NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	480.25
Volume:	507.564
LogP:	4.518
LogD:	3.905
LogS:	-4.674
# Rotatable Bonds:	5
TPSA:	89.9
# H-Bond Aceptor:	6
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.5
Synthetic Accessibility Score:	5.211
Fsp3:	0.552
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-4.807
MDCK Permeability:	3.03988217638107e-05
Pgp-inhibitor:	0.998
Pgp-substrate:	0.038
Human Intestinal Absorption (HIA):	0.014
20% Bioavailability (F20%):	0.036
30% Bioavailability (F30%):	0.925

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.087
Plasma Protein Binding (PPB):	98.35803985595703%
Volume Distribution (VD):	2.092
Pgp-substrate:	2.8080573081970215%

ADMET: Metabolism

CYP1A2-inhibitor:	0.073
CYP1A2-substrate:	0.121
CYP2C19-inhibitor:	0.492
CYP2C19-substrate:	0.452
CYP2C9-inhibitor:	0.858
CYP2C9-substrate:	0.132
CYP2D6-inhibitor:	0.097
CYP2D6-substrate:	0.11
CYP3A4-inhibitor:	0.911
CYP3A4-substrate:	0.63

ADMET: Excretion

Clearance (CL):	8.165
Half-life (T1/2):	0.633

ADMET: Toxicity

hERG Blockers:	0.011
Human Hepatotoxicity (H-HT):	0.863
Drug-inuced Liver Injury (DILI):	0.944
AMES Toxicity:	0.022
Rat Oral Acute Toxicity:	0.89
Maximum Recommended Daily Dose:	0.777
Skin Sensitization:	0.046
Carcinogencity:	0.204
Eye Corrosion:	0.004
Eye Irritation:	0.027
Respiratory Toxicity:	0.807

Download Data

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

Natural Product: NPC477368

Natural Product ID:	NPC477368
*Common Name:**	[(1R,3E,5S,7S,9Z,11R,12R,13S,14S)-11-acetyloxy-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxo-1-tricyclo[10.3.0.05,7]pentadeca-3,9-dienyl] benzoate
IUPAC Name:	[(1R,3E,5S,7S,9Z,11R,12R,13S,14S)-11-acetyloxy-13-hydroxy-3,6,6,10,14-pentamethyl-2-oxo-1-tricyclo[10.3.0.05,7]pentadeca-3,9-dienyl] benzoate
Synonyms:
Standard InCHIKey:	CAVBUGMAOTUZCY-NLZFDMNXSA-N
Standard InCHI:	InChI=1S/C29H36O6/c1-16-12-13-21-22(28(21,5)6)14-17(2)26(32)29(35-27(33)20-10-8-7-9-11-20)15-18(3)24(31)23(29)25(16)34-19(4)30/h7-12,14,18,21-25,31H,13,15H2,1-6H3/b16-12-,17-14+/t18-,21-,22-,23+,24-,25-,29+/m0/s1
SMILES:	C[C@H]1C[C@]2([C@H]([C@H]1O)[C@H](/C(=C\C[C@H]3[C@@H](C3(C)C)/C=C(/C2=O)\C)/C)OC(=O)C)OC(=O)C4=CC=CC=C4
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	56666457
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids

*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
NPO28682	Jatropha multifida	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19036584]
NPO28682	Jatropha multifida	Species	Euphorbiaceae	Eukaryota	stems	Botanical Garden, Osmania University, Hyderabad, Andhra Pradesh	2006-AUG	PMID[21534583]
NPO28682	Jatropha multifida	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ 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
Tissue	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT177	Tissue	Aorta	Rattus norvegicus	Activity	=	50	%	PMID[21534583]

☑ 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 NPC477368 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	273
0.1-0.2	1036
0.2-0.3	2303
0.3-0.4	6010
0.4-0.5	11911
0.5-0.6	14835
0.6-0.7	5511
0.7-0.8	643
0.8-0.85	34
0.85-0.9	92
0.9-0.95	39
0.95-1	10

