Drug Information

Drug ID:  NPD3457
Drug Name:  dosulepin
Molecular Formula:  C19H21NS
Canonical SMILES:  CN(CC/C=C/1c2ccccc2SCc2c1cccc2)C
Standard InCHI:  InChI=1S/C19H21NS/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3/b17-11-
Standard InCHIKey:  PHTUQLWOUWZIMZ-BOPFTXTBSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD3457

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 0.7579 NPC133162
Intermediate Similarity 0.7245 NPC148231
Intermediate Similarity 0.7191 NPC5324
Intermediate Similarity 0.7059 NPC470926
Remote Similarity 0.6778 NPC52330
Remote Similarity 0.6768 NPC104070
Remote Similarity 0.6768 NPC474088
Remote Similarity 0.6735 NPC231986
Remote Similarity 0.6667 NPC36440
Remote Similarity 0.6667 NPC473661
Remote Similarity 0.6633 NPC475289
Remote Similarity 0.6633 NPC475573
Remote Similarity 0.663 NPC246822
Remote Similarity 0.663 NPC139416
Remote Similarity 0.663 NPC213570
Remote Similarity 0.6629 NPC22627
Remote Similarity 0.6596 NPC212463
Remote Similarity 0.6596 NPC54269
Remote Similarity 0.6562 NPC271642
Remote Similarity 0.6556 NPC291066
Remote Similarity 0.6556 NPC155172
Remote Similarity 0.6542 NPC329430
Remote Similarity 0.6517 NPC22786
Remote Similarity 0.6517 NPC71009
Remote Similarity 0.6505 NPC53492
Remote Similarity 0.6505 NPC60408
Remote Similarity 0.6489 NPC39799
Remote Similarity 0.6489 NPC280135
Remote Similarity 0.6489 NPC135433
Remote Similarity 0.6489 NPC226999
Remote Similarity 0.6489 NPC158028
Remote Similarity 0.6489 NPC1008
Remote Similarity 0.6489 NPC193578
Remote Similarity 0.6489 NPC87099
Remote Similarity 0.6486 NPC239854
Remote Similarity 0.6458 NPC98976
Remote Similarity 0.6444 NPC113670
Remote Similarity 0.6421 NPC244738
Remote Similarity 0.6413 NPC267443
Remote Similarity 0.6404 NPC238023
Remote Similarity 0.6404 NPC210849
Remote Similarity 0.6404 NPC310758
Remote Similarity 0.6404 NPC246588
Remote Similarity 0.6392 NPC139658
Remote Similarity 0.6383 NPC251490
Remote Similarity 0.6383 NPC72670
Remote Similarity 0.6383 NPC263385
Remote Similarity 0.6373 NPC169016
Remote Similarity 0.6364 NPC159661
Remote Similarity 0.6327 NPC3190
Remote Similarity 0.6327 NPC249018
Remote Similarity 0.63 NPC315216
Remote Similarity 0.6289 NPC307195
Remote Similarity 0.6277 NPC200936
Remote Similarity 0.625 NPC258046
Remote Similarity 0.625 NPC1901
Remote Similarity 0.625 NPC474582
Remote Similarity 0.6237 NPC6107
Remote Similarity 0.6224 NPC302129
Remote Similarity 0.6224 NPC110264
Remote Similarity 0.6222 NPC135924
Remote Similarity 0.6222 NPC45255
Remote Similarity 0.6196 NPC32312
Remote Similarity 0.6196 NPC198023
Remote Similarity 0.6186 NPC96835
Remote Similarity 0.6186 NPC258492
Remote Similarity 0.618 NPC36357
Remote Similarity 0.618 NPC114327
Remote Similarity 0.6154 NPC29680
Remote Similarity 0.6154 NPC66517
Remote Similarity 0.6129 NPC289915
Remote Similarity 0.6129 NPC113837
Remote Similarity 0.6129 NPC178527
Remote Similarity 0.6122 NPC276699
Remote Similarity 0.6117 NPC119677
Remote Similarity 0.6105 NPC473206
Remote Similarity 0.61 NPC66270
