NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	264.21
Volume:	303.703
LogP:	6.648
LogD:	4.457
LogS:	-5.909
# Rotatable Bonds:	11
TPSA:	33.37
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.421
Synthetic Accessibility Score:	2.538
Fsp3:	0.647
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:	-4.798
MDCK Permeability:	2.146391307178419e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.911
30% Bioavailability (F30%):	0.916

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.126
Plasma Protein Binding (PPB):	99.48772430419922%
Volume Distribution (VD):	2.881
Pgp-substrate:	1.2354460954666138%

ADMET: Metabolism

CYP1A2-inhibitor:	0.595
CYP1A2-substrate:	0.499
CYP2C19-inhibitor:	0.563
CYP2C19-substrate:	0.086
CYP2C9-inhibitor:	0.337
CYP2C9-substrate:	0.958
CYP2D6-inhibitor:	0.246
CYP2D6-substrate:	0.896
CYP3A4-inhibitor:	0.397
CYP3A4-substrate:	0.103

ADMET: Excretion

Clearance (CL):	5.932
Half-life (T1/2):	0.265

ADMET: Toxicity

hERG Blockers:	0.007
Human Hepatotoxicity (H-HT):	0.028
Drug-inuced Liver Injury (DILI):	0.032
AMES Toxicity:	0.016
Rat Oral Acute Toxicity:	0.052
Maximum Recommended Daily Dose:	0.05
Skin Sensitization:	0.94
Carcinogencity:	0.175
Eye Corrosion:	0.621
Eye Irritation:	0.899
Respiratory Toxicity:	0.332

Download Data

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

Natural Product: NPC218477

Natural Product ID:	NPC218477
*Common Name:**	(2S)-4-Dodec-11-Enyl-2-Methyl-2H-Furan-5-One
IUPAC Name:	(2S)-4-dodec-11-enyl-2-methyl-2H-furan-5-one
Synonyms:
Standard InCHIKey:	BWPRZTNWIXWGLA-HNNXBMFYSA-N
Standard InCHI:	InChI=1S/C17H28O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14-15(2)19-17(16)18/h3,14-15H,1,4-13H2,2H3/t15-/m0/s1
SMILES:	C=CCCCCCCCCCCC1=C[C@@H](OC1=O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL477914
PubChem CID:	10801599
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0001334] Fatty alcohols [CHEMONTID:0002518] Annonaceous acetogenins

*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
NPO32807	Hortonia	Genus	Monimiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11277762]

☑ 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
NPT1381	Organism	Aedes aegypti	Aedes aegypti	LC50	=	0.47	ppm	PMID[531223]

