NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	226.08
Volume:	211.821
LogP:	1.471
LogD:	1.36
LogS:	-3.759
# Rotatable Bonds:	1
TPSA:	68.29
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.643
Synthetic Accessibility Score:	5.488
Fsp3:	0.727
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-5.166
MDCK Permeability:	4.1268864151788875e-05
Pgp-inhibitor:	0.018
Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.098
30% Bioavailability (F30%):	0.969

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.912
Plasma Protein Binding (PPB):	28.938899993896484%
Volume Distribution (VD):	1.342
Pgp-substrate:	69.56970977783203%

ADMET: Metabolism

CYP1A2-inhibitor:	0.021
CYP1A2-substrate:	0.991
CYP2C19-inhibitor:	0.035
CYP2C19-substrate:	0.9
CYP2C9-inhibitor:	0.012
CYP2C9-substrate:	0.009
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.125
CYP3A4-inhibitor:	0.014
CYP3A4-substrate:	0.935

ADMET: Excretion

Clearance (CL):	7.541
Half-life (T1/2):	0.599

ADMET: Toxicity

hERG Blockers:	0.01
Human Hepatotoxicity (H-HT):	0.892
Drug-inuced Liver Injury (DILI):	0.962
AMES Toxicity:	0.987
Rat Oral Acute Toxicity:	0.639
Maximum Recommended Daily Dose:	0.724
Skin Sensitization:	0.909
Carcinogencity:	0.97
Eye Corrosion:	0.007
Eye Irritation:	0.382
Respiratory Toxicity:	0.23

Download Data

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

Natural Product: NPC281608

Natural Product ID:	NPC281608
*Common Name:**	GGPRMSQKBVQHAH-LFRFXUESSA-N
IUPAC Name:	n.a.
Synonyms:	(-)-Epoxyserinone A
Standard InCHIKey:	GGPRMSQKBVQHAH-LFRFXUESSA-N
Standard InCHI:	InChI=1S/C11H14O5/c1-6-5-10-9(2,16-10)7(12)4-8(14-3)11(10,13)15-6/h4,6,13H,5H2,1-3H3/t6-,9+,10+,11+/m1/s1
SMILES:	COC1=CC(=O)[C@]2([C@@]3([C@@]1(O)O[C@@H](C3)C)O2)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL447804
PubChem CID:	11736274
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0001831] Carbonyl compounds [CHEMONTID:0000118] Ketones [CHEMONTID:0003487] Cyclic ketones [CHEMONTID:0004325] Cyclohexenones

*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
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10479323]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12350167]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14640527]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	Axinella verrucosa	Mediterranean	n.a.	PMID[14738391]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15043411]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	Sussex Inlet, New South Wales, Australia	n.a.	PMID[15104517]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15332862]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	Berkeley Pit lake	n.a.	PMID[17970594]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	New Zealand	n.a.	PMID[19323568]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19326880]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20452770]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21126094]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	North Sea	n.a.	PMID[21126094]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	Limonium tubiflorum	n.a.	PMID[21146414]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21916432]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22148349]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22458669]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23360521]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23477451]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23603293]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23972215]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24033077]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24437979]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31433188]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9392888]
NPO30770	Penicillium sp.	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]

☑ 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
Others	5

Activity Type	# Activity
Cell Line	3
NON-MOLECULAR	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT400	Cell Line	MDA-MB-435	Homo sapiens	IC50	>	10.0	ug.mL-1	PMID[553395]
NPT137	Cell Line	L1210	Mus musculus	Activity	=	50.0	Zone units	PMID[553395]
NPT730	Cell Line	MC-38	Mus musculus	Activity	=	200.0	Zone units	PMID[553395]
NPT27	Others	Unspecified		Activity	=	0.0	Zone units	PMID[553395]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	0.0	Zone units	PMID[553395]

