Drug Information

Drug ID:  NPD2157
Drug Name:  Ramelteon
Molecular Formula:  C16H21NO2
Canonical SMILES:  CCC(=NCC[C@@H]1CCc2c1c1CCOc1cc2)O
Standard InCHI:  InChI=1S/C16H21NO2/c1-2-15(18)17-9-7-12-4-3-11-5-6-14-13(16(11)12)8-10-19-14/h5-6,12H,2-4,7-10H2,1H3,(H,17,18)/t12-/m0/s1
Standard InCHIKey:  YLXDSYKOBKBWJQ-LBPRGKRZSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD2157

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 0.8014 NPC327623
Intermediate Similarity 0.7986 NPC275150
Intermediate Similarity 0.797 NPC160120
Intermediate Similarity 0.797 NPC17388
Intermediate Similarity 0.797 NPC263835
Intermediate Similarity 0.797 NPC53596
Intermediate Similarity 0.797 NPC289330
Intermediate Similarity 0.797 NPC471308
Intermediate Similarity 0.7926 NPC471314
Intermediate Similarity 0.7926 NPC471315
Intermediate Similarity 0.7899 NPC191302
Intermediate Similarity 0.7829 NPC166837
Intermediate Similarity 0.7794 NPC150026
Intermediate Similarity 0.7761 NPC43275
Intermediate Similarity 0.7714 NPC147247
Intermediate Similarity 0.7714 NPC246974
Intermediate Similarity 0.7704 NPC321133
Intermediate Similarity 0.7692 NPC218530
Intermediate Similarity 0.7664 NPC152946
Intermediate Similarity 0.7662 NPC87363
Intermediate Similarity 0.7643 NPC99798
Intermediate Similarity 0.7643 NPC153990
Intermediate Similarity 0.7643 NPC157740
Intermediate Similarity 0.763 NPC256369
Intermediate Similarity 0.7626 NPC81641
Intermediate Similarity 0.761 NPC90984
Intermediate Similarity 0.7606 NPC196193
Intermediate Similarity 0.7606 NPC114102
Intermediate Similarity 0.7571 NPC301713
Intermediate Similarity 0.7571 NPC251466
Intermediate Similarity 0.7571 NPC156944
Intermediate Similarity 0.7557 NPC470723
Intermediate Similarity 0.7554 NPC62101
Intermediate Similarity 0.7554 NPC95733
Intermediate Similarity 0.7552 NPC130595
Intermediate Similarity 0.7552 NPC470392
Intermediate Similarity 0.7552 NPC93882
Intermediate Similarity 0.7537 NPC33900
Intermediate Similarity 0.7518 NPC291449
Intermediate Similarity 0.7518 NPC251571
Intermediate Similarity 0.7518 NPC41331
Intermediate Similarity 0.7518 NPC129176
Intermediate Similarity 0.7516 NPC67080
Intermediate Similarity 0.75 NPC470393
Intermediate Similarity 0.75 NPC182147
Intermediate Similarity 0.75 NPC170583
Intermediate Similarity 0.75 NPC29477
Intermediate Similarity 0.75 NPC152186
Intermediate Similarity 0.75 NPC71105
Intermediate Similarity 0.75 NPC207541
Intermediate Similarity 0.75 NPC246133
Intermediate Similarity 0.75 NPC313737
Intermediate Similarity 0.75 NPC76119
Intermediate Similarity 0.75 NPC285078
Intermediate Similarity 0.75 NPC6854
Intermediate Similarity 0.75 NPC4286
Intermediate Similarity 0.75 NPC230219
Intermediate Similarity 0.7483 NPC255550
Intermediate Similarity 0.7483 NPC249425
Intermediate Similarity 0.7483 NPC325003
Intermediate Similarity 0.7483 NPC11089
Intermediate Similarity 0.7483 NPC308885
Intermediate Similarity 0.7482 NPC211218
Intermediate Similarity 0.7481 NPC474149
Intermediate Similarity 0.7468 NPC293164
Intermediate Similarity 0.7468 NPC471394
Intermediate Similarity 0.7465 NPC469977
Intermediate Similarity 0.7465 NPC155838
Intermediate Similarity 0.7464 NPC48623
Intermediate Similarity 0.7464 NPC168707
Intermediate Similarity 0.7448 NPC26394
Intermediate Similarity 0.7445 NPC474131
Intermediate Similarity 0.7444 NPC35344
Intermediate Similarity 0.7444 NPC141003
Intermediate Similarity 0.7432 NPC212850
Intermediate Similarity 0.7432 NPC189724
Intermediate Similarity 0.7432 NPC83289
Intermediate Similarity 0.7431 NPC274732
Intermediate Similarity 0.7431 NPC214869
Intermediate Similarity 0.7431 NPC471953
Intermediate Similarity 0.7429 NPC300955
Intermediate Similarity 0.7426 NPC329980
Intermediate Similarity 0.7422 NPC108875
Intermediate Similarity 0.7422 NPC38079
Intermediate Similarity 0.7419 NPC275027
Intermediate Similarity 0.7417 NPC313414
Intermediate Similarity 0.7413 NPC195749
Intermediate Similarity 0.7413 NPC35961
Intermediate Similarity 0.7413 NPC52029
Intermediate Similarity 0.7407 NPC312105
Intermediate Similarity 0.7405 NPC22014
Intermediate Similarity 0.7397 NPC49603
Intermediate Similarity 0.7397 NPC473107
Intermediate Similarity 0.7397 NPC187616
Intermediate Similarity 0.7397 NPC193026
Intermediate Similarity 0.7394 NPC98745
Intermediate Similarity 0.7394 NPC186889
Intermediate Similarity 0.7394 NPC469386
Intermediate Similarity 0.7391 NPC45663
