NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	578.53
Volume:	675.759
LogP:	10.948
LogD:	4.589
LogS:	-3.786
# Rotatable Bonds:	34
TPSA:	66.76
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	0
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.046
Synthetic Accessibility Score:	2.708
Fsp3:	0.865
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.242
MDCK Permeability:	1.0131736416951753e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.098
30% Bioavailability (F30%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001
Plasma Protein Binding (PPB):	98.2768325805664%
Volume Distribution (VD):	1.986
Pgp-substrate:	0.8725018501281738%

ADMET: Metabolism

CYP1A2-inhibitor:	0.039
CYP1A2-substrate:	0.141
CYP2C19-inhibitor:	0.127
CYP2C19-substrate:	0.035
CYP2C9-inhibitor:	0.048
CYP2C9-substrate:	0.997
CYP2D6-inhibitor:	0.602
CYP2D6-substrate:	0.076
CYP3A4-inhibitor:	0.279
CYP3A4-substrate:	0.028

ADMET: Excretion

Clearance (CL):	3.724
Half-life (T1/2):	0.123

ADMET: Toxicity

hERG Blockers:	0.846
Human Hepatotoxicity (H-HT):	0.017
Drug-inuced Liver Injury (DILI):	0.254
AMES Toxicity:	0.006
Rat Oral Acute Toxicity:	0.003
Maximum Recommended Daily Dose:	0.006
Skin Sensitization:	0.978
Carcinogencity:	0.025
Eye Corrosion:	0.01
Eye Irritation:	0.477
Respiratory Toxicity:	0.721

Download Data

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

Natural Product: NPC476660

Natural Product ID:	NPC476660
*Common Name:**	1,3-dihydroxypropan-2-yl (23E,25E)-tetratriaconta-23,25-dienoate
IUPAC Name:	1,3-dihydroxypropan-2-yl (23E,25E)-tetratriaconta-23,25-dienoate
Synonyms:
Standard InCHIKey:	WQBCRIDKAGGQMZ-HULFFUFUSA-N
Standard InCHI:	InChI=1S/C37H70O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-37(40)41-36(34-38)35-39/h9-12,36,38-39H,2-8,13-35H2,1H3/b10-9+,12-11+
SMILES:	CCCCCCCC/C=C/C=C/CCCCCCCCCCCCCCCCCCCCCC(=O)OC(CO)CO
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	76320327
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000175] Glycerolipids [CHEMONTID:0003808] Monoradylglycerols [CHEMONTID:0001133] Monoacylglycerols [CHEMONTID:0001603] 2-monoacylglycerols

*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
NPO33615	Aspergillus sp. MF-93	Species	Aspergillaceae	Eukaryota	n.a.	Quan-Zhou Gulf, Fujian Province, China	2002	PMID[18823067]

☑ 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

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT786	Organism	Tobacco mosaic virus	Tobacco mosaic virus	Inhibition	=	16.3	%	PMID[18823067]

☑ 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 NPC476660 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	175
0.1-0.2	1604
0.2-0.3	6658
0.3-0.4	17644
0.4-0.5	9699
0.5-0.6	5524
0.6-0.7	1115
0.7-0.8	234
0.8-0.85	15
0.85-0.9	6
0.9-0.95	7
0.95-1	16

