Drug Information

Drug ID:  NPD1313
Drug Name:  Imiquimod
Molecular Formula:  C14H16N4
Canonical SMILES:  CC(Cn1cnc2c1c1ccccc1[nH]c2=N)C
Standard InCHI:  InChI=1S/C14H16N4/c1-9(2)7-18-8-16-12-13(18)10-5-3-4-6-11(10)17-14(12)15/h3-6,8-9H,7H2,1-2H3,(H2,15,17)
Standard InCHIKey:  DOUYETYNHWVLEO-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1313

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
Intermediate Similarity 0.8434 NPC317054
Intermediate Similarity 0.8221 NPC470204
Intermediate Similarity 0.8199 NPC476297
Intermediate Similarity 0.8199 NPC476219
Intermediate Similarity 0.8171 NPC470203
Intermediate Similarity 0.8113 NPC114209
Intermediate Similarity 0.8049 NPC300238
Intermediate Similarity 0.7987 NPC204141
Intermediate Similarity 0.7892 NPC122141
Intermediate Similarity 0.7778 NPC179787
Intermediate Similarity 0.7778 NPC201380
Intermediate Similarity 0.7758 NPC120070
Intermediate Similarity 0.7738 NPC225018
Intermediate Similarity 0.773 NPC321911
Intermediate Similarity 0.7716 NPC63545
Intermediate Similarity 0.7707 NPC216159
Intermediate Similarity 0.7669 NPC469811
Intermediate Similarity 0.7643 NPC198988
Intermediate Similarity 0.7625 NPC115611
Intermediate Similarity 0.7607 NPC143872
Intermediate Similarity 0.7571 NPC307191
Intermediate Similarity 0.7561 NPC470111
Intermediate Similarity 0.7547 NPC125746
Intermediate Similarity 0.7516 NPC59084
Intermediate Similarity 0.7516 NPC284635
Intermediate Similarity 0.7486 NPC108011
Intermediate Similarity 0.7485 NPC325903
Intermediate Similarity 0.7485 NPC317105
Intermediate Similarity 0.7484 NPC325252
Intermediate Similarity 0.7469 NPC63157
Intermediate Similarity 0.7469 NPC473868
Intermediate Similarity 0.7456 NPC236711
Intermediate Similarity 0.7453 NPC73767
Intermediate Similarity 0.7453 NPC88097
Intermediate Similarity 0.7453 NPC110126
Intermediate Similarity 0.7447 NPC469308
Intermediate Similarity 0.7425 NPC469975
Intermediate Similarity 0.741 NPC282531
Intermediate Similarity 0.7396 NPC116555
Intermediate Similarity 0.7384 NPC247987
Intermediate Similarity 0.7371 NPC82331
Intermediate Similarity 0.7365 NPC40070
Intermediate Similarity 0.736 NPC265710
Intermediate Similarity 0.7345 NPC280852
Intermediate Similarity 0.7329 NPC105127
Intermediate Similarity 0.7329 NPC84911
Intermediate Similarity 0.7318 NPC16659
Intermediate Similarity 0.7303 NPC240088
Intermediate Similarity 0.7303 NPC473380
Intermediate Similarity 0.7301 NPC469767
Intermediate Similarity 0.7301 NPC469779
Intermediate Similarity 0.7301 NPC2949
Intermediate Similarity 0.7301 NPC469784
Intermediate Similarity 0.7301 NPC469780
Intermediate Similarity 0.7301 NPC469768
Intermediate Similarity 0.7301 NPC469783
Intermediate Similarity 0.7301 NPC469761
Intermediate Similarity 0.7299 NPC49217
Intermediate Similarity 0.7283 NPC478184
Intermediate Similarity 0.7267 NPC261195
Intermediate Similarity 0.7267 NPC96102
Intermediate Similarity 0.7267 NPC29886
Intermediate Similarity 0.7256 NPC469766
Intermediate Similarity 0.7247 NPC474958
Intermediate Similarity 0.7246 NPC21605
Intermediate Similarity 0.7238 NPC471609
Intermediate Similarity 0.7233 NPC82295
Intermediate Similarity 0.7229 NPC470440
Intermediate Similarity 0.7225 NPC253687
Intermediate Similarity 0.7222 NPC150259
Intermediate Similarity 0.7219 NPC470233
Intermediate Similarity 0.7212 NPC42483
Intermediate Similarity 0.7212 NPC20144
Intermediate Similarity 0.7209 NPC477591
Intermediate Similarity 0.7209 NPC56765
Intermediate Similarity 0.7205 NPC296437
Intermediate Similarity 0.7193 NPC476464
Intermediate Similarity 0.7186 NPC267811
Intermediate Similarity 0.7184 NPC478182
Intermediate Similarity 0.717 NPC22079
Intermediate Similarity 0.7161 NPC46358
Intermediate Similarity 0.716 NPC53947
Intermediate Similarity 0.716 NPC218268
Intermediate Similarity 0.7143 NPC274229
Intermediate Similarity 0.7143 NPC2165
Intermediate Similarity 0.7143 NPC195507
Intermediate Similarity 0.7135 NPC472289
Intermediate Similarity 0.7134 NPC104483
Intermediate Similarity 0.7126 NPC314372
Intermediate Similarity 0.7119 NPC164664
Intermediate Similarity 0.7117 NPC314102
Intermediate Similarity 0.7117 NPC251722
Intermediate Similarity 0.711 NPC474880