Intermediate Similarity 0.7379 NPC169766
Intermediate Similarity 0.7379 NPC85595
Intermediate Similarity 0.7379 NPC18842
Intermediate Similarity 0.7376 NPC470726
Intermediate Similarity 0.7372 NPC32152
Intermediate Similarity 0.7372 NPC51543
Intermediate Similarity 0.7355 NPC474560
Intermediate Similarity 0.7355 NPC52475
Intermediate Similarity 0.7353 NPC238176
Intermediate Similarity 0.7353 NPC187993
Intermediate Similarity 0.7353 NPC25648
Intermediate Similarity 0.7343 NPC223912
Intermediate Similarity 0.7343 NPC283079
Intermediate Similarity 0.7342 NPC206736
Intermediate Similarity 0.7342 NPC195766
Intermediate Similarity 0.7333 NPC473718
Intermediate Similarity 0.7333 NPC303370
Intermediate Similarity 0.7329 NPC470936
Intermediate Similarity 0.7324 NPC470724
Intermediate Similarity 0.7319 NPC103916
Intermediate Similarity 0.7319 NPC232295
Intermediate Similarity 0.7313 NPC26524
Intermediate Similarity 0.7312 NPC71205
Intermediate Similarity 0.731 NPC280653
Intermediate Similarity 0.731 NPC228369
Intermediate Similarity 0.731 NPC206224
Intermediate Similarity 0.731 NPC118114
Intermediate Similarity 0.731 NPC164574
Intermediate Similarity 0.731 NPC196765
Intermediate Similarity 0.731 NPC150011
Intermediate Similarity 0.731 NPC207892
Intermediate Similarity 0.731 NPC129784
Intermediate Similarity 0.731 NPC236014
Intermediate Similarity 0.731 NPC476166
Intermediate Similarity 0.731 NPC300875
Intermediate Similarity 0.731 NPC268917
Intermediate Similarity 0.731 NPC129106
Intermediate Similarity 0.731 NPC17343
Intermediate Similarity 0.731 NPC12875
Intermediate Similarity 0.7308 NPC18614
Intermediate Similarity 0.7308 NPC231705
Intermediate Similarity 0.7305 NPC61685
Intermediate Similarity 0.7303 NPC5462
Intermediate Similarity 0.7297 NPC10737
Intermediate Similarity 0.7297 NPC263367
Intermediate Similarity 0.7297 NPC14600
Intermediate Similarity 0.7297 NPC477939
Intermediate Similarity 0.7297 NPC160607
Intermediate Similarity 0.7297 NPC204848
Intermediate Similarity 0.7297 NPC29799
Intermediate Similarity 0.7297 NPC156502
Intermediate Similarity 0.7297 NPC41473
Intermediate Similarity 0.7297 NPC209985
Intermediate Similarity 0.7297 NPC54743
Intermediate Similarity 0.7297 NPC177160
Intermediate Similarity 0.7297 NPC312770
Intermediate Similarity 0.7292 NPC266868
Intermediate Similarity 0.7292 NPC470706
Intermediate Similarity 0.729 NPC265473
Intermediate Similarity 0.729 NPC122980
Intermediate Similarity 0.729 NPC276665
Intermediate Similarity 0.729 NPC177172
Intermediate Similarity 0.729 NPC107862
Intermediate Similarity 0.729 NPC180605
Intermediate Similarity 0.729 NPC148516
Intermediate Similarity 0.7286 NPC74137
Intermediate Similarity 0.7286 NPC57199
Intermediate Similarity 0.7286 NPC188997
Intermediate Similarity 0.7279 NPC137496
Intermediate Similarity 0.7279 NPC474358
Intermediate Similarity 0.7279 NPC257540
Intermediate Similarity 0.7279 NPC16485
Intermediate Similarity 0.7279 NPC154511
Intermediate Similarity 0.7279 NPC247858
Intermediate Similarity 0.7279 NPC69539
Intermediate Similarity 0.7279 NPC474387
Intermediate Similarity 0.7273 NPC186898
Intermediate Similarity 0.7273 NPC258056
Intermediate Similarity 0.7267 NPC221134
Intermediate Similarity 0.7266 NPC212559
Intermediate Similarity 0.7266 NPC96423
Intermediate Similarity 0.726 NPC13005
Intermediate Similarity 0.7259 NPC161696
Intermediate Similarity 0.7254 NPC124030
Intermediate Similarity 0.7254 NPC105031
Intermediate Similarity 0.7254 NPC293801
Intermediate Similarity 0.7248 NPC477938
Intermediate Similarity 0.7248 NPC299583
Intermediate Similarity 0.7248 NPC94994
Intermediate Similarity 0.7246 NPC51341
Intermediate Similarity 0.7244 NPC218801
Intermediate Similarity 0.7241 NPC470225
Intermediate Similarity 0.7241 NPC27187
Intermediate Similarity 0.7239 NPC98372
Intermediate Similarity 0.7237 NPC247298
Intermediate Similarity 0.7234 NPC31344
Intermediate Similarity 0.7234 NPC317769
Intermediate Similarity 0.7234 NPC261992
Intermediate Similarity 0.7233 NPC129603
Intermediate Similarity 0.7233 NPC315707
Intermediate Similarity 0.7233 NPC148014

Drug Structure

External Identifiers

TTD   DAP000070
DrugBank   DB00980
ChEMBL   CHEMBL1218
IUPHAR/BPS   1356
PharmaGKB   PA164744896
KEGG Drug  
PubChem CID   208902
ChEBI   109549
CAS Number  196597-26-9

Drug Properties

Molecular Weight  259.16
ALogP  -0.3711
MLogP  2.89
XLogP  3.467
HDA  2
HBD  1
Rotatable Bonds  6
TPSA  41.82
RO5 Violation  0