Similarity Score	Similarity Level	Natural Product ID
0.9921	High Similarity	NPC477367
0.9921	High Similarity	NPC232888
0.9921	High Similarity	NPC477364
0.9688	High Similarity	NPC477359
0.9683	High Similarity	NPC42234
0.9531	High Similarity	NPC477360
0.9528	High Similarity	NPC272946
0.937	High Similarity	NPC477370
0.9365	High Similarity	NPC477363
0.9365	High Similarity	NPC477366
0.9313	High Similarity	NPC270364
0.9297	High Similarity	NPC37968
0.9291	High Similarity	NPC477365
0.9242	High Similarity	NPC477358
0.9206	High Similarity	NPC477362
0.9167	High Similarity	NPC472247
0.9141	High Similarity	NPC477357
0.9111	High Similarity	NPC473497
0.9104	High Similarity	NPC276652
0.9055	High Similarity	NPC8990
0.9023	High Similarity	NPC265459
0.9023	High Similarity	NPC290833
0.9023	High Similarity	NPC475262
0.9	High Similarity	NPC477097
0.9	High Similarity	NPC477101
0.9	High Similarity	NPC477099
0.8984	High Similarity	NPC477369
0.8978	High Similarity	NPC45307
0.8978	High Similarity	NPC153214
0.8971	High Similarity	NPC475413
0.8971	High Similarity	NPC473654
0.8971	High Similarity	NPC474303
0.8955	High Similarity	NPC285221
0.8955	High Similarity	NPC194769
0.8947	High Similarity	NPC472250
0.8889	High Similarity	NPC86772
0.8865	High Similarity	NPC125033
0.8865	High Similarity	NPC25484
0.8865	High Similarity	NPC232583
0.8857	High Similarity	NPC205389
0.8841	High Similarity	NPC477096
0.8841	High Similarity	NPC477094
0.8824	High Similarity	NPC272523
0.8824	High Similarity	NPC325805
0.8811	High Similarity	NPC477098
0.8811	High Similarity	NPC477100
0.8797	High Similarity	NPC239358
0.8797	High Similarity	NPC233692
0.8786	High Similarity	NPC170668
0.8759	High Similarity	NPC475660
0.8759	High Similarity	NPC251294
0.8731	High Similarity	NPC472248
0.8705	High Similarity	NPC82467
0.8667	High Similarity	NPC28836
0.8667	High Similarity	NPC311492
0.8657	High Similarity	NPC233860
0.8652	High Similarity	NPC477095
0.8647	High Similarity	NPC475452
0.8647	High Similarity	NPC475671
0.8603	High Similarity	NPC79699
0.8603	High Similarity	NPC200154
0.8561	High Similarity	NPC472706
0.8561	High Similarity	NPC242355
0.854	High Similarity	NPC52523
0.854	High Similarity	NPC217673
0.854	High Similarity	NPC202729
0.8496	Intermediate Similarity	NPC472707
0.8478	Intermediate Similarity	NPC27721
0.8417	Intermediate Similarity	NPC473301
0.8372	Intermediate Similarity	NPC472708
0.837	Intermediate Similarity	NPC475508
0.837	Intermediate Similarity	NPC122504
0.837	Intermediate Similarity	NPC3450
0.8369	Intermediate Similarity	NPC183540
0.8333	Intermediate Similarity	NPC472704
0.8298	Intermediate Similarity	NPC187566
0.8261	Intermediate Similarity	NPC126516
0.8261	Intermediate Similarity	NPC153617
0.8261	Intermediate Similarity	NPC329913
0.8258	Intermediate Similarity	NPC472703
0.8209	Intermediate Similarity	NPC476599
0.8194	Intermediate Similarity	NPC25043
0.8194	Intermediate Similarity	NPC134131
0.8194	Intermediate Similarity	NPC471162
0.8188	Intermediate Similarity	NPC70344
0.8168	Intermediate Similarity	NPC473243
0.8129	Intermediate Similarity	NPC203486
0.8129	Intermediate Similarity	NPC324898
0.8129	Intermediate Similarity	NPC134937
0.8129	Intermediate Similarity	NPC298547
0.8121	Intermediate Similarity	NPC469456
0.8108	Intermediate Similarity	NPC283875
0.8108	Intermediate Similarity	NPC469647
0.8108	Intermediate Similarity	NPC138641
0.8108	Intermediate Similarity	NPC469648
0.8108	Intermediate Similarity	NPC22571
0.8102	Intermediate Similarity	NPC82712
0.8071	Intermediate Similarity	NPC149401
0.8071	Intermediate Similarity	NPC279637
0.8056	Intermediate Similarity	NPC95449
0.8043	Intermediate Similarity	NPC72915
0.8041	Intermediate Similarity	NPC472398
0.8039	Intermediate Similarity	NPC55744
0.8028	Intermediate Similarity	NPC170718
0.8015	Intermediate Similarity	NPC169913
0.7987	Intermediate Similarity	NPC233581