Similarity Score	Similarity Level	Natural Product ID
0.9846	High Similarity	NPC473772
0.9692	High Similarity	NPC324981
0.9692	High Similarity	NPC48218
0.9692	High Similarity	NPC473559
0.9692	High Similarity	NPC141481
0.9538	High Similarity	NPC473829
0.9538	High Similarity	NPC475443
0.9538	High Similarity	NPC148192
0.9538	High Similarity	NPC104537
0.9538	High Similarity	NPC271921
0.9538	High Similarity	NPC22101
0.9538	High Similarity	NPC330426
0.9538	High Similarity	NPC127091
0.9385	High Similarity	NPC476659
0.9385	High Similarity	NPC476656
0.9275	High Similarity	NPC474321
0.9231	High Similarity	NPC476657
0.9231	High Similarity	NPC476654
0.9231	High Similarity	NPC476655
0.9077	High Similarity	NPC476658
0.8923	High Similarity	NPC54925
0.8841	High Similarity	NPC42526
0.8615	High Similarity	NPC81896
0.8615	High Similarity	NPC321919
0.8485	Intermediate Similarity	NPC321838
0.8485	Intermediate Similarity	NPC201939
0.8406	Intermediate Similarity	NPC99619
0.8406	Intermediate Similarity	NPC26500
0.8382	Intermediate Similarity	NPC136164
0.8382	Intermediate Similarity	NPC245947
0.8382	Intermediate Similarity	NPC318420
0.8382	Intermediate Similarity	NPC326268
0.8382	Intermediate Similarity	NPC255863
0.8333	Intermediate Similarity	NPC243532
0.8286	Intermediate Similarity	NPC273508
0.8286	Intermediate Similarity	NPC209327
0.8235	Intermediate Similarity	NPC328089
0.8235	Intermediate Similarity	NPC68343
0.8182	Intermediate Similarity	NPC21693
0.8182	Intermediate Similarity	NPC236649
0.8158	Intermediate Similarity	NPC263574
0.8158	Intermediate Similarity	NPC469747
0.8116	Intermediate Similarity	NPC296436
0.8116	Intermediate Similarity	NPC176215
0.8082	Intermediate Similarity	NPC325627
0.8026	Intermediate Similarity	NPC11796
0.8026	Intermediate Similarity	NPC218817
0.8	Intermediate Similarity	NPC83965
0.8	Intermediate Similarity	NPC49392
0.8	Intermediate Similarity	NPC18951
0.8	Intermediate Similarity	NPC190400
0.7975	Intermediate Similarity	NPC156089
0.7975	Intermediate Similarity	NPC38295
0.7975	Intermediate Similarity	NPC473500
0.7975	Intermediate Similarity	NPC470313
0.7945	Intermediate Similarity	NPC320119
0.7941	Intermediate Similarity	NPC320305
0.7941	Intermediate Similarity	NPC328776
0.7917	Intermediate Similarity	NPC143396
0.7887	Intermediate Similarity	NPC473357
0.7887	Intermediate Similarity	NPC25298
0.7887	Intermediate Similarity	NPC193029
0.7879	Intermediate Similarity	NPC323436
0.7846	Intermediate Similarity	NPC10316
0.7846	Intermediate Similarity	NPC28779
0.7846	Intermediate Similarity	NPC228473
0.7846	Intermediate Similarity	NPC200845
0.7846	Intermediate Similarity	NPC128061
0.7846	Intermediate Similarity	NPC223677
0.7838	Intermediate Similarity	NPC470435
0.7838	Intermediate Similarity	NPC326024
0.7794	Intermediate Similarity	NPC328311
0.7794	Intermediate Similarity	NPC327112
0.775	Intermediate Similarity	NPC253801
0.7738	Intermediate Similarity	NPC313670
0.7733	Intermediate Similarity	NPC227396
0.7727	Intermediate Similarity	NPC477201
0.7714	Intermediate Similarity	NPC470320
0.7692	Intermediate Similarity	NPC320588
0.7692	Intermediate Similarity	NPC53463
0.7692	Intermediate Similarity	NPC290563
0.7692	Intermediate Similarity	NPC469937
0.7692	Intermediate Similarity	NPC424
0.7692	Intermediate Similarity	NPC281972
0.7692	Intermediate Similarity	NPC88966
0.7692	Intermediate Similarity	NPC154245
0.7692	Intermediate Similarity	NPC6095
0.7692	Intermediate Similarity	NPC87564
0.7692	Intermediate Similarity	NPC32467
0.7692	Intermediate Similarity	NPC23155
0.7692	Intermediate Similarity	NPC25417
0.7692	Intermediate Similarity	NPC85813
0.7692	Intermediate Similarity	NPC261831
0.7681	Intermediate Similarity	NPC40082
0.7671	Intermediate Similarity	NPC130618
0.7671	Intermediate Similarity	NPC317583
0.7671	Intermediate Similarity	NPC470436
0.7662	Intermediate Similarity	NPC110813
0.7654	Intermediate Similarity	NPC163093
0.7639	Intermediate Similarity	NPC478100
0.7625	Intermediate Similarity	NPC131002
0.7625	Intermediate Similarity	NPC473780
