NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	273.05
Volume:	227.919
LogP:	-2.023
LogD:	-1.837
LogS:	-1.565
# Rotatable Bonds:	3
TPSA:	133.2
# H-Bond Aceptor:	9
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.578
Synthetic Accessibility Score:	3.763
Fsp3:	0.375
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:	-5.735
MDCK Permeability:	4.3615973481792025e-06
Pgp-inhibitor:	0.0
Pgp-substrate:	0.816
Human Intestinal Absorption (HIA):	0.919
20% Bioavailability (F20%):	0.993
30% Bioavailability (F30%):	0.332

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.474
Plasma Protein Binding (PPB):	46.63154220581055%
Volume Distribution (VD):	1.069
Pgp-substrate:	67.13213348388672%

ADMET: Metabolism

CYP1A2-inhibitor:	0.004
CYP1A2-substrate:	0.981
CYP2C19-inhibitor:	0.017
CYP2C19-substrate:	0.056
CYP2C9-inhibitor:	0.005
CYP2C9-substrate:	0.234
CYP2D6-inhibitor:	0.003
CYP2D6-substrate:	0.024
CYP3A4-inhibitor:	0.004
CYP3A4-substrate:	0.195

ADMET: Excretion

Clearance (CL):	4.239
Half-life (T1/2):	0.895

ADMET: Toxicity

hERG Blockers:	0.023
Human Hepatotoxicity (H-HT):	0.563
Drug-inuced Liver Injury (DILI):	0.868
AMES Toxicity:	0.013
Rat Oral Acute Toxicity:	0.495
Maximum Recommended Daily Dose:	0.03
Skin Sensitization:	0.043
Carcinogencity:	0.07
Eye Corrosion:	0.003
Eye Irritation:	0.053
Respiratory Toxicity:	0.945

Download Data

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

Natural Product: NPC104011

Natural Product ID:	NPC104011
*Common Name:**	Microxine
IUPAC Name:	2-[(7-methyl-8-oxo-9H-purin-6-yl)amino]ethanesulfonic acid
Synonyms:	Microxine
Standard InCHIKey:	OTYWCUOKKIHICD-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C8H11N5O4S/c1-13-5-6(9-2-3-18(15,16)17)10-4-11-7(5)12-8(13)14/h4H,2-3H2,1H3,(H,15,16,17)(H2,9,10,11,12,14)
SMILES:	Cn1c2c(NCCS(=O)(=O)O)ncnc2nc1O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL478797
PubChem CID:	10061827
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0001797] Imidazopyrimidines [CHEMONTID:0000245] Purines and purine derivatives [CHEMONTID:0002987] 6-aminopurines [CHEMONTID:0003454] 6-alkylaminopurines

*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
NPO33232	microxina species.	Species	Niphatidae	Eukaryota	n.a.	Australian	n.a.	PMID[11325241]

☑ 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

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1423	Individual Protein	Cyclin-dependent kinase 1	Homo sapiens	IC50	=	13000.0	nM	PMID[537266]

