NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	296.24
Volume:	338.345
LogP:	4.487
LogD:	3.186
LogS:	-4.233
# Rotatable Bonds:	15
TPSA:	54.37
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	0
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.33
Synthetic Accessibility Score:	2.242
Fsp3:	0.778
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.097
MDCK Permeability:	3.1226856663124636e-05
Pgp-inhibitor:	0.153
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.026
20% Bioavailability (F20%):	0.995
30% Bioavailability (F30%):	0.977

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.025
Plasma Protein Binding (PPB):	98.3918685913086%
Volume Distribution (VD):	0.492
Pgp-substrate:	0.6379790902137756%

ADMET: Metabolism

CYP1A2-inhibitor:	0.093
CYP1A2-substrate:	0.252
CYP2C19-inhibitor:	0.033
CYP2C19-substrate:	0.065
CYP2C9-inhibitor:	0.231
CYP2C9-substrate:	0.99
CYP2D6-inhibitor:	0.01
CYP2D6-substrate:	0.375
CYP3A4-inhibitor:	0.031
CYP3A4-substrate:	0.022

ADMET: Excretion

Clearance (CL):	2.442
Half-life (T1/2):	0.906

ADMET: Toxicity

hERG Blockers:	0.027
Human Hepatotoxicity (H-HT):	0.122
Drug-inuced Liver Injury (DILI):	0.029
AMES Toxicity:	0.003
Rat Oral Acute Toxicity:	0.02
Maximum Recommended Daily Dose:	0.044
Skin Sensitization:	0.425
Carcinogencity:	0.054
Eye Corrosion:	0.844
Eye Irritation:	0.889
Respiratory Toxicity:	0.266

Download Data

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

Natural Product: NPC477201

Natural Product ID:	NPC477201
*Common Name:**	(E)-12-oxooctadec-8-enoic acid
IUPAC Name:	(E)-12-oxooctadec-8-enoic acid
Synonyms:
Standard InCHIKey:	QAWDFAKVVKKSPM-VQHVLOKHSA-N
Standard InCHI:	InChI=1S/C18H32O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h7,9H,2-6,8,10-16H2,1H3,(H,20,21)/b9-7+
SMILES:	CCCCCCC(=O)CC/C=C/CCCCCCC(=O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	44448193
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0000504] Lineolic acids and derivatives

*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
NPO33557	Gracilaria verrucosa	Species	Gracilariaceae	Eukaryota	n.a.	the coast of Jeju Island, South Korea	n.a.	PMID[18220352]

☑ 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
IC50	1

Activity Type	# Activity
Cell Line	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	<	33800	nM	PMID[18220352]

☑ 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 NPC477201 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	139
0.1-0.2	2518
0.2-0.3	15004
0.3-0.4	13615
0.4-0.5	7209
0.5-0.6	3343
0.6-0.7	680
0.7-0.8	98
0.8-0.85	38
0.85-0.9	18
0.9-0.95	16
0.95-1	19