☑ 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 NPC281608 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	213
0.1-0.2	1705
0.2-0.3	5902
0.3-0.4	10477
0.4-0.5	16058
0.5-0.6	5968
0.6-0.7	2108
0.7-0.8	264
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC475284
0.7544	Intermediate Similarity	NPC476107
0.7522	Intermediate Similarity	NPC27999
0.7522	Intermediate Similarity	NPC477116
0.75	Intermediate Similarity	NPC306908
0.7477	Intermediate Similarity	NPC474741
0.7429	Intermediate Similarity	NPC475949
0.7404	Intermediate Similarity	NPC266842
0.7364	Intermediate Similarity	NPC101018
0.7358	Intermediate Similarity	NPC474339
0.7358	Intermediate Similarity	NPC164598
0.7333	Intermediate Similarity	NPC300584
0.7311	Intermediate Similarity	NPC225049
0.73	Intermediate Similarity	NPC87189
0.73	Intermediate Similarity	NPC228415
0.7297	Intermediate Similarity	NPC99760
0.7264	Intermediate Similarity	NPC324667
0.7222	Intermediate Similarity	NPC475871
0.7222	Intermediate Similarity	NPC475945
0.7217	Intermediate Similarity	NPC471146
0.7212	Intermediate Similarity	NPC214694
0.7207	Intermediate Similarity	NPC471400
0.7207	Intermediate Similarity	NPC38154
0.72	Intermediate Similarity	NPC300779
0.7196	Intermediate Similarity	NPC201718
0.7196	Intermediate Similarity	NPC474742
0.7196	Intermediate Similarity	NPC476270
0.7182	Intermediate Similarity	NPC266514
0.7182	Intermediate Similarity	NPC477513
0.717	Intermediate Similarity	NPC471144
0.717	Intermediate Similarity	NPC470541
0.7168	Intermediate Similarity	NPC66108
0.7143	Intermediate Similarity	NPC17585
0.7143	Intermediate Similarity	NPC89408
0.713	Intermediate Similarity	NPC474747
0.713	Intermediate Similarity	NPC149371
0.7129	Intermediate Similarity	NPC119740
0.7129	Intermediate Similarity	NPC472008
0.7129	Intermediate Similarity	NPC150063
0.7128	Intermediate Similarity	NPC474197
0.7117	Intermediate Similarity	NPC14862
0.7117	Intermediate Similarity	NPC233379
0.7117	Intermediate Similarity	NPC474664
0.7117	Intermediate Similarity	NPC327106
0.7103	Intermediate Similarity	NPC288876
0.71	Intermediate Similarity	NPC478112
0.7091	Intermediate Similarity	NPC475802
0.7091	Intermediate Similarity	NPC472749
0.7091	Intermediate Similarity	NPC9303
0.7091	Intermediate Similarity	NPC16313
0.7091	Intermediate Similarity	NPC472751
0.7087	Intermediate Similarity	NPC146852
0.708	Intermediate Similarity	NPC317107
0.7075	Intermediate Similarity	NPC218064
0.7075	Intermediate Similarity	NPC236176
0.7075	Intermediate Similarity	NPC20066
0.7071	Intermediate Similarity	NPC32676
0.7071	Intermediate Similarity	NPC469809
0.7064	Intermediate Similarity	NPC472747
0.7064	Intermediate Similarity	NPC472755
0.7064	Intermediate Similarity	NPC472750
0.7059	Intermediate Similarity	NPC295448
0.7059	Intermediate Similarity	NPC478110
0.7054	Intermediate Similarity	NPC15218
0.7048	Intermediate Similarity	NPC270013
0.7048	Intermediate Similarity	NPC14961
0.7048	Intermediate Similarity	NPC475659
0.7041	Intermediate Similarity	NPC253364
0.7037	Intermediate Similarity	NPC472753
0.7037	Intermediate Similarity	NPC133907
0.7037	Intermediate Similarity	NPC181645
0.7037	Intermediate Similarity	NPC47880
0.7037	Intermediate Similarity	NPC128733
0.7037	Intermediate Similarity	NPC185141
0.7037	Intermediate Similarity	NPC46998
0.7037	Intermediate Similarity	NPC110443
0.703	Intermediate Similarity	NPC23622
0.703	Intermediate Similarity	NPC472007
0.7027	Intermediate Similarity	NPC324327
0.7027	Intermediate Similarity	NPC326994
0.7027	Intermediate Similarity	NPC474421
0.7027	Intermediate Similarity	NPC72813
0.7027	Intermediate Similarity	NPC194620
0.7027	Intermediate Similarity	NPC474716
0.7025	Intermediate Similarity	NPC217901
0.7019	Intermediate Similarity	NPC61275
0.7018	Intermediate Similarity	NPC317687
0.7009	Intermediate Similarity	NPC108581
0.7009	Intermediate Similarity	NPC478206
