Natural Product: NPC278549

Natural Product ID:  NPC278549
Common Name:   1-Methylxanthine
IUPAC Name:   1-methyl-3,7-dihydropurine-2,6-dione
Synonyms:   1-Methylxanthine
Molecular Formula:   C6H6N4O2
Standard InCHIKey:  MVOYJPOZRLFTCP-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C6H6N4O2/c1-10-5(11)3-4(8-2-7-3)9-6(10)12/h2H,1H3,(H,7,8)(H,9,12)
Canonical SMILES:  Cn1c(O)nc2c(c1=O)nc[nH]2
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
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[15537072]
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]

  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 Ki = 36000 nM 8230124
NPT2554 Protein Family Adenosine A2 receptor Rattus norvegicus Ki = 47000 nM 8230124
NPT217 Individual Protein Adenosine A2a receptor Homo sapiens EC50 = 75900 nM 1331453
NPT2811 Individual Protein Adenosine A1 receptor Cavia porcellus EC15 > 0.1 nM 1331453
NPT2560 Protein Family Phosphodiesterase 4 Homo sapiens Ki = 163000 nM 1331453
NPT2811 Individual Protein Adenosine A1 receptor Cavia porcellus Ki = 11500 nM 1331453
NPT4262 Individual Protein Adenosine A2a receptor Cavia porcellus Ki = 67100 nM 1331453
NPT1315 Individual Protein Adenosine A1 receptor Rattus norvegicus Ki = 17000 nM 2724296
NPT2812 Protein Family Adenosine A2 receptor Homo sapiens Ki = 1900 nM 2724296
NPT1315 Individual Protein Adenosine A1 receptor Rattus norvegicus Ki = 36000 nM 8182711
NPT2554 Protein Family Adenosine A2 receptor Rattus norvegicus Ki = 47000 nM 8182711
NPT1315 Individual Protein Adenosine A1 receptor Rattus norvegicus Ki = 9000 nM 3172141
NPT2554 Protein Family Adenosine A2 receptor Rattus norvegicus Ki = 6600 nM 3172141
NPT967 Individual Protein Xanthine dehydrogenase Homo sapiens IC50 > 200000 nM 17379526
NPT56 Individual Protein Beta-lactamase AmpC Escherichia coli K-12 Potency = 3981.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 14581 nM PubChem BioAssay data set
NPT665 Individual Protein Solute carrier family 22 member 6 Homo sapiens Activity = 50 % 15207706
NPT10 Individual Protein Geminin Homo sapiens Potency 3264.3 nM PubChem BioAssay data set
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 96.5 % 23571415
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 102.07 % 23571415
NPT444 Individual Protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency 8912.5 nM PubChem BioAssay data set