☑ 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 NPC218477 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	181
0.1-0.2	1590
0.2-0.3	8227
0.3-0.4	17082
0.4-0.5	8533
0.5-0.6	4812
0.6-0.7	1686
0.7-0.8	540
0.8-0.85	38
0.85-0.9	3
0.9-0.95	2
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
0.9403	High Similarity	NPC474705
0.9254	High Similarity	NPC186531
0.9254	High Similarity	NPC84038
0.8857	High Similarity	NPC469414
0.8857	High Similarity	NPC329826
0.8788	High Similarity	NPC248125
0.8493	Intermediate Similarity	NPC128276
0.8472	Intermediate Similarity	NPC123360
0.8462	Intermediate Similarity	NPC151648
0.8451	Intermediate Similarity	NPC476355
0.8429	Intermediate Similarity	NPC163003
0.8358	Intermediate Similarity	NPC133904
0.8356	Intermediate Similarity	NPC57744
0.8333	Intermediate Similarity	NPC44343
0.8333	Intermediate Similarity	NPC210303
0.8333	Intermediate Similarity	NPC179087
0.8308	Intermediate Similarity	NPC143857
0.8308	Intermediate Similarity	NPC229252
0.8194	Intermediate Similarity	NPC140287
0.8182	Intermediate Similarity	NPC253801
0.8158	Intermediate Similarity	NPC42470
0.8158	Intermediate Similarity	NPC325031
0.8158	Intermediate Similarity	NPC471325
0.8143	Intermediate Similarity	NPC265574
0.8143	Intermediate Similarity	NPC475004
0.8133	Intermediate Similarity	NPC178277
0.8116	Intermediate Similarity	NPC203335
0.8116	Intermediate Similarity	NPC472266
0.8108	Intermediate Similarity	NPC187568
0.8108	Intermediate Similarity	NPC41780
0.8088	Intermediate Similarity	NPC182794
0.8056	Intermediate Similarity	NPC269206
0.8056	Intermediate Similarity	NPC58956
0.8056	Intermediate Similarity	NPC144419
0.8056	Intermediate Similarity	NPC295633
0.8052	Intermediate Similarity	NPC11332
0.8052	Intermediate Similarity	NPC73310
0.8052	Intermediate Similarity	NPC329829
0.8052	Intermediate Similarity	NPC180363
0.8052	Intermediate Similarity	NPC131002
0.8052	Intermediate Similarity	NPC65930
0.8052	Intermediate Similarity	NPC473529
0.8052	Intermediate Similarity	NPC475159
0.8052	Intermediate Similarity	NPC473712
0.8052	Intermediate Similarity	NPC145914
0.8052	Intermediate Similarity	NPC473780
0.8052	Intermediate Similarity	NPC94875
0.8052	Intermediate Similarity	NPC173609
0.8028	Intermediate Similarity	NPC67183
0.8	Intermediate Similarity	NPC471220
0.8	Intermediate Similarity	NPC299235
0.8	Intermediate Similarity	NPC470256
0.8	Intermediate Similarity	NPC108816
0.8	Intermediate Similarity	NPC474823
0.8	Intermediate Similarity	NPC276290
0.8	Intermediate Similarity	NPC93763
0.8	Intermediate Similarity	NPC267231
0.7975	Intermediate Similarity	NPC322529
0.7973	Intermediate Similarity	NPC235906
0.7973	Intermediate Similarity	NPC27205
0.7949	Intermediate Similarity	NPC144415
0.7949	Intermediate Similarity	NPC475947
0.7945	Intermediate Similarity	NPC474758
0.7945	Intermediate Similarity	NPC117746
0.7945	Intermediate Similarity	NPC15499
0.7945	Intermediate Similarity	NPC294434
0.7945	Intermediate Similarity	NPC259599
0.7895	Intermediate Similarity	NPC264227
0.7895	Intermediate Similarity	NPC63649
0.7895	Intermediate Similarity	NPC270126
0.7895	Intermediate Similarity	NPC472965
0.7879	Intermediate Similarity	NPC22897
0.7879	Intermediate Similarity	NPC159650
0.7879	Intermediate Similarity	NPC286189
0.7875	Intermediate Similarity	NPC69082
0.7875	Intermediate Similarity	NPC279267
0.7875	Intermediate Similarity	NPC309211
0.7867	Intermediate Similarity	NPC7563
0.7867	Intermediate Similarity	NPC476794
0.7867	Intermediate Similarity	NPC320630
0.7867	Intermediate Similarity	NPC65603
0.7867	Intermediate Similarity	NPC116177
0.7867	Intermediate Similarity	NPC470240
0.7867	Intermediate Similarity	NPC476028
0.7867	Intermediate Similarity	NPC171204
0.7867	Intermediate Similarity	NPC141789
0.7867	Intermediate Similarity	NPC97516
0.7857	Intermediate Similarity	NPC225272
0.7857	Intermediate Similarity	NPC194871
0.7848	Intermediate Similarity	NPC156804
0.7848	Intermediate Similarity	NPC163093
0.7838	Intermediate Similarity	NPC329852
0.7838	Intermediate Similarity	NPC193351
0.7838	Intermediate Similarity	NPC138408
0.7838	Intermediate Similarity	NPC155587
0.7838	Intermediate Similarity	NPC226669
0.7826	Intermediate Similarity	NPC470688
