Natural Product: NPC41958

Natural Product ID:  NPC41958
Common Name:   3-Methylxanthine
IUPAC Name:   3-methyl-7H-purine-2,6-dione
Synonyms:   3-Methylxanthine
Molecular Formula:   C6H6N4O2
Standard InCHIKey:  GMSNIKWWOQHZGF-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C6H6N4O2/c1-10-4-3(7-2-8-4)5(11)9-6(10)12/h2H,1H3,(H,7,8)(H,9,11,12)
Canonical SMILES:  Oc1nc(=O)n(c2c1nc[nH]2)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO5242 Sideritis argyrea Species Lamiaceae Eukaryota UNPD*
NPO7985 Swertia tosaensis Species Gentianaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[22932811]
NPO362 Gentiana crassicaulis Species Gentianaceae Eukaryota UNPD*
NPO1442 Viburnum dilatatum Species Adoxaceae Eukaryota UNPD*
NPO3490 Aragoa cundinamarcensis Species Plantaginaceae Eukaryota UNPD*
NPO5046 Lisianthus chelonoides NA NA NA UNPD*
NPO8729 Symplegma rubra Species Styelidae Eukaryota UNPD*
NPO6384 Euryops spathaceus Species Asteraceae Eukaryota UNPD*
NPO5407 Polypodium pedatum Species Polypodiidae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1315 Individual Protein Adenosine A1 receptor Rattus norvegicus Inhibition = 24 % 8230124
NPT2554 Protein Family Adenosine A2 receptor Rattus norvegicus Ki = 59000 nM 8230124
NPT217 Individual Protein Adenosine A2a receptor Homo sapiens EC50 > 100000 nM 1331453
NPT2811 Individual Protein Adenosine A1 receptor Cavia porcellus EC15 > 0.1 nM 1331453
NPT2560 Protein Family Phosphodiesterase 4 Homo sapiens Ki = 156000 nM 1331453
NPT2812 Protein Family Adenosine A2 receptor Homo sapiens Ki = 133000 nM 1331453
NPT1315 Individual Protein Adenosine A1 receptor Rattus norvegicus Ki = 35000 nM 2724296
NPT2812 Protein Family Adenosine A2 receptor Homo sapiens Ki = 240000 nM 2724296
NPT55 Individual Protein Putative fructose-1,6-bisphosphate aldolase Giardia intestinalis Potency = 15811.4 nM PubChem BioAssay data set
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 95.53 % 23571415
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 101.53 % 23571415

  Similar Natural Products 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 NPC41958 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9223 High Similarity NPC59314
0.9048 High Similarity NPC119133
0.8932 High Similarity NPC293163
0.8679 High Similarity NPC10466
0.8381 Intermediate Similarity NPC320256
0.8158 Intermediate Similarity NPC313547
0.8091 Intermediate Similarity NPC476099
0.7815 Intermediate Similarity NPC327579
0.7797 Intermediate Similarity NPC278549
0.7768 Intermediate Similarity NPC476562
0.7593 Intermediate Similarity NPC51000
0.7589 Intermediate Similarity NPC476561
0.7377 Intermediate Similarity NPC252603
0.7344 Intermediate Similarity NPC287876
0.7333 Intermediate Similarity NPC148385
0.7266 Intermediate Similarity NPC14330
0.725 Intermediate Similarity NPC199790
0.7049 Intermediate Similarity NPC63433
0.7016 Intermediate Similarity NPC158847
0.7 Intermediate Similarity NPC47936
0.6992 Remote Similarity NPC262926
0.694 Remote Similarity NPC61198
0.6935 Remote Similarity NPC240084
0.686 Remote Similarity NPC312187
0.686 Remote Similarity NPC4837
0.6822 Remote Similarity NPC248007
0.6723 Remote Similarity NPC18335
0.6716 Remote Similarity NPC324009
0.6694 Remote Similarity NPC327613
0.6694 Remote Similarity NPC75131
0.6692 Remote Similarity NPC246193
0.6691 Remote Similarity NPC186619
0.6667 Remote Similarity NPC5707
0.6667 Remote Similarity NPC319221
0.6615 Remote Similarity NPC109322
0.6613 Remote Similarity NPC256849
0.6609 Remote Similarity NPC9639
0.6607 Remote Similarity NPC290449
0.6596 Remote Similarity NPC318590
0.6596 Remote Similarity NPC251233
0.6596 Remote Similarity NPC211820
0.6593 Remote Similarity NPC57279
0.6591 Remote Similarity NPC144223
0.6589 Remote Similarity NPC139776
0.6565 Remote Similarity NPC180493
0.6549 Remote Similarity NPC317746
0.6549 Remote Similarity NPC177169
0.6549 Remote Similarity NPC274384
0.6549 Remote Similarity NPC89147
0.6503 Remote Similarity NPC232408
0.6503 Remote Similarity NPC64705
0.648 Remote Similarity NPC303899
0.6449 Remote Similarity NPC320818
0.6446 Remote Similarity NPC476564
0.6408 Remote Similarity NPC8590
0.6333 Remote Similarity NPC87981
0.6333 Remote Similarity NPC174114
0.6316 Remote Similarity NPC15566
0.626 Remote Similarity NPC155498
0.6241 Remote Similarity NPC30326
0.6204 Remote Similarity NPC243319
0.6181 Remote Similarity NPC315642
0.6181 Remote Similarity NPC74306
0.6154 Remote Similarity NPC68938
0.6154 Remote Similarity NPC189314
0.6148 Remote Similarity NPC273327
0.6098 Remote Similarity NPC111132
0.6026 Remote Similarity NPC321052
0.5985 Remote Similarity NPC180462
0.5971 Remote Similarity NPC104011
0.5931 Remote Similarity NPC317821
0.5931 Remote Similarity NPC185903
0.5929 Remote Similarity NPC235501
0.5924 Remote Similarity NPC14590
0.5844 Remote Similarity NPC60537
0.5833 Remote Similarity NPC18223
0.5833 Remote Similarity NPC237812
0.5822 Remote Similarity NPC286696
0.5806 Remote Similarity NPC187191
0.5806 Remote Similarity NPC326248
0.5753 Remote Similarity NPC129756
0.5733 Remote Similarity NPC189068
0.5704 Remote Similarity NPC25465
0.5695 Remote Similarity NPC219313
0.5695 Remote Similarity NPC309832
0.5686 Remote Similarity NPC150853
0.5685 Remote Similarity NPC33996
0.5667 Remote Similarity NPC21448
0.5667 Remote Similarity NPC156461
0.5667 Remote Similarity NPC107374
0.5646 Remote Similarity NPC210947
0.5638 Remote Similarity NPC229974
0.5629 Remote Similarity NPC327477
0.5629 Remote Similarity NPC164665
0.5621 Remote Similarity NPC136349
0.5608 Remote Similarity NPC209525
0.5608 Remote Similarity NPC161659