Similarity Score	Similarity Level	Natural Product ID
0.9615	High Similarity	NPC85813
0.9615	High Similarity	NPC25417
0.9615	High Similarity	NPC261831
0.9615	High Similarity	NPC424
0.9615	High Similarity	NPC32467
0.9615	High Similarity	NPC88966
0.9615	High Similarity	NPC154245
0.9615	High Similarity	NPC6095
0.9615	High Similarity	NPC87564
0.9615	High Similarity	NPC281972
0.9615	High Similarity	NPC290563
0.9455	High Similarity	NPC106851
0.9455	High Similarity	NPC274927
0.9423	High Similarity	NPC139029
0.9423	High Similarity	NPC70387
0.9423	High Similarity	NPC1813
0.9423	High Similarity	NPC36061
0.9423	High Similarity	NPC294548
0.9423	High Similarity	NPC321062
0.9259	High Similarity	NPC18951
0.9231	High Similarity	NPC92114
0.9231	High Similarity	NPC281245
0.9038	High Similarity	NPC262968
0.8947	High Similarity	NPC243532
0.8947	High Similarity	NPC174447
0.8947	High Similarity	NPC251042
0.8947	High Similarity	NPC122521
0.8947	High Similarity	NPC235242
0.8909	High Similarity	NPC187777
0.8909	High Similarity	NPC179764
0.8846	High Similarity	NPC224227
0.8846	High Similarity	NPC59051
0.8793	High Similarity	NPC40082
0.8793	High Similarity	NPC201939
0.875	High Similarity	NPC225929
0.8727	High Similarity	NPC54766
0.8727	High Similarity	NPC473863
0.8727	High Similarity	NPC274290
0.8704	High Similarity	NPC39633
0.8704	High Similarity	NPC139545
0.8704	High Similarity	NPC309606
0.8654	High Similarity	NPC5413
0.8654	High Similarity	NPC149821
0.85	High Similarity	NPC68343
0.85	High Similarity	NPC328089
0.8462	Intermediate Similarity	NPC91495
0.8462	Intermediate Similarity	NPC180534
0.8462	Intermediate Similarity	NPC207292
0.8393	Intermediate Similarity	NPC128061
0.8393	Intermediate Similarity	NPC228473
0.8393	Intermediate Similarity	NPC223677
0.8393	Intermediate Similarity	NPC200845
0.8393	Intermediate Similarity	NPC28779
0.8393	Intermediate Similarity	NPC10316
0.8361	Intermediate Similarity	NPC318420
0.8361	Intermediate Similarity	NPC245947
0.8361	Intermediate Similarity	NPC326268
0.8361	Intermediate Similarity	NPC136164
0.8361	Intermediate Similarity	NPC255863
0.8305	Intermediate Similarity	NPC143857
0.8305	Intermediate Similarity	NPC229252
0.8246	Intermediate Similarity	NPC325977
0.8214	Intermediate Similarity	NPC87394
0.8197	Intermediate Similarity	NPC470320
0.8182	Intermediate Similarity	NPC18357
0.8167	Intermediate Similarity	NPC125312
0.8167	Intermediate Similarity	NPC320305
0.8167	Intermediate Similarity	NPC174560
0.8167	Intermediate Similarity	NPC321838
0.8167	Intermediate Similarity	NPC328776
0.8095	Intermediate Similarity	NPC104537
0.8095	Intermediate Similarity	NPC22101
0.8095	Intermediate Similarity	NPC26500
0.8095	Intermediate Similarity	NPC148192
0.8095	Intermediate Similarity	NPC127091
0.8095	Intermediate Similarity	NPC330426
0.8095	Intermediate Similarity	NPC271921
0.8095	Intermediate Similarity	NPC99619
0.8077	Intermediate Similarity	NPC117572
0.807	Intermediate Similarity	NPC52264
0.8036	Intermediate Similarity	NPC71761
0.8033	Intermediate Similarity	NPC477707
0.8	Intermediate Similarity	NPC470410
0.8	Intermediate Similarity	NPC284212
0.8	Intermediate Similarity	NPC42526
0.8	Intermediate Similarity	NPC477458
0.8	Intermediate Similarity	NPC28205
0.8	Intermediate Similarity	NPC470412
0.7969	Intermediate Similarity	NPC141481
0.7969	Intermediate Similarity	NPC476614
0.7969	Intermediate Similarity	NPC473559
0.7969	Intermediate Similarity	NPC48218
0.7969	Intermediate Similarity	NPC324981
0.7966	Intermediate Similarity	NPC267817
0.7966	Intermediate Similarity	NPC34416
0.7903	Intermediate Similarity	NPC226592
0.7895	Intermediate Similarity	NPC322461
0.7895	Intermediate Similarity	NPC137538
0.7846	Intermediate Similarity	NPC143396
0.7846	Intermediate Similarity	NPC317583
0.7833	Intermediate Similarity	NPC329550
0.7812	Intermediate Similarity	NPC475443
0.7812	Intermediate Similarity	NPC473829
