	NPC221467
0.775	Intermediate Similarity	NPC308418
0.7708	Intermediate Similarity	NPC43053
0.7692	Intermediate Similarity	NPC98098
0.7692	Intermediate Similarity	NPC224651
0.7609	Intermediate Similarity	NPC87137
0.76	Intermediate Similarity	NPC474127
0.7561	Intermediate Similarity	NPC107877
0.75	Intermediate Similarity	NPC102879
0.7308	Intermediate Similarity	NPC324224
0.7308	Intermediate Similarity	NPC472808
0.7209	Intermediate Similarity	NPC298413
0.717	Intermediate Similarity	NPC294938
0.717	Intermediate Similarity	NPC129150
0.7143	Intermediate Similarity	NPC275316
0.7111	Intermediate Similarity	NPC57923
0.7111	Intermediate Similarity	NPC41409
0.7073	Intermediate Similarity	NPC58957
0.7037	Intermediate Similarity	NPC223679
0.7037	Intermediate Similarity	NPC254095
0.7037	Intermediate Similarity	NPC474084
0.7021	Intermediate Similarity	NPC270706
0.6957	Remote Similarity	NPC270796
0.6939	Remote Similarity	NPC137419
0.6939	Remote Similarity	NPC122212
0.6909	Remote Similarity	NPC302564
0.6909	Remote Similarity	NPC97570
0.6909	Remote Similarity	NPC82465
0.6905	Remote Similarity	NPC75204
0.6875	Remote Similarity	NPC128280
0.6852	Remote Similarity	NPC283502
0.6852	Remote Similarity	NPC249850
0.6852	Remote Similarity	NPC135863
0.6852	Remote Similarity	NPC293437
0.6842	Remote Similarity	NPC20903
0.6829	Remote Similarity	NPC250734
0.68	Remote Similarity	NPC15789
0.68	Remote Similarity	NPC236338
0.6744	Remote Similarity	NPC279300
0.6727	Remote Similarity	NPC21946
0.6727	Remote Similarity	NPC34416
0.6727	Remote Similarity	NPC471619
0.6727	Remote Similarity	NPC189700
0.6667	Remote Similarity	NPC72258
0.6667	Remote Similarity	NPC26810
0.6667	Remote Similarity	NPC323552
0.6667	Remote Similarity	NPC297608
0.6667	Remote Similarity	NPC117572
0.6607	Remote Similarity	NPC86789
0.6604	Remote Similarity	NPC159535
0.6604	Remote Similarity	NPC151761
0.6604	Remote Similarity	NPC322461
0.6604	Remote Similarity	NPC218486
0.6591	Remote Similarity	NPC226511
0.6552	Remote Similarity	NPC473737
0.6552	Remote Similarity	NPC77891
0.6491	Remote Similarity	NPC130953
0.6481	Remote Similarity	NPC317899
0.6444	Remote Similarity	NPC15934
0.6444	Remote Similarity	NPC33761
0.6444	Remote Similarity	NPC217923
0.6441	Remote Similarity	NPC470808
0.6429	Remote Similarity	NPC217161
0.6415	Remote Similarity	NPC477780
0.6415	Remote Similarity	NPC477781
0.64	Remote Similarity	NPC128520
0.64	Remote Similarity	NPC91495
0.6379	Remote Similarity	NPC326645
0.6379	Remote Similarity	NPC263732
0.6379	Remote Similarity	NPC317025
0.6379	Remote Similarity	NPC329416
0.6379	Remote Similarity	NPC317177
0.6364	Remote Similarity	NPC8416
0.6364	Remote Similarity	NPC230296
0.6364	Remote Similarity	NPC245002
0.6364	Remote Similarity	NPC325977
0.6364	Remote Similarity	NPC86948
0.6364	Remote Similarity	NPC51846
0.6346	Remote Similarity	NPC15129
0.6333	Remote Similarity	NPC19769
0.6333	Remote Similarity	NPC273600
0.6333	Remote Similarity	NPC96414
0.6327	Remote Similarity	NPC26600
0.6327	Remote Similarity	NPC474202
0.6327	Remote Similarity	NPC47946
0.6327	Remote Similarity	NPC474362
0.6304	Remote Similarity	NPC281043
0.6304	Remote Similarity	NPC323278
0.6304	Remote Similarity	NPC111474
0.6304	Remote Similarity	NPC250954
0.6304	Remote Similarity	NPC123357
0.6296	Remote Similarity	NPC478120
0.6279	Remote Similarity	NPC269641
0.6275	Remote Similarity	NPC149821
0.6275	Remote Similarity	NPC5413
0.6275	Remote Similarity	NPC313553
0.6275	Remote Similarity	NPC234084
0.6271	Remote Similarity	NPC68110
0.625	Remote Similarity	NPC212730
0.625	Remote Similarity	NPC71755
0.625	Remote Similarity	NPC265551
0.625	Remote Similarity	NPC472445
0.625	Remote Similarity	NPC44542
0.623	Remote Similarity	NPC255781
0.623	Remote Similarity	NPC201356
0.623	Remote Similarity	NPC146811
0.6226	Remote Similarity	NPC191643
0.6207	Remote Similarity	NPC305973
0.6207	Remote Similarity	NPC98519
0.62	Remote Similarity	NPC197467
0.62	Remote Similarity	NPC42304
0.62	Remote Similarity	NPC477776
0.619	Remote Similarity	NPC304788
0.619	Remote Similarity	NPC266979
0.6182	Remote Similarity	NPC478117
0.6182	Remote Similarity	NPC470963
0.6182	Remote Similarity	NPC146551