0.7009	Intermediate Similarity	NPC35717
0.7009	Intermediate Similarity	NPC478205
0.7009	Intermediate Similarity	NPC240509
0.7	Intermediate Similarity	NPC68303
0.7	Intermediate Similarity	NPC307126
0.7	Intermediate Similarity	NPC472748
0.6992	Remote Similarity	NPC162495
0.6991	Remote Similarity	NPC46407
0.6991	Remote Similarity	NPC115257
0.6991	Remote Similarity	NPC161816
0.699	Remote Similarity	NPC274075
0.699	Remote Similarity	NPC473455
0.6981	Remote Similarity	NPC279722
0.6981	Remote Similarity	NPC473859
0.6981	Remote Similarity	NPC477921
0.6979	Remote Similarity	NPC475699
0.6975	Remote Similarity	NPC102822
0.6975	Remote Similarity	NPC477046
0.6972	Remote Similarity	NPC39996
0.6972	Remote Similarity	NPC472754
0.6972	Remote Similarity	NPC471148
0.6967	Remote Similarity	NPC168849
0.6967	Remote Similarity	NPC475273
0.6964	Remote Similarity	NPC55972
0.6964	Remote Similarity	NPC169888
0.6964	Remote Similarity	NPC327286
0.6961	Remote Similarity	NPC153570
0.6952	Remote Similarity	NPC303942
0.6952	Remote Similarity	NPC57405
0.6952	Remote Similarity	NPC81386
0.6952	Remote Similarity	NPC474035
0.6949	Remote Similarity	NPC268958
0.6944	Remote Similarity	NPC477512
0.6942	Remote Similarity	NPC473919
0.6942	Remote Similarity	NPC24651
0.6942	Remote Similarity	NPC473709
0.6942	Remote Similarity	NPC476729
0.6942	Remote Similarity	NPC470922
0.6939	Remote Similarity	NPC221510
0.6939	Remote Similarity	NPC67254
0.6939	Remote Similarity	NPC159714
0.6937	Remote Similarity	NPC469852
0.6937	Remote Similarity	NPC314244
0.6935	Remote Similarity	NPC251564
0.6935	Remote Similarity	NPC475314
0.6935	Remote Similarity	NPC477189
0.6935	Remote Similarity	NPC475606
0.6931	Remote Similarity	NPC196381
0.6931	Remote Similarity	NPC278283
0.6931	Remote Similarity	NPC472009
0.6923	Remote Similarity	NPC478204
0.6923	Remote Similarity	NPC20713
0.6923	Remote Similarity	NPC476705
0.6923	Remote Similarity	NPC469684
0.6923	Remote Similarity	NPC473321
0.6923	Remote Similarity	NPC471145
0.6917	Remote Similarity	NPC312833
0.6909	Remote Similarity	NPC475873
0.6909	Remote Similarity	NPC104161
0.6909	Remote Similarity	NPC320154
0.6909	Remote Similarity	NPC469980
0.6909	Remote Similarity	NPC118902
0.6907	Remote Similarity	NPC473981
0.6907	Remote Similarity	NPC473980
0.6907	Remote Similarity	NPC291260
0.6903	Remote Similarity	NPC77089
0.6903	Remote Similarity	NPC475922
0.6897	Remote Similarity	NPC261330
0.6893	Remote Similarity	NPC87306
0.6893	Remote Similarity	NPC78008
0.6891	Remote Similarity	NPC112038
0.6887	Remote Similarity	NPC477922
0.6887	Remote Similarity	NPC471142
0.6881	Remote Similarity	NPC84042
0.6881	Remote Similarity	NPC207885
0.6881	Remote Similarity	NPC477511
0.6881	Remote Similarity	NPC264477
0.6881	Remote Similarity	NPC305085
0.688	Remote Similarity	NPC473485
0.688	Remote Similarity	NPC475139
0.688	Remote Similarity	NPC180902
0.688	Remote Similarity	NPC474508
0.6875	Remote Similarity	NPC254538
0.6875	Remote Similarity	NPC474285
0.6863	Remote Similarity	NPC473248
0.686	Remote Similarity	NPC265557
0.686	Remote Similarity	NPC67251
0.686	Remote Similarity	NPC18945
0.686	Remote Similarity	NPC91693
0.686	Remote Similarity	NPC105926
0.686	Remote Similarity	NPC473802
0.6857	Remote Similarity	NPC212486
0.6857	Remote Similarity	NPC162205
0.6857	Remote Similarity	NPC295204
0.6857	Remote Similarity	NPC475912
0.6857	Remote Similarity	NPC165383
0.6857	Remote Similarity	NPC273579
0.6857	Remote Similarity	NPC288240
0.6852	Remote Similarity	NPC61630
0.6852	Remote Similarity	NPC307517
0.6852	Remote Similarity	NPC81483
0.6852	Remote Similarity	NPC473326
0.6852	Remote Similarity	NPC169468
0.6847	Remote Similarity	NPC307846
0.6847	Remote Similarity	NPC258532
0.6847	Remote Similarity	NPC296950
0.6847	Remote Similarity	NPC220964
0.6847	Remote Similarity	NPC146731
0.6847	Remote Similarity	NPC472756
0.6847	Remote Similarity	NPC475676
0.6847	Remote Similarity	NPC305157