0.7812	Intermediate Similarity	NPC60120
0.7778	Intermediate Similarity	NPC216130
0.7742	Intermediate Similarity	NPC54925
0.7727	Intermediate Similarity	NPC476660
0.7705	Intermediate Similarity	NPC327112
0.7705	Intermediate Similarity	NPC328311
0.7692	Intermediate Similarity	NPC270796
0.7692	Intermediate Similarity	NPC74845
0.7679	Intermediate Similarity	NPC48162
0.7647	Intermediate Similarity	NPC227396
0.7647	Intermediate Similarity	NPC474321
0.7581	Intermediate Similarity	NPC477829
0.7576	Intermediate Similarity	NPC473772
0.7544	Intermediate Similarity	NPC161366
0.75	Intermediate Similarity	NPC323436
0.75	Intermediate Similarity	NPC323597
0.75	Intermediate Similarity	NPC323498
0.75	Intermediate Similarity	NPC211752
0.746	Intermediate Similarity	NPC477830
0.7458	Intermediate Similarity	NPC45626
0.7429	Intermediate Similarity	NPC279537
0.7377	Intermediate Similarity	NPC329819
0.7353	Intermediate Similarity	NPC288667
0.7344	Intermediate Similarity	NPC7029
0.7344	Intermediate Similarity	NPC234767
0.7333	Intermediate Similarity	NPC327388
0.7321	Intermediate Similarity	NPC207815
0.7308	Intermediate Similarity	NPC209970
0.7308	Intermediate Similarity	NPC216630
0.7308	Intermediate Similarity	NPC307783
0.7308	Intermediate Similarity	NPC149184
0.7308	Intermediate Similarity	NPC196924
0.7308	Intermediate Similarity	NPC171736
0.7273	Intermediate Similarity	NPC278895
0.7273	Intermediate Similarity	NPC42304
0.7258	Intermediate Similarity	NPC329249
0.7246	Intermediate Similarity	NPC325627
0.7241	Intermediate Similarity	NPC129458
0.7231	Intermediate Similarity	NPC317881
0.7231	Intermediate Similarity	NPC476655
0.7231	Intermediate Similarity	NPC320642
0.7231	Intermediate Similarity	NPC476657
0.7231	Intermediate Similarity	NPC476654
0.7231	Intermediate Similarity	NPC323045
0.7222	Intermediate Similarity	NPC192006
0.7213	Intermediate Similarity	NPC192843
0.7213	Intermediate Similarity	NPC281230
0.7206	Intermediate Similarity	NPC94743
0.7206	Intermediate Similarity	NPC291062
0.7188	Intermediate Similarity	NPC143168
0.7188	Intermediate Similarity	NPC53109
0.7183	Intermediate Similarity	NPC469514
0.717	Intermediate Similarity	NPC67462
0.7164	Intermediate Similarity	NPC53302
0.7143	Intermediate Similarity	NPC81896
0.7143	Intermediate Similarity	NPC321919
0.7121	Intermediate Similarity	NPC142423
0.7121	Intermediate Similarity	NPC476656
0.7121	Intermediate Similarity	NPC126899
0.7121	Intermediate Similarity	NPC476659
0.7121	Intermediate Similarity	NPC308294
0.7121	Intermediate Similarity	NPC154728
0.7121	Intermediate Similarity	NPC304665
0.7121	Intermediate Similarity	NPC197089
0.7119	Intermediate Similarity	NPC10081
0.7119	Intermediate Similarity	NPC225066
0.7101	Intermediate Similarity	NPC318814
0.7101	Intermediate Similarity	NPC320119
0.7101	Intermediate Similarity	NPC320669
0.7101	Intermediate Similarity	NPC160817
0.7091	Intermediate Similarity	NPC76976
0.7083	Intermediate Similarity	NPC281296
0.7083	Intermediate Similarity	NPC120776
0.7083	Intermediate Similarity	NPC240170
0.7059	Intermediate Similarity	NPC262673
0.7059	Intermediate Similarity	NPC67608
0.7059	Intermediate Similarity	NPC236208
0.7059	Intermediate Similarity	NPC470436
0.7059	Intermediate Similarity	NPC469914
0.7042	Intermediate Similarity	NPC476844
0.7031	Intermediate Similarity	NPC113293
0.7031	Intermediate Similarity	NPC475984
0.7018	Intermediate Similarity	NPC163345
0.7015	Intermediate Similarity	NPC49863
0.7	Intermediate Similarity	NPC326024
0.7	Intermediate Similarity	NPC321017
0.7	Intermediate Similarity	NPC470237
0.6986	Remote Similarity	NPC11796
0.6986	Remote Similarity	NPC121200
0.6986	Remote Similarity	NPC218817
0.6986	Remote Similarity	NPC179028
0.6984	Remote Similarity	NPC322002
0.697	Remote Similarity	NPC176215
0.697	Remote Similarity	NPC296436
0.6964	Remote Similarity	NPC44363
0.6964	Remote Similarity	NPC324004
0.6964	Remote Similarity	NPC110234