☑ 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 NPC104011 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	25740
0.1-0.2	11255
0.2-0.3	3397
0.3-0.4	1763
0.4-0.5	301
0.5-0.6	125
0.6-0.7	102
0.7-0.8	12
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.8067	Intermediate Similarity	NPC476564
0.7815	Intermediate Similarity	NPC87981
0.7815	Intermediate Similarity	NPC174114
0.7761	Intermediate Similarity	NPC246193
0.7742	Intermediate Similarity	NPC312187
0.7742	Intermediate Similarity	NPC4837
0.7518	Intermediate Similarity	NPC57279
0.748	Intermediate Similarity	NPC18335
0.7347	Intermediate Similarity	NPC136349
0.7315	Intermediate Similarity	NPC328479
0.7303	Intermediate Similarity	NPC195140
0.7252	Intermediate Similarity	NPC189314
0.7153	Intermediate Similarity	NPC317821
0.7133	Intermediate Similarity	NPC33996
0.7132	Intermediate Similarity	NPC248007
0.7121	Intermediate Similarity	NPC68938
0.7083	Intermediate Similarity	NPC129756
0.704	Intermediate Similarity	NPC476561
0.7034	Intermediate Similarity	NPC209525
0.7034	Intermediate Similarity	NPC161659
0.7027	Intermediate Similarity	NPC164665
0.7027	Intermediate Similarity	NPC189068
0.7025	Intermediate Similarity	NPC325906
0.7	Intermediate Similarity	NPC287876
0.698	Remote Similarity	NPC219313
0.698	Remote Similarity	NPC309832
0.6974	Remote Similarity	NPC472816
0.6962	Remote Similarity	NPC324484
0.6959	Remote Similarity	NPC107374
0.6959	Remote Similarity	NPC156461
0.6959	Remote Similarity	NPC21448
0.6939	Remote Similarity	NPC229974
0.6939	Remote Similarity	NPC314152
0.6929	Remote Similarity	NPC14330
0.6912	Remote Similarity	NPC139776
0.6903	Remote Similarity	NPC239737
0.6903	Remote Similarity	NPC316618
0.6867	Remote Similarity	NPC269827
0.6821	Remote Similarity	NPC121222
0.6797	Remote Similarity	NPC476099
0.6688	Remote Similarity	NPC85689
0.6688	Remote Similarity	NPC211025
0.6688	Remote Similarity	NPC185991
0.6688	Remote Similarity	NPC161224
0.6667	Remote Similarity	NPC217656
0.6667	Remote Similarity	NPC476562
0.6645	Remote Similarity	NPC321814
0.6623	Remote Similarity	NPC150853
0.6622	Remote Similarity	NPC296437
0.6603	Remote Similarity	NPC164952
0.6603	Remote Similarity	NPC212551
0.6603	Remote Similarity	NPC302778
0.6603	Remote Similarity	NPC130586
0.6577	Remote Similarity	NPC470266
0.6561	Remote Similarity	NPC174802
0.6527	Remote Similarity	NPC189261
0.6519	Remote Similarity	NPC224076
0.6494	Remote Similarity	NPC244700
