NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	255.09
Volume:	261.239
LogP:	2.235
LogD:	2.284
LogS:	-3.48
# Rotatable Bonds:	1
TPSA:	51.46
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.679
Synthetic Accessibility Score:	2.167
Fsp3:	0.133
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:	-4.783
MDCK Permeability:	2.261148620164022e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.045
Human Intestinal Absorption (HIA):	0.013
20% Bioavailability (F20%):	0.01
30% Bioavailability (F30%):	0.281

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.713
Plasma Protein Binding (PPB):	90.95047760009766%
Volume Distribution (VD):	1.035
Pgp-substrate:	5.42595100402832%

ADMET: Metabolism

CYP1A2-inhibitor:	0.986
CYP1A2-substrate:	0.95
CYP2C19-inhibitor:	0.8
CYP2C19-substrate:	0.402
CYP2C9-inhibitor:	0.603
CYP2C9-substrate:	0.942
CYP2D6-inhibitor:	0.768
CYP2D6-substrate:	0.898
CYP3A4-inhibitor:	0.47
CYP3A4-substrate:	0.2

ADMET: Excretion

Clearance (CL):	5.223
Half-life (T1/2):	0.635

ADMET: Toxicity

hERG Blockers:	0.028
Human Hepatotoxicity (H-HT):	0.1
Drug-inuced Liver Injury (DILI):	0.312
AMES Toxicity:	0.844
Rat Oral Acute Toxicity:	0.069
Maximum Recommended Daily Dose:	0.824
Skin Sensitization:	0.5
Carcinogencity:	0.896
Eye Corrosion:	0.023
Eye Irritation:	0.96
Respiratory Toxicity:	0.799

Download Data

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

Natural Product: NPC114039

Natural Product ID:	NPC114039
*Common Name:**	Tegerrardin A
IUPAC Name:	3-hydroxy-1-methoxy-10-methylacridin-9-one
Synonyms:
Standard InCHIKey:	UFEDIXBJQROJES-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H13NO3/c1-16-11-6-4-3-5-10(11)15(18)14-12(16)7-9(17)8-13(14)19-2/h3-8,17H,1-2H3
SMILES:	Cn1c2ccccc2c(=O)c2c1cc(cc2OC)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1095073
PubChem CID:	16220278
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001253] Quinolines and derivatives [CHEMONTID:0001908] Benzoquinolines [CHEMONTID:0000274] Acridines [CHEMONTID:0001811] Acridones

*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
NPO16422	Teclea gerrardii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19299148]
NPO15090	Zanthoxylum leprieurii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20413315]
NPO16422	Teclea gerrardii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15090	Zanthoxylum leprieurii	Species	Rutaceae	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
IC50	4

Activity Type	# Activity
Cell Line	2
NON-MOLECULAR	1
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT81	Cell Line	A549	Homo sapiens	IC50	=	36000.0	nM	PMID[503673]
NPT579	Cell Line	DLD-1	Homo sapiens	IC50	=	71000.0	nM	PMID[503673]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	42000.0	nM	PMID[503673]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	12300.0	nM	PMID[503674]