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 NPC477201 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	118
0.1-0.2	3073
0.2-0.3	3921
0.3-0.4	1436
0.4-0.5	421
0.5-0.6	128
0.6-0.7	35
0.7-0.8	6
0.8-0.85	5
0.85-0.9	3
0.9-0.95	0
0.95-1	4

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9615	High Similarity	NPD4266	Approved
0.9615	High Similarity	NPD3196	Approved
0.9615	High Similarity	NPD3195	Phase 2
0.9615	High Similarity	NPD3194	Approved
0.9423	High Similarity	NPD3172	Approved
0.9038	High Similarity	NPD28	Approved
0.9038	High Similarity	NPD29	Approved
0.8654	High Similarity	NPD3173	Approved
0.85	High Similarity	NPD3197	Phase 1
0.8462	Intermediate Similarity	NPD622	Approved
0.8077	Intermediate Similarity	NPD4222	Approved
0.8077	Intermediate Similarity	NPD39	Approved
0.8077	Intermediate Similarity	NPD3174	Discontinued
0.7705	Intermediate Similarity	NPD4246	Clinical (unspecified phase)
0.7692	Intermediate Similarity	NPD5326	Phase 3
0.7385	Intermediate Similarity	NPD7331	Phase 2
0.7308	Intermediate Similarity	NPD2270	Approved
0.7188	Intermediate Similarity	NPD2664	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD5343	Approved
0.7027	Intermediate Similarity	NPD5368	Approved
0.7015	Intermediate Similarity	NPD4247	Clinical (unspecified phase)
0.6986	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD5369	Approved
0.6923	Remote Similarity	NPD633	Phase 3
0.6923	Remote Similarity	NPD9448	Phase 2
0.6909	Remote Similarity	NPD3199	Clinical (unspecified phase)
0.6866	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.6849	Remote Similarity	NPD4756	Discovery
0.6842	Remote Similarity	NPD6435	Approved
0.6842	Remote Similarity	NPD4269	Approved
0.6842	Remote Similarity	NPD4270	Approved
0.6825	Remote Similarity	NPD6109	Phase 1
0.68	Remote Similarity	NPD4252	Approved
0.6757	Remote Similarity	NPD3732	Approved
0.6731	Remote Similarity	NPD3206	Approved
0.6716	Remote Similarity	NPD7341	Phase 2
0.6607	Remote Similarity	NPD6097	Approved
0.6607	Remote Similarity	NPD6096	Approved
0.6604	Remote Similarity	NPD9655	Approved
0.6582	Remote Similarity	NPD5363	Approved
0.6538	Remote Similarity	NPD5362	Discontinued
0.6538	Remote Similarity	NPD7154	Phase 3
0.6533	Remote Similarity	NPD4271	Approved
0.6533	Remote Similarity	NPD4268	Approved
0.65	Remote Similarity	NPD5786	Approved
0.6377	Remote Similarity	NPD3704	Approved
0.6364	Remote Similarity	NPD4821	Approved
0.6364	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD4822	Approved
0.6364	Remote Similarity	NPD4820	Approved
0.6364	Remote Similarity	NPD4819	Approved
0.6351	Remote Similarity	NPD8039	Approved
0.6316	Remote Similarity	NPD2699	Approved
0.6296	Remote Similarity	NPD5783	Phase 3
0.6207	Remote Similarity	NPD634	Phase 3
0.619	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.619	Remote Similarity	NPD3728	Approved
0.619	Remote Similarity	NPD3730	Approved
0.619	Remote Similarity	NPD5785	Approved
0.6129	Remote Similarity	NPD3186	Phase 1
0.6125	Remote Similarity	NPD5332	Approved