0.7987	Intermediate Similarity	NPC145649
0.7986	Intermediate Similarity	NPC182869
0.7986	Intermediate Similarity	NPC51181
0.7958	Intermediate Similarity	NPC205305
0.7958	Intermediate Similarity	NPC327511
0.7947	Intermediate Similarity	NPC11410
0.7945	Intermediate Similarity	NPC478264
0.7941	Intermediate Similarity	NPC275576
0.7937	Intermediate Similarity	NPC469636
0.7931	Intermediate Similarity	NPC191387
0.7931	Intermediate Similarity	NPC131966
0.7919	Intermediate Similarity	NPC471103
0.7919	Intermediate Similarity	NPC161955
0.7914	Intermediate Similarity	NPC470278
0.7907	Intermediate Similarity	NPC307651
0.7902	Intermediate Similarity	NPC53361
0.7902	Intermediate Similarity	NPC121268
0.7902	Intermediate Similarity	NPC9905
0.7891	Intermediate Similarity	NPC478263
0.7872	Intermediate Similarity	NPC48929
0.7868	Intermediate Similarity	NPC246166
0.7862	Intermediate Similarity	NPC475135
0.7847	Intermediate Similarity	NPC87934
0.7847	Intermediate Similarity	NPC162613
0.7842	Intermediate Similarity	NPC471832
0.7838	Intermediate Similarity	NPC132652
0.7836	Intermediate Similarity	NPC50872
0.7834	Intermediate Similarity	NPC161151
0.7826	Intermediate Similarity	NPC51448
0.7826	Intermediate Similarity	NPC115797
0.7823	Intermediate Similarity	NPC127857
0.7817	Intermediate Similarity	NPC477893
0.7817	Intermediate Similarity	NPC477896
0.7808	Intermediate Similarity	NPC477894
0.78	Intermediate Similarity	NPC51602
0.7794	Intermediate Similarity	NPC471466
0.7785	Intermediate Similarity	NPC60509
0.7785	Intermediate Similarity	NPC81698
0.7785	Intermediate Similarity	NPC250046
0.7769	Intermediate Similarity	NPC153053
0.7763	Intermediate Similarity	NPC21410
0.7763	Intermediate Similarity	NPC473632
0.7763	Intermediate Similarity	NPC473670
0.7763	Intermediate Similarity	NPC469730
0.7763	Intermediate Similarity	NPC132599
0.7763	Intermediate Similarity	NPC251139
0.7752	Intermediate Similarity	NPC82899
0.7752	Intermediate Similarity	NPC270699
0.774	Intermediate Similarity	NPC192658
0.7737	Intermediate Similarity	NPC295664
0.7733	Intermediate Similarity	NPC198455
0.7733	Intermediate Similarity	NPC161239
0.7733	Intermediate Similarity	NPC165260
0.7733	Intermediate Similarity	NPC7095
0.773	Intermediate Similarity	NPC125153
0.7727	Intermediate Similarity	NPC159692
0.7712	Intermediate Similarity	NPC106895
0.7703	Intermediate Similarity	NPC471107
0.7703	Intermediate Similarity	NPC471100
0.7697	Intermediate Similarity	NPC219419
0.7692	Intermediate Similarity	NPC161611
0.7687	Intermediate Similarity	NPC204784
0.7682	Intermediate Similarity	NPC101043
0.7682	Intermediate Similarity	NPC306799
0.7676	Intermediate Similarity	NPC472656
0.7674	Intermediate Similarity	NPC1082
0.7674	Intermediate Similarity	NPC305912
0.7671	Intermediate Similarity	NPC266374
0.7671	Intermediate Similarity	NPC471862
0.7667	Intermediate Similarity	NPC473215
0.7658	Intermediate Similarity	NPC477491
0.7651	Intermediate Similarity	NPC475552
0.7651	Intermediate Similarity	NPC312393
0.7651	Intermediate Similarity	NPC477737
0.7647	Intermediate Similarity	NPC259144
0.7647	Intermediate Similarity	NPC114357
0.7647	Intermediate Similarity	NPC473611
0.7647	Intermediate Similarity	NPC155329
0.7647	Intermediate Similarity	NPC282239
0.7635	Intermediate Similarity	NPC34943
0.7634	Intermediate Similarity	NPC474363
0.7626	Intermediate Similarity	NPC473220
0.7626	Intermediate Similarity	NPC470753
0.7619	Intermediate Similarity	NPC140021
0.7619	Intermediate Similarity	NPC472546
0.7616	Intermediate Similarity	NPC476173
0.7616	Intermediate Similarity	NPC470245
0.7616	Intermediate Similarity	NPC112216
0.7616	Intermediate Similarity	NPC473214
0.7615	Intermediate Similarity	NPC321852
0.7606	Intermediate Similarity	NPC238370
0.7603	Intermediate Similarity	NPC472547
0.7603	Intermediate Similarity	NPC100913
0.7603	Intermediate Similarity	NPC90614

