NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	149.07
Volume:	139.657
LogP:	-1.952
LogD:	-0.819
LogS:	-2.049
# Rotatable Bonds:	0
TPSA:	70.35
# H-Bond Aceptor:	5
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.543
Synthetic Accessibility Score:	3.58
Fsp3:	0.167
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.219
MDCK Permeability:	4.815226475329837e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.986
Human Intestinal Absorption (HIA):	0.019
20% Bioavailability (F20%):	0.064
30% Bioavailability (F30%):	0.023

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.732
Plasma Protein Binding (PPB):	16.764949798583984%
Volume Distribution (VD):	1.095
Pgp-substrate:	74.62324523925781%

ADMET: Metabolism

CYP1A2-inhibitor:	0.285
CYP1A2-substrate:	0.858
CYP2C19-inhibitor:	0.072
CYP2C19-substrate:	0.065
CYP2C9-inhibitor:	0.014
CYP2C9-substrate:	0.188
CYP2D6-inhibitor:	0.023
CYP2D6-substrate:	0.121
CYP3A4-inhibitor:	0.01
CYP3A4-substrate:	0.197

ADMET: Excretion

Clearance (CL):	6.11
Half-life (T1/2):	0.893

ADMET: Toxicity

hERG Blockers:	0.014
Human Hepatotoxicity (H-HT):	0.886
Drug-inuced Liver Injury (DILI):	0.963
AMES Toxicity:	0.274
Rat Oral Acute Toxicity:	0.848
Maximum Recommended Daily Dose:	0.127
Skin Sensitization:	0.783
Carcinogencity:	0.07
Eye Corrosion:	0.01
Eye Irritation:	0.352
Respiratory Toxicity:	0.957

Download Data

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

Natural Product: NPC174114

Natural Product ID:	NPC174114
*Common Name:**	7-Methylpurin-6-Amine
IUPAC Name:	7-methylpurin-6-amine
Synonyms:	7-Methyladenine
Standard InCHIKey:	HCGHYQLFMPXSDU-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C6H7N5/c1-11-3-10-6-4(11)5(7)8-2-9-6/h2-3H,1H3,(H2,7,8,9)
SMILES:	Cn1cnc2c1c(N)ncn2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL449346
PubChem CID:	71593
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001797] Imidazopyrimidines [CHEMONTID:0000245] Purines and purine derivatives [CHEMONTID:0002987] 6-aminopurines

*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
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1402962]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Flower Buds	n.a.	n.a.	PMID[26977531]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8904847]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Essential Oil	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO3987	Syzygium aromaticum	Species	Myrtaceae	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
Ki	4
Others	1
Potency	2

Activity Type	# Activity
Individual Protein	4
Others	2
Protein Family	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT216	Individual Protein	Adenosine A1 receptor	Homo sapiens	Ki	>	100000.0	nM	PMID[524913]
NPT217	Individual Protein	Adenosine A2a receptor	Homo sapiens	Ki	>	100000.0	nM	PMID[524913]
NPT4059	Individual Protein	Adenosine A2b receptor	Homo sapiens	Ki	>	30000.0	nM	PMID[524913]
NPT218	Individual Protein	Adenosine A3 receptor	Homo sapiens	Ki	>	100000.0	nM	PMID[524913]
NPT3541	Protein Family	Phosphatidylinositol 4-kinase, PI4K	Homo sapiens	Inhibition	=	27.3	%	PMID[524912]
NPT2	Others	Unspecified		Potency	n.a.	244.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1090.7	nM	PubChem BioAssay data set