0.7625	Intermediate Similarity	NPC473712
0.7625	Intermediate Similarity	NPC473529
0.7625	Intermediate Similarity	NPC329829
0.7625	Intermediate Similarity	NPC73310
0.7625	Intermediate Similarity	NPC65930
0.7625	Intermediate Similarity	NPC475159
0.7625	Intermediate Similarity	NPC94875
0.7625	Intermediate Similarity	NPC11332
0.7625	Intermediate Similarity	NPC180363
0.7625	Intermediate Similarity	NPC145914
0.7612	Intermediate Similarity	NPC225929
0.7595	Intermediate Similarity	NPC103634
0.7595	Intermediate Similarity	NPC200446
0.7576	Intermediate Similarity	NPC52264
0.7564	Intermediate Similarity	NPC133377
0.7561	Intermediate Similarity	NPC477013
0.7561	Intermediate Similarity	NPC477014
0.7561	Intermediate Similarity	NPC475206
0.7561	Intermediate Similarity	NPC322529
0.7561	Intermediate Similarity	NPC471567
0.7561	Intermediate Similarity	NPC120398
0.7558	Intermediate Similarity	NPC478036
0.7558	Intermediate Similarity	NPC478037
0.7538	Intermediate Similarity	NPC321062
0.7538	Intermediate Similarity	NPC1813
0.7538	Intermediate Similarity	NPC70387
0.7538	Intermediate Similarity	NPC309606
0.7538	Intermediate Similarity	NPC139029
0.7538	Intermediate Similarity	NPC139545
0.7538	Intermediate Similarity	NPC36061
0.7538	Intermediate Similarity	NPC294548
0.7538	Intermediate Similarity	NPC39633
0.7538	Intermediate Similarity	NPC71761
0.7536	Intermediate Similarity	NPC229252
0.7536	Intermediate Similarity	NPC143857
0.7536	Intermediate Similarity	NPC174447
0.7536	Intermediate Similarity	NPC122521
0.7536	Intermediate Similarity	NPC251042
0.7532	Intermediate Similarity	NPC470899
0.7531	Intermediate Similarity	NPC178758
0.7531	Intermediate Similarity	NPC196102
0.7531	Intermediate Similarity	NPC144415
0.75	Intermediate Similarity	NPC478101
0.75	Intermediate Similarity	NPC201046
0.747	Intermediate Similarity	NPC477015
0.747	Intermediate Similarity	NPC279267
0.747	Intermediate Similarity	NPC69082
0.747	Intermediate Similarity	NPC309211
0.7468	Intermediate Similarity	NPC1180
0.7468	Intermediate Similarity	NPC209995
0.7465	Intermediate Similarity	NPC226592
0.7439	Intermediate Similarity	NPC156804
0.7429	Intermediate Similarity	NPC113293
0.7424	Intermediate Similarity	NPC137538
0.7412	Intermediate Similarity	NPC159369
0.7412	Intermediate Similarity	NPC39290
0.7407	Intermediate Similarity	NPC474252
0.7403	Intermediate Similarity	NPC260396
0.7397	Intermediate Similarity	NPC478097
0.7397	Intermediate Similarity	NPC49863
0.7391	Intermediate Similarity	NPC274927
0.7391	Intermediate Similarity	NPC322186
0.7391	Intermediate Similarity	NPC106851
0.7391	Intermediate Similarity	NPC329249
0.7385	Intermediate Similarity	NPC92114
0.7385	Intermediate Similarity	NPC281245
0.7381	Intermediate Similarity	NPC477959
0.7381	Intermediate Similarity	NPC86005
0.7381	Intermediate Similarity	NPC178215
0.7375	Intermediate Similarity	NPC469920
0.7368	Intermediate Similarity	NPC329914
0.7368	Intermediate Similarity	NPC329890
0.7361	Intermediate Similarity	NPC317881
0.7361	Intermediate Similarity	NPC323045
0.7361	Intermediate Similarity	NPC320642
0.7353	Intermediate Similarity	NPC323597
0.7353	Intermediate Similarity	NPC323498
0.7353	Intermediate Similarity	NPC211752
0.7349	Intermediate Similarity	NPC103284
0.7349	Intermediate Similarity	NPC235809
0.7349	Intermediate Similarity	NPC182383
0.7349	Intermediate Similarity	NPC283085
0.7349	Intermediate Similarity	NPC66346
0.7349	Intermediate Similarity	NPC1083
0.7349	Intermediate Similarity	NPC473671
0.7349	Intermediate Similarity	NPC292809
0.7349	Intermediate Similarity	NPC231009
0.7349	Intermediate Similarity	NPC477018
0.7349	Intermediate Similarity	NPC110710
0.7349	Intermediate Similarity	NPC473156
0.7349	Intermediate Similarity	NPC25764
0.7349	Intermediate Similarity	NPC319036
0.7349	Intermediate Similarity	NPC202055
0.7349	Intermediate Similarity	NPC77871
0.7349	Intermediate Similarity	NPC39167
0.7349	Intermediate Similarity	NPC132496
0.7349	Intermediate Similarity	NPC223871
0.7349	Intermediate Similarity	NPC100921

