NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	223.07
Volume:	222.504
LogP:	1.756
LogD:	1.807
LogS:	-2.858
# Rotatable Bonds:	1
TPSA:	39.42
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.497
Synthetic Accessibility Score:	2.749
Fsp3:	0.077
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:	-4.714
MDCK Permeability:	2.8861668397439644e-05
Pgp-inhibitor:	0.006
Pgp-substrate:	0.006
Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	0.032
30% Bioavailability (F30%):	0.07

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.973
Plasma Protein Binding (PPB):	84.33940887451172%
Volume Distribution (VD):	1.531
Pgp-substrate:	17.768037796020508%

ADMET: Metabolism

CYP1A2-inhibitor:	0.99
CYP1A2-substrate:	0.847
CYP2C19-inhibitor:	0.515
CYP2C19-substrate:	0.261
CYP2C9-inhibitor:	0.175
CYP2C9-substrate:	0.792
CYP2D6-inhibitor:	0.394
CYP2D6-substrate:	0.62
CYP3A4-inhibitor:	0.667
CYP3A4-substrate:	0.173

ADMET: Excretion

Clearance (CL):	9.034
Half-life (T1/2):	0.684

ADMET: Toxicity

hERG Blockers:	0.041
Human Hepatotoxicity (H-HT):	0.837
Drug-inuced Liver Injury (DILI):	0.968
AMES Toxicity:	0.913
Rat Oral Acute Toxicity:	0.25
Maximum Recommended Daily Dose:	0.914
Skin Sensitization:	0.337
Carcinogencity:	0.901
Eye Corrosion:	0.004
Eye Irritation:	0.185
Respiratory Toxicity:	0.953

Download Data

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

Natural Product: NPC30540

Natural Product ID:	NPC30540
*Common Name:**	OTCDZQGGBMJUOA-UHFFFAOYSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	OTCDZQGGBMJUOA-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C13H9N3O/c1-17-10-6-8-2-4-14-9-3-5-16-7-15-12(10)13(16)11(8)9/h2-7H,1H3
SMILES:	COc1cc2ccnc3c2c2c1ncn2cc3
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2337109
PubChem CID:	11127904
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0004788] Diazanaphthalenes [CHEMONTID:0001857] Naphthyridines

*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
NPO13586	Aaptos suberitoides	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	PMID[20451377]
NPO13586	Aaptos suberitoides	Species	Suberitidae	Eukaryota	n.a.	Indonesian	n.a.	PMID[23282083]
NPO13586	Aaptos suberitoides	Species	Suberitidae	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	1
Others	1

Activity Type	# Activity
Cell Line	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1864	Cell Line	L5178Y	Mus musculus	IC50	=	13500.0	nM	PMID[528772]
NPT1864	Cell Line	L5178Y	Mus musculus	GI	=	98.7	%	PMID[528772]