0.649	Remote Similarity	NPC476528
0.649	Remote Similarity	NPC476433
0.6478	Remote Similarity	NPC226245
0.6456	Remote Similarity	NPC472834
0.6447	Remote Similarity	NPC476520
0.6447	Remote Similarity	NPC476013
0.6447	Remote Similarity	NPC476522
0.6447	Remote Similarity	NPC474986
0.6433	Remote Similarity	NPC207633
0.6429	Remote Similarity	NPC476408
0.6415	Remote Similarity	NPC52238
0.6408	Remote Similarity	NPC180493
0.6405	Remote Similarity	NPC89139
0.6405	Remote Similarity	NPC476521
0.6383	Remote Similarity	NPC5707
0.6375	Remote Similarity	NPC313754
0.6375	Remote Similarity	NPC93365
0.6375	Remote Similarity	NPC54320
0.6375	Remote Similarity	NPC311197
0.6338	Remote Similarity	NPC109322
0.6325	Remote Similarity	NPC290959
0.628	Remote Similarity	NPC323091
0.622	Remote Similarity	NPC51000
0.6211	Remote Similarity	NPC472833
0.6204	Remote Similarity	NPC303899
0.6204	Remote Similarity	NPC256849
0.6176	Remote Similarity	NPC313897
0.6176	Remote Similarity	NPC47936
0.617	Remote Similarity	NPC252603
0.6159	Remote Similarity	NPC313547
0.6143	Remote Similarity	NPC278549
0.6131	Remote Similarity	NPC326082
0.6115	Remote Similarity	NPC148385
0.6108	Remote Similarity	NPC261595
0.6098	Remote Similarity	NPC18308
0.6098	Remote Similarity	NPC472832
0.6093	Remote Similarity	NPC320818
0.6071	Remote Similarity	NPC321458
0.6071	Remote Similarity	NPC324033
0.6056	Remote Similarity	NPC327579
0.6029	Remote Similarity	NPC75131
0.6	Remote Similarity	NPC119133
0.5988	Remote Similarity	NPC326529
0.5986	Remote Similarity	NPC158847
0.5985	Remote Similarity	NPC293163
0.5971	Remote Similarity	NPC41958
0.597	Remote Similarity	NPC59314
0.5954	Remote Similarity	NPC319100
0.5954	Remote Similarity	NPC324198
0.5862	Remote Similarity	NPC164845
0.5852	Remote Similarity	NPC10466
0.5849	Remote Similarity	NPC197068
0.5843	Remote Similarity	NPC24589
0.5833	Remote Similarity	NPC313514
0.5821	Remote Similarity	NPC187191
0.5821	Remote Similarity	NPC326248
0.5816	Remote Similarity	NPC327613
0.5816	Remote Similarity	NPC199790
0.5746	Remote Similarity	NPC78941
0.5746	Remote Similarity	NPC282458
0.5732	Remote Similarity	NPC321052
0.5722	Remote Similarity	NPC265111
0.5714	Remote Similarity	NPC262926
0.5682	Remote Similarity	NPC9639
0.5677	Remote Similarity	NPC61198
0.5674	Remote Similarity	NPC473585
0.5662	Remote Similarity	NPC273327
0.5652	Remote Similarity	NPC155498
0.5613	Remote Similarity	NPC321929

