Drug Information

Drug ID:  NPD1391
Drug Name:  Tymazoline
Molecular Formula:  C14H20N2O
Canonical SMILES:  Cc1ccc(c(c1)OCC1=NCCN1)C(C)C
Standard InCHI:  InChI=1S/C14H20N2O/c1-10(2)12-5-4-11(3)8-13(12)17-9-14-15-6-7-16-14/h4-5,8,10H,6-7,9H2,1-3H3,(H,15,16)
Standard InCHIKey:  QRORCRWSRPKEHR-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD1391

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 0.7361 NPC136112
Intermediate Similarity 0.7361 NPC141739
Intermediate Similarity 0.7297 NPC247018
Intermediate Similarity 0.7297 NPC97870
Intermediate Similarity 0.7297 NPC307123
Intermediate Similarity 0.7285 NPC231163
Intermediate Similarity 0.7285 NPC318591
Intermediate Similarity 0.7211 NPC471306
Intermediate Similarity 0.7211 NPC471321
Intermediate Similarity 0.7197 NPC12870
Intermediate Similarity 0.7197 NPC24327
Intermediate Similarity 0.7123 NPC320242
Intermediate Similarity 0.7073 NPC22014
Intermediate Similarity 0.705 NPC26524
Remote Similarity 0.6985 NPC186469
Remote Similarity 0.6978 NPC280760
Remote Similarity 0.6912 NPC30416
Remote Similarity 0.6906 NPC21890
Remote Similarity 0.6871 NPC255253
Remote Similarity 0.6871 NPC328267
Remote Similarity 0.6803 NPC298486
Remote Similarity 0.6786 NPC166837
Remote Similarity 0.6781 NPC322569
Remote Similarity 0.6767 NPC95755
Remote Similarity 0.6767 NPC313918
Remote Similarity 0.6757 NPC217277
Remote Similarity 0.6735 NPC211992
Remote Similarity 0.6732 NPC274732
Remote Similarity 0.6715 NPC42383
Remote Similarity 0.6712 NPC17388
Remote Similarity 0.6712 NPC289330
Remote Similarity 0.6712 NPC160120
Remote Similarity 0.6712 NPC471308
Remote Similarity 0.6712 NPC53596
Remote Similarity 0.6712 NPC263835
Remote Similarity 0.6709 NPC204546
Remote Similarity 0.6691 NPC97811
Remote Similarity 0.6689 NPC188997
Remote Similarity 0.6689 NPC471314
Remote Similarity 0.6689 NPC471315
Remote Similarity 0.6667 NPC96423
Remote Similarity 0.6667 NPC326801
Remote Similarity 0.6667 NPC470723
Remote Similarity 0.6646 NPC189724
Remote Similarity 0.6646 NPC83289
Remote Similarity 0.6646 NPC212850
Remote Similarity 0.6645 NPC246974
Remote Similarity 0.6645 NPC147247
Remote Similarity 0.6644 NPC98748
Remote Similarity 0.6644 NPC261992
Remote Similarity 0.6644 NPC256369
Remote Similarity 0.6642 NPC470161
Remote Similarity 0.6621 NPC120075
Remote Similarity 0.6604 NPC323204
Remote Similarity 0.6603 NPC237227
Remote Similarity 0.6579 NPC99798
Remote Similarity 0.6579 NPC191302
Remote Similarity 0.6579 NPC157740
Remote Similarity 0.6575 NPC5932
Remote Similarity 0.6556 NPC170749
Remote Similarity 0.6554 NPC212559
Remote Similarity 0.6552 NPC312105
Remote Similarity 0.6545 NPC13397
Remote Similarity 0.6533 NPC211218
Remote Similarity 0.6531 NPC51341
Remote Similarity 0.6531 NPC471449
Remote Similarity 0.6516 NPC474200
Remote Similarity 0.6516 NPC471953
Remote Similarity 0.6513 NPC156944
Remote Similarity 0.651 NPC475839
Remote Similarity 0.6507 NPC25648
Remote Similarity 0.649 NPC300955
Remote Similarity 0.6486 NPC321133
Remote Similarity 0.6483 NPC283169
Remote Similarity 0.6481 NPC247298
Remote Similarity 0.6474 NPC105541
Remote Similarity 0.6471 NPC41331
Remote Similarity 0.6471 NPC291449
Remote Similarity 0.6463 NPC283616
Remote Similarity 0.6447 NPC207541
Remote Similarity 0.6447 NPC246133
Remote Similarity 0.6447 NPC71105
Remote Similarity 0.6447 NPC182147
Remote Similarity 0.6447 NPC152186
Remote Similarity 0.6447 NPC170583
Remote Similarity 0.6434 NPC275627
Remote Similarity 0.6429 NPC233926
Remote Similarity 0.6429 NPC283079
Remote Similarity 0.641 NPC470392
Remote Similarity 0.6408 NPC24777
Remote Similarity 0.6407 NPC474560
Remote Similarity 0.6405 NPC301713
Remote Similarity 0.6405 NPC329272
Remote Similarity 0.6405 NPC251466
Remote Similarity 0.6403 NPC108875
Remote Similarity 0.6403 NPC38079
Remote Similarity 0.6402 NPC245974
Remote Similarity 0.64 NPC168707