0.7821	Intermediate Similarity	NPC85772
0.7821	Intermediate Similarity	NPC35556
0.7812	Intermediate Similarity	NPC28779
0.7812	Intermediate Similarity	NPC223677
0.7812	Intermediate Similarity	NPC200845
0.7812	Intermediate Similarity	NPC10316
0.7812	Intermediate Similarity	NPC128061
0.7794	Intermediate Similarity	NPC68110
0.7792	Intermediate Similarity	NPC281132
0.7792	Intermediate Similarity	NPC474510
0.7778	Intermediate Similarity	NPC469660
0.7778	Intermediate Similarity	NPC71761
0.7761	Intermediate Similarity	NPC45097
0.775	Intermediate Similarity	NPC25764
0.775	Intermediate Similarity	NPC223871
0.775	Intermediate Similarity	NPC202055
0.775	Intermediate Similarity	NPC110710
0.775	Intermediate Similarity	NPC283085
0.775	Intermediate Similarity	NPC77871
0.775	Intermediate Similarity	NPC39167
0.775	Intermediate Similarity	NPC292809
0.775	Intermediate Similarity	NPC66346
0.775	Intermediate Similarity	NPC215364
0.775	Intermediate Similarity	NPC477013
0.775	Intermediate Similarity	NPC103284
0.775	Intermediate Similarity	NPC473651
0.775	Intermediate Similarity	NPC107986
0.775	Intermediate Similarity	NPC475268
0.775	Intermediate Similarity	NPC473156
0.775	Intermediate Similarity	NPC471567
0.775	Intermediate Similarity	NPC477018
0.775	Intermediate Similarity	NPC100921
0.775	Intermediate Similarity	NPC286338
0.775	Intermediate Similarity	NPC231009
0.775	Intermediate Similarity	NPC132496
0.775	Intermediate Similarity	NPC329838
0.775	Intermediate Similarity	NPC319036
0.775	Intermediate Similarity	NPC82795
0.775	Intermediate Similarity	NPC39279
0.775	Intermediate Similarity	NPC120398
0.775	Intermediate Similarity	NPC473478
0.775	Intermediate Similarity	NPC9678
0.775	Intermediate Similarity	NPC470400
0.775	Intermediate Similarity	NPC329615
0.775	Intermediate Similarity	NPC473671
0.775	Intermediate Similarity	NPC182383
0.775	Intermediate Similarity	NPC473669
0.775	Intermediate Similarity	NPC477014
0.775	Intermediate Similarity	NPC235809
0.775	Intermediate Similarity	NPC1083
0.7722	Intermediate Similarity	NPC193198
0.7703	Intermediate Similarity	NPC227396
0.7692	Intermediate Similarity	NPC281949
0.7692	Intermediate Similarity	NPC25684
0.7692	Intermediate Similarity	NPC301477
0.7692	Intermediate Similarity	NPC141810
0.7671	Intermediate Similarity	NPC129665
0.7671	Intermediate Similarity	NPC257618
0.7662	Intermediate Similarity	NPC471299
0.7662	Intermediate Similarity	NPC617
0.7662	Intermediate Similarity	NPC469690
0.7654	Intermediate Similarity	NPC241360
0.7654	Intermediate Similarity	NPC142117
0.7654	Intermediate Similarity	NPC475581
0.7654	Intermediate Similarity	NPC477010
0.7654	Intermediate Similarity	NPC103523
0.7654	Intermediate Similarity	NPC210218
0.7654	Intermediate Similarity	NPC204686
0.7654	Intermediate Similarity	NPC107717
0.7654	Intermediate Similarity	NPC134807
0.7654	Intermediate Similarity	NPC308412
0.7654	Intermediate Similarity	NPC47937
0.7654	Intermediate Similarity	NPC473687
0.7654	Intermediate Similarity	NPC293136
0.7654	Intermediate Similarity	NPC231096
0.7654	Intermediate Similarity	NPC477015
0.7654	Intermediate Similarity	NPC134885
0.7654	Intermediate Similarity	NPC219498
0.7654	Intermediate Similarity	NPC112685
0.7654	Intermediate Similarity	NPC469483
0.7654	Intermediate Similarity	NPC134865
0.7654	Intermediate Similarity	NPC114694
0.7654	Intermediate Similarity	NPC284902
0.7654	Intermediate Similarity	NPC25703
0.7654	Intermediate Similarity	NPC132940
0.7654	Intermediate Similarity	NPC62118
0.7654	Intermediate Similarity	NPC171174
0.7654	Intermediate Similarity	NPC282815
0.7654	Intermediate Similarity	NPC240695
0.7654	Intermediate Similarity	NPC261721
0.7654	Intermediate Similarity	NPC473840
0.7654	Intermediate Similarity	NPC232555
0.7654	Intermediate Similarity	NPC219652
0.7639	Intermediate Similarity	NPC143396
0.7632	Intermediate Similarity	NPC68156
0.7632	Intermediate Similarity	NPC10572
0.7625	Intermediate Similarity	NPC475100
0.7625	Intermediate Similarity	NPC82297
0.7625	Intermediate Similarity	NPC149869
0.7625	Intermediate Similarity	NPC30486
0.7612	Intermediate Similarity	NPC474267
0.7606	Intermediate Similarity	NPC21998
0.76	Intermediate Similarity	NPC244166