☑ 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 NPC30540 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	1220
0.1-0.2	11291
0.2-0.3	7374
0.3-0.4	16098
0.4-0.5	3471
0.5-0.6	2333
0.6-0.7	816
0.7-0.8	87
0.8-0.85	1
0.85-0.9	5
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8652	High Similarity	NPC472067
0.8652	High Similarity	NPC472031
0.8652	High Similarity	NPC472066
0.8646	High Similarity	NPC472068
0.8364	Intermediate Similarity	NPC17565
0.8296	Intermediate Similarity	NPC65277
0.7973	Intermediate Similarity	NPC162530
0.7972	Intermediate Similarity	NPC476138
0.7972	Intermediate Similarity	NPC245816
0.7955	Intermediate Similarity	NPC174758
0.7867	Intermediate Similarity	NPC473513
0.7832	Intermediate Similarity	NPC173080
0.7828	Intermediate Similarity	NPC287208
0.7798	Intermediate Similarity	NPC232727
0.7793	Intermediate Similarity	NPC185782
0.7778	Intermediate Similarity	NPC267928
0.7743	Intermediate Similarity	NPC274982
0.7713	Intermediate Similarity	NPC174672
0.7689	Intermediate Similarity	NPC26679
0.7679	Intermediate Similarity	NPC472061
0.7671	Intermediate Similarity	NPC19872
0.7668	Intermediate Similarity	NPC82548
0.76	Intermediate Similarity	NPC123976
0.76	Intermediate Similarity	NPC167860
0.7591	Intermediate Similarity	NPC315957
0.7588	Intermediate Similarity	NPC470799
0.7588	Intermediate Similarity	NPC8022
0.7577	Intermediate Similarity	NPC476287
0.7568	Intermediate Similarity	NPC475774
0.7534	Intermediate Similarity	NPC285558
0.7511	Intermediate Similarity	NPC176538
0.7466	Intermediate Similarity	NPC287437
0.7437	Intermediate Similarity	NPC469554
0.7414	Intermediate Similarity	NPC292958
0.7397	Intermediate Similarity	NPC198673
0.7384	Intermediate Similarity	NPC314954
0.7373	Intermediate Similarity	NPC132631
0.7373	Intermediate Similarity	NPC103687
0.7364	Intermediate Similarity	NPC101543
0.7339	Intermediate Similarity	NPC213530
0.7339	Intermediate Similarity	NPC193267
0.7336	Intermediate Similarity	NPC208284
0.7333	Intermediate Similarity	NPC53144
0.7321	Intermediate Similarity	NPC470586
0.7309	Intermediate Similarity	NPC476167
0.7298	Intermediate Similarity	NPC26543
0.7294	Intermediate Similarity	NPC472289
0.7281	Intermediate Similarity	NPC18348
0.7277	Intermediate Similarity	NPC121772
0.7269	Intermediate Similarity	NPC323345
0.7269	Intermediate Similarity	NPC470164
0.7265	Intermediate Similarity	NPC239954
0.7265	Intermediate Similarity	NPC192315
0.7265	Intermediate Similarity	NPC168911
0.7265	Intermediate Similarity	NPC308906
0.725	Intermediate Similarity	NPC260434
0.7203	Intermediate Similarity	NPC60621
0.72	Intermediate Similarity	NPC234197
0.7197	Intermediate Similarity	NPC473185
0.719	Intermediate Similarity	NPC141053
0.7186	Intermediate Similarity	NPC242923
0.7178	Intermediate Similarity	NPC475253
0.7178	Intermediate Similarity	NPC160666
0.7175	Intermediate Similarity	NPC194967
0.7174	Intermediate Similarity	NPC473181
0.7156	Intermediate Similarity	NPC1527
0.7155	Intermediate Similarity	NPC227908
0.7155	Intermediate Similarity	NPC94157
0.7155	Intermediate Similarity	NPC470018
0.7149	Intermediate Similarity	NPC16452
0.7149	Intermediate Similarity	NPC36229
0.7149	Intermediate Similarity	NPC476581
0.7143	Intermediate Similarity	NPC122436
0.7143	Intermediate Similarity	NPC199667
0.7143	Intermediate Similarity	NPC85273
0.7137	Intermediate Similarity	NPC295898
0.7131	Intermediate Similarity	NPC56271
0.7125	Intermediate Similarity	NPC74575
0.7125	Intermediate Similarity	NPC187145
0.7124	Intermediate Similarity	NPC477019
0.711	Intermediate Similarity	NPC84478
0.7105	Intermediate Similarity	NPC200836
0.71	Intermediate Similarity	NPC469589
0.7097	Intermediate Similarity	NPC316756
0.7095	Intermediate Similarity	NPC118511
0.7082	Intermediate Similarity	NPC202768
0.7082	Intermediate Similarity	NPC471603
0.7082	Intermediate Similarity	NPC53069
0.7082	Intermediate Similarity	NPC296482
0.708	Intermediate Similarity	NPC476578
