NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	236.18
Volume:	257.271
LogP:	4.686
LogD:	3.66
LogS:	-4.376
# Rotatable Bonds:	0
TPSA:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.602
Synthetic Accessibility Score:	3.942
Fsp3:	0.933
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.695
MDCK Permeability:	2.1133373593329452e-05
Pgp-inhibitor:	0.931
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.944
30% Bioavailability (F30%):	0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.356
Plasma Protein Binding (PPB):	78.33148956298828%
Volume Distribution (VD):	1.089
Pgp-substrate:	36.94915771484375%

ADMET: Metabolism

CYP1A2-inhibitor:	0.333
CYP1A2-substrate:	0.46
CYP2C19-inhibitor:	0.311
CYP2C19-substrate:	0.877
CYP2C9-inhibitor:	0.337
CYP2C9-substrate:	0.171
CYP2D6-inhibitor:	0.02
CYP2D6-substrate:	0.703
CYP3A4-inhibitor:	0.365
CYP3A4-substrate:	0.286

ADMET: Excretion

Clearance (CL):	14.219
Half-life (T1/2):	0.088

ADMET: Toxicity

hERG Blockers:	0.055
Human Hepatotoxicity (H-HT):	0.164
Drug-inuced Liver Injury (DILI):	0.444
AMES Toxicity:	0.02
Rat Oral Acute Toxicity:	0.372
Maximum Recommended Daily Dose:	0.537
Skin Sensitization:	0.652
Carcinogencity:	0.257
Eye Corrosion:	0.845
Eye Irritation:	0.879
Respiratory Toxicity:	0.945

Download Data

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

Natural Product: NPC306750

Natural Product ID:	NPC306750
*Common Name:**	(3Ar,5As,9As,9Bs)-6,6,9A-Trimethyldecahydronaphtho[2,1-C]Furan-1(9Bh)-One
IUPAC Name:	(3aR,5aS,9aS,9bS)-6,6,9a-trimethyl-3a,4,5,5a,7,8,9,9b-octahydro-3H-benzo[g][2]benzofuran-1-one
Synonyms:
Standard InCHIKey:	JEEKFYIEZDNHGK-OHTBPHCPSA-N
Standard InCHI:	InChI=1S/C15H24O2/c1-14(2)7-4-8-15(3)11(14)6-5-10-9-17-13(16)12(10)15/h10-12H,4-9H2,1-3H3/t10-,11-,12+,15-/m0/s1
SMILES:	O=C1OC[C@H]2[C@H]1[C@@]1(C)CCCC([C@@H]1CC2)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL463216
PubChem CID:	10331685
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001634] Naphthofurans

*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
NPO30670	Dysidea	Genus	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[11374954]
NPO30670	Dysidea	Genus	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21214221]
NPO30670	Dysidea	Genus	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	PMID[9392880]

☑ 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	3

Activity Type	# Activity
Organism	1
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT773	Organism	Photobacterium leiognathi	Photobacterium leiognathi	IC50	=	90000.0	nM	PMID[464848]
NPT2	Others	Unspecified		IC50	=	45000.0	nM	PMID[464848]
NPT2	Others	Unspecified		IC50	=	113000.0	nM	PMID[464848]