☑ 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 NPC174114 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	32172
0.1-0.2	6034
0.2-0.3	2894
0.3-0.4	1144
0.4-0.5	224
0.5-0.6	113
0.6-0.7	76
0.7-0.8	30
0.8-0.85	5
0.85-0.9	3
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC87981
0.9091	High Similarity	NPC476564
0.9091	High Similarity	NPC18335
0.8654	High Similarity	NPC312187
0.8654	High Similarity	NPC4837
0.8182	Intermediate Similarity	NPC68938
0.8182	Intermediate Similarity	NPC189314
0.7845	Intermediate Similarity	NPC248007
0.7815	Intermediate Similarity	NPC104011
0.7664	Intermediate Similarity	NPC476099
0.7586	Intermediate Similarity	NPC139776
0.7477	Intermediate Similarity	NPC476561
0.7438	Intermediate Similarity	NPC14330
0.7398	Intermediate Similarity	NPC57279
0.7377	Intermediate Similarity	NPC287876
0.7377	Intermediate Similarity	NPC246193
0.7323	Intermediate Similarity	NPC296437
0.7266	Intermediate Similarity	NPC317821
0.7266	Intermediate Similarity	NPC470266
0.7244	Intermediate Similarity	NPC33996
0.7188	Intermediate Similarity	NPC129756
0.7154	Intermediate Similarity	NPC476528
0.7154	Intermediate Similarity	NPC476433
0.7132	Intermediate Similarity	NPC161659
0.7132	Intermediate Similarity	NPC209525
0.7099	Intermediate Similarity	NPC476522
0.7099	Intermediate Similarity	NPC476520
0.7099	Intermediate Similarity	NPC474986
0.7099	Intermediate Similarity	NPC476013
0.7099	Intermediate Similarity	NPC217656
0.7045	Intermediate Similarity	NPC476521
0.7027	Intermediate Similarity	NPC476562
0.7023	Intermediate Similarity	NPC229974
0.7023	Intermediate Similarity	NPC314152
0.6992	Remote Similarity	NPC189068
0.6981	Remote Similarity	NPC51000
0.694	Remote Similarity	NPC219313
0.694	Remote Similarity	NPC309832
0.694	Remote Similarity	NPC476408
0.6923	Remote Similarity	NPC148385
0.6917	Remote Similarity	NPC21448
0.6917	Remote Similarity	NPC107374
0.6917	Remote Similarity	NPC156461
0.6897	Remote Similarity	NPC256849
0.6889	Remote Similarity	NPC244700
0.6866	Remote Similarity	NPC164665
0.6838	Remote Similarity	NPC136349
0.6815	Remote Similarity	NPC269827
0.6803	Remote Similarity	NPC5707
0.6791	Remote Similarity	NPC89139
0.6765	Remote Similarity	NPC121222
0.6724	Remote Similarity	NPC47936
0.6694	Remote Similarity	NPC252603
0.6667	Remote Similarity	NPC150853
0.6619	Remote Similarity	NPC85689
0.6619	Remote Similarity	NPC211025
0.6619	Remote Similarity	NPC185991
0.6619	Remote Similarity	NPC161224
0.6596	Remote Similarity	NPC472834
0.6571	Remote Similarity	NPC472816
0.6571	Remote Similarity	NPC328479
0.6571	Remote Similarity	NPC321814
0.6549	Remote Similarity	NPC472833
0.6529	Remote Similarity	NPC278549
0.6525	Remote Similarity	NPC164952
0.6525	Remote Similarity	NPC212551
0.6525	Remote Similarity	NPC130586
0.6525	Remote Similarity	NPC302778
0.6522	Remote Similarity	NPC119133
0.6518	Remote Similarity	NPC293163
0.6503	Remote Similarity	NPC239737
0.6491	Remote Similarity	NPC59314
0.6479	Remote Similarity	NPC174802
0.6471	Remote Similarity	NPC303899
0.646	Remote Similarity	NPC187191
0.646	Remote Similarity	NPC326248
0.6458	Remote Similarity	NPC195140
0.6434	Remote Similarity	NPC224076
0.6414	Remote Similarity	NPC472832
0.6414	Remote Similarity	NPC18308
0.641	Remote Similarity	NPC75131
0.6389	Remote Similarity	NPC93365
0.6389	Remote Similarity	NPC226245
0.6389	Remote Similarity	NPC316618
0.6349	Remote Similarity	NPC109322
0.6338	Remote Similarity	NPC207633
0.6333	Remote Similarity	NPC41958
0.6306	Remote Similarity	NPC9639
0.6299	Remote Similarity	NPC180493
0.621	Remote Similarity	NPC158847
0.6207	Remote Similarity	NPC52238
0.6207	Remote Similarity	NPC10466
0.6204	Remote Similarity	NPC326364
0.62	Remote Similarity	NPC325906
0.6174	Remote Similarity	NPC323091
0.6164	Remote Similarity	NPC311197
0.6164	Remote Similarity	NPC313754
0.6164	Remote Similarity	NPC54320
0.6148	Remote Similarity	NPC199790
0.6133	Remote Similarity	NPC324484
0.6121	Remote Similarity	NPC273327
0.6102	Remote Similarity	NPC155498
0.6032	Remote Similarity	NPC327579
0.6013	Remote Similarity	NPC290959
0.6013	Remote Similarity	NPC326082
0.5965	Remote Similarity	NPC476128
0.5956	Remote Similarity	NPC320818
0.5932	Remote Similarity	NPC111132
0.5924	Remote Similarity	NPC189261
0.5887	Remote Similarity	NPC313547
0.5882	Remote Similarity	NPC261595
0.586	Remote Similarity	NPC326529
0.5844	Remote Similarity	NPC324033
0.5844	Remote Similarity	NPC321458
0.5823	Remote Similarity	NPC319100
0.5823	Remote Similarity	NPC324198
0.5813	Remote Similarity	NPC473585
0.5804	Remote Similarity	NPC197068
0.5776	Remote Similarity	NPC320256
0.5766	Remote Similarity	NPC321929
0.5759	Remote Similarity	NPC313897
0.5723	Remote Similarity	NPC164845
0.5706	Remote Similarity	NPC24589
0.5674	Remote Similarity	NPC167285
0.5674	Remote Similarity	NPC76544
0.5674	Remote Similarity	NPC226184
0.5671	Remote Similarity	NPC265111
0.566	Remote Similarity	NPC317054
0.5635	Remote Similarity	NPC327613
0.5602	Remote Similarity	NPC282458
0.5602	Remote Similarity	NPC78941