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 NPC218477 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	170
0.1-0.2	2241
0.2-0.3	4105
0.3-0.4	1861
0.4-0.5	561
0.5-0.6	161
0.6-0.7	46
0.7-0.8	5
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
0.7595	Intermediate Similarity	NPD4752	Clinical (unspecified phase)
0.7571	Intermediate Similarity	NPD2685	Clinical (unspecified phase)
0.7375	Intermediate Similarity	NPD5209	Approved
0.7368	Intermediate Similarity	NPD8039	Approved
0.7317	Intermediate Similarity	NPD1694	Approved
0.7188	Intermediate Similarity	NPD28	Approved
0.7188	Intermediate Similarity	NPD29	Approved
0.7188	Intermediate Similarity	NPD6927	Phase 3
0.6986	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.697	Remote Similarity	NPD3172	Approved
0.6962	Remote Similarity	NPD4756	Discovery
0.6944	Remote Similarity	NPD3197	Phase 1
0.6905	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD5785	Approved
0.6867	Remote Similarity	NPD7154	Phase 3
0.6866	Remote Similarity	NPD3196	Approved
0.6866	Remote Similarity	NPD3194	Approved
0.6866	Remote Similarity	NPD4266	Approved
0.6866	Remote Similarity	NPD3195	Phase 2
0.6761	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6719	Remote Similarity	NPD5343	Approved
0.6706	Remote Similarity	NPD5363	Approved
0.6705	Remote Similarity	NPD6698	Approved
0.6705	Remote Similarity	NPD46	Approved
0.6667	Remote Similarity	NPD5362	Discontinued
0.6667	Remote Similarity	NPD3174	Discontinued
0.6593	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD1695	Approved
0.6506	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6463	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6437	Remote Similarity	NPD5330	Approved
0.6437	Remote Similarity	NPD6684	Approved
0.6437	Remote Similarity	NPD7521	Approved
0.6437	Remote Similarity	NPD7334	Approved
0.6437	Remote Similarity	NPD6409	Approved
0.6437	Remote Similarity	NPD7146	Approved
0.6364	Remote Similarity	NPD3173	Approved
0.6353	Remote Similarity	NPD4270	Approved
0.6353	Remote Similarity	NPD6435	Approved
0.6353	Remote Similarity	NPD4269	Approved
0.6351	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.6333	Remote Similarity	NPD7838	Discovery
0.6322	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.631	Remote Similarity	NPD4252	Approved
0.6292	Remote Similarity	NPD6903	Approved
0.6292	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6267	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6265	Remote Similarity	NPD4271	Approved
0.6265	Remote Similarity	NPD4268	Approved
0.625	Remote Similarity	NPD6096	Approved
0.625	Remote Similarity	NPD2699	Approved
0.625	Remote Similarity	NPD5786	Approved
0.625	Remote Similarity	NPD6097	Approved
0.6235	Remote Similarity	NPD5369	Approved
0.6234	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD622	Approved
0.6207	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.62	Remote Similarity	NPD6686	Approved
0.6118	Remote Similarity	NPD4820	Approved
0.6118	Remote Similarity	NPD4819	Approved
0.6118	Remote Similarity	NPD4822	Approved
0.6118	Remote Similarity	NPD4821	Approved
0.6118	Remote Similarity	NPD5368	Approved