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 NPC104011 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	925
0.1-0.2	3171
0.2-0.3	2317
0.3-0.4	1702
0.4-0.5	750
0.5-0.6	170
0.6-0.7	101
0.7-0.8	14
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7879	Intermediate Similarity	NPD870	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD9408	Phase 3
0.7687	Intermediate Similarity	NPD9633	Phase 3
0.748	Intermediate Similarity	NPD8836	Approved
0.741	Intermediate Similarity	NPD9484	Clinical (unspecified phase)
0.7372	Intermediate Similarity	NPD248	Discontinued
0.7347	Intermediate Similarity	NPD548	Clinical (unspecified phase)
0.7252	Intermediate Similarity	NPD8833	Approved
0.7252	Intermediate Similarity	NPD8831	Approved
0.7214	Intermediate Similarity	NPD1058	Discontinued
0.7181	Intermediate Similarity	NPD3708	Phase 2
0.7132	Intermediate Similarity	NPD9084	Phase 2
0.7092	Intermediate Similarity	NPD9083	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD3696	Approved
0.7034	Intermediate Similarity	NPD3695	Approved
0.7034	Intermediate Similarity	NPD193	Suspended
0.7025	Intermediate Similarity	NPD1777	Approved
0.7025	Intermediate Similarity	NPD1776	Approved
0.7	Intermediate Similarity	NPD8829	Clinical (unspecified phase)
0.6959	Remote Similarity	NPD250	Approved
0.6959	Remote Similarity	NPD249	Approved
0.6959	Remote Similarity	NPD7158	Phase 1
0.6939	Remote Similarity	NPD185	Approved
0.6928	Remote Similarity	NPD1750	Clinical (unspecified phase)
0.6928	Remote Similarity	NPD1369	Phase 2
0.6903	Remote Similarity	NPD2646	Discontinued
0.6903	Remote Similarity	NPD2624	Phase 2
0.6892	Remote Similarity	NPD4240	Approved
0.6867	Remote Similarity	NPD186	Discovery
0.6867	Remote Similarity	NPD195	Approved
0.6846	Remote Similarity	NPD166	Approved
0.6846	Remote Similarity	NPD171	Discontinued
0.6795	Remote Similarity	NPD1732	Phase 3
0.6779	Remote Similarity	NPD9704	Approved
0.6716	Remote Similarity	NPD757	Phase 3
0.671	Remote Similarity	NPD3107	Discontinued
0.6689	Remote Similarity	NPD1730	Discontinued
0.6688	Remote Similarity	NPD283	Approved
0.6603	Remote Similarity	NPD242	Approved
0.6603	Remote Similarity	NPD338	Approved
0.6561	Remote Similarity	NPD339	Approved
0.6554	Remote Similarity	NPD799	Phase 1
0.6519	Remote Similarity	NPD169	Phase 2
0.6488	Remote Similarity	NPD1412	Clinical (unspecified phase)
0.6437	Remote Similarity	NPD2631	Clinical (unspecified phase)
0.6437	Remote Similarity	NPD2630	Approved
0.6437	Remote Similarity	NPD2632	Approved
0.6408	Remote Similarity	NPD78	Approved
0.6408	Remote Similarity	NPD579	Clinical (unspecified phase)
0.6408	Remote Similarity	NPD9544	Approved
0.6392	Remote Similarity	NPD214	Approved
0.6392	Remote Similarity	NPD213	Clinical (unspecified phase)
0.6383	Remote Similarity	NPD8830	Phase 3
0.6375	Remote Similarity	NPD218	Approved
0.6375	Remote Similarity	NPD217	Approved
0.6375	Remote Similarity	NPD220	Clinical (unspecified phase)
0.6375	Remote Similarity	NPD219	Phase 3
0.6375	Remote Similarity	NPD216	Approved
0.6375	Remote Similarity	NPD546	Clinical (unspecified phase)
0.6336	Remote Similarity	NPD341	Approved
0.6336	Remote Similarity	NPD340	Approved
0.6331	Remote Similarity	NPD578	Discontinued
0.6331	Remote Similarity	NPD9360	Approved
0.6303	Remote Similarity	NPD7988	Suspended
0.6286	Remote Similarity	NPD580	Discontinued
0.6276	Remote Similarity	NPD1127	Approved
0.6276	Remote Similarity	NPD1128	Approved
0.6258	Remote Similarity	NPD516	Clinical (unspecified phase)
0.625	Remote Similarity	NPD281	Approved
0.6241	Remote Similarity	NPD9409	Discontinued
0.6229	Remote Similarity	NPD6417	Clinical (unspecified phase)
0.622	Remote Similarity	NPD8838	Approved
0.6204	Remote Similarity	NPD9358	Approved
0.6204	Remote Similarity	NPD9373	Approved
0.6204	Remote Similarity	NPD9359	Approved
0.6197	Remote Similarity	NPD2221	Clinical (unspecified phase)
0.617	Remote Similarity	NPD9289	Approved