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 NPC174114 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	1915
0.1-0.2	3259
0.2-0.3	1862
0.3-0.4	1303
0.4-0.5	570
0.5-0.6	141
0.6-0.7	71
0.7-0.8	27
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
0.9091	High Similarity	NPD8836	Approved
0.8182	Intermediate Similarity	NPD8833	Approved
0.8182	Intermediate Similarity	NPD8831	Approved
0.7931	Intermediate Similarity	NPD9408	Phase 3
0.7881	Intermediate Similarity	NPD9633	Phase 3
0.7845	Intermediate Similarity	NPD9084	Phase 2
0.7797	Intermediate Similarity	NPD870	Clinical (unspecified phase)
0.7667	Intermediate Similarity	NPD248	Discontinued
0.7623	Intermediate Similarity	NPD1058	Discontinued
0.7377	Intermediate Similarity	NPD8829	Clinical (unspecified phase)
0.7339	Intermediate Similarity	NPD9083	Clinical (unspecified phase)
0.7266	Intermediate Similarity	NPD3695	Approved
0.7266	Intermediate Similarity	NPD3696	Approved
0.7244	Intermediate Similarity	NPD799	Phase 1
0.7143	Intermediate Similarity	NPD9484	Clinical (unspecified phase)
0.7132	Intermediate Similarity	NPD193	Suspended
0.7099	Intermediate Similarity	NPD9704	Approved
0.7099	Intermediate Similarity	NPD4240	Approved
0.7045	Intermediate Similarity	NPD7158	Phase 1
0.7023	Intermediate Similarity	NPD185	Approved
0.6981	Remote Similarity	NPD8838	Approved
0.6917	Remote Similarity	NPD171	Discontinued
0.6917	Remote Similarity	NPD250	Approved
0.6917	Remote Similarity	NPD249	Approved
0.6917	Remote Similarity	NPD166	Approved
0.6897	Remote Similarity	NPD9358	Approved
0.6897	Remote Similarity	NPD9359	Approved
0.6838	Remote Similarity	NPD548	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD186	Discovery
0.6815	Remote Similarity	NPD195	Approved
0.6803	Remote Similarity	NPD8830	Phase 3
0.6788	Remote Similarity	NPD3708	Phase 2
0.678	Remote Similarity	NPD757	Phase 3
0.6694	Remote Similarity	NPD9292	Approved
0.6694	Remote Similarity	NPD9288	Approved
0.6694	Remote Similarity	NPD9289	Approved
0.6694	Remote Similarity	NPD76	Approved
0.6643	Remote Similarity	NPD3107	Discontinued
0.6639	Remote Similarity	NPD9086	Approved
0.6619	Remote Similarity	NPD283	Approved
0.6618	Remote Similarity	NPD1730	Discontinued
0.6587	Remote Similarity	NPD9696	Approved
0.6557	Remote Similarity	NPD580	Discontinued
0.6532	Remote Similarity	NPD306	Approved
0.6525	Remote Similarity	NPD1369	Phase 2
0.6525	Remote Similarity	NPD1750	Clinical (unspecified phase)
0.6525	Remote Similarity	NPD338	Approved
0.6525	Remote Similarity	NPD242	Approved
0.6522	Remote Similarity	NPD9291	Approved
0.6503	Remote Similarity	NPD2624	Phase 2
0.6503	Remote Similarity	NPD2646	Discontinued
0.6491	Remote Similarity	NPD8837	Clinical (unspecified phase)
0.6479	Remote Similarity	NPD339	Approved
0.6452	Remote Similarity	NPD2221	Clinical (unspecified phase)
0.6441	Remote Similarity	NPD8955	Approved
0.6441	Remote Similarity	NPD8954	Approved
0.6434	Remote Similarity	NPD169	Phase 2
0.6429	Remote Similarity	NPD579	Clinical (unspecified phase)
0.6389	Remote Similarity	NPD1732	Phase 3
0.6389	Remote Similarity	NPD546	Clinical (unspecified phase)
0.6341	Remote Similarity	NPD578	Discontinued
0.6333	Remote Similarity	NPD9373	Approved
0.6299	Remote Similarity	NPD9544	Approved
0.6299	Remote Similarity	NPD78	Approved
0.6294	Remote Similarity	NPD213	Clinical (unspecified phase)
0.6294	Remote Similarity	NPD214	Approved