  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 NPC278549 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
0.9358 High Similarity NPC199790
0.9273 High Similarity NPC148385
0.9115 High Similarity NPC252603
0.9083 High Similarity NPC47936
0.8727 High Similarity NPC75131
0.8696 High Similarity NPC158847
0.8261 Intermediate Similarity NPC256849
0.8103 Intermediate Similarity NPC303899
0.7965 Intermediate Similarity NPC476099
0.7886 Intermediate Similarity NPC109322
0.7823 Intermediate Similarity NPC180493
0.7797 Intermediate Similarity NPC41958
0.7652 Intermediate Similarity NPC476562
0.7478 Intermediate Similarity NPC476561
0.7414 Intermediate Similarity NPC59314
0.7168 Intermediate Similarity NPC51000
0.7155 Intermediate Similarity NPC293163
0.7049 Intermediate Similarity NPC312187
0.7049 Intermediate Similarity NPC4837
0.7 Intermediate Similarity NPC119133
0.6992 Remote Similarity NPC246193
0.6966 Remote Similarity NPC321052
0.6917 Remote Similarity NPC18335
0.6786 Remote Similarity NPC167285
0.6786 Remote Similarity NPC226184
0.6786 Remote Similarity NPC76544
0.6695 Remote Similarity NPC320256
0.6694 Remote Similarity NPC10466
0.6639 Remote Similarity NPC476564
0.6614 Remote Similarity NPC313547
0.6529 Remote Similarity NPC174114
0.6529 Remote Similarity NPC87981
0.6519 Remote Similarity NPC144223
0.6496 Remote Similarity NPC287876
0.6423 Remote Similarity NPC14330
0.6403 Remote Similarity NPC57279
0.6387 Remote Similarity NPC9639
0.6376 Remote Similarity NPC326694
0.6364 Remote Similarity NPC327579
0.6357 Remote Similarity NPC327613
0.6336 Remote Similarity NPC68938
0.6336 Remote Similarity NPC189314
0.625 Remote Similarity NPC15566
0.619 Remote Similarity NPC155498
0.6154 Remote Similarity NPC320818
0.6143 Remote Similarity NPC104011
0.608 Remote Similarity NPC273327
0.6032 Remote Similarity NPC111132
0.6028 Remote Similarity NPC243319
0.6014 Remote Similarity NPC248007
0.589 Remote Similarity NPC18223
0.589 Remote Similarity NPC237812
0.5878 Remote Similarity NPC185903
0.5878 Remote Similarity NPC286696
0.5874 Remote Similarity NPC235501
0.587 Remote Similarity NPC5707
0.58 Remote Similarity NPC8590
0.5797 Remote Similarity NPC139776
0.5796 Remote Similarity NPC60537
0.5764 Remote Similarity NPC25465
0.5753 Remote Similarity NPC262926
0.5748 Remote Similarity NPC326248
0.5748 Remote Similarity NPC187191
0.5714 Remote Similarity NPC61198
0.5704 Remote Similarity NPC63433
0.5704 Remote Similarity NPC180462
0.5686 Remote Similarity NPC327477
0.5667 Remote Similarity NPC317821
0.5655 Remote Similarity NPC470138
0.5646 Remote Similarity NPC126634
0.5638 Remote Similarity NPC33996
0.562 Remote Similarity NPC240084
0.56 Remote Similarity NPC129756
0.56 Remote Similarity NPC210947