0.708	Intermediate Similarity	NPC476582
0.708	Intermediate Similarity	NPC4071
0.7078	Intermediate Similarity	NPC49547
0.7074	Intermediate Similarity	NPC470930
0.7061	Intermediate Similarity	NPC211813
0.7059	Intermediate Similarity	NPC242928
0.7059	Intermediate Similarity	NPC310118
0.7048	Intermediate Similarity	NPC329747
0.7045	Intermediate Similarity	NPC314573
0.704	Intermediate Similarity	NPC133140
0.704	Intermediate Similarity	NPC195268
0.7035	Intermediate Similarity	NPC212213
0.7032	Intermediate Similarity	NPC284678
0.7018	Intermediate Similarity	NPC118776
0.7018	Intermediate Similarity	NPC31930
0.7016	Intermediate Similarity	NPC99891
0.7013	Intermediate Similarity	NPC313189
0.7009	Intermediate Similarity	NPC171409
0.7009	Intermediate Similarity	NPC96405
0.7004	Intermediate Similarity	NPC23614
0.7004	Intermediate Similarity	NPC100079
0.7	Intermediate Similarity	NPC130570
0.6996	Remote Similarity	NPC92111
0.6992	Remote Similarity	NPC295228
0.6988	Remote Similarity	NPC39092
0.6987	Remote Similarity	NPC470678
0.6982	Remote Similarity	NPC230805
0.6982	Remote Similarity	NPC296527
0.6979	Remote Similarity	NPC271215
0.6979	Remote Similarity	NPC149471
0.6975	Remote Similarity	NPC46451
0.6975	Remote Similarity	NPC473179
0.6964	Remote Similarity	NPC473183
0.696	Remote Similarity	NPC477795
0.696	Remote Similarity	NPC477796
0.696	Remote Similarity	NPC477805
0.696	Remote Similarity	NPC477806
0.6955	Remote Similarity	NPC471762
0.6951	Remote Similarity	NPC473184
0.6951	Remote Similarity	NPC76748
0.6949	Remote Similarity	NPC235076
0.6947	Remote Similarity	NPC13880
0.6946	Remote Similarity	NPC86078
0.6946	Remote Similarity	NPC132642
0.6942	Remote Similarity	NPC2497
0.694	Remote Similarity	NPC135549
0.6937	Remote Similarity	NPC254762
0.6936	Remote Similarity	NPC112206
0.6936	Remote Similarity	NPC202605
0.6936	Remote Similarity	NPC473180
0.6936	Remote Similarity	NPC264176
0.6929	Remote Similarity	NPC322482
0.6926	Remote Similarity	NPC475070
0.6923	Remote Similarity	NPC5145
0.6923	Remote Similarity	NPC42591
0.6923	Remote Similarity	NPC188420
0.6923	Remote Similarity	NPC470017
0.6923	Remote Similarity	NPC20249
0.692	Remote Similarity	NPC171393
0.692	Remote Similarity	NPC295452
0.6917	Remote Similarity	NPC270515
0.6914	Remote Similarity	NPC110151
0.6911	Remote Similarity	NPC180504
0.6911	Remote Similarity	NPC473182
0.691	Remote Similarity	NPC476465
0.69	Remote Similarity	NPC11017
0.6895	Remote Similarity	NPC235685
0.6895	Remote Similarity	NPC470022
0.6888	Remote Similarity	NPC216612
0.6883	Remote Similarity	NPC223427
0.688	Remote Similarity	NPC148889
0.6878	Remote Similarity	NPC284559
0.6878	Remote Similarity	NPC470549
0.6867	Remote Similarity	NPC101350
0.6864	Remote Similarity	NPC251160
0.6864	Remote Similarity	NPC144114
0.6864	Remote Similarity	NPC474798
0.6858	Remote Similarity	NPC307963
0.6858	Remote Similarity	NPC329541
0.6856	Remote Similarity	NPC128823
0.6853	Remote Similarity	NPC470500
0.6851	Remote Similarity	NPC470020
0.6851	Remote Similarity	NPC290689
0.6849	Remote Similarity	NPC170114
0.6838	Remote Similarity	NPC475910
0.6835	Remote Similarity	NPC469592
0.6835	Remote Similarity	NPC471080
0.6833	Remote Similarity	NPC176127
0.683	Remote Similarity	NPC110741
0.6829	Remote Similarity	NPC476451
0.6828	Remote Similarity	NPC131017
0.6824	Remote Similarity	NPC472111
0.6822	Remote Similarity	NPC53534
0.682	Remote Similarity	NPC12100
0.6816	Remote Similarity	NPC66777
0.6815	Remote Similarity	NPC24802
0.6811	Remote Similarity	NPC471891
0.6809	Remote Similarity	NPC209769
0.6809	Remote Similarity	NPC201697
0.6806	Remote Similarity	NPC164664
0.6806	Remote Similarity	NPC476518
0.6806	Remote Similarity	NPC473764
0.6806	Remote Similarity	NPC314940
0.6803	Remote Similarity	NPC200888
0.6803	Remote Similarity	NPC214980
0.6803	Remote Similarity	NPC202503
0.6798	Remote Similarity	NPC208522
0.6798	Remote Similarity	NPC472434
0.6798	Remote Similarity	NPC251090
0.6795	Remote Similarity	NPC193777