0.6283	Remote Similarity	NPD9194	Approved
0.6283	Remote Similarity	NPD9193	Approved
0.6259	Remote Similarity	NPD516	Clinical (unspecified phase)
0.625	Remote Similarity	NPD281	Approved
0.623	Remote Similarity	NPD9374	Approved
0.6202	Remote Similarity	NPD1085	Approved
0.6202	Remote Similarity	NPD1775	Approved
0.62	Remote Similarity	NPD1776	Approved
0.62	Remote Similarity	NPD7988	Suspended
0.62	Remote Similarity	NPD1777	Approved
0.6164	Remote Similarity	NPD217	Approved
0.6164	Remote Similarity	NPD216	Approved
0.6164	Remote Similarity	NPD218	Approved
0.6164	Remote Similarity	NPD220	Clinical (unspecified phase)
0.6164	Remote Similarity	NPD219	Phase 3
0.6154	Remote Similarity	NPD9626	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD1127	Approved
0.6154	Remote Similarity	NPD1128	Approved
0.6142	Remote Similarity	NPD4262	Discontinued
0.6116	Remote Similarity	NPD9375	Discontinued
0.6107	Remote Similarity	NPD3083	Approved
0.6107	Remote Similarity	NPD2593	Clinical (unspecified phase)
0.608	Remote Similarity	NPD9606	Approved
0.608	Remote Similarity	NPD9360	Approved
0.6068	Remote Similarity	NPD340	Approved
0.6068	Remote Similarity	NPD341	Approved
0.6063	Remote Similarity	NPD420	Discontinued
0.6053	Remote Similarity	NPD2647	Phase 3
0.6045	Remote Similarity	NPD1264	Phase 2
0.6032	Remote Similarity	NPD9607	Approved
0.6032	Remote Similarity	NPD307	Approved
0.6031	Remote Similarity	NPD8832	Approved
0.6015	Remote Similarity	NPD282	Approved
0.6	Remote Similarity	NPD8565	Clinical (unspecified phase)
0.5987	Remote Similarity	NPD1333	Phase 3
0.5984	Remote Similarity	NPD9409	Discontinued
0.5962	Remote Similarity	NPD5666	Phase 2
0.596	Remote Similarity	NPD1016	Phase 2
0.596	Remote Similarity	NPD1015	Phase 2
0.5954	Remote Similarity	NPD8826	Approved
0.5932	Remote Similarity	NPD8861	Approved
0.5932	Remote Similarity	NPD8862	Approved
0.5932	Remote Similarity	NPD8859	Approved
0.5917	Remote Similarity	NPD1816	Clinical (unspecified phase)
0.5887	Remote Similarity	NPD174	Discontinued
0.5886	Remote Similarity	NPD1412	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD247	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD1119	Phase 2
0.5846	Remote Similarity	NPD1734	Clinical (unspecified phase)
0.5839	Remote Similarity	NPD535	Approved
0.5823	Remote Similarity	NPD4171	Clinical (unspecified phase)
0.5797	Remote Similarity	NPD6112	Approved
0.5779	Remote Similarity	NPD1313	Approved
0.5766	Remote Similarity	NPD8827	Approved
0.5746	Remote Similarity	NPD9571	Approved
0.5732	Remote Similarity	NPD1567	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD4716	Approved
0.5714	Remote Similarity	NPD515	Phase 1
0.5706	Remote Similarity	NPD2457	Phase 2
0.5706	Remote Similarity	NPD1692	Approved
0.5706	Remote Similarity	NPD2456	Phase 2
0.5704	Remote Similarity	NPD1117	Clinical (unspecified phase)
0.5679	Remote Similarity	NPD4744	Clinical (unspecified phase)
0.5655	Remote Similarity	NPD7531	Clinical (unspecified phase)
0.5636	Remote Similarity	NPD5684	Clinical (unspecified phase)
0.5636	Remote Similarity	NPD5682	Phase 3
0.5636	Remote Similarity	NPD6417	Clinical (unspecified phase)
0.5636	Remote Similarity	NPD5683	Clinical (unspecified phase)
0.5634	Remote Similarity	NPD2253	Discontinued
0.5625	Remote Similarity	NPD1368	Approved
0.5615	Remote Similarity	NPD9290	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