☑ 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 NPC306750 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	292
0.1-0.2	3927
0.2-0.3	16540
0.3-0.4	8213
0.4-0.5	7057
0.5-0.6	5082
0.6-0.7	1364
0.7-0.8	197
0.8-0.85	19
0.85-0.9	4
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8906	High Similarity	NPC295788
0.873	High Similarity	NPC84562
0.8525	High Similarity	NPC478126
0.8507	High Similarity	NPC474755
0.8507	High Similarity	NPC109510
0.8382	Intermediate Similarity	NPC55508
0.8143	Intermediate Similarity	NPC92489
0.8088	Intermediate Similarity	NPC197701
0.8088	Intermediate Similarity	NPC469940
0.807	Intermediate Similarity	NPC305182
0.806	Intermediate Similarity	NPC178541
0.8028	Intermediate Similarity	NPC307865
0.8028	Intermediate Similarity	NPC143250
0.7971	Intermediate Similarity	NPC475230
0.7941	Intermediate Similarity	NPC477929
0.7887	Intermediate Similarity	NPC41017
0.7887	Intermediate Similarity	NPC476601
0.7887	Intermediate Similarity	NPC471046
0.7826	Intermediate Similarity	NPC478227
0.7808	Intermediate Similarity	NPC474754
0.7808	Intermediate Similarity	NPC73013
0.7794	Intermediate Similarity	NPC64466
0.7794	Intermediate Similarity	NPC476734
0.7794	Intermediate Similarity	NPC252032
0.7794	Intermediate Similarity	NPC469941
0.7794	Intermediate Similarity	NPC319671
0.7761	Intermediate Similarity	NPC41542
0.7746	Intermediate Similarity	NPC477934
0.7746	Intermediate Similarity	NPC179858
0.7714	Intermediate Similarity	NPC248567
0.7703	Intermediate Similarity	NPC170038
0.7703	Intermediate Similarity	NPC1882
0.7703	Intermediate Similarity	NPC134227
0.7703	Intermediate Similarity	NPC125366
0.7681	Intermediate Similarity	NPC477850
0.7639	Intermediate Similarity	NPC477932
0.7639	Intermediate Similarity	NPC477933
0.7612	Intermediate Similarity	NPC268736
0.7612	Intermediate Similarity	NPC477931
0.7612	Intermediate Similarity	NPC42060
0.76	Intermediate Similarity	NPC58631
0.76	Intermediate Similarity	NPC223330
0.76	Intermediate Similarity	NPC48756
0.76	Intermediate Similarity	NPC475743
0.76	Intermediate Similarity	NPC475951
0.76	Intermediate Similarity	NPC280781
0.76	Intermediate Similarity	NPC209318
0.7568	Intermediate Similarity	NPC118987
0.7534	Intermediate Similarity	NPC474404
0.7534	Intermediate Similarity	NPC471151
0.7534	Intermediate Similarity	NPC477918
0.75	Intermediate Similarity	NPC469868
0.75	Intermediate Similarity	NPC13494
0.75	Intermediate Similarity	NPC474221
0.75	Intermediate Similarity	NPC226988
0.75	Intermediate Similarity	NPC478180
0.75	Intermediate Similarity	NPC130459
0.7467	Intermediate Similarity	NPC195424
0.7465	Intermediate Similarity	NPC279241
0.7463	Intermediate Similarity	NPC157518
0.7463	Intermediate Similarity	NPC19311
