NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	238.16
Volume:	260.605
LogP:	3.851
LogD:	3.543
LogS:	-3.056
# Rotatable Bonds:	6
TPSA:	50.44
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.773
Synthetic Accessibility Score:	3.215
Fsp3:	0.643
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.643
MDCK Permeability:	2.5182631361531094e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.004
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.019
30% Bioavailability (F30%):	0.119

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.105
Plasma Protein Binding (PPB):	97.4603500366211%
Volume Distribution (VD):	1.215
Pgp-substrate:	3.614440441131592%

ADMET: Metabolism

CYP1A2-inhibitor:	0.814
CYP1A2-substrate:	0.923
CYP2C19-inhibitor:	0.438
CYP2C19-substrate:	0.731
CYP2C9-inhibitor:	0.756
CYP2C9-substrate:	0.944
CYP2D6-inhibitor:	0.022
CYP2D6-substrate:	0.587
CYP3A4-inhibitor:	0.045
CYP3A4-substrate:	0.162

ADMET: Excretion

Clearance (CL):	4.297
Half-life (T1/2):	0.465

ADMET: Toxicity

hERG Blockers:	0.004
Human Hepatotoxicity (H-HT):	0.151
Drug-inuced Liver Injury (DILI):	0.298
AMES Toxicity:	0.018
Rat Oral Acute Toxicity:	0.075
Maximum Recommended Daily Dose:	0.059
Skin Sensitization:	0.706
Carcinogencity:	0.205
Eye Corrosion:	0.403
Eye Irritation:	0.801
Respiratory Toxicity:	0.289

Download Data

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

Natural Product: NPC316029

Natural Product ID:	NPC316029
*Common Name:**	Violapyrone C
IUPAC Name:	4-hydroxy-3-methyl-6-(5-methylheptyl)pyran-2-one
Synonyms:
Standard InCHIKey:	CWVDWOPGUAUQDD-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C14H22O3/c1-4-10(2)7-5-6-8-12-9-13(15)11(3)14(16)17-12/h9-10,15H,4-8H2,1-3H3
SMILES:	CCC(CCCCc1cc(O)c(c(=O)o1)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3087383
PubChem CID:	71607046
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000086] Pyrans [CHEMONTID:0000481] Pyranones 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
NPO11517	Streptomyces violascens	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24182355]
NPO11517	Streptomyces violascens	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[28206772]

☑ 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	5
MIC	2

Activity Type	# Activity
Cell Line	3
NON-MOLECULAR	2
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	>	200000.0	nM	PMID[536514]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	200000.0	nM	PMID[536514]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	200000.0	nM	PMID[536514]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	16.0	ug.mL-1	PMID[536514]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	16.0	ug.mL-1	PMID[536514]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	200000.0	nM	PMID[536514]

☑ 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 NPC316029 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	313
0.1-0.2	1720
0.2-0.3	4787
0.3-0.4	10796
0.4-0.5	7781
0.5-0.6	5424
0.6-0.7	7374
0.7-0.8	4090
0.8-0.85	303
0.85-0.9	70
0.9-0.95	14
0.95-1	25