0.6125	Remote Similarity	NPD5331	Approved
0.6094	Remote Similarity	NPD4627	Clinical (unspecified phase)
0.6076	Remote Similarity	NPD4790	Discontinued
0.6071	Remote Similarity	NPD5370	Suspended
0.6071	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6071	Remote Similarity	NPD6101	Approved
0.5968	Remote Similarity	NPD6927	Phase 3
0.5949	Remote Similarity	NPD4695	Discontinued
0.5938	Remote Similarity	NPD615	Clinical (unspecified phase)
0.593	Remote Similarity	NPD5284	Approved
0.593	Remote Similarity	NPD6411	Approved
0.593	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.593	Remote Similarity	NPD7983	Approved
0.593	Remote Similarity	NPD5281	Approved
0.593	Remote Similarity	NPD7515	Phase 2
0.5904	Remote Similarity	NPD6422	Discontinued
0.5902	Remote Similarity	NPD4220	Pre-registration
0.5882	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD5346	Phase 2
0.5882	Remote Similarity	NPD5347	Phase 2
0.5875	Remote Similarity	NPD857	Phase 3
0.5862	Remote Similarity	NPD6399	Phase 3
0.5862	Remote Similarity	NPD5779	Approved
0.5862	Remote Similarity	NPD5778	Approved
0.5854	Remote Similarity	NPD4786	Approved
0.5833	Remote Similarity	NPD4793	Discontinued
0.5833	Remote Similarity	NPD4250	Approved
0.5833	Remote Similarity	NPD4251	Approved
0.5814	Remote Similarity	NPD6698	Approved
0.5814	Remote Similarity	NPD46	Approved
0.5802	Remote Similarity	NPD4223	Phase 3
0.5802	Remote Similarity	NPD4221	Approved
0.5802	Remote Similarity	NPD3667	Approved
0.5795	Remote Similarity	NPD7748	Approved
0.5795	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.5783	Remote Similarity	NPD5329	Approved
0.575	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.5738	Remote Similarity	NPD6125	Clinical (unspecified phase)
0.5735	Remote Similarity	NPD3198	Approved
0.5714	Remote Similarity	NPD7146	Approved
0.5714	Remote Similarity	NPD5690	Phase 2
0.5714	Remote Similarity	NPD6684	Approved
0.5714	Remote Similarity	NPD6409	Approved
0.5714	Remote Similarity	NPD7521	Approved
0.5714	Remote Similarity	NPD4249	Approved
0.5714	Remote Similarity	NPD5330	Approved
0.5714	Remote Similarity	NPD4519	Discontinued
0.5714	Remote Similarity	NPD6098	Approved
0.5714	Remote Similarity	NPD7334	Approved
0.5714	Remote Similarity	NPD4623	Approved
0.569	Remote Similarity	NPD387	Clinical (unspecified phase)
0.5679	Remote Similarity	NPD226	Approved
0.5667	Remote Similarity	NPD9430	Approved
0.5667	Remote Similarity	NPD4265	Approved
0.5667	Remote Similarity	NPD9431	Approved
0.5667	Remote Similarity	NPD7839	Suspended
0.5663	Remote Similarity	NPD3665	Phase 1
0.5663	Remote Similarity	NPD3666	Approved
0.5663	Remote Similarity	NPD4197	Approved
0.5663	Remote Similarity	NPD3133	Approved
0.5663	Remote Similarity	NPD5766	Clinical (unspecified phase)
0.5647	Remote Similarity	NPD3573	Approved
0.5604	Remote Similarity	NPD7902	Approved
0.5604	Remote Similarity	NPD6083	Phase 2
0.5604	Remote Similarity	NPD6084	Phase 2

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