☑ 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 NPC114039 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	517
0.1-0.2	3184
0.2-0.3	12236
0.3-0.4	4130
0.4-0.5	9417
0.5-0.6	10316
0.6-0.7	2468
0.7-0.8	365
0.8-0.85	31
0.85-0.9	19
0.9-0.95	11
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC206109
0.9412	High Similarity	NPC298320
0.9389	High Similarity	NPC15987
0.929	High Similarity	NPC198160
0.9167	High Similarity	NPC234933
0.9153	High Similarity	NPC1820
0.9091	High Similarity	NPC295479
0.9091	High Similarity	NPC220241
0.9081	High Similarity	NPC212123
0.9071	High Similarity	NPC288759
0.9043	High Similarity	NPC116178
0.8995	High Similarity	NPC217903
0.8995	High Similarity	NPC321166
0.8871	High Similarity	NPC313112
0.8871	High Similarity	NPC301292
0.8808	High Similarity	NPC134702
0.8808	High Similarity	NPC182853
0.8804	High Similarity	NPC241263
0.8796	High Similarity	NPC30749
0.8765	High Similarity	NPC204867
0.875	High Similarity	NPC148391
0.8743	High Similarity	NPC305542
0.8673	High Similarity	NPC329830
0.8653	High Similarity	NPC2905
0.8639	High Similarity	NPC474366
0.8601	High Similarity	NPC114468
0.8579	High Similarity	NPC118189
0.8541	High Similarity	NPC170333
0.8497	Intermediate Similarity	NPC218303
0.8497	Intermediate Similarity	NPC299582
0.8485	Intermediate Similarity	NPC76478
0.841	Intermediate Similarity	NPC268223
0.8392	Intermediate Similarity	NPC7560
0.8367	Intermediate Similarity	NPC176113
0.8333	Intermediate Similarity	NPC195120
0.8281	Intermediate Similarity	NPC133156
0.8276	Intermediate Similarity	NPC13249
0.8241	Intermediate Similarity	NPC87560
0.8159	Intermediate Similarity	NPC157983
0.8159	Intermediate Similarity	NPC118154
0.8137	Intermediate Similarity	NPC285254
0.8122	Intermediate Similarity	NPC9475
0.7989	Intermediate Similarity	NPC327005
0.7861	Intermediate Similarity	NPC144691
0.7766	Intermediate Similarity	NPC41216
0.7611	Intermediate Similarity	NPC93653
0.7487	Intermediate Similarity	NPC471825
0.7464	Intermediate Similarity	NPC469439
0.7423	Intermediate Similarity	NPC45389
0.7368	Intermediate Similarity	NPC85613
0.7368	Intermediate Similarity	NPC5167
0.7366	Intermediate Similarity	NPC25961
0.7358	Intermediate Similarity	NPC150308
0.7354	Intermediate Similarity	NPC127082
0.7353	Intermediate Similarity	NPC313618
0.7251	Intermediate Similarity	NPC308037
0.7251	Intermediate Similarity	NPC64359
0.725	Intermediate Similarity	NPC17677
0.7246	Intermediate Similarity	NPC220337
0.7243	Intermediate Similarity	NPC97746
0.7225	Intermediate Similarity	NPC286336
0.7222	Intermediate Similarity	NPC254957
0.7211	Intermediate Similarity	NPC129578
0.7209	Intermediate Similarity	NPC87231
0.7209	Intermediate Similarity	NPC212631
0.7209	Intermediate Similarity	NPC257756
0.7209	Intermediate Similarity	NPC205468
0.7209	Intermediate Similarity	NPC129132
0.72	Intermediate Similarity	NPC162680
0.72	Intermediate Similarity	NPC303644
0.72	Intermediate Similarity	NPC7013
0.72	Intermediate Similarity	NPC209560
0.72	Intermediate Similarity	NPC84585
0.72	Intermediate Similarity	NPC476480
0.72	Intermediate Similarity	NPC116632
0.72	Intermediate Similarity	NPC294409
0.72	Intermediate Similarity	NPC181124
0.7196	Intermediate Similarity	NPC73280
0.7195	Intermediate Similarity	NPC151171
0.7189	Intermediate Similarity	NPC199737
0.7184	Intermediate Similarity	NPC239495
0.7184	Intermediate Similarity	NPC100573
0.7184	Intermediate Similarity	NPC207873
0.7184	Intermediate Similarity	NPC9985
0.7184	Intermediate Similarity	NPC39426
0.7184	Intermediate Similarity	NPC234560
0.7168	Intermediate Similarity	NPC337373
0.7168	Intermediate Similarity	NPC188646
0.7168	Intermediate Similarity	NPC175098
0.7168	Intermediate Similarity	NPC472365
0.7168	Intermediate Similarity	NPC294593
0.7168	Intermediate Similarity	NPC159623
0.7168	Intermediate Similarity	NPC192304
0.7168	Intermediate Similarity	NPC312318
0.7168	Intermediate Similarity	NPC56031
0.7168	Intermediate Similarity	NPC139813
0.7168	Intermediate Similarity	NPC18877
0.7168	Intermediate Similarity	NPC204960
0.7168	Intermediate Similarity	NPC20560
0.7168	Intermediate Similarity	NPC82225