Similarity Score	Similarity Level	Natural Product ID
0.9692	High Similarity	NPC313444
0.9155	High Similarity	NPC315394
0.9155	High Similarity	NPC316324
0.9118	High Similarity	NPC315597
0.9091	High Similarity	NPC315115
0.8841	High Similarity	NPC315285
0.8429	Intermediate Similarity	NPC232812
0.8382	Intermediate Similarity	NPC471556
0.831	Intermediate Similarity	NPC37929
0.831	Intermediate Similarity	NPC64234
0.8267	Intermediate Similarity	NPC315765
0.8169	Intermediate Similarity	NPC473277
0.8133	Intermediate Similarity	NPC54996
0.8116	Intermediate Similarity	NPC471566
0.7857	Intermediate Similarity	NPC471565
0.7746	Intermediate Similarity	NPC191233
0.7733	Intermediate Similarity	NPC470686
0.7711	Intermediate Similarity	NPC473658
0.7703	Intermediate Similarity	NPC181587
0.7692	Intermediate Similarity	NPC218486
0.7671	Intermediate Similarity	NPC265574
0.7671	Intermediate Similarity	NPC151481
0.7654	Intermediate Similarity	NPC14575
0.7654	Intermediate Similarity	NPC196487
0.7639	Intermediate Similarity	NPC132286
0.7639	Intermediate Similarity	NPC472266
0.7619	Intermediate Similarity	NPC307092
0.7606	Intermediate Similarity	NPC220766
0.7568	Intermediate Similarity	NPC4299
0.7568	Intermediate Similarity	NPC59558
0.7561	Intermediate Similarity	NPC471185
0.7536	Intermediate Similarity	NPC429928
0.7534	Intermediate Similarity	NPC238223
0.75	Intermediate Similarity	NPC308294
0.75	Intermediate Similarity	NPC142423
0.75	Intermediate Similarity	NPC26078
0.75	Intermediate Similarity	NPC260343
0.747	Intermediate Similarity	NPC234038
0.7468	Intermediate Similarity	NPC469617
0.7467	Intermediate Similarity	NPC288667
0.7463	Intermediate Similarity	NPC86948
0.7442	Intermediate Similarity	NPC2882
0.7436	Intermediate Similarity	NPC471225
0.7436	Intermediate Similarity	NPC180290
0.7432	Intermediate Similarity	NPC101622
0.7432	Intermediate Similarity	NPC470693
0.7432	Intermediate Similarity	NPC475004
0.7412	Intermediate Similarity	NPC51358
0.7381	Intermediate Similarity	NPC113370
0.7381	Intermediate Similarity	NPC125925
0.7381	Intermediate Similarity	NPC476079
0.7381	Intermediate Similarity	NPC103743
0.7381	Intermediate Similarity	NPC191283
0.7375	Intermediate Similarity	NPC10636
0.7356	Intermediate Similarity	NPC472954
0.7349	Intermediate Similarity	NPC67081
0.7349	Intermediate Similarity	NPC471223
0.7349	Intermediate Similarity	NPC307112
0.7333	Intermediate Similarity	NPC469660
0.7333	Intermediate Similarity	NPC67183
0.7324	Intermediate Similarity	NPC2328
0.7324	Intermediate Similarity	NPC155849
0.7317	Intermediate Similarity	NPC475714
0.7317	Intermediate Similarity	NPC475083
0.7317	Intermediate Similarity	NPC16488