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC41958 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.9537 High Similarity NPD9360 Approved
0.9223 High Similarity NPD8837 Clinical (unspecified phase)
0.9048 High Similarity NPD9291 Approved
0.8673 High Similarity NPD237 Clinical (unspecified phase)
0.8142 Intermediate Similarity NPD9375 Discontinued
0.8087 Intermediate Similarity NPD9374 Approved
0.7913 Intermediate Similarity NPD9373 Approved
0.7815 Intermediate Similarity NPD9607 Approved
0.7815 Intermediate Similarity NPD307 Approved
0.775 Intermediate Similarity NPD9409 Discontinued
0.7731 Intermediate Similarity NPD9606 Approved
0.7593 Intermediate Similarity NPD8838 Approved
0.7578 Intermediate Similarity NPD209 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD9626 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD515 Phase 1
0.7377 Intermediate Similarity NPD9292 Approved
0.7377 Intermediate Similarity NPD9288 Approved
0.7377 Intermediate Similarity NPD9289 Approved
0.7377 Intermediate Similarity NPD76 Approved
0.7344 Intermediate Similarity NPD8829 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD1120 Approved
0.7328 Intermediate Similarity NPD1121 Approved
0.7218 Intermediate Similarity NPD1808 Phase 1
0.7176 Intermediate Similarity NPD9083 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD545 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD547 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD579 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD1430 Approved
0.7059 Intermediate Similarity NPD1431 Approved
0.7049 Intermediate Similarity NPD9086 Approved
0.7 Intermediate Similarity NPD8954 Approved
0.7 Intermediate Similarity NPD8955 Approved
0.6992 Remote Similarity NPD194 Clinical (unspecified phase)
0.694 Remote Similarity NPD252 Clinical (unspecified phase)
0.6822 Remote Similarity NPD9084 Phase 2
0.6739 Remote Similarity NPD549 Approved
0.6723 Remote Similarity NPD8836 Approved
0.6667 Remote Similarity NPD8830 Phase 3
0.6643 Remote Similarity NPD1117 Clinical (unspecified phase)
0.6621 Remote Similarity NPD7842 Phase 2
0.6614 Remote Similarity NPD578 Discontinued
0.6613 Remote Similarity NPD9358 Approved
0.6613 Remote Similarity NPD9359 Approved
0.6567 Remote Similarity NPD9632 Phase 3
0.6565 Remote Similarity NPD78 Approved
0.6565 Remote Similarity NPD9544 Approved
0.6519 Remote Similarity NPD282 Approved
0.6515 Remote Similarity NPD281 Approved
0.6512 Remote Similarity NPD9290 Approved
0.6418 Remote Similarity NPD1127 Approved
0.6418 Remote Similarity NPD1128 Approved
0.6414 Remote Similarity NPD775 Approved
0.6372 Remote Similarity NPD9103 Approved
0.6372 Remote Similarity NPD9102 Approved
0.6364 Remote Similarity NPD340 Approved
0.6364 Remote Similarity NPD341 Approved
0.6341 Remote Similarity NPD1816 Clinical (unspecified phase)
0.6308 Remote Similarity NPD580 Discontinued
0.6284 Remote Similarity NPD3086 Phase 3
0.6276 Remote Similarity NPD1730 Discontinued
0.625 Remote Similarity NPD9584 Phase 2
0.6233 Remote Similarity NPD7531 Clinical (unspecified phase)
0.6216 Remote Similarity NPD3085 Phase 1