0.7168	Intermediate Similarity	NPC144051
0.7168	Intermediate Similarity	NPC263670
0.7168	Intermediate Similarity	NPC242294
0.7168	Intermediate Similarity	NPC28753
0.7165	Intermediate Similarity	NPC62069
0.7159	Intermediate Similarity	NPC309154
0.7159	Intermediate Similarity	NPC147686
0.7159	Intermediate Similarity	NPC188947
0.7159	Intermediate Similarity	NPC329225
0.7159	Intermediate Similarity	NPC99333
0.7159	Intermediate Similarity	NPC472460
0.7159	Intermediate Similarity	NPC278323
0.7159	Intermediate Similarity	NPC280284
0.7159	Intermediate Similarity	NPC279668
0.7159	Intermediate Similarity	NPC90665
0.7159	Intermediate Similarity	NPC12175
0.7159	Intermediate Similarity	NPC55162
0.7157	Intermediate Similarity	NPC469437
0.7157	Intermediate Similarity	NPC474059
0.7156	Intermediate Similarity	NPC107123
0.7151	Intermediate Similarity	NPC262359
0.715	Intermediate Similarity	NPC309692
0.7143	Intermediate Similarity	NPC477244
0.7143	Intermediate Similarity	NPC150399
0.7143	Intermediate Similarity	NPC186838
0.7143	Intermediate Similarity	NPC477242
0.7143	Intermediate Similarity	NPC477243
0.7143	Intermediate Similarity	NPC12165
0.7143	Intermediate Similarity	NPC168105
0.7143	Intermediate Similarity	NPC249606
0.7143	Intermediate Similarity	NPC1486
0.7143	Intermediate Similarity	NPC274109
0.7143	Intermediate Similarity	NPC87545
0.7143	Intermediate Similarity	NPC41461
0.7143	Intermediate Similarity	NPC25287
0.7143	Intermediate Similarity	NPC66349
0.7143	Intermediate Similarity	NPC235428
0.7143	Intermediate Similarity	NPC98115
0.7137	Intermediate Similarity	NPC134637
0.7136	Intermediate Similarity	NPC478075
0.7135	Intermediate Similarity	NPC3188
0.7122	Intermediate Similarity	NPC87714
0.7121	Intermediate Similarity	NPC28510
0.7119	Intermediate Similarity	NPC222342
0.7119	Intermediate Similarity	NPC329203
0.7119	Intermediate Similarity	NPC310135
0.7119	Intermediate Similarity	NPC225153
0.7119	Intermediate Similarity	NPC20709
0.7119	Intermediate Similarity	NPC261234
0.7119	Intermediate Similarity	NPC274784
0.7119	Intermediate Similarity	NPC265871
0.7119	Intermediate Similarity	NPC150648
0.7119	Intermediate Similarity	NPC295384
0.7118	Intermediate Similarity	NPC80694
0.7118	Intermediate Similarity	NPC186098
0.7113	Intermediate Similarity	NPC99723
0.7102	Intermediate Similarity	NPC107586
0.7102	Intermediate Similarity	NPC317119
0.7102	Intermediate Similarity	NPC13768
0.7102	Intermediate Similarity	NPC228661
0.7102	Intermediate Similarity	NPC296490
0.7102	Intermediate Similarity	NPC32441
0.7102	Intermediate Similarity	NPC250266
0.7102	Intermediate Similarity	NPC266597
0.7102	Intermediate Similarity	NPC290291
0.7102	Intermediate Similarity	NPC153979
0.7102	Intermediate Similarity	NPC275055
0.7102	Intermediate Similarity	NPC79943
0.7102	Intermediate Similarity	NPC243083
0.7102	Intermediate Similarity	NPC295261
0.7102	Intermediate Similarity	NPC472419
0.7102	Intermediate Similarity	NPC12296
0.7102	Intermediate Similarity	NPC287246
0.7102	Intermediate Similarity	NPC212767
0.7095	Intermediate Similarity	NPC202981
0.7086	Intermediate Similarity	NPC156092
0.7086	Intermediate Similarity	NPC13575
0.7086	Intermediate Similarity	NPC131039
0.7083	Intermediate Similarity	NPC122886
0.7081	Intermediate Similarity	NPC146418
0.7079	Intermediate Similarity	NPC76445
0.7079	Intermediate Similarity	NPC129853
0.7079	Intermediate Similarity	NPC204985
0.7079	Intermediate Similarity	NPC100863
0.7079	Intermediate Similarity	NPC188243
0.7079	Intermediate Similarity	NPC144118
0.7079	Intermediate Similarity	NPC284550
0.7079	Intermediate Similarity	NPC80962
0.7079	Intermediate Similarity	NPC326109
0.7079	Intermediate Similarity	NPC48624
0.7079	Intermediate Similarity	NPC215311
0.7079	Intermediate Similarity	NPC112937
0.7079	Intermediate Similarity	NPC219917
0.7079	Intermediate Similarity	NPC110228
0.7079	Intermediate Similarity	NPC172250
0.7079	Intermediate Similarity	NPC213659
0.7079	Intermediate Similarity	NPC69769
0.7079	Intermediate Similarity	NPC6407
0.7079	Intermediate Similarity	NPC259166
0.7079	Intermediate Similarity	NPC101366