0.7313	Intermediate Similarity	NPC173157
0.7308	Intermediate Similarity	NPC469880
0.7297	Intermediate Similarity	NPC474823
0.7297	Intermediate Similarity	NPC276290
0.7284	Intermediate Similarity	NPC78677
0.7284	Intermediate Similarity	NPC59994
0.7284	Intermediate Similarity	NPC315731
0.7284	Intermediate Similarity	NPC112868
0.7262	Intermediate Similarity	NPC186332
0.7262	Intermediate Similarity	NPC47220
0.7262	Intermediate Similarity	NPC315395
0.7262	Intermediate Similarity	NPC316426
0.7262	Intermediate Similarity	NPC122502
0.725	Intermediate Similarity	NPC471537
0.725	Intermediate Similarity	NPC139712
0.7237	Intermediate Similarity	NPC472254
0.7229	Intermediate Similarity	NPC475706
0.7222	Intermediate Similarity	NPC150162
0.7215	Intermediate Similarity	NPC187568
0.7215	Intermediate Similarity	NPC41780
0.7215	Intermediate Similarity	NPC473825
0.7209	Intermediate Similarity	NPC225283
0.7209	Intermediate Similarity	NPC115179
0.7209	Intermediate Similarity	NPC212598
0.7209	Intermediate Similarity	NPC106040
0.7195	Intermediate Similarity	NPC85772
0.7195	Intermediate Similarity	NPC10080
0.7195	Intermediate Similarity	NPC123908
0.7195	Intermediate Similarity	NPC474028
0.7195	Intermediate Similarity	NPC474439
0.7183	Intermediate Similarity	NPC317025
0.7183	Intermediate Similarity	NPC317177
0.7183	Intermediate Similarity	NPC326645
0.7183	Intermediate Similarity	NPC329416
0.7179	Intermediate Similarity	NPC68624
0.7179	Intermediate Similarity	NPC329852
0.7176	Intermediate Similarity	NPC316138
0.7176	Intermediate Similarity	NPC313658
0.7176	Intermediate Similarity	NPC475678
0.716	Intermediate Similarity	NPC268827
0.7159	Intermediate Similarity	NPC59646
0.7143	Intermediate Similarity	NPC477085
0.7143	Intermediate Similarity	NPC133600
0.7143	Intermediate Similarity	NPC242233
0.7143	Intermediate Similarity	NPC474369
0.7126	Intermediate Similarity	NPC3436
0.7126	Intermediate Similarity	NPC182136
0.7125	Intermediate Similarity	NPC169095
0.7125	Intermediate Similarity	NPC93763
0.7125	Intermediate Similarity	NPC184737
0.7125	Intermediate Similarity	NPC471220
0.7125	Intermediate Similarity	NPC108816
0.7123	Intermediate Similarity	NPC182794
0.7123	Intermediate Similarity	NPC470688
0.7121	Intermediate Similarity	NPC191643
0.7108	Intermediate Similarity	NPC311070
0.7108	Intermediate Similarity	NPC44261
0.7108	Intermediate Similarity	NPC288281
0.7108	Intermediate Similarity	NPC472377
0.7105	Intermediate Similarity	NPC329904
0.7105	Intermediate Similarity	NPC473361
0.7101	Intermediate Similarity	NPC165808
0.7093	Intermediate Similarity	NPC471956
0.7093	Intermediate Similarity	NPC472302
0.7093	Intermediate Similarity	NPC60765