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 NPC30540 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	564
0.1-0.2	775
0.2-0.3	880
0.3-0.4	2252
0.4-0.5	2188
0.5-0.6	1658
0.6-0.7	735
0.7-0.8	97
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
0.8276	Intermediate Similarity	NPD7067	Approved
0.8276	Intermediate Similarity	NPD7068	Approved
0.7966	Intermediate Similarity	NPD4440	Clinical (unspecified phase)
0.7931	Intermediate Similarity	NPD6223	Clinical (unspecified phase)
0.7763	Intermediate Similarity	NPD6856	Discontinued
0.7743	Intermediate Similarity	NPD6643	Discontinued
0.7686	Intermediate Similarity	NPD5644	Phase 1
0.7668	Intermediate Similarity	NPD5529	Phase 1
0.7668	Intermediate Similarity	NPD5528	Clinical (unspecified phase)
0.7667	Intermediate Similarity	NPD6572	Phase 2
0.7667	Intermediate Similarity	NPD6573	Phase 3
0.7613	Intermediate Similarity	NPD4795	Phase 2
0.7591	Intermediate Similarity	NPD1739	Approved
0.7591	Intermediate Similarity	NPD1740	Approved
0.7571	Intermediate Similarity	NPD8049	Phase 2
0.7554	Intermediate Similarity	NPD3938	Phase 1
0.7542	Intermediate Similarity	NPD4858	Phase 2
0.7521	Intermediate Similarity	NPD7050	Clinical (unspecified phase)
0.7521	Intermediate Similarity	NPD1603	Discontinued
0.7521	Intermediate Similarity	NPD7051	Phase 3
0.75	Intermediate Similarity	NPD5911	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD4881	Clinical (unspecified phase)
0.748	Intermediate Similarity	NPD3254	Phase 1
0.748	Intermediate Similarity	NPD3255	Phase 1
0.7468	Intermediate Similarity	NPD1856	Discontinued
0.7468	Intermediate Similarity	NPD1954	Phase 1
0.7457	Intermediate Similarity	NPD5070	Clinical (unspecified phase)
0.7449	Intermediate Similarity	NPD5802	Phase 2
0.7442	Intermediate Similarity	NPD7758	Approved
0.7442	Intermediate Similarity	NPD7757	Approved
0.7407	Intermediate Similarity	NPD5873	Phase 3
0.7407	Intermediate Similarity	NPD5874	Phase 3
0.7406	Intermediate Similarity	NPD4080	Discontinued
0.7404	Intermediate Similarity	NPD1258	Discontinued
0.7395	Intermediate Similarity	NPD4996	Approved
0.7395	Intermediate Similarity	NPD4995	Approved
0.7387	Intermediate Similarity	NPD4548	Discontinued
0.7384	Intermediate Similarity	NPD1624	Phase 2
0.7375	Intermediate Similarity	NPD6760	Discontinued
0.7368	Intermediate Similarity	NPD6244	Phase 3
0.7368	Intermediate Similarity	NPD6243	Phase 3
0.7364	Intermediate Similarity	NPD7705	Clinical (unspecified phase)
0.7355	Intermediate Similarity	NPD6750	Phase 2
0.7353	Intermediate Similarity	NPD4925	Approved
0.7347	Intermediate Similarity	NPD6230	Discontinued
0.7345	Intermediate Similarity	NPD5530	Phase 1
0.7339	Intermediate Similarity	NPD5878	Approved
0.7339	Intermediate Similarity	NPD3514	Clinical (unspecified phase)
0.7339	Intermediate Similarity	NPD6501	Approved
0.7339	Intermediate Similarity	NPD6500	Approved
0.7339	Intermediate Similarity	NPD5875	Approved
0.7333	Intermediate Similarity	NPD2472	Approved
0.7333	Intermediate Similarity	NPD2471	Approved
0.7333	Intermediate Similarity	NPD4306	Phase 1
0.7325	Intermediate Similarity	NPD7117	Phase 2
0.732	Intermediate Similarity	NPD8442	Discontinued
0.7309	Intermediate Similarity	NPD6742	Phase 2
0.7309	Intermediate Similarity	NPD6743	Phase 2
0.7308	Intermediate Similarity	NPD3590	Clinical (unspecified phase)
0.7303	Intermediate Similarity	NPD3838	Phase 3
0.7303	Intermediate Similarity	NPD2757	Phase 2
0.73	Intermediate Similarity	NPD1273	Discontinued