Remote Similarity 0.61 NPC245896
Remote Similarity 0.61 NPC255345
Remote Similarity 0.61 NPC12857
Remote Similarity 0.6095 NPC203076
Remote Similarity 0.6087 NPC45756
Remote Similarity 0.6087 NPC88566
Remote Similarity 0.6087 NPC21211
Remote Similarity 0.6067 NPC300345
Remote Similarity 0.6067 NPC212114
Remote Similarity 0.6067 NPC120441
Remote Similarity 0.6067 NPC65873
Remote Similarity 0.6044 NPC248705
Remote Similarity 0.6044 NPC150196
Remote Similarity 0.6044 NPC54368
Remote Similarity 0.6042 NPC229235
Remote Similarity 0.6034 NPC474695
Remote Similarity 0.602 NPC113000
Remote Similarity 0.602 NPC299134
Remote Similarity 0.602 NPC122327
Remote Similarity 0.602 NPC112609
Remote Similarity 0.6019 NPC14326
Remote Similarity 0.6 NPC71140
Remote Similarity 0.6 NPC22760
Remote Similarity 0.6 NPC322040
Remote Similarity 0.6 NPC290638
Remote Similarity 0.598 NPC50063
Remote Similarity 0.5978 NPC200745
Remote Similarity 0.5965 NPC316797
Remote Similarity 0.5955 NPC269586
Remote Similarity 0.5955 NPC198841
Remote Similarity 0.5948 NPC469974
Remote Similarity 0.5938 NPC297358
Remote Similarity 0.5934 NPC147062
Remote Similarity 0.5914 NPC50266
Remote Similarity 0.5909 NPC473417
Remote Similarity 0.5897 NPC167336
Remote Similarity 0.5893 NPC317400
Remote Similarity 0.5888 NPC17497
Remote Similarity 0.5888 NPC305602
Remote Similarity 0.5872 NPC172128
Remote Similarity 0.5856 NPC300455
Remote Similarity 0.5851 NPC264470
Remote Similarity 0.5849 NPC3210
Remote Similarity 0.5843 NPC149436
Remote Similarity 0.5843 NPC277704
Remote Similarity 0.5842 NPC325662
Remote Similarity 0.5842 NPC98269
Remote Similarity 0.5842 NPC9796
Remote Similarity 0.5824 NPC64270
Remote Similarity 0.5824 NPC8235
Remote Similarity 0.5789 NPC120203
Remote Similarity 0.5776 NPC291610
Remote Similarity 0.5769 NPC242628
Remote Similarity 0.5763 NPC473418
Remote Similarity 0.5763 NPC474559
Remote Similarity 0.5761 NPC169110
Remote Similarity 0.5755 NPC95429
Remote Similarity 0.5741 NPC473031
Remote Similarity 0.5738 NPC475013
Remote Similarity 0.5728 NPC8981
Remote Similarity 0.5728 NPC272260
Remote Similarity 0.5727 NPC166487
Remote Similarity 0.5714 NPC45033
Remote Similarity 0.5714 NPC469807
Remote Similarity 0.5714 NPC219246
Remote Similarity 0.5702 NPC65855
Remote Similarity 0.5702 NPC292758
Remote Similarity 0.569 NPC11466
Remote Similarity 0.5688 NPC12429
Remote Similarity 0.5673 NPC184030
Remote Similarity 0.5673 NPC195713
Remote Similarity 0.5673 NPC164449
Remote Similarity 0.567 NPC181786
Remote Similarity 0.5664 NPC108339
Remote Similarity 0.5645 NPC476048
Remote Similarity 0.5636 NPC470877
Remote Similarity 0.5636 NPC298115
Remote Similarity 0.5614 NPC471320
Remote Similarity 0.5614 NPC471319
Remote Similarity 0.5607 NPC267704
Remote Similarity 0.56 NPC246904

Drug Structure

External Identifiers

TTD   DIB004982
DrugBank  
ChEMBL  
IUPHAR/BPS   7549
PharmaGKB  
KEGG Drug  
PubChem CID   5282426
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  295.14
ALogP  0.8158
MLogP  3.33
XLogP  5.851
HDA  1
HBD  0
Rotatable Bonds  5
TPSA  28.54
RO5 Violation  1