0.7089	Intermediate Similarity	NPC473223
0.7083	Intermediate Similarity	NPC217940
0.7079	Intermediate Similarity	NPC470521
0.7073	Intermediate Similarity	NPC475944
0.7073	Intermediate Similarity	NPC8538
0.7073	Intermediate Similarity	NPC325031
0.7073	Intermediate Similarity	NPC184208
0.7067	Intermediate Similarity	NPC310210
0.7059	Intermediate Similarity	NPC198314
0.7059	Intermediate Similarity	NPC116575
0.7051	Intermediate Similarity	NPC213223
0.7045	Intermediate Similarity	NPC166110
0.7045	Intermediate Similarity	NPC470520
0.7045	Intermediate Similarity	NPC175842
0.7045	Intermediate Similarity	NPC32494
0.7045	Intermediate Similarity	NPC45579
0.7042	Intermediate Similarity	NPC19241
0.7037	Intermediate Similarity	NPC242767
0.7037	Intermediate Similarity	NPC264227
0.7037	Intermediate Similarity	NPC89128
0.7037	Intermediate Similarity	NPC472965
0.7037	Intermediate Similarity	NPC63649
0.7027	Intermediate Similarity	NPC100719
0.7027	Intermediate Similarity	NPC116013
0.7027	Intermediate Similarity	NPC166791
0.7027	Intermediate Similarity	NPC322035
0.7024	Intermediate Similarity	NPC70424
0.7024	Intermediate Similarity	NPC474693
0.7024	Intermediate Similarity	NPC243618
0.7013	Intermediate Similarity	NPC477087
0.7013	Intermediate Similarity	NPC477086
0.7013	Intermediate Similarity	NPC316185
0.7	Intermediate Similarity	NPC84360
0.7	Intermediate Similarity	NPC476439
0.7	Intermediate Similarity	NPC320630
0.7	Intermediate Similarity	NPC107668
0.7	Intermediate Similarity	NPC116177
0.7	Intermediate Similarity	NPC189206
0.7	Intermediate Similarity	NPC262747
0.7	Intermediate Similarity	NPC7563
0.6989	Remote Similarity	NPC469851
0.6988	Remote Similarity	NPC16321
0.6988	Remote Similarity	NPC471298
0.6988	Remote Similarity	NPC221231
0.6988	Remote Similarity	NPC471326
0.6988	Remote Similarity	NPC474291
0.6986	Remote Similarity	NPC34883
0.6986	Remote Similarity	NPC477456
0.6986	Remote Similarity	NPC477457
0.6977	Remote Similarity	NPC312561
0.6977	Remote Similarity	NPC199382
0.6974	Remote Similarity	NPC269841
0.6974	Remote Similarity	NPC67608
0.6966	Remote Similarity	NPC40821
0.6966	Remote Similarity	NPC248193
0.6966	Remote Similarity	NPC32862
0.6966	Remote Similarity	NPC159092
0.6966	Remote Similarity	NPC109406
0.6966	Remote Similarity	NPC476049
0.6966	Remote Similarity	NPC272293
0.6962	Remote Similarity	NPC244166
0.6962	Remote Similarity	NPC228978
0.6957	Remote Similarity	NPC141699
0.6957	Remote Similarity	NPC221763
0.6957	Remote Similarity	NPC96663
0.6951	Remote Similarity	NPC233377
0.6951	Remote Similarity	NPC47747
0.6951	Remote Similarity	NPC474510
0.6941	Remote Similarity	NPC475860
0.6941	Remote Similarity	NPC474694