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC278549 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
0.9115 High Similarity NPD76 Approved
0.9115 High Similarity NPD9288 Approved
0.9115 High Similarity NPD9289 Approved
0.9115 High Similarity NPD9292 Approved
0.8909 High Similarity NPD8955 Approved
0.8909 High Similarity NPD8954 Approved
0.8729 High Similarity NPD579 Clinical (unspecified phase)
0.8596 High Similarity NPD9086 Approved
0.8534 High Similarity NPD578 Discontinued
0.8261 Intermediate Similarity NPD9358 Approved
0.8261 Intermediate Similarity NPD9359 Approved
0.7955 Intermediate Similarity NPD1117 Clinical (unspecified phase)
0.7851 Intermediate Similarity NPD580 Discontinued
0.7823 Intermediate Similarity NPD9544 Approved
0.7823 Intermediate Similarity NPD78 Approved
0.7787 Intermediate Similarity NPD9290 Approved
0.776 Intermediate Similarity NPD281 Approved
0.7724 Intermediate Similarity NPD2221 Clinical (unspecified phase)
0.7638 Intermediate Similarity NPD1127 Approved
0.7638 Intermediate Similarity NPD1128 Approved
0.748 Intermediate Similarity NPD9360 Approved
0.7462 Intermediate Similarity NPD282 Approved
0.7422 Intermediate Similarity NPD1085 Approved
0.7422 Intermediate Similarity NPD1775 Approved
0.7414 Intermediate Similarity NPD8837 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD1118 Discontinued
0.7293 Intermediate Similarity NPD1119 Phase 2
0.7244 Intermediate Similarity NPD4262 Discontinued
0.7214 Intermediate Similarity NPD7531 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD8838 Approved
0.705 Intermediate Similarity NPD2179 Discontinued
0.7 Intermediate Similarity NPD9291 Approved
0.6985 Remote Similarity NPD535 Approved
0.6978 Remote Similarity NPD2253 Discontinued
0.6917 Remote Similarity NPD8836 Approved
0.6806 Remote Similarity NPD4182 Phase 3
0.6806 Remote Similarity NPD4183 Phase 3
0.6797 Remote Similarity NPD237 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9373 Approved
0.6587 Remote Similarity NPD9375 Discontinued
0.6579 Remote Similarity NPD5321 Phase 3
0.6562 Remote Similarity NPD9374 Approved
0.6496 Remote Similarity NPD8829 Clinical (unspecified phase)
0.6412 Remote Similarity NPD9606 Approved
0.6383 Remote Similarity NPD1121 Approved
0.6383 Remote Similarity NPD1120 Approved
0.6364 Remote Similarity NPD9607 Approved
0.6364 Remote Similarity NPD307 Approved
0.6357 Remote Similarity NPD9083 Clinical (unspecified phase)
0.6336 Remote Similarity NPD8833 Approved
0.6336 Remote Similarity NPD8831 Approved
0.6316 Remote Similarity NPD9409 Discontinued
0.6294 Remote Similarity NPD1808 Phase 1
0.6241 Remote Similarity NPD209 Clinical (unspecified phase)
0.6234 Remote Similarity NPD2604 Approved
0.6164 Remote Similarity NPD1431 Approved
0.6164 Remote Similarity NPD1430 Approved
0.616 Remote Similarity NPD341 Approved
0.616 Remote Similarity NPD340 Approved
0.6159 Remote Similarity NPD300 Approved
0.6142 Remote Similarity NPD1816 Clinical (unspecified phase)
0.6115 Remote Similarity NPD870 Clinical (unspecified phase)
0.609 Remote Similarity NPD1368 Approved
0.6084 Remote Similarity NPD9484 Clinical (unspecified phase)
0.6053 Remote Similarity NPD3708 Phase 2
0.6043 Remote Similarity NPD515 Phase 1
0.604 Remote Similarity NPD9627 Approved
0.6032 Remote Similarity NPD8859 Approved
0.6032 Remote Similarity NPD8862 Approved
0.6032 Remote Similarity NPD8861 Approved
0.6028 Remote Similarity NPD9081 Clinical (unspecified phase)
0.6023 Remote Similarity NPD1250 Clinical (unspecified phase)
0.6014 Remote Similarity NPD9084 Phase 2
0.5984 Remote Similarity NPD9626 Clinical (unspecified phase)
0.5976 Remote Similarity NPD3081 Clinical (unspecified phase)
0.5974 Remote Similarity NPD9605 Phase 3
0.5971 Remote Similarity NPD4812 Phase 1
0.5971 Remote Similarity NPD9408 Phase 3
0.5964 Remote Similarity NPD3041 Approved
0.5957 Remote Similarity NPD9633 Phase 3
0.589 Remote Similarity NPD9133 Approved
0.587 Remote Similarity NPD8830 Phase 3
0.5843 Remote Similarity NPD3108 Clinical (unspecified phase)
0.5833 Remote Similarity NPD547 Clinical (unspecified phase)
0.5833 Remote Similarity NPD545 Clinical (unspecified phase)
0.5833 Remote Similarity NPD1731 Clinical (unspecified phase)
0.5821 Remote Similarity NPD9584 Phase 2
0.5806 Remote Similarity NPD7842 Phase 2
0.5804 Remote Similarity NPD248 Discontinued
0.58 Remote Similarity NPD1451 Approved
0.5796 Remote Similarity NPD2180 Approved
0.5789 Remote Similarity NPD1730 Discontinued
0.5782 Remote Similarity NPD9628 Approved
0.5762 Remote Similarity NPD9704 Approved
0.5753 Remote Similarity NPD194 Clinical (unspecified phase)
0.5714 Remote Similarity NPD252 Clinical (unspecified phase)
0.5714 Remote Similarity NPD798 Discontinued
0.5704 Remote Similarity NPD757 Phase 3
0.5695 Remote Similarity NPD9183 Clinical (unspecified phase)
0.5679 Remote Similarity NPD3130 Discontinued
0.5667 Remote Similarity NPD549 Approved
0.5658 Remote Similarity NPD4240 Approved
0.5658 Remote Similarity NPD3706 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   80220
ChEMBL   CHEMBL1250
ZINC  

Physicochemical Properties

Molecular Weight:  166.05
ALogP:  -0.5161
MLogP:  1.46
XLogP:  -0.742
# Rotatable Bonds:  2
Polar Surface Area:  81.58
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  12

Download Data

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Similar NPs/Drugs