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 NPC476660 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	142
0.1-0.2	2345
0.2-0.3	3809
0.3-0.4	1975
0.4-0.5	657
0.5-0.6	170
0.6-0.7	37
0.7-0.8	14
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
0.8507	High Similarity	NPD3197	Phase 1
0.7794	Intermediate Similarity	NPD4246	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD3195	Phase 2
0.7692	Intermediate Similarity	NPD3196	Approved
0.7692	Intermediate Similarity	NPD3194	Approved
0.7692	Intermediate Similarity	NPD3728	Approved
0.7692	Intermediate Similarity	NPD3730	Approved
0.7692	Intermediate Similarity	NPD4266	Approved
0.7647	Intermediate Similarity	NPD7983	Approved
0.7538	Intermediate Similarity	NPD3172	Approved
0.75	Intermediate Similarity	NPD6109	Phase 1
0.7397	Intermediate Similarity	NPD4247	Clinical (unspecified phase)
0.7231	Intermediate Similarity	NPD29	Approved
0.7231	Intermediate Similarity	NPD28	Approved
0.7195	Intermediate Similarity	NPD6435	Approved
0.7108	Intermediate Similarity	NPD7154	Phase 3
0.7011	Intermediate Similarity	NPD6101	Approved
0.7011	Intermediate Similarity	NPD5764	Clinical (unspecified phase)
0.6951	Remote Similarity	NPD5368	Approved
0.6951	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD46	Approved
0.6932	Remote Similarity	NPD7838	Discovery
0.6932	Remote Similarity	NPD6698	Approved
0.6923	Remote Similarity	NPD3173	Approved
0.6867	Remote Similarity	NPD5369	Approved
0.6854	Remote Similarity	NPD6411	Approved
0.6778	Remote Similarity	NPD5779	Approved
0.6778	Remote Similarity	NPD5778	Approved
0.6769	Remote Similarity	NPD622	Approved
0.6769	Remote Similarity	NPD6125	Clinical (unspecified phase)
0.6769	Remote Similarity	NPD5343	Approved
0.675	Remote Similarity	NPD8039	Approved
0.6739	Remote Similarity	NPD7839	Suspended
0.6707	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD4268	Approved
0.6707	Remote Similarity	NPD4271	Approved
0.6706	Remote Similarity	NPD5362	Discontinued
0.6588	Remote Similarity	NPD4269	Approved
0.6588	Remote Similarity	NPD4270	Approved
0.6585	Remote Similarity	NPD4756	Discovery
0.6548	Remote Similarity	NPD4252	Approved
0.6548	Remote Similarity	NPD4820	Approved
0.6548	Remote Similarity	NPD4822	Approved
0.6548	Remote Similarity	NPD4821	Approved
0.6548	Remote Similarity	NPD4819	Approved
0.6506	Remote Similarity	NPD3732	Approved
0.6477	Remote Similarity	NPD5786	Approved
0.6462	Remote Similarity	NPD4222	Approved
0.6462	Remote Similarity	NPD3174	Discontinued
0.6462	Remote Similarity	NPD39	Approved
0.6404	Remote Similarity	NPD4251	Approved
0.6404	Remote Similarity	NPD4250	Approved
0.6364	Remote Similarity	NPD5363	Approved
0.6308	Remote Similarity	NPD2699	Approved
0.6308	Remote Similarity	NPD6096	Approved
0.6308	Remote Similarity	NPD6097	Approved
0.6292	Remote Similarity	NPD4249	Approved
0.625	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6197	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.6196	Remote Similarity	NPD5785	Approved
0.6163	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD5326	Phase 3
0.6154	Remote Similarity	NPD3704	Approved
0.6136	Remote Similarity	NPD5331	Approved
0.6136	Remote Similarity	NPD5332	Approved