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 NPC477368 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	224
0.1-0.2	789
0.2-0.3	1627
0.3-0.4	2820
0.4-0.5	2313
0.5-0.6	1099
0.6-0.7	261
0.7-0.8	15
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8714	High Similarity	NPD7236	Approved
0.8414	Intermediate Similarity	NPD7239	Suspended
0.7908	Intermediate Similarity	NPD7057	Phase 3
0.7908	Intermediate Similarity	NPD7058	Phase 2
0.7754	Intermediate Similarity	NPD6007	Clinical (unspecified phase)
0.7674	Intermediate Similarity	NPD2181	Clinical (unspecified phase)
0.7578	Intermediate Similarity	NPD7799	Discontinued
0.7519	Intermediate Similarity	NPD2182	Approved
0.75	Intermediate Similarity	NPD5740	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6685	Approved
0.75	Intermediate Similarity	NPD6085	Phase 2
0.7483	Intermediate Similarity	NPD7961	Discontinued
0.7444	Intermediate Similarity	NPD690	Clinical (unspecified phase)
0.7431	Intermediate Similarity	NPD7966	Clinical (unspecified phase)
0.7402	Intermediate Similarity	NPD5738	Clinical (unspecified phase)
0.7328	Intermediate Similarity	NPD2067	Discontinued
0.7319	Intermediate Similarity	NPD7457	Clinical (unspecified phase)
0.7313	Intermediate Similarity	NPD2629	Approved
0.7266	Intermediate Similarity	NPD6647	Phase 2
0.7266	Intermediate Similarity	NPD5765	Approved
0.7222	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD164	Approved
0.7132	Intermediate Similarity	NPD4198	Discontinued
0.7122	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.7121	Intermediate Similarity	NPD6831	Clinical (unspecified phase)
0.7114	Intermediate Similarity	NPD7305	Phase 1
0.7097	Intermediate Similarity	NPD6273	Approved
0.709	Intermediate Similarity	NPD6912	Phase 3
0.7077	Intermediate Similarity	NPD1237	Approved
0.7063	Intermediate Similarity	NPD6362	Approved
0.7037	Intermediate Similarity	NPD7094	Approved
0.7037	Intermediate Similarity	NPD6858	Approved
0.7021	Intermediate Similarity	NPD6287	Discontinued
0.702	Intermediate Similarity	NPD6005	Phase 3
0.702	Intermediate Similarity	NPD6006	Clinical (unspecified phase)
0.702	Intermediate Similarity	NPD6004	Phase 3
0.702	Intermediate Similarity	NPD6002	Phase 3
0.702	Intermediate Similarity	NPD6003	Clinical (unspecified phase)
0.6993	Remote Similarity	NPD4628	Phase 3
0.6986	Remote Similarity	NPD7008	Discontinued
0.6982	Remote Similarity	NPD6765	Approved
0.6982	Remote Similarity	NPD6764	Approved
0.698	Remote Similarity	NPD6653	Approved
0.6978	Remote Similarity	NPD7741	Discontinued
0.6963	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.6913	Remote Similarity	NPD6355	Discontinued
0.6908	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD1238	Approved
0.6897	Remote Similarity	NPD5647	Approved
0.6894	Remote Similarity	NPD5761	Phase 2
0.6894	Remote Similarity	NPD5760	Phase 2
0.6882	Remote Similarity	NPD7685	Pre-registration
0.6882	Remote Similarity	NPD8368	Discontinued
0.6879	Remote Similarity	NPD8424	Clinical (unspecified phase)
0.687	Remote Similarity	NPD1930	Approved
0.687	Remote Similarity	NPD1929	Approved
0.687	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.686	Remote Similarity	NPD8407	Phase 2