0.7294	Intermediate Similarity	NPD3343	Phase 3
0.729	Intermediate Similarity	NPD2600	Approved
0.729	Intermediate Similarity	NPD2601	Approved
0.729	Intermediate Similarity	NPD2599	Approved
0.7287	Intermediate Similarity	NPD5877	Phase 3
0.7287	Intermediate Similarity	NPD5876	Phase 3
0.728	Intermediate Similarity	NPD1900	Clinical (unspecified phase)
0.7266	Intermediate Similarity	NPD4442	Phase 2
0.726	Intermediate Similarity	NPD2410	Phase 2
0.7254	Intermediate Similarity	NPD5905	Phase 1
0.7241	Intermediate Similarity	NPD6528	Phase 1
0.7241	Intermediate Similarity	NPD6140	Clinical (unspecified phase)
0.7232	Intermediate Similarity	NPD5999	Phase 2
0.7215	Intermediate Similarity	NPD5045	Phase 2
0.721	Intermediate Similarity	NPD7112	Discontinued
0.721	Intermediate Similarity	NPD6772	Clinical (unspecified phase)
0.7208	Intermediate Similarity	NPD6969	Phase 2
0.7208	Intermediate Similarity	NPD6968	Phase 2
0.7202	Intermediate Similarity	NPD1259	Discontinued
0.72	Intermediate Similarity	NPD1838	Clinical (unspecified phase)
0.7195	Intermediate Similarity	NPD6473	Phase 1
0.7193	Intermediate Similarity	NPD2060	Approved
0.7188	Intermediate Similarity	NPD5949	Phase 3
0.7185	Intermediate Similarity	NPD5703	Discontinued
0.7177	Intermediate Similarity	NPD6460	Clinical (unspecified phase)
0.7166	Intermediate Similarity	NPD7620	Phase 2
0.7154	Intermediate Similarity	NPD6848	Phase 1
0.7149	Intermediate Similarity	NPD2440	Phase 3
0.7149	Intermediate Similarity	NPD2441	Approved
0.7149	Intermediate Similarity	NPD1286	Suspended
0.7149	Intermediate Similarity	NPD5425	Phase 1
0.7143	Intermediate Similarity	NPD2311	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD4673	Phase 2
0.7143	Intermediate Similarity	NPD6605	Phase 3
0.7137	Intermediate Similarity	NPD2412	Clinical (unspecified phase)
0.7137	Intermediate Similarity	NPD5116	Phase 1
0.7131	Intermediate Similarity	NPD5008	Approved
0.7126	Intermediate Similarity	NPD5051	Phase 1
0.7126	Intermediate Similarity	NPD5018	Phase 3
0.7118	Intermediate Similarity	NPD4023	Clinical (unspecified phase)
0.7112	Intermediate Similarity	NPD3939	Suspended
0.7097	Intermediate Similarity	NPD1941	Approved
0.7085	Intermediate Similarity	NPD1304	Clinical (unspecified phase)
0.7082	Intermediate Similarity	NPD6202	Discontinued
0.7082	Intermediate Similarity	NPD3816	Phase 1
0.7082	Intermediate Similarity	NPD3815	Phase 1
0.708	Intermediate Similarity	NPD7897	Phase 3
0.708	Intermediate Similarity	NPD7898	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD7729	Clinical (unspecified phase)
0.7073	Intermediate Similarity	NPD2414	Clinical (unspecified phase)
0.7072	Intermediate Similarity	NPD4148	Approved
0.7059	Intermediate Similarity	NPD7726	Phase 1
0.7056	Intermediate Similarity	NPD5658	Approved
0.7054	Intermediate Similarity	NPD1882	Phase 2
0.7052	Intermediate Similarity	NPD4896	Clinical (unspecified phase)
0.7052	Intermediate Similarity	NPD4558	Phase 2
0.7045	Intermediate Similarity	NPD4902	Discontinued
0.7045	Intermediate Similarity	NPD7198	Clinical (unspecified phase)
0.7043	Intermediate Similarity	NPD7706	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD4890	Phase 2
0.704	Intermediate Similarity	NPD3924	Approved
0.704	Intermediate Similarity	NPD3922	Approved
0.704	Intermediate Similarity	NPD3923	Approved
0.704	Intermediate Similarity	NPD3921	Approved
0.7039	Intermediate Similarity	NPD949	Phase 1
0.7039	Intermediate Similarity	NPD2540	Clinical (unspecified phase)