Intermediate Similarity 0.711 NPC293487
Intermediate Similarity 0.711 NPC475990
Intermediate Similarity 0.711 NPC221786
Intermediate Similarity 0.7108 NPC190296
Intermediate Similarity 0.7097 NPC41174
Intermediate Similarity 0.7095 NPC471579
Intermediate Similarity 0.7091 NPC279081
Intermediate Similarity 0.7091 NPC476521
Intermediate Similarity 0.7086 NPC90723
Intermediate Similarity 0.7079 NPC105758
Intermediate Similarity 0.7079 NPC476688
Intermediate Similarity 0.7079 NPC476686
Intermediate Similarity 0.7073 NPC476433
Intermediate Similarity 0.7073 NPC476528
Intermediate Similarity 0.7069 NPC229173
Intermediate Similarity 0.7059 NPC33421
Intermediate Similarity 0.7055 NPC470266
Intermediate Similarity 0.7045 NPC280864
Intermediate Similarity 0.7045 NPC17751
Intermediate Similarity 0.7041 NPC71238
Intermediate Similarity 0.703 NPC474986
Intermediate Similarity 0.703 NPC476013
Intermediate Similarity 0.703 NPC476522
Intermediate Similarity 0.7022 NPC97343
Intermediate Similarity 0.7019 NPC101165
Intermediate Similarity 0.7011 NPC206819
Intermediate Similarity 0.7011 NPC318065
Intermediate Similarity 0.7006 NPC27740
Remote Similarity 0.6993 NPC81561
Remote Similarity 0.6988 NPC230002
Remote Similarity 0.6982 NPC288838
Remote Similarity 0.6977 NPC232798
Remote Similarity 0.6977 NPC200214
Remote Similarity 0.6973 NPC476341
Remote Similarity 0.6966 NPC278874
Remote Similarity 0.6959 NPC24678
Remote Similarity 0.6959 NPC105818
Remote Similarity 0.6957 NPC475428
Remote Similarity 0.6954 NPC286427
Remote Similarity 0.695 NPC282247
Remote Similarity 0.6941 NPC471957
Remote Similarity 0.6935 NPC54981
Remote Similarity 0.6932 NPC478185
Remote Similarity 0.6928 NPC148140
Remote Similarity 0.6928 NPC476520
Remote Similarity 0.6927 NPC91895
Remote Similarity 0.6923 NPC159856
Remote Similarity 0.6923 NPC48564
Remote Similarity 0.6923 NPC182570
Remote Similarity 0.6923 NPC265605
Remote Similarity 0.6918 NPC250361
Remote Similarity 0.6915 NPC231536
Remote Similarity 0.6914 NPC475450
Remote Similarity 0.6914 NPC41257
Remote Similarity 0.691 NPC478183
Remote Similarity 0.691 NPC56233
Remote Similarity 0.6905 NPC476408
Remote Similarity 0.69 NPC471603
Remote Similarity 0.6894 NPC473587
Remote Similarity 0.6893 NPC271797
Remote Similarity 0.6893 NPC21174
Remote Similarity 0.6882 NPC478186
Remote Similarity 0.6879 NPC469765
Remote Similarity 0.6879 NPC73952
Remote Similarity 0.6879 NPC25008
Remote Similarity 0.6879 NPC259644
Remote Similarity 0.6879 NPC469786
Remote Similarity 0.6879 NPC469760
Remote Similarity 0.6879 NPC469763
Remote Similarity 0.6875 NPC44773
Remote Similarity 0.6875 NPC215584
Remote Similarity 0.6864 NPC244700
Remote Similarity 0.6857 NPC216643
Remote Similarity 0.6852 NPC282398
Remote Similarity 0.6851 NPC208060
Remote Similarity 0.6839 NPC34844
Remote Similarity 0.6839 NPC80597
Remote Similarity 0.6839 NPC75540
Remote Similarity 0.6839 NPC70922
Remote Similarity 0.6839 NPC211572
Remote Similarity 0.6839 NPC212376
Remote Similarity 0.6833 NPC32534
Remote Similarity 0.6833 NPC474897
Remote Similarity 0.6832 NPC473762
Remote Similarity 0.6821 NPC470823
Remote Similarity 0.6811 NPC191415
Remote Similarity 0.681 NPC69843
Remote Similarity 0.681 NPC179365
Remote Similarity 0.681 NPC471322
Remote Similarity 0.6806 NPC188821
Remote Similarity 0.6806 NPC474180
Remote Similarity 0.6796 NPC201634
Remote Similarity 0.6782 NPC141926
Remote Similarity 0.6777 NPC470323
Remote Similarity 0.6761 NPC129721
Remote Similarity 0.6755 NPC135601
Remote Similarity 0.6755 NPC141612
Remote Similarity 0.6755 NPC17273
Remote Similarity 0.6752 NPC215519
Remote Similarity 0.675 NPC245244
Remote Similarity 0.675 NPC146373
Remote Similarity 0.675 NPC166424
Remote Similarity 0.6745 NPC267078
Remote Similarity 0.6745 NPC935
Remote Similarity 0.6742 NPC224632
Remote Similarity 0.674 NPC194411
Remote Similarity 0.6738 NPC284678

Drug Structure

External Identifiers

TTD   DAP000278
DrugBank   DB00724
ChEMBL   CHEMBL1282
IUPHAR/BPS   5003
PharmaGKB   PA449972
KEGG Drug   D02500
PubChem CID   57469
ChEBI   36704
CAS Number  99011-02-6

Drug Properties

Molecular Weight  240.14
ALogP  0.1211
MLogP  2.56
XLogP  3.387
HDA  4
HBD  2
Rotatable Bonds  4
TPSA  53.7
RO5 Violation  0