0.6857	Remote Similarity	NPD9545	Approved
0.6842	Remote Similarity	NPD7137	Phase 2
0.6822	Remote Similarity	NPD9495	Approved
0.6821	Remote Similarity	NPD6784	Approved
0.6821	Remote Similarity	NPD6785	Approved
0.6812	Remote Similarity	NPD5951	Approved
0.6797	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6779	Remote Similarity	NPD6663	Approved
0.6769	Remote Similarity	NPD2066	Phase 3
0.6765	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD7009	Phase 2
0.6735	Remote Similarity	NPD5736	Approved
0.6719	Remote Similarity	NPD1693	Approved
0.6711	Remote Similarity	NPD3764	Approved
0.6708	Remote Similarity	NPD6599	Discontinued
0.6688	Remote Similarity	NPD5763	Approved
0.6688	Remote Similarity	NPD5762	Approved
0.6687	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6686	Remote Similarity	NPD8434	Phase 2
0.6667	Remote Similarity	NPD4807	Approved
0.6667	Remote Similarity	NPD4806	Approved
0.6667	Remote Similarity	NPD7610	Discontinued
0.6667	Remote Similarity	NPD2799	Discontinued
0.6646	Remote Similarity	NPD7458	Discontinued
0.6644	Remote Similarity	NPD1876	Approved
0.6643	Remote Similarity	NPD5306	Approved
0.6643	Remote Similarity	NPD5305	Approved
0.6641	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6624	Remote Similarity	NPD3887	Approved
0.6624	Remote Similarity	NPD6190	Approved
0.6622	Remote Similarity	NPD3663	Approved
0.6622	Remote Similarity	NPD3661	Approved
0.6622	Remote Similarity	NPD3664	Approved
0.6622	Remote Similarity	NPD3662	Phase 3
0.6621	Remote Similarity	NPD3972	Approved
0.6619	Remote Similarity	NPD6010	Discontinued
0.6619	Remote Similarity	NPD2652	Approved
0.6619	Remote Similarity	NPD2650	Approved
0.661	Remote Similarity	NPD8435	Approved
0.6604	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.66	Remote Similarity	NPD2313	Discontinued
0.6596	Remote Similarity	NPD9493	Approved
0.6594	Remote Similarity	NPD969	Suspended
0.6579	Remote Similarity	NPD230	Phase 1
0.6567	Remote Similarity	NPD5909	Discontinued
0.6566	Remote Similarity	NPD7075	Discontinued
0.6562	Remote Similarity	NPD1088	Approved
0.6544	Remote Similarity	NPD6899	Approved
0.6544	Remote Similarity	NPD6881	Approved
0.6541	Remote Similarity	NPD6799	Approved
0.6541	Remote Similarity	NPD1932	Approved
0.6536	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD9256	Approved
0.6535	Remote Similarity	NPD9258	Approved
0.6531	Remote Similarity	NPD5667	Approved
0.6528	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6522	Remote Similarity	NPD6649	Approved
0.6522	Remote Similarity	NPD6650	Approved
0.6519	Remote Similarity	NPD2354	Approved
0.6519	Remote Similarity	NPD5048	Discontinued
0.6517	Remote Similarity	NPD8361	Approved
0.6517	Remote Similarity	NPD8360	Approved
0.6513	Remote Similarity	NPD4140	Approved
0.6512	Remote Similarity	NPD8470	Clinical (unspecified phase)
0.6497	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6496	Remote Similarity	NPD2329	Discontinued
0.6494	Remote Similarity	NPD2569	Approved
0.6494	Remote Similarity	NPD2567	Approved
0.649	Remote Similarity	NPD3268	Approved
0.6483	Remote Similarity	NPD4136	Approved
0.6483	Remote Similarity	NPD4135	Approved
0.6483	Remote Similarity	NPD4106	Approved