0.6111	Remote Similarity	NPD6672	Approved
0.6111	Remote Similarity	NPD5737	Approved
0.6104	Remote Similarity	NPD3704	Approved
0.6104	Remote Similarity	NPD7331	Phase 2
0.61	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6098	Remote Similarity	NPD1452	Discontinued
0.6092	Remote Similarity	NPD5332	Approved
0.6092	Remote Similarity	NPD5331	Approved
0.6087	Remote Similarity	NPD7983	Approved
0.6087	Remote Similarity	NPD5693	Phase 1
0.6078	Remote Similarity	NPD2067	Discontinued
0.6067	Remote Similarity	NPD4249	Approved
0.6047	Remote Similarity	NPD4790	Discontinued
0.6042	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6042	Remote Similarity	NPD7638	Approved
0.6042	Remote Similarity	NPD4225	Approved
0.6027	Remote Similarity	NPD6109	Phase 1
0.6022	Remote Similarity	NPD5779	Approved
0.6022	Remote Similarity	NPD5778	Approved
0.6019	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6	Remote Similarity	NPD3205	Discontinued
0.6	Remote Similarity	NPD4250	Approved
0.6	Remote Similarity	NPD3573	Approved
0.6	Remote Similarity	NPD4251	Approved
0.5979	Remote Similarity	NPD7639	Approved
0.5979	Remote Similarity	NPD7640	Approved
0.596	Remote Similarity	NPD2259	Approved
0.596	Remote Similarity	NPD2258	Approved
0.5922	Remote Similarity	NPD6371	Approved
0.5909	Remote Similarity	NPD4222	Approved
0.5889	Remote Similarity	NPD6422	Discontinued
0.5882	Remote Similarity	NPD4220	Pre-registration
0.587	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.587	Remote Similarity	NPD6101	Approved
0.587	Remote Similarity	NPD5370	Suspended
0.5833	Remote Similarity	NPD7839	Suspended
0.5833	Remote Similarity	NPD4627	Clinical (unspecified phase)
0.5806	Remote Similarity	NPD5207	Approved
0.58	Remote Similarity	NPD6647	Phase 2
0.5789	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5789	Remote Similarity	NPD7748	Approved
0.5789	Remote Similarity	NPD7900	Approved
0.5761	Remote Similarity	NPD5208	Approved
0.5745	Remote Similarity	NPD5694	Approved
0.5745	Remote Similarity	NPD4810	Clinical (unspecified phase)
0.5745	Remote Similarity	NPD6411	Approved
0.5741	Remote Similarity	NPD7115	Discovery
0.5735	Remote Similarity	NPD6125	Clinical (unspecified phase)
0.5729	Remote Similarity	NPD5695	Phase 3
0.5699	Remote Similarity	NPD6904	Approved
0.5699	Remote Similarity	NPD6080	Approved
0.5699	Remote Similarity	NPD6673	Approved
0.5699	Remote Similarity	NPD6051	Approved
0.5698	Remote Similarity	NPD3732	Approved
0.5684	Remote Similarity	NPD6399	Phase 3
0.5673	Remote Similarity	NPD2182	Approved
0.5672	Remote Similarity	NPD39	Approved
0.5667	Remote Similarity	NPD3665	Phase 1
0.5667	Remote Similarity	NPD3666	Approved
0.5667	Remote Similarity	NPD3133	Approved
0.566	Remote Similarity	NPD6053	Discontinued
0.5657	Remote Similarity	NPD6648	Approved
0.5638	Remote Similarity	NPD5692	Phase 3
0.5631	Remote Similarity	NPD5697	Approved
0.5631	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD5282	Discontinued
0.5612	Remote Similarity	NPD6084	Phase 2
0.5612	Remote Similarity	NPD7902	Approved
0.5612	Remote Similarity	NPD6083	Phase 2
0.56	Remote Similarity	NPD5344	Discontinued

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