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 NPC114039 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	337
0.1-0.2	683
0.2-0.3	970
0.3-0.4	1425
0.4-0.5	2674
0.5-0.6	2236
0.6-0.7	740
0.7-0.8	82
0.8-0.85	1
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8477	Intermediate Similarity	NPD2899	Discontinued
0.7857	Intermediate Similarity	NPD7064	Clinical (unspecified phase)
0.7747	Intermediate Similarity	NPD5186	Approved
0.7747	Intermediate Similarity	NPD5183	Approved
0.7659	Intermediate Similarity	NPD3949	Clinical (unspecified phase)
0.7653	Intermediate Similarity	NPD6874	Approved
0.7585	Intermediate Similarity	NPD5496	Approved
0.7463	Intermediate Similarity	NPD3298	Approved
0.745	Intermediate Similarity	NPD956	Clinical (unspecified phase)
0.7447	Intermediate Similarity	NPD3793	Phase 3
0.7444	Intermediate Similarity	NPD6525	Clinical (unspecified phase)
0.7436	Intermediate Similarity	NPD5937	Approved
0.7387	Intermediate Similarity	NPD3297	Approved
0.7371	Intermediate Similarity	NPD6608	Clinical (unspecified phase)
0.7353	Intermediate Similarity	NPD1240	Approved
0.7337	Intermediate Similarity	NPD955	Approved
0.7313	Intermediate Similarity	NPD7566	Clinical (unspecified phase)
0.731	Intermediate Similarity	NPD4539	Phase 1
0.7292	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7286	Intermediate Similarity	NPD6198	Phase 1
0.7267	Intermediate Similarity	NPD1607	Approved
0.724	Intermediate Similarity	NPD6104	Discontinued
0.7184	Intermediate Similarity	NPD1510	Phase 2
0.7175	Intermediate Similarity	NPD1483	Discontinued
0.7159	Intermediate Similarity	NPD1549	Phase 2
0.712	Intermediate Similarity	NPD5940	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD5860	Discontinued
0.7108	Intermediate Similarity	NPD6795	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD5620	Clinical (unspecified phase)
0.7102	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7102	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD6020	Phase 2
0.7064	Intermediate Similarity	NPD7654	Discontinued
0.7059	Intermediate Similarity	NPD6533	Clinical (unspecified phase)
0.7049	Intermediate Similarity	NPD3229	Phase 2
0.703	Intermediate Similarity	NPD7238	Clinical (unspecified phase)
0.7026	Intermediate Similarity	NPD8461	Discontinued
0.7024	Intermediate Similarity	NPD7071	Clinical (unspecified phase)
0.7022	Intermediate Similarity	NPD2654	Approved
0.702	Intermediate Similarity	NPD1898	Discontinued
0.7016	Intermediate Similarity	NPD2246	Approved
0.7016	Intermediate Similarity	NPD2248	Approved
0.7	Intermediate Similarity	NPD683	Approved
0.6995	Remote Similarity	NPD4668	Phase 2
0.6971	Remote Similarity	NPD7584	Approved
0.697	Remote Similarity	NPD4515	Suspended
0.6959	Remote Similarity	NPD7479	Phase 2
0.6957	Remote Similarity	NPD4467	Phase 2
0.6957	Remote Similarity	NPD4465	Phase 2
0.6947	Remote Similarity	NPD2821	Approved
0.6946	Remote Similarity	NPD4979	Clinical (unspecified phase)
0.6931	Remote Similarity	NPD4363	Phase 3
0.6931	Remote Similarity	NPD4360	Phase 2
0.6897	Remote Similarity	NPD4362	Clinical (unspecified phase)
0.6897	Remote Similarity	NPD4361	Phase 2
0.6891	Remote Similarity	NPD3446	Phase 1
0.6888	Remote Similarity	NPD5637	Discontinued
0.6882	Remote Similarity	NPD2366	Approved
0.6878	Remote Similarity	NPD4981	Phase 2
0.6875	Remote Similarity	NPD1913	Phase 1