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 NPC316029 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	282
0.1-0.2	993
0.2-0.3	1675
0.3-0.4	2703
0.4-0.5	1902
0.5-0.6	1139
0.6-0.7	351
0.7-0.8	92
0.8-0.85	10
0.85-0.9	2
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7361	Intermediate Similarity	NPD2685	Clinical (unspecified phase)
0.7183	Intermediate Similarity	NPD4192	Approved
0.7183	Intermediate Similarity	NPD4194	Approved
0.7183	Intermediate Similarity	NPD4193	Approved
0.7183	Intermediate Similarity	NPD4191	Approved
0.7	Intermediate Similarity	NPD4756	Discovery
0.6962	Remote Similarity	NPD8039	Approved
0.6771	Remote Similarity	NPD5909	Discontinued
0.6757	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6742	Remote Similarity	NPD7838	Discovery
0.6706	Remote Similarity	NPD7154	Phase 3
0.6628	Remote Similarity	NPD6400	Clinical (unspecified phase)
0.6596	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.6588	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6588	Remote Similarity	NPD5209	Approved
0.6556	Remote Similarity	NPD6698	Approved
0.6556	Remote Similarity	NPD46	Approved
0.6418	Remote Similarity	NPD4220	Pre-registration
0.6364	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD7331	Phase 2
0.6364	Remote Similarity	NPD1694	Approved
0.6354	Remote Similarity	NPD6648	Approved
0.625	Remote Similarity	NPD4225	Approved
0.6237	Remote Similarity	NPD5779	Approved
0.6237	Remote Similarity	NPD5778	Approved
0.6196	Remote Similarity	NPD5785	Approved
0.6186	Remote Similarity	NPD7639	Approved
0.6186	Remote Similarity	NPD7640	Approved
0.6163	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6136	Remote Similarity	NPD5362	Discontinued
0.6133	Remote Similarity	NPD4246	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD7983	Approved
0.6129	Remote Similarity	NPD7637	Suspended
0.6111	Remote Similarity	NPD342	Phase 1
0.6111	Remote Similarity	NPD4249	Approved
0.6082	Remote Similarity	NPD7638	Approved
0.6053	Remote Similarity	NPD368	Approved
0.6044	Remote Similarity	NPD4251	Approved
0.6044	Remote Similarity	NPD4250	Approved
0.6042	Remote Similarity	NPD7839	Suspended
0.6026	Remote Similarity	NPD7341	Phase 2
0.6	Remote Similarity	NPD5363	Approved
0.6	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.6	Remote Similarity	NPD6927	Phase 3
0.5977	Remote Similarity	NPD4821	Approved
0.5977	Remote Similarity	NPD4820	Approved
0.5977	Remote Similarity	NPD4822	Approved
0.5977	Remote Similarity	NPD4819	Approved
0.596	Remote Similarity	NPD5344	Discontinued
0.5957	Remote Similarity	NPD5693	Phase 1
0.5955	Remote Similarity	NPD5332	Approved
0.5955	Remote Similarity	NPD5331	Approved
0.5938	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.593	Remote Similarity	NPD4271	Approved
0.593	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.593	Remote Similarity	NPD4268	Approved
0.5914	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.5914	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.5914	Remote Similarity	NPD6101	Approved
0.5909	Remote Similarity	NPD4790	Discontinued
0.587	Remote Similarity	NPD1282	Approved
0.5851	Remote Similarity	NPD5207	Approved
0.5851	Remote Similarity	NPD5692	Phase 3
0.5849	Remote Similarity	NPD6053	Discontinued
0.5843	Remote Similarity	NPD4270	Approved
0.5843	Remote Similarity	NPD4269	Approved
0.5842	Remote Similarity	NPD6647	Phase 2
0.5833	Remote Similarity	NPD3172	Approved
0.5824	Remote Similarity	NPD1696	Phase 3
0.5811	Remote Similarity	NPD4219	Approved
0.5795	Remote Similarity	NPD4695	Discontinued
0.5789	Remote Similarity	NPD6050	Approved
0.5789	Remote Similarity	NPD6411	Approved
0.5789	Remote Similarity	NPD5694	Approved
0.5789	Remote Similarity	NPD5284	Approved
0.5789	Remote Similarity	NPD5281	Approved
0.5778	Remote Similarity	NPD6110	Phase 1
0.5769	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD8264	Approved
0.5761	Remote Similarity	NPD7521	Approved
0.5761	Remote Similarity	NPD7146	Approved
0.5761	Remote Similarity	NPD5786	Approved
0.5761	Remote Similarity	NPD6684	Approved
0.5761	Remote Similarity	NPD4519	Discontinued
0.5761	Remote Similarity	NPD7334	Approved
0.5761	Remote Similarity	NPD4623	Approved
0.5761	Remote Similarity	NPD6409	Approved
0.5761	Remote Similarity	NPD5330	Approved
0.5758	Remote Similarity	NPD5926	Approved
0.5753	Remote Similarity	NPD4266	Approved
0.5753	Remote Similarity	NPD3194	Approved
0.5753	Remote Similarity	NPD3196	Approved
0.5753	Remote Similarity	NPD3195	Phase 2
0.575	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.5745	Remote Similarity	NPD1695	Approved
0.5745	Remote Similarity	NPD6051	Approved
0.57	Remote Similarity	NPD6404	Discontinued
0.5699	Remote Similarity	NPD3573	Approved
0.5688	Remote Similarity	NPD690	Clinical (unspecified phase)
0.567	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.567	Remote Similarity	NPD7748	Approved
0.5667	Remote Similarity	NPD6435	Approved
0.566	Remote Similarity	NPD2067	Discontinued
0.5638	Remote Similarity	NPD5737	Approved
0.5638	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.5638	Remote Similarity	NPD6903	Approved
0.5638	Remote Similarity	NPD5208	Approved
0.5638	Remote Similarity	NPD6672	Approved
0.5619	Remote Similarity	NPD6686	Approved
0.5618	Remote Similarity	NPD4252	Approved
0.5612	Remote Similarity	NPD5695	Phase 3
0.5604	Remote Similarity	NPD6695	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