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 NPC281608 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	192
0.1-0.2	2319
0.2-0.3	3964
0.3-0.4	1828
0.4-0.5	641
0.5-0.6	188
0.6-0.7	17
0.7-0.8	1
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
0.7143	Intermediate Similarity	NPD6110	Phase 1
0.6636	Remote Similarity	NPD5282	Discontinued
0.6579	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6509	Remote Similarity	NPD46	Approved
0.6509	Remote Similarity	NPD6698	Approved
0.641	Remote Similarity	NPD6371	Approved
0.6346	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.629	Remote Similarity	NPD8516	Approved
0.629	Remote Similarity	NPD8515	Approved
0.629	Remote Similarity	NPD8517	Approved
0.629	Remote Similarity	NPD8513	Phase 3
0.6283	Remote Similarity	NPD5344	Discontinued
0.6239	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6218	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.619	Remote Similarity	NPD7642	Approved
0.6186	Remote Similarity	NPD4061	Clinical (unspecified phase)
0.6147	Remote Similarity	NPD7983	Approved
0.6134	Remote Similarity	NPD5955	Clinical (unspecified phase)
0.6126	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.608	Remote Similarity	NPD6059	Approved
0.608	Remote Similarity	NPD6054	Approved
0.6053	Remote Similarity	NPD6648	Approved
0.6047	Remote Similarity	NPD8074	Phase 3
0.6032	Remote Similarity	NPD6016	Approved
0.6032	Remote Similarity	NPD6015	Approved
0.5984	Remote Similarity	NPD5988	Approved
0.5984	Remote Similarity	NPD6370	Approved
0.5981	Remote Similarity	NPD4249	Approved
0.5968	Remote Similarity	NPD7115	Discovery
0.5965	Remote Similarity	NPD4225	Approved
0.5965	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.5926	Remote Similarity	NPD4250	Approved
0.5926	Remote Similarity	NPD4251	Approved
0.5909	Remote Similarity	NPD7838	Discovery
0.5902	Remote Similarity	NPD6053	Discontinued
0.5891	Remote Similarity	NPD7492	Approved
0.5882	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5859	Remote Similarity	NPD8080	Discontinued
0.5846	Remote Similarity	NPD6616	Approved
0.5833	Remote Similarity	NPD6686	Approved
0.5827	Remote Similarity	NPD6319	Approved
0.582	Remote Similarity	NPD2204	Approved
0.5818	Remote Similarity	NPD1695	Approved
0.5814	Remote Similarity	NPD7829	Approved
0.5814	Remote Similarity	NPD8328	Phase 3
0.5814	Remote Similarity	NPD7830	Approved
0.5806	Remote Similarity	NPD9120	Clinical (unspecified phase)
0.5804	Remote Similarity	NPD5778	Approved
0.5804	Remote Similarity	NPD5779	Approved
0.5802	Remote Similarity	NPD7078	Approved
0.5802	Remote Similarity	NPD8293	Discontinued
0.5766	Remote Similarity	NPD5785	Approved
0.5758	Remote Similarity	NPD7736	Approved
0.5755	Remote Similarity	NPD4800	Clinical (unspecified phase)
0.5728	Remote Similarity	NPD4756	Discovery
0.5714	Remote Similarity	NPD7319	Approved
0.5691	Remote Similarity	NPD7601	Clinical (unspecified phase)
0.5688	Remote Similarity	NPD5786	Approved
0.5659	Remote Similarity	NPD6921	Approved
0.5659	Remote Similarity	NPD8274	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD7839	Suspended
0.5639	Remote Similarity	NPD6033	Approved
0.562	Remote Similarity	NPD6412	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