0.6872	Remote Similarity	NPD5726	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD648	Clinical (unspecified phase)
0.6861	Remote Similarity	NPD6625	Approved
0.6858	Remote Similarity	NPD4613	Phase 2
0.6857	Remote Similarity	NPD4082	Approved
0.6845	Remote Similarity	NPD7501	Clinical (unspecified phase)
0.684	Remote Similarity	NPD1945	Phase 1
0.6837	Remote Similarity	NPD6293	Clinical (unspecified phase)
0.6831	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD5071	Phase 2
0.6828	Remote Similarity	NPD6790	Phase 1
0.6828	Remote Similarity	NPD7417	Discontinued
0.6822	Remote Similarity	NPD5417	Clinical (unspecified phase)
0.6816	Remote Similarity	NPD5896	Clinical (unspecified phase)
0.6806	Remote Similarity	NPD5823	Approved
0.6786	Remote Similarity	NPD7922	Phase 1
0.6784	Remote Similarity	NPD6021	Clinical (unspecified phase)
0.6782	Remote Similarity	NPD6656	Clinical (unspecified phase)
0.6778	Remote Similarity	NPD75	Approved
0.6778	Remote Similarity	NPD9277	Approved
0.6773	Remote Similarity	NPD3925	Approved
0.6771	Remote Similarity	NPD6962	Phase 2
0.677	Remote Similarity	NPD4846	Phase 2
0.6769	Remote Similarity	NPD5603	Clinical (unspecified phase)
0.6763	Remote Similarity	NPD7255	Clinical (unspecified phase)
0.676	Remote Similarity	NPD2796	Approved
0.6754	Remote Similarity	NPD3252	Approved
0.6751	Remote Similarity	NPD6211	Clinical (unspecified phase)
0.6748	Remote Similarity	NPD5197	Approved
0.6748	Remote Similarity	NPD5194	Approved
0.6748	Remote Similarity	NPD5196	Approved
0.6743	Remote Similarity	NPD3783	Clinical (unspecified phase)
0.6739	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6738	Remote Similarity	NPD4380	Phase 2
0.6736	Remote Similarity	NPD1839	Phase 1
0.6735	Remote Similarity	NPD3965	Phase 1
0.6733	Remote Similarity	NPD5928	Phase 1
0.6731	Remote Similarity	NPD6321	Discontinued
0.673	Remote Similarity	NPD7263	Phase 2
0.6728	Remote Similarity	NPD1926	Approved
0.6722	Remote Similarity	NPD9276	Approved
0.6722	Remote Similarity	NPD9278	Suspended
0.6722	Remote Similarity	NPD9274	Approved
0.6722	Remote Similarity	NPD9275	Approved
0.6714	Remote Similarity	NPD5102	Clinical (unspecified phase)
0.6714	Remote Similarity	NPD4997	Clinical (unspecified phase)
0.6714	Remote Similarity	NPD4456	Clinical (unspecified phase)
0.6712	Remote Similarity	NPD3259	Approved
0.671	Remote Similarity	NPD5488	Discontinued
0.6703	Remote Similarity	NPD2737	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD9509	Clinical (unspecified phase)
0.6702	Remote Similarity	NPD7411	Suspended
0.6701	Remote Similarity	NPD5242	Approved
0.6699	Remote Similarity	NPD5006	Approved
0.6699	Remote Similarity	NPD7627	Approved
0.6699	Remote Similarity	NPD5005	Approved
0.6699	Remote Similarity	NPD6621	Clinical (unspecified phase)
0.6699	Remote Similarity	NPD7626	Approved
0.6696	Remote Similarity	NPD8067	Phase 3
0.6696	Remote Similarity	NPD2300	Clinical (unspecified phase)
0.6684	Remote Similarity	NPD6357	Discontinued
0.6682	Remote Similarity	NPD6567	Clinical (unspecified phase)
0.6682	Remote Similarity	NPD7174	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3140	Approved
0.6667	Remote Similarity	NPD3142	Approved
0.6667	Remote Similarity	NPD6654	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5433	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1934	Approved
0.6667	Remote Similarity	NPD7186	Phase 3