0.7463	Intermediate Similarity	NPC230047
0.7463	Intermediate Similarity	NPC469791
0.7432	Intermediate Similarity	NPC35574
0.7403	Intermediate Similarity	NPC15091
0.7385	Intermediate Similarity	NPC204173
0.7368	Intermediate Similarity	NPC282440
0.7368	Intermediate Similarity	NPC474870
0.7368	Intermediate Similarity	NPC271572
0.7361	Intermediate Similarity	NPC167702
0.7361	Intermediate Similarity	NPC280026
0.7361	Intermediate Similarity	NPC477930
0.7361	Intermediate Similarity	NPC317212
0.7344	Intermediate Similarity	NPC132998
0.7333	Intermediate Similarity	NPC471475
0.7308	Intermediate Similarity	NPC65133
0.7308	Intermediate Similarity	NPC97505
0.7308	Intermediate Similarity	NPC473299
0.7308	Intermediate Similarity	NPC79308
0.7297	Intermediate Similarity	NPC316500
0.7297	Intermediate Similarity	NPC238227
0.7286	Intermediate Similarity	NPC196197
0.7273	Intermediate Similarity	NPC102156
0.7273	Intermediate Similarity	NPC148740
0.7273	Intermediate Similarity	NPC100366
0.7273	Intermediate Similarity	NPC242771
0.7273	Intermediate Similarity	NPC311642
0.7273	Intermediate Similarity	NPC164289
0.726	Intermediate Similarity	NPC472311
0.726	Intermediate Similarity	NPC212733
0.7237	Intermediate Similarity	NPC474956
0.7237	Intermediate Similarity	NPC472853
0.7237	Intermediate Similarity	NPC261616
0.7222	Intermediate Similarity	NPC474123
0.7215	Intermediate Similarity	NPC470223
0.7215	Intermediate Similarity	NPC477445
0.7215	Intermediate Similarity	NPC62572
0.72	Intermediate Similarity	NPC243594
0.72	Intermediate Similarity	NPC31031
0.72	Intermediate Similarity	NPC476732
0.72	Intermediate Similarity	NPC199965
0.7183	Intermediate Similarity	NPC91369
0.7183	Intermediate Similarity	NPC108131
0.7179	Intermediate Similarity	NPC472847
0.7179	Intermediate Similarity	NPC22611
0.7162	Intermediate Similarity	NPC4209
0.7143	Intermediate Similarity	NPC475665
0.7143	Intermediate Similarity	NPC469724
0.7143	Intermediate Similarity	NPC31187
0.7143	Intermediate Similarity	NPC38642
0.7143	Intermediate Similarity	NPC470956
0.7143	Intermediate Similarity	NPC472229
0.7143	Intermediate Similarity	NPC474955
0.7143	Intermediate Similarity	NPC472230
0.7143	Intermediate Similarity	NPC474954
0.7143	Intermediate Similarity	NPC232625
0.7143	Intermediate Similarity	NPC100917
0.7143	Intermediate Similarity	NPC281203
0.7125	Intermediate Similarity	NPC92139
0.7125	Intermediate Similarity	NPC85698
0.7125	Intermediate Similarity	NPC9231
0.7123	Intermediate Similarity	NPC96759
0.7105	Intermediate Similarity	NPC80891
0.7105	Intermediate Similarity	NPC472310
0.7105	Intermediate Similarity	NPC201276
0.7089	Intermediate Similarity	NPC82492
0.7089	Intermediate Similarity	NPC100391
0.7089	Intermediate Similarity	NPC25802