0.6182	Remote Similarity	NPC471239
0.6182	Remote Similarity	NPC152668
0.6182	Remote Similarity	NPC474513
0.617	Remote Similarity	NPC33489
0.6154	Remote Similarity	NPC59051
0.6129	Remote Similarity	NPC122627
0.6129	Remote Similarity	NPC254886
0.6087	Remote Similarity	NPC182840
0.6087	Remote Similarity	NPC147824
0.6087	Remote Similarity	NPC29091
0.6087	Remote Similarity	NPC103213
0.6087	Remote Similarity	NPC255042
0.6078	Remote Similarity	NPC207292
0.6071	Remote Similarity	NPC311648
0.6071	Remote Similarity	NPC150717
0.6071	Remote Similarity	NPC470964
0.6066	Remote Similarity	NPC471565
0.6066	Remote Similarity	NPC471566
0.6047	Remote Similarity	NPC12889
0.6042	Remote Similarity	NPC287397
0.6042	Remote Similarity	NPC67920
0.6042	Remote Similarity	NPC187922
0.6042	Remote Similarity	NPC208936
0.6042	Remote Similarity	NPC304151
0.6042	Remote Similarity	NPC298710
0.6042	Remote Similarity	NPC206906
0.6038	Remote Similarity	NPC28205
0.6038	Remote Similarity	NPC48162
0.6038	Remote Similarity	NPC178586
0.6034	Remote Similarity	NPC322186
0.6034	Remote Similarity	NPC322002
0.6034	Remote Similarity	NPC318306
0.6034	Remote Similarity	NPC159650
0.6034	Remote Similarity	NPC329550
0.6034	Remote Similarity	NPC22897
0.6034	Remote Similarity	NPC274927
0.6034	Remote Similarity	NPC106851
0.6032	Remote Similarity	NPC63873
0.6	Remote Similarity	NPC254764
0.6	Remote Similarity	NPC2328
0.6	Remote Similarity	NPC154626
0.6	Remote Similarity	NPC189677
0.6	Remote Similarity	NPC135537
0.6	Remote Similarity	NPC475073
0.6	Remote Similarity	NPC24833
0.5968	Remote Similarity	NPC81907
0.5968	Remote Similarity	NPC276299
0.5968	Remote Similarity	NPC166791
0.5968	Remote Similarity	NPC475675
0.5968	Remote Similarity	NPC308294
0.5968	Remote Similarity	NPC322035
0.5968	Remote Similarity	NPC142423
0.5968	Remote Similarity	NPC100719
0.5968	Remote Similarity	NPC475555
0.5965	Remote Similarity	NPC48968
0.5965	Remote Similarity	NPC594
0.5965	Remote Similarity	NPC245650
0.5965	Remote Similarity	NPC268185
0.5962	Remote Similarity	NPC135698
0.5962	Remote Similarity	NPC267110
0.5962	Remote Similarity	NPC15912
0.5962	Remote Similarity	NPC126184
0.5962	Remote Similarity	NPC477778
0.5957	Remote Similarity	NPC12319
0.5957	Remote Similarity	NPC101147
0.5957	Remote Similarity	NPC18205
0.5957	Remote Similarity	NPC113082
0.5957	Remote Similarity	NPC56917
0.5938	Remote Similarity	NPC151481
0.5938	Remote Similarity	NPC143396
0.5938	Remote Similarity	NPC475982
0.5932	Remote Similarity	NPC235242
0.5932	Remote Similarity	NPC122521
0.5932	Remote Similarity	NPC26223
0.5932	Remote Similarity	NPC174447
0.5932	Remote Similarity	NPC309408

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 NPC221250 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	197
0.1-0.2	5514
0.2-0.3	2905
0.3-0.4	433
0.4-0.5	64
0.5-0.6	23
0.6-0.7	11
0.7-0.8	2
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8043	Intermediate Similarity	NPD4220	Pre-registration
0.7692	Intermediate Similarity	NPD8573	Approved
0.6957	Remote Similarity	NPD5326	Phase 3
0.6957	Remote Similarity	NPD9411	Phase 1
0.6842	Remote Similarity	NPD8187	Phase 3
0.6744	Remote Similarity	NPD9115	Approved
0.6667	Remote Similarity	NPD39	Approved
0.6667	Remote Similarity	NPD4222	Approved
0.6379	Remote Similarity	NPD4193	Approved
0.6379	Remote Similarity	NPD4192	Approved
0.6379	Remote Similarity	NPD4194	Approved
0.6379	Remote Similarity	NPD4191	Approved
0.6275	Remote Similarity	NPD3173	Approved
0.6122	Remote Similarity	NPD6097	Approved
0.6122	Remote Similarity	NPD6096	Approved
0.6	Remote Similarity	NPD3174	Discontinued
0.5932	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.5818	Remote Similarity	NPD3172	Approved
0.5769	Remote Similarity	NPD5343	Approved
0.5741	Remote Similarity	NPD6927	Phase 3
0.5714	Remote Similarity	NPD3196	Approved
0.5714	Remote Similarity	NPD3195	Phase 2
0.5714	Remote Similarity	NPD3194	Approved
0.5714	Remote Similarity	NPD9114	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD4266	Approved
0.5686	Remote Similarity	NPD4265	Approved
0.5686	Remote Similarity	NPD9090	Phase 3

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