Drug Information

Drug ID:  NPD6548
Drug Name:  Cinnarizine
Molecular Formula:  C26H28N2
Canonical SMILES:  c1ccc(cc1)C=CCN1CCN(CC1)C(c1ccccc1)c1ccccc1
Standard InCHI:  InChI=1S/C26H28N2/c1-4-11-23(12-5-1)13-10-18-27-19-21-28(22-20-27)26(24-14-6-2-7-15-24)25-16-8-3-9-17-25/h1-17,26H,18-22H2
Standard InCHIKey:  DERZBLKQOCDDDZ-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD6548

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
High Similarity 0.8901 NPC470926
Intermediate Similarity 0.8469 NPC239854
Intermediate Similarity 0.8421 NPC329430
Intermediate Similarity 0.8022 NPC104070
Intermediate Similarity 0.8022 NPC119677
Intermediate Similarity 0.7935 NPC169016
Intermediate Similarity 0.7921 NPC291610
Intermediate Similarity 0.7864 NPC474695
Intermediate Similarity 0.7841 NPC271642
Intermediate Similarity 0.7727 NPC98976
Intermediate Similarity 0.7609 NPC231986
Intermediate Similarity 0.7579 NPC258046
Intermediate Similarity 0.7524 NPC473418
Intermediate Similarity 0.74 NPC322040
Intermediate Similarity 0.7391 NPC475915
Intermediate Similarity 0.7308 NPC474582
Intermediate Similarity 0.7283 NPC12857
Intermediate Similarity 0.7174 NPC325662
Intermediate Similarity 0.7174 NPC98269
Intermediate Similarity 0.7094 NPC314192
Intermediate Similarity 0.7037 NPC167336
Remote Similarity 0.699 NPC108339
Remote Similarity 0.697 NPC305602
Remote Similarity 0.697 NPC17497
Remote Similarity 0.6897 NPC192209
Remote Similarity 0.6889 NPC219246
Remote Similarity 0.6882 NPC139658
Remote Similarity 0.6848 NPC112609
Remote Similarity 0.6848 NPC299134
Remote Similarity 0.6848 NPC122327
Remote Similarity 0.6848 NPC113000
Remote Similarity 0.6838 NPC264580
Remote Similarity 0.6837 NPC133162
Remote Similarity 0.6809 NPC290638
Remote Similarity 0.6789 NPC469974
Remote Similarity 0.6786 NPC65855
Remote Similarity 0.6786 NPC292758
Remote Similarity 0.6762 NPC471320
Remote Similarity 0.6762 NPC471319
Remote Similarity 0.6752 NPC313449
Remote Similarity 0.6739 NPC244738
Remote Similarity 0.6731 NPC469330
Remote Similarity 0.6703 NPC229235
Remote Similarity 0.67 NPC203076
Remote Similarity 0.6698 NPC311242
Remote Similarity 0.6696 NPC302790
Remote Similarity 0.6696 NPC296163
Remote Similarity 0.6696 NPC187036
Remote Similarity 0.6667 NPC252794
Remote Similarity 0.6667 NPC22786
Remote Similarity 0.664 NPC9856
Remote Similarity 0.6638 NPC246904
Remote Similarity 0.6634 NPC60408
Remote Similarity 0.6634 NPC473031
Remote Similarity 0.6607 NPC434
Remote Similarity 0.6607 NPC79618
Remote Similarity 0.6602 NPC191444
Remote Similarity 0.6596 NPC276699
Remote Similarity 0.6585 NPC79698
Remote Similarity 0.6566 NPC474088
Remote Similarity 0.6555 NPC320656
Remote Similarity 0.6552 NPC246588
Remote Similarity 0.6525 NPC313673
Remote Similarity 0.6508 NPC473417
Remote Similarity 0.6505 NPC176858
Remote Similarity 0.6505 NPC470877
Remote Similarity 0.6476 NPC473661
Remote Similarity 0.6442 NPC159178
Remote Similarity 0.6442 NPC471307
Remote Similarity 0.6442 NPC141139
Remote Similarity 0.6442 NPC121872
Remote Similarity 0.6442 NPC209764
Remote Similarity 0.6442 NPC78041
Remote Similarity 0.6442 NPC74936
Remote Similarity 0.6441 NPC473573
Remote Similarity 0.6441 NPC288232
Remote Similarity 0.6429 NPC315216
Remote Similarity 0.6417 NPC220698
Remote Similarity 0.6415 NPC7067
Remote Similarity 0.6404 NPC113670
Remote Similarity 0.6392 NPC66270
Remote Similarity 0.6392 NPC245896
Remote Similarity 0.6389 NPC472258
Remote Similarity 0.6387 NPC470544
Remote Similarity 0.6364 NPC210849
Remote Similarity 0.6349 NPC478079
Remote Similarity 0.6344 NPC72670
Remote Similarity 0.6333 NPC470545
Remote Similarity 0.6328 NPC126458
Remote Similarity 0.6322 NPC114327
Remote Similarity 0.6322 NPC36357
Remote Similarity 0.6316 NPC96835
Remote Similarity 0.6316 NPC258492
Remote Similarity 0.6303 NPC101139
Remote Similarity 0.6286 NPC172128
Remote Similarity 0.6283 NPC476198