0.6667	Remote Similarity	NPD7597	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7577	Discontinued
0.6651	Remote Similarity	NPD5143	Clinical (unspecified phase)
0.6651	Remote Similarity	NPD4596	Phase 1
0.6651	Remote Similarity	NPD6296	Discontinued
0.665	Remote Similarity	NPD7546	Discontinued
0.665	Remote Similarity	NPD5521	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD1625	Approved
0.6637	Remote Similarity	NPD4373	Phase 2
0.6636	Remote Similarity	NPD6744	Clinical (unspecified phase)
0.6633	Remote Similarity	NPD7449	Clinical (unspecified phase)
0.6632	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.662	Remote Similarity	NPD2907	Approved
0.662	Remote Similarity	NPD2906	Approved
0.662	Remote Similarity	NPD7585	Approved
0.662	Remote Similarity	NPD3472	Approved
0.662	Remote Similarity	NPD4022	Approved
0.6618	Remote Similarity	NPD5195	Discontinued
0.6616	Remote Similarity	NPD5900	Clinical (unspecified phase)
0.6615	Remote Similarity	NPD7075	Discontinued
0.6614	Remote Similarity	NPD2672	Discontinued
0.6612	Remote Similarity	NPD1196	Approved
0.66	Remote Similarity	NPD3253	Clinical (unspecified phase)
0.6598	Remote Similarity	NPD2249	Approved
0.6598	Remote Similarity	NPD2247	Approved
0.6598	Remote Similarity	NPD6457	Approved
0.6597	Remote Similarity	NPD5977	Approved
0.6597	Remote Similarity	NPD8443	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD5978	Approved
0.6595	Remote Similarity	NPD1511	Approved
0.6595	Remote Similarity	NPD1543	Discontinued
0.6591	Remote Similarity	NPD3437	Discontinued
0.6591	Remote Similarity	NPD7858	Clinical (unspecified phase)
0.658	Remote Similarity	NPD1168	Approved
0.6579	Remote Similarity	NPD6844	Discontinued
0.6578	Remote Similarity	NPD4952	Phase 3
0.6578	Remote Similarity	NPD6199	Discontinued
0.6578	Remote Similarity	NPD1670	Discontinued
0.6574	Remote Similarity	NPD7225	Discontinued
0.6574	Remote Similarity	NPD7178	Clinical (unspecified phase)
0.6573	Remote Similarity	NPD7583	Approved
0.6573	Remote Similarity	NPD7043	Discontinued
0.657	Remote Similarity	NPD7803	Approved
0.6562	Remote Similarity	NPD3899	Clinical (unspecified phase)
0.6561	Remote Similarity	NPD5617	Suspended
0.6559	Remote Similarity	NPD4888	Discontinued
0.6558	Remote Similarity	NPD3372	Discontinued
0.6557	Remote Similarity	NPD1294	Discontinued
0.6557	Remote Similarity	NPD1195	Approved
0.6556	Remote Similarity	NPD743	Approved
0.6555	Remote Similarity	NPD7811	Phase 3
0.6555	Remote Similarity	NPD7810	Phase 3
0.6553	Remote Similarity	NPD8367	Approved
0.6553	Remote Similarity	NPD5610	Approved
0.6546	Remote Similarity	NPD3251	Approved
0.6545	Remote Similarity	NPD7819	Suspended
0.6545	Remote Similarity	NPD6060	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD814	Clinical (unspecified phase)
0.6542	Remote Similarity	NPD6593	Clinical (unspecified phase)
0.6541	Remote Similarity	NPD160	Clinical (unspecified phase)
0.654	Remote Similarity	NPD7316	Discontinued
0.6537	Remote Similarity	NPD5871	Discontinued
0.6528	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6528	Remote Similarity	NPD4493	Discontinued
0.6528	Remote Similarity	NPD8005	Clinical (unspecified phase)
0.6526	Remote Similarity	NPD5890	Approved
0.6526	Remote Similarity	NPD5889	Approved
0.6524	Remote Similarity	NPD1512	Approved
0.6524	Remote Similarity	NPD2339	Phase 3
0.652	Remote Similarity	NPD7031	Phase 1

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