Remote Similarity 0.64 NPC48623
Remote Similarity 0.64 NPC14287
Remote Similarity 0.6395 NPC137096
Remote Similarity 0.6392 NPC264956
Remote Similarity 0.6389 NPC228452
Remote Similarity 0.6387 NPC262641
Remote Similarity 0.6383 NPC258171
Remote Similarity 0.6383 NPC233320
Remote Similarity 0.6382 NPC95733
Remote Similarity 0.6382 NPC62101
Remote Similarity 0.6376 NPC474131
Remote Similarity 0.637 NPC303370
Remote Similarity 0.6369 NPC325568
Remote Similarity 0.6369 NPC160692
Remote Similarity 0.6364 NPC98745
Remote Similarity 0.6364 NPC95977
Remote Similarity 0.6364 NPC469386
Remote Similarity 0.6364 NPC153990
Remote Similarity 0.6364 NPC115144
Remote Similarity 0.6364 NPC277857
Remote Similarity 0.6364 NPC324081
Remote Similarity 0.6358 NPC152946
Remote Similarity 0.6358 NPC473464
Remote Similarity 0.6358 NPC150026
Remote Similarity 0.6358 NPC293871
Remote Similarity 0.6358 NPC124433
Remote Similarity 0.6358 NPC476332
Remote Similarity 0.6357 NPC473855
Remote Similarity 0.6357 NPC470393
Remote Similarity 0.6351 NPC329980
Remote Similarity 0.635 NPC471576
Remote Similarity 0.6347 NPC47672
Remote Similarity 0.6346 NPC11089
Remote Similarity 0.6346 NPC325003
Remote Similarity 0.6346 NPC196193
Remote Similarity 0.634 NPC131397
Remote Similarity 0.634 NPC476254
Remote Similarity 0.6338 NPC146530
Remote Similarity 0.6335 NPC168861
Remote Similarity 0.6333 NPC475529
Remote Similarity 0.6333 NPC218753
Remote Similarity 0.6333 NPC45663
Remote Similarity 0.6331 NPC156311
Remote Similarity 0.6331 NPC292003
Remote Similarity 0.6329 NPC282477
Remote Similarity 0.6329 NPC284855
Remote Similarity 0.6329 NPC218530
Remote Similarity 0.6327 NPC258992
Remote Similarity 0.6327 NPC33900
Remote Similarity 0.6323 NPC38604
Remote Similarity 0.6323 NPC211179
Remote Similarity 0.6319 NPC78530
Remote Similarity 0.6316 NPC140359
Remote Similarity 0.6316 NPC96940
Remote Similarity 0.6316 NPC13020
Remote Similarity 0.6312 NPC253429
Remote Similarity 0.6309 NPC43275
Remote Similarity 0.6309 NPC32152
Remote Similarity 0.6306 NPC472590
Remote Similarity 0.6304 NPC316797
Remote Similarity 0.6301 NPC254700
Remote Similarity 0.6296 NPC275150
Remote Similarity 0.6291 NPC212965
Remote Similarity 0.6289 NPC470471
Remote Similarity 0.6286 NPC475225
Remote Similarity 0.6286 NPC241224
Remote Similarity 0.6284 NPC187993
Remote Similarity 0.6284 NPC238176
Remote Similarity 0.6282 NPC472796
Remote Similarity 0.6282 NPC472797
Remote Similarity 0.6282 NPC472795
Remote Similarity 0.6277 NPC79241
Remote Similarity 0.6277 NPC6597
Remote Similarity 0.6276 NPC26615
Remote Similarity 0.6276 NPC474920
Remote Similarity 0.6276 NPC98372
Remote Similarity 0.6275 NPC256015
Remote Similarity 0.6275 NPC248557
Remote Similarity 0.6275 NPC105513
Remote Similarity 0.6275 NPC294156
Remote Similarity 0.6275 NPC61685
Remote Similarity 0.6273 NPC299583
Remote Similarity 0.6272 NPC203424
Remote Similarity 0.6272 NPC114124
Remote Similarity 0.6272 NPC206372
Remote Similarity 0.6269 NPC321956
Remote Similarity 0.6268 NPC194034
Remote Similarity 0.6267 NPC232295
Remote Similarity 0.6266 NPC169766
Remote Similarity 0.6259 NPC473718
Remote Similarity 0.6259 NPC300166
Remote Similarity 0.6259 NPC51633
Remote Similarity 0.6258 NPC251571
Remote Similarity 0.6258 NPC186898
Remote Similarity 0.6257 NPC29647
Remote Similarity 0.6257 NPC181905
Remote Similarity 0.625 NPC231884
Remote Similarity 0.625 NPC42793
Remote Similarity 0.625 NPC120638
Remote Similarity 0.625 NPC167944
Remote Similarity 0.6242 NPC63010
Remote Similarity 0.6242 NPC327623

Drug Structure

External Identifiers

TTD  
DrugBank   DB08803
ChEMBL   CHEMBL2106467
IUPHAR/BPS  
PharmaGKB   PA165958422
KEGG Drug   D07373
PubChem CID  
ChEBI   134947
CAS Number  24243-97-8

Drug Properties

Molecular Weight  232.16
ALogP  0.1814
MLogP  2.67
XLogP  3.507
HDA  2
HBD  1
Rotatable Bonds  7
TPSA  33.62
RO5 Violation  0