0.7027	Intermediate Similarity	NPD6216	Approved
0.702	Intermediate Similarity	NPD6961	Discontinued
0.7013	Intermediate Similarity	NPD1197	Approved
0.7013	Intermediate Similarity	NPD7222	Phase 2
0.7009	Intermediate Similarity	NPD2848	Discontinued
0.7008	Intermediate Similarity	NPD5539	Phase 2
0.7008	Intermediate Similarity	NPD1480	Clinical (unspecified phase)
0.7005	Intermediate Similarity	NPD443	Clinical (unspecified phase)
0.7004	Intermediate Similarity	NPD6228	Discontinued
0.7	Intermediate Similarity	NPD112	Approved
0.7	Intermediate Similarity	NPD5044	Phase 2
0.7	Intermediate Similarity	NPD9705	Discontinued
0.6996	Remote Similarity	NPD7433	Phase 1
0.6988	Remote Similarity	NPD5833	Phase 1
0.6987	Remote Similarity	NPD6589	Phase 1
0.6984	Remote Similarity	NPD5007	Approved
0.6983	Remote Similarity	NPD5567	Approved
0.6983	Remote Similarity	NPD6327	Phase 1
0.6983	Remote Similarity	NPD6326	Phase 2
0.6982	Remote Similarity	NPD9714	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD3763	Approved
0.6975	Remote Similarity	NPD4555	Clinical (unspecified phase)
0.6968	Remote Similarity	NPD2917	Approved
0.6966	Remote Similarity	NPD4502	Phase 2
0.696	Remote Similarity	NPD7592	Phase 2
0.6957	Remote Similarity	NPD5998	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD6482	Phase 1
0.6955	Remote Similarity	NPD5107	Clinical (unspecified phase)
0.6945	Remote Similarity	NPD8524	Approved
0.6942	Remote Similarity	NPD1907	Phase 3
0.6936	Remote Similarity	NPD2794	Discontinued
0.6935	Remote Similarity	NPD3331	Phase 3
0.692	Remote Similarity	NPD6958	Approved
0.692	Remote Similarity	NPD6957	Approved
0.6914	Remote Similarity	NPD1906	Approved
0.691	Remote Similarity	NPD2187	Approved
0.691	Remote Similarity	NPD5863	Clinical (unspecified phase)
0.691	Remote Similarity	NPD2189	Approved
0.6908	Remote Similarity	NPD7924	Phase 2
0.6908	Remote Similarity	NPD2921	Clinical (unspecified phase)
0.6908	Remote Similarity	NPD7925	Phase 2
0.6904	Remote Similarity	NPD5270	Discontinued
0.6903	Remote Similarity	NPD6861	Clinical (unspecified phase)
0.6901	Remote Similarity	NPD2954	Approved
0.6901	Remote Similarity	NPD2955	Approved
0.6898	Remote Similarity	NPD2062	Phase 2
0.6898	Remote Similarity	NPD966	Clinical (unspecified phase)
0.6894	Remote Similarity	NPD3570	Phase 2
0.6891	Remote Similarity	NPD1744	Approved
0.6889	Remote Similarity	NPD6569	Phase 2
0.6889	Remote Similarity	NPD4372	Phase 1
0.6886	Remote Similarity	NPD5885	Approved
0.6885	Remote Similarity	NPD5870	Clinical (unspecified phase)
0.6885	Remote Similarity	NPD5869	Phase 2
0.6881	Remote Similarity	NPD1272	Clinical (unspecified phase)
0.6878	Remote Similarity	NPD4358	Clinical (unspecified phase)
0.6877	Remote Similarity	NPD6450	Phase 2
0.6875	Remote Similarity	NPD7405	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD6352	Phase 2
0.6872	Remote Similarity	NPD3477	Phase 2
0.6872	Remote Similarity	NPD3478	Clinical (unspecified phase)
0.687	Remote Similarity	NPD6592	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD7452	Approved
0.6867	Remote Similarity	NPD7453	Approved
0.6865	Remote Similarity	NPD3756	Phase 1
0.6862	Remote Similarity	NPD4429	Discontinued
0.6861	Remote Similarity	NPD1034	Phase 3
0.6861	Remote Similarity	NPD1033	Clinical (unspecified phase)
0.686	Remote Similarity	NPD983	Clinical (unspecified phase)
0.686	Remote Similarity	NPD6207	Discovery
0.686	Remote Similarity	NPD6306	Phase 2
0.6858	Remote Similarity	NPD1038	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