0.7089	Intermediate Similarity	NPC101138
0.7089	Intermediate Similarity	NPC477434
0.7089	Intermediate Similarity	NPC51135
0.7089	Intermediate Similarity	NPC139566
0.7083	Intermediate Similarity	NPC72343
0.7083	Intermediate Similarity	NPC89310
0.7083	Intermediate Similarity	NPC472309
0.7067	Intermediate Similarity	NPC143133
0.7067	Intermediate Similarity	NPC180199
0.7067	Intermediate Similarity	NPC207010
0.7067	Intermediate Similarity	NPC317913
0.7067	Intermediate Similarity	NPC298168
0.7067	Intermediate Similarity	NPC477919
0.7051	Intermediate Similarity	NPC289486
0.7051	Intermediate Similarity	NPC477936
0.7051	Intermediate Similarity	NPC258153
0.7051	Intermediate Similarity	NPC476458
0.7051	Intermediate Similarity	NPC61107
0.7051	Intermediate Similarity	NPC477935
0.7049	Intermediate Similarity	NPC274261
0.7049	Intermediate Similarity	NPC314084
0.7049	Intermediate Similarity	NPC291724
0.7042	Intermediate Similarity	NPC131892
0.7042	Intermediate Similarity	NPC474962
0.7042	Intermediate Similarity	NPC321732
0.7042	Intermediate Similarity	NPC213178
0.7042	Intermediate Similarity	NPC6120
0.7042	Intermediate Similarity	NPC327728
0.7042	Intermediate Similarity	NPC324607
0.7037	Intermediate Similarity	NPC305029
0.7037	Intermediate Similarity	NPC181103
0.7037	Intermediate Similarity	NPC175293
0.7013	Intermediate Similarity	NPC60568
0.7	Intermediate Similarity	NPC476928
0.6986	Remote Similarity	NPC161187
0.6986	Remote Similarity	NPC330659
0.6986	Remote Similarity	NPC244708
0.6974	Remote Similarity	NPC63020
0.6974	Remote Similarity	NPC224802
0.6974	Remote Similarity	NPC329117
0.6974	Remote Similarity	NPC185465
0.6974	Remote Similarity	NPC472608
0.6974	Remote Similarity	NPC324700
0.6974	Remote Similarity	NPC4827
0.6974	Remote Similarity	NPC80089
0.6974	Remote Similarity	NPC171426
0.6974	Remote Similarity	NPC34046
0.6962	Remote Similarity	NPC471037
0.6962	Remote Similarity	NPC259173
0.6962	Remote Similarity	NPC194637
0.6962	Remote Similarity	NPC15821
0.6962	Remote Similarity	NPC170862
0.6962	Remote Similarity	NPC470948
0.6951	Remote Similarity	NPC33398
0.6951	Remote Similarity	NPC221993
0.6951	Remote Similarity	NPC471221
0.6951	Remote Similarity	NPC474845
0.6951	Remote Similarity	NPC28227
0.6944	Remote Similarity	NPC476731
0.6944	Remote Similarity	NPC235586
0.6933	Remote Similarity	NPC474020
0.6923	Remote Similarity	NPC50658
0.6923	Remote Similarity	NPC282293
0.6914	Remote Similarity	NPC6979
0.6914	Remote Similarity	NPC477441
0.6914	Remote Similarity	NPC471042
0.6901	Remote Similarity	NPC119838
0.6901	Remote Similarity	NPC2568
0.6901	Remote Similarity	NPC290445
0.6901	Remote Similarity	NPC36616
0.6901	Remote Similarity	NPC260319
0.6901	Remote Similarity	NPC103647