0.6212 Remote Similarity NPD2221 Clinical (unspecified phase)
0.6204 Remote Similarity NPD9081 Clinical (unspecified phase)
0.6184 Remote Similarity NPD2604 Approved
0.6181 Remote Similarity NPD582 Approved
0.6154 Remote Similarity NPD1368 Approved
0.6154 Remote Similarity NPD1118 Discontinued
0.6154 Remote Similarity NPD8833 Approved
0.6154 Remote Similarity NPD8831 Approved
0.6119 Remote Similarity NPD798 Discontinued
0.6103 Remote Similarity NPD300 Approved
0.6098 Remote Similarity NPD8861 Approved
0.6098 Remote Similarity NPD8862 Approved
0.6098 Remote Similarity NPD8859 Approved
0.6058 Remote Similarity NPD870 Clinical (unspecified phase)
0.6039 Remote Similarity NPD4074 Clinical (unspecified phase)
0.6029 Remote Similarity NPD4812 Phase 1
0.6029 Remote Similarity NPD9408 Phase 3
0.6028 Remote Similarity NPD1119 Phase 2
0.6014 Remote Similarity NPD9633 Phase 3
0.5987 Remote Similarity NPD1731 Clinical (unspecified phase)
0.5985 Remote Similarity NPD1775 Approved
0.5985 Remote Similarity NPD1085 Approved
0.5966 Remote Similarity NPD9101 Discontinued
0.5929 Remote Similarity NPD9650 Phase 3
0.5915 Remote Similarity NPD9484 Clinical (unspecified phase)
0.5878 Remote Similarity NPD757 Phase 3
0.5874 Remote Similarity NPD535 Approved
0.5857 Remote Similarity NPD248 Discontinued
0.5844 Remote Similarity NPD2180 Approved
0.5833 Remote Similarity NPD9133 Approved
0.5823 Remote Similarity NPD5768 Phase 2
0.5817 Remote Similarity NPD536 Clinical (unspecified phase)
0.5809 Remote Similarity NPD4262 Discontinued
0.5789 Remote Similarity NPD3708 Phase 2
0.5782 Remote Similarity NPD2253 Discontinued
0.5772 Remote Similarity NPD9627 Approved
0.5769 Remote Similarity NPD3405 Phase 3
0.5752 Remote Similarity NPD353 Discontinued
0.5743 Remote Similarity NPD1451 Approved
0.5743 Remote Similarity NPD2179 Discontinued
0.5734 Remote Similarity NPD5340 Clinical (unspecified phase)
0.5724 Remote Similarity NPD9628 Approved
0.5723 Remote Similarity NPD3130 Discontinued
0.5714 Remote Similarity NPD1356 Approved
0.5714 Remote Similarity NPD1355 Clinical (unspecified phase)
0.5714 Remote Similarity NPD1354 Approved
0.5705 Remote Similarity NPD5342 Clinical (unspecified phase)
0.5697 Remote Similarity NPD3108 Clinical (unspecified phase)
0.5669 Remote Similarity NPD2624 Phase 2
0.5667 Remote Similarity NPD250 Approved
0.5667 Remote Similarity NPD249 Approved
0.5638 Remote Similarity NPD9183 Clinical (unspecified phase)
0.563 Remote Similarity NPD8835 Approved
0.5621 Remote Similarity NPD548 Clinical (unspecified phase)
0.5617 Remote Similarity NPD705 Clinical (unspecified phase)
0.5608 Remote Similarity NPD3696 Approved
0.5608 Remote Similarity NPD3695 Approved
0.56 Remote Similarity NPD9704 Approved
0.56 Remote Similarity NPD3706 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   70639
ChEMBL   CHEMBL619
ZINC  

Physicochemical Properties

Molecular Weight:  166.05
ALogP:  -1.1623
MLogP:  1.46
XLogP:  -0.671
# Rotatable Bonds:  2
Polar Surface Area:  81.58
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  12

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