0.6474	Remote Similarity	NPD2346	Discontinued
0.6471	Remote Similarity	NPD5697	Approved
0.6467	Remote Similarity	NPD6832	Phase 2
0.6467	Remote Similarity	NPD7055	Discontinued
0.6458	Remote Similarity	NPD4196	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD5585	Approved
0.6456	Remote Similarity	NPD7488	Clinical (unspecified phase)
0.6456	Remote Similarity	NPD8166	Discontinued
0.6454	Remote Similarity	NPD4766	Approved
0.6452	Remote Similarity	NPD7033	Discontinued
0.645	Remote Similarity	NPD8127	Discontinued
0.6449	Remote Similarity	NPD6883	Approved
0.6449	Remote Similarity	NPD7290	Approved
0.6449	Remote Similarity	NPD7102	Approved
0.6449	Remote Similarity	NPD1317	Discontinued
0.6447	Remote Similarity	NPD7714	Approved
0.6447	Remote Similarity	NPD7713	Phase 3
0.6447	Remote Similarity	NPD6233	Phase 2
0.6447	Remote Similarity	NPD7715	Approved
0.6443	Remote Similarity	NPD2798	Approved
0.6442	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.6441	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6429	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6424	Remote Similarity	NPD7095	Approved
0.6424	Remote Similarity	NPD6801	Discontinued
0.641	Remote Similarity	NPD2935	Discontinued
0.6406	Remote Similarity	NPD1086	Approved
0.6406	Remote Similarity	NPD1090	Approved
0.6406	Remote Similarity	NPD1089	Approved
0.6404	Remote Similarity	NPD8150	Discontinued
0.6403	Remote Similarity	NPD6869	Approved
0.6403	Remote Similarity	NPD8130	Phase 1
0.6403	Remote Similarity	NPD6847	Approved
0.6403	Remote Similarity	NPD6617	Approved
0.64	Remote Similarity	NPD5204	Approved
0.6398	Remote Similarity	NPD2532	Approved
0.6398	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6398	Remote Similarity	NPD2534	Approved
0.6398	Remote Similarity	NPD2533	Approved
0.6397	Remote Similarity	NPD5739	Approved
0.6397	Remote Similarity	NPD7128	Approved
0.6397	Remote Similarity	NPD6675	Approved
0.6397	Remote Similarity	NPD6402	Approved
0.6395	Remote Similarity	NPD1608	Approved
0.6395	Remote Similarity	NPD9717	Approved
0.6395	Remote Similarity	NPD6637	Approved
0.6393	Remote Similarity	NPD8485	Approved
0.6386	Remote Similarity	NPD7819	Suspended
0.6385	Remote Similarity	NPD1202	Approved
0.6382	Remote Similarity	NPD6798	Discontinued
0.6377	Remote Similarity	NPD6014	Approved
0.6377	Remote Similarity	NPD6012	Approved
0.6377	Remote Similarity	NPD6373	Approved
0.6377	Remote Similarity	NPD6372	Approved
0.6377	Remote Similarity	NPD6013	Approved
0.6376	Remote Similarity	NPD2797	Approved
0.6369	Remote Similarity	NPD2353	Approved
0.6369	Remote Similarity	NPD2355	Clinical (unspecified phase)
0.6357	Remote Similarity	NPD6882	Approved
0.6357	Remote Similarity	NPD8297	Approved
0.6352	Remote Similarity	NPD4110	Phase 3
0.6352	Remote Similarity	NPD7003	Approved
0.6352	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6352	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6352	Remote Similarity	NPD2575	Approved
0.6352	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6349	Remote Similarity	NPD9259	Approved
0.6349	Remote Similarity	NPD9257	Approved
0.6347	Remote Similarity	NPD5402	Approved
0.6346	Remote Similarity	NPD4308	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