0.617	Remote Similarity	NPD9292	Approved
0.617	Remote Similarity	NPD307	Approved
0.617	Remote Similarity	NPD76	Approved
0.617	Remote Similarity	NPD9288	Approved
0.6168	Remote Similarity	NPD2647	Phase 3
0.6165	Remote Similarity	NPD9626	Clinical (unspecified phase)
0.6149	Remote Similarity	NPD282	Approved
0.6136	Remote Similarity	NPD2963	Phase 1
0.6121	Remote Similarity	NPD3083	Approved
0.6115	Remote Similarity	NPD9374	Approved
0.6108	Remote Similarity	NPD247	Clinical (unspecified phase)
0.6099	Remote Similarity	NPD9606	Approved
0.6096	Remote Similarity	NPD9696	Approved
0.6082	Remote Similarity	NPD5666	Phase 2
0.6067	Remote Similarity	NPD207	Discontinued
0.6056	Remote Similarity	NPD9607	Approved
0.6024	Remote Similarity	NPD2593	Clinical (unspecified phase)
0.6014	Remote Similarity	NPD9375	Discontinued
0.6013	Remote Similarity	NPD7531	Clinical (unspecified phase)
0.6	Remote Similarity	NPD9291	Approved
0.5986	Remote Similarity	NPD1775	Approved
0.5986	Remote Similarity	NPD1085	Approved
0.597	Remote Similarity	NPD8837	Clinical (unspecified phase)
0.5962	Remote Similarity	NPD1117	Clinical (unspecified phase)
0.5954	Remote Similarity	NPD4171	Clinical (unspecified phase)
0.5948	Remote Similarity	NPD6112	Approved
0.5932	Remote Similarity	NPD2457	Phase 2
0.5932	Remote Similarity	NPD2456	Phase 2
0.5931	Remote Similarity	NPD306	Approved
0.5931	Remote Similarity	NPD4262	Discontinued
0.5921	Remote Similarity	NPD1119	Phase 2
0.5909	Remote Similarity	NPD1808	Phase 1
0.5893	Remote Similarity	NPD1122	Clinical (unspecified phase)
0.5882	Remote Similarity	NPD1121	Approved
0.5882	Remote Similarity	NPD1120	Approved
0.5855	Remote Similarity	NPD209	Clinical (unspecified phase)
0.5855	Remote Similarity	NPD1264	Phase 2
0.5852	Remote Similarity	NPD4716	Approved
0.5843	Remote Similarity	NPD1692	Approved
0.5839	Remote Similarity	NPD1816	Clinical (unspecified phase)
0.5833	Remote Similarity	NPD7138	Phase 2
0.5827	Remote Similarity	NPD8954	Approved
0.5827	Remote Similarity	NPD8955	Approved
0.5819	Remote Similarity	NPD4744	Clinical (unspecified phase)
0.5804	Remote Similarity	NPD1368	Approved
0.58	Remote Similarity	NPD9571	Approved
0.5796	Remote Similarity	NPD2253	Discontinued
0.5789	Remote Similarity	NPD9193	Approved
0.5789	Remote Similarity	NPD9194	Approved
0.5779	Remote Similarity	NPD535	Approved
0.5778	Remote Similarity	NPD5683	Clinical (unspecified phase)
0.5778	Remote Similarity	NPD5684	Clinical (unspecified phase)
0.5778	Remote Similarity	NPD5682	Phase 3
0.5775	Remote Similarity	NPD9086	Approved
0.5772	Remote Similarity	NPD9366	Approved
0.5772	Remote Similarity	NPD515	Phase 1
0.5764	Remote Similarity	NPD237	Clinical (unspecified phase)
0.5732	Remote Similarity	NPD1118	Discontinued
0.5731	Remote Similarity	NPD1333	Phase 3
0.5722	Remote Similarity	NPD4495	Phase 1
0.5706	Remote Similarity	NPD1015	Phase 2
0.5706	Remote Similarity	NPD1016	Phase 2
0.5696	Remote Similarity	NPD1430	Approved
0.5696	Remote Similarity	NPD1431	Approved
0.5686	Remote Similarity	NPD545	Clinical (unspecified phase)
0.5686	Remote Similarity	NPD547	Clinical (unspecified phase)
0.5677	Remote Similarity	NPD252	Clinical (unspecified phase)
0.5676	Remote Similarity	NPD798	Discontinued
0.5664	Remote Similarity	NPD9584	Phase 2
0.5659	Remote Similarity	NPD8565	Clinical (unspecified phase)
0.5658	Remote Similarity	NPD9632	Phase 3
0.5641	Remote Similarity	NPD9551	Approved
0.5641	Remote Similarity	NPD9550	Approved
0.5633	Remote Similarity	NPD549	Approved
0.5629	Remote Similarity	NPD1017	Clinical (unspecified phase)
0.5629	Remote Similarity	NPD8832	Approved
0.5625	Remote Similarity	NPD5342	Clinical (unspecified phase)
0.5614	Remote Similarity	NPD4143	Clinical (unspecified phase)
0.5613	Remote Similarity	NPD194	Clinical (unspecified phase)
0.5613	Remote Similarity	NPD8827	Approved
0.5607	Remote Similarity	NPD1215	Discontinued
0.56	Remote Similarity	NPD4812	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