Remote Similarity 0.6281 NPC470546
Remote Similarity 0.6279 NPC473962
Remote Similarity 0.6263 NPC50063
Remote Similarity 0.6262 NPC471309
Remote Similarity 0.6261 NPC164802
Remote Similarity 0.625 NPC307195
Remote Similarity 0.623 NPC226143
Remote Similarity 0.6228 NPC45033
Remote Similarity 0.6226 NPC226438
Remote Similarity 0.6224 NPC255345
Remote Similarity 0.622 NPC476950
Remote Similarity 0.6204 NPC161972
Remote Similarity 0.6204 NPC256452
Remote Similarity 0.6204 NPC303045
Remote Similarity 0.6196 NPC267443
Remote Similarity 0.6183 NPC313352
Remote Similarity 0.6182 NPC322598
Remote Similarity 0.6172 NPC473322
Remote Similarity 0.6172 NPC111428
Remote Similarity 0.6168 NPC108800
Remote Similarity 0.6162 NPC159661
Remote Similarity 0.6154 NPC291066
Remote Similarity 0.6154 NPC471638
Remote Similarity 0.6154 NPC53044
Remote Similarity 0.6147 NPC25565
Remote Similarity 0.6132 NPC316108
Remote Similarity 0.6131 NPC20144
Remote Similarity 0.6129 NPC71684
Remote Similarity 0.6124 NPC124802
Remote Similarity 0.6122 NPC249018
Remote Similarity 0.6122 NPC3190
Remote Similarity 0.6121 NPC77294
Remote Similarity 0.6119 NPC314102
Remote Similarity 0.6119 NPC251722
Remote Similarity 0.6111 NPC200745
Remote Similarity 0.6111 NPC307020
Remote Similarity 0.6111 NPC71009
Remote Similarity 0.6103 NPC470925
Remote Similarity 0.6098 NPC162689
Remote Similarity 0.6098 NPC54102
Remote Similarity 0.6095 NPC12429
Remote Similarity 0.6095 NPC30445
Remote Similarity 0.6094 NPC145754
Remote Similarity 0.6092 NPC198841
Remote Similarity 0.6091 NPC475439
Remote Similarity 0.6091 NPC473501
Remote Similarity 0.6087 NPC473498
Remote Similarity 0.6077 NPC259665
Remote Similarity 0.6077 NPC255447
Remote Similarity 0.6077 NPC89769
Remote Similarity 0.6077 NPC126859
Remote Similarity 0.6071 NPC214200
Remote Similarity 0.6071 NPC228400
Remote Similarity 0.6064 NPC213570
Remote Similarity 0.6064 NPC139416
Remote Similarity 0.6064 NPC246822
Remote Similarity 0.6064 NPC473206
Remote Similarity 0.6063 NPC52764
Remote Similarity 0.6048 NPC27833
Remote Similarity 0.6044 NPC50266
Remote Similarity 0.6043 NPC469735
Remote Similarity 0.6042 NPC54269
Remote Similarity 0.6032 NPC329825
Remote Similarity 0.6031 NPC257390
Remote Similarity 0.6031 NPC69914
Remote Similarity 0.6029 NPC22082
Remote Similarity 0.6029 NPC186284
Remote Similarity 0.6029 NPC88097
Remote Similarity 0.6023 NPC120441
Remote Similarity 0.6023 NPC65873
Remote Similarity 0.6023 NPC300345
Remote Similarity 0.6023 NPC212114
Remote Similarity 0.6016 NPC240136
Remote Similarity 0.6016 NPC136453
Remote Similarity 0.6016 NPC471402
Remote Similarity 0.6016 NPC297486
Remote Similarity 0.6 NPC257490
Remote Similarity 0.6 NPC248705
Remote Similarity 0.6 NPC469740
Remote Similarity 0.6 NPC135924
Remote Similarity 0.6 NPC263385
Remote Similarity 0.6 NPC150196
Remote Similarity 0.6 NPC54368
Remote Similarity 0.6 NPC211551
Remote Similarity 0.6 NPC251490
Remote Similarity 0.5986 NPC66936
Remote Similarity 0.5984 NPC14672
Remote Similarity 0.5984 NPC315276
Remote Similarity 0.5984 NPC285394
Remote Similarity 0.5984 NPC285926
Remote Similarity 0.598 NPC14326
Remote Similarity 0.5978 NPC155172
Remote Similarity 0.5978 NPC198023
Remote Similarity 0.5978 NPC32312
Remote Similarity 0.5977 NPC149436
Remote Similarity 0.5969 NPC239990
Remote Similarity 0.5969 NPC105114
Remote Similarity 0.5969 NPC152850
Remote Similarity 0.5969 NPC89923
Remote Similarity 0.5969 NPC71933
Remote Similarity 0.5968 NPC91958
Remote Similarity 0.5963 NPC474974
Remote Similarity 0.5962 NPC229477
Remote Similarity 0.596 NPC9796

Drug Structure

External Identifiers

TTD   DAP000325
DrugBank   DB00568
ChEMBL   CHEMBL43064
IUPHAR/BPS  
PharmaGKB   PA164749342
KEGG Drug   D01295
PubChem CID  
ChEBI   31403
CAS Number  298-57-7

Drug Properties

Molecular Weight  368.23
ALogP  0.5018
MLogP  4.1
XLogP  9.866
HDA  2
HBD  0
Rotatable Bonds  6
TPSA  6.48
RO5 Violation  1