0.6129	Remote Similarity	NPD7637	Suspended
0.6111	Remote Similarity	NPD6422	Discontinued
0.6104	Remote Similarity	NPD7909	Approved
0.6092	Remote Similarity	NPD4790	Discontinued
0.6087	Remote Similarity	NPD5370	Suspended
0.6071	Remote Similarity	NPD819	Approved
0.6071	Remote Similarity	NPD818	Approved
0.6058	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.602	Remote Similarity	NPD7798	Approved
0.6	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7748	Approved
0.598	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.5974	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.5957	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.5949	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.5949	Remote Similarity	NPD7331	Phase 2
0.5938	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.5922	Remote Similarity	NPD6686	Approved
0.5895	Remote Similarity	NPD6399	Phase 3
0.5872	Remote Similarity	NPD7641	Discontinued
0.5867	Remote Similarity	NPD585	Clinical (unspecified phase)
0.5856	Remote Similarity	NPD8516	Approved
0.5856	Remote Similarity	NPD8515	Approved
0.5856	Remote Similarity	NPD8517	Approved
0.5856	Remote Similarity	NPD8444	Approved
0.5856	Remote Similarity	NPD8513	Phase 3
0.5849	Remote Similarity	NPD8297	Approved
0.5846	Remote Similarity	NPD2270	Approved
0.5843	Remote Similarity	NPD5209	Approved
0.5824	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.5816	Remote Similarity	NPD6083	Phase 2
0.5816	Remote Similarity	NPD7902	Approved
0.5816	Remote Similarity	NPD6084	Phase 2
0.581	Remote Similarity	NPD6371	Approved
0.581	Remote Similarity	NPD6421	Discontinued
0.5789	Remote Similarity	NPD7515	Phase 2
0.5775	Remote Similarity	NPD6927	Phase 3
0.5758	Remote Similarity	NPD4225	Approved
0.5752	Remote Similarity	NPD7829	Approved
0.5752	Remote Similarity	NPD7830	Approved
0.5732	Remote Similarity	NPD8277	Approved
0.5729	Remote Similarity	NPD5781	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD4792	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD5766	Clinical (unspecified phase)
0.5702	Remote Similarity	NPD8342	Approved
0.5702	Remote Similarity	NPD8341	Approved
0.5702	Remote Similarity	NPD8340	Approved
0.5702	Remote Similarity	NPD8299	Approved
0.5699	Remote Similarity	NPD7524	Approved
0.5686	Remote Similarity	NPD6647	Phase 2
0.5684	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.5673	Remote Similarity	NPD6412	Phase 2
0.5673	Remote Similarity	NPD6685	Approved
0.5652	Remote Similarity	NPD8273	Phase 1
0.5652	Remote Similarity	NPD8451	Approved
0.5644	Remote Similarity	NPD5344	Discontinued
0.5636	Remote Similarity	NPD7115	Discovery
0.5636	Remote Similarity	NPD6936	Clinical (unspecified phase)
0.5636	Remote Similarity	NPD6935	Phase 3
0.5625	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.5619	Remote Similarity	NPD6899	Approved
0.5619	Remote Similarity	NPD6881	Approved
0.5612	Remote Similarity	NPD5695	Phase 3
0.561	Remote Similarity	NPD8278	Approved
0.5607	Remote Similarity	NPD8130	Phase 1
0.5607	Remote Similarity	NPD7116	Clinical (unspecified phase)
0.5604	Remote Similarity	NPD6110	Phase 1
0.5603	Remote Similarity	NPD8074	Phase 3
0.5603	Remote Similarity	NPD8448	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