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 NPC306750 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	336
0.1-0.2	3756
0.2-0.3	3514
0.3-0.4	910
0.4-0.5	332
0.5-0.6	230
0.6-0.7	46
0.7-0.8	25
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
0.8088	Intermediate Similarity	NPD5777	Approved
0.7746	Intermediate Similarity	NPD3702	Approved
0.7612	Intermediate Similarity	NPD4224	Phase 2
0.7463	Intermediate Similarity	NPD3171	Clinical (unspecified phase)
0.7361	Intermediate Similarity	NPD6113	Clinical (unspecified phase)
0.7162	Intermediate Similarity	NPD6117	Approved
0.7083	Intermediate Similarity	NPD6081	Approved
0.7067	Intermediate Similarity	NPD6116	Phase 1
0.7042	Intermediate Similarity	NPD3700	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD3726	Approved
0.7042	Intermediate Similarity	NPD3699	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD3725	Approved
0.7042	Intermediate Similarity	NPD3698	Phase 2
0.6984	Remote Similarity	NPD615	Clinical (unspecified phase)
0.6974	Remote Similarity	NPD6118	Approved
0.6974	Remote Similarity	NPD6115	Approved
0.6974	Remote Similarity	NPD6114	Approved
0.6974	Remote Similarity	NPD6697	Approved
0.6944	Remote Similarity	NPD4245	Approved
0.6944	Remote Similarity	NPD4244	Approved
0.6944	Remote Similarity	NPD4789	Approved
0.6901	Remote Similarity	NPD229	Approved
0.6849	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.6849	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD387	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD7521	Approved
0.6707	Remote Similarity	NPD7334	Approved
0.6707	Remote Similarity	NPD6409	Approved
0.6707	Remote Similarity	NPD6684	Approved
0.6707	Remote Similarity	NPD7146	Approved
0.6707	Remote Similarity	NPD5330	Approved
0.6667	Remote Similarity	NPD5360	Phase 3
0.6667	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.6585	Remote Similarity	NPD1694	Approved
0.6579	Remote Similarity	NPD3703	Phase 2
0.6548	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6548	Remote Similarity	NPD6903	Approved
0.6548	Remote Similarity	NPD5737	Approved
0.6548	Remote Similarity	NPD6672	Approved
0.6512	Remote Similarity	NPD8035	Phase 2
0.6512	Remote Similarity	NPD8034	Phase 2
0.65	Remote Similarity	NPD1779	Approved
0.65	Remote Similarity	NPD1780	Approved
0.65	Remote Similarity	NPD634	Phase 3
0.6479	Remote Similarity	NPD9496	Clinical (unspecified phase)
0.6437	Remote Similarity	NPD6399	Phase 3
0.64	Remote Similarity	NPD4758	Discontinued
0.6386	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6329	Remote Similarity	NPD3671	Phase 1
0.631	Remote Similarity	NPD6098	Approved
0.6292	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.629	Remote Similarity	NPD2266	Phase 2
0.6232	Remote Similarity	NPD3198	Approved
0.6212	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD5207	Approved
0.618	Remote Similarity	NPD7900	Approved
0.618	Remote Similarity	NPD6001	Approved
0.618	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6163	Remote Similarity	NPD5208	Approved
0.6092	Remote Similarity	NPD6904	Approved
0.6092	Remote Similarity	NPD6673	Approved
0.6092	Remote Similarity	NPD6080	Approved
0.6087	Remote Similarity	NPD5696	Approved
0.6066	Remote Similarity	NPD2699	Approved
0.6047	Remote Similarity	NPD3573	Approved
0.6044	Remote Similarity	NPD5349	Clinical (unspecified phase)
0.6024	Remote Similarity	NPD3667	Approved
0.6	Remote Similarity	NPD7748	Approved
0.5978	Remote Similarity	NPD7902	Approved
0.5978	Remote Similarity	NPD6083	Phase 2
0.5978	Remote Similarity	NPD6084	Phase 2
0.5965	Remote Similarity	NPD9449	Clinical (unspecified phase)
0.5955	Remote Similarity	NPD5693	Phase 1
0.5952	Remote Similarity	NPD4788	Approved
0.5949	Remote Similarity	NPD2257	Approved
0.5934	Remote Similarity	NPD5695	Phase 3
0.593	Remote Similarity	NPD3618	Phase 1
0.5926	Remote Similarity	NPD5364	Discontinued
0.5926	Remote Similarity	NPD4238	Approved
0.5926	Remote Similarity	NPD4802	Phase 2
0.5926	Remote Similarity	NPD3617	Approved
0.5909	Remote Similarity	NPD3186	Phase 1
0.5882	Remote Similarity	NPD3666	Approved
0.5882	Remote Similarity	NPD4786	Approved
0.5882	Remote Similarity	NPD3133	Approved
0.5882	Remote Similarity	NPD3668	Phase 3
0.5882	Remote Similarity	NPD3665	Phase 1
0.5876	Remote Similarity	NPD6008	Approved
0.5843	Remote Similarity	NPD5692	Phase 3
0.5789	Remote Similarity	NPD1700	Approved
0.5778	Remote Similarity	NPD5694	Approved
0.5778	Remote Similarity	NPD7515	Phase 2
0.5778	Remote Similarity	NPD6050	Approved
0.5765	Remote Similarity	NPD3670	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD3669	Approved
0.575	Remote Similarity	NPD8039	Approved
0.5733	Remote Similarity	NPD375	Phase 2
0.5694	Remote Similarity	NPD9656	Approved
0.5676	Remote Similarity	NPD7909	Approved
0.567	Remote Similarity	NPD6052	Approved
0.5657	Remote Similarity	NPD5954	Clinical (unspecified phase)
0.5647	Remote Similarity	NPD4221	Approved
0.5647	Remote Similarity	NPD4223	Phase 3
0.5645	Remote Similarity	NPD367	Approved
0.5625	Remote Similarity	NPD345	Approved
0.5625	Remote Similarity	NPD344	Approved
0.5625	Remote Similarity	NPD343	Approved
0.5614	Remote Similarity	NPD9447	Approved
0.5604	Remote Similarity	NPD5284	Approved
0.5604	Remote Similarity	NPD5281	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